General
Preferred name
BITHIONOL
Synonyms
Helmoral b ()
Actamer ()
BITHIONATE ()
Bithin ()
NSC-47129 ()
Bitionol ()
Bitionolate de sodium ()
Bithionol sodium salt ()
Bitionolato de sodio ()
Sodium bithionolate ()
Sodium Bitionolate ()
Vancide bn ()
BITHIONOLATE SODIUM ()
Bithionol ()
P&D ID
PD002451
CAS
97-18-7
6385-58-6
Tags
available
drug
Drug indication
Anti-Infective, Topical
Trematode infection
Drug Status
withdrawn
approved
Max Phase
4.0
Structure
PD002451
BITHIONOL
approved
RO5
MW
353.88
HBA
3
HBD
2
RB
2
LOGP
5.86
43
26
0
71
Structure formats
SMILES
Oc1c(Cl)cc(Cl)cc1Sc1cc(Cl)cc(Cl)c1O
InChI
InChI=1S/C12H6Cl4O2S/c13-5-1-7(15)11(17)9(3-5)19-10-4-6(14)2-8(16)12(10)18/h1-4,17-18H
InChIkey
JFIOVJDNOJYLKP-UHFFFAOYSA-N
MOL
BITHIONOL RDKit 2D 19 20 0 0 0 0 0 0 0 0999 V2000 3.0000 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.5000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7500 -1.2990 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5000 -2.5981 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -0.7500 -1.2990 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0000 0.0000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -0.7500 1.2990 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7500 1.2990 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5000 2.5981 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 0.7500 3.8971 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5000 5.1962 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7500 6.4952 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5000 7.7942 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -0.7500 6.4952 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5000 5.1962 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0000 5.1962 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -0.7500 3.8971 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5000 2.5981 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 2 3 2 0 3 4 1 0 3 5 1 0 5 6 2 0 6 7 1 0 6 8 1 0 8 9 2 0 9 10 1 0 10 11 1 0 11 12 2 0 12 13 1 0 13 14 1 0 13 15 2 0 15 16 1 0 16 17 1 0 16 18 2 0 18 19 1 0 9 2 1 0 18 11 1 0 M END > <ID> PD002451 > <Name> BITHIONOL
Description
(extracted from source data)
DESCRIPTION Bithionol is an antimicrobial compound with anthelmintic activity. Reported to inhibit N-Acyl-phosphatidylethanolamine phospholipase D (NAPE-PLD) activity . (GtoPdb)
Protein targets
71
6.5
MAPK14 Mitogen-activated protein kinase 14 BIOCHEM 1.9x
17
1
6.22
PGR Progesterone receptor
5
1
6.21
EGFR Epidermal growth factor receptor CELL-BASED 1x
36
1
6.08
ADRA2B Alpha-2B adrenergic receptor
4
1
6.06
ADORA2A Adenosine receptor A2a
4
1
6
4.9
NR1I2 Nuclear receptor subfamily 1 group I member 2
2
1
5.79
TTR Transthyretin
6
1
5.78
ADRA2C Alpha-2C adrenergic receptor
6
1
5.74
TBXAS1 Thromboxane-A synthase
3
1
5.72
MCL1 Induced myeloid leukemia cell differentiation protein Mcl-1
2
2
5.72
SLC22A2 Solute carrier family 22 member 2
5
1
5.71
SLC6A3 Sodium-dependent dopamine transporter
4
1
5.7
ALOX12 Polyunsaturated fatty acid lipoxygenase ALOX12
6
1
5.67
ERBB2 Receptor tyrosine-protein kinase erbB-2
30
1
5.65
LCK Proto-oncogene tyrosine-protein kinase LCK
23
1
5.57
TACR2 Substance-K receptor
2
1
5.55
HSPD1,HSPE1 HSP60/HSP10
0
1
5.54
6.2
ADORA3 Adenosine receptor A3
2
2
5.54
ADRA1A Alpha-1A adrenergic receptor
3
1
5.53
SLC22A1 Solute carrier family 22 member 1
6
2
5.51
CHRM1 Muscarinic acetylcholine receptor M1
2
1
5.5
KCNT1 Potassium channel subfamily T member 1 agonist
0
1
5.5
LEF Lethal factor
1
1
5.4
ESR1 Estrogen receptor
15
1
5.38
LMNA Prelamin-A/C
8
1
5.28
5.91
SLC6A2 Sodium-dependent noradrenaline transporter
2
2
5.28
SLC47A1 Multidrug and toxin extrusion protein 1
1
1
5.27
HTR2B 5-hydroxytryptamine receptor 2B
2
1
5.26
SLC22A3 Solute carrier family 22 member 3
2
1
5.21
ENV Envelope glycoprotein gp160
0
1
5.2
HTR2C 5-hydroxytryptamine receptor 2C
2
1
5.18
SLC47A2 Multidrug and toxin extrusion protein 2
1
1
5.13
GROES,GROL GroEL/GroES
0
1
5.09
ESR2 Estrogen receptor beta
6
1
5.08
5.46
OPRM1 Mu-type opioid receptor
6
2
5
MAPT Microtubule-associated protein tau
3
1
4.99
5.61
DRD3 D(3) dopamine receptor
2
2
4.97
NAPEPLD N-acyl-phosphatidylethanolamine-hydrolyzing phospholipase D inhibitor
1
1
4.95
5.38
HTR1A 5-hydroxytryptamine receptor 1A
1
2
4.92
HTT Huntingtin
1
1
4.89
KCNH2 Voltage-gated inwardly rectifying potassium channel KCNH2
2
1
4.89
DRD1 D(1A) dopamine receptor
2
1
4.88
AR Androgen receptor
6
1
4.85
HIF1A Hypoxia-inducible factor 1-alpha
11
1
4.8
CYP3A4 Cytochrome P450 3A4
7
1
4.8
MAPK1 Mitogen-activated protein kinase 1
62
2
4.8
RORC Nuclear receptor ROR-gamma
3
1
4.8
ALOX15 Polyunsaturated fatty acid lipoxygenase ALOX15
10
1
4.8
PAFA Pup--protein ligase
0
1
4.78
PDE3A cGMP-inhibited 3',5'-cyclic phosphodiesterase 3A
1
1
4.65
POLB DNA polymerase beta
7
1
4.62
5.63
ADRA2A Alpha-2A adrenergic receptor
6
2
4.62
ALDH1A1 Aldehyde dehydrogenase 1A1
3
1
4.6
AMPC Beta-lactamase
0
1
4.6
CASP1 Caspase-1
10
1
4.6
CASP7 Caspase-7
6
1
4.58
FTL Ferritin light chain
4
1
4.56
TBXA2R Thromboxane A2 receptor
4
1
4.55
Cruzipain
0
1
4.55
KMT2A,MEN1 Menin/Histone-lysine N-methyltransferase MLL
0
1
4.53
HPGD 15-hydroxyprostaglandin dehydrogenase [NAD(+)]
4
1
4.5
TP53 Cellular tumor antigen p53
45
1
4.5
HSD17B10 3-hydroxyacyl-CoA dehydrogenase type-2
5
1
4.5
TSHR Thyrotropin receptor
2
1
4.5
BLM RecQ-like DNA helicase BLM
17
1
4.45
RECQL ATP-dependent DNA helicase Q1
0
1
4.45
Large T antigen
0
1
4.45
KDM4E Lysine-specific demethylase 4E
1
1
4.37
M1AAP Aminopeptidase N
0
2
4.34
1A Replicase polyprotein 1a
7
1
4.3
THRB Thyroid hormone receptor beta
2
1
Target pathways
325
Abacavir transmembrane transport
R-HSA-2161517
SLC22A3
SLC22A1
SLC22A2
Abasic sugar-phosphate removal via the single-nucleotide replacement pathway
R-HSA-73930
POLB
Activated PKN1 stimulates transcription of AR (androgen receptor) regulated genes KLK2 and KLK3
R-HSA-5625886
AR
activated TAK1 mediates p38 MAPK activation
R-HSA-450302
MAPK14
Activation of AMPK downstream of NMDARs
R-HSA-9619483
MAPT
Activation of caspases through apoptosome-mediated cleavage
R-HSA-111459
CASP7
Activation of NOXA and translocation to mitochondria
R-HSA-111448
TP53
Activation of PPARGC1A (PGC-1alpha) by phosphorylation
R-HSA-2151209
MAPK14
Activation of PUMA and translocation to mitochondria
R-HSA-139915
TP53
Activation of the AP-1 family of transcription factors
R-HSA-450341
MAPK14
MAPK1
Adenosine P1 receptors
R-HSA-417973
ADORA2A
ADORA3
ADP signalling through P2Y purinoceptor 1
R-HSA-418592
MAPK14
Adrenaline signalling through Alpha-2 adrenergic receptor
R-HSA-392023
ADRA2C
ADRA2A
ADRA2B
Adrenaline,noradrenaline inhibits insulin secretion
R-HSA-400042
ADRA2C
ADRA2A
Adrenoceptors
R-HSA-390696
ADRA1A
ADRA2C
ADRA2A
ADRA2B
Advanced glycosylation endproduct receptor signaling
R-HSA-879415
MAPK1
Aflatoxin activation and detoxification
R-HSA-5423646
CYP3A4
Amyloid fiber formation
R-HSA-977225
TTR
APEX1-Independent Resolution of AP Sites via the Single Nucleotide Replacement Pathway
R-HSA-5649702
POLB
Apoptotic cleavage of cellular proteins
R-HSA-111465
CASP7
Aspirin ADME
R-HSA-9749641
CYP3A4
Assembly of the SARS-CoV-1 Replication-Transcription Complex (RTC)
R-HSA-9683439
1A
Association of TriC/CCT with target proteins during biosynthesis
R-HSA-390471
TP53
Atorvastatin ADME
R-HSA-9754706
CYP3A4
Autodegradation of the E3 ubiquitin ligase COP1
R-HSA-349425
TP53
Biosynthesis of A2E, implicated in retinal degradation
R-HSA-2466712
NAPEPLD
Biosynthesis of D-series resolvins
R-HSA-9018676
HPGD
Biosynthesis of DHA-derived SPMs
R-HSA-9018677
ALOX15
ALOX12
Biosynthesis of DPAn-3-derived maresins
R-HSA-9026290
ALOX12
Biosynthesis of DPAn-3-derived protectins and resolvins
R-HSA-9026286
ALOX15
Biosynthesis of DPAn-6 SPMs
R-HSA-9025106
ALOX15
ALOX12
Biosynthesis of E-series 18(R)-resolvins
R-HSA-9023661
ALOX15
Biosynthesis of E-series 18(S)-resolvins
R-HSA-9018896
HPGD
ALOX15
Biosynthesis of Lipoxins (LX)
R-HSA-2142700
HPGD
ALOX12
Biosynthesis of maresin-like SPMs
R-HSA-9027307
CYP3A4
Biosynthesis of protectins
R-HSA-9018681
ALOX15
Branched-chain amino acid catabolism
R-HSA-70895
HSD17B10
Breakdown of the nuclear lamina
R-HSA-352238
LMNA
Cargo recognition for clathrin-mediated endocytosis
R-HSA-8856825
EGFR
Caspase-mediated cleavage of cytoskeletal proteins
R-HSA-264870
CASP7
MAPT
CD163 mediating an anti-inflammatory response
R-HSA-9662834
MAPK14
CD28 dependent PI3K/Akt signaling
R-HSA-389357
LCK
CD28 dependent Vav1 pathway
R-HSA-389359
LCK
Cellular response to hypoxia
R-HSA-1234174
HIF1A
Ciprofloxacin ADME
R-HSA-9793528
SLC22A1
Circadian Clock
R-HSA-400253
HIF1A
Clathrin-mediated endocytosis
R-HSA-8856828
EGFR
Co-inhibition by CTLA4
R-HSA-389513
LCK
Co-inhibition by PD-1
R-HSA-389948
LCK
Co-stimulation by CD28
R-HSA-389356
LCK
Constitutive Signaling by Aberrant PI3K in Cancer
R-HSA-2219530
LCK
ESR1
EGFR
ESR2
ERBB2
Constitutive Signaling by EGFRvIII
R-HSA-5637810
EGFR
Constitutive Signaling by Ligand-Responsive EGFR Cancer Variants
R-HSA-1236382
EGFR
Constitutive Signaling by Overexpressed ERBB2
R-HSA-9634285
ERBB2
DAP12 signaling
R-HSA-2424491
LCK
Defective HDR through Homologous Recombination Repair (HRR) due to PALB2 loss of BRCA1 binding function
R-HSA-9704331
BLM
Defective HDR through Homologous Recombination Repair (HRR) due to PALB2 loss of BRCA2/RAD51/RAD51C binding function
R-HSA-9704646
BLM
Defective homologous recombination repair (HRR) due to BRCA1 loss of function
R-HSA-9701192
BLM
Defective SLC6A2 causes orthostatic intolerance (OI)
R-HSA-5619109
SLC6A2
Defective SLC6A3 causes Parkinsonism-dystonia infantile (PKDYS)
R-HSA-5619081
SLC6A3
Defective SLC6A3 causes Parkinsonism-dystonia infantile (PKDYS)
R-HSA-5660724
SLC6A3
Defective TBXAS1 causes GHDD
R-HSA-5579032
TBXAS1
Defective visual phototransduction due to STRA6 loss of function
R-HSA-9918449
TTR
Depolymerization of the Nuclear Lamina
R-HSA-4419969
LMNA
Deregulated CDK5 triggers multiple neurodegenerative pathways in Alzheimer's disease models
R-HSA-8862803
LMNA
DNA Damage/Telomere Stress Induced Senescence
R-HSA-2559586
TP53
Dopamine clearance from the synaptic cleft
R-HSA-379401
SLC6A3
Dopamine receptors
R-HSA-390651
DRD1
DRD3
Downregulation of ERBB2 signaling
R-HSA-8863795
EGFR
ERBB2
Downregulation of ERBB2:ERBB3 signaling
R-HSA-1358803
ERBB2
Downregulation of SMAD2/3:SMAD4 transcriptional activity
R-HSA-2173795
MAPK1
Downstream TCR signaling
R-HSA-202424
LCK
Drug resistance in ERBB2 TMD/JMD mutants
R-HSA-9665737
ERBB2
Drug-mediated inhibition of ERBB2 signaling
R-HSA-9652282
ERBB2
EGFR downregulation
R-HSA-182971
EGFR
EGFR interacts with phospholipase C-gamma
R-HSA-212718
EGFR
EGFR Transactivation by Gastrin
R-HSA-2179392
EGFR
Eicosanoids
R-HSA-211979
TBXAS1
ERBB2 Activates PTK6 Signaling
R-HSA-8847993
EGFR
ERBB2
ERBB2 Regulates Cell Motility
R-HSA-6785631
EGFR
ERBB2
ERK/MAPK targets
R-HSA-198753
MAPK14
MAPK1
ERKs are inactivated
R-HSA-202670
MAPK1
ESR-mediated signaling
R-HSA-8939211
ESR1
ESR2
MAPK1
Estrogen-dependent gene expression
R-HSA-9018519
ESR1
PGR
Estrogen-dependent nuclear events downstream of ESR-membrane signaling
R-HSA-9634638
EGFR
MAPK1
Estrogen-stimulated signaling through PRKCZ
R-HSA-9634635
MAPK1
Ethanol oxidation
R-HSA-71384
ALDH1A1
Extra-nuclear estrogen signaling
R-HSA-9009391
ESR1
EGFR
ESR2
Factors involved in megakaryocyte development and platelet production
R-HSA-983231
TP53
FCERI mediated MAPK activation
R-HSA-2871796
MAPK1
FCGR3A-mediated phagocytosis
R-HSA-9664422
MAPK1
FLT3 signaling through SRC family kinases
R-HSA-9706374
LCK
Formation of Senescence-Associated Heterochromatin Foci (SAHF)
R-HSA-2559584
TP53
Frs2-mediated activation
R-HSA-170968
MAPK1
Fructose catabolism
R-HSA-70350
ALDH1A1
G alpha (12/13) signalling events
R-HSA-416482
ADRA1A
TBXA2R
G alpha (i) signalling events
R-HSA-418594
ADRA2C
ADRA2A
OPRM1
ADORA3
DRD3
ADRA2B
G alpha (q) signalling events
R-HSA-416476
ADRA1A
HTR2C
TBXA2R
CHRM1
TACR2
HTR2B
G alpha (s) signalling events
R-HSA-418555
TSHR
ADORA2A
DRD1
PDE3A
G alpha (z) signalling events
R-HSA-418597
ADRA2C
ADRA2A
ADRA2B
G-protein activation
R-HSA-202040
OPRM1
G2/M Checkpoints
R-HSA-69481
TP53
G2/M DNA damage checkpoint
R-HSA-69473
BLM
TP53
GAB1 signalosome
R-HSA-180292
EGFR
Gastrin-CREB signalling pathway via PKC and MAPK
R-HSA-881907
MAPK1
Generation of second messenger molecules
R-HSA-202433
LCK
Golgi Associated Vesicle Biogenesis
R-HSA-432722
FTL
Golgi Cisternae Pericentriolar Stack Reorganization
R-HSA-162658
MAPK1
GPVI-mediated activation cascade
R-HSA-114604
LCK
GRB2 events in EGFR signaling
R-HSA-179812
EGFR
GRB2 events in ERBB2 signaling
R-HSA-1963640
EGFR
ERBB2
GRB7 events in ERBB2 signaling
R-HSA-1306955
ERBB2
Growth hormone receptor signaling
R-HSA-982772
MAPK1
HCMV Early Events
R-HSA-9609690
EGFR
HDR through Homologous Recombination (HRR)
R-HSA-5685942
BLM
HDR through Single Strand Annealing (SSA)
R-HSA-5685938
BLM
Homologous DNA Pairing and Strand Exchange
R-HSA-5693579
BLM
Hormone ligand-binding receptors
R-HSA-375281
TSHR
HSP90 chaperone cycle for steroid hormone receptors (SHR) in the presence of ligand
R-HSA-3371497
PGR
AR
IFNG signaling activates MAPKs
R-HSA-9732724
MAPK1
Impaired BRCA2 binding to PALB2
R-HSA-9709603
BLM
Impaired BRCA2 binding to RAD51
R-HSA-9709570
BLM
Inhibition of Signaling by Overexpressed EGFR
R-HSA-5638303
EGFR
Initiation of Nuclear Envelope (NE) Reformation
R-HSA-2995383
LMNA
Interferon gamma signaling
R-HSA-877300
MAPK1
Interleukin-1 processing
R-HSA-448706
CASP1
Interleukin-2 signaling
R-HSA-9020558
LCK
Interleukin-37 signaling
R-HSA-9008059
CASP1
Interleukin-4 and Interleukin-13 signaling
R-HSA-6785807
HIF1A
OPRM1
ALOX15
RORC
TP53
MCL1
Iron uptake and transport
R-HSA-917937
FTL
KSRP (KHSRP) binds and destabilizes mRNA
R-HSA-450604
MAPK14
Loss of function of TP53 in cancer due to loss of tetramerization ability
R-HSA-9723905
TP53
MAP2K and MAPK activation
R-HSA-5674135
MAPK1
MAPK1 (ERK2) activation
R-HSA-112411
MAPK1
Maturation of replicase proteins
R-HSA-9684325
1A
MECP2 regulates neuronal receptors and channels
R-HSA-9022699
OPRM1
Meiotic recombination
R-HSA-912446
BLM
Meiotic synapsis
R-HSA-1221632
LMNA
Mitochondrial protein degradation
R-HSA-9837999
HSD17B10
Mitochondrial unfolded protein response (UPRmt)
R-HSA-9841251
ESR1
Muscarinic acetylcholine receptors
R-HSA-390648
CHRM1
Myogenesis
R-HSA-525793
MAPK14
Na+/Cl- dependent neurotransmitter transporters
R-HSA-442660
SLC6A2
SLC6A3
SLC22A1
SLC22A2
NCAM signaling for neurite out-growth
R-HSA-375165
MAPK1
Neddylation
R-HSA-8951664
HIF1A
Nef and signal transduction
R-HSA-164944
LCK
Nef Mediated CD4 Down-regulation
R-HSA-167590
LCK
Negative feedback regulation of MAPK pathway
R-HSA-5674499
MAPK1
Negative regulation of FGFR1 signaling
R-HSA-5654726
MAPK1
Negative regulation of FGFR2 signaling
R-HSA-5654727
MAPK1
Negative regulation of FGFR3 signaling
R-HSA-5654732
MAPK1
Negative regulation of FGFR4 signaling
R-HSA-5654733
MAPK1
Negative regulation of MAPK pathway
R-HSA-5675221
MAPK1
Neurotransmitter clearance
R-HSA-112311
SLC22A1
SLC22A2
Neutrophil degranulation
R-HSA-6798695
FTL
TTR
MAPK14
MAPK1
NGF-independant TRKA activation
R-HSA-187024
ADORA2A
NOD1/2 Signaling Pathway
R-HSA-168638
MAPK14
CASP1
Non-integrin membrane-ECM interactions
R-HSA-3000171
TTR
Norepinephrine Neurotransmitter Release Cycle
R-HSA-181430
SLC22A1
SLC22A2
NOTCH1 Intracellular Domain Regulates Transcription
R-HSA-2122947
HIF1A
NOTCH3 Activation and Transmission of Signal to the Nucleus
R-HSA-9013507
EGFR
NPAS4 regulates expression of target genes
R-HSA-9768919
MAPK1
Nuclear Envelope Breakdown
R-HSA-2980766
LMNA
Nuclear events stimulated by ALK signaling in cancer
R-HSA-9725371
MAPK1
Nuclear Receptor transcription pathway
R-HSA-383280
ESR1
PGR
THRB
NR1I2
RORC
ESR2
AR
Nuclear signaling by ERBB4
R-HSA-1251985
ESR1
PGR
Oncogene Induced Senescence
R-HSA-2559585
MAPK1
TP53
Opioid Signalling
R-HSA-111885
OPRM1
Organic cation transport
R-HSA-549127
SLC22A3
SLC22A1
SLC22A2
Ovarian tumor domain proteases
R-HSA-5689896
ESR1
TP53
Oxidative Stress Induced Senescence
R-HSA-2559580
MAPK14
MAPK1
TP53
Oxygen-dependent proline hydroxylation of Hypoxia-inducible Factor Alpha
R-HSA-1234176
HIF1A
p38MAPK events
R-HSA-171007
MAPK14
Paradoxical activation of RAF signaling by kinase inactive BRAF
R-HSA-6802955
MAPK1
PCNA-Dependent Long Patch Base Excision Repair
R-HSA-5651801
POLB
PECAM1 interactions
R-HSA-210990
LCK
Peptide ligand-binding receptors
R-HSA-375276
OPRM1
Phase 3 - rapid repolarisation
R-HSA-5576890
KCNH2
Phase I - Functionalization of compounds
R-HSA-211945
CYP3A4
phospho-PLA2 pathway
R-HSA-111995
MAPK1
Phosphorylation of CD3 and TCR zeta chains
R-HSA-202427
LCK
PI3K events in ERBB2 signaling
R-HSA-1963642
EGFR
ERBB2
PI5P Regulates TP53 Acetylation
R-HSA-6811555
TP53
PI5P, PP2A and IER3 Regulate PI3K/AKT Signaling
R-HSA-6811558
LCK
ESR1
EGFR
ESR2
MAPK1
ERBB2
PIP3 activates AKT signaling
R-HSA-1257604
LCK
ESR1
EGFR
ESR2
ERBB2
PKR-mediated signaling
R-HSA-9833482
TP53
MAPT
Platelet sensitization by LDL
R-HSA-432142
MAPK14
PLCG1 events in ERBB2 signaling
R-HSA-1251932
EGFR
ERBB2
POLB-Dependent Long Patch Base Excision Repair
R-HSA-110362
POLB
Pre-NOTCH Transcription and Translation
R-HSA-1912408
TP53
Prednisone ADME
R-HSA-9757110
CYP3A4
Presynaptic phase of homologous DNA pairing and strand exchange
R-HSA-5693616
BLM
Processing of DNA double-strand break ends
R-HSA-5693607
BLM
Processive synthesis on the C-strand of the telomere
R-HSA-174414
BLM
Prostanoid ligand receptors
R-HSA-391908
TBXA2R
PTK6 Expression
R-HSA-8849473
HIF1A
PTK6 promotes HIF1A stabilization
R-HSA-8857538
HIF1A
EGFR
Purinergic signaling in leishmaniasis infection
R-HSA-9660826
CASP1
Pyroptosis
R-HSA-5620971
CASP1
TP53
RA biosynthesis pathway
R-HSA-5365859
ALDH1A1
RAF-independent MAPK1/3 activation
R-HSA-112409
MAPK1
RAF/MAP kinase cascade
R-HSA-5673001
EGFR
MAPK1
ERBB2
Recruitment and ATM-mediated phosphorylation of repair and signaling proteins at DNA double strand breaks
R-HSA-5693565
TP53
Recycling pathway of L1
R-HSA-437239
MAPK1
Regulation of actin dynamics for phagocytic cup formation
R-HSA-2029482
MAPK1
Regulation of gene expression by Hypoxia-inducible Factor
R-HSA-1234158
HIF1A
Regulation of HSF1-mediated heat shock response
R-HSA-3371453
MAPK1
Regulation of KIT signaling
R-HSA-1433559
LCK
Regulation of MECP2 expression and activity
R-HSA-9022692
HTT
Regulation of MITF-M-dependent genes involved in pigmentation
R-HSA-9824585
MAPK14
Regulation of NF-kappa B signaling
R-HSA-9758274
TP53
Regulation of PTEN gene transcription
R-HSA-8943724
MAPK1
TP53
Regulation of RUNX2 expression and activity
R-HSA-8939902
ESR1
Regulation of the apoptosome activity
R-HSA-9627069
MAPK1
Regulation of TP53 Activity through Acetylation
R-HSA-6804758
TP53
Regulation of TP53 Activity through Association with Co-factors
R-HSA-6804759
TP53
Regulation of TP53 Activity through Methylation
R-HSA-6804760
TP53
Regulation of TP53 Activity through Phosphorylation
R-HSA-6804756
MAPK14
BLM
TP53
Regulation of TP53 Degradation
R-HSA-6804757
TP53
Regulation of TP53 Expression
R-HSA-6804754
TP53
Replication of the SARS-CoV-1 genome
R-HSA-9682706
1A
Resistance of ERBB2 KD mutants to AEE788
R-HSA-9665250
ERBB2
Resistance of ERBB2 KD mutants to afatinib
R-HSA-9665249
ERBB2
Resistance of ERBB2 KD mutants to lapatinib
R-HSA-9665251
ERBB2
Resistance of ERBB2 KD mutants to neratinib
R-HSA-9665246
ERBB2
Resistance of ERBB2 KD mutants to osimertinib
R-HSA-9665247
ERBB2
Resistance of ERBB2 KD mutants to sapitinib
R-HSA-9665244
ERBB2
Resistance of ERBB2 KD mutants to tesevatinib
R-HSA-9665245
ERBB2
Resistance of ERBB2 KD mutants to trastuzumab
R-HSA-9665233
ERBB2
Resolution of AP sites via the multiple-nucleotide patch replacement pathway
R-HSA-110373
POLB
Resolution of AP sites via the single-nucleotide replacement pathway
R-HSA-110381
POLB
Resolution of D-loop Structures through Holliday Junction Intermediates
R-HSA-5693568
BLM
Resolution of D-loop Structures through Synthesis-Dependent Strand Annealing (SDSA)
R-HSA-5693554
BLM
Respiratory syncytial virus (RSV) attachment and entry
R-HSA-9820960
EGFR
Retinoid metabolism and transport
R-HSA-975634
TTR
RHO GTPases Activate NADPH Oxidases
R-HSA-5668599
MAPK14
MAPK1
RHO GTPases Activate WASPs and WAVEs
R-HSA-5663213
MAPK1
RHOH GTPase cycle
R-HSA-9013407
LCK
rRNA processing in the mitochondrion
R-HSA-8868766
HSD17B10
RSK activation
R-HSA-444257
MAPK1
RUNX1 regulates estrogen receptor mediated transcription
R-HSA-8931987
ESR1
RUNX1 regulates transcription of genes involved in WNT signaling
R-HSA-8939256
ESR1
RUNX2 regulates osteoblast differentiation
R-HSA-8940973
MAPK1
AR
RUNX3 regulates CDKN1A transcription
R-HSA-8941855
TP53
RUNX3 Regulates Immune Response and Cell Migration
R-HSA-8949275
RORC
SARS-CoV-1 activates/modulates innate immune responses
R-HSA-9692916
CASP1
1A
SARS-CoV-1 modulates host translation machinery
R-HSA-9735869
1A
Scavenging by Class A Receptors
R-HSA-3000480
FTL
Sema4D induced cell migration and growth-cone collapse
R-HSA-416572
ERBB2
Senescence-Associated Secretory Phenotype (SASP)
R-HSA-2559582
MAPK1
Serotonin receptors
R-HSA-390666
HTR2C
HTR1A
HTR2B
SHC1 events in EGFR signaling
R-HSA-180336
EGFR
SHC1 events in ERBB2 signaling
R-HSA-1250196
EGFR
ERBB2
Signal attenuation
R-HSA-74749
MAPK1
Signal transduction by L1
R-HSA-445144
EGFR
MAPK1
Signaling by Activin
R-HSA-1502540
MAPK1
Signaling by ALK fusions and activated point mutants
R-HSA-9725370
TP53
MCL1
Signaling by BRAF and RAF1 fusions
R-HSA-6802952
LMNA
MAPK1
Signaling by EGFR
R-HSA-177929
EGFR
Signaling by ERBB2
R-HSA-1227986
EGFR
ERBB2
Signaling by ERBB2 ECD mutants
R-HSA-9665348
EGFR
ERBB2
Signaling by ERBB2 KD Mutants
R-HSA-9664565
EGFR
ERBB2
Signaling by ERBB2 TMD/JMD mutants
R-HSA-9665686
EGFR
ERBB2
Signaling by ERBB4
R-HSA-1236394
EGFR
Signaling by high-kinase activity BRAF mutants
R-HSA-6802948
MAPK1
Signaling by LTK in cancer
R-HSA-9842640
MAPK1
Signaling by MAP2K mutants
R-HSA-9652169
MAPK1
Signaling by MAPK mutants
R-HSA-9652817
MAPK1
Signaling by moderate kinase activity BRAF mutants
R-HSA-6802946
MAPK1
Signaling by NODAL
R-HSA-1181150
MAPK1
Signaling by phosphorylated juxtamembrane, extracellular and kinase domain KIT mutants
R-HSA-9670439
LCK
Signaling by RAF1 mutants
R-HSA-9656223
MAPK1
Signaling by SCF-KIT
R-HSA-1433557
LCK
Signaling downstream of RAS mutants
R-HSA-9649948
MAPK1
SMAC (DIABLO) binds to IAPs
R-HSA-111463
CASP7
SMAC(DIABLO)-mediated dissociation of IAP:caspase complexes
R-HSA-111464
CASP7
SMAC, XIAP-regulated apoptotic response
R-HSA-111469
CASP7
SMAD2/SMAD3:SMAD4 heterotrimer regulates transcription
R-HSA-2173796
MAPK1
Spry regulation of FGF signaling
R-HSA-1295596
MAPK1
Stabilization of p53
R-HSA-69541
TP53
STAT3 nuclear events downstream of ALK signaling
R-HSA-9701898
HIF1A
SUMOylation of DNA damage response and repair proteins
R-HSA-3108214
BLM
SUMOylation of intracellular receptors
R-HSA-4090294
ESR1
PGR
THRB
NR1I2
AR
SUMOylation of transcription factors
R-HSA-3232118
TP53
Suppression of apoptosis
R-HSA-9635465
MAPK1
Surfactant metabolism
R-HSA-5683826
ADRA2C
ADORA2A
ADRA2A
Synthesis of 12-eicosatetraenoic acid derivatives
R-HSA-2142712
ALOX15
ALOX12
Synthesis of 15-eicosatetraenoic acid derivatives
R-HSA-2142770
ALOX15
Synthesis of Hepoxilins (HX) and Trioxilins (TrX)
R-HSA-2142696
ALOX12
Synthesis of Leukotrienes (LT) and Eoxins (EX)
R-HSA-2142691
ALOX15
Synthesis of Prostaglandins (PG) and Thromboxanes (TX)
R-HSA-2162123
HPGD
TBXAS1
Tachykinin receptors bind tachykinins
R-HSA-380095
TACR2
TFAP2 (AP-2) family regulates transcription of growth factors and their receptors
R-HSA-8866910
ESR1
EGFR
ERBB2
The AIM2 inflammasome
R-HSA-844615
CASP1
The canonical retinoid cycle in rods (twilight vision)
R-HSA-2453902
TTR
The IPAF inflammasome
R-HSA-844623
CASP1
The NLRP3 inflammasome
R-HSA-844456
CASP1
The role of GTSE1 in G2/M progression after G2 checkpoint
R-HSA-8852276
TP53
Thrombin signalling through proteinase activated receptors (PARs)
R-HSA-456926
MAPK1
Thromboxane signalling through TP receptor
R-HSA-428930
TBXA2R
TP53 Regulates Metabolic Genes
R-HSA-5628897
TP53
TP53 regulates transcription of additional cell cycle genes whose exact role in the p53 pathway remain uncertain
R-HSA-6804115
TP53
TP53 Regulates Transcription of Caspase Activators and Caspases
R-HSA-6803207
CASP1
TP53
TP53 Regulates Transcription of Death Receptors and Ligands
R-HSA-6803211
TP53
TP53 Regulates Transcription of DNA Repair Genes
R-HSA-6796648
TP53
TP53 Regulates Transcription of Genes Involved in Cytochrome C Release
R-HSA-6803204
TP53
TP53 Regulates Transcription of Genes Involved in G1 Cell Cycle Arrest
R-HSA-6804116
TP53
TP53 Regulates Transcription of Genes Involved in G2 Cell Cycle Arrest
R-HSA-6804114
TP53
TP53 regulates transcription of several additional cell death genes whose specific roles in p53-dependent apoptosis remain uncertain
R-HSA-6803205
TP53
Transcription of SARS-CoV-1 sgRNAs
R-HSA-9682708
1A
Transcriptional activation of cell cycle inhibitor p21
R-HSA-69895
TP53
Transcriptional and post-translational regulation of MITF-M expression and activity
R-HSA-9856649
MAPK1
Transcriptional Regulation by VENTX
R-HSA-8853884
TP53
Translation of Replicase and Assembly of the Replication Transcription Complex
R-HSA-9679504
1A
Translocation of ZAP-70 to Immunological synapse
R-HSA-202430
LCK
Transport of bile salts and organic acids, metal ions and amine compounds
R-HSA-425366
SLC47A2
SLC47A1
tRNA modification in the mitochondrion
R-HSA-6787450
HSD17B10
tRNA processing in the mitochondrion
R-HSA-6785470
HSD17B10
Ub-specific processing proteases
R-HSA-5689880
HIF1A
TP53
POLB
AR
Uptake and function of anthrax toxins
R-HSA-5210891
LEF
VEGFA-VEGFR2 Pathway
R-HSA-4420097
MAPK14
Voltage gated Potassium channels
R-HSA-1296072
KCNH2
XBP1(S) activates chaperone genes
R-HSA-381038
LMNA
Xenobiotics
R-HSA-211981
CYP3A4
Zygotic genome activation (ZGA)
R-HSA-9819196
KDM4E
TP53
References
19
2023 A preclinical secondary pharmacology resource illuminates target-adverse drug reaction associations of marketed drugs.
Sutherland JJ, Yonchev D et al. Nat Commun
ECBD screening data for assay EOS300108 (dataset)
2022 Discovery and Mechanistic Study of <i>Mycobacterium tuberculosis</i> PafA Inhibitors.
Li C, Liu S et al. J Med Chem
Screening of ~5500 FDA-approved drugs and clinical candidates for anti-SARS-CoV-2 activity (dataset)
ECBD screening data for assay EOS300033 (dataset)
2021 Repositioning of the Anthelmintic Drugs Bithionol and Triclabendazole as Transthyretin Amyloidogenesis Inhibitors.
Yokoyama T, Kashihara M et al. J Med Chem
2020 Symmetrically substituted dichlorophenes inhibit <i>N</i>-acyl-phosphatidylethanolamine phospholipase D.
Aggarwal G, Zarrow JE et al. J. Biol. Chem.
Cytopathic SARS-Cov2 screening on VERO-E6 cells in a large repurposing effort (dataset)
2019 HSP60/10 chaperonin systems are inhibited by a variety of approved drugs, natural products, and known bioactive molecules.
Stevens M, Abdeen S et al. Bioorg Med Chem Lett
2017 Discovery of Competitive and Noncompetitive Ligands of the Organic Cation Transporter 1 (OCT1; SLC22A1).
Chen EC, Khuri N et al. J Med Chem
2013 Discovery of potent, selective multidrug and toxin extrusion transporter 1 (MATE1, SLC47A1) inhibitors through prescription drug profiling and computational modeling.
Wittwer MB, Zur AA et al. J. Med. Chem.
2011 Identification of clinically used drugs that activate pregnane X receptors.
Shukla SJ, Sakamuru S et al. Drug Metab. Dispos.
2006 Pharmacological activation and inhibition of Slack (Slo2.2) channels.
Yang B, Gribkoff VK et al. Neuropharmacology
2005 Screening of drugs by FRET analysis identifies inhibitors of SARS-CoV 3CL protease.
Liu YC; Huang V et al.
PUBCHEM_BIOASSAY: qHTS Assay for Inhibitors and Activators of N370S glucocerebrosidase as a Potential Chaperone Treatment of Gaucher Disease: Purified N370S Glucocerebrosidase. (Class of assay: confirmatory) [Related pubchem assays: 2101 ] AID 2597
DrugMatrix in vitro pharmacology data (dataset)
AID 1417
AID 1445
AID 485288
Cell lines
1
4.4
Lymphoblastoid cell
Organisms
1
4.72
Severe acute respiratory syndrome coronavirus 2
Compound Sets
26
AdooQ Bioactive Compound Library
A14941
Cayman Chemical Bioactives
21844
ChEMBL Approved Drugs
CHEMBL290106
CHEMBL1447476
ChEMBL Drugs
CHEMBL290106
CHEMBL1447476
Concise Guide to Pharmacology 2017/18
2338
Concise Guide to Pharmacology 2019/20
2338
Concise Guide to Pharmacology 2021/22
2338
Concise Guide to Pharmacology 2023/24
2338
Drug Repurposing Hub
DrugBank
DB04813
DrugBank Approved Drugs
DB04813
DrugCentral
3032
DrugCentral Approved Drugs
3032
DrugMAP
DMPJKRL
DrugMatrix
EU-OPENSCREEN Bioactive Compound Library
EOS101771
Guide to Pharmacology
2338
LSP-MoA library (Laboratory of Systems Pharmacology)
CHEMBL290106
LSP-OptimalKinase library (Laboratory of Systems Pharmacology)
CHEMBL290106
MedChem Express Bioactive Compound Library
HY-17592
NPC Screening Collection
ReFrame library
Selleckchem Bioactive Compound Library
bithionol
TargetMol Bioactive Compound Library
T0830
The Spectrum Collection
Withdrawn 2.0
w65
Available from
8
AdooQ Bioactive Compound Library
A14941
Cayman Chemical Bioactives
21844
Mcule
MCULE-6591279983
MCULE-3565424177
MedChem Express Bioactive Compound Library
HY-17592
MolPort
MolPort-003-702-306
Molport-003-702-306
MolPort-003-665-526
Molport-003-665-526
Selleckchem Bioactive Compound Library
bithionol
TargetMol Bioactive Compound Library
T0830
The Spectrum Collection
External IDs
48
ChEMBL CHEMBL290106 CHEMBL1447476
GtoPdb 2338
PubChem 2406 22882 168321632
ZINC ZINC000000608213
ACToR 97-18-7 6385-58-6
BindingDB 36880
CCDC KESXIP
ChEBI 3131
ChemicalBook CB5709001
ChemSpider 2313 21438
ClinicalTrials.gov LOROTHIDOL
COCONUT CNP0089312.0 CNP0582400.0
CompTox DTXSID9021342 DTXSID8021270
DrugBank DB04813
DrugCentral 3032
eMolecules 510833 3715264
FDA SRS AMT77LS62O 66V0139H9A
GSRS b8c759f1-14fd-4... 2ce28498-aa96-4...
HMDB HMDB0249278
IBM NIH 2D86B2FB1D94BE1...
KEGG C07967
LINCS LSM-2862
Mcule MCULE-6591279983 MCULE-3565424177
MolPort MolPort-003-702-306 Molport-003-702-306 MolPort-003-665-526 Molport-003-665-526
Nikkaji J4.438E J8.404B
NMRShiftDB 20200589
PDB B1T
PubChem TPS 15472383 14928183
Reactome 2313 21438
SureChEMBL SCHEMBL64385 SCHEMBL636173
Properties
(calculated by RDKit )
Molecular Weight
353.88
Hydrogen Bond Acceptors
3
Hydrogen Bond Donors
2
Rotatable Bonds
2
Ring Count
2
Aromatic Ring Count
2
cLogP
5.86
TPSA
40.46
Fraction CSP3
0.0
Chiral centers
0.0
Largest ring
6.0
QED
0.71
Structural alerts
0
No structural alerts detected
Custom attributes
(extracted from source data)
Pathway
GPCR/G protein
Anti-infection
Target
sAC
ESR1, ESR2, MCL1
Bacterial
Parasite
cAMP
MOA
Autotaxin inhibitor
ATC
D10AB01
P02BX01
Toxicity type
dermatological
Source data