General
Preferred name
Lapachone
Synonyms
BETA-LAPACHONE ()
¦Â-Lapachone ()
NSC-26326 ()
ARQ-501 ()
??-Lapachone ()
SL-11001 ()
b-Lapachone ()
β-Lapachone, ARQ-501 ()
??Lapachone ()
??Lapachone, ARQ-501 ()
β-Lapachone ()
¦Â-Lapachone, ARQ-501 ()
.beta.-Lapachone ()
MB-12066 ()
Beta-lap-wj ()
ARQ 501 ()
NSC-629749 ()
Beta lapachone ()
Beta-Lapachone ()
Lapachone, Beta- ()
P&D ID
PD001057
CAS
4707-32-8
500587-45-1
Tags
available
covalent binder
natural product
drug candidate
nuisance
Drug indication
Solid tumour/cancer
Drug Status
investigational
Max Phase
2.0
Structure
Probe scores
P&D probe-likeness score
[[ v.score ]]%
Structure formats
[[ format ]]
[[ compound[format === 'MOL' ? 'molblock' : format.toLowerCase()] ]]
Description
(extracted from source data)
DESCRIPTION Induces apoptosis in HL-60 cells; anticancer agent (LOPAC library)
DESCRIPTION Potent, selective BTK inhibitor (Tocris Bioactive Compound Library)
Cell lines
46
Organisms
5
Compound Sets
17
AdooQ Bioactive Compound Library
A13059
Cayman Chemical Bioactives
15021
ChEMBL Drugs
CHEMBL15192
CovalentInDB
CI000006
Drug Repurposing Hub
DrugBank
DB11948
DrugMAP
DMMI84K
EU-OPENSCREEN Bioactive Compound Library
EOS100960
LOPAC library
LSP-MoA library (Laboratory of Systems Pharmacology)
CHEMBL15192
MedChem Express Bioactive Compound Library
HY-13555
Nuisance compounds in cellular assays
ReFrame library
Selleckchem Bioactive Compound Library
beta-lapachone
TargetMol Bioactive Compound Library
T6407
The Spectrum Collection
Tocris Bioactive Compound Library
1293
External IDs
32
Properties
(calculated by RDKit )
Molecular Weight
242.09
Hydrogen Bond Acceptors
3
Hydrogen Bond Donors
0
Rotatable Bonds
0
Ring Count
3
Aromatic Ring Count
1
cLogP
2.75
TPSA
43.37
Fraction CSP3
0.33
Chiral centers
0.0
Largest ring
6.0
QED
0.66
Structural alerts
3
quinone_D(2)
[#6]-1(-[#6]=,:[#6]-[#6]=,:[#6]-[#6]-1=[!#6&!#1])=[!#6&!#1]
PAINS Family C
imine_one_A(321)
[#6]-[#6](=[!#6&!#1;!R])-[#6](=[!#6&!#1;!R])-[$([#6]),$([#16](=[#8])=[#8])]
PAINS Family A
Redox
Redox cycling
Nuisance compounds in cellular assays
Custom attributes
(extracted from source data)
Pathway
Metabolism
Apoptosis
Autophagy
Cell Cycle/DNA Damage
Metabolic Enzyme/Protease
Target
IDO1
TOP1
Indoleamine 2,3-Dioxygenase (IDO)
Topoisomerase
Primary Target
DNA Topoisomerases
MOA
Inhibitor
Topoisomerase inhibitor
Source data