General
Preferred name
Heptelidic Acid
Synonyms
P&D ID
PD017070
CAS
57710-57-3
Tags
available
covalent binder
Structure
Heptelidic Acid
RO5
MW
280.13
HBA
4
HBD
1
RB
2
LOGP
1.62
1
2
0
1
Structure formats
SMILES
CC(C)[C@H]1CC[C@@]2(CO2)[C@H]2C(=O)OCC(C(=O)O)=C[C@@H]21
InChI
InChI=1S/C15H20O5/c1-8(2)10-3-4-15(7-20-15)12-11(10)5-9(13(16)17)6-19-14(12)18/h5,8,10-12H,3-4,6-7H2,1-2H3,(H,16,17)/t10-,11-,12-,15-/m1/s1
InChIkey
JESMSCGUTIEROV-RTWAVKEYSA-N
MOL
Heptelidic Acid RDKit 2D 20 22 0 0 0 0 0 0 0 0999 V2000 -1.9330 5.9462 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6830 4.6471 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1830 4.6471 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9330 3.3481 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4330 3.3481 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3170 2.0490 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4330 0.7500 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4330 -0.7500 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.9330 0.7500 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4810 -0.6463 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4608 -1.7459 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.9144 -1.0884 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.1537 -0.2435 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.2658 1.2523 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.6621 1.8004 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.8349 0.8651 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.8857 3.2836 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.1663 2.2726 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6830 2.0490 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 2 3 1 0 4 2 1 1 4 5 1 0 5 6 1 0 7 6 1 6 7 8 1 0 8 9 1 0 7 10 1 0 10 11 1 1 11 12 2 0 11 13 1 0 13 14 1 0 14 15 1 0 15 16 1 0 16 17 2 0 16 18 1 0 15 19 2 0 20 19 1 6 20 4 1 0 9 7 1 0 20 10 1 0 M END > <ID> PD017070 > <Name> Heptelidic Acid
Protein targets
1
GAPDH Glyceraldehyde-3-phosphate dehydrogenase inhibitor
2
0
Target pathways
2
Gluconeogenesis
GAPDH
Glycolysis
GAPDH
References
2
2015 Anticancer activity of koningic acid and semisynthetic derivatives.
Rahier NJ, Molinier N et al. Bioorg. Med. Chem.
CovBinderInPDB (dataset)
Cell lines
13
6.68
T47D
6.68
HCT-116
6.47
SK-OV-3
6.39
KM12
6.35
MDA-MB-231
6.34
A549
6.31
NCI-H460
6.29
HOP-62
6.18
TK-10
6.16
OVCAR-3
6.12
HL-60
6.05
DU-145
5.87
A-375
Organisms
0
Compound Sets
2
Cayman Chemical Bioactives
External IDs
16
Properties
(calculated by RDKit )
Molecular Weight
280.13
Hydrogen Bond Acceptors
4
Hydrogen Bond Donors
1
Rotatable Bonds
2
Ring Count
3
Aromatic Ring Count
0
cLogP
1.62
TPSA
76.13
Fraction CSP3
0.73
Chiral centers
4.0
Largest ring
7.0
QED
0.61
Structural alerts
0
No structural alerts detected
Custom attributes
(extracted from source data)
Source data