compound 20 [PMID: 23489211]   

GtoPdb Ligand ID: 8124

Synonyms: PCM126 [1]
Compound class: Synthetic organic
Comment: Compound 20 is a L-tryptophan conjugate of lithocholic acid. It was developed as a non-peptide pharmacological tool for the study of ephrin (Eph) receptor activity. Compound 20 inhibits all ephrin (Eph) receptors tested, with a slight EphA preference [1]. This suggests a common binding site across the EphA and EphB receptor families [1].
2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 5
Hydrogen bond donors 4
Rotatable bonds 9
Topological polar surface area 102.42
Molecular weight 562.38
XLogP 9.51
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
Canonical SMILES OC1CCC2(C(C1)CCC1C2CCC2(C1CCC2C(CCC(=O)NC(C(=O)O)Cc1c[nH]c2c1cccc2)C)C)C
Isomeric SMILES O[C@@H]1CC[C@]2([C@@H](C1)CC[C@@H]1[C@@H]2CC[C@]2([C@H]1CC[C@@H]2[C@@H](CCC(=O)N[C@H](C(=O)O)Cc1c[nH]c2c1cccc2)C)C)C
InChI InChI=1S/C35H50N2O4/c1-21(8-13-32(39)37-31(33(40)41)18-22-20-36-30-7-5-4-6-25(22)30)27-11-12-28-26-10-9-23-19-24(38)14-16-34(23,2)29(26)15-17-35(27,28)3/h4-7,20-21,23-24,26-29,31,36,38H,8-19H2,1-3H3,(H,37,39)(H,40,41)/t21-,23-,24-,26+,27-,28+,29+,31+,34+,35-/m1/s1
InChI Key ITOFPJRDSCGOSA-KZLRUDJFSA-N
Classification
Compound class Synthetic organic
IUPAC Name
(2S)-2-[[(4R)-4-[(3R,5R,8R,9S,10S,13R,14S,17R)-3-hydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanoyl]amino]-3-(1H-indol-3-yl)propanoic acid
Synonyms
PCM126 [1]
Database Links
ChEMBL Ligand CHEMBL2322989
GtoPdb PubChem SID 249565804
PubChem CID 71718651
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