glycochenodeoxycholic acid   

GtoPdb Ligand ID: 4545

Abbreviated name: GCDA
Synonyms: glycochenodeoxycholate
2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 6
Hydrogen bond donors 4
Rotatable bonds 7
Topological polar surface area 106.86
Molecular weight 449.31
XLogP 5.35
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
Canonical SMILES OC1CCC2(C(C1)CC(C1C2CCC2(C1CCC2C(CCC(=O)NCC(=O)O)C)C)O)C
Isomeric SMILES O[C@@H]1CC[C@]2([C@@H](C1)C[C@H]([C@@H]1[C@@H]2CC[C@]2([C@H]1CC[C@@H]2[C@@H](CCC(=O)NCC(=O)O)C)C)O)C
InChI InChI=1S/C26H43NO5/c1-15(4-7-22(30)27-14-23(31)32)18-5-6-19-24-20(9-11-26(18,19)3)25(2)10-8-17(28)12-16(25)13-21(24)29/h15-21,24,28-29H,4-14H2,1-3H3,(H,27,30)(H,31,32)/t15-,16+,17-,18-,19+,20+,21-,24+,25+,26-/m1/s1
InChI Key GHCZAUBVMUEKKP-GYPHWSFCSA-N
Classification
Compound class Metabolite or derivative
IUPAC Name
2-[(4R)-4-[(1S,2S,5R,7S,9R,10R,11S,14R,15R)-5,9-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]pentanamido]acetic acid
Synonyms
glycochenodeoxycholate
Database Links
CAS Registry No. 640-79-9 (source: Scifinder)
ChEBI CHEBI:36274
ChEMBL Ligand CHEMBL1552
GtoPdb PubChem SID 178101266
PubChem CID 12544
RCSB PDB Ligand CHO
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Wikipedia Glycochenodeoxycholic_acid