glycochenodeoxycholic acid   Click here for help

GtoPdb Ligand ID: 4545

Abbreviated name: GCDA
Synonyms: glycochenodeoxycholate
PDB Ligand
Compound class: Metabolite
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2D Structure
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Physico-chemical Properties
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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
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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
Transporters Moving this Compound Across a Lipid Membrane
Transporter EC number Reaction Reference
Sodium/bile acid and sulphated solute cotransporter 2 2
Selectivity at transporters
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
ABCB11 Hs None Binding 5.2 pKi - 1
pKi 5.2 (Ki 7x10-6 M) [1]
Description: Measuring competitive inhibition of taurocholate uptake.
Additional information and targets (data relate to human unless otherwise stated)
Description Data Reference