coenzyme A   

GtoPdb Ligand ID: 3044

Synonyms: co-enzyme-A | CoA
2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 22
Hydrogen bond donors 9
Rotatable bonds 20
Topological polar surface area 414.79
Molecular weight 767.12
XLogP -5.83
No. Lipinski's rules broken 3
SMILES / InChI / InChIKey
Canonical SMILES SCCNC(=O)CCNC(=O)C(C(COP(=O)(OP(=O)(OCC1OC(C(C1OP(=O)(O)O)O)n1cnc2c1ncnc2N)O)O)(C)C)O
Isomeric SMILES SCCNC(=O)CCNC(=O)[C@@H](C(COP(=O)(OP(=O)(OC[C@H]1O[C@H]([C@@H]([C@@H]1OP(=O)(O)O)O)n1cnc2c1ncnc2N)O)O)(C)C)O
InChI InChI=1S/C21H36N7O16P3S/c1-21(2,16(31)19(32)24-4-3-12(29)23-5-6-48)8-41-47(38,39)44-46(36,37)40-7-11-15(43-45(33,34)35)14(30)20(42-11)28-10-27-13-17(22)25-9-26-18(13)28/h9-11,14-16,20,30-31,48H,3-8H2,1-2H3,(H,23,29)(H,24,32)(H,36,37)(H,38,39)(H2,22,25,26)(H2,33,34,35)/t11-,14-,15-,16+,20-/m1/s1
InChI Key RGJOEKWQDUBAIZ-IBOSZNHHSA-N
Classification
Compound class Metabolite or derivative
IUPAC Name
[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-3-phosphonooxyoxolan-2-yl]methyl [hydroxy-[(3R)-3-hydroxy-2,2-dimethyl-4-oxo-4-[[3-oxo-3-(2-sulfanylethylamino)propyl]amino]butoxy]phosphoryl] hydrogen phosphate
Synonyms
co-enzyme-A | CoA
Database Links
CAS Registry No. 85-61-0
ChEBI CHEBI:15346
ChEMBL Ligand CHEMBL1213327
DrugBank Ligand DB01992
GtoPdb PubChem SID 135651461
PubChem CID 87642
RCSB PDB Ligand COA
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Wikipedia Coenzyme_a