(S)-3-hydroxy-3-methylglutaryl-CoA   Click here for help

GtoPdb Ligand ID: 3040

Abbreviated name: HMG-CoA
Synonyms: 3-Hydroxy-3-methylglutaryl-CoA  | 3-hydroxy-3-methylglutaryl-coenzyme A | HMG-CoA | hydroxymethylglutaryl-CoA
Comment: This is the biologically active isomer of 3-hydroxy-3-methylglutaryl-CoA.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 26
Hydrogen bond donors 11
Rotatable bonds 26
Topological polar surface area 475.89
Molecular weight 911.16
XLogP -6.96
No. Lipinski's rules broken 3
SMILES / InChI / InChIKey
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Canonical SMILES O=C(NCCSC(=O)CC(CC(=O)O)(O)C)CCNC(=O)C(C(COP(=O)(OP(=O)(OCC1OC(C(C1OP(=O)(O)O)O)n1cnc2c1ncnc2N)O)O)(C)C)O
Isomeric SMILES O=C(NCCSC(=O)C[C@](CC(=O)O)(O)C)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/C27H44N7O20P3S/c1-26(2,21(40)24(41)30-5-4-15(35)29-6-7-58-17(38)9-27(3,42)8-16(36)37)11-51-57(48,49)54-56(46,47)50-10-14-20(53-55(43,44)45)19(39)25(52-14)34-13-33-18-22(28)31-12-32-23(18)34/h12-14,19-21,25,39-40,42H,4-11H2,1-3H3,(H,29,35)(H,30,41)(H,36,37)(H,46,47)(H,48,49)(H2,28,31,32)(H2,43,44,45)/t14-,19-,20-,21+,25-,27+/m1/s1
InChI Key CABVTRNMFUVUDM-VRHQGPGLSA-N
Classification Click here for help
Compound class Metabolite or derivative
IUPAC Name Click here for help
(3S)-5-[2-[3-[[(2R)-4-[[[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-3-phosphonooxyoxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-hydroxyphosphoryl]oxy-2-hydroxy-3,3-dimethylbutanoyl]amino]propanoylamino]ethylsulfanyl]-3-hydroxy-3-methyl-5-oxopentanoic acid
Synonyms Click here for help
3-Hydroxy-3-methylglutaryl-CoA  | 3-hydroxy-3-methylglutaryl-coenzyme A | HMG-CoA | hydroxymethylglutaryl-CoA
Database Links Click here for help
CAS Registry No. 26926-09-0
ChEBI CHEBI:15467
ChEMBL Ligand CHEMBL1794644
GtoPdb PubChem SID 135651558
PubChem CID 445127
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Wikipedia HMG-CoA