NADPH   Click here for help

GtoPdb Ligand ID: 3041

Synonyms: reduced nicotinamide adenine dinucleotide phosphate | TPNH
2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 23
Hydrogen bond donors 9
Rotatable bonds 13
Topological polar surface area 393.58
Molecular weight 745.09
XLogP -6.65
No. Lipinski's rules broken 3
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Canonical SMILES OC1C(O)C(OC1N1C=CCC(=C1)C(=O)N)COP(=O)(OP(=O)(OCC1OC(C(C1O)OP(=O)(O)O)n1cnc2c1ncnc2N)O)O
Isomeric SMILES O[C@H]1[C@@H](O)[C@@H](O[C@@H]1N1C=CCC(=C1)C(=O)N)COP(=O)(OP(=O)(OC[C@@H]1O[C@@H]([C@H]([C@H]1O)OP(=O)(O)O)n1cnc2c1ncnc2N)O)O
InChI InChI=1S/C21H30N7O17P3/c22-17-12-19(25-7-24-17)28(8-26-12)21-16(44-46(33,34)35)14(30)11(43-21)6-41-48(38,39)45-47(36,37)40-5-10-13(29)15(31)20(42-10)27-3-1-2-9(4-27)18(23)32/h1,3-4,7-8,10-11,13-16,20-21,29-31H,2,5-6H2,(H2,23,32)(H,36,37)(H,38,39)(H2,22,24,25)(H2,33,34,35)/t10-,11-,13-,14-,15-,16-,20-,21-/m0/s1
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Binding thermodynamics of statins to HMG-CoA reductase.
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The structure of the catalytic portion of human HMG-CoA reductase.
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Activation of rat liver microsomal 3-hydroxy-3-methylglutaryl coenzyme A reductase by NADPH. Effects of dietary treatments.
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Biphasic regulation of HMG-CoA reductase expression and activity during wound healing and its functional role in the control of keratinocyte angiogenic and proliferative responses.
J Biol Chem, 283 (22): 15479-90. [PMID:18390541]
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Pharmacologic inhibition of squalene synthase and other downstream enzymes of the cholesterol synthesis pathway: a new therapeutic approach to treatment of hypercholesterolemia.
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Solubilization, purification, and characterization of a truncated form of rat hepatic squalene synthetase.
J Biol Chem, 267 (12): 8628-35. [PMID:1569107]