NADP+   

GtoPdb Ligand ID: 3045

Synonyms: beta-nicotinamide adenine dinucleotide phosphate | coenzyme II | nicotinamide adenine dinucleotide phosphate (NADP) | triphosphopyridine nucleotide
2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 22
Hydrogen bond donors 9
Rotatable bonds 13
Topological polar surface area 394.22
Molecular weight 744.08
XLogP -5.86
No. Lipinski's rules broken 3
SMILES / InChI / InChIKey
Canonical SMILES OC1C(O)C(OC1[n+]1cccc(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]1[n+]1cccc(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/C21H28N7O17P3/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/h1-4,7-8,10-11,13-16,20-21,29-31H,5-6H2,(H7-,22,23,24,25,32,33,34,35,36,37,38,39)/p+1/t10-,11-,13-,14-,15-,16-,20-,21-/m1/s1
InChI Key XJLXINKUBYWONI-NNYOXOHSSA-O
Classification
Compound class Metabolite or derivative
IUPAC Name
[(2R,3R,4R,5R)-5-(6-aminopurin-9-yl)-3-hydroxy-4-phosphonooxyoxolan-2-yl]methyl [[(2R,3S,4R,5R)-5-(3-carbamoylpyridin-1-ium-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl] hydrogen phosphate
Synonyms
beta-nicotinamide adenine dinucleotide phosphate | coenzyme II | nicotinamide adenine dinucleotide phosphate (NADP) | triphosphopyridine nucleotide
Database Links
CAS Registry No. 53-59-8
ChEBI CHEBI:18009
GtoPdb PubChem SID 135651523
PubChem CID 5886
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Wikipedia NADP%2B