3-acetyl-1-[(2R,3R,4S,5R)-5-{[({[(2R,3S,4R,5R)-3,4-dihydroxy-5-(6-oxo-6,9-dihydro-3H-purin-9-yl)oxolan-2-yl]methoxy}(hydroxy)phosphoryl phosphonato)oxy]methyl}-3,4-dihydroxyoxolan-2-yl]-1$l^{5}-pyridin-1-ylium

• ChemBase ID: 102063
• Molecular Formular: C22H27N5O15P2
• Molecular Mass: 663.421802
• Monoisotopic Mass: 663.09788845
• SMILES: CC(=O)c1ccc[n+](c1)[C@@H]1O[C@H](COP(=O)([O-])OP(=O)(O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2O)n2cnc3c2[nH]cnc3=O)[C@@H](O)[C@H]1O
• Canonical SMILES: O[C@@H]1[C@@H](COP(=O)(OP(=O)(OC[C@H]2O[C@H]([C@@H]([C@@H]2O)O)n2cnc3c2[nH]cnc3=O)O)[O-])O[C@H]([C@@H]1O)[n+]1cccc(c1)C(=O)C
• InChI: InChI=1S/C22H27N5O15P2/c1-10(28)11-3-2-4-26(5-11)21-17(31)15(29)12(40-21)6-38-43(34,35)42-44(36,37)39-7-13-16(30)18(32)22(41-13)27-9-25-14-19(27)23-8-24-20(14)33/h2-5,8-9,12-13,15-18,21-22,29-32H,6-7H2,1H3,(H2-,23,24,33,34,35,36,37)/t12-,13-,15-,16-,17-,18-,21-,22-/m1/s1
• InChIKey: OFZRVBGRUHGJOH-RBEMOOQDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-acetyl-1-[(2R,3R,4S,5R)-5-{[({[(2R,3S,4R,5R)-3,4-dihydroxy-5-(6-oxo-6,9-dihydro-3H-purin-9-yl)oxolan-2-yl]methoxy}(hydroxy)phosphoryl phosphonato)oxy]methyl}-3,4-dihydroxyoxolan-2-yl]-1$l^{5}-pyridin-1-ylium
• IUPAC Traditional name: 3-acetyl-1-[(2R,3R,4S,5R)-5-[({[(2R,3S,4R,5R)-3,4-dihydroxy-5-(6-oxo-3H-purin-9-yl)oxolan-2-yl]methoxy(hydroxy)phosphoryl phosphonato}oxy)methyl]-3,4-dihydroxyoxolan-2-yl]-1$l^{5}-pyridin-1-ylium
• Synonyms: 3-Acetylpyridine-hypoxanthine dinucleotide; 3-ACETYLPYRIDINE-DEAMINO-NAD

Database IDs

• CAS Number: 4002-09-9
• PubChem SID: 162088586
• PubChem CID: 71299659

CALCULATED PROPERTIES

• Acid pKa: 2.6786666
• H Acceptors: 15
• H Donor: 6
• LogD (pH = 5.5): -10.224571
• LogD (pH = 7.4): -11.100082
• Log P: -8.027647
• Molar Refractivity: 139.9024 cm^3
• Polarizability: 55.820568 Å^3
• Polar Surface Area: 284.73 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: false

DETAILS

MP Biomedicals - 02100037

Analog of Coenzyme-1