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

• ChemBase ID: 3600
• Molecular Formular: C22H28N6O14P2
• Molecular Mass: 662.437042
• Monoisotopic Mass: 662.11387287
• SMILES: CC(=O)c1ccc[n+](c1)[C@@H]1O[C@@H](COP(=O)([O-])O[P@](=O)(O)OC[C@@H]2O[C@H]([C@H](O)[C@H]2O)n2cnc3c2ncnc3N)[C@H](O)[C@H]1O
• Canonical SMILES: O[C@H]1[C@H](COP(=O)(O[P@@](=O)(OC[C@@H]2O[C@H]([C@@H]([C@H]2O)O)n2cnc3c2ncnc3N)O)[O-])O[C@H]([C@@H]1O)[n+]1cccc(c1)C(=O)C
• InChI: InChI=1S/C22H28N6O14P2/c1-10(29)11-3-2-4-27(5-11)21-17(32)15(30)12(40-21)6-38-43(34,35)42-44(36,37)39-7-13-16(31)18(33)22(41-13)28-9-26-14-19(23)24-8-25-20(14)28/h2-5,8-9,12-13,15-18,21-22,30-33H,6-7H2,1H3,(H3-,23,24,25,34,35,36,37)/t12-,13-,15-,16-,17+,18+,21+,22+/m0/s1
• InChIKey: KPVQNXLUPNWQHM-IYAKUPGSSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-acetyl-1-[(2R,3R,4R,5S)-5-({[(S)-({[(2S,3R,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl phosphonato)]oxy}methyl)-3,4-dihydroxyoxolan-2-yl]-1$l^{5}-pyridin-1-ylium
• IUPAC Traditional name: 3-acetyl-1-[(2R,3R,4R,5S)-5-({[(S)-([(2S,3R,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy(hydroxy)phosphoryl phosphonato)]oxy}methyl)-3,4-dihydroxyoxolan-2-yl]-1$l^{5}-pyridin-1-ylium
• Synonyms: 3-Acetyl Pyridine Adenine Dinucleotide

Database IDs

• PubChem SID: 160967038; 46506439
• PubChem CID: 46936850

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.7855344
• H Acceptors: 15
• H Donor: 6
• LogD (pH = 5.5): -10.443091
• LogD (pH = 7.4): -10.700073
• Log P: -9.75441
• Molar Refractivity: 142.1996 cm^3
• Polarizability: 56.99978 Å^3
• Polar Surface Area: 295.07 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: -0.92
• LOG S: -2.53
• Solubility (Water): 2.11e+00 g/l

DETAILS

DrugBank - DB03969

Drug information: experimental