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]-3-carbamoyl-4-(2-oxopropyl)-1$l^{5}-pyridin-1-ylium

• ChemBase ID: 2453
• Molecular Formular: C24H31N7O15P2
• Molecular Mass: 719.488362
• Monoisotopic Mass: 719.13533659
• SMILES: CC(=O)Cc1cc[n+](cc1C(=O)N)[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: CC(=O)Cc1cc[n+](cc1C(=O)N)[C@@H]1O[C@H]([C@@H]([C@H]1O)O)COP(=O)(O[P@@](=O)(OC[C@@H]1O[C@H]([C@@H]([C@H]1O)O)n1cnc2c1ncnc2N)O)[O-]
• InChI: InChI=1S/C24H31N7O15P2/c1-10(32)4-11-2-3-30(5-12(11)21(26)37)23-18(35)16(33)13(44-23)6-42-47(38,39)46-48(40,41)43-7-14-17(34)19(36)24(45-14)31-9-29-15-20(25)27-8-28-22(15)31/h2-3,5,8-9,13-14,16-19,23-24,33-36H,4,6-7H2,1H3,(H5-,25,26,27,28,37,38,39,40,41)/t13-,14-,16-,17-,18+,19+,23+,24+/m0/s1
• InChIKey: SGHBFOOIAAJJMI-GHBUABFFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 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]-3-carbamoyl-4-(2-oxopropyl)-1$l^{5}-pyridin-1-ylium
• IUPAC Traditional name: 1-[(2R,3R,4R,5S)-5-({[(S)-([(2S,3R,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy(hydroxy)phosphoryl phosphonato)]oxy}methyl)-3,4-dihydroxyoxolan-2-yl]-3-carbamoyl-4-(2-oxopropyl)-1$l^{5}-pyridin-1-ylium
• Synonyms: Nicotinamide Adenine Dinucleotide Acetone Adduct

Database IDs

• PubChem SID: 46507420; 160965904
• PubChem CID: 46936473

CALCULATED PROPERTIES

JChem

• Acid pKa: -7.028098
• H Acceptors: 16
• H Donor: 7
• LogD (pH = 5.5): -11.182725
• LogD (pH = 7.4): -11.439719
• Log P: -10.494042
• Molar Refractivity: 155.7339 cm^3
• Polarizability: 61.781467 Å^3
• Polar Surface Area: 338.16 Å^2
• Rotatable Bonds: 13
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: -0.83
• LOG S: -2.66
• Solubility (Water): 1.70e+00 g/l

DETAILS

DrugBank - DB02732

Drug information: experimental