1-[(2S,3S,4R,5S)-5-({[(S)-({[(2R,3S,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-1$l^{5}-pyridin-1-ylium

• ChemBase ID: 1675
• Molecular Formular: C21H27N7O14P2
• Molecular Mass: 663.425102
• Monoisotopic Mass: 663.10912184
• SMILES: NC(=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)N
• InChI: InChI=1S/C21H27N7O14P2/c22-17-12-19(25-7-24-17)28(8-26-12)21-16(32)14(30)11(41-21)6-39-44(36,37)42-43(34,35)38-5-10-13(29)15(31)20(40-10)27-3-1-2-9(4-27)18(23)33/h1-4,7-8,10-11,13-16,20-21,29-32H,5-6H2,(H5-,22,23,24,25,33,34,35,36,37)/t10-,11+,13-,14+,15-,16+,20-,21+/m0/s1
• InChIKey: BAWFJGJZGIEFAR-DQQFMEOOSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• CAS Number: 53-84-9
• PubChem SID: 160965132
• PubChem CID: 25162925

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.7855344
• H Acceptors: 15
• H Donor: 7
• LogD (pH = 5.5): -11.150098
• LogD (pH = 7.4): -11.407058
• Log P: -10.461416
• Molar Refractivity: 140.8752 cm^3
• Polarizability: 56.19417 Å^3
• Polar Surface Area: 321.09 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: -1.2
• LOG S: -2.52
• Solubility (Water): 2.14e+00 g/l

DETAILS

DrugBank - DB01907

Drug information: experimental