10-[(2R,3R,4R)-5-{[(S)-({[(2S,3R,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl phosphonato)]oxy}-2,3,4-trihydroxypentyl]-7,8-dimethyl-5-(2-methylpropanoyl)-2,4-dioxo-2H,3H,4H,10H-benzo[g]pteridin-5-ium

• ChemBase ID: 3199
• Molecular Formular: C31H39N9O16P2
• Molecular Mass: 855.639582
• Monoisotopic Mass: 855.19899947
• SMILES: CC(C)C(=O)[n+]1c2c(=O)[nH]c(=O)nc2n(C[C@@H](O)[C@@H](O)[C@H](O)COP(=O)([O-])O[P@](=O)(O)OC[C@@H]2O[C@H]([C@H](O)[C@H]2O)n2cnc3c2ncnc3N)c2cc(C)c(C)cc12
• Canonical SMILES: O=c1[nH]c(=O)c2c(n1)n(C[C@H]([C@H]([C@@H](COP(=O)(O[P@@](=O)(OC[C@@H]1O[C@H]([C@@H]([C@H]1O)O)n1cnc3c1ncnc3N)O)[O-])O)O)O)c1c([n+]2C(=O)C(C)C)cc(c(c1)C)C
• InChI: InChI=1S/C31H39N9O16P2/c1-12(2)29(47)40-16-6-14(4)13(3)5-15(16)38(27-21(40)28(46)37-31(48)36-27)7-17(41)22(43)18(42)8-53-57(49,50)56-58(51,52)54-9-19-23(44)24(45)30(55-19)39-11-35-20-25(32)33-10-34-26(20)39/h5-6,10-12,17-19,22-24,30,41-45H,7-9H2,1-4H3,(H4-,32,33,34,37,46,48,49,50,51,52)/t17-,18-,19+,22-,23+,24-,30-/m1/s1
• InChIKey: VVZGWZAMSAFRNS-UUVTYHGUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 10-[(2R,3R,4R)-5-{[(S)-({[(2S,3R,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl phosphonato)]oxy}-2,3,4-trihydroxypentyl]-7,8-dimethyl-5-(2-methylpropanoyl)-2,4-dioxo-2H,3H,4H,10H-benzo[g]pteridin-5-ium
• IUPAC Traditional name: 10-[(2R,3R,4R)-5-{[(S)-([(2S,3R,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy(hydroxy)phosphoryl phosphonato)]oxy}-2,3,4-trihydroxypentyl]-7,8-dimethyl-5-(2-methylpropanoyl)-2,4-dioxo-3H-benzo[g]pteridin-5-ium
• Synonyms: Flavin-Adenine Dinucleotide-N5-Isobutyl Ketone

Database IDs

• PubChem SID: 46508848; 160966643
• PubChem CID: 46936706

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.7855699
• H Acceptors: 19
• H Donor: 8
• LogD (pH = 5.5): -5.056291
• LogD (pH = 7.4): -6.118511
• Log P: -5.3782954
• Molar Refractivity: 193.6622 cm^3
• Polarizability: 75.61524 Å^3
• Polar Surface Area: 366.97 Å^2
• Rotatable Bonds: 14
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: 0.26
• LOG S: -2.76
• Solubility (Water): 1.56e+00 g/l

DETAILS

DrugBank - DB03531

Drug information: experimental