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

• ChemBase ID: 127429
• Molecular Formular: C27H33N9O15P2
• Molecular Mass: 785.549742
• Monoisotopic Mass: 785.15713466
• SMILES: Cc1cc2c(cc1C)n(c1nc(=O)[nH]c(=O)c1n2)C[C@@H]([C@@H]([C@@H](COP(=O)(O)OP(=O)(O)OC[C@@H]1[C@H]([C@H]([C@@H](O1)n1cnc2c1ncnc2N)O)O)O)O)O
• Canonical SMILES: O=c1[nH]c(=O)c2c(n1)n(C[C@@H]([C@@H]([C@@H](COP(=O)(OP(=O)(OC[C@H]1O[C@H]([C@@H]([C@@H]1O)O)n1cnc3c1ncnc3N)O)O)O)O)O)c1c(n2)cc(c(c1)C)C
• InChI: InChI=1S/C27H33N9O15P2/c1-10-3-12-13(4-11(10)2)35(24-18(32-12)25(42)34-27(43)33-24)5-14(37)19(39)15(38)6-48-52(44,45)51-53(46,47)49-7-16-20(40)21(41)26(50-16)36-9-31-17-22(28)29-8-30-23(17)36/h3-4,8-9,14-16,19-21,26,37-41H,5-7H2,1-2H3,(H,44,45)(H,46,47)(H2,28,29,30)(H,34,42,43)/t14-,15+,16+,19-,20+,21+,26+/m0/s1
• InChIKey: VWWQXMAJTJZDQX-UYBVJOGSSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [({[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy]({[(2R,3S,4S)-5-{7,8-dimethyl-2,4-dioxo-2H,3H,4H,10H-benzo[g]pteridin-10-yl}-2,3,4-trihydroxypentyl]oxy})phosphinic acid
• IUPAC Traditional name: flavine-adenine dinucleotide
• Synonyms: Flavin adenine dinucleotide

Database IDs

• CAS Number: 146-14-5
• EC Number: 205-663-1
• Beilstein Number: 1208946
• PubChem SID: 162221750
• PubChem CID: 643975
• CHEBI ID: 16238
• CHEMBL: 1232663
• DrugBank ID: DB03147
• Gmelin ID: 108834
• KEGG ID: D00005
• MeSH Name: Flavin-Adenine+Dinucleotide
• Unique Ingredient Identifier: ZC44YTI8KK
• Wikipedia Title: Flavin_adenine_dinucleotide

CALCULATED PROPERTIES

• Acid pKa: 1.8574697
• H Acceptors: 19
• H Donor: 9
• LogD (pH = 5.5): -7.126919
• LogD (pH = 7.4): -7.957064
• Log P: -5.5191464
• Molar Refractivity: 177.4308 cm^3
• Polarizability: 68.072075 Å^3
• Polar Surface Area: 356.42 Å^2
• Rotatable Bonds: 13
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: White, vitreous crystals
• Partition Coefficient: -1.336
• pKa: 1.128
• pKb: 12.8689