3-carbamoyl-1-[3,4-dihydroxy-5-({[hydroxy({[3-hydroxy-5-(6-oxo-6,9-dihydro-3H-purin-9-yl)-4-(phosphonooxy)oxolan-2-yl]methoxy})phosphoryl phosphonato]oxy}methyl)oxolan-2-yl]-1λ5-pyridin-1-ylium

• ChemBase ID: 131801
• Molecular Formular: C21H27N6O18P3
• Molecular Mass: 744.389763
• Monoisotopic Mass: 744.05946794
• SMILES: c1[nH]c2c(c(=O)n1)ncn2C1C(C(C(O1)COP(=O)(O)OP(=O)([O-])OCC1C(C(C(O1)[n+]1cc(ccc1)C(=O)N)O)O)O)OP(=O)(O)O
• Canonical SMILES: OC1C(O)C(OC1[n+]1cccc(c1)C(=O)N)COP(=O)(OP(=O)(OCC1OC(C(C1O)OP(=O)(O)O)n1cnc2c1[nH]cnc2=O)O)[O-]
• InChI: InChI=1S/C21H27N6O18P3/c22-17(31)9-2-1-3-26(4-9)20-15(30)13(28)10(42-20)5-40-47(36,37)45-48(38,39)41-6-11-14(29)16(44-46(33,34)35)21(43-11)27-8-25-12-18(27)23-7-24-19(12)32/h1-4,7-8,10-11,13-16,20-21,28-30H,5-6H2,(H6-,22,23,24,31,32,33,34,35,36,37,38,39)
• InChIKey: WKSUSMNNBQFESD-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-carbamoyl-1-[3,4-dihydroxy-5-({[hydroxy({[3-hydroxy-5-(6-oxo-6,9-dihydro-3H-purin-9-yl)-4-(phosphonooxy)oxolan-2-yl]methoxy})phosphoryl phosphonato]oxy}methyl)oxolan-2-yl]-1λ^5-pyridin-1-ylium
• IUPAC Traditional name: 3-carbamoyl-1-{3,4-dihydroxy-5-[({hydroxy[3-hydroxy-5-(6-oxo-3H-purin-9-yl)-4-(phosphonooxy)oxolan-2-yl]methoxyphosphoryl phosphonato}oxy)methyl]oxolan-2-yl}-1λ^5-pyridin-1-ylium
• Synonyms: Deamino NADP; Deamino-triphosphopyridine nucleotide; Nicotinamide hypoxanthine dinucleotide phosphate disodium salt

Database IDs

• CAS Number: 6739-64-6
• PubChem SID: 162226078
• PubChem CID: 4482

CALCULATED PROPERTIES

• Acid pKa: 0.6584912
• H Acceptors: 17
• H Donor: 8
• LogD (pH = 5.5): -13.607999
• LogD (pH = 7.4): -15.915711
• Log P: -7.8541017
• Molar Refractivity: 149.4509 cm^3
• Polarizability: 59.628914 Å^3
• Polar Surface Area: 357.28 Å^2
• Rotatable Bonds: 13
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• German water hazard class: 3
• Storage Temperature: -20°C

Product Information

• Purity: ~95%

DETAILS

Sigma Aldrich - N6881

Other Notes
Analog of β-NADP