{[(2S,3R,4R,5R)-5-(4-amino-2-oxo-1,2-dihydropyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}[({[(8R)-2-amino-4-hydroxy-6,7-disulfanyl-8H-pyrano[3,2-g]pteridin-8-yl]methoxy}(hydroxy)phosphoryl)oxy]phosphinic acid

• ChemBase ID: 2991
• Molecular Formular: C19H22N8O13P2S2
• Molecular Mass: 696.501302
• Monoisotopic Mass: 696.02229806
• SMILES: Nc1nc(=O)n(cc1)[C@@H]1O[C@@H](CO[P@@](=O)(O)O[P@](=O)(O)OC[C@H]2Oc3nc4c(nc3C(=C2S)S)c(O)nc(N)n4)[C@H](O)[C@H]1O
• Canonical SMILES: Nc1nc2nc3O[C@H](CO[P@](=O)(O[P@@](=O)(OC[C@@H]4O[C@H]([C@@H]([C@H]4O)O)n4ccc(nc4=O)N)O)O)C(=C(c3nc2c(n1)O)S)S
• InChI: InChI=1S/C19H22N8O13P2S2/c20-7-1-2-27(19(31)22-7)17-11(29)10(28)5(39-17)3-36-41(32,33)40-42(34,35)37-4-6-12(43)13(44)8-16(38-6)24-14-9(23-8)15(30)26-18(21)25-14/h1-2,5-6,10-11,17,28-29,43-44H,3-4H2,(H,32,33)(H,34,35)(H2,20,22,31)(H3,21,24,25,26,30)/t5-,6+,10-,11+,17+/m0/s1
• InChIKey: RBWYFPNWTRZKKZ-KIOPRYTQSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: {[(2S,3R,4R,5R)-5-(4-amino-2-oxo-1,2-dihydropyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}[({[(8R)-2-amino-4-hydroxy-6,7-disulfanyl-8H-pyrano[3,2-g]pteridin-8-yl]methoxy}(hydroxy)phosphoryl)oxy]phosphinic acid
• IUPAC Traditional name: @pterin cytosine dinucleotide
• Synonyms: Pterin Cytosine Dinucleotide

Database IDs

• PubChem SID: 160966438; 46505096
• PubChem CID: 46936636

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.8743892
• H Acceptors: 17
• H Donor: 9
• LogD (pH = 5.5): -7.106783
• LogD (pH = 7.4): -8.276961
• Log P: -2.7229033
• Molar Refractivity: 152.4189 cm^3
• Polarizability: 58.902275 Å^3
• Polar Surface Area: 317.71 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: 0.41
• LOG S: -2.77
• Solubility (Water): 1.18e+00 g/l

DETAILS

DrugBank - DB03300

Drug information: experimental