{[(2R,3S,4R,5R)-3,4-dihydroxy-5-{6-[(3-methylbutyl)amino]-9H-purin-9-yl}oxolan-2-yl]methoxy}phosphonic acid

• ChemBase ID: 4857
• Molecular Formular: C15H24N5O7P
• Molecular Mass: 417.354121
• Monoisotopic Mass: 417.14133476
• SMILES: OP(=O)(O)OC[C@H]1O[C@H]([C@@H]([C@@H]1O)O)n1cnc2c(NCCC(C)C)ncnc12
• Canonical SMILES: CC(CCNc1ncnc2c1ncn2[C@@H]1O[C@@H]([C@H]([C@H]1O)O)COP(=O)(O)O)C
• InChI: InChI=1S/C15H24N5O7P/c1-8(2)3-4-16-13-10-14(18-6-17-13)20(7-19-10)15-12(22)11(21)9(27-15)5-26-28(23,24)25/h6-9,11-12,15,21-22H,3-5H2,1-2H3,(H,16,17,18)(H2,23,24,25)/t9-,11-,12-,15-/m1/s1
• InChIKey: GZJXCRHEMLAMRA-SDBHATRESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: {[(2R,3S,4R,5R)-3,4-dihydroxy-5-{6-[(3-methylbutyl)amino]-9H-purin-9-yl}oxolan-2-yl]methoxy}phosphonic acid
• IUPAC Traditional name: [(2R,3S,4R,5R)-3,4-dihydroxy-5-{6-[(3-methylbutyl)amino]purin-9-yl}oxolan-2-yl]methoxyphosphonic acid
• Synonyms: N6-ISOPENTENYL-ADENOSINE-5'-MONOPHOSPHATE

Database IDs

• PubChem SID: 160968289; 99443676
• PubChem CID: 10180201

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.2094288
• H Acceptors: 10
• H Donor: 5
• LogD (pH = 5.5): -2.783437
• LogD (pH = 7.4): -3.8330655
• Log P: -2.8298821
• Molar Refractivity: 97.9841 cm^3
• Polarizability: 38.12282 Å^3
• Polar Surface Area: 172.08 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -0.09
• LOG S: -2.38
• Solubility (Water): 1.74e+00 g/l

DETAILS

DrugBank - DB07205

Drug information: experimental