[5-(2,4-dihydroxy-6-{[(2S,3R,4R)-2,3,4,5-tetrahydroxypentyl]amino}pyrimidin-5-yl)pentyl]phosphonic acid

• ChemBase ID: 3876
• Molecular Formular: C14H26N3O9P
• Molecular Mass: 411.344701
• Monoisotopic Mass: 411.14066606
• SMILES: OC[C@@H](O)[C@H](O)[C@@H](O)CNc1nc(O)nc(O)c1CCCCCP(=O)(O)O
• Canonical SMILES: OC[C@H]([C@@H]([C@H](CNc1nc(O)nc(c1CCCCCP(=O)(O)O)O)O)O)O
• InChI: InChI=1S/C14H26N3O9P/c18-7-10(20)11(21)9(19)6-15-12-8(13(22)17-14(23)16-12)4-2-1-3-5-27(24,25)26/h9-11,18-21H,1-7H2,(H2,24,25,26)(H3,15,16,17,22,23)/t9-,10+,11+/m0/s1
• InChIKey: BMATWAHJJFXMFA-HBNTYKKESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [5-(2,4-dihydroxy-6-{[(2S,3R,4R)-2,3,4,5-tetrahydroxypentyl]amino}pyrimidin-5-yl)pentyl]phosphonic acid
• IUPAC Traditional name: 5-(2,4-dihydroxy-6-{[(2S,3R,4R)-2,3,4,5-tetrahydroxypentyl]amino}pyrimidin-5-yl)pentylphosphonic acid
• Synonyms: 5-(6-D-Ribitylamino-2,4-Dihydroxypyrimidin-5-Yl)-1-Pentyl-Phosphonic Acid

Database IDs

• PubChem SID: 160967312; 46506658
• PubChem CID: 46936937

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.8142208
• H Acceptors: 12
• H Donor: 9
• LogD (pH = 5.5): -3.8906279
• LogD (pH = 7.4): -3.959276
• Log P: -1.6016134
• Molar Refractivity: 96.0451 cm^3
• Polarizability: 36.33095 Å^3
• Polar Surface Area: 216.72 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: -0.85
• LOG S: -2.12
• Solubility (Water): 3.14e+00 g/l

DETAILS

DrugBank - DB04266

Drug information: experimental