{[(2S,3R,4R,5R)-5-(5-amino-4-carbamoyl-1H-imidazol-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}phosphonic acid

• ChemBase ID: 1474
• Molecular Formular: C9H15N4O8P
• Molecular Mass: 338.211161
• Monoisotopic Mass: 338.06275009
• SMILES: NC(=O)c1c(N)n(cn1)[C@@H]1O[C@@H](COP(=O)(O)O)[C@H](O)[C@H]1O
• Canonical SMILES: O[C@@H]1[C@@H](O)[C@@H](O[C@H]1n1cnc(c1N)C(=O)N)COP(=O)(O)O
• InChI: InChI=1S/C9H15N4O8P/c10-7-4(8(11)16)12-2-13(7)9-6(15)5(14)3(21-9)1-20-22(17,18)19/h2-3,5-6,9,14-15H,1,10H2,(H2,11,16)(H2,17,18,19)/t3-,5-,6+,9+/m0/s1
• InChIKey: NOTGFIUVDGNKRI-BZKDHIKHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: {[(2S,3R,4R,5R)-5-(5-amino-4-carbamoyl-1H-imidazol-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}phosphonic acid
• IUPAC Traditional name: @aicar
• Synonyms: Aicar

Database IDs

• CAS Number: 3031-94-5
• PubChem SID: 46508570; 160964933
• PubChem CID: 46936194

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.224594
• H Acceptors: 9
• H Donor: 6
• LogD (pH = 5.5): -5.096153
• LogD (pH = 7.4): -6.211966
• Log P: -4.8124127
• Molar Refractivity: 69.1421 cm^3
• Polarizability: 27.062012 Å^3
• Polar Surface Area: 203.38 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: -2.16
• LOG S: -2.08
• Solubility (Water): 2.79e+00 g/l

DETAILS

DrugBank - DB01700

Drug information: experimental