4-amino-1-[(2R,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,2-dihydropyridin-2-one

• ChemBase ID: 3977
• Molecular Formular: C10H14N2O5
• Molecular Mass: 242.22856
• Monoisotopic Mass: 242.09027156
• SMILES: Nc1cc(=O)n(cc1)[C@@H]1O[C@@H](CO)[C@H](O)[C@H]1O
• Canonical SMILES: OC[C@@H]1O[C@H]([C@@H]([C@H]1O)O)n1ccc(cc1=O)N
• InChI: InChI=1S/C10H14N2O5/c11-5-1-2-12(7(14)3-5)10-9(16)8(15)6(4-13)17-10/h1-3,6,8-10,13,15-16H,4,11H2/t6-,8-,9+,10+/m0/s1
• InChIKey: OGADSZTVCUXSOK-BEYHFKMWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-amino-1-[(2R,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,2-dihydropyridin-2-one
• IUPAC Traditional name: @3-deazacytidine
• Synonyms: 3-Deazacytidine

Database IDs

• PubChem SID: 46506727; 160967412
• PubChem CID: 46936962

CALCULATED PROPERTIES

JChem

• Acid pKa: 12.554954
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): -2.5793679
• LogD (pH = 7.4): -2.5792878
• Log P: -2.5792837
• Molar Refractivity: 58.1914 cm^3
• Polarizability: 22.28115 Å^3
• Polar Surface Area: 116.25 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -2.08
• LOG S: -0.07
• Solubility (Water): 2.08e+02 g/l

DETAILS

DrugBank - DB04385

Drug information: experimental