N-{1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-2-oxo-1,2-dihydropyrimidin-4-yl}benzamide

• ChemBase ID: 131287
• Molecular Formular: C16H17N3O5
• Molecular Mass: 331.32328
• Monoisotopic Mass: 331.11682066
• SMILES: c1ccc(cc1)C(=O)Nc1ccn(c(=O)n1)[C@H]1C[C@@H]([C@H](O1)CO)O
• Canonical SMILES: OC[C@H]1O[C@H](C[C@@H]1O)n1ccc(nc1=O)NC(=O)c1ccccc1
• InChI: InChI=1S/C16H17N3O5/c20-9-12-11(21)8-14(24-12)19-7-6-13(18-16(19)23)17-15(22)10-4-2-1-3-5-10/h1-7,11-12,14,20-21H,8-9H2,(H,17,18,22,23)/t11-,12+,14+/m0/s1
• InChIKey: MPSJHJFNKMUKCN-OUCADQQQSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-{1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-2-oxo-1,2-dihydropyrimidin-4-yl}benzamide
• IUPAC Traditional name: cytidine, N-benzoyl-2'-deoxy-
• Synonyms: N4-Benzoyl-2′-deoxycytidine; N4-苯甲酰基-2′-脱氧胞苷

Database IDs

• CAS Number: 4836-13-9
• EC Number: 225-421-9
• MDL Number: MFCD00010115
• Beilstein Number: 626967
• PubChem SID: 24855644; 24847911; 162225565
• PubChem CID: 9797617

CALCULATED PROPERTIES

• Acid pKa: 12.894345
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): -0.11126318
• LogD (pH = 7.4): -0.11126439
• Log P: -0.11126314
• Molar Refractivity: 83.1484 cm^3
• Polarizability: 32.015003 Å^3
• Polar Surface Area: 111.46 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 215-220 °C (dec.)

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Product Information

• Purity: ≥98.0% (HPLC); 98%
• Grade: purum
• Loss on Drying: ~5% loss on drying
• Empirical Formula (Hill Notation): C16H17N3O5