1-[(3R,4S)-1-(2,3-dichlorophenyl)-4-hydroxypentan-3-yl]-1H-imidazole-4-carboxamide

• ChemBase ID: 3054
• Molecular Formular: C15H17Cl2N3O2
• Molecular Mass: 342.22038
• Monoisotopic Mass: 341.06978216
• SMILES: c1n(cnc1C(=O)N)[C@@H]([C@@H](O)C)CCc1cccc(c1Cl)Cl
• Canonical SMILES: C[C@@H]([C@H](n1cnc(c1)C(=O)N)CCc1cccc(c1Cl)Cl)O
• InChI: InChI=1S/C15H17Cl2N3O2/c1-9(21)13(20-7-12(15(18)22)19-8-20)6-5-10-3-2-4-11(16)14(10)17/h2-4,7-9,13,21H,5-6H2,1H3,(H2,18,22)/t9-,13+/m0/s1
• InChIKey: HCJYSIGJDKNVRU-TVQRCGJNSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-[(3R,4S)-1-(2,3-dichlorophenyl)-4-hydroxypentan-3-yl]-1H-imidazole-4-carboxamide
• IUPAC Traditional name: 1-[(3R,4S)-1-(2,3-dichlorophenyl)-4-hydroxypentan-3-yl]imidazole-4-carboxamide
• Synonyms: FR239087

Database IDs

• PubChem SID: 160966500; 46506851
• PubChem CID: 449014

CALCULATED PROPERTIES

JChem

• Acid pKa: 13.881194
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 2.7627742
• LogD (pH = 7.4): 2.7669215
• Log P: 2.766975
• Molar Refractivity: 86.5754 cm^3
• Polarizability: 33.099613 Å^3
• Polar Surface Area: 81.14 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 2.63
• LOG S: -3.96
• Solubility (Water): 3.77e-02 g/l

DETAILS

DrugBank - DB03370

Drug information: experimental