1-[(3R,4S)-4-hydroxy-1-(naphthalen-1-yl)pentan-3-yl]-1H-imidazole-4-carboxamide

• ChemBase ID: 2917
• Molecular Formular: C19H21N3O2
• Molecular Mass: 323.38894
• Monoisotopic Mass: 323.16337693
• SMILES: c1n(cnc1C(=O)N)[C@@H]([C@@H](O)C)CCc1cccc2c1cccc2
• Canonical SMILES: C[C@@H]([C@H](n1cnc(c1)C(=O)N)CCc1cccc2c1cccc2)O
• InChI: InChI=1S/C19H21N3O2/c1-13(23)18(22-11-17(19(20)24)21-12-22)10-9-15-7-4-6-14-5-2-3-8-16(14)15/h2-8,11-13,18,23H,9-10H2,1H3,(H2,20,24)/t13-,18+/m0/s1
• InChIKey: OODDZQQDDOVCFD-SCLBCKFNSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-[(3R,4S)-4-hydroxy-1-(naphthalen-1-yl)pentan-3-yl]-1H-imidazole-4-carboxamide
• IUPAC Traditional name: 1-[(3R,4S)-4-hydroxy-1-(naphthalen-1-yl)pentan-3-yl]imidazole-4-carboxamide
• Synonyms: FR233623

Database IDs

• PubChem SID: 160966364; 46507240
• PubChem CID: 449013

CALCULATED PROPERTIES

JChem

• Acid pKa: 13.881194
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 2.5441618
• LogD (pH = 7.4): 2.5483088
• Log P: 2.5483623
• Molar Refractivity: 93.416 cm^3
• Polarizability: 36.753944 Å^3
• Polar Surface Area: 81.14 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 2.44
• LOG S: -4.2
• Solubility (Water): 2.02e-02 g/l

DETAILS

DrugBank - DB03220

Drug information: experimental