1-[(2R)-1-hydroxy-4-(naphthalen-1-yl)butan-2-yl]-1H-imidazole-4-carboxamide

• ChemBase ID: 3236
• Molecular Formular: C18H19N3O2
• Molecular Mass: 309.36236
• Monoisotopic Mass: 309.14772686
• SMILES: c1n(cnc1C(=O)N)[C@@H](CO)CCc1cccc2c1cccc2
• Canonical SMILES: OC[C@H](n1cnc(c1)C(=O)N)CCc1cccc2c1cccc2
• InChI: InChI=1S/C18H19N3O2/c19-18(23)17-10-21(12-20-17)15(11-22)9-8-14-6-3-5-13-4-1-2-7-16(13)14/h1-7,10,12,15,22H,8-9,11H2,(H2,19,23)/t15-/m1/s1
• InChIKey: URGFTPMACWKJKU-OAHLLOKOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-[(2R)-1-hydroxy-4-(naphthalen-1-yl)butan-2-yl]-1H-imidazole-4-carboxamide
• IUPAC Traditional name: 1-[(2R)-1-hydroxy-4-(naphthalen-1-yl)butan-2-yl]imidazole-4-carboxamide
• Synonyms: FR230513

Database IDs

• PubChem SID: 46508986; 160966678
• PubChem CID: 447341

CALCULATED PROPERTIES

JChem

• Acid pKa: 13.898896
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 2.1275659
• LogD (pH = 7.4): 2.1317337
• Log P: 2.1317873
• Molar Refractivity: 88.9972 cm^3
• Polarizability: 34.909714 Å^3
• Polar Surface Area: 81.14 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 2.04
• LOG S: -4.09
• Solubility (Water): 2.50e-02 g/l

DETAILS

DrugBank - DB03572

Drug information: experimental