4-[(1S)-1-(3-fluoro-4-methoxyphenyl)-2-(2-methoxy-5-nitrophenyl)ethyl]-1H-imidazol-2-amine

• ChemBase ID: 5064
• Molecular Formular: C19H19FN4O4
• Molecular Mass: 386.3769632
• Monoisotopic Mass: 386.13903333
• SMILES: c1(ccc(cc1F)[C@@H](c1nc([nH]c1)N)Cc1cc(ccc1OC)[N+](=O)[O-])OC
• Canonical SMILES: COc1ccc(cc1C[C@H](c1c[nH]c(n1)N)c1ccc(c(c1)F)OC)[N+](=O)[O-]
• InChI: InChI=1S/C19H19FN4O4/c1-27-17-6-4-13(24(25)26)7-12(17)8-14(16-10-22-19(21)23-16)11-3-5-18(28-2)15(20)9-11/h3-7,9-10,14H,8H2,1-2H3,(H3,21,22,23)/t14-/m0/s1
• InChIKey: RFLOFHKRBGKCOB-AWEZNQCLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-[(1S)-1-(3-fluoro-4-methoxyphenyl)-2-(2-methoxy-5-nitrophenyl)ethyl]-1H-imidazol-2-amine
• IUPAC Traditional name: 4-[(1S)-1-(3-fluoro-4-methoxyphenyl)-2-(2-methoxy-5-nitrophenyl)ethyl]-1H-imidazol-2-amine
• Synonyms: 4-[(1S)-1-(3-fluoro-4-methoxyphenyl)-2-(2-methoxy-5-nitrophenyl)ethyl]-1H-imidazol-2-amine

Database IDs

• PubChem SID: 160968495; 99443886
• PubChem CID: 42628075

CALCULATED PROPERTIES

JChem

• Acid pKa: 14.641636
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): 2.0300367
• LogD (pH = 7.4): 2.3234332
• Log P: 3.5645123
• Molar Refractivity: 102.2379 cm^3
• Polarizability: 37.640274 Å^3
• Polar Surface Area: 118.98 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 3.52
• LOG S: -4.5
• Solubility (Water): 1.23e-02 g/l

DETAILS

DrugBank - DB07415

Drug information: experimental