1-[(2S)-2-[(7-chloro-1-benzothiophen-3-yl)methoxy]-2-(2,4-dichlorophenyl)ethyl]-1H-imidazole

• ChemBase ID: 177747
• Molecular Formular: C20H15Cl3N2OS
• Molecular Mass: 437.7699
• Monoisotopic Mass: 435.99706715
• SMILES: c1ccc2c(c1Cl)scc2CO[C@@H](c1c(cc(cc1)Cl)Cl)Cn1cncc1
• Canonical SMILES: Clc1ccc(c(c1)Cl)[C@@H](Cn1ccnc1)OCc1csc2c1cccc2Cl
• InChI: InChI=1S/C20H15Cl3N2OS/c21-14-4-5-16(18(23)8-14)19(9-25-7-6-24-12-25)26-10-13-11-27-20-15(13)2-1-3-17(20)22/h1-8,11-12,19H,9-10H2/t19-/m1/s1
• InChIKey: JLGKQTAYUIMGRK-LJQANCHMSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-[(2S)-2-[(7-chloro-1-benzothiophen-3-yl)methoxy]-2-(2,4-dichlorophenyl)ethyl]-1H-imidazole
• IUPAC Traditional name: sertaconazol
• Synonyms: 1-[(2S)-2-[(7-Chlorobenzo[b]thien-3-yl)methoxy]-2-(2,4-dichlorophenyl)ethyl]-1H-Imidazole; (S)-Sertaconazole

Database IDs

• CAS Number: 583057-51-6
• PubChem SID: 164233657
• PubChem CID: 25273617

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 5.6981435
• LogD (pH = 7.4): 6.1626396
• Log P: 6.2283483
• Molar Refractivity: 111.6029 cm^3
• Polarizability: 44.26195 Å^3
• Polar Surface Area: 27.05 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - S278510

(S)-Sertaconazole is the (S)-enantiomer of Sertaconazole, an imidazole antifungal agent that inhibits the synthesis of ergosterol, an essential cell wall component of fungi.