(5S)-2-{[(1S)-1-(4-fluorophenyl)ethyl]amino}-5-(2-hydroxypropan-2-yl)-5-methyl-4,5-dihydro-1,3-thiazol-4-one

• ChemBase ID: 4670
• Molecular Formular: C15H19FN2O2S
• Molecular Mass: 310.3869632
• Monoisotopic Mass: 310.11512708
• SMILES: C(C)([C@@]1(SC(=NC1=O)N[C@H](c1ccc(cc1)F)C)C)(O)C
• Canonical SMILES: C[C@@H](c1ccc(cc1)F)NC1=NC(=O)[C@](S1)(C)C(O)(C)C
• InChI: InChI=1S/C15H19FN2O2S/c1-9(10-5-7-11(16)8-6-10)17-13-18-12(19)15(4,21-13)14(2,3)20/h5-9,20H,1-4H3,(H,17,18,19)/t9-,15+/m0/s1
• InChIKey: HYVZYASDRIAOPU-BJOHPYRUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (5S)-2-{[(1S)-1-(4-fluorophenyl)ethyl]amino}-5-(2-hydroxypropan-2-yl)-5-methyl-4,5-dihydro-1,3-thiazol-4-one
• IUPAC Traditional name: (5S)-2-{[(1S)-1-(4-fluorophenyl)ethyl]amino}-5-(2-hydroxypropan-2-yl)-5-methyl-1,3-thiazol-4-one
• Synonyms: (5S)-2-{[(1S)-1-(4-fluorophenyl)ethyl]amino}-5-(1-hydroxy-1-methylethyl)-5-methyl-1,3-thiazol-4(5H)-one

Database IDs

• PubChem SID: 160968102; 99443488
• PubChem CID: 25023710

CALCULATED PROPERTIES

JChem

• Acid pKa: 14.186072
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 2.553092
• LogD (pH = 7.4): 2.5530918
• Log P: 2.553092
• Molar Refractivity: 81.3491 cm^3
• Polarizability: 31.509098 Å^3
• Polar Surface Area: 61.69 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 2.65
• LOG S: -3.7
• Solubility (Water): 6.22e-02 g/l

DETAILS

DrugBank - DB07017

Drug information: experimental