2-{2-[(3,5-dimethylphenyl)amino]pyrimidin-4-yl}-N-[(2S)-1-hydroxypropan-2-yl]-4-methyl-1,3-thiazole-5-carboxamide

• ChemBase ID: 4846
• Molecular Formular: C20H23N5O2S
• Molecular Mass: 397.49392
• Monoisotopic Mass: 397.157246
• SMILES: C[C@@H](CO)NC(=O)c1sc(nc1C)c1ccnc(Nc2cc(C)cc(C)c2)n1
• Canonical SMILES: OC[C@@H](NC(=O)c1sc(nc1C)c1ccnc(n1)Nc1cc(C)cc(c1)C)C
• InChI: InChI=1S/C20H23N5O2S/c1-11-7-12(2)9-15(8-11)24-20-21-6-5-16(25-20)19-23-14(4)17(28-19)18(27)22-13(3)10-26/h5-9,13,26H,10H2,1-4H3,(H,22,27)(H,21,24,25)/t13-/m0/s1
• InChIKey: PEGXADGTBNRSGV-ZDUSSCGKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{2-[(3,5-dimethylphenyl)amino]pyrimidin-4-yl}-N-[(2S)-1-hydroxypropan-2-yl]-4-methyl-1,3-thiazole-5-carboxamide
• IUPAC Traditional name: 2-{2-[(3,5-dimethylphenyl)amino]pyrimidin-4-yl}-N-[(2S)-1-hydroxypropan-2-yl]-4-methyl-1,3-thiazole-5-carboxamide
• Synonyms: 2-{2-[(3,5-dimethylphenyl)amino]pyrimidin-4-yl}-N-[(1S)-2-hydroxy-1-methylethyl]-4-methyl-1,3-thiazole-5-carboxamide

Database IDs

• PubChem SID: 160968278; 99443665
• PubChem CID: 25113172

CALCULATED PROPERTIES

JChem

• Acid pKa: 13.124996
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): 3.3292913
• LogD (pH = 7.4): 3.3293014
• Log P: 3.3293023
• Molar Refractivity: 120.2367 cm^3
• Polarizability: 41.6386 Å^3
• Polar Surface Area: 100.03 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 3.11
• LOG S: -5.03
• Solubility (Water): 3.70e-03 g/l

DETAILS

DrugBank - DB07194

Drug information: experimental