N-[(2S)-3-methyl-2-{1-[(3R,5E)-2-oxohept-5-en-3-yl]-1H-1,2,3-triazol-4-yl}butan-2-yl]benzamide

• ChemBase ID: 5511
• Molecular Formular: C21H28N4O2
• Molecular Mass: 368.47262
• Monoisotopic Mass: 368.22122616
• SMILES: O=C(c1ccccc1)NC(C)(C(C)C)c1nnn(c1)[C@@H](C(=O)C)C/C=C/C
• Canonical SMILES: C/C=C/C[C@@H](n1nnc(c1)C(C(C)C)(NC(=O)c1ccccc1)C)C(=O)C
• InChI: InChI=1S/C21H28N4O2/c1-6-7-13-18(16(4)26)25-14-19(23-24-25)21(5,15(2)3)22-20(27)17-11-9-8-10-12-17/h6-12,14-15,18H,13H2,1-5H3,(H,22,27)/b7-6+/t18-,21+/m1/s1
• InChIKey: OEHUTYXPQSSKAK-RVLLMHTFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-[(2S)-3-methyl-2-{1-[(3R,5E)-2-oxohept-5-en-3-yl]-1H-1,2,3-triazol-4-yl}butan-2-yl]benzamide
• IUPAC Traditional name: N-[(2S)-3-methyl-2-{1-[(3R,5E)-2-oxohept-5-en-3-yl]-1,2,3-triazol-4-yl}butan-2-yl]benzamide
• Synonyms: N-[(1S)-1-{1-[(1R,3E)-1-ACETYLPENT-3-EN-1-YL]-1H-1,2,3-TRIAZOL-4-YL}-1,2-DIMETHYLPROPYL]BENZAMIDE

Database IDs

• PubChem SID: 160968939; 99444349
• PubChem CID: 46937102

CALCULATED PROPERTIES

JChem

• Acid pKa: 14.909319
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 4.215626
• LogD (pH = 7.4): 4.2156277
• Log P: 4.2156277
• Molar Refractivity: 118.5589 cm^3
• Polarizability: 40.610306 Å^3
• Polar Surface Area: 76.88 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 3.8
• LOG S: -4.47
• Solubility (Water): 1.25e-02 g/l

DETAILS

DrugBank - DB07878

Drug information: experimental