(2R)-N-hydroxy-N'-[(1S)-2-(4-methoxyphenyl)-1-(methylcarbamoyl)ethyl]-2-(2-methylpropyl)butanediamide

• ChemBase ID: 5556
• Molecular Formular: C19H29N3O5
• Molecular Mass: 379.45066
• Monoisotopic Mass: 379.21072104
• SMILES: C(=O)(C[C@H](C(=O)N[C@H](C(=O)NC)Cc1ccc(cc1)OC)CC(C)C)NO
• Canonical SMILES: CNC(=O)[C@H](Cc1ccc(cc1)OC)NC(=O)[C@@H](CC(=O)NO)CC(C)C
• InChI: InChI=1S/C19H29N3O5/c1-12(2)9-14(11-17(23)22-26)18(24)21-16(19(25)20-3)10-13-5-7-15(27-4)8-6-13/h5-8,12,14,16,26H,9-11H2,1-4H3,(H,20,25)(H,21,24)(H,22,23)/t14-,16+/m1/s1
• InChIKey: QYZPDCGWIJYZMN-ZBFHGGJFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-N-hydroxy-N'-[(1S)-2-(4-methoxyphenyl)-1-(methylcarbamoyl)ethyl]-2-(2-methylpropyl)butanediamide
• IUPAC Traditional name: (2R)-N-hydroxy-N'-[(1S)-2-(4-methoxyphenyl)-1-(methylcarbamoyl)ethyl]-2-(2-methylpropyl)butanediamide
• Synonyms: N-[3-(N'-HYDROXYCARBOXAMIDO)-2-(2-METHYLPROPYL)-PROPANOYL]-O-TYROSINE-N-METHYLAMIDE

Database IDs

• PubChem SID: 99444397; 160968984
• PubChem CID: 128564

CALCULATED PROPERTIES

JChem

• Acid pKa: 8.899341
• H Acceptors: 5
• H Donor: 4
• LogD (pH = 5.5): 0.8892324
• LogD (pH = 7.4): 0.87592846
• Log P: 0.88940495
• Molar Refractivity: 100.5474 cm^3
• Polarizability: 39.23954 Å^3
• Polar Surface Area: 116.76 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 0.94
• LOG S: -3.72
• Solubility (Water): 7.17e-02 g/l

DETAILS

DrugBank - DB07926

Drug information: experimental