(2R,3R)-N-[(1S)-2,2-dimethyl-1-(methylcarbamoyl)propyl]-N'-hydroxy-2-(2-methylpropyl)-3-[(1,3-thiazol-2-ylformamido)methyl]butanediamide

• ChemBase ID: 6336
• Molecular Formular: C20H33N5O5S
• Molecular Mass: 455.57152
• Monoisotopic Mass: 455.22024018
• SMILES: O=C(NC)[C@H](C(C)(C)C)NC(=O)[C@H](CC(C)C)[C@@H](C(=O)NO)CNC(=O)c1nccs1
• Canonical SMILES: ONC(=O)[C@H]([C@H](C(=O)N[C@@H](C(C)(C)C)C(=O)NC)CC(C)C)CNC(=O)c1nccs1
• InChI: InChI=1S/C20H33N5O5S/c1-11(2)9-12(15(26)24-14(17(28)21-6)20(3,4)5)13(16(27)25-30)10-23-18(29)19-22-7-8-31-19/h7-8,11-14,30H,9-10H2,1-6H3,(H,21,28)(H,23,29)(H,24,26)(H,25,27)/t12-,13+,14-/m1/s1
• InChIKey: GAHIXYNNFMCKFQ-HZSPNIEDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3R)-N-[(1S)-2,2-dimethyl-1-(methylcarbamoyl)propyl]-N'-hydroxy-2-(2-methylpropyl)-3-[(1,3-thiazol-2-ylformamido)methyl]butanediamide
• IUPAC Traditional name: (2R,3R)-N-[(1S)-2,2-dimethyl-1-(methylcarbamoyl)propyl]-N'-hydroxy-2-(2-methylpropyl)-3-[(1,3-thiazol-2-ylformamido)methyl]butanediamide
• Synonyms: (2R,3R)-N^1^-[(1S)-2,2-DIMETHYL-1-(METHYLCARBAMOYL)PROPYL]-N^4^-HYDROXY-2-(2-METHYLPROPYL)-3-{[(1,3-THIAZOL-2-YLCARBONYL)AMINO]METHYL}BUTANEDIAMIDE

Database IDs

• PubChem SID: 162103469
• PubChem CID: 42609673

CALCULATED PROPERTIES

JChem

• Acid pKa: 8.851152
• H Acceptors: 6
• H Donor: 5
• LogD (pH = 5.5): 0.5207422
• LogD (pH = 7.4): 0.5059084
• Log P: 0.520938
• Molar Refractivity: 115.6655 cm^3
• Polarizability: 44.830315 Å^3
• Polar Surface Area: 149.52 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 0.88
• LOG S: -4.36
• Solubility (Water): 2.01e-02 g/l

DETAILS

DrugBank - DB08733

Drug information: experimental