N-[(2R)-3-[(2S)-2-(1,3-benzoxazol-2-yl)pyrrolidin-1-yl]-2-butyl-3-oxopropyl]-N-hydroxyformamide

• ChemBase ID: 5934
• Molecular Formular: C19H25N3O4
• Molecular Mass: 359.4195
• Monoisotopic Mass: 359.1845063
• SMILES: O=C([C@H](CCCC)CN(O)C=O)N1[C@@H](CCC1)c1oc2c(n1)cccc2
• Canonical SMILES: CCCC[C@@H](C(=O)N1CCC[C@H]1c1nc2c(o1)cccc2)CN(C=O)O
• InChI: InChI=1S/C19H25N3O4/c1-2-3-7-14(12-21(25)13-23)19(24)22-11-6-9-16(22)18-20-15-8-4-5-10-17(15)26-18/h4-5,8,10,13-14,16,25H,2-3,6-7,9,11-12H2,1H3/t14-,16+/m1/s1
• InChIKey: QDDZLTVSNABZIK-ZBFHGGJFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-[(2R)-3-[(2S)-2-(1,3-benzoxazol-2-yl)pyrrolidin-1-yl]-2-butyl-3-oxopropyl]-N-hydroxyformamide
• IUPAC Traditional name: N-[(2R)-3-[(2S)-2-(1,3-benzoxazol-2-yl)pyrrolidin-1-yl]-2-butyl-3-oxopropyl]-N-hydroxyformamide
• Synonyms: N-[(2R)-2-{[(2S)-2-(1,3-benzoxazol-2-yl)pyrrolidin-1-yl]carbonyl}hexyl]-N-hydroxyformamide

Database IDs

• PubChem SID: 160969359; 99444781
• PubChem CID: 25134267

CALCULATED PROPERTIES

JChem

• Acid pKa: 8.3946905
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 2.1350667
• LogD (pH = 7.4): 2.0939248
• Log P: 2.135618
• Molar Refractivity: 95.3048 cm^3
• Polarizability: 38.2415 Å^3
• Polar Surface Area: 86.88 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 2.58
• LOG S: -3.35
• Solubility (Water): 1.60e-01 g/l

DETAILS

DrugBank - DB08310

Drug information: experimental