benzyl N-[(1S)-1-{[(3R)-1-cyanopyrrolidin-3-yl]carbamoyl}-3-methylbutyl]carbamate

• ChemBase ID: 3134
• Molecular Formular: C19H26N4O3
• Molecular Mass: 358.43474
• Monoisotopic Mass: 358.20049071
• SMILES: CC(C)C[C@H](NC(=O)OCc1ccccc1)C(=O)N[C@@H]1CCN(C1)C#N
• Canonical SMILES: N#CN1CC[C@H](C1)NC(=O)[C@@H](NC(=O)OCc1ccccc1)CC(C)C
• InChI: InChI=1S/C19H26N4O3/c1-14(2)10-17(18(24)21-16-8-9-23(11-16)13-20)22-19(25)26-12-15-6-4-3-5-7-15/h3-7,14,16-17H,8-12H2,1-2H3,(H,21,24)(H,22,25)/t16-,17+/m1/s1
• InChIKey: IMTUSTXBVIALBC-SJORKVTESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: benzyl N-[(1S)-1-{[(3R)-1-cyanopyrrolidin-3-yl]carbamoyl}-3-methylbutyl]carbamate
• IUPAC Traditional name: benzyl N-[(1S)-1-{[(3R)-1-cyanopyrrolidin-3-yl]carbamoyl}-3-methylbutyl]carbamate
• Synonyms: N2-[(Benzyloxy)Carbonyl]-N1-[(3s)-1-Cyanopyrrolidin-3-Yl]-L-Leucinamide

Database IDs

• PubChem SID: 160966578; 46504451
• PubChem CID: 5288988

CALCULATED PROPERTIES

JChem

• Acid pKa: 12.869032
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 2.202106
• LogD (pH = 7.4): 2.2021048
• Log P: 2.202106
• Molar Refractivity: 98.1144 cm^3
• Polarizability: 37.648384 Å^3
• Polar Surface Area: 94.46 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 1.58
• LOG S: -3.42
• Solubility (Water): 1.37e-01 g/l

DETAILS

DrugBank - DB03456

Drug information: experimental