(2S)-N-[(1R)-2-(benzyloxy)-1-cyanoethyl]-4-methyl-2-[(morpholine-4-carbonyl)amino]pentanamide

• ChemBase ID: 3417
• Molecular Formular: C21H30N4O4
• Molecular Mass: 402.4873
• Monoisotopic Mass: 402.22670546
• SMILES: C(=O)(N1CCOCC1)N[C@@H](CC(C)C)C(=O)N[C@@H](COCc1ccccc1)C#N
• Canonical SMILES: CC(C[C@@H](C(=O)N[C@H](C#N)COCc1ccccc1)NC(=O)N1CCOCC1)C
• InChI: InChI=1S/C21H30N4O4/c1-16(2)12-19(24-21(27)25-8-10-28-11-9-25)20(26)23-18(13-22)15-29-14-17-6-4-3-5-7-17/h3-7,16,18-19H,8-12,14-15H2,1-2H3,(H,23,26)(H,24,27)/t18-,19+/m1/s1
• InChIKey: LXEDKIMJQBOMSU-MOPGFXCFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-N-[(1R)-2-(benzyloxy)-1-cyanoethyl]-4-methyl-2-[(morpholine-4-carbonyl)amino]pentanamide
• IUPAC Traditional name: (2S)-N-[(1R)-2-(benzyloxy)-1-cyanoethyl]-4-methyl-2-(morpholine-4-carbonylamino)pentanamide
• Synonyms: Morpholine-4-Carboxylic Acid [1s-(2-Benzyloxy-1r-Cyano-Ethylcarbamoyl)-3-Methyl-Butyl]Amide

Database IDs

• PubChem SID: 46508762; 160966856
• PubChem CID: 5287799

CALCULATED PROPERTIES

JChem

• Acid pKa: 8.197107
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 1.2308991
• LogD (pH = 7.4): 1.1752131
• Log P: 1.2316711
• Molar Refractivity: 108.3435 cm^3
• Polarizability: 42.036682 Å^3
• Polar Surface Area: 103.69 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 1.1
• LOG S: -3.5
• Solubility (Water): 1.26e-01 g/l

DETAILS

DrugBank - DB03767

Drug information: experimental