(2S)-N-[(1R)-2-(benzyloxy)-1-cyano-1-methylethyl]-3-cyclohexyl-2-[(morpholine-4-carbonyl)amino]propanamide

• ChemBase ID: 6358
• Molecular Formular: C25H36N4O4
• Molecular Mass: 456.57774
• Monoisotopic Mass: 456.27365565
• SMILES: C(=O)(N1CCOCC1)N[C@@H](CC1CCCCC1)C(=O)N[C@](COCc1ccccc1)(C)C#N
• Canonical SMILES: N#C[C@@](NC(=O)[C@@H](NC(=O)N1CCOCC1)CC1CCCCC1)(COCc1ccccc1)C
• InChI: InChI=1S/C25H36N4O4/c1-25(18-26,19-33-17-21-10-6-3-7-11-21)28-23(30)22(16-20-8-4-2-5-9-20)27-24(31)29-12-14-32-15-13-29/h3,6-7,10-11,20,22H,2,4-5,8-9,12-17,19H2,1H3,(H,27,31)(H,28,30)/t22-,25+/m0/s1
• InChIKey: MQWUTQCRGGBPBT-WIOPSUGQSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-N-[(1R)-2-(benzyloxy)-1-cyano-1-methylethyl]-3-cyclohexyl-2-[(morpholine-4-carbonyl)amino]propanamide
• IUPAC Traditional name: (2S)-N-[(1R)-2-(benzyloxy)-1-cyano-1-methylethyl]-3-cyclohexyl-2-(morpholine-4-carbonylamino)propanamide
• Synonyms: N-[(1S)-2-{[(1R)-2-(benzyloxy)-1-cyano-1-methylethyl]amino}-1-(cyclohexylmethyl)-2-oxoethyl]morpholine-4-carboxamide

Database IDs

• PubChem SID: 162103470
• PubChem CID: 46937176

CALCULATED PROPERTIES

JChem

• Acid pKa: 8.201005
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 2.533652
• LogD (pH = 7.4): 2.478424
• Log P: 2.5344172
• Molar Refractivity: 125.0576 cm^3
• Polarizability: 48.659546 Å^3
• Polar Surface Area: 103.69 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 2.68
• LOG S: -4.18
• Solubility (Water): 3.00e-02 g/l

DETAILS

DrugBank - DB08755

Drug information: experimental