benzyl (2S)-1-[(2S,3S)-3-methyl-2-{[(2S,3S)-3-(propylcarbamoyl)oxiran-2-yl]formamido}pentanoyl]pyrrolidine-2-carboxylate

• ChemBase ID: 4870
• Molecular Formular: C25H35N3O6
• Molecular Mass: 473.5619
• Monoisotopic Mass: 473.25258586
• SMILES: CCCNC(=O)[C@H]1O[C@@H]1C(=O)N[C@H](C(=O)N1[C@H](C(=O)OCc2ccccc2)CCC1)[C@H](CC)C
• Canonical SMILES: CCCNC(=O)[C@H]1O[C@@H]1C(=O)N[C@H](C(=O)N1CCC[C@H]1C(=O)OCc1ccccc1)[C@H](CC)C
• InChI: InChI=1S/C25H35N3O6/c1-4-13-26-22(29)20-21(34-20)23(30)27-19(16(3)5-2)24(31)28-14-9-12-18(28)25(32)33-15-17-10-7-6-8-11-17/h6-8,10-11,16,18-21H,4-5,9,12-15H2,1-3H3,(H,26,29)(H,27,30)/t16-,18-,19-,20-,21-/m0/s1
• InChIKey: OMQNYWZURFTFHE-MQBSTWLZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: benzyl (2S)-1-[(2S,3S)-3-methyl-2-{[(2S,3S)-3-(propylcarbamoyl)oxiran-2-yl]formamido}pentanoyl]pyrrolidine-2-carboxylate
• IUPAC Traditional name: benzyl (2S)-1-[(2S,3S)-3-methyl-2-{[(2S,3S)-3-(propylcarbamoyl)oxiran-2-yl]formamido}pentanoyl]pyrrolidine-2-carboxylate
• Synonyms: BENZYL N-({(2S,3S)-3-[(PROPYLAMINO)CARBONYL]OXIRAN-2-YL}CARBONYL)-L-ISOLEUCYL-L-PROLINATE

Database IDs

• PubChem SID: 160968302; 99443690
• PubChem CID: 22850133

CALCULATED PROPERTIES

JChem

• Acid pKa: 12.147247
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 2.0310261
• LogD (pH = 7.4): 2.0310192
• Log P: 2.0310261
• Molar Refractivity: 123.957 cm^3
• Polarizability: 48.999027 Å^3
• Polar Surface Area: 117.34 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 2.38
• LOG S: -3.68
• Solubility (Water): 1.00e-01 g/l

DETAILS

DrugBank - DB07219

Drug information: experimental