methyl (2S)-2-[(2R)-2-{[(benzyloxy)carbonyl]amino}-3-(1H-imidazol-5-yl)propanamido]-4-(methylsulfanyl)butanoate

• ChemBase ID: 184859
• Molecular Formular: C20H26N4O5S
• Molecular Mass: 434.50924
• Monoisotopic Mass: 434.16239095
• SMILES: C(=O)(N[C@H](C(=O)OC)CCSC)[C@H](NC(=O)OCc1ccccc1)Cc1[nH]cnc1
• Canonical SMILES: CSCC[C@@H](C(=O)OC)NC(=O)[C@@H](Cc1[nH]cnc1)NC(=O)OCc1ccccc1
• InChI: InChI=1S/C20H26N4O5S/c1-28-19(26)16(8-9-30-2)23-18(25)17(10-15-11-21-13-22-15)24-20(27)29-12-14-6-4-3-5-7-14/h3-7,11,13,16-17H,8-10,12H2,1-2H3,(H,21,22)(H,23,25)(H,24,27)/t16-,17+/m0/s1
• InChIKey: PLROOIZZXLNFSK-DLBZAZTESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (2S)-2-[(2R)-2-{[(benzyloxy)carbonyl]amino}-3-(1H-imidazol-5-yl)propanamido]-4-(methylsulfanyl)butanoate
• IUPAC Traditional name: methyl (2S)-2-[(2R)-2-{[(benzyloxy)carbonyl]amino}-3-(3H-imidazol-4-yl)propanamido]-4-(methylsulfanyl)butanoate

Database IDs

• PubChem SID: 164240769
• PubChem CID: 16396105

CALCULATED PROPERTIES

• Acid pKa: 11.9585285
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): 0.54669464
• LogD (pH = 7.4): 1.0112883
• Log P: 1.073859
• Molar Refractivity: 112.8942 cm^3
• Polarizability: 43.99127 Å^3
• Polar Surface Area: 122.41 Å^2
• Rotatable Bonds: 13
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Description: *D-isomer
• Classification: Derivatives & analogs of Natural Compounds