tert-butyl N-[(1S)-1-{[(1S)-1-{[(2S)-1-(benzylsulfanyl)-1-oxo-3-phenylpropan-2-yl]carbamoyl}ethyl]carbamoyl}ethyl]carbamate

• ChemBase ID: 106668
• Molecular Formular: C27H35N3O5S
• Molecular Mass: 513.6489
• Monoisotopic Mass: 513.22974224
• SMILES: C[C@H](NC(=O)OC(C)(C)C)C(=O)N[C@@H](C)C(=O)N[C@@H](Cc1ccccc1)C(=O)SCc1ccccc1
• Canonical SMILES: O=C(OC(C)(C)C)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)SCc1ccccc1)Cc1ccccc1)C)C
• InChI: InChI=1S/C27H35N3O5S/c1-18(28-23(31)19(2)29-26(34)35-27(3,4)5)24(32)30-22(16-20-12-8-6-9-13-20)25(33)36-17-21-14-10-7-11-15-21/h6-15,18-19,22H,16-17H2,1-5H3,(H,28,31)(H,29,34)(H,30,32)/t18-,19-,22-/m0/s1
• InChIKey: GPLGBEBQHXORKT-IPJJNNNSSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: tert-butyl N-[(1S)-1-{[(1S)-1-{[(2S)-1-(benzylsulfanyl)-1-oxo-3-phenylpropan-2-yl]carbamoyl}ethyl]carbamoyl}ethyl]carbamate
• IUPAC Traditional name: tert-butyl N-[(1S)-1-{[(1S)-1-{[(2S)-1-(benzylsulfanyl)-1-oxo-3-phenylpropan-2-yl]carbamoyl}ethyl]carbamoyl}ethyl]carbamate
• Synonyms: Boc-Ala-Ala-Phe-Thiobenzyl Ester; Boc-AAF-Thiobenzyl Ester; Boc-Ala-Ala-Phe-Thiobenzyl Ester

Database IDs

• PubChem SID: 162105974
• PubChem CID: 25108814

CALCULATED PROPERTIES

• Acid pKa: 12.01941
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): 4.017893
• LogD (pH = 7.4): 4.017884
• Log P: 4.0178933
• Molar Refractivity: 140.3107 cm^3
• Polarizability: 55.05128 Å^3
• Polar Surface Area: 113.6 Å^2
• Rotatable Bonds: 13
• Lipinski's Rule of Five: false

DETAILS

MP Biomedicals - 03SB021

A colorimetric substrate for Cathepsin G.