benzyl N-({[(1S)-1-{[(2S)-4-chloro-3-oxo-1-phenylbutan-2-yl]carbamoyl}-3-methylbutyl]carbamoyl}methyl)carbamate

• ChemBase ID: 106466
• Molecular Formular: C26H32ClN3O5
• Molecular Mass: 502.00238
• Monoisotopic Mass: 501.20304882
• SMILES: CC(C)C[C@H](NC(=O)CNC(=O)OCc1ccccc1)C(=O)N[C@@H](Cc1ccccc1)C(=O)CCl
• Canonical SMILES: ClCC(=O)[C@@H](NC(=O)[C@@H](NC(=O)CNC(=O)OCc1ccccc1)CC(C)C)Cc1ccccc1
• InChI: InChI=1S/C26H32ClN3O5/c1-18(2)13-22(25(33)30-21(23(31)15-27)14-19-9-5-3-6-10-19)29-24(32)16-28-26(34)35-17-20-11-7-4-8-12-20/h3-12,18,21-22H,13-17H2,1-2H3,(H,28,34)(H,29,32)(H,30,33)/t21-,22-/m0/s1
• InChIKey: BRGPJZPHCVTNNI-VXKWHMMOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: benzyl N-({[(1S)-1-{[(2S)-4-chloro-3-oxo-1-phenylbutan-2-yl]carbamoyl}-3-methylbutyl]carbamoyl}methyl)carbamate
• IUPAC Traditional name: benzyl N-({[(1S)-1-{[(2S)-4-chloro-3-oxo-1-phenylbutan-2-yl]carbamoyl}-3-methylbutyl]carbamoyl}methyl)carbamate
• Synonyms: Z-Gly-Leu-Phe-CMK; Z-GLF-CMK; Z-Gly-Leu-Phe-Chloromethylketone; Z-Gly-Leu-Phe-chloromethyl ketone

Database IDs

• MDL Number: MFCD03452908
• PubChem SID: 162105470
• PubChem CID: 11755771

CALCULATED PROPERTIES

• Acid pKa: 11.776525
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): 3.719503
• LogD (pH = 7.4): 3.719487
• Log P: 3.7195032
• Molar Refractivity: 132.8751 cm^3
• Polarizability: 51.95003 Å^3
• Polar Surface Area: 113.6 Å^2
• Rotatable Bonds: 14
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: solid

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Product Information

• Purity: ≥90% (TLC)
• Empirical Formula (Hill Notation): C26H32N3O5Cl

DETAILS

MP Biomedicals - 03CK008

An inhibitor for Cathepsin G.

Sigma Aldrich - C9984

Amino Acid Sequence
Z-Gly-Leu-Phe-CMK
Biochem/physiol Actions
Cathepsin G inhibitor.