benzyl N-[(1S)-1-{[(1S)-1-{[(2S)-1-(4-hydroxyphenyl)-4-($l^{5},-diazynylidene)-3-oxobutan-2-yl]carbamoyl}-3-methylbutyl]carbamoyl}-3-methylbutyl]carbamate

• ChemBase ID: 106499
• Molecular Formular: C30H39N5O6
• Molecular Mass: 565.66056
• Monoisotopic Mass: 565.29003399
• SMILES: CC(C)C[C@H](NC(=O)OCc1ccccc1)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](Cc1ccc(cc1)O)C(=O)C=[N+]=[N-]
• Canonical SMILES: [N-]=[N+]=CC(=O)[C@H](Cc1ccc(cc1)O)NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)OCc1ccccc1)CC(C)C)CC(C)C
• InChI: InChI=1S/C30H39N5O6/c1-19(2)14-25(28(38)33-24(27(37)17-32-31)16-21-10-12-23(36)13-11-21)34-29(39)26(15-20(3)4)35-30(40)41-18-22-8-6-5-7-9-22/h5-13,17,19-20,24-26,36H,14-16,18H2,1-4H3,(H,33,38)(H,34,39)(H,35,40)/t24-,25-,26-/m0/s1
• InChIKey: KIUWFOYWPQRVPE-GSDHBNRESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: benzyl N-[(1S)-1-{[(1S)-1-{[(2S)-1-(4-hydroxyphenyl)-4-($l^{5},-diazynylidene)-3-oxobutan-2-yl]carbamoyl}-3-methylbutyl]carbamoyl}-3-methylbutyl]carbamate
• IUPAC Traditional name: benzyl N-[(1S)-1-{[(1S)-1-{[(2S)-1-(4-hydroxyphenyl)-4-($l^{5},-diazynylidene)-3-oxobutan-2-yl]carbamoyl}-3-methylbutyl]carbamoyl}-3-methylbutyl]carbamate
• Synonyms: Z-Leu-Leu-Tyr-DMK; Z-LLY-DMK; Z-Leu-Leu-Tyr-Diazomethylketone

Database IDs

• PubChem SID: 162105500
• PubChem CID: 5311155

CALCULATED PROPERTIES

• Acid pKa: 8.859335
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): 3.2827218
• LogD (pH = 7.4): 3.2767751
• Log P: 3.2827985
• Molar Refractivity: 151.8266 cm^3
• Polarizability: 59.38546 Å^3
• Polar Surface Area: 150.9 Å^2
• Rotatable Bonds: 16
• Lipinski's Rule of Five: false

DETAILS

MP Biomedicals - 03DK007

An inhibitor for Calpain.