(4S)-4-[(2S)-2-{[(benzyloxy)carbonyl]amino}-4-methylpentanamido]-4-{[(1S)-1-{[(1S)-2-carboxy-1-[(4-methoxynaphthalen-2-yl)carbamoyl]ethyl]carbamoyl}-2-(1H-imidazol-4-yl)ethyl]carbamoyl}butanoic acid

• ChemBase ID: 106588
• Molecular Formular: C40H47N7O11
• Molecular Mass: 801.84148
• Monoisotopic Mass: 801.33335536
• SMILES: COc1cc(NC(=O)[C@H](CC(=O)O)NC(=O)[C@H](Cc2c[nH]cn2)NC(=O)[C@H](CCC(=O)O)NC(=O)[C@H](CC(C)C)NC(=O)OCc2ccccc2)cc2c1cccc2
• Canonical SMILES: COc1cc(NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)OCc2ccccc2)CC(C)C)CCC(=O)O)Cc2nc[nH]c2)CC(=O)O)cc2c1cccc2
• InChI: InChI=1S/C40H47N7O11/c1-23(2)15-30(47-40(56)58-21-24-9-5-4-6-10-24)38(54)44-29(13-14-34(48)49)36(52)45-31(17-27-20-41-22-42-27)39(55)46-32(19-35(50)51)37(53)43-26-16-25-11-7-8-12-28(25)33(18-26)57-3/h4-12,16,18,20,22-23,29-32H,13-15,17,19,21H2,1-3H3,(H,41,42)(H,43,53)(H,44,54)(H,45,52)(H,46,55)(H,47,56)(H,48,49)(H,50,51)/t29-,30-,31-,32-/m0/s1
• InChIKey: RXPVKIPFXYESBV-YDPTYEFTSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4S)-4-[(2S)-2-{[(benzyloxy)carbonyl]amino}-4-methylpentanamido]-4-{[(1S)-1-{[(1S)-2-carboxy-1-[(4-methoxynaphthalen-2-yl)carbamoyl]ethyl]carbamoyl}-2-(1H-imidazol-4-yl)ethyl]carbamoyl}butanoic acid
• IUPAC Traditional name: (4S)-4-[(2S)-2-{[(benzyloxy)carbonyl]amino}-4-methylpentanamido]-4-{[(1S)-1-{[(1S)-2-carboxy-1-[(4-methoxynaphthalen-2-yl)carbamoyl]ethyl]carbamoyl}-2-(1H-imidazol-4-yl)ethyl]carbamoyl}butanoic acid
• Synonyms: Ac-Leu-Glu-His-Asp-MNA; Ac-LEHD-MNA; Ac-Leu-Glu-His-Asp-4-Methoxy-2-Naphthylamine

Database IDs

• PubChem SID: 162105538
• PubChem CID: 25108741

CALCULATED PROPERTIES

• Acid pKa: 3.4577308
• H Acceptors: 11
• H Donor: 8
• LogD (pH = 5.5): -0.69460696
• LogD (pH = 7.4): -3.241067
• Log P: 0.6237096
• Molar Refractivity: 206.7556 cm^3
• Polarizability: 81.05243 Å^3
• Polar Surface Area: 267.24 Å^2
• Rotatable Bonds: 22
• Lipinski's Rule of Five: false

DETAILS

MP Biomedicals - 03MNA154

A fluorogenic/colorimetric substrate for Caspase-9.