(4S)-4-{[(1S)-1-{[(1S)-1-{[(1S)-1-{[(1S)-1-{[(1S)-5-amino-1-{[(1S)-1-{[(1S)-1-{[(1S)-1-{[(1S)-1-carbamoyl-5-[(2,4-dinitrophenyl)amino]pentyl]carbamoyl}-2-phenylethyl]carbamoyl}-2-methylpropyl]carbamoyl}-3-methylbutyl]carbamoyl}pentyl]carbamoyl}-3-carboxypropyl]carbamoyl}-2-(1H-imidazol-4-yl)ethyl]carbamoyl}-2-(1H-imidazol-4-yl)ethyl]carbamoyl}-2-methylpropyl]carbamoyl}-4-[(2S)-3-(4-hydroxyphenyl)-2-[2-(7-methoxy-2-oxo-2H-chromen-4-yl)acetamido]propanamido]butanoic acid

• ChemBase ID: 106464
• Molecular Formular: C86H112N20O24
• Molecular Mass: 1809.92908
• Monoisotopic Mass: 1808.81583456
• SMILES: COc1ccc2c(CC(=O)N[C@@H](Cc3ccc(O)cc3)C(=O)N[C@@H](CCC(=O)O)C(=O)N[C@@H](C(C)C)C(=O)N[C@@H](Cc3c[nH]cn3)C(=O)N[C@@H](Cc3c[nH]cn3)C(=O)N[C@@H](CCC(=O)O)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](C(C)C)C(=O)N[C@@H](Cc3ccccc3)C(=O)N[C@@H](CCCCNc3ccc(cc3[N+](=O)[O-])[N+](=O)[O-])C(=O)N)cc(=O)oc2c1
• Canonical SMILES: NCCCC[C@@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N)CCCCNc1ccc(cc1[N+](=O)[O-])[N+](=O)[O-])Cc1ccccc1)C(C)C)CC(C)C)NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@H](C(C)C)NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)Cc1cc(=O)oc2c1ccc(c2)OC)Cc1ccc(cc1)O)CCC(=O)O)Cc1nc[nH]c1)Cc1nc[nH]c1)CCC(=O)O
• InChI: InChI=1S/C86H112N20O24/c1-46(2)33-63(84(122)104-75(48(5)6)85(123)101-65(34-49-15-9-8-10-16-49)81(119)95-59(76(88)114)17-12-14-32-91-58-26-21-54(105(125)126)40-68(58)106(127)128)99-77(115)60(18-11-13-31-87)96-78(116)61(27-29-71(109)110)97-82(120)66(38-52-42-89-44-92-52)100-83(121)67(39-53-43-90-45-93-53)102-86(124)74(47(3)4)103-79(117)62(28-30-72(111)112)98-80(118)64(35-50-19-22-55(107)23-20-50)94-70(108)36-51-37-73(113)130-69-41-56(129-7)24-25-57(51)69/h8-10,15-16,19-26,37,40-48,59-67,74-75,91,107H,11-14,17-18,27-36,38-39,87H2,1-7H3,(H2,88,114)(H,89,92)(H,90,93)(H,94,108)(H,95,119)(H,96,116)(H,97,120)(H,98,118)(H,99,115)(H,100,121)(H,101,123)(H,102,124)(H,103,117)(H,104,122)(H,109,110)(H,111,112)/t59-,60-,61-,62-,63-,64-,65-,66-,67-,74-,75-/m0/s1
• InChIKey: ILYADWIAXBDYHG-IUAWNAMMSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4S)-4-{[(1S)-1-{[(1S)-1-{[(1S)-1-{[(1S)-1-{[(1S)-5-amino-1-{[(1S)-1-{[(1S)-1-{[(1S)-1-{[(1S)-1-carbamoyl-5-[(2,4-dinitrophenyl)amino]pentyl]carbamoyl}-2-phenylethyl]carbamoyl}-2-methylpropyl]carbamoyl}-3-methylbutyl]carbamoyl}pentyl]carbamoyl}-3-carboxypropyl]carbamoyl}-2-(1H-imidazol-4-yl)ethyl]carbamoyl}-2-(1H-imidazol-4-yl)ethyl]carbamoyl}-2-methylpropyl]carbamoyl}-4-[(2S)-3-(4-hydroxyphenyl)-2-[2-(7-methoxy-2-oxo-2H-chromen-4-yl)acetamido]propanamido]butanoic acid
• IUPAC Traditional name: (4S)-4-{[(1S)-1-{[(1S)-1-{[(1S)-1-{[(1S)-1-{[(1S)-5-amino-1-{[(1S)-1-{[(1S)-1-{[(1S)-1-{[(1S)-1-carbamoyl-5-[(2,4-dinitrophenyl)amino]pentyl]carbamoyl}-2-phenylethyl]carbamoyl}-2-methylpropyl]carbamoyl}-3-methylbutyl]carbamoyl}pentyl]carbamoyl}-3-carboxypropyl]carbamoyl}-2-(1H-imidazol-4-yl)ethyl]carbamoyl}-2-(1H-imidazol-4-yl)ethyl]carbamoyl}-2-methylpropyl]carbamoyl}-4-[(2S)-3-(4-hydroxyphenyl)-2-[2-(7-methoxy-2-oxochromen-4-yl)acetamido]propanamido]butanoic acid
• Synonyms: MCA-Tyr-Glu-Val-His-His-Glu-Lys-Leu-Val-Phe-Lys(DNP)-NH2; MCA-YEVHHEKLVFL(DNP)-NH2; MCA-Tyr-Glu-Val-His-His-Glu-Lys-Leu-Val-Phe-Lys(DNP)-NH2

Database IDs

• PubChem SID: 162105469
• PubChem CID: 25108651

CALCULATED PROPERTIES

• Acid pKa: 3.355362
• H Acceptors: 27
• H Donor: 19
• LogD (pH = 5.5): -4.2037716
• LogD (pH = 7.4): -4.380714
• Log P: -4.2375293
• Molar Refractivity: 464.7171 cm^3
• Polarizability: 178.61317 Å^3
• Polar Surface Area: 680.6 Å^2
• Rotatable Bonds: 55
• Lipinski's Rule of Five: false

DETAILS

MP Biomedicals - 03BAS150

A fluorogenic substrate for alpha-Secretase.