(2S)-N-{[({[(1S)-1-{[(1S)-1-{[(1S)-2-amino-1-carbamoylethyl]carbamoyl}ethyl]carbamoyl}-2-(1H-imidazol-4-yl)ethyl]carbamoyl}methyl)(propan-2-yl)carbamoyl]methyl}-3-cyclohexyl-2-{[(2S)-1-[2-(7-methoxy-2-oxo-2H-chromen-4-yl)acetyl]pyrrolidin-2-yl]formamido}propanamide

• ChemBase ID: 106537
• Molecular Formular: C45H63N11O11
• Molecular Mass: 934.04882
• Monoisotopic Mass: 933.47085189
• SMILES: COc1ccc2c(c1)oc(=O)cc2CC(=O)N1CCC[C@H]1C(=O)N[C@@H](CC1CCCCC1)C(=O)NCC(=O)N(CC(=O)N[C@@H](Cc1c[nH]cn1)C(=O)N[C@@H](C)C(=O)N[C@@H](CN)C(=O)N)C(C)C
• Canonical SMILES: NC[C@@H](C(=O)N)NC(=O)[C@@H](NC(=O)[C@H](Cc1c[nH]cn1)NC(=O)CN(C(=O)CNC(=O)[C@@H](NC(=O)[C@@H]1CCCN1C(=O)Cc1cc(=O)oc2c1ccc(c2)OC)CC1CCCCC1)C(C)C)C
• InChI: InChI=1S/C45H63N11O11/c1-25(2)56(23-37(57)52-33(18-29-21-48-24-50-29)44(64)51-26(3)42(62)54-34(20-46)41(47)61)39(59)22-49-43(63)32(15-27-9-6-5-7-10-27)53-45(65)35-11-8-14-55(35)38(58)16-28-17-40(60)67-36-19-30(66-4)12-13-31(28)36/h12-13,17,19,21,24-27,32-35H,5-11,14-16,18,20,22-23,46H2,1-4H3,(H2,47,61)(H,48,50)(H,49,63)(H,51,64)(H,52,57)(H,53,65)(H,54,62)/t26-,32-,33-,34-,35-/m0/s1
• InChIKey: AQBBZPAAWLEAPB-LBUIIOCESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-N-{[({[(1S)-1-{[(1S)-1-{[(1S)-2-amino-1-carbamoylethyl]carbamoyl}ethyl]carbamoyl}-2-(1H-imidazol-4-yl)ethyl]carbamoyl}methyl)(propan-2-yl)carbamoyl]methyl}-3-cyclohexyl-2-{[(2S)-1-[2-(7-methoxy-2-oxo-2H-chromen-4-yl)acetyl]pyrrolidin-2-yl]formamido}propanamide
• IUPAC Traditional name: (2S)-N-{[({[(1S)-1-{[(1S)-1-{[(1S)-2-amino-1-carbamoylethyl]carbamoyl}ethyl]carbamoyl}-2-(1H-imidazol-4-yl)ethyl]carbamoyl}methyl)(isopropyl)carbamoyl]methyl}-3-cyclohexyl-2-{[(2S)-1-[2-(7-methoxy-2-oxochromen-4-yl)acetyl]pyrrolidin-2-yl]formamido}propanamide
• Synonyms: 7-MCA-Pro-Cha-Gly-NVal-His-Ala-DPA-NH2; 7-MCA-P-Cha-G-NVal-HA-DPA-NH2; 7-MCA-Pro-Cha-Gly-NVal-His-Ala-DPA-NH2

Database IDs

• PubChem SID: 162105515
• PubChem CID: 25108701

CALCULATED PROPERTIES

• Acid pKa: 11.513536
• H Acceptors: 12
• H Donor: 8
• LogD (pH = 5.5): -6.0822425
• LogD (pH = 7.4): -3.661514
• Log P: -2.8429914
• Molar Refractivity: 240.1012 cm^3
• Polarizability: 93.520004 Å^3
• Polar Surface Area: 319.44 Å^2
• Rotatable Bonds: 22
• Lipinski's Rule of Five: false

DETAILS

MP Biomedicals - 03MET06

A fluorogenic substrate for MMP-13.

REFERENCES

• Knauper, V. et al., J. Biol. Chem., 271:1544 (1996).