(2S)-N-({[(1S)-1-{[(1S)-2-amino-1-{[(1S)-1-{[(1S)-4-carbamimidamido-1-carbamoylbutyl]carbamoyl}ethyl]carbamoyl}ethyl]carbamoyl}-3-methylbutyl]carbamoyl}methyl)-2-{[(2S)-1-[2-(7-methoxy-2-oxo-2H-chromen-4-yl)acetyl]pyrrolidin-2-yl]formamido}-4-methylpentanamide

• ChemBase ID: 106540
• Molecular Formular: C43H66N12O11
• Molecular Mass: 927.05794
• Monoisotopic Mass: 926.49740099
• SMILES: COc1ccc2c(c1)oc(=O)cc2CC(=O)N1CCC[C@H]1C(=O)N[C@@H](CC(C)C)C(=O)NCC(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CN)C(=O)N[C@@H](C)C(=O)N[C@@H](CCCNC(=N)N)C(=O)N
• Canonical SMILES: COc1ccc2c(c1)oc(=O)cc2CC(=O)N1CCC[C@H]1C(=O)N[C@H](C(=O)NCC(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N)CCCNC(=N)N)C)CN)CC(C)C)CC(C)C
• InChI: InChI=1S/C43H66N12O11/c1-22(2)15-29(53-42(64)32-10-8-14-55(32)35(57)17-25-18-36(58)66-33-19-26(65-6)11-12-27(25)33)39(61)49-21-34(56)51-30(16-23(3)4)40(62)54-31(20-44)41(63)50-24(5)38(60)52-28(37(45)59)9-7-13-48-43(46)47/h11-12,18-19,22-24,28-32H,7-10,13-17,20-21,44H2,1-6H3,(H2,45,59)(H,49,61)(H,50,63)(H,51,56)(H,52,60)(H,53,64)(H,54,62)(H4,46,47,48)/t24-,28-,29-,30-,31-,32-/m0/s1
• InChIKey: GNGRCYXAOSUGRN-KNIQQNQGSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-N-({[(1S)-1-{[(1S)-2-amino-1-{[(1S)-1-{[(1S)-4-carbamimidamido-1-carbamoylbutyl]carbamoyl}ethyl]carbamoyl}ethyl]carbamoyl}-3-methylbutyl]carbamoyl}methyl)-2-{[(2S)-1-[2-(7-methoxy-2-oxo-2H-chromen-4-yl)acetyl]pyrrolidin-2-yl]formamido}-4-methylpentanamide
• IUPAC Traditional name: (2S)-N-({[(1S)-1-{[(1S)-2-amino-1-{[(1S)-1-{[(1S)-4-carbamimidamido-1-carbamoylbutyl]carbamoyl}ethyl]carbamoyl}ethyl]carbamoyl}-3-methylbutyl]carbamoyl}methyl)-2-{[(2S)-1-[2-(7-methoxy-2-oxochromen-4-yl)acetyl]pyrrolidin-2-yl]formamido}-4-methylpentanamide
• 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: 162106013
• PubChem CID: 25108704

CALCULATED PROPERTIES

• Acid pKa: 11.871434
• H Acceptors: 14
• H Donor: 11
• LogD (pH = 5.5): -8.237232
• LogD (pH = 7.4): -6.542377
• Log P: -4.1484337
• Molar Refractivity: 248.6336 cm^3
• Polarizability: 92.702934 Å^3
• Polar Surface Area: 361.45 Å^2
• Rotatable Bonds: 25
• Lipinski's Rule of Five: false

DETAILS

MP Biomedicals - 03MET09

A fluorogenic substrate for MMP-2 and 7.

REFERENCES

• Knight, J.C. et al., FASEB J., 9:975 (1995).