N-[1-({1-[(4-carbamimidamido-1-carbamoylbutyl)carbamoyl]ethyl}carbamoyl)-2-[(2,4-dinitrophenyl)amino]ethyl]-2-{2-[2-({1-[2-(7-methoxy-2-oxo-2H-chromen-4-yl)acetyl]pyrrolidin-2-yl}formamido)-4-methylpentanamido]acetamido}-4-methylpentanamide

• ChemBase ID: 106034
• Molecular Formular: C49H68N14O15
• Molecular Mass: 1093.14902
• Monoisotopic Mass: 1092.49885755
• SMILES: COc1cc2c(cc1)c(CC(=O)N1CCCC1C(=O)NC(CC(C)C)C(=O)NCC(=O)NC(CC(C)C)C(=O)NC(CNc1ccc(cc1[N+](=O)[O-])[N+](=O)[O-])C(=O)NC(C)C(=O)NC(CCCNC(=N)N)C(=O)N)cc(=O)o2
• Canonical SMILES: COc1ccc2c(c1)oc(=O)cc2CC(=O)N1CCCC1C(=O)NC(C(=O)NCC(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)N)CCCNC(=N)N)C)CNc1ccc(cc1[N+](=O)[O-])[N+](=O)[O-])CC(C)C)CC(C)C
• InChI: InChI=1S/C49H68N14O15/c1-25(2)17-34(59-48(72)37-10-8-16-61(37)41(65)19-28-20-42(66)78-39-22-30(77-6)12-13-31(28)39)45(69)55-24-40(64)57-35(18-26(3)4)46(70)60-36(23-54-32-14-11-29(62(73)74)21-38(32)63(75)76)47(71)56-27(5)44(68)58-33(43(50)67)9-7-15-53-49(51)52/h11-14,20-22,25-27,33-37,54H,7-10,15-19,23-24H2,1-6H3,(H2,50,67)(H,55,69)(H,56,71)(H,57,64)(H,58,68)(H,59,72)(H,60,70)(H4,51,52,53)
• InChIKey: RQASLOJQHHELIQ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-[1-({1-[(4-carbamimidamido-1-carbamoylbutyl)carbamoyl]ethyl}carbamoyl)-2-[(2,4-dinitrophenyl)amino]ethyl]-2-{2-[2-({1-[2-(7-methoxy-2-oxo-2H-chromen-4-yl)acetyl]pyrrolidin-2-yl}formamido)-4-methylpentanamido]acetamido}-4-methylpentanamide
• IUPAC Traditional name: N-[1-({1-[(4-carbamimidamido-1-carbamoylbutyl)carbamoyl]ethyl}carbamoyl)-2-[(2,4-dinitrophenyl)amino]ethyl]-2-{2-[2-({1-[2-(7-methoxy-2-oxochromen-4-yl)acetyl]pyrrolidin-2-yl}formamido)-4-methylpentanamido]acetamido}-4-methylpentanamide
• Synonyms: 7-Methoxycoumarin-4-acetyl-P-L-G-L-β-(2,4-dinitrophenylamino)A-R amide; 7-Methoxycoumarin-4-acetyl-Pro-Leu-Gly-Leu-β-(2,4-dinitrophenylamino)Ala-Arg amide; MMP-2/MMP-7 Substrate; MCAMCA-Pro-Leu-Gly-Leu-DPA-Ala-Arg-NH₂; MATRIX METALLOPROTEINASES-2,7 SUBSTRATE ACETATE SALT

Database IDs

• CAS Number: 140430-53-1
• MDL Number: MFCD00171616
• PubChem SID: 24897009; 162092884
• PubChem CID: 16207197

CALCULATED PROPERTIES

• Acid pKa: 11.0632
• H Acceptors: 18
• H Donor: 11
• LogD (pH = 5.5): -3.1789074
• LogD (pH = 7.4): -3.165294
• Log P: -1.3903474
• Molar Refractivity: 289.616 cm^3
• Polarizability: 105.816345 Å^3
• Polar Surface Area: 439.1 Å^2
• Rotatable Bonds: 29
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• Storage Condition: -20°C
• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Product Information

• Purity: ≥98%; ≥97% (HPLC)

DETAILS

MP Biomedicals - 02196020

Purity: >98%
Sensitive fluorogenic substrate for MMPs.

Sigma Aldrich - M6412

Amino Acid Sequence
MOCAc-Pro-Leu-Gly-Leu-N3-(2,4-dinitrophenyl)-L-2,3-diaminopropionyl-Ala-Arg-NH2
Application
Internally quenched substrate for the assay of matrix metalloproteinases; yields fluorescent product MOCAc-Pro-Leu-Gly.