2-[2-({1-[2-(7-methoxy-2-oxo-2H-chromen-4-yl)acetyl]pyrrolidin-2-yl}formamido)-4-methylpentanamido]acetic acid

• ChemBase ID: 131887
• Molecular Formular: C25H31N3O8
• Molecular Mass: 501.52894
• Monoisotopic Mass: 501.21111497
• SMILES: CC(C)CC(C(=O)NCC(=O)O)NC(=O)C1CCCN1C(=O)Cc1cc(=O)oc2c1ccc(c2)OC
• Canonical SMILES: COc1ccc2c(c1)oc(=O)cc2CC(=O)N1CCCC1C(=O)NC(C(=O)NCC(=O)O)CC(C)C
• InChI: InChI=1S/C25H31N3O8/c1-14(2)9-18(24(33)26-13-22(30)31)27-25(34)19-5-4-8-28(19)21(29)10-15-11-23(32)36-20-12-16(35-3)6-7-17(15)20/h6-7,11-12,14,18-19H,4-5,8-10,13H2,1-3H3,(H,26,33)(H,27,34)(H,30,31)
• InChIKey: IIEDBZTWPBXMRN-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[2-({1-[2-(7-methoxy-2-oxo-2H-chromen-4-yl)acetyl]pyrrolidin-2-yl}formamido)-4-methylpentanamido]acetic acid
• IUPAC Traditional name: [2-({1-[2-(7-methoxy-2-oxochromen-4-yl)acetyl]pyrrolidin-2-yl}formamido)-4-methylpentanamido]acetic acid
• Synonyms: MOCAc-Pro-Leu-Gly; 7-Methoxycoumarin-4-acetyl-Pro-Leu-Gly

Database IDs

• CAS Number: 140430-56-4
• MDL Number: MFCD00210686
• PubChem SID: 162226164
• PubChem CID: 4336829

CALCULATED PROPERTIES

• Acid pKa: 3.8153152
• H Acceptors: 7
• H Donor: 3
• LogD (pH = 5.5): -1.289542
• LogD (pH = 7.4): -2.8574262
• Log P: 0.39786434
• Molar Refractivity: 127.3212 cm^3
• Polarizability: 49.394325 Å^3
• Polar Surface Area: 151.34 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

DETAILS

Sigma Aldrich - M4293

Application
Fluorescent peptide for use as a reference.
Other Notes
The product of the action of matrix metalloproteinases on the internally quenched substrate M6412.