methyl 3-[(1-{[1-(2-{[3-(methylsulfanyl)-1-[(4-nitrophenyl)carbamoyl]propyl]carbamoyl}pyrrolidin-1-yl)-1-oxopropan-2-yl]carbamoyl}ethyl)carbamoyl]propanoate

• ChemBase ID: 104316
• Molecular Formular: C27H38N6O9S
• Molecular Mass: 622.69042
• Monoisotopic Mass: 622.24209783
• SMILES: COC(=O)CCC(=O)NC(C)C(=O)NC(C)C(=O)N1CCCC1C(=O)NC(CCSC)C(=O)Nc1ccc(cc1)[N+](=O)[O-]
• Canonical SMILES: CSCCC(C(=O)Nc1ccc(cc1)[N+](=O)[O-])NC(=O)C1CCCN1C(=O)C(NC(=O)C(NC(=O)CCC(=O)OC)C)C
• InChI: InChI=1S/C27H38N6O9S/c1-16(28-22(34)11-12-23(35)42-3)24(36)29-17(2)27(39)32-14-5-6-21(32)26(38)31-20(13-15-43-4)25(37)30-18-7-9-19(10-8-18)33(40)41/h7-10,16-17,20-21H,5-6,11-15H2,1-4H3,(H,28,34)(H,29,36)(H,30,37)(H,31,38)
• InChIKey: LUUQUDLEABXXQL-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl 3-[(1-{[1-(2-{[3-(methylsulfanyl)-1-[(4-nitrophenyl)carbamoyl]propyl]carbamoyl}pyrrolidin-1-yl)-1-oxopropan-2-yl]carbamoyl}ethyl)carbamoyl]propanoate
• IUPAC Traditional name: methyl 3-[(1-{[1-(2-{[3-(methylsulfanyl)-1-[(4-nitrophenyl)carbamoyl]propyl]carbamoyl}pyrrolidin-1-yl)-1-oxopropan-2-yl]carbamoyl}ethyl)carbamoyl]propanoate
• Synonyms: N-Methoxysuccinyl-Ala-Ala-Pro-Met p-nitroanilide; N-METHOXYSUCCINYL-ALA-ALA-PRO-MET p-NITROANILIDE

Database IDs

• CAS Number: 70967-91-8
• MDL Number: MFCD00077134
• PubChem SID: 24897180; 162091821
• PubChem CID: 4549509

CALCULATED PROPERTIES

• Acid pKa: 11.672269
• H Acceptors: 8
• H Donor: 4
• LogD (pH = 5.5): -0.10028514
• LogD (pH = 7.4): -0.100305565
• Log P: -0.10028486
• Molar Refractivity: 157.8755 cm^3
• Polarizability: 60.23216 Å^3
• Polar Surface Area: 208.83 Å^2
• Rotatable Bonds: 16
• 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
• Storage Temperature: -20°C

Pharmacology Properties

• Gene Information: human ... CTSG(1511)mouse ... CTSG(13035)rat ... CTSG(290257)

Product Information

• Purity: >95% (HPLC)
• Empirical Formula (Hill Notation): C27H38N6O9S

DETAILS

MP Biomedicals - 02155441

Soluble substrate for Cathepsin G.

Sigma Aldrich - M7771

Amino Acid Sequence
N-MeOSuc-Ala-Ala-Pro-Met-pNA
Substrates
Colorimetic substrate for cathepsin G.

REFERENCES

• Nakajima, K., et al., J. Biol. Chem., 254: 4027 (1979).