tert-butyl N-[(1S)-1-[({[(1S)-4-carbamimidamido-1-{[2-oxo-4-(trifluoromethyl)-2H-chromen-7-yl]carbamoyl}butyl]carbamoyl}methyl)carbamoyl]-3-methylbutyl]carbamate

• ChemBase ID: 106314
• Molecular Formular: C29H40F3N7O7
• Molecular Mass: 655.6658096
• Monoisotopic Mass: 655.29413132
• SMILES: CC(C)C[C@H](NC(=O)OC(C)(C)C)C(=O)NCC(=O)N[C@@H](CCCNC(=N)N)C(=O)Nc1ccc2c(c1)oc(=O)cc2C(F)(F)F
• Canonical SMILES: CC(C[C@@H](C(=O)NCC(=O)N[C@H](C(=O)Nc1ccc2c(c1)oc(=O)cc2C(F)(F)F)CCCNC(=N)N)NC(=O)OC(C)(C)C)C
• InChI: InChI=1S/C29H40F3N7O7/c1-15(2)11-20(39-27(44)46-28(3,4)5)24(42)36-14-22(40)38-19(7-6-10-35-26(33)34)25(43)37-16-8-9-17-18(29(30,31)32)13-23(41)45-21(17)12-16/h8-9,12-13,15,19-20H,6-7,10-11,14H2,1-5H3,(H,36,42)(H,37,43)(H,38,40)(H,39,44)(H4,33,34,35)/t19-,20-/m0/s1
• InChIKey: FTCBZYFWNFFDIR-PMACEKPBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: tert-butyl N-[(1S)-1-[({[(1S)-4-carbamimidamido-1-{[2-oxo-4-(trifluoromethyl)-2H-chromen-7-yl]carbamoyl}butyl]carbamoyl}methyl)carbamoyl]-3-methylbutyl]carbamate
• IUPAC Traditional name: tert-butyl N-[(1S)-1-[({[(1S)-4-carbamimidamido-1-{[2-oxo-4-(trifluoromethyl)chromen-7-yl]carbamoyl}butyl]carbamoyl}methyl)carbamoyl]-3-methylbutyl]carbamate
• Synonyms: Boc-Leu-Gly-Arg-AFC; Boc-LGR-AFC; Boc-Leu-Gly-Arg-7-Amino-4-trifluoromethylcoumarin

Database IDs

• PubChem SID: 162105944
• PubChem CID: 21155453

CALCULATED PROPERTIES

• Acid pKa: 11.449367
• H Acceptors: 8
• H Donor: 7
• LogD (pH = 5.5): -0.8916829
• LogD (pH = 7.4): -0.88509023
• Log P: 1.0315605
• Molar Refractivity: 171.553 cm^3
• Polarizability: 60.550617 Å^3
• Polar Surface Area: 213.83 Å^2
• Rotatable Bonds: 16
• Lipinski's Rule of Five: false

DETAILS

MP Biomedicals - 03AFC058

A fluorogenic substrate for Plasminogen Activator.

REFERENCES

• Suido, N.M.E. et al., J. Periodontal Res., 22:412 (1987).
• Huseby, R.M. et al., Throm. Res., 10:679 (1977).