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

• ChemBase ID: 106437
• Molecular Formular: C29H42N8O8
• Molecular Mass: 630.69258
• Monoisotopic Mass: 630.31256034
• SMILES: C[C@H](NC(=O)[C@H](CCC(=O)N)NC(=O)OC(C)(C)C)C(=O)N[C@@H](CCCNC(=N)N)C(=O)Nc1ccc2c(c1)oc(=O)cc2C
• Canonical SMILES: NC(=N)NCCC[C@@H](C(=O)Nc1ccc2c(c1)oc(=O)cc2C)NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)OC(C)(C)C)CCC(=O)N)C
• InChI: InChI=1S/C29H42N8O8/c1-15-13-23(39)44-21-14-17(8-9-18(15)21)35-26(42)19(7-6-12-33-27(31)32)36-24(40)16(2)34-25(41)20(10-11-22(30)38)37-28(43)45-29(3,4)5/h8-9,13-14,16,19-20H,6-7,10-12H2,1-5H3,(H2,30,38)(H,34,41)(H,35,42)(H,36,40)(H,37,43)(H4,31,32,33)/t16-,19-,20-/m0/s1
• InChIKey: LQSLBVXESNRILG-VDGAXYAQSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: tert-butyl N-[(1S)-1-{[(1S)-1-{[(1S)-4-carbamimidamido-1-[(4-methyl-2-oxo-2H-chromen-7-yl)carbamoyl]butyl]carbamoyl}ethyl]carbamoyl}-3-carbamoylpropyl]carbamate
• IUPAC Traditional name: tert-butyl N-[(1S)-1-{[(1S)-1-{[(1S)-4-carbamimidamido-1-[(4-methyl-2-oxochromen-7-yl)carbamoyl]butyl]carbamoyl}ethyl]carbamoyl}-3-carbamoylpropyl]carbamate
• Synonyms: Boc-Gln-Ala-Arg-AMC; Boc-QAR-AMC; Boc-Gln-Ala-Arg-7-Amino-4-Methylcoumarin

Database IDs

• CAS Number: 113866-20-9
• PubChem SID: 162089022
• PubChem CID: 25108626

CALCULATED PROPERTIES

• Acid pKa: 12.073893
• H Acceptors: 9
• H Donor: 8
• LogD (pH = 5.5): -3.1015635
• LogD (pH = 7.4): -3.0960567
• Log P: -1.1545632
• Molar Refractivity: 174.0534 cm^3
• Polarizability: 62.43761 Å^3
• Polar Surface Area: 256.92 Å^2
• Rotatable Bonds: 16
• Lipinski's Rule of Five: false

DETAILS

MP Biomedicals - 03AMC123

A fluorogenic substrate for Trypsin.

REFERENCES

• Kawabata, S. et al., Eur. J. Biochem., 172:17(1988).