(2S)-5-carbamimidamido-2-[(2S)-2-[(2S)-2-[(2S)-2-acetamido-3-(4-hydroxyphenyl)propanamido]propanamido]propanamido]-N-(4-methyl-2-oxo-2H-chromen-7-yl)pentanamide

• ChemBase ID: 106439
• Molecular Formular: C33H42N8O8
• Molecular Mass: 678.73538
• Monoisotopic Mass: 678.31256034
• SMILES: C[C@H](NC(=O)[C@H](C)NC(=O)[C@H](Cc1ccc(O)cc1)NC(=O)C)C(=O)N[C@@H](CCCNC(=N)N)C(=O)Nc1ccc2c(C)cc(=O)oc2c1
• Canonical SMILES: CC(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)Nc1ccc2c(c1)oc(=O)cc2C)CCCNC(=N)N)C)C)Cc1ccc(cc1)O
• InChI: InChI=1S/C33H42N8O8/c1-17-14-28(44)49-27-16-22(9-12-24(17)27)40-31(47)25(6-5-13-36-33(34)35)41-30(46)19(3)37-29(45)18(2)38-32(48)26(39-20(4)42)15-21-7-10-23(43)11-8-21/h7-12,14,16,18-19,25-26,43H,5-6,13,15H2,1-4H3,(H,37,45)(H,38,48)(H,39,42)(H,40,47)(H,41,46)(H4,34,35,36)/t18-,19-,25-,26-/m0/s1
• InChIKey: JYHWRVIOCXCZTK-KBFVSZBXSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-5-carbamimidamido-2-[(2S)-2-[(2S)-2-[(2S)-2-acetamido-3-(4-hydroxyphenyl)propanamido]propanamido]propanamido]-N-(4-methyl-2-oxo-2H-chromen-7-yl)pentanamide
• IUPAC Traditional name: (2S)-5-carbamimidamido-2-[(2S)-2-[(2S)-2-[(2S)-2-acetamido-3-(4-hydroxyphenyl)propanamido]propanamido]propanamido]-N-(4-methyl-2-oxochromen-7-yl)pentanamide
• Synonyms: Ac-Tyr-Ala-Ala-Arg-AMC; Ac-YAAR-AMC; Ac-Tyr-Ala-Ala-Arg-7-Amino-4-Methylcoumarin

Database IDs

• PubChem SID: 162105456
• PubChem CID: 25108628

CALCULATED PROPERTIES

• Acid pKa: 9.499454
• H Acceptors: 10
• H Donor: 9
• LogD (pH = 5.5): -2.7935622
• LogD (pH = 7.4): -2.5174527
• Log P: -0.8588603
• Molar Refractivity: 189.9089 cm^3
• Polarizability: 68.20829 Å^3
• Polar Surface Area: 253.93 Å^2
• Rotatable Bonds: 15
• Lipinski's Rule of Five: false