(2S)-6-amino-2-[(2S)-2-[(2S)-2-[(2S)-2-acetamido-3-(4-hydroxyphenyl)propanamido]propanamido]propanamido]-N-(4-methyl-2-oxo-2H-chromen-7-yl)hexanamide

• ChemBase ID: 106440
• Molecular Formular: C33H42N6O8
• Molecular Mass: 650.72198
• Monoisotopic Mass: 650.30641233
• SMILES: C[C@H](NC(=O)[C@H](C)NC(=O)[C@H](Cc1ccc(O)cc1)NC(=O)C)C(=O)N[C@@H](CCCCN)C(=O)Nc1ccc2c(C)cc(=O)oc2c1
• Canonical SMILES: NCCCC[C@@H](C(=O)Nc1ccc2c(c1)oc(=O)cc2C)NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@H](Cc1ccc(cc1)O)NC(=O)C)C)C
• InChI: InChI=1S/C33H42N6O8/c1-18-15-29(42)47-28-17-23(10-13-25(18)28)38-32(45)26(7-5-6-14-34)39-31(44)20(3)35-30(43)19(2)36-33(46)27(37-21(4)40)16-22-8-11-24(41)12-9-22/h8-13,15,17,19-20,26-27,41H,5-7,14,16,34H2,1-4H3,(H,35,43)(H,36,46)(H,37,40)(H,38,45)(H,39,44)/t19-,20-,26-,27-/m0/s1
• InChIKey: BKSGRGALZMMBEK-GQHLQYEBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-6-amino-2-[(2S)-2-[(2S)-2-[(2S)-2-acetamido-3-(4-hydroxyphenyl)propanamido]propanamido]propanamido]-N-(4-methyl-2-oxo-2H-chromen-7-yl)hexanamide
• IUPAC Traditional name: (2S)-6-amino-2-[(2S)-2-[(2S)-2-[(2S)-2-acetamido-3-(4-hydroxyphenyl)propanamido]propanamido]propanamido]-N-(4-methyl-2-oxochromen-7-yl)hexanamide
• Synonyms: Ac-Tyr-Ala-Ala-Lys-AMC; Ac-YAAK-AMC; Ac-Tyr-Ala-Ala-Lys-7-Amino-4-Methylcoumarin

Database IDs

• PubChem SID: 162105457
• PubChem CID: 25108629

CALCULATED PROPERTIES

• Acid pKa: 9.422251
• H Acceptors: 8
• H Donor: 7
• LogD (pH = 5.5): -2.6238873
• LogD (pH = 7.4): -2.084637
• Log P: -0.4502143
• Molar Refractivity: 173.7953 cm^3
• Polarizability: 66.68524 Å^3
• Polar Surface Area: 218.05 Å^2
• Rotatable Bonds: 15
• Lipinski's Rule of Five: false