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

• ChemBase ID: 106418
• Molecular Formular: C30H36N4O7
• Molecular Mass: 564.62944
• Monoisotopic Mass: 564.25839951
• SMILES: CC(C)C[C@H](NC(=O)[C@H](C)NC(=O)[C@H](Cc1ccc(O)cc1)NC(=O)C)C(=O)Nc1ccc2c(C)cc(=O)oc2c1
• Canonical SMILES: CC(C[C@@H](C(=O)Nc1ccc2c(c1)oc(=O)cc2C)NC(=O)[C@@H](NC(=O)[C@H](Cc1ccc(cc1)O)NC(=O)C)C)C
• InChI: InChI=1S/C30H36N4O7/c1-16(2)12-24(30(40)33-21-8-11-23-17(3)13-27(37)41-26(23)15-21)34-28(38)18(4)31-29(39)25(32-19(5)35)14-20-6-9-22(36)10-7-20/h6-11,13,15-16,18,24-25,36H,12,14H2,1-5H3,(H,31,39)(H,32,35)(H,33,40)(H,34,38)/t18-,24-,25-/m0/s1
• InChIKey: RGCBOVVAKWBEMT-WDNCENIBSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• PubChem SID: 162105447
• PubChem CID: 25108608

CALCULATED PROPERTIES

• Acid pKa: 9.501491
• H Acceptors: 6
• H Donor: 5
• LogD (pH = 5.5): 2.3177357
• LogD (pH = 7.4): 2.3143764
• Log P: 2.3177788
• Molar Refractivity: 152.8593 cm^3
• Polarizability: 58.393967 Å^3
• Polar Surface Area: 162.93 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: false