(2S,3R)-2-{2-[2-(6-chloro-7-hydroxy-4-methyl-2-oxo-2H-chromen-3-yl)acetamido]acetamido}-3-methylpentanoic acid

• ChemBase ID: 204280
• Molecular Formular: C20H23ClN2O7
• Molecular Mass: 438.85882
• Monoisotopic Mass: 438.11937877
• SMILES: c1(c(c2c(oc1=O)cc(c(c2)Cl)O)C)CC(=O)NCC(=O)N[C@H](C(=O)O)[C@@H](CC)C
• Canonical SMILES: CC[C@H]([C@@H](C(=O)O)NC(=O)CNC(=O)Cc1c(=O)oc2c(c1C)cc(c(c2)O)Cl)C
• InChI: InChI=1S/C20H23ClN2O7/c1-4-9(2)18(19(27)28)23-17(26)8-22-16(25)6-12-10(3)11-5-13(21)14(24)7-15(11)30-20(12)29/h5,7,9,18,24H,4,6,8H2,1-3H3,(H,22,25)(H,23,26)(H,27,28)/t9-,18+/m1/s1
• InChIKey: PQYGHQYPHFLCAW-LZVRBXCZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3R)-2-{2-[2-(6-chloro-7-hydroxy-4-methyl-2-oxo-2H-chromen-3-yl)acetamido]acetamido}-3-methylpentanoic acid
• IUPAC Traditional name: (2S,3R)-2-{2-[2-(6-chloro-7-hydroxy-4-methyl-2-oxochromen-3-yl)acetamido]acetamido}-3-methylpentanoic acid

Database IDs

• PubChem SID: 164260190
• PubChem CID: 6351902

CALCULATED PROPERTIES

• Acid pKa: 3.8718085
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): -0.11382177
• LogD (pH = 7.4): -2.800476
• Log P: 1.5933726
• Molar Refractivity: 106.9373 cm^3
• Polarizability: 41.564915 Å^3
• Polar Surface Area: 142.03 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds