(2S,3R)-3-methyl-2-[2-({6-oxo-6H-benzo[c]chromen-3-yl}oxy)acetamido]pentanoic acid

• ChemBase ID: 204743
• Molecular Formular: C21H21NO6
• Molecular Mass: 383.39454
• Monoisotopic Mass: 383.1368874
• SMILES: c1(=O)oc2c(c3c1cccc3)ccc(c2)OCC(=O)N[C@H](C(=O)O)[C@@H](CC)C
• Canonical SMILES: CC[C@H]([C@@H](C(=O)O)NC(=O)COc1ccc2c(c1)oc(=O)c1c2cccc1)C
• InChI: InChI=1S/C21H21NO6/c1-3-12(2)19(20(24)25)22-18(23)11-27-13-8-9-15-14-6-4-5-7-16(14)21(26)28-17(15)10-13/h4-10,12,19H,3,11H2,1-2H3,(H,22,23)(H,24,25)/t12-,19+/m1/s1
• InChIKey: QLTMYRPBRYJFFD-BLVKFPJESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3R)-3-methyl-2-[2-({6-oxo-6H-benzo[c]chromen-3-yl}oxy)acetamido]pentanoic acid
• IUPAC Traditional name: (2S,3R)-3-methyl-2-[2-({6-oxobenzo[c]chromen-3-yl}oxy)acetamido]pentanoic acid

Database IDs

• PubChem SID: 164260653
• PubChem CID: 1770215

CALCULATED PROPERTIES

• Acid pKa: 3.5616336
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 1.1088359
• LogD (pH = 7.4): -0.31486315
• Log P: 3.0411844
• Molar Refractivity: 100.3809 cm^3
• Polarizability: 40.244083 Å^3
• Polar Surface Area: 101.93 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds