(2S,3R)-2-[3-(7-hydroxy-4,8-dimethyl-2-oxo-2H-chromen-3-yl)propanamido]-3-methylpentanoic acid

• ChemBase ID: 201962
• Molecular Formular: C20H25NO6
• Molecular Mass: 375.4156
• Monoisotopic Mass: 375.16818753
• SMILES: c12oc(=O)c(c(c1ccc(c2C)O)C)CCC(=O)N[C@H](C(=O)O)[C@@H](CC)C
• Canonical SMILES: CC[C@H]([C@@H](C(=O)O)NC(=O)CCc1c(=O)oc2c(c1C)ccc(c2C)O)C
• InChI: InChI=1S/C20H25NO6/c1-5-10(2)17(19(24)25)21-16(23)9-7-14-11(3)13-6-8-15(22)12(4)18(13)27-20(14)26/h6,8,10,17,22H,5,7,9H2,1-4H3,(H,21,23)(H,24,25)/t10-,17+/m1/s1
• InChIKey: BMUZWICCRQHOTG-QGHHPUGFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3R)-2-[3-(7-hydroxy-4,8-dimethyl-2-oxo-2H-chromen-3-yl)propanamido]-3-methylpentanoic acid
• IUPAC Traditional name: (2S,3R)-2-[3-(7-hydroxy-4,8-dimethyl-2-oxochromen-3-yl)propanamido]-3-methylpentanoic acid

Database IDs

• PubChem SID: 164257872
• PubChem CID: 6351665

CALCULATED PROPERTIES

• Acid pKa: 3.67492
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): 1.2287114
• LogD (pH = 7.4): -0.32339054
• Log P: 3.0526013
• Molar Refractivity: 98.9712 cm^3
• Polarizability: 38.259907 Å^3
• Polar Surface Area: 112.93 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds