(2S)-1-(2-{[(2Z)-2-[(3-methoxyphenyl)methylidene]-3-oxo-2,3-dihydro-1-benzofuran-6-yl]oxy}acetyl)pyrrolidine-2-carboxylic acid

• ChemBase ID: 212296
• Molecular Formular: C23H21NO7
• Molecular Mass: 423.41534
• Monoisotopic Mass: 423.13180202
• SMILES: C\1(=C\c2cc(OC)ccc2)/C(=O)c2c(O1)cc(OCC(=O)N1[C@H](C(=O)O)CCC1)cc2
• Canonical SMILES: COc1cccc(c1)/C=C/1\Oc2c(C1=O)ccc(c2)OCC(=O)N1CCC[C@H]1C(=O)O
• InChI: InChI=1S/C23H21NO7/c1-29-15-5-2-4-14(10-15)11-20-22(26)17-8-7-16(12-19(17)31-20)30-13-21(25)24-9-3-6-18(24)23(27)28/h2,4-5,7-8,10-12,18H,3,6,9,13H2,1H3,(H,27,28)/b20-11-/t18-/m0/s1
• InChIKey: BYTYHIIQPJFZAU-ISRVBRPNSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-1-(2-{[(2Z)-2-[(3-methoxyphenyl)methylidene]-3-oxo-2,3-dihydro-1-benzofuran-6-yl]oxy}acetyl)pyrrolidine-2-carboxylic acid
• IUPAC Traditional name: (2S)-1-(2-{[(2Z)-2-[(3-methoxyphenyl)methylidene]-3-oxo-1-benzofuran-6-yl]oxy}acetyl)pyrrolidine-2-carboxylic acid

Database IDs

• PubChem SID: 164268206
• PubChem CID: 16404372

CALCULATED PROPERTIES

• Acid pKa: 3.0777698
• H Acceptors: 7
• H Donor: 1
• LogD (pH = 5.5): -0.29014102
• LogD (pH = 7.4): -1.3635373
• Log P: 2.1010616
• Molar Refractivity: 111.0438 cm^3
• Polarizability: 42.411167 Å^3
• Polar Surface Area: 102.37 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds