ethyl 4-(3-methoxy-3-oxopropyl)-3-methyl-5-{[(3Z)-2-oxo-2,3-dihydro-1H-indol-3-ylidene]methyl}-1H-pyrrole-2-carboxylate

• ChemBase ID: 168331
• Molecular Formular: C21H22N2O5
• Molecular Mass: 382.40978
• Monoisotopic Mass: 382.15287181
• SMILES: c1ccc2c(c1)/C(=C/c1c(c(c([nH]1)C(=O)OCC)C)CCC(=O)OC)/C(=O)N2
• Canonical SMILES: CCOC(=O)c1[nH]c(c(c1C)CCC(=O)OC)/C=C/1\C(=O)Nc2c1cccc2
• InChI: InChI=1S/C21H22N2O5/c1-4-28-21(26)19-12(2)13(9-10-18(24)27-3)17(22-19)11-15-14-7-5-6-8-16(14)23-20(15)25/h5-8,11,22H,4,9-10H2,1-3H3,(H,23,25)/b15-11-
• InChIKey: DSTXIRZFJURXBU-PTNGSMBKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ethyl 4-(3-methoxy-3-oxopropyl)-3-methyl-5-{[(3Z)-2-oxo-2,3-dihydro-1H-indol-3-ylidene]methyl}-1H-pyrrole-2-carboxylate
• IUPAC Traditional name: ethyl 4-(3-methoxy-3-oxopropyl)-3-methyl-5-{[(3Z)-2-oxo-1H-indol-3-ylidene]methyl}-1H-pyrrole-2-carboxylate
• Synonyms: 2-[(1,2-Dihydro-2-oxo-3H-indol-3-ylidene)methyl]-5-(ethoxycarbonyl)-4-methyl-1H-pyrrole-3-propanoic Acid Methyl Ester; 5-Ethoxycarbonyl SU 5402 Methyl Ester

Database IDs

• CAS Number: 258831-76-4
• PubChem SID: 162262463
• PubChem CID: 69768943

CALCULATED PROPERTIES

• Acid pKa: 11.254521
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 3.287033
• LogD (pH = 7.4): 3.2869766
• Log P: 3.2870338
• Molar Refractivity: 106.7379 cm^3
• Polarizability: 39.70384 Å^3
• Polar Surface Area: 97.49 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: Orange Solid

DETAILS

Toronto Research Chemicals - E891660

An intermediate in the production of SU 5402