4-(2-carboxyethyl)-3-methyl-5-{[(3Z)-2-oxo-2,3-dihydro-1H-indol-3-ylidene]methyl}-1H-pyrrole-2-carboxylic acid

• ChemBase ID: 163792
• Molecular Formular: C18H16N2O5
• Molecular Mass: 340.33004
• Monoisotopic Mass: 340.10592162
• SMILES: c1ccc2c(c1)/C(=C/c1c(c(c([nH]1)C(=O)O)C)CCC(=O)O)/C(=O)N2
• Canonical SMILES: OC(=O)CCc1c(/C=C/2\C(=O)Nc3c2cccc3)[nH]c(c1C)C(=O)O
• InChI: InChI=1S/C18H16N2O5/c1-9-10(6-7-15(21)22)14(19-16(9)18(24)25)8-12-11-4-2-3-5-13(11)20-17(12)23/h2-5,8,19H,6-7H2,1H3,(H,20,23)(H,21,22)(H,24,25)/b12-8-
• InChIKey: ALNIKEXQACPSPW-WQLSENKSSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-(2-carboxyethyl)-3-methyl-5-{[(3Z)-2-oxo-2,3-dihydro-1H-indol-3-ylidene]methyl}-1H-pyrrole-2-carboxylic acid
• IUPAC Traditional name: 4-(2-carboxyethyl)-3-methyl-5-{[(3Z)-2-oxo-1H-indol-3-ylidene]methyl}-1H-pyrrole-2-carboxylic acid
• Synonyms: 5-Carboxy-2-[(1,2-dihydro-2-oxo-3H-indol-3-ylidene)methyl]-4-methyl-1H-pyrrole-3-propanoic Acid; 5-Carboxy SU 5402

Database IDs

• CAS Number: 258831-77-5
• PubChem SID: 162257927
• PubChem CID: 69771579

CALCULATED PROPERTIES

• Acid pKa: 3.2970512
• H Acceptors: 5
• H Donor: 4
• LogD (pH = 5.5): -1.0980301
• LogD (pH = 7.4): -4.076409
• Log P: 2.4384377
• Molar Refractivity: 92.4511 cm^3
• Polarizability: 33.711285 Å^3
• Polar Surface Area: 119.49 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol
• Apperance: Orange Solid

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - C182460

An intermediate in the production of SU 5402