3-(4-methyl-2-{[(3Z)-2-oxo-2,3-dihydro-1H-indol-3-ylidene]methyl}-1H-pyrrol-3-yl)propanoic acid

• ChemBase ID: 6185
• Molecular Formular: C17H16N2O3
• Molecular Mass: 296.32054
• Monoisotopic Mass: 296.11609238
• SMILES: N1C(=O)/C(=C\c2[nH]cc(c2CCC(=O)O)C)/c2ccccc12
• Canonical SMILES: OC(=O)CCc1c([nH]cc1C)/C=C/1\C(=O)Nc2c1cccc2
• InChI: InChI=1S/C17H16N2O3/c1-10-9-18-15(11(10)6-7-16(20)21)8-13-12-4-2-3-5-14(12)19-17(13)22/h2-5,8-9,18H,6-7H2,1H3,(H,19,22)(H,20,21)/b13-8-
• InChIKey: JNDVEAXZWJIOKB-JYRVWZFOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-(4-methyl-2-{[(3Z)-2-oxo-2,3-dihydro-1H-indol-3-ylidene]methyl}-1H-pyrrol-3-yl)propanoic acid
• IUPAC Traditional name: 3-(4-methyl-2-{[(3Z)-2-oxo-1H-indol-3-ylidene]methyl}-1H-pyrrol-3-yl)propanoic acid
• Synonyms: 3-[(3-(2-CARBOXYETHYL)-4-METHYLPYRROL-2-YL)METHYLENE]-2-INDOLINONE; 2-[(1,2-Dihydro-2-oxo-3H-indol-3-ylidene)methyl]-4-methyl-1H-pyrrole-3-propanoic Acid; 3-[3-(2-Carboxyethyl)-4-methylpyrrol-2-methylidenyl]-2-indolinone; SU 5402

Database IDs

• CAS Number: 215543-92-3
• PubChem SID: 160969610; 99445048
• PubChem CID: 5289418

CALCULATED PROPERTIES

JChem

• Acid pKa: 4.1497784
• H Acceptors: 3
• H Donor: 3
• LogD (pH = 5.5): 1.4945267
• LogD (pH = 7.4): -0.20619076
• Log P: 2.8608537
• Molar Refractivity: 85.3174 cm^3
• Polarizability: 31.319538 Å^3
• Polar Surface Area: 82.19 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 2.09
• LOG S: -3.14
• Solubility (Water): 2.14e-01 g/l

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: Yellow-Green Solid
• Melting Point: >222°C (dec.)

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

DrugBank - DB08577

Drug information: experimental

Toronto Research Chemicals - S688000

A specific FGFR (fibroblast growth factor receptor) inhibitor. An intermediate for 3-(hetero)arylmethylidene-2-indolinone derivatives as modulators of protein kinase activity for use in treating cancer.

REFERENCES

• Panek, R., et al.: J. Pharmacol. Exp. Ther., 286, 569 (1998)
• Cronauer, M., et al.: Eur. Urol., 43, 309 (1998)
• Pao, W., et al.: J. Clin. Oncol., 23, 2556 (1998)
• Korynevska, A., et al.: Biochem. Pharmacol., 74, 1713 (1998)
• Li, T., et al.: Clin. Cancer R