(3Z)-5-chloro-3-[(3,5-dimethyl-1H-pyrrol-2-yl)methylidene]-2,3-dihydro-1H-indol-2-one

• ChemBase ID: 154736
• Molecular Formular: C15H13ClN2O
• Molecular Mass: 272.72952
• Monoisotopic Mass: 272.07164073
• SMILES: Cc1cc([nH]c1/C=C\1/c2cc(ccc2NC1=O)Cl)C
• Canonical SMILES: Clc1ccc2c(c1)/C(=C/c1[nH]c(cc1C)C)/C(=O)N2
• InChI: InChI=1S/C15H13ClN2O/c1-8-5-9(2)17-14(8)7-12-11-6-10(16)3-4-13(11)18-15(12)19/h3-7,17H,1-2H3,(H,18,19)
• InChIKey: XLBQNZICMYZIQT-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3Z)-5-chloro-3-[(3,5-dimethyl-1H-pyrrol-2-yl)methylidene]-2,3-dihydro-1H-indol-2-one; 5-chloro-3-[(3,5-dimethyl-1H-pyrrol-2-yl)methylidene]-2,3-dihydro-1H-indol-2-one
• IUPAC Traditional name: (3Z)-5-chloro-3-[(3,5-dimethyl-1H-pyrrol-2-yl)methylidene]-1H-indol-2-one; 5-chloro-3-[(3,5-dimethyl-1H-pyrrol-2-yl)methylidene]-1H-indol-2-one
• Synonyms: SU-5614; (3Z)-5-Chloro-3-[(3,5-dimethyl-1H-pyrrol-2-yl)methylene]-1,3-dihydro-2H-indol-2-one; SU5614

Database IDs

• CAS Number: 1055412-47-9
• MDL Number: MFCD08443928
• PubChem SID: 162248874
• PubChem CID: 6536806

CALCULATED PROPERTIES

• Acid pKa: 11.265742
• H Acceptors: 1
• H Donor: 2
• LogD (pH = 5.5): 3.582142
• LogD (pH = 7.4): 3.5820866
• Log P: 3.5821428
• Molar Refractivity: 79.3633 cm^3
• Polarizability: 28.905022 Å^3
• Polar Surface Area: 44.89 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: ≥20 mg/mL
• Apperance: orange powder

Safety Information

• German water hazard class: 3
• Risk Statements: 53
• GHS Hazard statements: H413
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C15H13ClN2O

DETAILS

Sigma Aldrich - PZ0150

Legal Information
Sold for research purposes under agreement from Pfizer Inc.
Biochem/physiol Actions
SU5614 is a FMS-like tyrosine kinase 3 (FLT3) inhibitor; selective inhibitor of VEGF and PDGF receptor tyrosine kinases.

Toronto Research Chemicals - S688035

SU5614 is a FMS-like tyrosine kinase 3 (FLT3) inhibitor; selective inhibitor of VEGF and PDGF receptor tyrosine kinases.

REFERENCES

• Sun, L., et al.: J. Med. Chem., 41, 2588 (1998)
• Knowles, P., et al.: J. Biol. Chem., 23, 23 (1998)
• Rizzi, E., et al.: Bioorg. Med. Chem. Lett., 17, 3962 (1998)