3-(5-{[6-(3,5-dimethoxyphenyl)-2-oxo-2,3-dihydro-1H-indol-3-ylidene]methyl}-2,4-dimethyl-1H-pyrrol-3-yl)propanoic acid

• ChemBase ID: 154846
• Molecular Formular: C26H26N2O5
• Molecular Mass: 446.49504
• Monoisotopic Mass: 446.18417194
• SMILES: Cc1c(c([nH]c1/C=C/1\c2ccc(cc2NC1=O)c1cc(cc(c1)OC)OC)C)CCC(=O)O
• Canonical SMILES: COc1cc(OC)cc(c1)c1ccc2c(c1)NC(=O)/C/2=C/c1[nH]c(c(c1C)CCC(=O)O)C
• InChI: InChI=1S/C26H26N2O5/c1-14-20(7-8-25(29)30)15(2)27-23(14)13-22-21-6-5-16(11-24(21)28-26(22)31)17-9-18(32-3)12-19(10-17)33-4/h5-6,9-13,27H,7-8H2,1-4H3,(H,28,31)(H,29,30)
• InChIKey: ZIZSHSPAAJIYOD-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-(5-{[6-(3,5-dimethoxyphenyl)-2-oxo-2,3-dihydro-1H-indol-3-ylidene]methyl}-2,4-dimethyl-1H-pyrrol-3-yl)propanoic acid
• IUPAC Traditional name: 3-(5-{[6-(3,5-dimethoxyphenyl)-2-oxo-1H-indol-3-ylidene]methyl}-2,4-dimethyl-1H-pyrrol-3-yl)propanoic acid
• Synonyms: (Z)-3-(5-(6-(3,5-Dimethoxyphenyl)-2-oxo-1,2-dihydro-indol-3-ylidenemethyl)-2,4-dimethyl-1H-pyrrol-3-yl)-propionic acid; 5-[[6-(3,5-Dimethoxyphenyl)-1,2-dihydro-2-oxo-3H-indol-3-ylidene]methyl]-2,4-dimethyl-1H-pyrrole-3-propanoic acid; NP603

Database IDs

• CAS Number: 949164-80-1
• MDL Number: MFCD18632551
• PubChem SID: 162248984
• PubChem CID: 71312003

CALCULATED PROPERTIES

• Acid pKa: 4.163864
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): 3.0393543
• LogD (pH = 7.4): 1.334516
• Log P: 4.3922977
• Molar Refractivity: 128.5297 cm^3
• Polarizability: 49.056053 Å^3
• Polar Surface Area: 100.65 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: ≥30 mg/mL
• Apperance: orange-red powder

Safety Information

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

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C26H26N2O5

DETAILS

Sigma Aldrich - N2290

Biochem/physiol Actions
NP603 is a cell-permeable inhibitor of PDGFRβ, FGFR1 and VEGFR2 that binds to ATP pocket. NP603 is a very weak inhibitor of EGFR (IC50 >100 μM).