4-N-(3-bromophenyl)-6-N-methylpyrido[3,4-d]pyrimidine-4,6-diamine

• ChemBase ID: 154761
• Molecular Formular: C14H12BrN5
• Molecular Mass: 330.18258
• Monoisotopic Mass: 329.02760741
• SMILES: CNc1cc2c(cn1)ncnc2Nc1cccc(c1)Br
• Canonical SMILES: CNc1ncc2c(c1)c(ncn2)Nc1cccc(c1)Br
• InChI: InChI=1S/C14H12BrN5/c1-16-13-6-11-12(7-17-13)18-8-19-14(11)20-10-4-2-3-9(15)5-10/h2-8H,1H3,(H,16,17)(H,18,19,20)
• InChIKey: KFHMLBXBRCITHF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-N-(3-bromophenyl)-6-N-methylpyrido[3,4-d]pyrimidine-4,6-diamine
• IUPAC Traditional name: 4-N-(3-bromophenyl)-6-N-methylpyrido[3,4-d]pyrimidine-4,6-diamine
• Synonyms: PD158780

Database IDs

• CAS Number: 171179-06-9
• MDL Number: MFCD00942160
• PubChem SID: 162248899
• PubChem CID: 4707

CALCULATED PROPERTIES

• Acid pKa: 15.044787
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 2.940536
• LogD (pH = 7.4): 3.0757234
• Log P: 3.0777617
• Molar Refractivity: 83.5734 cm^3
• Polarizability: 31.562609 Å^3
• Polar Surface Area: 62.73 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

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

Safety Information

• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C14H12N5Br

DETAILS

Sigma Aldrich - B7063

Biochem/physiol Actions
PD158780 is a potent, cell-permeable, reversible ATP-competitive inhibitor of EGFR tyrosine kinase activity with IC50 values of 0.008, 49 and 52 nM for EGFR, ErbB2 (HER2) and Erb4 (HER4).