2-(5-chloro-2-fluorophenyl)-N-(pyridin-4-yl)pteridin-4-amine

• ChemBase ID: 153965
• Molecular Formular: C17H10ClFN6
• Molecular Mass: 352.7529032
• Monoisotopic Mass: 352.06395025
• SMILES: c1cc(c(cc1Cl)c1nc2c(c(n1)Nc1ccncc1)nccn2)F
• Canonical SMILES: Clc1ccc(c(c1)c1nc(Nc2ccncc2)c2c(n1)nccn2)F
• InChI: InChI=1S/C17H10ClFN6/c18-10-1-2-13(19)12(9-10)15-24-16-14(21-7-8-22-16)17(25-15)23-11-3-5-20-6-4-11/h1-9H,(H,20,22,23,24,25)
• InChIKey: BERLXWPRSBJFHO-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(5-chloro-2-fluorophenyl)-N-(pyridin-4-yl)pteridin-4-amine
• IUPAC Traditional name: 2-(5-chloro-2-fluorophenyl)-N-(pyridin-4-yl)pteridin-4-amine
• Synonyms: 2-(5-Chloro-2-fluorophenyl)pteridin-4-yl]pyridin-4-yl-amine; SD-208

Database IDs

• CAS Number: 627536-09-8
• MDL Number: MFCD11519969
• PubChem SID: 162248104; 24899731
• PubChem CID: 10316032

CALCULATED PROPERTIES

• Acid pKa: 12.732637
• H Acceptors: 6
• H Donor: 1
• LogD (pH = 5.5): 2.5127964
• LogD (pH = 7.4): 3.1383605
• Log P: 3.4963284
• Molar Refractivity: 102.7626 cm^3
• Polarizability: 35.24994 Å^3
• Polar Surface Area: 76.48 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: >5 mg/mL
• Apperance: off-white to tan 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
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C17H10ClFN6

DETAILS

Sigma Aldrich - S7071

Biochem/physiol Actions
SD-208 is TGF-βR I kinase inhibitor with IC50 =49 nM based on direct enzymatic assay of TGFRI kinase (ALK5) activity with a specificity of >100-fold against TGFRII and at least 17-fold over members of a panel of related protein kinases including p38a, p38b, p38d, JNK1, EGFR, MAPKAPK2, MKK6, ERK2, PKC, PKA, PKD, CDC2, and CaMKII.