1-tert-butyl-3-(4-chlorophenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine

• ChemBase ID: 2728
• Molecular Formular: C15H16ClN5
• Molecular Mass: 301.77404
• Monoisotopic Mass: 301.10942322
• SMILES: c12ncnc(c1c(nn2C(C)(C)C)c1ccc(cc1)Cl)N
• Canonical SMILES: Clc1ccc(cc1)c1nn(c2c1c(N)ncn2)C(C)(C)C
• InChI: InChI=1S/C15H16ClN5/c1-15(2,3)21-14-11(13(17)18-8-19-14)12(20-21)9-4-6-10(16)7-5-9/h4-8H,1-3H3,(H2,17,18,19)
• InChIKey: PBBRWFOVCUAONR-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-tert-butyl-3-(4-chlorophenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine
• IUPAC Traditional name: PP2 (kinase inhibitor)
• Synonyms: PP2; 1-Tert-Butyl-3-(4-Chloro-Phenyl)-1h-Pyrazolo[3,4-D]Pyrimidin-4-Ylamine; 4-Amino-3-(4-chlorophenyl)-1-(t-butyl)-1H-pyrazolo[3,4-d]pyrimidine; 4-Amino-5-(4-chlorophenyl)-7-(t-butyl)pyrazolo[3,4-d]pyrimidine; AG 1879; PP2

Database IDs

• CAS Number: 172889-27-9
• MDL Number: MFCD01568210
• PubChem SID: 46506310; 160966177
• PubChem CID: 4878; 448171

CALCULATED PROPERTIES

JChem

• Acid pKa: 19.693392
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 2.2646244
• LogD (pH = 7.4): 3.2612267
• Log P: 3.320547
• Molar Refractivity: 96.2945 cm^3
• Polarizability: 33.430702 Å^3
• Polar Surface Area: 69.62 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 0.49
• LOG S: -4.22
• Solubility (Water): 2.03e-02 g/l

PROPERTIES

Physical Property

• Solubility: DMSO: >10 mg/mL
• Apperance: white to off-white powder

Safety Information

• European Hazard Symbols: Toxic (T)
• UN Number: 2811
• Hazard Class: 6.1
• Packing Group: 3
• Risk Statements: 25
• Safety Statements: 45
• GHS Pictograms: GHS06
• GHS Signal Word: Danger
• GHS Hazard statements: H301
• GHS Precautionary statements: P301 + P310
• RID/ADR: UN 2811 6.1/PG 3
• Storage Temperature: 2-8°C

Pharmacology Properties

• Target: Src

Product Information

• Purity: ≥98% (HPLC)
• Salt Data: Free Base
• Empirical Formula (Hill Notation): C15H16ClN5

DETAILS

DrugBank - DB03023

Drug information: experimental

Sigma Aldrich - P0042

Biochem/physiol Actions
PP2 is a selective inhibitor of Src-family tyrosine kinases with >10,000-fold selectivity over ZAP-70 and JAK2.