7-cyclopentyl-5-(4-phenoxyphenyl)-7H-pyrrolo[2,3-d]pyrimidin-4-amine

• ChemBase ID: 153807
• Molecular Formular: C23H22N4O
• Molecular Mass: 370.44698
• Monoisotopic Mass: 370.17936134
• SMILES: c1ccc(cc1)Oc1ccc(cc1)c1cn(c2c1c(ncn2)N)C1CCCC1
• Canonical SMILES: Nc1ncnc2c1c(cn2C1CCCC1)c1ccc(cc1)Oc1ccccc1
• InChI: InChI=1S/C23H22N4O/c24-22-21-20(14-27(17-6-4-5-7-17)23(21)26-15-25-22)16-10-12-19(13-11-16)28-18-8-2-1-3-9-18/h1-3,8-15,17H,4-7H2,(H2,24,25,26)
• InChIKey: FMETVQKSDIOGPX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 7-cyclopentyl-5-(4-phenoxyphenyl)-7H-pyrrolo[2,3-d]pyrimidin-4-amine
• IUPAC Traditional name: 7-cyclopentyl-5-(4-phenoxyphenyl)pyrrolo[2,3-d]pyrimidin-4-amine
• Synonyms: 7-Cyclopentyl-5-(4-phenoxyphenyl)-7H-pyrrolo[2,3-d]pyrimidin-4-ylamine

Database IDs

• CAS Number: 213743-31-8
• MDL Number: MFCD04974490
• PubChem SID: 162247946; 24278409
• PubChem CID: 6603792

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 3.4578798
• LogD (pH = 7.4): 4.7834325
• Log P: 5.0073814
• Molar Refractivity: 111.4622 cm^3
• Polarizability: 43.957993 Å^3
• Polar Surface Area: 65.96 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: DMSO: soluble17 mg/mL at ≤60 °C
• Apperance: white

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Pharmacology Properties

• Gene Information: human ... KDR(3791), LCK(3932), TEK(7010)

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C23H22N4O

DETAILS

Sigma Aldrich - C8863

Biochem/physiol Actions
Potent and selective inhibitor of lck, a src family tyrosine kinase.