1-[4-amino-7-(3-hydroxypropyl)-5-(4-methylphenyl)-7H-pyrrolo[2,3-d]pyrimidin-6-yl]-2-chloroethan-1-one

• ChemBase ID: 160186
• Molecular Formular: C18H19ClN4O2
• Molecular Mass: 358.82206
• Monoisotopic Mass: 358.11965355
• SMILES: c1nc(c2c(n1)n(c(c2c1ccc(cc1)C)C(=O)CCl)CCCO)N
• Canonical SMILES: OCCCn1c(C(=O)CCl)c(c2c1ncnc2N)c1ccc(cc1)C
• InChI: InChI=1S/C18H19ClN4O2/c1-11-3-5-12(6-4-11)14-15-17(20)21-10-22-18(15)23(7-2-8-24)16(14)13(25)9-19/h3-6,10,24H,2,7-9H2,1H3,(H2,20,21,22)
• InChIKey: PELFTNQHGSITLB-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-[4-amino-7-(3-hydroxypropyl)-5-(4-methylphenyl)-7H-pyrrolo[2,3-d]pyrimidin-6-yl]-2-chloroethan-1-one
• IUPAC Traditional name: 1-[4-amino-7-(3-hydroxypropyl)-5-(4-methylphenyl)pyrrolo[2,3-d]pyrimidin-6-yl]-2-chloroethanone
• Synonyms: 1-[4-Amino-7-(3-hydroxypropyl)-5-(4-methylphenyl)-7H-pyrrolo[2,3-d]pyrimidin-6-yl]-2-chloro-ethanone (>90%)

Database IDs

• CAS Number: 821794-90-5
• PubChem SID: 162254321
• PubChem CID: 16663089

CALCULATED PROPERTIES

• Acid pKa: 15.524369
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 0.6470574
• LogD (pH = 7.4): 1.9015355
• Log P: 2.0506642
• Molar Refractivity: 100.0406 cm^3
• Polarizability: 38.556175 Å^3
• Polar Surface Area: 94.03 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - A611615

Reagent used in the preparation of serine/threonine kinase inhibitors.

REFERENCES

• Cohen, M., et al.: Sci., 308, 1318 (2005)