N-[(1S)-2,3-dihydro-1H-inden-1-yl]-7H-pyrrolo[2,3-d]pyrimidin-4-amine

• ChemBase ID: 167737
• Molecular Formular: C15H14N4
• Molecular Mass: 250.29846
• Monoisotopic Mass: 250.12184647
• SMILES: n1cnc2c(c1N[C@H]1CCc3c1cccc3)cc[nH]2
• Canonical SMILES: c1ccc2c(c1)[C@H](CC2)Nc1ncnc2c1cc[nH]2
• InChI: InChI=1S/C15H14N4/c1-2-4-11-10(3-1)5-6-13(11)19-15-12-7-8-16-14(12)17-9-18-15/h1-4,7-9,13H,5-6H2,(H2,16,17,18,19)/t13-/m0/s1
• InChIKey: UVNSDOGOYDQGLY-ZDUSSCGKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-[(1S)-2,3-dihydro-1H-inden-1-yl]-7H-pyrrolo[2,3-d]pyrimidin-4-amine
• IUPAC Traditional name: N-[(1S)-2,3-dihydro-1H-inden-1-yl]-7H-pyrrolo[2,3-d]pyrimidin-4-amine
• Synonyms: N-[(1S)-2,3-dihydro-1H-inden-1-yl]-1H-pyrrolo[2,3-d]pyrimidin-4-amine; N-[(1S)-2,3-Dihydro-1H-inden-1-yl]-7H-pyrrolo[2,3-d]pyrimidin-4-amine

Database IDs

• CAS Number: 905580-86-1
• PubChem SID: 162261870
• PubChem CID: 58944690

CALCULATED PROPERTIES

• Acid pKa: 13.586611
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 1.3042601
• LogD (pH = 7.4): 2.6291041
• Log P: 2.8518925
• Molar Refractivity: 76.4621 cm^3
• Polarizability: 28.541176 Å^3
• Polar Surface Area: 53.6 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Ethyl Acetate; Methanol
• Apperance: White Solid

DETAILS

Toronto Research Chemicals - D449885

Used in the preparation of nucleoside derivatives as antitumor agents, E1 activating enzymes and MLN4924, an inhibitor of NEDD8-activating enzyme.

REFERENCES

• Soucy, T. et al.; Nature 458, 732 (2009)