(1R,2S,4R)-4-(4-{[(1S)-2,3-dihydro-1H-inden-1-yl]amino}-7H-pyrrolo[2,3-d]pyrimidin-7-yl)-2-(hydroxymethyl)cyclopentan-1-ol

• ChemBase ID: 166704
• Molecular Formular: C21H24N4O2
• Molecular Mass: 364.44086
• Monoisotopic Mass: 364.18992603
• SMILES: n1cnc2c(c1N[C@@H]1c3c(CC1)cccc3)ccn2[C@H]1C[C@H]([C@@H](C1)CO)O
• Canonical SMILES: OC[C@@H]1C[C@H](C[C@H]1O)n1ccc2c1ncnc2N[C@H]1CCc2c1cccc2
• InChI: InChI=1S/C21H24N4O2/c26-11-14-9-15(10-19(14)27)25-8-7-17-20(22-12-23-21(17)25)24-18-6-5-13-3-1-2-4-16(13)18/h1-4,7-8,12,14-15,18-19,26-27H,5-6,9-11H2,(H,22,23,24)/t14-,15+,18-,19+/m0/s1
• InChIKey: XXPPXBPNHSWHBK-QGWWYQLQSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,2S,4R)-4-(4-{[(1S)-2,3-dihydro-1H-inden-1-yl]amino}-7H-pyrrolo[2,3-d]pyrimidin-7-yl)-2-(hydroxymethyl)cyclopentan-1-ol
• IUPAC Traditional name: (1R,2S,4R)-4-{4-[(1S)-2,3-dihydro-1H-inden-1-ylamino]pyrrolo[2,3-d]pyrimidin-7-yl}-2-(hydroxymethyl)cyclopentan-1-ol
• Synonyms: (1S,2S,4R)-4-[4-[[(1S)-2,3-Dihydro-1H-inden-1-yl]amino]-7H-pyrrolo[2,3-d]pyrimidin-7-yl]-2-hydroxy-cyclopentanemethanol; Desulfonamide MLN 4924

Database IDs

• CAS Number: 905580-90-7
• PubChem SID: 162260837
• PubChem CID: 71315838

CALCULATED PROPERTIES

• Acid pKa: 14.711306
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): 0.44441205
• LogD (pH = 7.4): 1.7481302
• Log P: 1.9406089
• Molar Refractivity: 105.6994 cm^3
• Polarizability: 40.006725 Å^3
• Polar Surface Area: 83.2 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol; Tetrahydrofuran

DETAILS

Toronto Research Chemicals - D297920

Intermediate in the preparation of MLN 4924 (M425100).