[(1S,2R,4R)-4-(4-{[(1S)-2,3-dihydro-1H-inden-1-yl]amino}-7H-pyrrolo[2,3-d]pyrimidin-7-yl)-2-(sulfamoyloxy)cyclopentyl]methyl sulfamate

• ChemBase ID: 174669
• Molecular Formular: C21H26N6O6S2
• Molecular Mass: 522.59774
• Monoisotopic Mass: 522.13552458
• SMILES: n1cnc2c(c1N[C@@H]1c3c(CC1)cccc3)ccn2[C@H]1C[C@H]([C@@H](C1)COS(=O)(=O)N)OS(=O)(=O)N
• Canonical SMILES: NS(=O)(=O)O[C@@H]1C[C@@H](C[C@H]1COS(=O)(=O)N)n1ccc2c1ncnc2N[C@H]1CCc2c1cccc2
• InChI: InChI=1S/C21H26N6O6S2/c22-34(28,29)32-11-14-9-15(10-19(14)33-35(23,30)31)27-8-7-17-20(24-12-25-21(17)27)26-18-6-5-13-3-1-2-4-16(13)18/h1-4,7-8,12,14-15,18-19H,5-6,9-11H2,(H2,22,28,29)(H2,23,30,31)(H,24,25,26)/t14-,15+,18-,19+/m0/s1
• InChIKey: FFRAADNHZXDKGG-QGWWYQLQSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(1S,2R,4R)-4-(4-{[(1S)-2,3-dihydro-1H-inden-1-yl]amino}-7H-pyrrolo[2,3-d]pyrimidin-7-yl)-2-(sulfamoyloxy)cyclopentyl]methyl sulfamate
• IUPAC Traditional name: [(1S,2R,4R)-4-{4-[(1S)-2,3-dihydro-1H-inden-1-ylamino]pyrrolo[2,3-d]pyrimidin-7-yl}-2-(sulfamoyloxy)cyclopentyl]methyl sulfamate
• Synonyms: Sulfamic Acid [(1S,2S,4R)-4-[4-[[(1S)-2,3-dihydro-1H-inden-1-yl]amino]-7H-pyrrolo[2,3-d]pyrimidin-7-yl]-2-(O-sulfonamide)cyclopentyl]methyl Ester; MLN 4924 2-Sulfonamide

Database IDs

• PubChem SID: 164230579
• PubChem CID: 71750750

CALCULATED PROPERTIES

• Acid pKa: 10.838504
• H Acceptors: 9
• H Donor: 3
• LogD (pH = 5.5): -0.5953658
• LogD (pH = 7.4): 0.708212
• Log P: 0.9008285
• Molar Refractivity: 128.7538 cm^3
• Polarizability: 50.922882 Å^3
• Polar Surface Area: 181.52 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Methanol

DETAILS

Toronto Research Chemicals - M425105

Side product in the preparation of MLN 4924 (M425100).