2-{3-[(2S)-4,4-difluoro-2-(pyrrolidine-1-carbonyl)pyrrolidin-1-yl]-3-oxopropyl}-2,3-dihydro-1H-isoindole-1,3-dione

• ChemBase ID: 6342
• Molecular Formular: C20H21F2N3O4
• Molecular Mass: 405.3952464
• Monoisotopic Mass: 405.15001261
• SMILES: C(=O)(CCN1C(=O)c2ccccc2C1=O)N1CC(C[C@H]1C(=O)N1CCCC1)(F)F
• Canonical SMILES: O=C(N1CC(C[C@H]1C(=O)N1CCCC1)(F)F)CCN1C(=O)c2c(C1=O)cccc2
• InChI: InChI=1S/C20H21F2N3O4/c21-20(22)11-15(19(29)23-8-3-4-9-23)25(12-20)16(26)7-10-24-17(27)13-5-1-2-6-14(13)18(24)28/h1-2,5-6,15H,3-4,7-12H2/t15-/m0/s1
• InChIKey: ZSXNPAWXICXNGZ-HNNXBMFYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{3-[(2S)-4,4-difluoro-2-(pyrrolidine-1-carbonyl)pyrrolidin-1-yl]-3-oxopropyl}-2,3-dihydro-1H-isoindole-1,3-dione
• IUPAC Traditional name: 2-{3-[(2S)-4,4-difluoro-2-(pyrrolidine-1-carbonyl)pyrrolidin-1-yl]-3-oxopropyl}isoindole-1,3-dione
• Synonyms: 2-{3-[(2S)-4,4-difluoro-2-(pyrrolidin-1-ylcarbonyl)pyrrolidin-1-yl]-3-oxopropyl}-isoindole-1,3(2H)-dione

Database IDs

• PubChem SID: 162103424
• PubChem CID: 25102845

CALCULATED PROPERTIES

JChem

• Acid pKa: 17.503706
• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 0.8080721
• LogD (pH = 7.4): 0.80807215
• Log P: 0.80807215
• Molar Refractivity: 98.7484 cm^3
• Polarizability: 36.849342 Å^3
• Polar Surface Area: 78.0 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 1.48
• LOG S: -3.01
• Solubility (Water): 4.00e-01 g/l

DETAILS

DrugBank - DB08739

Drug information: experimental