1-methyl-5-{[(2S)-2-(phenoxymethyl)pyrrolidin-1-yl]sulfonyl}-2,3-dihydro-1H-indole-2,3-dione

• ChemBase ID: 5839
• Molecular Formular: C20H20N2O5S
• Molecular Mass: 400.4482
• Monoisotopic Mass: 400.10929275
• SMILES: S(=O)(=O)(N1[C@@H](CCC1)COc1ccccc1)c1cc2C(=O)C(=O)N(c2cc1)C
• Canonical SMILES: O=C1N(C)c2c(C1=O)cc(cc2)S(=O)(=O)N1CCC[C@H]1COc1ccccc1
• InChI: InChI=1S/C20H20N2O5S/c1-21-18-10-9-16(12-17(18)19(23)20(21)24)28(25,26)22-11-5-6-14(22)13-27-15-7-3-2-4-8-15/h2-4,7-10,12,14H,5-6,11,13H2,1H3/t14-/m0/s1
• InChIKey: PFAYCUAUBOGVDX-AWEZNQCLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-methyl-5-{[(2S)-2-(phenoxymethyl)pyrrolidin-1-yl]sulfonyl}-2,3-dihydro-1H-indole-2,3-dione
• IUPAC Traditional name: 1-methyl-5-[(2S)-2-(phenoxymethyl)pyrrolidin-1-ylsulfonyl]indole-2,3-dione
• Synonyms: 1-METHYL-5-(2-PHENOXYMETHYL-PYRROLIDINE-1-SULFONYL)-1H-INDOLE-2,3-DIONE

Database IDs

• PubChem SID: 160969266; 99444684
• PubChem CID: 5288850

CALCULATED PROPERTIES

JChem

• H Acceptors: 5
• H Donor: 0
• LogD (pH = 5.5): 1.9786067
• LogD (pH = 7.4): 1.9786067
• Log P: 1.9786067
• Molar Refractivity: 103.3056 cm^3
• Polarizability: 40.437943 Å^3
• Polar Surface Area: 83.99 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 1.89
• LOG S: -3.87
• Solubility (Water): 5.35e-02 g/l

DETAILS

DrugBank - DB08213

Drug information: experimental