3-(3-{[(2S)-2,3-dihydroxypropyl]amino}phenyl)-4-(5-fluoro-1-methyl-1H-indol-3-yl)-2,5-dihydro-1H-pyrrole-2,5-dione

• ChemBase ID: 1545
• Molecular Formular: C22H20FN3O4
• Molecular Mass: 409.4103032
• Monoisotopic Mass: 409.14378436
• SMILES: Cn1cc(c2c1ccc(F)c2)C1=C(C(=O)NC1=O)c1cc(ccc1)NC[C@H](O)CO
• Canonical SMILES: OC[C@H](CNc1cccc(c1)C1=C(C(=O)NC1=O)c1cn(c2c1cc(F)cc2)C)O
• InChI: InChI=1S/C22H20FN3O4/c1-26-10-17(16-8-13(23)5-6-18(16)26)20-19(21(29)25-22(20)30)12-3-2-4-14(7-12)24-9-15(28)11-27/h2-8,10,15,24,27-28H,9,11H2,1H3,(H,25,29,30)/t15-/m0/s1
• InChIKey: RPGZQOOZHIEPJW-HNNXBMFYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-(3-{[(2S)-2,3-dihydroxypropyl]amino}phenyl)-4-(5-fluoro-1-methyl-1H-indol-3-yl)-2,5-dihydro-1H-pyrrole-2,5-dione
• IUPAC Traditional name: 3-(3-{[(2S)-2,3-dihydroxypropyl]amino}phenyl)-4-(5-fluoro-1-methylindol-3-yl)-1H-pyrrole-2,5-dione
• Synonyms: 3-[3-(2,3-Dihydroxy-Propylamino)-Phenyl]-4-(5-Fluoro-1-Methyl-1h-Indol-3-Yl)-Pyrrole-2,5-Dione

Database IDs

• PubChem SID: 160965002; 46504930
• PubChem CID: 448238

CALCULATED PROPERTIES

JChem

• Acid pKa: 9.469793
• H Acceptors: 5
• H Donor: 4
• LogD (pH = 5.5): 1.3109535
• LogD (pH = 7.4): 1.3140278
• Log P: 1.3177538
• Molar Refractivity: 110.9038 cm^3
• Polarizability: 42.26879 Å^3
• Polar Surface Area: 103.59 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 2.16
• LOG S: -3.95
• Solubility (Water): 4.55e-02 g/l

DETAILS

DrugBank - DB01772

Drug information: experimental