iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 985

Identifiers

  • Canonical SMILES: 
    CCCN1C(=O)c2ccccc2[C@]1(OCCCO)c1ccc(Cl)cc1
  • IUPAC name: 
    3-(4-chlorophenyl)-3-(3-hydroxypropoxy)-2-propylisoindol-1-one
  • InChi: 
    InChI=1S/C20H22ClNO3/c1-2-12-22-19(24)17-6-3-4-7-18(17)20(22,25-14-5-13-23)15-8-10-16(21)11-9-15/h3-4,6-11,23H,2,5,12-14H2,1H3/t20-/m1/s1
  • InChiKey: 
    GMBDGYALRVIIKT-HXUWFJFHSA-N

External links


168317925
17249073

External search

Bibliography (2)

Publication Name
Hardcastle IR, Ahmed SU, Atkins H, Calvert AH, Curtin NJ, Farnie G, Golding BT, Griffin RJ, Guyenne S, Hutton C, Källblad P, Kemp SJ, Kitching MS, Newell DR, Norbedo S, Northen JS, Reid RJ, Saravanan K, Willems HM, Lunec J. . Isoindolinone-based inhibitors of the MDM2-p53 protein-protein interaction. Bioorganic & medicinal chemistry letters. 2r
Hardcastle IR, Ahmed SU, Atkins H, Farnie G, Golding BT, Griffin RJ, Guyenne S, Hutton C, Källblad P, Kemp SJ, Kitching MS, Newell DR, Norbedo S, Northen JS, Reid RJ, Saravanan K, Willems HM, Lunec J. . Small-molecule inhibitors of the MDM2-p53 protein-protein interaction based on an isoindolinone scaffold. Journal of medicinal chemistry. 80

Pharmacological data

Biochemical tests Cellular tests PK tests Cytotoxicity tests
2 0 0 0

Targets

PPI family Best activity Diseases MMoA
MDM2-Like / P53 4.79 cancer Inhibition
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 359.13 g/mol
HBA 4
HBD 1
HBA + HBD 5
AlogP 4.11
TPSA 49.77
RB 7
Radar chart
PCA : iPPI-DB chemical space
PCA : Correlation circle
Efficiencies: iPPI-DB biplot LE versus LLE
Summary
Bibliographic ressources Biochemical tests Cellular tests PK tests Cytotoxicity tests
2 2 0 0 0
Pharmacological data
Bibliography Name Target Competition Assay type Assay name Cell line Activity type Activity
15713419 2r MDM2
Q00987
Biochemical assay ELISA pIC50 (half maximal inhibitory concentration, -log10) 4.79
17034127 80 MDM2
Q00987
Biochemical assay ELISA pIC50 (half maximal inhibitory concentration, -log10) 4.79
Ta Structure Name Drugbank ID
0.5436 2-chloro-5-[(1S)-1-hydroxy-3-oxo-2H-isoindol-1-yl]benzenesulfonamide DB08046
0.5436 Chlorthalidone DB00310
0.5280 Nefopam DB12293
0.4688 Solifenacin DB01591
0.4479 BMS-908662 DB12854
0.4379 2-[(1R)-1-carboxy-2-naphthalen-1-ylethyl]-1,3-dioxo-2,3-dihydro-1H-isoindole-5-carboxylic acid DB06922
0.4375 Mazindol DB00579
0.4357 Chlorbenzoxamine DB13788
0.4323 O-[2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)ethyl] (4-chlorophenyl)thiocarbamate DB08282
0.4318 2,5-dibenzyloxy-3-hydroxy-hexanedioic acid bis-[(2-hydroxy-indan-1-yl)-amide] DB04190
0.4240 2-[(1R)-1-CARBOXY-2-(4-HYDROXYPHENYL)ETHYL]-1,3-DIOXOISOINDOLINE-5-CARBOXYLIC ACID DB07663
0.4176 N,N-[2,5-O-Dibenzyl-glucaryl]-DI-[1-amino-indan-2-OL] DB01887
0.4171 Balanol DB04098
0.4153 N,N-[2,5-O-di-2-fluoro-benzyl-glucaryl]-di-[1-amino-indan-2-ol] DB02629
0.4107 (R)-(+)9B-(3-METHYL)PHENYL-2,3-DIHYDROTHIAZOLO[2,3-A]ISOINDOL-5(9BH)-ONE DB07472