iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 1859

Identifiers

  • Canonical SMILES:
    CCNC(=O)c1ccc(Oc2ccccc2)c(c1)-c1[nH]c(C)c2c1CCCC2=O
  • IUPAC name:
    N-ethyl-3-(3-methyl-4-oxo-4,5,6,7-tetrahydro-2H-isoindol-1-yl)-4-phenoxybenzamide
  • InChi:
    InChI=1S/C24H24N2O3/c1-3-25-24(28)16-12-13-21(29-17-8-5-4-6-9-17)19(14-16)23-18-10-7-11-20(27)22(18)15(2)26-23/h4-6,8-9,12-14,26H,3,7,10-11H2,1-2H3,(H,25,28)
  • InChiKey:
    UYVKPTPDSHKJCN-UHFFFAOYSA-N

External links


71812067

CHEMBL4098709

External search

Bibliography (1)

Publication Name
Hasvold Lisa A., Sheppard George S., Wang Le, Fidanze Steven D., Liu Dachun, Pratt John K., Mantei Robert A., Wada Carol K., Hubbard Robbert, Shen Yu, Lin Xiaoyu, Huang Xiaoli, Warder Scott E., Wilcox Denise, Li Leiming, Buchanan F. Greg, Smithee Lauren, Albert Daniel H., Magoc Terrance J., Park Chang H., Petros Andrew M., Panchal Sanjay C., Sun Chaohong, Kovar Peter, Soni Nirupama B., Elmore Steven W., Kati Warren M., McDaniel Keith F.. . Methylpyrrole inhibitors of BET bromodomains Bioorganic & Medicinal Chemistry Letters. 17

Pharmacological data

Biochemical tests Cellular tests PK tests Cytotoxicity tests
1 2 0 0

Targets

PPI family Best activity Diseases MMoA
Bromodomain / Histone 6.60 cancer Inhibition
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 388.18 g/mol
HBA 5
HBD 2
HBA + HBD 7
AlogP 4.06
TPSA 71.19
RB 5
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
1 1 2 0 0
Pharmacological data
Bibliography Name Target Competition Assay type Assay name Cell line Activity type Activity
10.1016/j.bmcl.2017.02.057 17 BRD4
O60885
H4
P62805
Biochemical assay Time-Resolved FRET pKi (inhibition constant, -log10) 6.60
10.1016/j.bmcl.2017.02.057 17 BRD4
O60885
H4
P62805
Cellular assay MX-1 proliferation assay MX-1 pEC50 (half maximal effective concentration, -log10) 5.85
10.1016/j.bmcl.2017.02.057 17 BRD4
O60885
H4
P62805
Cellular assay Luciferase reporter H1299 pEC50 (half maximal effective concentration, -log10) 5.85
Ta Structure Name Drugbank ID
0.5605 N-[(13-CYCLOHEXYL-6,7-DIHYDROINDOLO[1,2-D][1,4]BENZOXAZEPIN-10-YL)CARBONYL]-2-METHYL-L-ALANINE DB08031
0.4776 9-HYDROXY-6-(3-HYDROXYPROPYL)-4-(2-METHOXYPHENYL)PYRROLO[3,4-C]CARBAZOLE-1,3(2H,6H)-DIONE DB07006
0.4691 Losmapimod DB12270
0.4597 2-[2-(2-FLUOROPHENYL)PYRIDIN-4-YL]-1,5,6,7-TETRAHYDRO-4H-PYRROLO[3,2-C]PYRIDIN-4-ONE DB07728
0.4595 3-CYCLOHEXYL-1-(2-MORPHOLIN-4-YL-2-OXOETHYL)-2-PHENYL-1H-INDOLE-6-CARBOXYLIC ACID DB07570
0.4562 CEP-9722 DB14882
0.4537 Rucaparib DB12332
0.4531 Talnetant DB06429
0.4495 2-(2-QUINOLIN-3-YLPYRIDIN-4-YL)-1,5,6,7-TETRAHYDRO-4H-PYRROLO[3,2-C]PYRIDIN-4-ONE DB08358
0.4467 6-PHENYL[5H]PYRROLO[2,3-B]PYRAZINE DB07364
0.4444 (1S,3R,6S)-4-oxo-6-{4-[(2-phenylquinolin-4-yl)methoxy]phenyl}-5-azaspiro[2.4]heptane-1-carboxylic acid DB07189
0.4417 AKI-001 DB07266
0.4363 Beclabuvir DB12225
0.4328 Atorvastatin DB01076
0.4272 Molindone DB01618