iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 1632

Identifiers

  • Canonical SMILES: 
    COc1ccc(cc1S(=O)(=O)N(C)C1CCCC1)-c1c(C)noc1C
  • IUPAC name: 
    N-cyclopentyl-5-(dimethyl-1,2-oxazol-4-yl)-2-methoxy-N-methylbenzenesulfonamide
  • InChi: 
    InChI=1S/C18H24N2O4S/c1-12-18(13(2)24-19-12)14-9-10-16(23-4)17(11-14)25(21,22)20(3)15-7-5-6-8-15/h9-11,15H,5-8H2,1-4H3
  • InChiKey: 
    ONUKWYBZXUKVSG-UHFFFAOYSA-N

External links


56950426
CHEMBL2181703

External search

Bibliography (1)

Publication Name
Bamborough P, Diallo H, Goodacre JD, Gordon L, Lewis A, Seal JT, Wilson DM, Woodrow MD, Chung CW. . Fragment-based discovery of bromodomain inhibitors part 2: optimization of phenylisoxazole sulfonamides. Journal of medicinal chemistry. 23b

Pharmacological data

Biochemical tests Cellular tests PK tests Cytotoxicity tests
6 1 0 0

Targets

PPI family Best activity Diseases MMoA
Bromodomain / Histone 6.20 cancer Inhibition
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 364.15 g/mol
HBA 6
HBD 0
HBA + HBD 6
AlogP 2.57
TPSA 72.64
RB 4
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 6 1 0 0
Pharmacological data
Bibliography Name Target Competition Assay type Assay name Cell line Activity type Activity
22136469 23b BRD2
P25440
Biochemical assay Time-Resolved FRET pIC50 (half maximal inhibitory concentration, -log10) 6.10
22136469 23b BRD3
Q15059
Biochemical assay Time-Resolved FRET pIC50 (half maximal inhibitory concentration, -log10) 6.20
22136469 23b BRD4
O60885
Biochemical assay Time-Resolved FRET pIC50 (half maximal inhibitory concentration, -log10) 6.00
22136469 23b BRD2
P25440
Biochemical assay Fluorescence Polarization pIC50 (half maximal inhibitory concentration, -log10) 5.70
22136469 23b BRD3
Q15059
Biochemical assay Fluorescence Polarization pIC50 (half maximal inhibitory concentration, -log10) 6.10
22136469 23b BRD4
O60885
Biochemical assay Fluorescence Polarization pIC50 (half maximal inhibitory concentration, -log10) 5.70
22136469 23b BRD4
O60885
Cellular assay LPS-stimulated IL6 production PBMC pIC50 (half maximal inhibitory concentration, -log10) 5.80
Ta Structure Name Drugbank ID
0.6424 Parecoxib DB08439
0.5500 Valdecoxib DB00580
0.4319 Glisoxepide DB01289
0.4153 N-[(2R,3S)-3-AMINO-2-HYDROXY-4-PHENYLBUTYL]-4-METHOXY-2,3,6-TRIMETHYLBENZENESULFONAMIDE DB07527
0.4087 5-(5-CHLORO-2,4-DIHYDROXYPHENYL)-N-ETHYL-4-(4-METHOXYPHENYL)ISOXAZOLE-3-CARBOXAMIDE DB06964
0.3915 Acetyl sulfisoxazole DB14033
0.3797 Sulfisoxazole DB00263
0.3736 (1S)-1-{[(4'-methoxy-1,1'-biphenyl-4-yl)sulfonyl]amino}-2-methylpropylphosphonic acid DB07713
0.3736 (1R)-1-{[(4'-methoxy-1,1'-biphenyl-4-yl)sulfonyl]amino}-2-methylpropylphosphonic acid DB07772
0.3713 SB-269970 DB13988
0.3709 N-[2-Hydroxy-2-(8-Isopropyl-6,9-Dioxo-2-Oxa-7,10-Diaza-Bicyclo[11.2.2]Heptadeca-1(16),13(17),14-Trien-11-Yl)-Ethyl]-N-(3-Methyl-Butyl)-Benzenesulfonamide,Inhibitor 3 DB03768
0.3708 AUY922 DB11881
0.3706 N-({6-[(4-CYANO-2-FLUOROBENZYL)OXY]NAPHTHALEN-2-YL}SULFONYL)-D-GLUTAMIC ACID DB08112
0.3688 5-(5-chloro-2,4-dihydroxyphenyl)-N-ethyl-4-[4-(morpholin-4-ylmethyl)phenyl]isoxazole-3-carboxamide DB06961
0.3681 N-[Tosyl-D-Prolinyl]Amino-Ethanethiol DB03818