iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 1636

Identifiers

  • Canonical SMILES: 
    COc1ccc(cc1S(=O)(=O)N1CCNCC1)-c1c(C)noc1C
  • IUPAC name: 
    1-[5-(dimethyl-1,2-oxazol-4-yl)-2-methoxybenzenesulfonyl]piperazine
  • InChi: 
    InChI=1S/C16H21N3O4S/c1-11-16(12(2)23-18-11)13-4-5-14(22-3)15(10-13)24(20,21)19-8-6-17-7-9-19/h4-5,10,17H,6-9H2,1-3H3
  • InChiKey: 
    XQWKMFVPDAAVEN-UHFFFAOYSA-N

External links


56950563
CHEMBL2181708

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. 27a

Pharmacological data

Biochemical tests Cellular tests PK tests Cytotoxicity tests
5 1 0 0

Targets

PPI family Best activity Diseases MMoA
Bromodomain / Histone 5.10 cancer Inhibition
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 351.13 g/mol
HBA 7
HBD 1
HBA + HBD 8
AlogP 0.68
TPSA 84.67
RB 3
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 5 1 0 0
Pharmacological data
Bibliography Name Target Competition Assay type Assay name Cell line Activity type Activity
22136469 27a BRD2
P25440
Biochemical assay Time-Resolved FRET pIC50 (half maximal inhibitory concentration, -log10) 4.90
22136469 27a BRD3
Q15059
Biochemical assay Time-Resolved FRET pIC50 (half maximal inhibitory concentration, -log10) 5.10
22136469 27a BRD4
O60885
Biochemical assay Time-Resolved FRET pIC50 (half maximal inhibitory concentration, -log10) 4.90
22136469 27a BRD3
Q15059
Biochemical assay Fluorescence Polarization pIC50 (half maximal inhibitory concentration, -log10) 4.90
22136469 27a BRD4
O60885
Biochemical assay Fluorescence Polarization pIC50 (half maximal inhibitory concentration, -log10) 4.60
22136469 27a BRD4
O60885
Cellular assay LPS-stimulated IL6 production PBMC pIC50 (half maximal inhibitory concentration, -log10) 4.70
Ta Structure Name Drugbank ID
0.6048 Parecoxib DB08439
0.5605 Valdecoxib DB00580
0.4330 5-(5-CHLORO-2,4-DIHYDROXYPHENYL)-N-ETHYL-4-(4-METHOXYPHENYL)ISOXAZOLE-3-CARBOXAMIDE DB06964
0.3982 Glisoxepide DB01289
0.3908 5-(5-chloro-2,4-dihydroxyphenyl)-N-ethyl-4-[4-(morpholin-4-ylmethyl)phenyl]isoxazole-3-carboxamide DB06961
0.3872 AUY922 DB11881
0.3853 KD3010 DB05188
0.3839 Acetyl sulfisoxazole DB14033
0.3807 HSD-016 DB12419
0.3784 Sulfisoxazole DB00263
0.3778 1-[(2,6-difluorophenyl)sulfonyl]-4-(2,3-dihydro-1,4-benzodioxin-6-ylsulfonyl)piperazine DB07692
0.3743 1-(2,3-dihydro-1,4-benzodioxin-6-ylsulfonyl)-4-[(4-methoxyphenyl)sulfonyl]piperazine DB07697
0.3667 1-{[(3R)-3-methyl-4-({4-[(1S)-2,2,2-trifluoro-1-hydroxy-1-methylethyl]phenyl}sulfonyl)piperazin-1-yl]methyl}cyclopropanecarboxamide DB07624
0.3641 (S)-2-METHYL-1-[(4-METHYL-5-ISOQUINOLINE)SULFONYL]-HOMOPIPERAZINE DB07876
0.3609 [N-[N-(4-Methoxy-2,3,6-trimethylphenylsulfonyl)-L-aspartyl]-D-(4-amidino-phenylalanyl)]-piperidine DB03081