iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 2173

Identifiers

  • Canonical SMILES: 
    Cc1cc(N=Nc2ccc(cc2)S(=O)(=O)Nc2ccccn2)c(N)c(Cl)c1O
  • IUPAC name: 
    4-[2-(2-amino-3-chloro-4-hydroxy-5-methylphenyl)diazen-1-yl]-N-(pyridin-2-yl)benzene-1-sulfonamide
  • InChi: 
    InChI=1S/C18H16ClN5O3S/c1-11-10-14(17(20)16(19)18(11)25)23-22-12-5-7-13(8-6-12)28(26,27)24-15-4-2-3-9-21-15/h2-10,25H,20H2,1H3,(H,21,24)
  • InChiKey: 
    NPQKWPKFRWMJFA-UHFFFAOYSA-N

External links


136226511

External search

Bibliography (1)

Publication Name
Zhang Guangtao, Plotnikov Alexander N., Rusinova Elena, Shen Tong, Morohashi Keita, Joshua Jennifer, Zeng Lei, Mujtaba Shiraz, Ohlmeyer Michael, Zhou Ming-Ming. . Structure-Guided Design of Potent Diazobenzene Inhibitors for the BET Bromodomains Journal of Medicinal Chemistry. Compound 29, MS363

Pharmacological data

Biochemical tests Cellular tests PK tests Cytotoxicity tests
4 2 0 1

Targets

PPI family Best activity Diseases MMoA
Bromodomain / Histone 6.77 cancer Inhibition
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 417.07 g/mol
HBA 8
HBD 4
HBA + HBD 12
AlogP 4.23
TPSA 130.06
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 4 2 0 1
Pharmacological data
Bibliography Name Target Competition Assay type Assay name Cell line Activity type Activity
10.1021/jm401334s Compound 29, MS363 BRD4
O60885 		H4
P62805 		Biochemical assay fluorescence anisotropy competition assay using fluorescein-labeled MS417 and BRD4 BrD1 pKi (inhibition constant, -log10) 6.77
10.1021/jm401334s Compound 29, MS363 BRD4
O60885 		H4
P62805 		Biochemical assay fluorescence anisotropy competition assay using fluorescein-labeled MS417 and BRD4 BrD2 pKi (inhibition constant, -log10) 6.19
10.1021/jm401334s Compound 29, MS363 BRD4
O60885 		H4
P62805 		Biochemical assay fluorescence anisotropy competition assay using fluorescein-labeled MS574 and BRD3 BrD1 pKi (inhibition constant, -log10) 6.62
10.1021/jm401334s Compound 29, MS363 BRD4
O60885 		H4
P62805 		Biochemical assay fluorescence anisotropy competition assay using fluorescein-labeled MS574 and BRD3 BrD2 pKi (inhibition constant, -log10) 6.49
10.1021/jm401334s Compound 29, MS363 BRD4
O60885 		H4
P62805 		Cellular assay Inhibition of BRD4 assessed as inhibition of NF-kappaB-mediated NO production RAW264.7 cells pIC50 (half maximal inhibitory concentration, -log10) 5.47
10.1021/jm401334s Compound 29, MS363 BRD4
O60885 		H4
P62805 		Cellular assay Inhibition of BRD4 assessed as inhibition of IL-6 expression measured by ELISA RAW264.7 cells pIC50 (half maximal inhibitory concentration, -log10) 5.42
Cytotoxicity data
Bibliography Name Assay name Cell line Compound concentration (μM) Toxicity
10.1021/jm401334s Compound 29, MS363 Cell Viability Study of Murine Macrophage Cells Murinemacrophage RAW264.7 50.000 no
Ta Structure Name Drugbank ID
0.7554 Sulfasalazine DB00795
0.5935 Sulfapyridine DB00891
0.5033 Chlorsulfaquinoxaline DB12921
0.4932 Sulfachlorpyridazine DB11461
0.4859 2-(6-{[(3-chloro-2-methylphenyl)sulfonyl]amino}pyridin-2-yl)-N,N-diethylacetamide DB07056
0.4789 Sulfaquinoxaline DB11464
0.4658 AMG-131 DB05490
0.4658 Sulfabromomethazine DB11547
0.4643 Sulfamethazine DB01582
0.4557 N-{3-METHYL-5-[2-(PYRIDIN-4-YLAMINO)-ETHOXY]-PHENYL}-BENZENESULFONAMIDE DB07944
0.4552 Sulfaperin DB13320
0.4500 Sulfamerazine DB01581
0.4472 Sulfaethoxypyridazine DB11462
0.4459 Sulfamethoxypyridazine DB13773
0.4428 Sulfadiazine DB00359