iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 1817

Identifiers

  • Canonical SMILES: 
    CCOc1cc(cc(c1)-c1c(C)noc1C)C(O)=O
  • IUPAC name: 
    3-(3,5-dimethyl-1,2-oxazol-4-yl)-5-ethoxybenzoic acid
  • InChi: 
    InChI=1S/C14H15NO4/c1-4-18-12-6-10(5-11(7-12)14(16)17)13-8(2)15-19-9(13)3/h5-7H,4H2,1-3H3,(H,16,17)
  • InChiKey: 
    GAMMHRRBGXCHRX-UHFFFAOYSA-N

External links


53308655
CHEMBL1828984
KRG

External search

Bibliography (1)

Publication Name
Hewings David S., Wang Minghua, Philpott Martin, Fedorov Oleg, Uttarkar Sagar, Filippakopoulos Panagis, Picaud Sarah, Vuppusetty Chaitanya, Marsden Brian, Knapp Stefan, Conway Stuart J., Heightman Tom D.. . 3,5-Dimethylisoxazoles Act As Acetyl-lysine-mimetic Bromodomain Ligands Journal of Medicinal Chemistry. 4b

Pharmacological data

Biochemical tests Cellular tests PK tests Cytotoxicity tests
3 0 0 1

Targets

PPI family Best activity Diseases MMoA
Bromodomain / Histone 4.55 breast cancer Inhibition
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 261.10 g/mol
HBA 5
HBD 1
HBA + HBD 6
AlogP 2.17
TPSA 75.39
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 3 0 0 1
Pharmacological data
Bibliography Name Target Competition Assay type Assay name Cell line Activity type Activity
10.1021/jm200640v 4b CBP
Q92793 		H4
P62805 		Biochemical assay alphascreen BRD4 pIC50 (half maximal inhibitory concentration, -log10) 4.29
10.1021/jm200640v 4b CBP
Q92793 		H4
P62805 		Biochemical assay alphascreen BRD2 pIC50 (half maximal inhibitory concentration, -log10) 4.55
10.1021/jm200640v 4b CBP
Q92793 		H4
P62805 		Biochemical assay alphascreen CREBBP pIC50 (half maximal inhibitory concentration, -log10) 4.49
Cytotoxicity data
Bibliography Name Assay name Cell line Compound concentration (μM) Toxicity
10.1021/jm200640v 4b MTT assay HeLa 10.000 no
Ta Structure Name Drugbank ID
0.5000 Valdecoxib DB00580
0.4677 5-(3-{3-[3-HYDROXY-2-(METHOXYCARBONYL)PHENOXY]PROPENYL}PHENYL)-4-(HYDROXYMETHYL)ISOXAZOLE-3-CARBOXYLIC ACID DB08001
0.4670 5-(5-CHLORO-2,4-DIHYDROXYPHENYL)-N-ETHYL-4-(4-METHOXYPHENYL)ISOXAZOLE-3-CARBOXAMIDE DB06964
0.4433 Alobresib DB14970
0.4390 Parecoxib DB08439
0.4272 AUY922 DB11881
0.4249 PX-102 DB15416
0.4238 5-(5-chloro-2,4-dihydroxyphenyl)-N-ethyl-4-[4-(morpholin-4-ylmethyl)phenyl]isoxazole-3-carboxamide DB06961
0.4185 5-(2-Fluoro-5-{(1E)-3-[3-hydroxy-2-(methoxycarbonyl)phenoxy]-1-propen-1-yl}phenyl)-1,2-oxazole-3-carboxylic acid DB02014
0.3933 2,6-DIMETHYL-1-(3-[3-METHYL-5-ISOXAZOLYL]-PROPANYL)-4-[2-METHYL-4-ISOXAZOLYL]-PHENOL DB08715
0.3760 Diflunisal DB00861
0.3708 2,6-DIMETHYL-1-(3-[3-METHYL-5-ISOXAZOLYL]-PROPANYL)-4-[4-METHYL-2H-TETRAZOL-2-YL]-PHENOL DB08714
0.3684 Dipyrocetyl DB13839
0.3654 3-phenyl-5-(1H-pyrazol-3-yl)isoxazole DB07613
0.3651 3-(heptyloxy)benzoic acid DB07355