iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 1108

Identifiers

  • Canonical SMILES: 
    C[C@@H](N1[C@@H](c2ccc(Cl)cc2)C(=O)N(CCCCC(O)=O)c2ccc(I)cc2C1=O)c1ccc(OC(F)(F)F)cc1
  • InChi: 
    InChI=1S/C29H25ClF3IN2O5/c1-17(18-7-12-22(13-8-18)41-29(31,32)33)36-26(19-5-9-20(30)10-6-19)28(40)35(15-3-2-4-25(37)38)24-14-11-21(34)16-23(24)27(36)39/h5-14,16-17,26H,2-4,15H2,1H3,(H,37,38)/t17-,26+/m1/s1
  • InChiKey: 
    OGYFWKKWRVCCCK-QUGAMOGWSA-N

External links


168317903

External search

Bibliography (1)

Publication Name
Parks DJ, LaFrance LV, Calvo RR, Milkiewicz KL, Marugán JJ, Raboisson P, Schubert C, Koblish HK, Zhao S, Franks CF, Lattanze J, Carver TE, Cummings MD, Maguire D, Grasberger BL, Maroney AC, Lu T. . Enhanced pharmacokinetic properties of 1,4-benzodiazepine-2,5-dione antagonists of the HDM2-p53 protein-protein interaction through structure-based drug design. Bioorganic & medicinal chemistry letters. 22

Pharmacological data

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

Targets

PPI family Best activity Diseases MMoA
MDM2-Like / P53 5.98 cancer Inhibition
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 700.04 g/mol
HBA 7
HBD 1
HBA + HBD 8
AlogP 7.56
TPSA 87.15
RB 10
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
16600594 22 MDM2
Q00987
Biochemical assay Fluorescence Polarization pIC50 (half maximal inhibitory concentration, -log10) 5.98
16600594 22 MDM2
Q00987
Cellular assay Proliferation assay MCF7 mammary carcinoma cells pIC50 (half maximal inhibitory concentration, -log10) 4.72
16600594 22 MDM2
Q00987
Cellular assay Proliferation assay MDA MB321 mammary carcinoma cells pIC50 (half maximal inhibitory concentration, -log10) 4.17
Ta Structure Name Drugbank ID
0.5410 Delparantag DB12955
0.5333 Bentiromide DB00522
0.5202 Repaglinide DB00912
0.5111 4-[(4-bromo-2-{[(3R,5S)-3,5-dimethylpiperidin-1-yl]carbonyl}phenyl)amino]-4-oxobutanoic acid DB08581
0.4903 Timcodar DB12761
0.4845 Vesnarinone DB12082
0.4819 Ombitasvir DB09296
0.4795 4-chloro-N-(3-methoxypropyl)-N-[(3S)-1-(2-phenylethyl)piperidin-3-yl]benzamide DB08344
0.4764 N-(4-bromo-2-{[(3R,5S)-3,5-dimethylpiperidin-1-yl]carbonyl}phenyl)-4-morpholin-4-yl-4-oxobutanamide DB08582
0.4749 Dexloxiglumide DB04856
0.4749 [(2S)-4-methyl-3-oxo-2,3,4,5-tetrahydro-1H-1,4-benzodiazepin-2-yl]acetic acid DB08717
0.4744 Tariquidar DB06240
0.4659 OPC-28326 DB05461
0.4645 Tiropramide DB13091
0.4634 Proglumetacin DB13527