iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 1451

Identifiers

  • Canonical SMILES: 
    C[C@@H](N1[C@@H](c2ccc(Cl)cc2)C(=O)N(CCCCC(O)=O)c2ccc(I)cc2C1=O)c1ccc(cc1)C(F)(F)F
  • InChi: 
    InChI=1S/C29H25ClF3IN2O4/c1-17(18-5-9-20(10-6-18)29(31,32)33)36-26(19-7-11-21(30)12-8-19)28(40)35(15-3-2-4-25(37)38)24-14-13-22(34)16-23(24)27(36)39/h5-14,16-17,26H,2-4,15H2,1H3,(H,37,38)/t17-,26+/m1/s1
  • InChiKey: 
    IKKRLRHFYQHXAU-QUGAMOGWSA-N

External links


168318089

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. 21

Pharmacological data

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

Targets

PPI family Best activity Diseases MMoA
MDM2-Like / P53 6.01 cancer Inhibition
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 684.05 g/mol
HBA 6
HBD 1
HBA + HBD 7
AlogP 7.01
TPSA 77.92
RB 9
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 21 MDM2
Q00987
Biochemical assay Fluorescence Polarization pIC50 (half maximal inhibitory concentration, -log10) 6.01
16600594 21 MDM2
Q00987
Cellular assay Proliferation assay MCF7 mammary carcinoma cells pIC50 (half maximal inhibitory concentration, -log10) 4.96
16600594 21 MDM2
Q00987
Cellular assay Proliferation assay MDA MB321 mammary carcinoma cells pIC50 (half maximal inhibitory concentration, -log10) 4.52
Ta Structure Name Drugbank ID
0.5318 Bentiromide DB00522
0.5263 4-[(4-bromo-2-{[(3R,5S)-3,5-dimethylpiperidin-1-yl]carbonyl}phenyl)amino]-4-oxobutanoic acid DB08581
0.5140 Delparantag DB12955
0.5060 [(2S)-4-methyl-3-oxo-2,3,4,5-tetrahydro-1H-1,4-benzodiazepin-2-yl]acetic acid DB08717
0.5031 4-chloro-N-(3-methoxypropyl)-N-[(3S)-1-(2-phenylethyl)piperidin-3-yl]benzamide DB08344
0.5030 Balicatib DB12239
0.5027 Ombitasvir DB09296
0.4970 Dexloxiglumide DB04856
0.4970 OPC-28326 DB05461
0.4948 Repaglinide DB00912
0.4943 AGG-523 DB15460
0.4911 Camicinal DB12567
0.4869 IMG-7289 DB15126
0.4839 2-{[4-(2-Acetylamino-2-pentylcarbamoyl-ethyl)-naphthalen-1-YL]-oxalyl-amino}-benzoic acid DB01820
0.4822 CP-320626 DB03383