iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 420

Identifiers

  • Canonical SMILES: 
    CN[C@@H](C)C(=O)N[C@H]1CCC[C@H]2SC[C@H](N2C1=O)C(=O)Nc1cc(C)nn1-c1ccccc1
  • IUPAC name: 
    (3R,6S,9aR)-6-[[(2S)-2-(methylamino)propanoyl]amino]-N-(5-methyl-2-phenylpyrazol-3-yl)-5-oxo-3,6,7,8,9,9a-hexahydro-2H-[1,3]thiazolo[3,2-a]azepine-3-carboxamide
  • InChi: 
    InChI=1S/C23H30N6O3S/c1-14-12-19(29(27-14)16-8-5-4-6-9-16)26-22(31)18-13-33-20-11-7-10-17(23(32)28(18)20)25-21(30)15(2)24-3/h4-6,8-9,12,15,17-18,20,24H,7,10-11,13H2,1-3H3,(H,25,30)(H,26,31)/t15-,17-,18-,20+/m0/s1
  • InChiKey: 
    YYBUDMKKCZIZQP-TXJVSEOTSA-N

External links


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External search

Bibliography (1)

Publication Name
Zobel K, Wang L, Varfolomeev E, Franklin MC, Elliott LO, Wallweber HJ, Okawa DC, Flygare JA, Vucic D, Fairbrother WJ, Deshayes K. . Design, synthesis, and biological activity of a potent Smac mimetic that sensitizes cancer cells to apoptosis by antagonizing IAPs. ACS chemical biology. 10

Pharmacological data

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

Targets

PPI family Best activity Diseases MMoA
XIAP / Smac 6.57 cancer Inhibition
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 470.21 g/mol
HBA 9
HBD 3
HBA + HBD 12
AlogP 1.21
TPSA 108.36
RB 6
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 0 0 0
Pharmacological data
Bibliography Name Target Competition Assay type Assay name Cell line Activity type Activity
17168540 10 XIAP
P98170
Biochemical assay Fluorescence Polarization pKi (inhibition constant, -log10) 6.57
Ta Structure Name Drugbank ID
0.7560 Teneligliptin DB11950
0.4854 Aspoxicillin DB13816
0.4781 Amoxicillin DB01060
0.4779 Omapatrilat DB00886
0.4706 Piperacillin DB00319
0.4654 (2S,5R,6R)-6-({(6S)-6-[(Ammonioacetyl)amino]-6-carboxylatohexanoyl}amino)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate DB03820
0.4646 Ampicillin DB00415
0.4608 Cyclacillin DB01000
0.4606 Hetacillin DB00739
0.4587 Isopenicillin N DB03550
0.4587 Azlocillin DB01061
0.4530 N-[(3Z)-5-Tert-butyl-2-phenyl-1,2-dihydro-3H-pyrazol-3-ylidene]-N'-(4-chlorophenyl)urea DB01807
0.4487 Metampicillin DB13836
0.4484 JE-2147 DB02668
0.4444 Bacampicillin DB01602