iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 1174

Identifiers

  • Canonical SMILES: 
    CC(C)[C@H](N)C(=O)N[C@@H](C(C)C)C(=O)N1CCC[C@H]1C(=O)NCc1ccccc1
  • IUPAC name: 
    (2S)-1-[(2S)-2-[[(2S)-2-amino-3-methylbutanoyl]amino]-3-methylbutanoyl]-N-benzylpyrrolidine-2-carboxamide
  • InChi: 
    InChI=1S/C22H34N4O3/c1-14(2)18(23)21(28)25-19(15(3)4)22(29)26-12-8-11-17(26)20(27)24-13-16-9-6-5-7-10-16/h5-7,9-10,14-15,17-19H,8,11-13,23H2,1-4H3,(H,24,27)(H,25,28)/t17-,18-,19-/m0/s1
  • InChiKey: 
    MSOXVCVBUQCJOZ-FHWLQOOXSA-N

External links


23646338
CHEMBL426055
23246972

External search

Bibliography (1)

Publication Name
Sun H, Nikolovska-Coleska Z, Chen J, Yang CY, Tomita Y, Pan H, Yoshioka Y, Krajewski K, Roller PP, Wang S. . Structure-based design, synthesis and biochemical testing of novel and potent Smac peptido-mimetics. Bioorganic & medicinal chemistry letters. 12c

Pharmacological data

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

Targets

PPI family Best activity Diseases MMoA
XIAP / Smac 5.38 cancer Inhibition
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 402.26 g/mol
HBA 7
HBD 4
HBA + HBD 11
AlogP 1.54
TPSA 104.53
RB 8
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
15664859 12c XIAP
P98170
Biochemical assay Fluorescence Polarization pKi (inhibition constant, -log10) 5.38
Ta Structure Name Drugbank ID
0.8846 1-[(2R)-2-aminobutanoyl]-N-(3-chlorobenzyl)-L-prolinamide DB06878
0.8846 D-leucyl-N-(3-chlorobenzyl)-L-prolinamide DB06911
0.8846 1-[(2R)-2-aminobutanoyl]-N-(4-carbamimidoylbenzyl)-L-prolinamide DB06947
0.8846 D-leucyl-N-(4-carbamimidoylbenzyl)-L-prolinamide DB06996
0.8608 (S)-N-(4-carbamimidoylbenzyl)-1-(2-(cyclopentylamino)ethanoyl)pyrrolidine-2-carboxamide DB06845
0.8590 N-(3-chlorobenzyl)-1-(4-methylpentanoyl)-L-prolinamide DB06868
0.8590 1-butanoyl-N-(4-carbamimidoylbenzyl)-L-prolinamide DB06929
0.8590 N-(4-carbamimidoylbenzyl)-1-(4-methylpentanoyl)-L-prolinamide DB06936
0.8395 (S)-N-(4-carbamimidoylbenzyl)-1-(2-(cyclohexylamino)ethanoyl)pyrrolidine-2-carboxamide DB06850
0.8395 N-cyclooctylglycyl-N-(4-carbamimidoylbenzyl)-L-prolinamide DB06858
0.8313 3-cyclohexyl-D-alanyl-N-(3-chlorobenzyl)-L-prolinamide DB07190
0.8293 N-cycloheptylglycyl-N-(4-carbamimidoylbenzyl)-L-prolinamide DB06853
0.8214 D-phenylalanyl-N-benzyl-L-prolinamide DB07143
0.8072 (S)-N-(4-carbamimidoylbenzyl)-1-(3-cyclopentylpropanoyl)pyrrolidine-2-carboxamide DB07095
0.8072 (S)-N-(4-carbamimidoylbenzyl)-1-(3-cyclohexylpropanoyl)pyrrolidine-2-carboxamide DB07131