iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 378

Identifiers

  • Canonical SMILES: 
    CC[C@H](N)C(=O)N[C@@H](C(C)C)C(=O)N1CCC[C@H]1C(=O)NC(c1ccccc1)c1ccccc1
  • IUPAC name: 
    (2S)-1-[(2S)-2-[[(2S)-2-aminobutanoyl]amino]-3-methylbutanoyl]-N-benzhydrylpyrrolidine-2-carboxamide
  • InChi: 
    InChI=1S/C27H36N4O3/c1-4-21(28)25(32)29-23(18(2)3)27(34)31-17-11-16-22(31)26(33)30-24(19-12-7-5-8-13-19)20-14-9-6-10-15-20/h5-10,12-15,18,21-24H,4,11,16-17,28H2,1-3H3,(H,29,32)(H,30,33)/t21-,22-,23-/m0/s1
  • InChiKey: 
    ZYQRNUJYGVCLAR-VABKMULXSA-N

External links


11351754
CHEMBL181479
9526689

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. 6j

Pharmacological data

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

Targets

PPI family Best activity Diseases MMoA
XIAP / Smac 7.62 cancer Inhibition
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 464.28 g/mol
HBA 7
HBD 4
HBA + HBD 11
AlogP 2.96
TPSA 104.53
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 0 0 0
Pharmacological data
Bibliography Name Target Competition Assay type Assay name Cell line Activity type Activity
15664859 6j XIAP
P98170
Biochemical assay Fluorescence Polarization pKi (inhibition constant, -log10) 7.62
Ta Structure Name Drugbank ID
0.8296 D-phenylalanyl-N-benzyl-L-prolinamide DB07143
0.8023 1-[(2R)-2-aminobutanoyl]-N-(3-chlorobenzyl)-L-prolinamide DB06878
0.8023 D-leucyl-N-(3-chlorobenzyl)-L-prolinamide DB06911
0.8023 1-[(2R)-2-aminobutanoyl]-N-(4-carbamimidoylbenzyl)-L-prolinamide DB06947
0.8023 D-leucyl-N-(4-carbamimidoylbenzyl)-L-prolinamide DB06996
0.7935 D-phenylalanyl-N-(3-methylbenzyl)-L-prolinamide DB07133
0.7816 (S)-N-(4-carbamimidoylbenzyl)-1-(2-(cyclopentylamino)ethanoyl)pyrrolidine-2-carboxamide DB06845
0.7791 N-(3-chlorobenzyl)-1-(4-methylpentanoyl)-L-prolinamide DB06868
0.7791 1-butanoyl-N-(4-carbamimidoylbenzyl)-L-prolinamide DB06929
0.7791 N-(4-carbamimidoylbenzyl)-1-(4-methylpentanoyl)-L-prolinamide DB06936
0.7640 (S)-N-(4-carbamimidoylbenzyl)-1-(2-(cyclohexylamino)ethanoyl)pyrrolidine-2-carboxamide DB06850
0.7640 N-cyclooctylglycyl-N-(4-carbamimidoylbenzyl)-L-prolinamide DB06858
0.7604 D-phenylalanyl-N-(3-fluorobenzyl)-L-prolinamide DB07027
0.7604 1-[3,3-Dimethyl-2-(2-Methylamino-Propionylamino)-Butyryl]-Pyrrolidine-2-Carboxylic Acid(1,2,3,4-Tetrahydro-Naphthalen-1-Yl)-Amide DB02628
0.7582 3-cyclohexyl-D-alanyl-N-(3-chlorobenzyl)-L-prolinamide DB07190