iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 1432

Identifiers

  • Canonical SMILES: 
    CC(C)[C@H](NC(=O)[C@H](C)N)C(=O)N1CCC[C@H]1C(=O)NCc1ccco1
  • IUPAC name: 
    (2S)-1-[(2S)-2-[[(2S)-2-aminopropanoyl]amino]-3-methylbutanoyl]-N-(furan-2-ylmethyl)pyrrolidine-2-carboxamide
  • InChi: 
    InChI=1S/C18H28N4O4/c1-11(2)15(21-16(23)12(3)19)18(25)22-8-4-7-14(22)17(24)20-10-13-6-5-9-26-13/h5-6,9,11-12,14-15H,4,7-8,10,19H2,1-3H3,(H,20,24)(H,21,23)/t12-,14-,15-/m0/s1
  • InChiKey: 
    ZGNDYHOBUNOWJQ-QEJZJMRPSA-N

External links


11475093
CHEMBL182034
9649923

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. 6e

Pharmacological data

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

Targets

PPI family Best activity Diseases MMoA
XIAP / Smac 6.66 cancer Inhibition
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 364.21 g/mol
HBA 8
HBD 4
HBA + HBD 12
AlogP -0.29
TPSA 117.67
RB 7
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 6e XIAP
P98170
Biochemical assay Fluorescence Polarization pKi (inhibition constant, -log10) 6.66
Ta Structure Name Drugbank ID
0.6337 1-[(2R)-2-aminobutanoyl]-N-(4-carbamimidoylbenzyl)-L-prolinamide DB06947
0.6337 D-leucyl-N-(4-carbamimidoylbenzyl)-L-prolinamide DB06996
0.6176 (S)-N-(4-carbamimidoylbenzyl)-1-(2-(cyclopentylamino)ethanoyl)pyrrolidine-2-carboxamide DB06845
0.6176 1-[(2R)-2-aminobutanoyl]-N-(3-chlorobenzyl)-L-prolinamide DB06878
0.6176 D-leucyl-N-(3-chlorobenzyl)-L-prolinamide DB06911
0.6139 1-butanoyl-N-(4-carbamimidoylbenzyl)-L-prolinamide DB06929
0.6139 N-(4-carbamimidoylbenzyl)-1-(4-methylpentanoyl)-L-prolinamide DB06936
0.6058 (S)-N-(4-carbamimidoylbenzyl)-1-(2-(cyclohexylamino)ethanoyl)pyrrolidine-2-carboxamide DB06850
0.6058 N-cyclooctylglycyl-N-(4-carbamimidoylbenzyl)-L-prolinamide DB06858
0.6038 3-cyclohexyl-D-alanyl-N-(3-chlorobenzyl)-L-prolinamide DB07190
0.6018 Furoyl-Leucine DB02215
0.6000 N-cycloheptylglycyl-N-(4-carbamimidoylbenzyl)-L-prolinamide DB06853
0.6000 (S)-N-(4-carbamimidoylbenzyl)-1-(3-cyclopentylpropanoyl)pyrrolidine-2-carboxamide DB07095
0.6000 (S)-N-(4-carbamimidoylbenzyl)-1-(3-cyclohexylpropanoyl)pyrrolidine-2-carboxamide DB07131
0.5980 N-(3-chlorobenzyl)-1-(4-methylpentanoyl)-L-prolinamide DB06868