iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 293

Identifiers

  • Canonical SMILES: 
    OC[C@@H]1[C@H]2Cn3c(cccc3=O)[C@H]2N(CC2CCCCC2)[C@H]1C(=O)N[C@@H]1CCN(Cc2ccccc2)C1
  • IUPAC name: 
    (2R,3R,3aS,9bS)-N-[(3S)-1-benzylpyrrolidin-3-yl]-1-(cyclohexylmethyl)-3-(hydroxymethyl)-6-oxo-3,3a,4,9b-tetrahydro-2H-pyrrolo[2,3-a]indolizine-2-carboxamide
  • InChi: 
    InChI=1S/C30H40N4O3/c35-20-25-24-19-33-26(12-7-13-27(33)36)28(24)34(17-22-10-5-2-6-11-22)29(25)30(37)31-23-14-15-32(18-23)16-21-8-3-1-4-9-21/h1,3-4,7-9,12-13,22-25,28-29,35H,2,5-6,10-11,14-20H2,(H,31,37)/t23-,24-,25-,28+,29-/m1/s1
  • InChiKey: 
    HIGRFICTTRTBSR-JYXIKEANSA-N

External links


44574953
CHEMBL467309
24692938

External search

Bibliography (1)

Publication Name
Marcaurelle LA, Johannes C, Yohannes D, Tillotson BP, Mann D. . Diversity-oriented synthesis of a cytisine-inspired pyridone library leading to the discovery of novel inhibitors of Bcl-2. Bioorganic & medicinal chemistry letters. 14c

Pharmacological data

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

Targets

PPI family Best activity Diseases MMoA
BCL2-Like / BAX 5.11 cancer Inhibition
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 504.31 g/mol
HBA 7
HBD 2
HBA + HBD 9
AlogP 1.94
TPSA 76.12
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
19329314 14c BCL2
P10415
Biochemical assay Fluorescence Polarization pKi (inhibition constant, -log10) 5.11
Ta Structure Name Drugbank ID
0.6020 Saquinavir DB01232
0.5750 Telinavir DB12178
0.5211 Ispinesib DB06188
0.5198 CP-320626 DB03383
0.5081 Cytisine DB09028
0.5025 Cp403700, (S)-1-{2-[(5-Chloro-1h-Indole-2-Carbonyl)-Amino]-3-Phenyl-Propionyl}-Azetidine-3-Carboxylate DB03744
0.4974 N-{(3R,4S)-4-[(6-amino-4-methylpyridin-2-yl)methyl]pyrrolidin-3-yl}-N'-(3-chlorobenzyl)ethane-1,2-diamine DB08019
0.4948 N-{(3S,4S)-4-[(6-AMINO-4-METHYLPYRIDIN-2-YL)METHYL]PYRROLIDIN-3-YL}-N'-(4-CHLOROBENZYL)ETHANE-1,2-DIAMINE DB08018
0.4906 N,N-[2,5-O-dibenzyl-glucaryl]-DI-[valinyl-aminomethanyl-pyridine] DB03803
0.4904 Indinavir DB00224
0.4823 Vinburnine DB13793
0.4817 CR665 DB05155
0.4813 Virginiamycin S1 DB04805
0.4742 Yohimbine DB01392
0.4734 Telcagepant DB12228