iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 802

Identifiers

  • Canonical SMILES: 
    OC[C@H]1[C@@H]2Cn3c(cccc3=O)[C@@H]2N(Cc2ccc(Cl)c(Cl)c2)[C@@H]1C(=O)N1CCC(CC1)c1ccc(F)cc1
  • IUPAC name: 
    (2S,3S,3aR,9bR)-1-[(3,4-dichlorophenyl)methyl]-2-[4-(4-fluorophenyl)piperidine-1-carbonyl]-3-(hydroxymethyl)-3,3a,4,9b-tetrahydro-2H-pyrrolo[2,3-a]indolizin-6-one
  • InChi: 
    InChI=1S/C30H30Cl2FN3O3/c31-24-9-4-18(14-25(24)32)15-36-28-22(16-35-26(28)2-1-3-27(35)38)23(17-37)29(36)30(39)34-12-10-20(11-13-34)19-5-7-21(33)8-6-19/h1-9,14,20,22-23,28-29,37H,10-13,15-17H2/t22-,23-,28+,29-/m0/s1
  • InChiKey: 
    VKAOPIQOKYJYFL-QXRIIVFPSA-N

External links


44574955
CHEMBL510828
24714285

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. 14f

Pharmacological data

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

Targets

PPI family Best activity Diseases MMoA
BCL2-Like / BAX 5.66 cancer Inhibition
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 569.16 g/mol
HBA 6
HBD 1
HBA + HBD 7
AlogP 3.71
TPSA 64.09
RB 5
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 14f BCL2
P10415
Biochemical assay Fluorescence Polarization pKi (inhibition constant, -log10) 5.66
Ta Structure Name Drugbank ID
0.5735 CP-320626 DB03383
0.5327 Saquinavir DB01232
0.5232 Telinavir DB12178
0.5157 Ispinesib DB06188
0.5150 N-{(3R,4S)-4-[(6-amino-4-methylpyridin-2-yl)methyl]pyrrolidin-3-yl}-N'-(3-chlorobenzyl)ethane-1,2-diamine DB08019
0.5050 N-{(3S,4S)-4-[(6-AMINO-4-METHYLPYRIDIN-2-YL)METHYL]PYRROLIDIN-3-YL}-N'-(4-CHLOROBENZYL)ETHANE-1,2-DIAMINE DB08018
0.5048 Cp403700, (S)-1-{2-[(5-Chloro-1h-Indole-2-Carbonyl)-Amino]-3-Phenyl-Propionyl}-Azetidine-3-Carboxylate DB03744
0.4924 Pibrentasvir DB13878
0.4798 Cytisine DB09028
0.4664 Virginiamycin S1 DB04805
0.4664 Vinburnine DB13793
0.4661 Indinavir DB00224
0.4641 Telcagepant DB12228
0.4599 Eribaxaban DB06920
0.4537 N,N-[2,5-O-dibenzyl-glucaryl]-DI-[valinyl-aminomethanyl-pyridine] DB03803