iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 865

Identifiers

  • Canonical SMILES: 
    C[C@H](N)c1cccc(c1)C(=O)N1C[C@H](C[C@H]1C(=O)N1CC[C@@H](C1)c1ccccc1)c1ccccc1
  • IUPAC name: 
    [(2S,4R)-1-[3-(1-aminoethyl)benzoyl]-4-phenylpyrrolidin-2-yl]-[(3R)-3-phenylpyrrolidin-1-yl]methanone
  • InChi: 
    InChI=1S/C30H33N3O2/c1-21(31)24-13-8-14-25(17-24)29(34)33-20-27(23-11-6-3-7-12-23)18-28(33)30(35)32-16-15-26(19-32)22-9-4-2-5-10-22/h2-14,17,21,26-28H,15-16,18-20,31H2,1H3/t21-,26-,27-,28-/m0/s1
  • InChiKey: 
    IXDMKRKRHAHJTH-FYYOVZQQSA-N

External links


168318050

External search

Bibliography (1)

Publication Name
Lundorf Mikkel Dybro, Jensen Kim Birkebæk, GLAD Sanne SCHRØDER, Gouliaev Alex Haahr, Anette Holtmann, Michael Anders Godskesen, Nuevolution A/S. . Heterocyclic derivatives as iap binding compounds None. 6

Pharmacological data

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

Targets

PPI family Best activity Diseases MMoA
XIAP / Smac 6.30 cancer Inhibition
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 467.26 g/mol
HBA 5
HBD 2
HBA + HBD 7
AlogP 3.95
TPSA 66.64
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
WO2009152824 6 XIAP
P98170
Biochemical assay alphascreen pIC50 (half maximal inhibitory concentration, -log10) 6.30
Ta Structure Name Drugbank ID
0.7736 D-phenylalanyl-N-(3-methylbenzyl)-L-prolinamide DB07133
0.7358 D-phenylalanyl-N-benzyl-L-prolinamide DB07143
0.6930 D-phenylalanyl-N-(3-chlorobenzyl)-L-prolinamide DB06919
0.6930 D-phenylalanyl-N-{4-[amino(iminio)methyl]benzyl}-L-prolinamide DB07005
0.6903 N-({(2S)-1-[(3R)-3-AMINO-4-(2-FLUOROPHENYL)BUTANOYL]PYRROLIDIN-2-YL}METHYL)BENZAMIDE DB07779
0.6846 RU82197 DB03268
0.6842 D-phenylalanyl-N-(3-fluorobenzyl)-L-prolinamide DB07027
0.6786 N-(4-carbamimidoylbenzyl)-1-(3-phenylpropanoyl)-L-prolinamide DB06942
0.6546 (3s,8ar)-3-(4-Hydroxybenzyl)Hexahydropyrrolo[1,2-a]Pyrazine-1,4-Dione DB04520
0.6538 PPI-1019 DB05832
0.6535 AGG-523 DB15460
0.6508 Palonosetron DB00377
0.6452 Tiropramide DB13091
0.6410 1-[3,3-Dimethyl-2-(2-Methylamino-Propionylamino)-Butyryl]-Pyrrolidine-2-Carboxylic Acid(1,2,3,4-Tetrahydro-Naphthalen-1-Yl)-Amide DB02628
0.6389 N-Methylphenylalanyl-N-[(trans-4-aminocyclohexyl)methyl]-L-prolinamide DB08187