Compound 586
Identifiers
- Canonical SMILES:
CN[C@H](Cc1ccccc1)C(=O)N[C@H]1[C@@H](CCN)CC[C@H]2CC[C@H](N2C1=O)C(=O)NC(c1ccccc1)c1ccccc1
- IUPAC name:
(3S,6S,7R,9aS)-7-(2-aminoethyl)-N-benzhydryl-6-[[(2R)-2-(methylamino)-3-phenylpropanoyl]amino]-5-oxo-1,2,3,6,7,8,9,9a-octahydropyrrolo[1,2-a]azepine-3-carboxamide
- InChi:
InChI=1S/C35H43N5O3/c1-37-29(23-24-11-5-2-6-12-24)33(41)39-32-27(21-22-36)17-18-28-19-20-30(40(28)35(32)43)34(42)38-31(25-13-7-3-8-14-25)26-15-9-4-10-16-26/h2-16,27-32,37H,17-23,36H2,1H3,(H,38,42)(H,39,41)/t27-,28+,29-,30+,32+/m1/s1
- InChiKey:
SYKRKULUKGSDMB-WVWDVZQYSA-N
External links
59542045 |
CHEMBL4597431 |
External search
Bibliography (1)
Pharmacological data
Biochemical tests | Cellular tests | PK tests | Cytotoxicity tests |
---|---|---|---|
1 | 0 | 0 | 0 |
Targets
PPI family | Best activity | Diseases | MMoA |
---|---|---|---|
XIAP / Smac | 6.45 | cancer | Inhibition |
Physicochemical filters
Descriptor | Lipinski's RO5 | Veber | Pfizer's 3/75 | |
---|---|---|---|---|
Compliance | ||||
MW | 581.34 g/mol | |||
HBA | 8 | |||
HBD | 5 | |||
HBA + HBD | 13 | |||
AlogP | 3.45 | |||
TPSA | 116.56 | |||
RB | 11 |
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 |
---|---|---|---|---|---|---|---|---|
WO2009060292 | 38c | XIAP P98170 |
|
Biochemical assay | Fluorescence Polarization | pIC50 (half maximal inhibitory concentration, -log10) | 6.45 |
Ta | Structure | Name | Drugbank ID |
---|---|---|---|
0.8750 | D-phenylalanyl-N-benzyl-L-prolinamide | DB07143 | |
0.8400 | D-phenylalanyl-N-(3-methylbenzyl)-L-prolinamide | DB07133 | |
0.8077 | D-phenylalanyl-N-(3-fluorobenzyl)-L-prolinamide | DB07027 | |
0.8000 | D-phenylalanyl-N-(3-chlorobenzyl)-L-prolinamide | DB06919 | |
0.8000 | D-phenylalanyl-N-{4-[amino(iminio)methyl]benzyl}-L-prolinamide | DB07005 | |
0.7917 | beta-phenyl-D-phenylalanyl-N-propyl-L-prolinamide | DB07083 | |
0.7835 | N-Methylphenylalanyl-N-[(trans-4-aminocyclohexyl)methyl]-L-prolinamide | DB08187 | |
0.7524 | N-(4-carbamimidoylbenzyl)-1-(3-phenylpropanoyl)-L-prolinamide | DB06942 | |
0.7143 | PPI-1019 | DB05832 | |
0.7016 | CR665 | DB05155 | |
0.6937 | 1-[3,3-Dimethyl-2-(2-Methylamino-Propionylamino)-Butyryl]-Pyrrolidine-2-Carboxylic Acid(1,2,3,4-Tetrahydro-Naphthalen-1-Yl)-Amide | DB02628 | |
0.6887 | 3-cyclohexyl-D-alanyl-N-(3-chlorobenzyl)-L-prolinamide | DB07190 | |
0.6804 | Z-160 | DB12743 | |
0.6797 | RU82197 | DB03268 | |
0.6792 | (3s,8ar)-3-(4-Hydroxybenzyl)Hexahydropyrrolo[1,2-a]Pyrazine-1,4-Dione | DB04520 |