Compound 472
Identifiers
- Canonical SMILES:
CC[C@H](N)C(=O)N[C@H]1[C@@H](CN)CC[C@H]2CC[C@H](N2C1=O)C(=O)NC(c1ccccc1)c1ccccc1
- IUPAC name:
(3S,6S,7R,9aS)-6-[[(2S)-2-aminobutanoyl]amino]-7-(aminomethyl)-N-benzhydryl-5-oxo-1,2,3,6,7,8,9,9a-octahydropyrrolo[1,2-a]azepine-3-carboxamide
- InChi:
InChI=1S/C28H37N5O3/c1-2-22(30)26(34)32-25-20(17-29)13-14-21-15-16-23(33(21)28(25)36)27(35)31-24(18-9-5-3-6-10-18)19-11-7-4-8-12-19/h3-12,20-25H,2,13-17,29-30H2,1H3,(H,31,35)(H,32,34)/t20-,21+,22+,23+,25+/m1/s1
- InChiKey:
XXJHZERDDCOFPK-FCRIMTMASA-N
External links
![]() 25011738 |
![]() CHEMBL575807 |
![]() 24637364 |
X23 |
External search
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Bibliography (2)
Pharmacological data
Biochemical tests | Cellular tests | PK tests | Cytotoxicity tests |
---|---|---|---|
2 | 1 | 0 | 0 |
Targets
PPI family | Best activity | Diseases | MMoA |
---|---|---|---|
XIAP / Smac | 6.01 | cancer | Inhibition |
Physicochemical filters
Descriptor | Lipinski's RO5 | Veber | Pfizer's 3/75 | |
---|---|---|---|---|
Compliance | ||||
MW | 491.29 g/mol | |||
HBA | 8 | |||
HBD | 6 | |||
HBA + HBD | 14 | |||
AlogP | 1.49 | |||
TPSA | 130.55 | |||
RB | 8 |
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 |
---|---|---|---|---|
2 | 2 | 1 | 0 | 0 |
Pharmacological data
Bibliography | Name | Target | Competition | Assay type | Assay name | Cell line | Activity type | Activity |
---|---|---|---|---|---|---|---|---|
19620011 | 4a | XIAP P98170 |
|
Biochemical assay | Fluorescence Polarization | pIC50 (half maximal inhibitory concentration, -log10) | 6.01 | |
WO2009060292 | 26a | XIAP P98170 |
|
Biochemical assay | Fluorescence Polarization | pIC50 (half maximal inhibitory concentration, -log10) | 6.01 | |
19620011 | 4a | XIAP P98170 |
|
Cellular assay | Proliferation assay | MDA-MB-231 | pIC50 (half maximal inhibitory concentration, -log10) | 5.22 |
Ta | Structure | Name | Drugbank ID |
---|---|---|---|
0.7374 | 3-cyclohexyl-D-alanyl-N-(3-chlorobenzyl)-L-prolinamide | DB07190 | |
0.7300 | D-phenylalanyl-N-benzyl-L-prolinamide | DB07143 | |
0.7245 | N-cyclooctylglycyl-N-(4-carbamimidoylbenzyl)-L-prolinamide | DB06858 | |
0.7172 | N-cycloheptylglycyl-N-(4-carbamimidoylbenzyl)-L-prolinamide | DB06853 | |
0.7172 | (S)-N-(4-carbamimidoylbenzyl)-1-(3-cyclopentylpropanoyl)pyrrolidine-2-carboxamide | DB07095 | |
0.7172 | (S)-N-(4-carbamimidoylbenzyl)-1-(3-cyclohexylpropanoyl)pyrrolidine-2-carboxamide | DB07131 | |
0.7071 | (S)-N-(4-carbamimidoylbenzyl)-1-(2-(cyclohexylamino)ethanoyl)pyrrolidine-2-carboxamide | DB06850 | |
0.7041 | 1-[(2R)-2-aminobutanoyl]-N-(3-chlorobenzyl)-L-prolinamide | DB06878 | |
0.7041 | D-leucyl-N-(3-chlorobenzyl)-L-prolinamide | DB06911 | |
0.7041 | 1-[(2R)-2-aminobutanoyl]-N-(4-carbamimidoylbenzyl)-L-prolinamide | DB06947 | |
0.7041 | D-leucyl-N-(4-carbamimidoylbenzyl)-L-prolinamide | DB06996 | |
0.7019 | D-phenylalanyl-N-(3-methylbenzyl)-L-prolinamide | DB07133 | |
0.6916 | 1-[3,3-Dimethyl-2-(2-Methylamino-Propionylamino)-Butyryl]-Pyrrolidine-2-Carboxylic Acid(1,2,3,4-Tetrahydro-Naphthalen-1-Yl)-Amide | DB02628 | |
0.6869 | (S)-N-(4-carbamimidoylbenzyl)-1-(2-(cyclopentylamino)ethanoyl)pyrrolidine-2-carboxamide | DB06845 | |
0.6837 | N-(3-chlorobenzyl)-1-(4-methylpentanoyl)-L-prolinamide | DB06868 |