Compound 1550
Identifiers
- Canonical SMILES:
CC[C@H](NC)C(=O)N[C@H]1[C@@H](CCO)CC[C@H]2CC[C@H](N2C1=O)C(=O)NC(c1ccccc1)c1ccccc1
- IUPAC name:
(3S,6S,7R,9aS)-N-benzhydryl-7-(2-hydroxyethyl)-6-[[(2S)-2-(methylamino)butanoyl]amino]-5-oxo-1,2,3,6,7,8,9,9a-octahydropyrrolo[1,2-a]azepine-3-carboxamide
- InChi:
InChI=1S/C30H40N4O4/c1-3-24(31-2)28(36)33-27-22(18-19-35)14-15-23-16-17-25(34(23)30(27)38)29(37)32-26(20-10-6-4-7-11-20)21-12-8-5-9-13-21/h4-13,22-27,31,35H,3,14-19H2,1-2H3,(H,32,37)(H,33,36)/t22-,23+,24+,25+,27+/m1/s1
- InChiKey:
BQFRGLYFTFQIFN-HOIWYFOJSA-N
External links
![]() 44237068 |
![]() CHEMBL575805 |
![]() 24637191 |
External search
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Bibliography (1)
Pharmacological data
Biochemical tests | Cellular tests | PK tests | Cytotoxicity tests |
---|---|---|---|
1 | 1 | 0 | 0 |
Targets
PPI family | Best activity | Diseases | MMoA |
---|---|---|---|
XIAP / Smac | 6.89 | cancer | Inhibition |
Physicochemical filters
Descriptor | Lipinski's RO5 | Veber | Pfizer's 3/75 | |
---|---|---|---|---|
Compliance | ||||
MW | 520.30 g/mol | |||
HBA | 8 | |||
HBD | 4 | |||
HBA + HBD | 12 | |||
AlogP | 2.43 | |||
TPSA | 110.77 | |||
RB | 10 |
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 | 1 | 0 | 0 |
Pharmacological data
Bibliography | Name | Target | Competition | Assay type | Assay name | Cell line | Activity type | Activity |
---|---|---|---|---|---|---|---|---|
19620011 | 34b | XIAP P98170 |
|
Biochemical assay | Fluorescence Polarization | pIC50 (half maximal inhibitory concentration, -log10) | 6.89 | |
19620011 | 34b | XIAP P98170 |
|
Cellular assay | Proliferation assay | MDA-MB-231 | pIC50 (half maximal inhibitory concentration, -log10) | 6.76 |
Ta | Structure | Name | Drugbank ID |
---|---|---|---|
0.7200 | N-cyclooctylglycyl-N-(4-carbamimidoylbenzyl)-L-prolinamide | DB06858 | |
0.7157 | 3-cyclohexyl-D-alanyl-N-(3-chlorobenzyl)-L-prolinamide | DB07190 | |
0.7129 | N-cycloheptylglycyl-N-(4-carbamimidoylbenzyl)-L-prolinamide | DB06853 | |
0.7129 | (S)-N-(4-carbamimidoylbenzyl)-1-(3-cyclopentylpropanoyl)pyrrolidine-2-carboxamide | DB07095 | |
0.7129 | (S)-N-(4-carbamimidoylbenzyl)-1-(3-cyclohexylpropanoyl)pyrrolidine-2-carboxamide | DB07131 | |
0.7087 | D-phenylalanyl-N-benzyl-L-prolinamide | DB07143 | |
0.7030 | (S)-N-(4-carbamimidoylbenzyl)-1-(2-(cyclohexylamino)ethanoyl)pyrrolidine-2-carboxamide | DB06850 | |
0.7030 | Proglumide | DB13431 | |
0.7000 | 1-[(2R)-2-aminobutanoyl]-N-(4-carbamimidoylbenzyl)-L-prolinamide | DB06947 | |
0.7000 | D-leucyl-N-(4-carbamimidoylbenzyl)-L-prolinamide | DB06996 | |
0.6981 | D-phenylalanyl-N-(3-methylbenzyl)-L-prolinamide | DB07133 | |
0.6832 | (S)-N-(4-carbamimidoylbenzyl)-1-(2-(cyclopentylamino)ethanoyl)pyrrolidine-2-carboxamide | DB06845 | |
0.6832 | 1-[(2R)-2-aminobutanoyl]-N-(3-chlorobenzyl)-L-prolinamide | DB06878 | |
0.6832 | D-leucyl-N-(3-chlorobenzyl)-L-prolinamide | DB06911 | |
0.6800 | 1-butanoyl-N-(4-carbamimidoylbenzyl)-L-prolinamide | DB06929 |