iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 2078

Identifiers

  • Canonical SMILES: 
    CN[C@@H](C)C(=O)N[C@@H](C1CCCCC1)C(=O)N1C[C@H]2C[C@@H]3C[C@@H]3N2C[C@H]1C(=O)N[C@@H]1CCOc2ccccc12
  • IUPAC name: 
    (2S,4S,6R,9S)-8-[(2S)-2-cyclohexyl-2-[(2S)-2-(methylamino)propanamido]acetyl]-N-[(4R)-3,4-dihydro-2H-1-benzopyran-4-yl]-1,8-diazatricyclo[4.4.0.0^{2,4}]decane-9-carboxamide
  • InChi: 
    InChI=1S/C30H43N5O4/c1-18(31-2)28(36)33-27(19-8-4-3-5-9-19)30(38)35-16-21-14-20-15-24(20)34(21)17-25(35)29(37)32-23-12-13-39-26-11-7-6-10-22(23)26/h6-7,10-11,18-21,23-25,27,31H,3-5,8-9,12-17H2,1-2H3,(H,32,37)(H,33,36)/t18-,20+,21+,23+,24-,25-,27-/m0/s1
  • InChiKey: 
    OGTGKCOHYGILPQ-BBAYRLSSSA-N

External links


58137842
CHEMBL3039743
1Y0

External search

Bibliography (1)

Publication Name
Asano Moriteru, Hashimoto Kentaro, Saito Bunnai, Shiokawa Zenyu, Sumi Hiroyuki, Yabuki Masato, Yoshimatsu Mie, Aoyama Kazunobu, Hamada Teruki, Morishita Nao, Dougan Douglas R., Mol Clifford D., Yoshida Sei, Ishikawa Tomoyasu. . Design, stereoselective synthesis, and biological evaluation of novel tri-cyclic compounds as inhibitor of apoptosis proteins (IAP) antagonists Bioorganic & Medicinal Chemistry. 1

Pharmacological data

Biochemical tests Cellular tests PK tests Cytotoxicity tests
2 1 0 0

Targets

PPI family Best activity Diseases MMoA
XIAP / Smac 7.55 cancer Inhibition
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 537.33 g/mol
HBA 9
HBD 3
HBA + HBD 12
AlogP 1.60
TPSA 108.79
RB 7
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 2 1 0 0
Pharmacological data
Bibliography Name Target Competition Assay type Assay name Cell line Activity type Activity
10.1016/j.bmc.2013.07.020 1 XIAP
P98170 		DBLOH
Q9NR28 		Biochemical assay HTRF-XIAP pIC50 (half maximal inhibitory concentration, -log10) 6.19
10.1016/j.bmc.2013.07.020 1 XIAP
P98170 		DBLOH
Q9NR28 		Cellular assay cell MDA-MB-231 breast pIC50 (half maximal inhibitory concentration, -log10) 7.08
10.1016/j.bmc.2013.07.020 1 XIAP
P98170 		DBLOH
Q9NR28 		Biochemical assay HTRF-cIAP1 pIC50 (half maximal inhibitory concentration, -log10) 7.55
Ta Structure Name Drugbank ID
0.6312 N-METHYLALANYL-3-METHYLVALYL-4-PHENOXY-N-(1,2,3,4-TETRAHYDRONAPHTHALEN-1-YL)PROLINAMIDE DB04612
0.6250 1-[2-AMINO-2-CYCLOHEXYL-ACETYL]-PYRROLIDINE-3-CARBOXYLIC ACID 5-CHLORO-2-(2-ETHYLCARBAMOYL-ETHOXY)-BENZYLAMIDE DB06869
0.5862 Aminocandin DB05128
0.5769 Aplaviroc DB06497
0.5691 Tavilermide DB12441
0.5556 D-phenylalanyl-N-benzyl-L-prolinamide DB07143
0.5507 D-phenylalanyl-N-(3-methylbenzyl)-L-prolinamide DB07133
0.5442 (9S,12S)-9-(1-methylethyl)-7,10-dioxo-2-oxa-8,11-diazabicyclo[12.2.2]octadeca-1(16),14,17-triene-12-carboxylic acid DB07679
0.5411 Flecainide DB01195
0.5389 Arylomycin A2 DB01934
0.5368 3-cyclohexyl-D-alanyl-N-(3-chlorobenzyl)-L-prolinamide DB07190
0.5352 D-phenylalanyl-N-(3-fluorobenzyl)-L-prolinamide DB07027
0.5352 1-[3,3-Dimethyl-2-(2-Methylamino-Propionylamino)-Butyryl]-Pyrrolidine-2-Carboxylic Acid(1,2,3,4-Tetrahydro-Naphthalen-1-Yl)-Amide DB02628
0.5333 (S)-N-(4-carbamimidoylbenzyl)-1-(3-cyclohexylpropanoyl)pyrrolidine-2-carboxamide DB07131
0.5318 Sorbinil DB02712