iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 576

Identifiers

  • Canonical SMILES: 
    C[C@H](N)C(=O)N[C@H]1CC[C@H]2CC[C@H](N2C1=O)C(=O)NCCc1ccccc1
  • IUPAC name: 
    (3S,6S,8aR)-6-[[(2S)-2-aminopropanoyl]amino]-5-oxo-N-(2-phenylethyl)-2,3,6,7,8,8a-hexahydro-1H-indolizine-3-carboxamide
  • InChi: 
    InChI=1S/C20H28N4O3/c1-13(21)18(25)23-16-9-7-15-8-10-17(24(15)20(16)27)19(26)22-12-11-14-5-3-2-4-6-14/h2-6,13,15-17H,7-12,21H2,1H3,(H,22,26)(H,23,25)/t13-,15-,16-,17-/m0/s1
  • InChiKey: 
    YTLXVGUAOHXKBQ-HJWJTTGWSA-N

External links


11474224
9649054

External search

Bibliography (1)

Publication Name
Sun H, Nikolovska-Coleska Z, Yang CY, Xu L, Tomita Y, Krajewski K, Roller PP, Wang S. . Structure-based design, synthesis, and evaluation of conformationally constrained mimetics of the second mitochondria-derived activator of caspase that target the X-linked inhibitor of apoptosis protein/caspase-9 interaction site. Journal of medicinal chemistry. 12b

Pharmacological data

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

Targets

PPI family Best activity Diseases MMoA
XIAP / Smac 4.65 cancer Inhibition
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 372.22 g/mol
HBA 7
HBD 4
HBA + HBD 11
AlogP 0.16
TPSA 104.53
RB 6
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
15293984 12b XIAP
P98170
Biochemical assay Fluorescence Polarization pKi (inhibition constant, -log10) 4.65
Ta Structure Name Drugbank ID
0.8193 N-Methylphenylalanyl-N-[(trans-4-aminocyclohexyl)methyl]-L-prolinamide DB08187
0.7975 2-ACETYLAMINO-4-METHYL-PENTANOIC ACID (1-FORMYL-2-PHENYL-ETHYL)-AMIDE DB07749
0.7901 Antineoplaston A10 DB11702
0.7805 PPI-1019 DB05832
0.7442 beta-phenyl-D-phenylalanyl-N-propyl-L-prolinamide DB07083
0.7403 Lisdexamfetamine DB01255
0.7333 (3s,8ar)-3-(4-Hydroxybenzyl)Hexahydropyrrolo[1,2-a]Pyrazine-1,4-Dione DB04520
0.7188 Difelikefalin DB11938
0.7079 1,1,1-TRIFLUORO-3-((N-ACETYL)-L-LEUCYLAMIDO)-4-PHENYL-BUTAN-2-ONE(N-ACETYL-L-LEUCYL-L-PHENYLALANYL TRIFLUOROMETHYL KETONE) DB08119
0.7041 NRX-1074 DB11784
0.7030 TRANS-4-(GUANIDINOMETHYL)-CYCLOHEXANE-L-YL-D-3-CYCLOHEXYLALANYL-L-AZETIDINE-2-YL-D-TYROSINYL-L-HOMOARGININAMIDE DB04697
0.7030 Soblidotin DB12677
0.7021 METHYLAMINO-PHENYLALANYL-LEUCYL-HYDROXAMIC ACID DB08403
0.6961 BIO-11006 DB14886
0.6863 Skf 107457 DB04191