iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 1891

Identifiers

  • Canonical SMILES: 
    COC(=O)c1ccc(CNC(=O)[C@@H]2C[C@@H](O)CN2C(=O)Cc2ccccc2)cc1
  • IUPAC name: 
    methyl 4-({[(2S,4R)-4-hydroxy-1-(2-phenylacetyl)pyrrolidin-2-yl]formamido}methyl)benzoate
  • InChi: 
    InChI=1S/C22H24N2O5/c1-29-22(28)17-9-7-16(8-10-17)13-23-21(27)19-12-18(25)14-24(19)20(26)11-15-5-3-2-4-6-15/h2-10,18-19,25H,11-14H2,1H3,(H,23,27)/t18-,19+/m1/s1
  • InChiKey: 
    VASXINJOAFUQTM-MOPGFXCFSA-N

External links


168317735

External search

Bibliography (1)

Publication Name
Van Molle Inge, Thomann Andreas, Buckley Dennis L., So Ernest C., Lang Steffen, Crews Craig M., Ciulli Alessio. . Dissecting Fragment-Based Lead Discovery at the von Hippel-Lindau Protein:Hypoxia Inducible Factor 1α Protein-Protein Interface Chemistry & Biology. 19

Pharmacological data

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

Targets

PPI family Best activity Diseases MMoA
VHL / HIF1α 3.78 Inhibition
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 396.17 g/mol
HBA 7
HBD 2
HBA + HBD 9
AlogP 1.34
TPSA 95.94
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 0 0 0
Pharmacological data
Bibliography Name Target Competition Assay type Assay name Cell line Activity type Activity
10.1016/j.chembiol.2012.08.015 19 VHL
P40337 		ELOB
Q15370 		Biochemical assay Isothermal Titration Calorimetry pKd (dissociation constant, -log10) 3.55
10.1016/j.chembiol.2012.08.015 19 VHL
P40337 		ELOB
Q15370 		Biochemical assay Fluorescence Polarization pKd (dissociation constant, -log10) 3.78
Ta Structure Name Drugbank ID
0.6496 Asimadoline DB05104
0.6452 Danegaptide DB11821
0.6423 N-{4-[(Carboxymethyl)carbamoyl]benzoyl}-L-valyl-N-[(3S)-1,1,1-trifluoro-4-methyl-2-oxo-3-pentanyl]-L-prolinamide DB03702
0.6397 AGG-523 DB15460
0.6308 Rotigaptide DB13067
0.6224 RU82197 DB03268
0.6160 4-chloro-N-(3-methoxypropyl)-N-[(3S)-1-(2-phenylethyl)piperidin-3-yl]benzamide DB08344
0.6119 N-({(2S,3S)-3-[(BENZYLAMINO)CARBONYL]OXIRAN-2-YL}CARBONYL)-L-ISOLEUCYL-L-PROLINE DB07231
0.6094 D-phenylalanyl-N-{4-[amino(iminio)methyl]benzyl}-L-prolinamide DB07005
0.6087 N-BENZYLOXYCARBONYL-ALA-PRO-3-AMINO-4-PHENYL-BUTAN-2-OL DB06886
0.6083 Proglumide DB13431
0.6045 (S)-N-(4-carbamimidoylbenzyl)-1-(2-(cyclopentyloxy)ethanoyl)pyrrolidine-2-carboxamide DB07088
0.6017 1-butanoyl-N-(4-carbamimidoylbenzyl)-L-prolinamide DB06929
0.6017 N-(4-carbamimidoylbenzyl)-1-(4-methylpentanoyl)-L-prolinamide DB06936
0.6016 D-phenylalanyl-N-benzyl-L-prolinamide DB07143