iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 1897

Identifiers

  • Canonical SMILES: 
    Cc1cc(CC(=O)N2C[C@H](O)C[C@H]2C(=O)NCc2ccc(cc2)C(C)(C)C)on1
  • IUPAC name: 
    (2S,4R)-N-[(4-tert-butylphenyl)methyl]-4-hydroxy-1-[2-(3-methyl-1,2-oxazol-5-yl)acetyl]pyrrolidine-2-carboxamide
  • InChi: 
    InChI=1S/C22H29N3O4/c1-14-9-18(29-24-14)11-20(27)25-13-17(26)10-19(25)21(28)23-12-15-5-7-16(8-6-15)22(2,3)4/h5-9,17,19,26H,10-13H2,1-4H3,(H,23,28)/t17-,19+/m1/s1
  • InChiKey: 
    KNHJXPMXMZCZAE-MJGOQNOKSA-N

External links


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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. 24

Pharmacological data

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

Targets

PPI family Best activity Diseases MMoA
VHL / HIF1α 3.09 Inhibition
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 399.22 g/mol
HBA 7
HBD 2
HBA + HBD 9
AlogP 1.30
TPSA 95.67
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
10.1016/j.chembiol.2012.08.015 24 VHL
P40337 		ELOB
Q15370 		Biochemical assay Fluorescence Polarization pKd (dissociation constant, -log10) 3.09
Ta Structure Name Drugbank ID
0.5157 Rotigaptide DB13067
0.5000 Asimadoline DB05104
0.5000 AGG-523 DB15460
0.4973 N-METHYLALANYL-3-METHYLVALYL-4-PHENOXY-N-(1,2,3,4-TETRAHYDRONAPHTHALEN-1-YL)PROLINAMIDE DB04612
0.4968 D-phenylalanyl-N-{4-[amino(iminio)methyl]benzyl}-L-prolinamide DB07005
0.4939 N-({(2S,3S)-3-[(BENZYLAMINO)CARBONYL]OXIRAN-2-YL}CARBONYL)-L-ISOLEUCYL-L-PROLINE DB07231
0.4935 N-(4-carbamimidoylbenzyl)-1-(3-phenylpropanoyl)-L-prolinamide DB06942
0.4918 Arylomycin A2 DB01934
0.4904 D-phenylalanyl-N-(3-fluorobenzyl)-L-prolinamide DB07027
0.4878 (S)-N-(4-carbamimidoylbenzyl)-1-(2-(cyclopentyloxy)ethanoyl)pyrrolidine-2-carboxamide DB07088
0.4873 NRX-1074 DB11784
0.4868 D-phenylalanyl-N-benzyl-L-prolinamide DB07143
0.4839 D-phenylalanyl-N-(3-methylbenzyl)-L-prolinamide DB07133
0.4830 1-butanoyl-N-(4-carbamimidoylbenzyl)-L-prolinamide DB06929
0.4830 N-(4-carbamimidoylbenzyl)-1-(4-methylpentanoyl)-L-prolinamide DB06936