iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 1889

Identifiers

  • Canonical SMILES: 
    Cc1cc(CC(=O)N2C[C@H](O)C[C@H]2C(=O)NCc2ccccc2)on1
  • IUPAC name: 
    (2S,4R)-N-benzyl-4-hydroxy-1-[2-(3-methyl-1,2-oxazol-5-yl)acetyl]pyrrolidine-2-carboxamide
  • InChi: 
    InChI=1S/C18H21N3O4/c1-12-7-15(25-20-12)9-17(23)21-11-14(22)8-16(21)18(24)19-10-13-5-3-2-4-6-13/h2-7,14,16,22H,8-11H2,1H3,(H,19,24)/t14-,16+/m1/s1
  • InChiKey: 
    FRDGWEKFMQWGHF-ZBFHGGJFSA-N

External links


57381963
L8B

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. 17

Pharmacological data

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

Targets

PPI family Best activity Diseases MMoA
VHL / HIF1α 3.53 Inhibition
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 343.15 g/mol
HBA 7
HBD 2
HBA + HBD 9
AlogP -0.24
TPSA 95.67
RB 5
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 17 VHL
P40337 		ELOB
Q15370 		Biochemical assay Isothermal Titration Calorimetry pKd (dissociation constant, -log10) 3.22
10.1016/j.chembiol.2012.08.015 17 VHL
P40337 		ELOB
Q15370 		Biochemical assay Fluorescence Polarization pKd (dissociation constant, -log10) 3.53
Ta Structure Name Drugbank ID
0.5063 Rotigaptide DB13067
0.5031 N-({(2S,3S)-3-[(BENZYLAMINO)CARBONYL]OXIRAN-2-YL}CARBONYL)-L-ISOLEUCYL-L-PROLINE DB07231
0.4898 Asimadoline DB05104
0.4891 N-METHYLALANYL-3-METHYLVALYL-4-PHENOXY-N-(1,2,3,4-TETRAHYDRONAPHTHALEN-1-YL)PROLINAMIDE DB04612
0.4876 (S)-N-(4-carbamimidoylbenzyl)-1-(2-(cyclopentyloxy)ethanoyl)pyrrolidine-2-carboxamide DB07088
0.4839 Danegaptide DB11821
0.4835 Arylomycin A2 DB01934
0.4828 1-butanoyl-N-(4-carbamimidoylbenzyl)-L-prolinamide DB06929
0.4828 N-(4-carbamimidoylbenzyl)-1-(4-methylpentanoyl)-L-prolinamide DB06936
0.4821 AGG-523 DB15460
0.4817 (S)-N-(4-carbamimidoylbenzyl)-1-(2-(cyclohexyloxy)ethanoyl)pyrrolidine-2-carboxamide DB07091
0.4808 D-phenylalanyl-N-(3-fluorobenzyl)-L-prolinamide DB07027
0.4777 D-phenylalanyl-N-{4-[amino(iminio)methyl]benzyl}-L-prolinamide DB07005
0.4777 NRX-1074 DB11784
0.4768 D-phenylalanyl-N-benzyl-L-prolinamide DB07143