iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 1890

Identifiers

  • Canonical SMILES: 
    COC(=O)c1ccc(CNC(=O)[C@@H]2C[C@@H](O)CN2C(=O)CC(C)(C)C)cc1
  • IUPAC name: 
    methyl 4-({[(2S,4R)-1-(3,3-dimethylbutanoyl)-4-hydroxypyrrolidin-2-yl]formamido}methyl)benzoate
  • InChi: 
    InChI=1S/C20H28N2O5/c1-20(2,3)10-17(24)22-12-15(23)9-16(22)18(25)21-11-13-5-7-14(8-6-13)19(26)27-4/h5-8,15-16,23H,9-12H2,1-4H3,(H,21,25)/t15-,16+/m1/s1
  • InChiKey: 
    LUXKEEIMLQRZAH-CVEARBPZSA-N

External links


168317737
CHEMBL5266076

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. 18

Pharmacological data

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

Targets

PPI family Best activity Diseases MMoA
VHL / HIF1α 4.34 Inhibition
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 376.20 g/mol
HBA 7
HBD 2
HBA + HBD 9
AlogP 1.24
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 18 VHL
P40337 		ELOB
Q15370 		Biochemical assay Isothermal Titration Calorimetry pKd (dissociation constant, -log10) 4.34
10.1016/j.chembiol.2012.08.015 18 VHL
P40337 		ELOB
Q15370 		Biochemical assay Fluorescence Polarization pKd (dissociation constant, -log10) 4.27
Ta Structure Name Drugbank ID
0.7143 Danegaptide DB11821
0.7117 N-{4-[(Carboxymethyl)carbamoyl]benzoyl}-L-valyl-N-[(3S)-1,1,1-trifluoro-4-methyl-2-oxo-3-pentanyl]-L-prolinamide DB03702
0.6759 Proglumide DB13431
0.6721 N-({(2S,3S)-3-[(BENZYLAMINO)CARBONYL]OXIRAN-2-YL}CARBONYL)-L-ISOLEUCYL-L-PROLINE DB07231
0.6698 1-butanoyl-N-(4-carbamimidoylbenzyl)-L-prolinamide DB06929
0.6698 N-(4-carbamimidoylbenzyl)-1-(4-methylpentanoyl)-L-prolinamide DB06936
0.6639 (S)-N-(4-carbamimidoylbenzyl)-1-(2-(cyclopentyloxy)ethanoyl)pyrrolidine-2-carboxamide DB07088
0.6574 1-[(2R)-2-aminobutanoyl]-N-(4-carbamimidoylbenzyl)-L-prolinamide DB06947
0.6574 D-leucyl-N-(4-carbamimidoylbenzyl)-L-prolinamide DB06996
0.6532 (S)-N-(4-carbamimidoylbenzyl)-1-(2-(cyclohexyloxy)ethanoyl)pyrrolidine-2-carboxamide DB07091
0.6475 Dexloxiglumide DB04856
0.6422 (S)-N-(4-carbamimidoylbenzyl)-1-(2-(cyclopentylamino)ethanoyl)pyrrolidine-2-carboxamide DB06845
0.6396 (S)-N-(4-carbamimidoylbenzyl)-1-(3-cyclopentylpropanoyl)pyrrolidine-2-carboxamide DB07095
0.6396 (S)-N-(4-carbamimidoylbenzyl)-1-(3-cyclohexylpropanoyl)pyrrolidine-2-carboxamide DB07131
0.6387 Melagatran DB13616