iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 1888

Identifiers

  • Canonical SMILES: 
    COC(=O)c1ccc(CNC(=O)[C@@H]2C[C@@H](O)CN2C(C)=O)cc1
  • IUPAC name: 
    methyl 4-({[(2S,4R)-1-acetyl-4-hydroxypyrrolidin-2-yl]formamido}methyl)benzoate
  • InChi: 
    InChI=1S/C16H20N2O5/c1-10(19)18-9-13(20)7-14(18)15(21)17-8-11-3-5-12(6-4-11)16(22)23-2/h3-6,13-14,20H,7-9H2,1-2H3,(H,17,21)/t13-,14+/m1/s1
  • InChiKey: 
    MUSUFVXQGAUCQU-KGLIPLIRSA-N

External links


168317739
ZTD

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. 16

Pharmacological data

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

Targets

PPI family Best activity Diseases MMoA
VHL / HIF1α 3.82 Inhibition
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 320.14 g/mol
HBA 7
HBD 2
HBA + HBD 9
AlogP -0.49
TPSA 95.94
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 16 VHL
P40337 		ELOB
Q15370 		Biochemical assay Isothermal Titration Calorimetry pKd (dissociation constant, -log10) 3.57
10.1016/j.chembiol.2012.08.015 16 VHL
P40337 		ELOB
Q15370 		Biochemical assay Fluorescence Polarization pKd (dissociation constant, -log10) 3.82
Ta Structure Name Drugbank ID
0.7117 Danegaptide DB11821
0.7091 N-{4-[(Carboxymethyl)carbamoyl]benzoyl}-L-valyl-N-[(3S)-1,1,1-trifluoro-4-methyl-2-oxo-3-pentanyl]-L-prolinamide DB03702
0.6729 Proglumide DB13431
0.6667 1-butanoyl-N-(4-carbamimidoylbenzyl)-L-prolinamide DB06929
0.6667 N-(4-carbamimidoylbenzyl)-1-(4-methylpentanoyl)-L-prolinamide DB06936
0.6612 (S)-N-(4-carbamimidoylbenzyl)-1-(2-(cyclopentyloxy)ethanoyl)pyrrolidine-2-carboxamide DB07088
0.6557 N-({(2S,3S)-3-[(BENZYLAMINO)CARBONYL]OXIRAN-2-YL}CARBONYL)-L-ISOLEUCYL-L-PROLINE DB07231
0.6542 (S)-N-(4-carbamimidoylbenzyl)-1-(2-(cyclopentylamino)ethanoyl)pyrrolidine-2-carboxamide DB06845
0.6542 1-[(2R)-2-aminobutanoyl]-N-(4-carbamimidoylbenzyl)-L-prolinamide DB06947
0.6542 D-leucyl-N-(4-carbamimidoylbenzyl)-L-prolinamide DB06996
0.6504 (S)-N-(4-carbamimidoylbenzyl)-1-(2-(cyclohexyloxy)ethanoyl)pyrrolidine-2-carboxamide DB07091
0.6446 Dexloxiglumide DB04856
0.6422 (S)-N-(4-carbamimidoylbenzyl)-1-(2-(cyclohexylamino)ethanoyl)pyrrolidine-2-carboxamide DB06850
0.6422 N-cyclooctylglycyl-N-(4-carbamimidoylbenzyl)-L-prolinamide DB06858
0.6364 N-cycloheptylglycyl-N-(4-carbamimidoylbenzyl)-L-prolinamide DB06853