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Compound Detail

CHEMBL237370

CINNAMIC ACID HYDROXAMATE
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O=C(/C=C/c1ccc(Cl)cc1Cl)NO
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL237370
Name CINNAMIC ACID HYDROXAMATE
Phase Preclinical
Structure Type MOL
InChI Key LHTLDFWBUPYUDR-DUXPYHPUSA-N
3
Targets
23
Activities
3
Assay Types
2
PK Parameters
20
Publications
0
Known Names

Molecular Properties

232.1
MW (Da)
2.51
ALogP
2
HBA
2
HBD
49.3
PSA (Ų)
0.47
QED
0
Ro5 Violations
2
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C9H7Cl2NO2
MW 232.07
Aromatic Rings 1
Heavy Atoms 14
NP-Likeness -0.87

Activity Summary

IC50 12 meas. best 6.52
Ki 10 meas. best 6.52
EC50 1 meas. best 7.11

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Hepatitis C virus
CHEMBL379
 EC50 7.11 7.11 78.0 1
Botulinum neurotoxin type A
CHEMBL5192
 IC50 6.52 6.249 300.0 10
Botulinum neurotoxin type A
CHEMBL5192
 Ki 6.52 6.375 300.0 10
Unchecked
CHEMBL612545
 IC50 6.05 6.05 900.0 1

Pharmacokinetic Data

Parameter Value Units Species
T1/2 6.0 hr Rattus norvegicus
T1/2 6.0 hr Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Hepatitis C virus EC50 = 78.0 nM 7.11 Antiviral activity against HCV genotype 1b infected in human Huh7 cells after 3 ... 25490700
Botulinum neurotoxin type A IC50 = 300.0 nM 6.52 Inhibition of Clostridium botulinum BoNT/A light chain using SNAPtide as substra... 34413962
Botulinum neurotoxin type A Ki = 300.0 nM 6.52 Binding affinity to Clostridium botulinum BoNT/A light chain assessed as inhibit... 34624823
Botulinum neurotoxin type A Ki = 300.0 nM 6.52 Inhibition of Clostridium botulinum BoNT/A light chain assessed as inhibition co... 35450355
Botulinum neurotoxin type A Ki = 300.0 nM 6.52 Inhibition of Clostridium botulinum BoNT/A light chain 34223161
Botulinum neurotoxin type A Ki = 300.0 nM 6.52 Inhibition of Clostridium botulinum BoNT/A using SNAP-25 (141-206) as substrate ... 32886509
Botulinum neurotoxin type A Ki = 300.0 nM 6.52 Inhibition of Clostridium botulinum recombinant Bont/A light chain 19329331
Botulinum neurotoxin type A Ki = 300.0 nM 6.52 Inhibition of Clostridium botulinum toxin BoNT/A light chain 20155918
Botulinum neurotoxin type A Ki = 300.0 nM 6.52 Competitive inhibition of Clostridium botulinum truncated BoNT/A light chain (1-... 23565325
Botulinum neurotoxin type A Ki = 300.0 nM 6.52 Competitive inhibition of Clostridium botulinum BoNT/A Hall A hyper protease lig... 23340139
Botulinum neurotoxin type A IC50 = 400.0 nM 6.4 Inhibition of Clostridium botulinum BoNT/A light chain using SNAPtide as substra... 34624823
Botulinum neurotoxin type A IC50 = 410.0 nM 6.39 Inhibition of Clostridium botulinum toxin BoNT/A light chain 20155918
Botulinum neurotoxin type A IC50 = 410.0 nM 6.39 Inhibition of Clostridium botulinum BoNT/A 24074025
Botulinum neurotoxin type A IC50 = 410.0 nM 6.39 Inhibition of protease activity of Clostridium botulinum BoNT/A using SNAP-25 as... 27543389
Botulinum neurotoxin type A IC50 = 410.0 nM 6.39 Inhibition of Clostridium botulinum BoNT/A 32886509
Botulinum neurotoxin type A Ki = 460.0 nM 6.34 Inhibition of Clostridium botulinum recombinant BoNT/A light chain using N-termi... 24742203
Botulinum neurotoxin type A IC50 = 670.0 nM 6.17 Inhibition of Clostridium botulinum recombinant BoNT/A light chain using N-termi... 24742203
Botulinum neurotoxin type A IC50 = 670.0 nM 6.17 Inhibition of clostridium botulinum Botulinum neurotoxin type A using SNAPide as... 22542019
Botulinum neurotoxin type A IC50 = 900.0 nM 6.05 Inhibition of Clostridium botulinum BoNT/A 19914829
Unchecked IC50 = 900.0 nM 6.05 Inhibition of Clostridium botulinum A recombinant light chain protease LC/A by F... 17951059

Literature References

PubMed DOI Target Context # Activities
32886509 10.1021/acs.jmedchem.0c01006 Botulinum neurotoxin type A 4
23565325 10.1021/ml300428s Botulinum neurotoxin type A 3
25490700 10.1021/jm501330g ADMET 2
28985084 10.1021/acs.jmedchem.7b01444 Plasma 2
19329331 10.1016/j.bmc.2009.03.013 Botulinum neurotoxin type A 2
19703771 10.1016/j.bmcl.2009.01.111 Botulinum neurotoxin type A 2
19914829 10.1016/j.bmcl.2009.10.129 Botulinum neurotoxin type A 2
20155918 10.1021/jm901852f Botulinum neurotoxin type A 2
24742203 10.1021/jm500033r Botulinum neurotoxin type A 2
34624823 10.1016/j.ejmech.2021.113877 Botulinum neurotoxin type A 2
34223161 10.1039/d1md00089f Botulinum neurotoxin type A 2
24074025 10.1021/jm401053m Serotransferrin 1
24074025 10.1021/jm401053m 72 kDa type IV collagenase 1
24074025 10.1021/jm401053m Carbonic anhydrase 2 1
24074025 10.1021/jm401053m Histone deacetylase 2 1
24074025 10.1021/jm401053m Tyrosinase 1
24074025 10.1021/jm401053m Trypsin 1
17951059 10.1016/j.bmcl.2007.09.103 Unchecked 1
22542019 10.1016/j.bmcl.2012.04.019 Botulinum neurotoxin type A 1
17293454 10.1073/pnas.0611213104 Mus musculus 1

Data from ChEMBL 36 via Core Engine