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Compound Detail

CHEMBL564131

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Cn1nc(C(C)(C)C)cc1C(=O)N[C@@H](Cc1cccc(Cl)c1)C(=O)NCC#N
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL564131
Phase Preclinical
Structure Type MOL
InChI Key MZRVIHRERYCHBL-HNNXBMFYSA-N
8
Targets
17
Activities
3
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

401.9
MW (Da)
2.35
ALogP
5
HBA
2
HBD
99.8
PSA (Ų)
0.73
QED
0
Ro5 Violations
6
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C20H24ClN5O2
MW 401.90
Aromatic Rings 2
Heavy Atoms 28
NP-Likeness -1.66

Activity Summary

IC50 12 meas. best 7.9
Ki 4 meas. best 8.9
EC50 1 meas. best 6.85

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Procathepsin L
CHEMBL3837
 Ki 8.9 8.9 1.3 1
Procathepsin L
CHEMBL3837
 IC50 7.9 7.9 12.6 2
Cruzipain
CHEMBL3563
 Ki 7.8 7.8 15.8 2
SARS-CoV-2
CHEMBL4303835
 EC50 6.85 6.85 140.0 1
Cathepsin L2
CHEMBL3272
 IC50 6.7 6.7 199.5 2
Unchecked
CHEMBL612545
 Ki 6.6 6.6 251.2 1
Cathepsin S
CHEMBL2954
 IC50 6.0 6.0 1000.0 2
Cathepsin K
CHEMBL268
 IC50 5.5 5.5 3162.3 2
Cathepsin B
CHEMBL4072
 IC50 5.2 5.2 6309.6 2
SARS-CoV-2
CHEMBL4303835
 IC50 5.05 5.05 8980.0 2

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Procathepsin L Ki = 1.259 nM 8.9 Inhibition of human cathepsin L using Z-Phe-Arg-7-amido-4-methylcoumarin as subs... 33038787
Procathepsin L IC50 = 12.59 nM 7.9 Inhibition of cathepsin L 19515558
Procathepsin L IC50 = 12.59 nM 7.9 Inhibition of cathepsin L assessed as inhibition of fluorogenic substrate cleava... 19616430
Cruzipain Ki = 15.8 nM 7.8 Binding affinity to Trypanosoma cruzi Cruzain assessed as inhibition constant 30282318
Cruzipain Ki = 15.85 nM 7.8 Inhibition of recombinant Trypanosoma cruzi cruzain using Z-Phe-Arg-7-amido-4-me... 33038787
SARS-CoV-2 EC50 = 140.0 nM 6.85 Antiviral activity against SARS-CoV-2 infected in African green monkey Vero E6 c... 37981443
Cathepsin L2 IC50 = 199.53 nM 6.7 Inhibition of cathepsin L2 19515558
Cathepsin L2 IC50 = 199.53 nM 6.7 Inhibition of cathepsin L2 assessed as inhibition of fluorogenic substrate cleav... 19616430
Unchecked Ki = 251.19 nM 6.6 Inhibition of Leishmania mexicana CPB delta CTE mutant using Z-Phe-Arg-7-amido-4... 33038787
Cathepsin S IC50 = 1000.0 nM 6.0 Inhibition of cathepsin S assessed as inhibition of fluorogenic substrate cleava... 19616430
Cathepsin S IC50 = 1000.0 nM 6.0 Inhibition of cathepsin S 19515558
Cathepsin K IC50 = 3162.28 nM 5.5 Inhibition of cathepsin K assessed as inhibition of fluorogenic substrate cleava... 19616430
Cathepsin K IC50 = 3162.28 nM 5.5 Inhibition of cathepsin K 19515558
Cathepsin B IC50 = 6309.57 nM 5.2 Inhibition of cathepsin B 19515558
Cathepsin B IC50 = 6309.57 nM 5.2 Inhibition of human liver cathepsin B assessed as inhibition of fluorogenic subs... 19616430
SARS-CoV-2 IC50 = 8980.0 nM 5.05 Determination of IC50 values for inhibition of SARS-CoV-2 induced cytotoxicity o... -
SARS-CoV-2 IC50 = 8980.0 nM 5.05 Determination of IC50 values for inhibition of SARS-CoV-2 induced cytotoxicity o... -

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL4495565 SARS-CoV-2 4
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
- 10.6019/CHEMBL4495565 ADMET 2
- 10.6019/CHEMBL4495565 Vero C1008 2
- 10.6019/CHEMBL3301361 No relevant target 1
37981443 10.1016/j.ejmech.2023.115923 SARS-CoV-2 1
33038787 10.1016/j.bmc.2020.115743 Cruzipain 1
33038787 10.1016/j.bmc.2020.115743 Procathepsin L 1
33038787 10.1016/j.bmc.2020.115743 Unchecked 1
- 10.6019/CHEMBL4495564 Replicase polyprotein 1ab 1
- 10.21203/rs.3.rs-23951/v1 SARS-CoV-2 1
19515558 10.1016/j.bmcl.2009.05.071 Procathepsin L 1
19616430 10.1016/j.bmcl.2009.06.090 Cathepsin S 1
19616430 10.1016/j.bmcl.2009.06.090 Cathepsin K 1
19616430 10.1016/j.bmcl.2009.06.090 Cathepsin B 1
19616430 10.1016/j.bmcl.2009.06.090 Cathepsin L2 1
19616430 10.1016/j.bmcl.2009.06.090 Procathepsin L 1
19515558 10.1016/j.bmcl.2009.05.071 Cathepsin B 1
19515558 10.1016/j.bmcl.2009.05.071 Cathepsin K 1
19515558 10.1016/j.bmcl.2009.05.071 Cathepsin S 1

Data from ChEMBL 36 via Core Engine