Skip to main content
Free research Free research Free compound review with research home and workspace preview
Quick search ChEMBL 36
Compound Detail

CHEMBL371466

Enter ChEMBL ID:
Free Research Context This compound will appear in recent viewed items on the research home for this browser.
Research home View demo workspace
N#CCNC(=O)[C@H](Cc1ccccc1)NC(=O)c1ccccc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL371466
Phase Preclinical
Structure Type MOL
InChI Key WEIUVZVWLANUJJ-INIZCTEOSA-N
7
Targets
10
Activities
2
Assay Types
2
PK Parameters
15
Publications
0
Known Names

Molecular Properties

307.4
MW (Da)
1.67
ALogP
3
HBA
2
HBD
82.0
PSA (Ų)
0.80
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 C18H17N3O2
MW 307.35
Aromatic Rings 2
Heavy Atoms 23
NP-Likeness -0.86

Activity Summary

Ki 9 meas. best 7.21
IC50 1 meas. best 6.44

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Papain
CHEMBL4779
 Ki 7.21 7.21 62.0 1
Cathepsin S
CHEMBL2954
 Ki 7.11 7.11 77.0 1
Procathepsin L
CHEMBL3837
 Ki 6.9 6.9 125.9 1
Procathepsin L
CHEMBL2113
 Ki 6.64 6.64 230.0 1
Unchecked
CHEMBL612545
 Ki 6.6 6.6 251.2 1
Papain
CHEMBL4779
 IC50 6.44 6.44 360.0 1
Cruzipain
CHEMBL3563
 Ki 6.3 6.3 501.0 3
Cathepsin K
CHEMBL268
 Ki 5.82 5.82 1500.0 1

Pharmacokinetic Data

Parameter Value Units Species
T1/2 100.0 hr -
T1/2 1.238 hr -

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Papain Ki = 62.0 nM 7.21 Inhibitory activity against papain using Z-Phe-Arg-NHNp substrate 16302809
Cathepsin S Ki = 77.0 nM 7.11 Inhibitory activity against human cathepsin S using Z-Val-Val-Arg-NHMec substrat... 16302809
Procathepsin L Ki = 125.89 nM 6.9 Inhibition of human cathepsin L using Z-Phe-Arg-7-amido-4-methylcoumarin as subs... 33038787
Procathepsin L Ki = 230.0 nM 6.64 Inhibitory activity against bovine cathepsin L using Z-Phe-Arg-NHMec substrate 16302809
Unchecked Ki = 251.19 nM 6.6 Inhibition of Leishmania mexicana CPB delta CTE mutant using Z-Phe-Arg-7-amido-4... 33038787
Papain IC50 = 360.0 nM 6.44 Inhibition of papaya papain using Z-Phe-Arg-pNA substrate by spectrophotometry 24972724
Cruzipain Ki = 501.19 nM 6.3 Covalent inhibition of Trypanosoma cruzi cruzipain using Z-Phe-Arg-7-amidomethyl... 34095840
Cruzipain Ki = 501.19 nM 6.3 Inhibition of recombinant Trypanosoma cruzi cruzain using Z-Phe-Arg-7-amido-4-me... 33038787
Cruzipain Ki = 501.0 nM 6.3 Binding affinity to Trypanosoma cruzi Cruzain assessed as inhibition constant 30282318
Cathepsin K Ki = 1500.0 nM 5.82 Inhibitory activity against human cathepsin K using Z-Leu-Arg-NHMec substrate 16302809

Literature References

PubMed DOI Target Context # Activities
34095840 10.1039/d0md00097c Unchecked 2
16302809 10.1021/jm050686b Papain 1
16302809 10.1021/jm050686b Procathepsin L 1
16302809 10.1021/jm050686b Cathepsin S 1
16302809 10.1021/jm050686b Cathepsin K 1
24972724 10.1016/j.bmc.2014.06.001 Papain 1
26985300 10.1021/acsmedchemlett.5b00474 Cathepsin B 1
34095840 10.1039/d0md00097c Cruzipain 1
34095840 10.1039/d0md00097c Trypanosoma cruzi 1
34095840 10.1039/d0md00097c LLC-MK2 1
34095840 10.1039/d0md00097c ADMET 1
33038787 10.1016/j.bmc.2020.115743 Unchecked 1
33038787 10.1016/j.bmc.2020.115743 Procathepsin L 1
33038787 10.1016/j.bmc.2020.115743 Cruzipain 1
30282318 10.1016/j.ejmech.2018.08.079 Cruzipain 1

Data from ChEMBL 36 via Core Engine