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Compound Detail

CHEMBL4096388

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CC(=O)/C=C/[C@H](CCc1ccccc1)NC(=O)[C@H](CC(C)C)NC(=O)OCc1ccc([N+](=O)[O-])cc1

Basic Information

ChEMBL ID CHEMBL4096388
Phase Preclinical
Structure Type MOL
InChI Key FXGIQTGYEVOOOM-CATZNBOOSA-N
5
Targets
8
Activities
3
Assay Types
0
PK Parameters
9
Publications
0
Known Names

Molecular Properties

495.6
MW (Da)
4.50
ALogP
6
HBA
2
HBD
127.6
PSA (Ų)
0.24
QED
0
Ro5 Violations
13
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C27H33N3O6
MW 495.58
Aromatic Rings 2
Heavy Atoms 36
NP-Likeness -0.11

Activity Summary

EC50 3 meas. best 5.61
IC50 3 meas. best 6.96
Ki 2 meas. best 9.05

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Rhodesain
CHEMBL4188
Ki 9.05 9.05 0.9 1
Procathepsin L
CHEMBL3837
Ki 8.46 8.46 3.5 1
Falcipain 2
CHEMBL5800
IC50 6.96 6.96 110.0 1
Trypanosoma brucei brucei
CHEMBL612851
EC50 5.61 5.55 2480.0 2
Plasmodium falciparum
CHEMBL364
EC50 5.56 5.56 2740.0 1

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
28763614 10.1021/acs.jmedchem.7b00405 Rhodesain 3
28763614 10.1021/acs.jmedchem.7b00405 Procathepsin L 3
28763614 10.1021/acs.jmedchem.7b00405 Trypanosoma brucei brucei 2
28763614 10.1021/acs.jmedchem.7b00405 Plasmodium falciparum 1
28763614 10.1021/acs.jmedchem.7b00405 Falcipain 2 1
28763614 10.1021/acs.jmedchem.7b00405 HeLa 1
28763614 10.1021/acs.jmedchem.7b00405 Unchecked 1
36169610 10.1021/acs.jmedchem.2c01005 Replicase polyprotein 1ab 1
36549112 10.1016/j.ejmech.2022.115021 Replicase polyprotein 1ab 1

Data from ChEMBL 36 via Core Engine