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Compound Detail

CHEMBL4100751

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

Basic Information

ChEMBL ID CHEMBL4100751
Phase Preclinical
Structure Type MOL
InChI Key XMJYDAHUKTUSSP-WNVHQBAKSA-N
4
Targets
4
Activities
3
Assay Types
0
PK Parameters
4
Publications
0
Known Names

Molecular Properties

511.6
MW (Da)
4.08
ALogP
7
HBA
2
HBD
136.9
PSA (Ų)
0.18
QED
1
Ro5 Violations
13
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C27H33N3O7
MW 511.58
Aromatic Rings 2
Heavy Atoms 37
NP-Likeness -0.11

Activity Summary

Ki 2 meas. best 7.77
EC50 1 meas. best 5.4
IC50 1 meas. best 5.02

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Rhodesain
CHEMBL4188
Ki 7.77 7.77 17.0 1
Procathepsin L
CHEMBL3837
Ki 7.39 7.39 41.0 1
Plasmodium falciparum
CHEMBL364
EC50 5.4 5.4 3970.0 1
Falcipain 2
CHEMBL5800
IC50 5.02 5.02 9630.0 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 Plasmodium falciparum 1
28763614 10.1021/acs.jmedchem.7b00405 Falcipain 2 1

Data from ChEMBL 36 via Core Engine