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Compound Detail

CHEMBL4081250

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O=C(N[C@@H](Cc1ccccc1)C(=O)N[C@H](/C=C/S(=O)(=O)c1ccccc1)CCc1ccccc1)OCc1ccc([N+](=O)[O-])cc1

Basic Information

ChEMBL ID CHEMBL4081250
Phase Preclinical
Structure Type MOL
InChI Key AVHVAWORYAADDV-UUIMEJOCSA-N
3
Targets
4
Activities
2
Assay Types
0
PK Parameters
5
Publications
0
Known Names

Molecular Properties

627.7
MW (Da)
5.54
ALogP
7
HBA
2
HBD
144.7
PSA (Ų)
0.14
QED
2
Ro5 Violations
14
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C34H33N3O7S
MW 627.72
Aromatic Rings 4
Heavy Atoms 45
NP-Likeness -0.41

Activity Summary

EC50 2 meas. best 5.39
Ki 2 meas. best 8.14

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Rhodesain
CHEMBL4188
Ki 8.14 8.14 7.2 1
Procathepsin L
CHEMBL3837
Ki 7.35 7.35 45.0 1
Trypanosoma brucei brucei
CHEMBL612851
EC50 5.39 5.325 4070.0 2

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

Data from ChEMBL 36 via Core Engine