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Compound Detail

CHEMBL327624

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O=C(N[C@H](/C=C/S(=O)(=O)c1ccccc1)CCc1ccccc1)[C@H](Cc1ccccc1)NC(=O)N1CCOCC1

Basic Information

ChEMBL ID CHEMBL327624
Phase Preclinical
Structure Type MOL
InChI Key HSZIWISHLSFWJO-PRABLTMGSA-N
4
Targets
5
Activities
2
Assay Types
1
PK Parameters
11
Publications
0
Known Names

Molecular Properties

561.7
MW (Da)
3.74
ALogP
5
HBA
2
HBD
104.8
PSA (Ų)
0.37
QED
1
Ro5 Violations
11
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C31H35N3O5S
MW 561.70
Aromatic Rings 3
Heavy Atoms 40
NP-Likeness -0.58

Activity Summary

IC50 3 meas. best 9.44
Ki 2 meas. best 6.0

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Unchecked
CHEMBL612545
IC50 9.44 8.22 0.4 2
Falcipain 2
CHEMBL5800
IC50 7.1 7.1 80.0 1
Procathepsin L
CHEMBL3837
Ki 6.0 6.0 1000.0 1
Cathepsin B
CHEMBL4072
Ki 4.96 4.96 11000.0 1

Pharmacokinetic Data

Parameter Value Units Species
F 3.0 % Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
9531525 - ATP-dependent translocase ABCB1 3
30455147 10.1016/j.bmcl.2018.11.019 Cathepsin B 3
30455147 10.1016/j.bmcl.2018.11.019 Procathepsin L 3
23611656 10.1021/jm301424d Trypanosoma brucei brucei 2
11591518 10.1016/s0960-894x(01)00566-2 Cruzipain 1
11591518 10.1016/s0960-894x(01)00566-2 Trypanosoma cruzi 1
15990295 10.1016/j.bmcl.2005.06.015 Cytochrome P450 3A4 1
23611656 10.1021/jm301424d Rattus norvegicus 1
23611656 10.1021/jm301424d Unchecked 1
36996716 10.1016/j.ejmech.2023.115299 Falcipain 2 1
36996716 10.1016/j.ejmech.2023.115299 Unchecked 1

Data from ChEMBL 36 via Core Engine