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Compound Detail

CHEMBL224182

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CCCCCCCCCCCCc1cc(=O)c2ccccc2n1O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL224182
Phase Preclinical
Structure Type MOL
InChI Key SBALADRDZPFHLM-UHFFFAOYSA-N
4
Targets
10
Activities
1
Assay Types
0
PK Parameters
10
Publications
0
Known Names

Molecular Properties

329.5
MW (Da)
5.70
ALogP
3
HBA
1
HBD
42.2
PSA (Ų)
0.42
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 C21H31NO2
MW 329.48
Aromatic Rings 2
Heavy Atoms 24
NP-Likeness 0.30

Activity Summary

IC50 10 meas. best 9.8

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Toxoplasma gondii
CHEMBL612888
 IC50 9.8 8.726 0.2 5
Plasmodium falciparum
CHEMBL364
 IC50 7.85 7.2433 14.0 3
Unchecked
CHEMBL612545
 IC50 7.16 7.16 70.0 1
Dihydroorotate dehydrogenase
CHEMBL3486
 IC50 5.4 5.4 4000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Toxoplasma gondii IC50 = 0.16 nM 9.8 Antiparasitic activity against Toxoplasma gondii 34894691
Toxoplasma gondii IC50 = 2.4 nM 8.62 Inhibition of Toxoplasma gondii RH replication in human foreskin fibroblasts inc... 17242151
Toxoplasma gondii IC50 = 3.7 nM 8.43 Inhibition of Toxoplasma gondii lacZ-transfected RH strain in in human foreskin ... 17242151
Toxoplasma gondii IC50 = 4.0 nM 8.4 Inhibition of Toxoplasma gondii RH replication in human foreskin fibroblasts inc... 17242151
Toxoplasma gondii IC50 = 4.2 nM 8.38 Antimicrobial activity against Toxoplasma gondii type 1 RH strain infected in hu... 19884369
Plasmodium falciparum IC50 = 14.0 nM 7.85 Inhibition of Plasmodium falciparum trophozoite replication after 36 hrs by fluo... 17242151
Plasmodium falciparum IC50 = 54.7 nM 7.26 Reduced parasitaemia in Plasmodium falciparum FCBR ring stage parasites 17242151
Unchecked IC50 = 70.0 nM 7.16 Inhibition of recombinant Plasmodium falciparum NDH2 expressed in Escherichia co... 22380711
Plasmodium falciparum IC50 = 240.0 nM 6.62 Antimalarial activity against Plasmodium falciparum DD2 by [3H]hypoxanthine upta... 19097788
Dihydroorotate dehydrogenase IC50 = 4000.0 nM 5.4 Inhibition of Plasmodium falciparum DHOD 19097788

Literature References

PubMed DOI Target Context # Activities
17242151 10.1128/aac.00895-06 Toxoplasma gondii 9
19884369 10.1128/aac.01001-09 Toxoplasma gondii 3
17242151 10.1128/aac.00895-06 Plasmodium falciparum 2
19097788 10.1016/j.bmcl.2008.11.071 Plasmodium falciparum 2
17242151 10.1128/aac.00895-06 HFF 1
19097788 10.1016/j.bmcl.2008.11.071 Unchecked 1
19097788 10.1016/j.bmcl.2008.11.071 Dihydroorotate dehydrogenase 1
19097788 10.1016/j.bmcl.2008.11.071 Dihydroorotate dehydrogenase (fumarate) 1
22380711 10.1021/jm3001482 Unchecked 1
34894691 10.1021/acs.jmedchem.1c01569 Toxoplasma gondii 1

Data from ChEMBL 36 via Core Engine