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Compound Detail

CHEMBL206540

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CCOC(=O)c1cnc2ccc(CC)cc2c1O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL206540
Phase Preclinical
Structure Type MOL
InChI Key ZFOFJXFVCJQXBL-UHFFFAOYSA-N
5
Targets
16
Activities
3
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

245.3
MW (Da)
2.68
ALogP
4
HBA
1
HBD
59.4
PSA (Ų)
0.84
QED
0
Ro5 Violations
3
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C14H15NO3
MW 245.28
Aromatic Rings 2
Heavy Atoms 18
NP-Likeness -0.74

Activity Summary

IC50 9 meas. best 6.96
Ki 4 meas. best 8.23
EC50 3 meas. best 6.46

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
GABA-A receptor; alpha-1/beta-2/gamma-2
CHEMBL2095172
 Ki 8.23 8.23 5.9 1
GABA-A receptor; anion channel
CHEMBL1907607
 Ki 7.7 7.7 20.0 1
Unchecked
CHEMBL612545
 Ki 7.7 7.49 20.0 2
Unchecked
CHEMBL612545
 IC50 6.96 5.355 109.7 4
Plasmodium berghei
CHEMBL612653
 IC50 6.54 6.54 287.1 1
Plasmodium falciparum
CHEMBL364
 IC50 6.52 6.335 301.0 4
Plasmodium falciparum
CHEMBL364
 EC50 6.46 6.2933 351.0 3

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
GABA-A receptor; alpha-1/beta-2/gamma-2 Ki = 5.9 nM 8.23 Displacement of [3H]flumazenil from human recombinant GABAA alpha-1-beta-2-gamma... 18541432
GABA-A receptor; anion channel Ki = 20.0 nM 7.7 Displacement of [3H]flumazenil from GABA-A receptor in rat cortical membranes 16610795
Unchecked Ki = 20.0 nM 7.7 Displacement of [3H]flumazenil from GABAA receptor in rat cortical membrane 18541432
Unchecked Ki = 52.0 nM 7.28 Displacement of [3H]flumazenil from human recombinant GABAA alpha-3-beta-2-gamma... 18541432
Unchecked IC50 = 109.65 nM 6.96 MMV: Gametocytes from P. falciparum reporter strain NF54-deltaPf47-5'hsp70-GFP::... -
Plasmodium berghei IC50 = 287.1 nM 6.54 MMV: P. berghei-infected blood was withdrawn from mice by cardiac pucture before... -
Plasmodium falciparum IC50 = 301.0 nM 6.52 MMV: 3H-Hyoxanthine uptake assay; RPMI 1640 (Invitrogen cat#11875-093) with Sodi... -
Plasmodium falciparum EC50 = 351.0 nM 6.46 MMV: Inhibition of Plasmodium falciparum 3D7 (EC50). -
Plasmodium falciparum IC50 = 408.0 nM 6.39 MMV: Modified 3H-Hyoxanthine uptake assay; RPMI 1640 (Invitrogen cat#23400-013) ... -
Plasmodium falciparum EC50 = 525.0 nM 6.28 NOVARTIS: Inhibition of Plasmodium falciparum W2 (drug-resistant) proliferation ... 18579783
Plasmodium falciparum IC50 = 569.7 nM 6.24 MMV: P. falciparum NF54 functionally mature Stage V gametocytes were incubated f... -
Plasmodium falciparum IC50 = 646.9 nM 6.19 MMV: IC50 determined against P. falciparum Dd2-luc strain using a Malaria Sybr G... -
Plasmodium falciparum EC50 = 716.0 nM 6.14 NOVARTIS: Inhibition of Plasmodium falciparum 3D7 (drug-susceptible) proliferati... 18579783
Unchecked IC50 = 13460.0 nM 4.87 MMV: Anti-babesial activity assay. Parasite pRBCs at 1% parasitemia were cultiva... -
Unchecked IC50 = 14870.0 nM 4.83 MMV: Anti-babesial activity assay. Parasite pRBCs at 1% parasitemia were cultiva... -
Unchecked IC50 = 17500.0 nM 4.76 MMV: Anti-babesial activity assay. Parasite pRBCs at 1% parasitemia were cultiva... -

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL3301486 Unchecked 8
- 10.6019/CHEMBL3301472 Human immunodeficiency virus 1 7
- 10.6019/CHEMBL3301472 NON-PROTEIN TARGET 6
18541432 10.1016/j.bmc.2008.05.049 Unchecked 4
- 10.6019/CHEMBL3301451 Plasmodium falciparum 4
- 10.6019/CHEMBL3137381 Onchocerca lienalis 4
- 10.6019/CHEMBL3301550 Plasmodium falciparum 4
- 10.6019/CHEMBL3301464 Unchecked 4
- 10.6019/CHEMBL3301546 Saccharomyces cerevisiae 3
- 10.6019/CHEMBL2363022 Schistosoma mansoni 3
- 10.6019/CHEMBL3301451 Plasmodium berghei 2
- 10.6019/CHEMBL3301458 Voltage-gated inwardly rectifying potassium channel KCNH2 2
- 10.6019/CHEMBL2094260 Mycobacterium tuberculosis 2
31284086 10.1016/j.ejmech.2019.06.062 Cruzipain 2
18579783 10.1073/pnas.0802982105 Plasmodium falciparum 2
31284086 10.1016/j.ejmech.2019.06.062 Rhodesain 2
- 10.6019/CHEMBL2028040 Trypanosoma brucei brucei 1
- 10.6019/CHEMBL2028040 Trypanosoma cruzi 1
- 10.6019/CHEMBL2028040 Leishmania infantum 1
18579783 10.1073/pnas.0802982105 Huh-7 1

Data from ChEMBL 36 via Core Engine