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Compound Detail

CHEMBL478358

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C(=C1\CN2CCC1CC2)\c1ccccc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL478358
Phase Preclinical
Structure Type MOL
InChI Key ULHUYFVJQMXTQV-GXDHUFHOSA-N
4
Targets
7
Activities
3
Assay Types
0
PK Parameters
10
Publications
0
Known Names

Molecular Properties

199.3
MW (Da)
2.80
ALogP
1
HBA
0
HBD
3.2
PSA (Ų)
0.67
QED
0
Ro5 Violations
1
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C14H17N
MW 199.30
Aromatic Rings 1
Heavy Atoms 15
NP-Likeness 0.24

Activity Summary

IC50 4 meas. best 6.1
Ki 2 meas. best 5.8
EC50 1 meas. best 5.52

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Plasmodium falciparum
CHEMBL364
 IC50 6.1 6.1 800.0 1
Neuronal acetylcholine receptor; alpha4/beta2
CHEMBL1907589
 Ki 5.8 5.8 1600.0 1
Neuronal acetylcholine receptor; alpha3/beta4
CHEMBL1907594
 Ki 5.68 5.68 2100.0 1
Neuronal acetylcholine receptor; alpha3/beta4
CHEMBL1907594
 EC50 5.52 5.52 3000.0 1
Neuronal acetylcholine receptor; alpha3/beta4
CHEMBL1907594
 IC50 5.22 5.22 6000.0 1
Trypanosoma brucei rhodesiense
CHEMBL612348
 IC50 4.8 4.8 16000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Plasmodium falciparum IC50 = 800.0 nM 6.1 Antiplasmodial activity after 48 hrs against chloroquine and pyrimethamine-resis... 17709461
Neuronal acetylcholine receptor; alpha4/beta2 Ki = 1600.0 nM 5.8 Displacement of [3H]nicotine from human alpha4beta2 nAChR expressed in human SH-... 23886687
Neuronal acetylcholine receptor; alpha3/beta4 Ki = 2100.0 nM 5.68 Displacement of [3H]epibatidine from human alpha3beta4 nAChR expressed in CHO ce... 23352509
Neuronal acetylcholine receptor; alpha3/beta4 EC50 = 3000.0 nM 5.52 Agonist activity at human alpha3beta4 nAChR expressed in CHO cells assessed as c... 23352509
Neuronal acetylcholine receptor; alpha3/beta4 IC50 = 6000.0 nM 5.22 Inhibition of human alpha3beta4 nAChR expressed in CHO cells assessed as inhibit... 23352509
Trypanosoma brucei rhodesiense IC50 = 16000.0 nM 4.8 Trypanocidal activity against Trypanosoma brucei rhodesiense STIB 900 bloodstrea... 17709461

Literature References

PubMed DOI Target Context # Activities
23352509 10.1016/j.bmcl.2012.12.054 Neuronal acetylcholine receptor; alpha3/beta4 7
17709461 10.1128/aac.00205-07 Leishmania amazonensis 6
23886687 10.1016/j.bmcl.2013.06.094 Neuronal acetylcholine receptor; alpha4/beta2 6
17709461 10.1128/aac.00205-07 Plasmodium falciparum 1
17709461 10.1128/aac.00205-07 Trypanosoma brucei rhodesiense 1
17709461 10.1128/aac.00205-07 Trypanosoma cruzi 1
17709461 10.1128/aac.00205-07 L6 1
17709461 10.1128/aac.00205-07 Leishmania donovani 1
17709461 10.1128/aac.00205-07 Farnesyltransferase, putative 1
17709461 10.1128/aac.00205-07 Squalene synthase 1

Data from ChEMBL 36 via Core Engine