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Compound Detail

CHEMBL538542

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CCCN1CCc2cccc3c2[C@H]1Cc1ccc(O)c(O)c1-3.Cl
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL538542
Phase Preclinical
Structure Type MOL
InChI Key PCOQOGIDTIFQAM-XFULWGLBSA-N
Parent Compound CHEMBL225230
Active Moiety CHEMBL225230
9
Targets
23
Activities
3
Assay Types
0
PK Parameters
13
Publications
0
Known Names

Molecular Properties

295.4
MW (Da)
3.63
ALogP
3
HBA
2
HBD
43.7
PSA (Ų)
0.83
QED
0
Ro5 Violations
2
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C19H22ClNO2
MW 331.84
Aromatic Rings 2
Heavy Atoms 22
NP-Likeness 0.93

Activity Summary

Ki 13 meas. best 10.13
IC50 8 meas. best 5.7
EC50 2 meas. best 5.51

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
D(2) dopamine receptor
CHEMBL217
 Ki 10.13 9.1825 0.1 8
D(2) dopamine receptor
CHEMBL339
 Ki 9.1 9.1 0.8 1
Dopamine receptor
CHEMBL2093868
 Ki 8.82 8.82 1.5 1
D(3) dopamine receptor
CHEMBL234
 Ki 8.74 8.73 1.8 2
D(1A) dopamine receptor
CHEMBL265
 Ki 6.47 6.47 340.0 1
Plasmodium falciparum
CHEMBL364
 IC50 5.7 5.6571 1995.3 7
Zinc finger protein mex-5
CHEMBL1293319
 EC50 5.51 5.51 3122.0 1
RNA-binding protein pos-1
CHEMBL1293304
 EC50 5.25 5.25 5560.0 1
Glucose-6-phosphate dehydrogenase-6-phosphogluconolactonase
CHEMBL1741212
 IC50 4.82 4.82 15000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
D(2) dopamine receptor Ki = 0.07413 nM 10.13 Displacement of [3H]spiperone from high-affinity state of human dopamine D2L rec... 24325578
D(2) dopamine receptor Ki = 0.075 nM 10.12 Displacement of [3H]spiperone from high-affinity state of human dopamine D2L rec... 24325578
D(2) dopamine receptor Ki = 0.11 nM 9.96 Binding affinity to high-affinity state of D2L receptor (unknown origin) express... 24325578
D(2) dopamine receptor Ki = 0.38 nM 9.42 Displacement of [3H]-spiperone from high-affinity state of recombinant human dop... 24325578
D(2) dopamine receptor Ki = 0.8 nM 9.1 Dopamine receptor D2 affinity was tested in vitro against corpus striatum from r... 2136919
Dopamine receptor Ki = 1.5 nM 8.82 Agonist activity was tested in vitro against Dopamine receptor from rat brain me... 2136919
D(2) dopamine receptor Ki = 1.622 nM 8.79 Displacement of [3H]spiperone from low-affinity state of human dopamine D2L rece... 24325578
D(2) dopamine receptor Ki = 1.73 nM 8.76 Displacement of [3H]spiperone from low-affinity state of human dopamine D2L rece... 24325578
D(3) dopamine receptor Ki = 1.82 nM 8.74 Displacement of [3H]spiperone from human dopamine D3 receptor transfected in HEK... 24325578
D(3) dopamine receptor Ki = 1.91 nM 8.72 Displacement of [3H]spiperone from human dopamine D3 receptor transfected in HEK... 24325578
D(2) dopamine receptor Ki = 4.898 nM 8.31 Displacement of [3H]spiperone from low-affinity state of human dopamine D2S rece... 24325578
D(2) dopamine receptor Ki = 10.6 nM 7.97 Displacement of [3H]spiperone from low-affinity state of human dopamine D2S rece... 24325578
D(1A) dopamine receptor Ki = 340.0 nM 6.47 Dopamine receptor D1 affinity was tested in vitro against corpus striatum from r... 2136919
Plasmodium falciparum IC50 = 1995.26 nM 5.7 Antiplasmodial activity against Plasmodium falciparum W2 after 72 hrs by SYBR gr... 19734910
Plasmodium falciparum IC50 = 1995.26 nM 5.7 Antiplasmodial activity against Plasmodium falciparum HB3 after 72 hrs by SYBR g... 19734910
Plasmodium falciparum IC50 = 1995.26 nM 5.7 Antiplasmodial activity against Plasmodium falciparum GB4 after 72 hrs by SYBR g... 19734910
Plasmodium falciparum IC50 = 1995.26 nM 5.7 Antiplasmodial activity against Plasmodium falciparum D10 after 72 hrs by SYBR g... 19734910
Plasmodium falciparum IC50 = 1995.26 nM 5.7 Antiplasmodial activity against Plasmodium falciparum 7G8 after 72 hrs by SYBR g... 19734910
Plasmodium falciparum IC50 = 2511.89 nM 5.6 Antiplasmodial activity against Plasmodium falciparum 3D7 after 72 hrs by SYBR g... 19734910
Zinc finger protein mex-5 EC50 = 3122.0 nM 5.51 PUBCHEM_BIOASSAY: Fluorescent Polarization Homogeneous Dose Response HTS to Iden... -

Literature References

PubMed DOI Target Context # Activities
24325578 10.1021/jm401384w D(2) dopamine receptor 8
19734910 10.1038/nchembio.215 Plasmodium falciparum 7
24325578 10.1021/jm401384w D(3) dopamine receptor 2
2136919 10.1021/jm00163a007 D(1A) dopamine receptor 1
2136919 10.1021/jm00163a007 D(2) dopamine receptor 1
2136919 10.1021/jm00163a007 Dopamine receptor 1
2136919 10.1021/jm00163a007 Dopamine D1 and D2 receptor 1
2136919 10.1021/jm00163a007 Rattus norvegicus 1
17417631 10.1038/nchembio873 Unchecked 1
9111066 10.1074/jbc.272.17.11518 ATP-dependent translocase ABCB1 1
24325578 10.1021/jm401384w D(1B) dopamine receptor 1
24325578 10.1021/jm401384w D(4) dopamine receptor 1
24325578 10.1021/jm401384w D(1A) dopamine receptor 1

Data from ChEMBL 36 via Core Engine