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Compound Detail

CHEMBL445102

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OC1(c2ccc(Cl)cc2)CCN(Cc2c[nH]c3ccccc23)CC1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL445102
Phase Preclinical
Structure Type MOL
InChI Key LLBLNMUONVVVPG-UHFFFAOYSA-N
19
Targets
53
Activities
3
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

340.9
MW (Da)
4.30
ALogP
2
HBA
2
HBD
39.3
PSA (Ų)
0.75
QED
0
Ro5 Violations
3
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C20H21ClN2O
MW 340.85
Aromatic Rings 3
Heavy Atoms 24
NP-Likeness -0.65

Activity Summary

Ki 38 meas. best 8.62
IC50 12 meas. best 8.35
EC50 3 meas. best 8.35

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
D(2) dopamine receptor
CHEMBL217
 Ki 8.62 7.95 2.4 7
D(2) dopamine receptor
CHEMBL217
 EC50 8.35 8.35 4.5 1
D(2) dopamine receptor
CHEMBL217
 IC50 8.35 8.35 4.5 1
Sigma non-opioid intracellular receptor 1
CHEMBL4153
 Ki 7.71 7.71 19.3 1
Sodium-dependent serotonin transporter
CHEMBL228
 Ki 7.53 7.53 29.5 1
D(3) dopamine receptor
CHEMBL234
 Ki 7.31 6.98 48.6 8
Mu-type opioid receptor
CHEMBL233
 Ki 7.29 7.29 51.5 1
D(3) dopamine receptor
CHEMBL234
 IC50 7.04 7.04 90.4 1
D(3) dopamine receptor
CHEMBL234
 EC50 7.04 7.04 90.4 1
D(4) dopamine receptor
CHEMBL219
 Ki 6.66 6.1433 220.0 6
Sigma intracellular receptor 2
CHEMBL4105907
 Ki 6.57 6.57 269.1 1
Muscarinic acetylcholine receptor M5
CHEMBL2035
 Ki 6.24 6.24 579.3 1
Alpha-2B adrenergic receptor
CHEMBL1942
 Ki 6.22 6.22 602.1 1
Alpha-1A adrenergic receptor
CHEMBL229
 Ki 6.2 6.2 635.1 1
5-hydroxytryptamine receptor 2A
CHEMBL224
 Ki 6.16 6.105 695.0 2
D(1A) dopamine receptor
CHEMBL2056
 Ki 6.14 6.055 722.0 2
Sodium-dependent dopamine transporter
CHEMBL238
 Ki 5.85 5.85 1401.7 1
Sodium-dependent noradrenaline transporter
CHEMBL222
 Ki 5.83 5.83 1474.2 1
Unchecked
CHEMBL612545
 Ki 5.74 5.74 1811.0 1
Alpha-2A adrenergic receptor
CHEMBL1867
 Ki 5.42 5.42 3847.2 1
Plasmodium falciparum
CHEMBL364
 IC50 5.4 5.1286 3981.1 7
5-hydroxytryptamine receptor 1A
CHEMBL214
 Ki 5.2 5.2 6300.0 1
5-hydroxytryptamine receptor 2C
CHEMBL225
 Ki 5.18 5.18 6570.0 1
Unchecked
CHEMBL612545
 EC50 5.01 5.01 9750.0 1
Unchecked
CHEMBL612545
 IC50 4.53 4.345 29760.0 2

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
D(2) dopamine receptor Ki = 2.4 nM 8.62 Binding affinity towards cloned human Dopamine receptor D2 stably expressed in C... 8642550
D(2) dopamine receptor EC50 = 4.46 nM 8.35 Antagonist activity at human dopamine D2 receptor expressed in CHO cells assesse... 17095222
D(2) dopamine receptor IC50 = 4.46 nM 8.35 Antagonist activity at dopamine D2 receptor 18774793
D(2) dopamine receptor Ki = 7.5 nM 8.12 Displacement of [3H]methylspiperone from human D2L receptor expressed in HEK cel... 24666157
D(2) dopamine receptor Ki = 10.0 nM 8.0 Displacement of [125I]ABN from human dopamine D2 long receptor expressed in HEK2... 20542439
D(2) dopamine receptor Ki = 11.2 nM 7.95 Displacement of [3H]N-methylspiperone from human dopamine D2 receptor by liquid ... 19155177
D(2) dopamine receptor Ki = 11.2 nM 7.95 Displacement of [125I]IABN from human dopamine D2L receptor expressed in HEK293 ... 17095222
D(2) dopamine receptor Ki = 11.2 nM 7.95 Displacement of [125I]IABN from human dopamine D2L receptor expressed in HEK293 ... 18774793
Sigma non-opioid intracellular receptor 1 Ki = 19.3 nM 7.71 Displacement of [3H](+)-pentazocine from sigma 1 receptor in guinea pig brain ho... 20542439
Sodium-dependent serotonin transporter Ki = 29.5 nM 7.53 PDSP Secondary Binding target: SLC6A4 - Compounds are tested at 10 uM concentrat... -
D(3) dopamine receptor Ki = 48.6 nM 7.31 Displacement of [3H]methylspiperone from human D3 receptor expressed in HEK293 c... 24666157
Mu-type opioid receptor Ki = 51.53 nM 7.29 PDSP Secondary Binding target: OPRM1 - Compounds are tested at 10 uM concentrati... -
D(3) dopamine receptor Ki = 60.0 nM 7.22 Displacement of [125I]iodosulpiride from human Dopamine receptor D3 expressed in... 14521403
D(3) dopamine receptor Ki = 87.0 nM 7.06 Compound was measured for its ability to compete with [3H]spiperone binding to t... 14521403
D(2) dopamine receptor Ki = 87.45 nM 7.06 PDSP Secondary Binding target: DRD2 - Compounds are tested at 10 uM concentratio... -
D(3) dopamine receptor EC50 = 90.4 nM 7.04 Antagonist activity at human dopamine D3 receptor expressed in CHO cells assesse... 17095222
D(3) dopamine receptor IC50 = 90.4 nM 7.04 Antagonist activity at dopamine D3 receptor 18774793
D(3) dopamine receptor Ki = 100.0 nM 7.0 Binding affinity towards cloned human Dopamine receptor D3 stably expressed in C... 8642550
D(3) dopamine receptor Ki = 104.0 nM 6.98 Displacement of [125I]ABN from human dopamine D3 receptor expressed in HEK293 ce... 20542439
D(3) dopamine receptor Ki = 163.0 nM 6.79 Displacement of [125I]IABN from human dopamine D3 receptor expressed in HEK293 c... 17095222

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL4689842 HEK-293T 346
- 10.6019/CHEMBL4689842 Fibroblast 345
- 10.6019/CHEMBL4689842 U2OS 343
19734910 10.1038/nchembio.215 Plasmodium falciparum 7
- 10.6019/CHEMBL5209801 Glucagon-like peptide 1 receptor 2
- 10.6019/CHEMBL3301361 No relevant target 2
20542439 10.1016/j.bmc.2010.05.052 Unchecked 2
- 10.6019/CHEMBL5209801 Adhesion G-protein coupled receptor F1 2
- 10.6019/CHEMBL5209801 CX3C chemokine receptor 1 2
- 10.6019/CHEMBL5209801 Alpha-2A adrenergic receptor 2
- 10.6019/CHEMBL5209801 Type-1 angiotensin II receptor 2
14521403 10.1021/jm030085p D(3) dopamine receptor 2
18774793 10.1021/jm800532x D(3) dopamine receptor 2
18774793 10.1021/jm800532x D(2) dopamine receptor 2
17095222 10.1016/j.bmcl.2006.10.076 Unchecked 2
17095222 10.1016/j.bmcl.2006.10.076 D(3) dopamine receptor 2
17095222 10.1016/j.bmcl.2006.10.076 D(2) dopamine receptor 2
- 10.6019/CHEMBL5209801 G-protein coupled receptor 35 2
- 10.6019/CHEMBL5209801 Free fatty acid receptor 4 2
- 10.6019/CHEMBL5209801 C5a anaphylatoxin chemotactic receptor 1 2

Data from ChEMBL 36 via Core Engine