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Compound Detail

CHEMBL310153

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COc1ccccc1N1CCN(CC2CC(=O)c3ccccc3C2)CC1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL310153
Phase Preclinical
Structure Type MOL
InChI Key UMEYBQLIJXNFOT-UHFFFAOYSA-N
9
Targets
17
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

350.5
MW (Da)
3.26
ALogP
4
HBA
0
HBD
32.8
PSA (Ų)
0.85
QED
0
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C22H26N2O2
MW 350.46
Aromatic Rings 2
Heavy Atoms 26
NP-Likeness -0.75

Activity Summary

Ki 12 meas. best 8.19
Kd 5 meas. best 7.18

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
D(2) dopamine receptor
CHEMBL339
 Ki 8.19 8.19 6.5 2
Rattus norvegicus
CHEMBL376
 Kd 7.18 6.7433 66.1 3
D(2) dopamine receptor
CHEMBL217
 Ki 6.69 6.69 204.2 1
Serotonin 2 (5-HT2) receptor
CHEMBL2093870
 Ki 6.48 6.48 331.1 1
5-hydroxytryptamine receptor 2A
CHEMBL322
 Kd 6.48 6.48 331.1 1
Unchecked
CHEMBL612545
 Kd 6.48 6.48 331.1 1
5-hydroxytryptamine receptor 2A
CHEMBL224
 Ki 6.29 6.29 512.9 1
5-hydroxytryptamine receptor 2A
CHEMBL322
 Ki 6.29 6.29 512.9 3
D(1A) dopamine receptor
CHEMBL265
 Ki 5.87 5.87 1349.0 2
5-hydroxytryptamine receptor 2C
CHEMBL225
 Ki 5.55 5.55 2818.4 2

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
D(2) dopamine receptor Ki = 6.457 nM 8.19 In vitro ability to displace [3H]spiperone binding from dopamine receptor D2 in ... 10425088
D(2) dopamine receptor Ki = 6.457 nM 8.19 Compound was evaluated for its affinity (pKi) to inhibit [3H]spiperone binding t... 1676759
Rattus norvegicus Kd = 66.07 nM 7.18 Compound was evaluated for the pA2 values against Dopamine (DA)-induced contract... 1676759
Rattus norvegicus Kd = 173.78 nM 6.76 Compound was evaluated for the pA2 values against Norepinephrine (NE)-induced co... 1676759
D(2) dopamine receptor Ki = 204.17 nM 6.69 Binding affinity towards dopamine receptor D2 14741248
Serotonin 2 (5-HT2) receptor Ki = 331.13 nM 6.48 Tested for the binding affinity towards 5-HT2 receptor measured by [3H]ketanseri... -
Unchecked Kd = 331.13 nM 6.48 pA2 value was evaluated by measuring the inhibition of the 5-HT-induced contract... 10425088
5-hydroxytryptamine receptor 2A Kd = 331.13 nM 6.48 Negative log concentration of antagonist on 5-hydroxytryptamine 2A receptor in r... 11754579
Rattus norvegicus Kd = 512.86 nM 6.29 Tested for the antagonistic activity against serotonin-induced contractions in r... -
5-hydroxytryptamine receptor 2A Ki = 512.86 nM 6.29 Inhibitory constant on 5-hydroxytryptamine 2A receptor of Rat frontal cortex 11754579
5-hydroxytryptamine receptor 2A Ki = 512.86 nM 6.29 In vitro ability to displace [3H]ketanserin binding from 5-hydroxytryptamine 2A ... 10425088
5-hydroxytryptamine receptor 2A Ki = 512.86 nM 6.29 Binding affinity towards serotonin 5-hydroxytryptamine 2A receptor 14741248
5-hydroxytryptamine receptor 2A Ki = 512.86 nM 6.29 Kinetic inhibition constant evaluated by measuring serotonergic activity 10966742
D(1A) dopamine receptor Ki = 1348.96 nM 5.87 Compound was evaluated for its affinity (pKi) to inhibit [3H]SCH-23390 binding t... 1676759
D(1A) dopamine receptor Ki = 1348.96 nM 5.87 In vitro ability to displace [3H]SCH-23390 binding from Dopamine 1 (D1) receptor... 10425088
5-hydroxytryptamine receptor 2C Ki = 2818.38 nM 5.55 Inhibitory constant was determined on 5-hydroxytryptamine 2C receptor of Bovine ... 11754579
5-hydroxytryptamine receptor 2C Ki = 2818.38 nM 5.55 Binding affinity towards serotonin 5-hydroxytryptamine 2C receptor 14741248

Literature References

PubMed DOI Target Context # Activities
1676759 10.1021/jm00111a046 Rattus norvegicus 2
10425088 10.1021/jm981094e Unchecked 2
11754579 10.1021/jm011014y 5-hydroxytryptamine receptor 2A 2
10425088 10.1021/jm981094e D(1A) dopamine receptor 1
- 10.1016/S0960-894X(01)81054-4 Serotonin 2 (5-HT2) receptor 1
10966742 10.1021/jm000941m 5-hydroxytryptamine receptor 2A 1
14741248 10.1016/j.bmcl.2003.11.064 Dopamine D2 receptor and serotonin 2a receptor 1
14741248 10.1016/j.bmcl.2003.11.064 Serotonin 2 receptors; 5-HT2a & 5-HT2c 1
14741248 10.1016/j.bmcl.2003.11.064 D(2) dopamine receptor 1
14741248 10.1016/j.bmcl.2003.11.064 5-hydroxytryptamine receptor 2C 1
14741248 10.1016/j.bmcl.2003.11.064 5-hydroxytryptamine receptor 2A 1
10425088 10.1021/jm981094e 5-hydroxytryptamine receptor 2A 1
10425088 10.1021/jm981094e D(2) dopamine receptor 1
1676759 10.1021/jm00111a046 Unchecked 1
1676759 10.1021/jm00111a046 Mus musculus 1
1676759 10.1021/jm00111a046 D(1A) dopamine receptor 1
1676759 10.1021/jm00111a046 D(2) dopamine receptor 1
11754579 10.1021/jm011014y Serotonin receptor 2a and 2c (5HT2A and 5HT2C) 1
11754579 10.1021/jm011014y Serotonin receptor 2a and 2b (5HT2A and 5HT2B) 1
11754579 10.1021/jm011014y 5-hydroxytryptamine receptor 2C 1

Data from ChEMBL 36 via Core Engine