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Compound Detail

CHEMBL143027

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O=C1CC(CN2CCC(c3noc4cc(F)ccc34)CC2)Cc2occc21
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL143027
Phase Preclinical
Structure Type MOL
InChI Key RJXYBXCQVVCCAR-UHFFFAOYSA-N
8
Targets
15
Activities
2
Assay Types
0
PK Parameters
18
Publications
0
Known Names

Molecular Properties

368.4
MW (Da)
4.18
ALogP
5
HBA
0
HBD
59.5
PSA (Ų)
0.69
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 C21H21FN2O3
MW 368.41
Aromatic Rings 3
Heavy Atoms 27
NP-Likeness -0.75

Activity Summary

Ki 12 meas. best 8.26
Kd 3 meas. best 7.95

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
5-hydroxytryptamine receptor 2A
CHEMBL224
 Ki 8.26 8.105 5.5 2
5-hydroxytryptamine receptor 2A
CHEMBL322
 Ki 8.26 8.0667 5.5 3
D(2) dopamine receptor
CHEMBL339
 Ki 8.02 8.02 9.6 1
5-hydroxytryptamine receptor 2A
CHEMBL322
 Kd 7.95 7.95 11.2 1
D(2) dopamine receptor
CHEMBL217
 Ki 7.79 7.79 16.2 1
Unchecked
CHEMBL612545
 Ki 7.68 7.68 20.9 1
D(1A) dopamine receptor
CHEMBL265
 Ki 7.54 7.54 28.8 1
5-hydroxytryptamine receptor 2B
CHEMBL323
 Kd 6.61 6.61 245.5 2
5-hydroxytryptamine receptor 2C
CHEMBL225
 Ki 6.47 5.5367 338.8 3

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
5-hydroxytryptamine receptor 2A Ki = 5.495 nM 8.26 Inhibitory constant on human 5-hydroxytryptamine 2A receptor transfected in to C... 11754579
5-hydroxytryptamine receptor 2A Ki = 5.495 nM 8.26 Displacement of [3H]ketanserin from human cloned 5HT2A receptor 18783204
D(2) dopamine receptor Ki = 9.55 nM 8.02 Affinity against Dopamine receptor D2 11101359
5-hydroxytryptamine receptor 2A Ki = 10.72 nM 7.97 Inhibitory constant on 5-hydroxytryptamine 2A receptor of Rat frontal cortex 11754579
5-hydroxytryptamine receptor 2A Ki = 10.72 nM 7.97 In vitro affinity against serotonin 5-hydroxytryptamine 2A receptor 11101359
5-hydroxytryptamine receptor 2A Kd = 11.22 nM 7.95 Negative log concentration of antagonist on 5-hydroxytryptamine 2A receptor in r... 11754579
5-hydroxytryptamine receptor 2A Ki = 11.22 nM 7.95 Antagonist activity at human cloned 5HT2A receptor 18783204
D(2) dopamine receptor Ki = 16.22 nM 7.79 Displacement of [3H]spiperone from human cloned dopamine D2 receptor 18783204
Unchecked Ki = 20.89 nM 7.68 In vitro affinity against Dopamine receptor D4 11101359
D(1A) dopamine receptor Ki = 28.84 nM 7.54 In vitro affinity against Dopamine receptor D1 11101359
5-hydroxytryptamine receptor 2B Kd = 245.47 nM 6.61 Negative log concentration of antagonist was determined on 5-hydroxytryptamine 2... 11754579
5-hydroxytryptamine receptor 2B Kd = 245.47 nM 6.61 Compound was evaluated for antagonism against serotonin (5-hydroxytryptamine 2B ... 11101359
5-hydroxytryptamine receptor 2C Ki = 338.84 nM 6.47 Displacement of [3H]mesulergine from human cloned 5HT2C receptor 18783204
5-hydroxytryptamine receptor 2C Ki = 3981.07 nM 5.4 Inhibitory constant on human 5-hydroxytryptamine 2C receptor transfected in to H... 11754579
5-hydroxytryptamine receptor 2C Ki = 18197.01 nM 4.74 In vitro affinity against serotonin (5-hydroxytryptamine 2C) receptor 11101359

Literature References

PubMed DOI Target Context # Activities
11101359 10.1021/jm0009890 Unchecked 4
11754579 10.1021/jm011014y 5-hydroxytryptamine receptor 2A 3
11754579 10.1021/jm011014y 5-hydroxytryptamine receptor 2C 2
18783204 10.1021/jm800602w 5-hydroxytryptamine receptor 2A 2
11101359 10.1021/jm0009890 Mus musculus 2
18783204 10.1021/jm800602w Unchecked 1
18783204 10.1021/jm800602w 5-hydroxytryptamine receptor 2C 1
18783204 10.1021/jm800602w D(2) dopamine receptor 1
11101359 10.1021/jm0009890 Rattus norvegicus 1
11101359 10.1021/jm0009890 5-hydroxytryptamine receptor 2B 1
11101359 10.1021/jm0009890 Dopamine D2 receptor and serotonin 2a receptor 1
11101359 10.1021/jm0009890 D(2) dopamine receptor 1
11101359 10.1021/jm0009890 D(1A) dopamine receptor 1
11101359 10.1021/jm0009890 5-hydroxytryptamine receptor 2C 1
11101359 10.1021/jm0009890 5-hydroxytryptamine receptor 2A 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 2B 1

Data from ChEMBL 36 via Core Engine