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Compound Detail

CHEMBL4642592

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CC(=O)N1CCC(c2ccc(-c3cc(C(=O)O)cc4cc(-c5ccc(C(F)(F)F)cc5)ccc34)cc2)CC1

Basic Information

ChEMBL ID CHEMBL4642592
Phase Preclinical
Structure Type MOL
InChI Key AFRXCTUPOJKNDG-UHFFFAOYSA-N
13
Targets
16
Activities
3
Assay Types
0
PK Parameters
19
Publications
0
Known Names

Molecular Properties

517.5
MW (Da)
7.62
ALogP
2
HBA
1
HBD
57.6
PSA (Ų)
0.30
QED
2
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Unknown
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C31H26F3NO3
MW 517.55
Aromatic Rings 4
Heavy Atoms 38
NP-Likeness -0.49

Activity Summary

Ki 12 meas. best 6.29
IC50 3 meas. best 7.56
EC50 1 meas. best 4.8

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
P2Y purinoceptor 14
CHEMBL4518
IC50 7.56 7.56 27.6 1
P2Y purinoceptor 14
CHEMBL1770046
IC50 7.53 7.53 29.7 2
Translocator protein
CHEMBL5742
Ki 6.29 6.29 508.0 2
Beta-3 adrenergic receptor
CHEMBL246
Ki 6.07 6.07 860.0 1
D(1A) dopamine receptor
CHEMBL2056
Ki 5.86 5.86 1390.0 1
5-hydroxytryptamine receptor 1D
CHEMBL1983
Ki 5.76 5.76 1750.0 2
5-hydroxytryptamine receptor 5A
CHEMBL3426
Ki 5.63 5.63 2340.0 1
Alpha-1A adrenergic receptor
CHEMBL229
Ki 5.5 5.5 3140.0 1
5-hydroxytryptamine receptor 1E
CHEMBL2182
Ki 5.41 5.41 3910.0 1
Alpha-2C adrenergic receptor
CHEMBL1916
Ki 5.37 5.37 4310.0 1
D(3) dopamine receptor
CHEMBL234
Ki 5.37 5.37 4310.0 1
D(1B) dopamine receptor
CHEMBL1850
Ki 5.36 5.36 4380.0 1
Voltage-gated inwardly rectifying potassium channel KCNH2
CHEMBL240
EC50 4.8 4.8 16000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
P2Y purinoceptor 14 IC50 = 27.6 nM 7.56 Displacement of Alexafluor488 labeled 4-(4-(1-(4-(1-(6-(4-(6-amino-3-imino-4,5-d... 32551012
P2Y purinoceptor 14 IC50 = 29.7 nM 7.53 Displacement of Alexafluor488 labeled 4-(4-(1-(4-(1-(6-(4-(6-amino-3-imino-4,5-d... 32551012
P2Y purinoceptor 14 IC50 = 29.7 nM 7.53 Inhibition of MRS4174 binding to mouse P2Y14R expressed in HEK293 cells pre-incu... 32787142
Translocator protein Ki = 510.0 nM 6.29 Binding affinity to TSPO receptor (unknown origin) 32787142
Translocator protein Ki = 508.0 nM 6.29 Binding affinity to TSPO (unknown origin) 33787273
Beta-3 adrenergic receptor Ki = 860.0 nM 6.07 Binding affinity to beta3 (unknown origin) 33787273
D(1A) dopamine receptor Ki = 1390.0 nM 5.86 Binding affinity to D1 receptor (unknown origin) 33787273
5-hydroxytryptamine receptor 1D Ki = 1750.0 nM 5.76 Binding affinity to 5HT1D receptor (unknown origin) 32787142
5-hydroxytryptamine receptor 1D Ki = 1750.0 nM 5.76 Binding affinity to 5HT1D (unknown origin) 33787273
5-hydroxytryptamine receptor 5A Ki = 2340.0 nM 5.63 Binding affinity to 5HT5A (unknown origin) 33787273
Alpha-1A adrenergic receptor Ki = 3140.0 nM 5.5 Binding affinity to alpha1a (unknown origin) 33787273
5-hydroxytryptamine receptor 1E Ki = 3910.0 nM 5.41 Binding affinity to 5HT1E (unknown origin) 33787273
D(3) dopamine receptor Ki = 4310.0 nM 5.37 Binding affinity to DRD3 (unknown origin) 32787142
Alpha-2C adrenergic receptor Ki = 4310.0 nM 5.37 Binding affinity to alpha2c (unknown origin) 33787273
D(1B) dopamine receptor Ki = 4380.0 nM 5.36 Binding affinity to dopamine D5 receptor (unknown origin) 32787142
Voltage-gated inwardly rectifying potassium channel KCNH2 EC50 = 16000.0 nM 4.8 Inhibition of full length human ERG expressed in CHO cells by patch-clamp method 33787273

Literature References

PubMed DOI Target Context # Activities
32551012 10.1021/acsmedchemlett.0c00115 Mus musculus 19
32787142 10.1021/acs.jmedchem.0c00745 No relevant target 3
32551012 10.1021/acsmedchemlett.0c00115 P2Y purinoceptor 14 2
33787273 10.1021/acs.jmedchem.1c00164 Voltage-gated inwardly rectifying potassium channel KCNH2 1
33787273 10.1021/acs.jmedchem.1c00164 5-hydroxytryptamine receptor 1D 1
33787273 10.1021/acs.jmedchem.1c00164 Beta-3 adrenergic receptor 1
33787273 10.1021/acs.jmedchem.1c00164 Alpha-2C adrenergic receptor 1
33787273 10.1021/acs.jmedchem.1c00164 Alpha-1A adrenergic receptor 1
33787273 10.1021/acs.jmedchem.1c00164 5-hydroxytryptamine receptor 5A 1
33787273 10.1021/acs.jmedchem.1c00164 5-hydroxytryptamine receptor 1E 1
33787273 10.1021/acs.jmedchem.1c00164 D(1A) dopamine receptor 1
33787273 10.1021/acs.jmedchem.1c00164 Translocator protein 1
32787142 10.1021/acs.jmedchem.0c00745 Mus musculus 1
32787142 10.1021/acs.jmedchem.0c00745 P2Y purinoceptor 14 1
32787142 10.1021/acs.jmedchem.0c00745 Unchecked 1
32787142 10.1021/acs.jmedchem.0c00745 D(3) dopamine receptor 1
32787142 10.1021/acs.jmedchem.0c00745 D(1B) dopamine receptor 1
32787142 10.1021/acs.jmedchem.0c00745 5-hydroxytryptamine receptor 1D 1
32787142 10.1021/acs.jmedchem.0c00745 Translocator protein 1

Data from ChEMBL 36 via Core Engine