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Compound Detail

CHEMBL555146

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C[C@@H]1CCCN1CCc1cc2cc(C(=O)c3ccc(F)cc3)ccc2o1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL555146
Phase Preclinical
Structure Type MOL
InChI Key VGSYEFOBFMUWGO-OAHLLOKOSA-N
13
Targets
16
Activities
1
Assay Types
9
PK Parameters
20
Publications
0
Known Names

Molecular Properties

351.4
MW (Da)
4.83
ALogP
3
HBA
0
HBD
33.5
PSA (Ų)
0.62
QED
0
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C22H22FNO2
MW 351.42
Aromatic Rings 3
Heavy Atoms 26
NP-Likeness -0.76

Activity Summary

Ki 16 meas. best 9.57

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Histamine H3 receptor
CHEMBL264
 Ki 9.57 9.2867 0.3 3
Histamine H3 receptor
CHEMBL4124
 Ki 9.0 9.0 1.0 2
Muscarinic acetylcholine receptor M3
CHEMBL245
 Ki 6.69 6.69 204.0 1
Muscarinic acetylcholine receptor M4
CHEMBL1821
 Ki 6.46 6.46 351.0 1
5-hydroxytryptamine receptor 1A
CHEMBL214
 Ki 6.37 6.37 432.0 1
Muscarinic acetylcholine receptor M5
CHEMBL2035
 Ki 6.36 6.36 437.0 1
Muscarinic acetylcholine receptor M2
CHEMBL211
 Ki 6.33 6.33 462.0 1
Histamine H2 receptor
CHEMBL1941
 Ki 5.77 5.77 1708.0 1
5-hydroxytryptamine receptor 2A
CHEMBL224
 Ki 5.57 5.57 2718.0 1
5-hydroxytryptamine receptor 2B
CHEMBL1833
 Ki 5.5 5.5 3152.0 1
Muscarinic acetylcholine receptor M1
CHEMBL216
 Ki 5.49 5.49 3266.0 1
Histamine H1 receptor
CHEMBL231
 Ki 5.26 5.26 5440.0 1
5-hydroxytryptamine receptor 1D
CHEMBL1983
 Ki 5.2 5.2 6380.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 29.5 mL.min-1.kg-1 Rattus norvegicus
CL 20.17 mL.min-1.kg-1 Canis lupus familiaris
CL 15.0 mL.min-1.kg-1 Cercopithecidae
F 57.0 % Rattus norvegicus
F 5.0 % Canis lupus familiaris
F 14.0 % Cercopithecidae
T1/2 4.8 hr Rattus norvegicus
T1/2 6.4 hr Canis lupus familiaris
T1/2 9.8 hr Cercopithecidae

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Histamine H3 receptor Ki = 0.27 nM 9.57 In vitro binding affinity was determined as displacement of [3H]N-R-methylhistam... 15634000
Histamine H3 receptor Ki = 0.2692 nM 9.57 In vitro binding affinity was determined as displacement of [3H]N-R-methylhistam... 15634000
Histamine H3 receptor Ki = 1.0 nM 9.0 In vitro binding affinity was determined as displacement of [3H]N-R-methylhistam... 15634000
Histamine H3 receptor Ki = 1.0 nM 9.0 In vitro binding affinity was determined as displacement of [3H]N-R-methylhistam... 15634000
Histamine H3 receptor Ki = 1.9 nM 8.72 Binding affinity to human recombinant H3 receptor expressed in HEK293T cells 22313227
Muscarinic acetylcholine receptor M3 Ki = 204.0 nM 6.69 Binding affinity to human recombinant M3 receptor 22313227
Muscarinic acetylcholine receptor M4 Ki = 351.0 nM 6.46 Binding affinity to human recombinant M4 receptor 22313227
5-hydroxytryptamine receptor 1A Ki = 432.0 nM 6.37 Binding affinity to human recombinant 5HT1A receptor 22313227
Muscarinic acetylcholine receptor M5 Ki = 437.0 nM 6.36 Binding affinity to human recombinant M5 receptor 22313227
Muscarinic acetylcholine receptor M2 Ki = 462.0 nM 6.33 Binding affinity to human recombinant M2 receptor 22313227
Histamine H2 receptor Ki = 1708.0 nM 5.77 Binding affinity to human recombinant H2 receptor 22313227
5-hydroxytryptamine receptor 2A Ki = 2718.0 nM 5.57 Binding affinity to human recombinant 5HT2A receptor 22313227
5-hydroxytryptamine receptor 2B Ki = 3152.0 nM 5.5 Binding affinity to human recombinant 5HT2B receptor 22313227
Muscarinic acetylcholine receptor M1 Ki = 3266.0 nM 5.49 Binding affinity to human recombinant M1 receptor 22313227
Histamine H1 receptor Ki = 5440.0 nM 5.26 Binding affinity to human recombinant H1 receptor 22313227
5-hydroxytryptamine receptor 1D Ki = 6380.0 nM 5.2 Binding affinity to human recombinant 5HT1D receptor 22313227

Literature References

PubMed DOI Target Context # Activities
15634000 10.1021/jm040118g ADMET 13
15634000 10.1021/jm040118g Histamine H3 receptor 5
15634000 10.1021/jm040118g Rattus norvegicus 3
22313227 10.1021/jm201690h Histamine H3 receptor 2
22313227 10.1021/jm201690h Sodium-dependent noradrenaline transporter 1
22313227 10.1021/jm201690h 5-hydroxytryptamine receptor 2C 1
22313227 10.1021/jm201690h 5-hydroxytryptamine receptor 1E 1
22313227 10.1021/jm201690h Muscarinic acetylcholine receptor M5 1
22313227 10.1021/jm201690h Muscarinic acetylcholine receptor M4 1
22313227 10.1021/jm201690h Muscarinic acetylcholine receptor M3 1
22313227 10.1021/jm201690h Muscarinic acetylcholine receptor M2 1
22313227 10.1021/jm201690h Muscarinic acetylcholine receptor M1 1
22313227 10.1021/jm201690h Sodium-dependent dopamine transporter 1
22313227 10.1021/jm201690h 5-hydroxytryptamine receptor 2B 1
22313227 10.1021/jm201690h 5-hydroxytryptamine receptor 2A 1
22313227 10.1021/jm201690h 5-hydroxytryptamine receptor 1D 1
22313227 10.1021/jm201690h 5-hydroxytryptamine receptor 1B 1
22313227 10.1021/jm201690h 5-hydroxytryptamine receptor 1A 1
22313227 10.1021/jm201690h Histamine H4 receptor 1
22313227 10.1021/jm201690h Histamine H2 receptor 1

Data from ChEMBL 36 via Core Engine