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Compound Detail

CHEMBL66227

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Fc1ccc(OC[C@@H]2CC[C@H]3CN(c4ncc(F)cn4)CCN3C2)cc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL66227
Phase Preclinical
Structure Type MOL
InChI Key QXWNESOGWFJDFR-PBHICJAKSA-N
5
Targets
7
Activities
2
Assay Types
4
PK Parameters
18
Publications
0
Known Names

Molecular Properties

360.4
MW (Da)
2.73
ALogP
5
HBA
0
HBD
41.5
PSA (Ų)
0.84
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 C19H22F2N4O
MW 360.41
Aromatic Rings 2
Heavy Atoms 26
NP-Likeness -1.51

Activity Summary

Ki 5 meas. best 8.47
IC50 2 meas. best 6.82

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
D(4) dopamine receptor
CHEMBL219
 Ki 8.47 8.47 3.4 2
Unchecked
CHEMBL612545
 Ki 8.47 8.47 3.4 1
5-hydroxytryptamine receptor 2A
CHEMBL224
 IC50 6.82 6.82 150.0 1
5-hydroxytryptamine receptor 1A
CHEMBL214
 Ki 6.75 6.75 180.0 1
5-hydroxytryptamine receptor 1A
CHEMBL3737
 IC50 6.75 6.75 180.0 1
5-hydroxytryptamine receptor 2A
CHEMBL224
 Ki 6.3 6.3 500.0 1

Pharmacokinetic Data

Parameter Value Units Species
Cmax 2025.47 nM Rattus norvegicus
F 93.0 % Rattus norvegicus
T1/2 0.2033 hr Homo sapiens
T1/2 4.5 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
D(4) dopamine receptor Ki = 3.4 nM 8.47 In vitro binding affinity at human D4 dopamine receptor in CHO cells by [3H]spip... 9871530
Unchecked Ki = 3.4 nM 8.47 Inhibition of human dopamine D4.4 receptor 28489950
D(4) dopamine receptor Ki = 3.4 nM 8.47 Binding affinity to human D4R assessed as inhibition constant 33422983
5-hydroxytryptamine receptor 2A IC50 = 150.0 nM 6.82 In vitro binding affinity against 5-hydroxytryptamine 2A receptor in CHO cells 9871530
5-hydroxytryptamine receptor 1A IC50 = 180.0 nM 6.75 In vitro binding affinity against 5-hydroxytryptamine 1A receptor in CHO cells 9871530
5-hydroxytryptamine receptor 1A Ki = 180.0 nM 6.75 Inhibition of serotonin 5-HT1A receptor (unknown origin) 28489950
5-hydroxytryptamine receptor 2A Ki = 500.0 nM 6.3 Inhibition of serotonin 5-HT2 receptor (unknown origin) 28489950

Literature References

PubMed DOI Target Context # Activities
9871530 10.1016/s0960-894x(98)00108-5 Rattus norvegicus 8
11170639 10.1021/jm0002432 Rodentia sp. 5
9871530 10.1016/s0960-894x(98)00108-5 5-hydroxytryptamine receptor 2A 1
33422983 10.1016/j.ejmech.2020.113141 D(4) dopamine receptor 1
33422983 10.1016/j.ejmech.2020.113141 D(2) dopamine receptor 1
28489950 10.1021/acs.jmedchem.7b00151 5-hydroxytryptamine receptor 2A 1
28489950 10.1021/acs.jmedchem.7b00151 5-hydroxytryptamine receptor 1A 1
28489950 10.1021/acs.jmedchem.7b00151 D(3) dopamine receptor 1
28489950 10.1021/acs.jmedchem.7b00151 D(2) dopamine receptor 1
28489950 10.1021/acs.jmedchem.7b00151 Unchecked 1
9871530 10.1016/s0960-894x(98)00108-5 Dopamine receptors; D2 & D4 1
9871530 10.1016/s0960-894x(98)00108-5 5-hydroxytryptamine receptor 1A 1
9871530 10.1016/s0960-894x(98)00108-5 D(3) dopamine receptor 1
9871530 10.1016/s0960-894x(98)00108-5 ADMET 1
9871530 10.1016/s0960-894x(98)00108-5 D(4) dopamine receptor 1
9871530 10.1016/s0960-894x(98)00108-5 D(2) dopamine receptor 1
10999484 10.1016/s0960-894x(00)00421-2 D(4) dopamine receptor 1
10999484 10.1016/s0960-894x(00)00421-2 D(2) dopamine receptor 1

Data from ChEMBL 36 via Core Engine