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Compound Detail

CHEMBL273921

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O=C1c2ccccc2CCCN1CCN1CCC(n2c(O)nc3cc(F)ccc32)CC1

Basic Information

ChEMBL ID CHEMBL273921
Phase Preclinical
Structure Type MOL
InChI Key KOTITFQGTVUMBT-UHFFFAOYSA-N
16
Targets
16
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

422.5
MW (Da)
3.61
ALogP
5
HBA
1
HBD
61.6
PSA (Ų)
0.70
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 C24H27FN4O2
MW 422.50
Aromatic Rings 3
Heavy Atoms 31
NP-Likeness -1.35

Activity Summary

Ki 13 meas. best 8.65
IC50 3 meas. best 5.0

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
5-hydroxytryptamine receptor 7
CHEMBL3155
Ki 8.65 8.65 2.2 1
5-hydroxytryptamine receptor 7
CHEMBL3223
Ki 8.65 8.65 2.2 1
D(2) dopamine receptor
CHEMBL217
Ki 6.63 6.63 234.4 1
D(2) dopamine receptor
CHEMBL339
Ki 6.63 6.63 234.0 1
5-hydroxytryptamine receptor 2A
CHEMBL224
Ki 6.52 6.52 302.0 1
5-hydroxytryptamine receptor 1A
CHEMBL214
Ki 6.32 6.32 478.6 1
5-hydroxytryptamine receptor 1A
CHEMBL273
Ki 6.32 6.32 479.0 1
5-hydroxytryptamine receptor 2B
CHEMBL1833
Ki 6.0 6.0 1000.0 1
D(4) dopamine receptor
CHEMBL219
Ki 5.91 5.91 1230.3 1
5-hydroxytryptamine receptor 5A
CHEMBL3426
Ki 5.83 5.83 1479.1 1
D(3) dopamine receptor
CHEMBL234
Ki 5.77 5.77 1698.2 1
5-hydroxytryptamine receptor 1D
CHEMBL1983
Ki 5.62 5.62 2398.8 1
5-hydroxytryptamine receptor 2C
CHEMBL225
Ki 5.48 5.48 3311.3 1
Cytochrome P450 2D6
CHEMBL289
IC50 5.0 5.0 10000.0 1
Cytochrome P450 2C9
CHEMBL3397
IC50 4.46 4.46 35000.0 1
Cytochrome P450 1A2
CHEMBL3356
IC50 4.21 4.21 62000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
5-hydroxytryptamine receptor 7 Ki = 2.239 nM 8.65 Binding affinity at human cloned 5-hydroxytryptamine 7 receptor. 12643910
5-hydroxytryptamine receptor 7 Ki = 2.24 nM 8.65 Inhibition of [3H]-5-HT binding to rat 5-hydroxytryptamine 7 receptor 15267230
D(2) dopamine receptor Ki = 234.42 nM 6.63 Binding affinity towards cloned human dopamine D2 receptor was determined 12643910
D(2) dopamine receptor Ki = 234.0 nM 6.63 Inhibition of [3H]raclopride binding to Dopamine receptor D2A in rat 15267230
5-hydroxytryptamine receptor 2A Ki = 302.0 nM 6.52 Binding affinity at human cloned 5-hydroxytryptamine 2A receptor. 12643910
5-hydroxytryptamine receptor 1A Ki = 478.63 nM 6.32 Binding affinity towards 5-hydroxytryptamine 1A receptor in human using [3H]8-OH... 12643910
5-hydroxytryptamine receptor 1A Ki = 479.0 nM 6.32 Inhibition of [3H]8-OH-DPAT binding to rat 5-hydroxytryptamine 1A receptor 15267230
5-hydroxytryptamine receptor 2B Ki = 1000.0 nM 6.0 Binding affinity towards cloned human 5-hydroxytryptamine 2B receptor was determ... 12643910
D(4) dopamine receptor Ki = 1230.27 nM 5.91 Binding affinity towards cloned human dopamine D4 receptor was determined 12643910
5-hydroxytryptamine receptor 5A Ki = 1479.11 nM 5.83 Binding affinity towards cloned human 5-HT5A receptor was determined 12643910
D(3) dopamine receptor Ki = 1698.24 nM 5.77 Binding affinity towards cloned human dopamine D3 receptor was determined 12643910
5-hydroxytryptamine receptor 1D Ki = 2398.83 nM 5.62 Binding affinity towards cloned human 5-hydroxytryptamine 1D receptor 12643910
5-hydroxytryptamine receptor 2C Ki = 3311.31 nM 5.48 Binding affinity towards cloned human 5-hydroxytryptamine 2C receptor was determ... 12643910
Cytochrome P450 2D6 IC50 = 10000.0 nM 5.0 Inhibition of human Cytochrome P450 2D6 12643910
Cytochrome P450 2C9 IC50 = 35000.0 nM 4.46 Inhibition of human cytochrome P450 isoform 2C9 12643910
Cytochrome P450 1A2 IC50 = 62000.0 nM 4.21 Inhibition of human Cytochrome P450 1A2 12643910

Literature References

PubMed DOI Target Context # Activities
15267230 10.1021/jm0498102 5-hydroxytryptamine receptor 7 2
12643910 10.1016/s0960-894x(03)00077-5 5-hydroxytryptamine receptor 6 1
15267230 10.1021/jm0498102 Unchecked 1
12643910 10.1016/s0960-894x(03)00077-5 Cytochrome P450 3A4 1
12643910 10.1016/s0960-894x(03)00077-5 Cytochrome P450 2D6 1
12643910 10.1016/s0960-894x(03)00077-5 Cytochrome P450 2C9 1
12643910 10.1016/s0960-894x(03)00077-5 Cytochrome P450 2C19 1
12643910 10.1016/s0960-894x(03)00077-5 Cytochrome P450 1A2 1
12643910 10.1016/s0960-894x(03)00077-5 D(4) dopamine receptor 1
12643910 10.1016/s0960-894x(03)00077-5 D(3) dopamine receptor 1
12643910 10.1016/s0960-894x(03)00077-5 D(2) dopamine receptor 1
12643910 10.1016/s0960-894x(03)00077-5 5-hydroxytryptamine receptor 7 1
12643910 10.1016/s0960-894x(03)00077-5 5-hydroxytryptamine receptor 5A 1
12643910 10.1016/s0960-894x(03)00077-5 5-hydroxytryptamine receptor 2C 1
12643910 10.1016/s0960-894x(03)00077-5 5-hydroxytryptamine receptor 2B 1
12643910 10.1016/s0960-894x(03)00077-5 5-hydroxytryptamine receptor 1F 1
12643910 10.1016/s0960-894x(03)00077-5 5-hydroxytryptamine receptor 1E 1
12643910 10.1016/s0960-894x(03)00077-5 5-hydroxytryptamine receptor 1D 1
12643910 10.1016/s0960-894x(03)00077-5 5-hydroxytryptamine receptor 1B 1
12643910 10.1016/s0960-894x(03)00077-5 5-hydroxytryptamine receptor 1A 1

Data from ChEMBL 36 via Core Engine