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Compound Detail

CHEMBL522691

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N#Cc1ccc(CNC(=O)CCCCCN2CCN(c3ccccc3-c3ccccc3)CC2)cc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL522691
Phase Preclinical
Structure Type MOL
InChI Key BQEDZLDNNBDKDS-UHFFFAOYSA-N
10
Targets
28
Activities
2
Assay Types
8
PK Parameters
20
Publications
0
Known Names

Molecular Properties

466.6
MW (Da)
5.22
ALogP
4
HBA
1
HBD
59.4
PSA (Ų)
0.42
QED
1
Ro5 Violations
10
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C30H34N4O
MW 466.63
Aromatic Rings 3
Heavy Atoms 35
NP-Likeness -1.20

Activity Summary

Ki 27 meas. best 9.24
EC50 1 meas. best 6.22

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
5-hydroxytryptamine receptor 7
CHEMBL3155
 Ki 9.24 8.4257 0.6 7
5-hydroxytryptamine receptor 7
CHEMBL3223
 Ki 9.24 9.24 0.6 3
Adrenergic receptor alpha-1
CHEMBL1907610
 Ki 7.65 7.65 22.6 2
D(2) dopamine receptor
CHEMBL217
 Ki 6.85 6.7733 142.0 3
5-hydroxytryptamine receptor 5A
CHEMBL3426
 Ki 6.75 6.75 178.0 1
5-hydroxytryptamine receptor 1A
CHEMBL214
 Ki 6.73 6.5971 188.0 7
5-hydroxytryptamine receptor 7
CHEMBL5494
 EC50 6.22 6.22 600.0 1
5-hydroxytryptamine receptor 2A
CHEMBL224
 Ki 6.2 6.2 626.0 1
5-hydroxytryptamine receptor 6
CHEMBL3371
 Ki 5.8 5.8 1571.0 2
Unchecked
CHEMBL612545
 Ki 5.38 5.38 4200.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 45.9 mL.min-1.g-1 Mus musculus
Cmax 1628.7 nM Mus musculus
Cmax 0.54 ug/g Mus musculus
T1/2 1.083 hr Mus musculus
T1/2 1.15 hr Mus musculus
T1/2 1.15 hr Mus musculus
T1/2 0.25 hr Mus musculus
Vd 11.0 L.kg-1 Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
5-hydroxytryptamine receptor 7 Ki = 0.58 nM 9.24 Displacement of [3H]LSD from rat cloned 5HT7 receptor expressed in HEK293 cells 18800769
5-hydroxytryptamine receptor 7 Ki = 0.58 nM 9.24 Displacement of [3H]-5-CT from human 5-HT7b receptor expressed in HEK293 cells a... 22926225
5-hydroxytryptamine receptor 7 Ki = 0.58 nM 9.24 Binding affinity to rat cloned 5HT7 receptor 22738316
5-hydroxytryptamine receptor 7 Ki = 0.58 nM 9.24 Binding affinity to rat 5HT7 receptor 24508140
5-hydroxytryptamine receptor 7 Ki = 0.58 nM 9.24 Displacement of [3H]-5-CT from human 5-HT7 receptor expressed in HEK293 cells af... 24675176
5-hydroxytryptamine receptor 7 Ki = 0.6 nM 9.22 Displacement of [3H]LSD from human recombinant 5-HT7 receptor expressed in cell ... 30568756
5-hydroxytryptamine receptor 7 Ki = 15.0 nM 7.82 Displacement of [3H]-5-CT from human cloned 5HT7 receptor 22738316
5-hydroxytryptamine receptor 7 Ki = 15.0 nM 7.82 Displacement of [3H]LSD from human 5HT7 receptor after 1.5 hrs 24100077
5-hydroxytryptamine receptor 7 Ki = 15.0 nM 7.82 Displacement of [3H]5-CT from human 5HT7 receptor transfected in HEK293 cells af... 24508140
5-hydroxytryptamine receptor 7 Ki = 15.0 nM 7.82 Displacement of [3H]-LSD from human 5-HT7 receptor after 1.5 hrs by cell based a... 27318552
Adrenergic receptor alpha-1 Ki = 22.6 nM 7.65 Displacement of [3H]-prazosin from alpha1 adrenergic receptor in rat cerebral co... 24100077
Adrenergic receptor alpha-1 Ki = 22.6 nM 7.65 Displacement of [3H]-prazosin from rat brain alpha1 adrenergic receptor after 50... 24508140
D(2) dopamine receptor Ki = 142.0 nM 6.85 Displacement of [3H]-raclopride from recombinant human D2 receptor expressed in ... 30568756
D(2) dopamine receptor Ki = 142.0 nM 6.85 Displacement of [3H]spiroperidol from human cloned dopamine D2L receptor express... 18800769
5-hydroxytryptamine receptor 5A Ki = 178.0 nM 6.75 Displacement of [3H]LSD from human recombinant 5-HT5A receptor expressed in cell... 30568756
5-hydroxytryptamine receptor 1A Ki = 188.0 nM 6.73 Displacement of [3H]8-OH-DPAT from human cloned 5HT1A receptor expressed in HEK2... 18800769
5-hydroxytryptamine receptor 1A Ki = 188.0 nM 6.73 Displacement of [3H]-8-OH-DPAT from human 5-HT1A receptor expressed in HEK293 ce... 22926225
5-hydroxytryptamine receptor 1A Ki = 188.0 nM 6.73 Displacement of [3H]-8-OH-DPAT from human 5-HT1A receptor expressed in HEK293 ce... 24675176
5-hydroxytryptamine receptor 1A Ki = 188.0 nM 6.73 Displacement of [3H]8-OH-DPAT from recombinant human 5-HT1A receptor expressed i... 30568756
D(2) dopamine receptor Ki = 242.0 nM 6.62 Binding affinity to dopamine D2 receptor (unknown origin) 27318552

Literature References

PubMed DOI Target Context # Activities
27318552 10.1016/j.ejmech.2016.05.005 5-hydroxytryptamine receptor 7 9
18800769 10.1021/jm800615e Mus musculus 6
27318552 10.1016/j.ejmech.2016.05.005 ADMET 3
18800769 10.1021/jm800615e 5-hydroxytryptamine receptor 7 3
24508140 10.1016/j.bmc.2014.01.016 Unchecked 2
18800769 10.1021/jm800615e Unchecked 2
24508140 10.1016/j.bmc.2014.01.016 5-hydroxytryptamine receptor 7 2
22738316 10.1021/jm3003679 5-hydroxytryptamine receptor 7 2
22738316 10.1021/jm3003679 Unchecked 2
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
24100077 10.1016/j.bmcl.2013.09.025 Sigma non-opioid intracellular receptor 1 2
30904783 10.1016/j.ejmech.2019.03.017 5-hydroxytryptamine receptor 7 2
24100077 10.1016/j.bmcl.2013.09.025 Liver 1
24508140 10.1016/j.bmc.2014.01.016 Adrenergic receptor alpha-1 1
- 10.6019/EOS300108 HepG2 1
24100077 10.1016/j.bmcl.2013.09.025 Adrenergic receptor alpha-1 1
24100077 10.1016/j.bmcl.2013.09.025 Unchecked 1
22926225 10.1016/j.ejmech.2012.07.043 5-hydroxytryptamine receptor 1A 1
22926225 10.1016/j.ejmech.2012.07.043 5-hydroxytryptamine receptor 7 1
18800769 10.1021/jm800615e D(2) dopamine receptor 1

Data from ChEMBL 36 via Core Engine