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Compound Detail

CHEMBL497963

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Cc1ccc2c(OCCN3CCC(Cc4cccc(NS(C)(=O)=O)c4)CC3)cccc2n1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL497963
Phase Preclinical
Structure Type MOL
InChI Key UZLFJOXUSYBNKZ-UHFFFAOYSA-N
14
Targets
21
Activities
1
Assay Types
3
PK Parameters
20
Publications
0
Known Names

Molecular Properties

453.6
MW (Da)
4.25
ALogP
5
HBA
1
HBD
71.5
PSA (Ų)
0.55
QED
0
Ro5 Violations
8
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C25H31N3O3S
MW 453.61
Aromatic Rings 3
Heavy Atoms 32
NP-Likeness -1.24

Activity Summary

Ki 21 meas. best 9.3

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
5-hydroxytryptamine receptor 1D
CHEMBL1983
 Ki 9.3 9.3 0.5 3
5-hydroxytryptamine receptor 1B
CHEMBL1898
 Ki 8.7 8.7 2.0 3
5-hydroxytryptamine receptor 1A
CHEMBL214
 Ki 8.6 8.6 2.5 3
5-hydroxytryptamine receptor 7
CHEMBL3155
 Ki 7.7 7.7 19.9 1
D(2) dopamine receptor
CHEMBL217
 Ki 7.2 7.2 63.1 1
Alpha-1B adrenergic receptor
CHEMBL232
 Ki 6.7 6.7 199.5 1
5-hydroxytryptamine receptor 1F
CHEMBL1805
 Ki 6.3 6.3 501.2 1
Beta-2 adrenergic receptor
CHEMBL210
 Ki 6.3 6.3 501.2 1
Sodium-dependent serotonin transporter
CHEMBL313
 Ki 6.0 6.0 1000.0 2
5-hydroxytryptamine receptor 5A
CHEMBL3426
 Ki 5.9 5.9 1258.9 1
Sodium-dependent serotonin transporter
CHEMBL228
 Ki 5.8 5.8 1584.9 1
5-hydroxytryptamine receptor 2B
CHEMBL1833
 Ki 5.7 5.7 1995.3 1
5-hydroxytryptamine receptor 1E
CHEMBL2182
 Ki 5.6 5.6 2511.9 1
5-hydroxytryptamine receptor 2A
CHEMBL224
 Ki 5.6 5.6 2511.9 1

Pharmacokinetic Data

Parameter Value Units Species
CL 38.0 mL.min-1.kg-1 Rattus norvegicus
Cmax 346.0 ng/g Rattus norvegicus
T1/2 0.6 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
5-hydroxytryptamine receptor 1D Ki = 0.5012 nM 9.3 Displacement of 3H]5HT from human 5HT1D receptor expressed in CHO cells 19071020
5-hydroxytryptamine receptor 1D Ki = 0.5012 nM 9.3 Displacement of [3H]5-HT from human recombinant 5-HT1D receptor expressed in CHO... 21053897
5-hydroxytryptamine receptor 1D Ki = 0.5012 nM 9.3 Displacement of [3H]5HT from human recombinant 5HT1D receptor 18433113
5-hydroxytryptamine receptor 1B Ki = 1.995 nM 8.7 Displacement of [3H]5HT from human recombinant 5HT1B receptor 18433113
5-hydroxytryptamine receptor 1B Ki = 1.995 nM 8.7 Displacement of [3H]5HT from human 5HT1B receptor expressed in CHO cells 19071020
5-hydroxytryptamine receptor 1B Ki = 1.995 nM 8.7 Displacement of [3H]5-HT from human recombinant 5-HT1B receptor expressed in CHO... 21053897
5-hydroxytryptamine receptor 1A Ki = 2.512 nM 8.6 Displacement of [3H]WAY100635 from human recombinant 5HT1A receptor 18433113
5-hydroxytryptamine receptor 1A Ki = 2.512 nM 8.6 Displacement of [125I]WAY100635 from human 5HT1A receptor expressed in CHO cells 19071020
5-hydroxytryptamine receptor 1A Ki = 2.512 nM 8.6 Displacement of [3H]WAY100635 from human recombinant 5-HT1A receptor expressed i... 21053897
5-hydroxytryptamine receptor 7 Ki = 19.95 nM 7.7 Displacement of radioligand from human cloned 5HT7 receptor 18433113
D(2) dopamine receptor Ki = 63.1 nM 7.2 Displacement of radioligand from human cloned dopamine D2 receptor 18433113
Alpha-1B adrenergic receptor Ki = 199.53 nM 6.7 Displacement of radioligand from human cloned adrenergic Alpha-1B receptor 18433113
5-hydroxytryptamine receptor 1F Ki = 501.19 nM 6.3 Displacement of radioligand from human cloned 5HT1F receptor 18433113
Beta-2 adrenergic receptor Ki = 501.19 nM 6.3 Displacement of radioligand from human cloned adrenergic beta2 receptor 18433113
Sodium-dependent serotonin transporter Ki = 1000.0 nM 6.0 Inhibition of [3H]5HT uptake at SERT in rat cortical synaptosomes 18433113
Sodium-dependent serotonin transporter Ki = 1000.0 nM 6.0 Inhibition of [3H]5-HT uptake at SERT in rat cortical synaptosomes 21053897
5-hydroxytryptamine receptor 5A Ki = 1258.93 nM 5.9 Displacement of radioligand from human cloned 5HT5A receptor 18433113
Sodium-dependent serotonin transporter Ki = 1584.89 nM 5.8 Displacement of radioligand from human cloned SERT 18433113
5-hydroxytryptamine receptor 2B Ki = 1995.26 nM 5.7 Displacement of radioligand from human cloned 5HT2B receptor 18433113
5-hydroxytryptamine receptor 1E Ki = 2511.89 nM 5.6 Displacement of radioligand from human cloned 5HT1E receptor 18433113

Literature References

PubMed DOI Target Context # Activities
18433113 10.1021/jm8001444 Rattus norvegicus 5
18433113 10.1021/jm8001444 Unchecked 3
- 10.6019/CHEMBL3301361 ADMET 3
18433113 10.1021/jm8001444 5-hydroxytryptamine receptor 1B 2
19071020 10.1016/j.bmcl.2008.11.052 5-hydroxytryptamine receptor 1B 2
19071020 10.1016/j.bmcl.2008.11.052 5-hydroxytryptamine receptor 1A 2
19071020 10.1016/j.bmcl.2008.11.052 5-hydroxytryptamine receptor 1D 2
21053897 10.1021/jm100714c 5-hydroxytryptamine receptor 1A 2
21053897 10.1021/jm100714c 5-hydroxytryptamine receptor 1D 2
21053897 10.1021/jm100714c 5-hydroxytryptamine receptor 1B 2
18433113 10.1021/jm8001444 Sodium-dependent serotonin transporter 2
18433113 10.1021/jm8001444 5-hydroxytryptamine receptor 1D 2
18433113 10.1021/jm8001444 5-hydroxytryptamine receptor 1A 2
18433113 10.1021/jm8001444 5-hydroxytryptamine receptor 2C 1
18433113 10.1021/jm8001444 5-hydroxytryptamine receptor 4 1
18433113 10.1021/jm8001444 5-hydroxytryptamine receptor 5A 1
18433113 10.1021/jm8001444 5-hydroxytryptamine receptor 6 1
18433113 10.1021/jm8001444 5-hydroxytryptamine receptor 7 1
18433113 10.1021/jm8001444 5-hydroxytryptamine receptor 2A 1
18433113 10.1021/jm8001444 5-hydroxytryptamine receptor 1F 1

Data from ChEMBL 36 via Core Engine