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Compound Detail

CHEMBL221692

ADOPRAZINE
🧪 Phase II
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🧪 Phase II
Fc1ccc(-c2cncc(CN3CCN(c4cccc5c4OCCO5)CC3)c2)cc1

Basic Information

ChEMBL ID CHEMBL221692
Name ADOPRAZINE
Phase Phase II
Structure Type MOL
InChI Key IUVSEUFHPNITEQ-UHFFFAOYSA-N

Known Names

Adoprazina Adoprazine SLV-313
12
Targets
13
Activities
3
Assay Types
0
PK Parameters
20
Publications
3
Known Names
3
Mechanisms

Molecular Properties

405.5
MW (Da)
3.98
ALogP
5
HBA
0
HBD
37.8
PSA (Ų)
0.66
QED
0
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Achiral

Extended Properties

Molecular Formula C24H24FN3O2
MW 405.47
Aromatic Rings 3
Heavy Atoms 30
NP-Likeness -1.29

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
Serotonin 1a (5-HT1a) receptor agonist AGONIST 5-hydroxytryptamine receptor 1A
Dopamine D2 receptor antagonist ANTAGONIST D(2) dopamine receptor
Dopamine D3 receptor antagonist ANTAGONIST D(3) dopamine receptor

Activity Summary

Ki 11 meas. best 9.1
EC50 1 meas. best 8.23
IC50 1 meas. best 4.73

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
5-hydroxytryptamine receptor 1A
CHEMBL214
Ki 9.1 9.1 0.8 1
5-hydroxytryptamine receptor 1A
CHEMBL273
Ki 8.64 8.64 2.3 1
D(2) dopamine receptor
CHEMBL217
Ki 8.4 8.4 4.0 1
D(3) dopamine receptor
CHEMBL234
Ki 8.4 8.4 4.0 1
D(2) dopamine receptor
CHEMBL339
Ki 8.4 8.4 4.0 1
5-hydroxytryptamine receptor 1A
CHEMBL214
EC50 8.23 8.23 5.9 1
D(4) dopamine receptor
CHEMBL219
Ki 8.0 8.0 10.0 1
5-hydroxytryptamine receptor 2B
CHEMBL1833
Ki 7.9 7.9 12.6 1
5-hydroxytryptamine receptor 7
CHEMBL3155
Ki 7.2 7.2 63.1 1
5-hydroxytryptamine receptor 2A
CHEMBL224
Ki 6.6 6.6 251.2 1
Adrenergic receptor alpha-1
CHEMBL1907610
Ki 6.3 6.3 501.2 1
5-hydroxytryptamine receptor 2A
CHEMBL322
Ki 6.14 6.14 724.4 1
SARS-CoV-2
CHEMBL4303835
IC50 4.73 4.73 18590.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
5-hydroxytryptamine receptor 1A Ki = 0.7943 nM 9.1 Displacement of [3H]8-OH-DPAT from human 5HT1A receptor expressed in CHO cells 17880057
5-hydroxytryptamine receptor 1A Ki = 2.291 nM 8.64 Displacement of [3H]OH-DPAT from rat cortex 5HT1A receptor 17300168
D(2) dopamine receptor Ki = 3.981 nM 8.4 Displacement of [3H]YM-09151-2 from rat striatum D2 receptor 17300168
D(2) dopamine receptor Ki = 3.981 nM 8.4 Displacement of [3H]spiperone from human dopamine D2 receptor short form express... 17880057
D(3) dopamine receptor Ki = 3.981 nM 8.4 Displacement of [3H]spiperone from human dopamine D3 receptor expressed in CHO c... 17880057
5-hydroxytryptamine receptor 1A EC50 = 5.888 nM 8.23 Agonist activity at human 5HT1A receptor in HeLa cells assessed as stimulation o... 17300168
D(4) dopamine receptor Ki = 10.0 nM 8.0 Displacement of [3H]spiperone from human dopamine D4.4 receptor expressed in CHO... 17880057
5-hydroxytryptamine receptor 2B Ki = 12.59 nM 7.9 Displacement of [3H]LSD from 5HT2B receptor expressed in CHO cells 17880057
5-hydroxytryptamine receptor 7 Ki = 63.1 nM 7.2 Displacement of [3H]LSD from human 5HT7 receptor expressed in CHO cells 17880057
5-hydroxytryptamine receptor 2A Ki = 251.19 nM 6.6 Displacement of [3H]ketanserin from human 5HT2A receptor expressed in CHO cells 17880057
Adrenergic receptor alpha-1 Ki = 501.19 nM 6.3 Displacement of [3H]prazosin from adrenergic alpha1 receptor in rat cerebral cor... 17880057
5-hydroxytryptamine receptor 2A Ki = 724.44 nM 6.14 Displacement of [3H]ketanserin from rat cortex 5HT2A receptor 17300168
SARS-CoV-2 IC50 = 18590.0 nM 4.73 Determination of IC50 values for inhibition of SARS-CoV-2 induced cytotoxicity o... -

Literature References

PubMed DOI Target Context # Activities
17300168 10.1021/jm061180b Rattus norvegicus 6
17300168 10.1021/jm061180b D(2) dopamine receptor 4
17300168 10.1021/jm061180b 5-hydroxytryptamine receptor 1A 3
- 10.21203/rs.3.rs-23951/v1 SARS-CoV-2 2
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
17880057 10.1021/jm070516u 5-hydroxytryptamine receptor 2C 1
17880057 10.1021/jm070516u Adrenergic receptor alpha-1 1
17880057 10.1021/jm070516u Muscarinic acetylcholine receptor M4 1
17880057 10.1021/jm070516u Muscarinic acetylcholine receptor M1 1
17880057 10.1021/jm070516u Sodium-dependent serotonin transporter 1
17880057 10.1021/jm070516u 5-hydroxytryptamine receptor 7 1
17880057 10.1021/jm070516u 5-hydroxytryptamine receptor 6 1
17880057 10.1021/jm070516u Serotonin 3 (5-HT3) receptor 1
17880057 10.1021/jm070516u 5-hydroxytryptamine receptor 2B 1
17880057 10.1021/jm070516u 5-hydroxytryptamine receptor 2A 1
17880057 10.1021/jm070516u 5-hydroxytryptamine receptor 1A 1
17880057 10.1021/jm070516u D(4) dopamine receptor 1
17880057 10.1021/jm070516u D(3) dopamine receptor 1
17880057 10.1021/jm070516u D(2) dopamine receptor 1

Data from ChEMBL 36 via Core Engine