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Compound Detail

CHEMBL4083252

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COc1ccccc1N1CCN(CCCSc2nnc(-c3ccccc3)n2C)CC1

Basic Information

ChEMBL ID CHEMBL4083252
Phase Preclinical
Structure Type MOL
InChI Key RRTCFJGKAMKAIY-UHFFFAOYSA-N
17
Targets
27
Activities
3
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

423.6
MW (Da)
3.80
ALogP
7
HBA
0
HBD
46.4
PSA (Ų)
0.41
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 C23H29N5OS
MW 423.59
Aromatic Rings 3
Heavy Atoms 30
NP-Likeness -2.02

Activity Summary

Ki 22 meas. best 9.66
EC50 3 meas. best 6.78
IC50 2 meas. best 8.06

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
5-hydroxytryptamine receptor 1A
CHEMBL214
Ki 9.66 9.355 0.2 2
D(3) dopamine receptor
CHEMBL234
Ki 8.22 8.2 6.0 3
D(3) dopamine receptor
CHEMBL234
IC50 8.06 8.06 8.7 1
Histamine H1 receptor
CHEMBL231
Ki 7.4 7.4 40.0 1
5-hydroxytryptamine receptor 2B
CHEMBL1833
Ki 7.38 7.38 42.0 1
Alpha-1A adrenergic receptor
CHEMBL229
Ki 7.31 7.31 49.0 1
Alpha-1B adrenergic receptor
CHEMBL232
Ki 7.03 7.03 94.0 1
5-hydroxytryptamine receptor 7
CHEMBL3155
Ki 6.89 6.89 128.0 1
5-hydroxytryptamine receptor 2C
CHEMBL225
Ki 6.8 6.8 159.0 1
D(3) dopamine receptor
CHEMBL234
EC50 6.78 6.78 166.7 1
Alpha-2A adrenergic receptor
CHEMBL1867
Ki 6.66 6.66 221.0 1
Alpha-2B adrenergic receptor
CHEMBL1942
Ki 6.62 6.62 241.0 1
D(2) dopamine receptor
CHEMBL217
EC50 6.59 6.59 254.0 1
D(2) dopamine receptor
CHEMBL217
Ki 6.58 6.4667 260.0 3
D(2) dopamine receptor
CHEMBL217
IC50 6.48 6.48 328.3 1
D(4) dopamine receptor
CHEMBL219
EC50 6.45 6.45 359.1 1
Alpha-2C adrenergic receptor
CHEMBL1916
Ki 6.36 6.36 433.0 1
D(4) dopamine receptor
CHEMBL219
Ki 6.14 6.14 721.0 1
Histamine H2 receptor
CHEMBL1941
Ki 6.06 6.06 871.0 1
5-hydroxytryptamine receptor 2A
CHEMBL224
Ki 5.85 5.85 1415.0 1
5-hydroxytryptamine receptor 1B
CHEMBL1898
Ki 5.69 5.69 2032.0 1
D(1B) dopamine receptor
CHEMBL1850
Ki 5.52 5.52 3016.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
5-hydroxytryptamine receptor 1A Ki = 0.22 nM 9.66 Displacement of [3H]8-OH-DPAT from human 5-HT1A receptor expressed in CHO-K1 cel... 29125762
5-hydroxytryptamine receptor 1A Ki = 0.9 nM 9.05 Displacement of [3H]-Way100635 from recombinant human 5HT1A receptor transiently... 31021617
D(3) dopamine receptor Ki = 6.0 nM 8.22 Displacement of [3H]N-methylspiperone from D3 receptor (unknown origin) measured... 31021617
D(3) dopamine receptor Ki = 6.5 nM 8.19 Displacement of [125I]ABN from human dopamine D3 receptor expressed in HEK293 ce... 29125762
D(3) dopamine receptor Ki = 6.5 nM 8.19 Displacement of [125I]IABN from recombinant human D3 receptor stably expressed i... 31021617
D(3) dopamine receptor IC50 = 8.7 nM 8.06 Antagonist activity at recombinant human D3 receptor expressed in CHOK1 cells as... 31021617
Histamine H1 receptor Ki = 40.0 nM 7.4 Displacement of [3H]-pyrilamine from recombinant human H1 receptor stably expres... 31021617
5-hydroxytryptamine receptor 2B Ki = 42.0 nM 7.38 Displacement of [3H]-LSD from recombinant human 5HT2B receptor stably expressed ... 31021617
Alpha-1A adrenergic receptor Ki = 49.0 nM 7.31 Displacement of [3H]-prazosin from recombinant human alpha1A adrenergic receptor... 31021617
Alpha-1B adrenergic receptor Ki = 94.0 nM 7.03 Displacement of [3H]-prazosin from recombinant human alpha1B adrenergic receptor... 31021617
5-hydroxytryptamine receptor 7 Ki = 128.0 nM 6.89 Displacement of [3H]-LSD from recombinant human 5HT7A receptor stably expressed ... 31021617
5-hydroxytryptamine receptor 2C Ki = 159.0 nM 6.8 Displacement of [3H]-mesulergine from recombinant human 5HT2C receptor transient... 31021617
D(3) dopamine receptor EC50 = 166.7 nM 6.78 Agonist activity at recombinant human D3 receptor expressed in CHOK1 cells asses... 31021617
Alpha-2A adrenergic receptor Ki = 221.0 nM 6.66 Displacement of [3H]-rauwolscine from recombinant human alpha2A adrenergic recep... 31021617
Alpha-2B adrenergic receptor Ki = 241.0 nM 6.62 Displacement of [3H]-rauwolscine from recombinant human alpha2B adrenergic recep... 31021617
D(2) dopamine receptor EC50 = 254.0 nM 6.59 Agonist activity at recombinant human D2 receptor expressed in CHOK1 cells asses... 31021617
D(2) dopamine receptor Ki = 260.0 nM 6.58 Displacement of [125I]ABN from human dopamine D2 long receptor expressed in HEK2... 29125762
D(2) dopamine receptor Ki = 260.0 nM 6.58 Displacement of [125I]IABN from recombinant human D2 long receptor stably expres... 31021617
D(2) dopamine receptor IC50 = 328.3 nM 6.48 Antagonist activity at recombinant human D2 receptor expressed in CHOK1 cells as... 31021617
D(4) dopamine receptor EC50 = 359.1 nM 6.45 Agonist activity at recombinant human D4 receptor expressed in CHOK1 cells asses... 31021617

Literature References

PubMed DOI Target Context # Activities
31021617 10.1021/acs.jmedchem.9b00412 D(3) dopamine receptor 4
31021617 10.1021/acs.jmedchem.9b00412 D(2) dopamine receptor 4
31021617 10.1021/acs.jmedchem.9b00412 D(1A) dopamine receptor 2
31021617 10.1021/acs.jmedchem.9b00412 D(4) dopamine receptor 2
31021617 10.1021/acs.jmedchem.9b00412 5-hydroxytryptamine receptor 1B 1
31021617 10.1021/acs.jmedchem.9b00412 D(1B) dopamine receptor 1
31021617 10.1021/acs.jmedchem.9b00412 5-hydroxytryptamine receptor 7 1
31021617 10.1021/acs.jmedchem.9b00412 5-hydroxytryptamine receptor 6 1
31021617 10.1021/acs.jmedchem.9b00412 5-hydroxytryptamine receptor 5A 1
31021617 10.1021/acs.jmedchem.9b00412 5-hydroxytryptamine receptor 3A 1
31021617 10.1021/acs.jmedchem.9b00412 5-hydroxytryptamine receptor 2C 1
31021617 10.1021/acs.jmedchem.9b00412 5-hydroxytryptamine receptor 2B 1
31021617 10.1021/acs.jmedchem.9b00412 5-hydroxytryptamine receptor 2A 1
31021617 10.1021/acs.jmedchem.9b00412 5-hydroxytryptamine receptor 1E 1
31021617 10.1021/acs.jmedchem.9b00412 5-hydroxytryptamine receptor 1D 1
29125762 10.1021/acs.jmedchem.7b01248 D(3) dopamine receptor 1
31021617 10.1021/acs.jmedchem.9b00412 5-hydroxytryptamine receptor 1A 1
31021617 10.1021/acs.jmedchem.9b00412 Unchecked 1
29125762 10.1021/acs.jmedchem.7b01248 5-hydroxytryptamine receptor 1A 1
29125762 10.1021/acs.jmedchem.7b01248 Unchecked 1

Data from ChEMBL 36 via Core Engine