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Compound Detail

CHEMBL5183205

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CCCCCNC(=O)/N=C(\N)NCCCc1cnc(N)s1.O=C(O)C(F)(F)F.O=C(O)C(F)(F)F

Basic Information

ChEMBL ID CHEMBL5183205
Phase Preclinical
Structure Type MOL
InChI Key RZWKIWSVEPQMPP-UHFFFAOYSA-N
Parent Compound CHEMBL5221757
Active Moiety CHEMBL5221757
6
Targets
15
Activities
3
Assay Types
0
PK Parameters
8
Publications
0
Known Names

Molecular Properties

312.4
MW (Da)
1.46
ALogP
4
HBA
4
HBD
118.4
PSA (Ų)
0.33
QED
0
Ro5 Violations
8
Rot. Bonds

Drug Information

Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C17H26F6N6O5S
MW 540.49
Aromatic Rings 1
Heavy Atoms 21
NP-Likeness -0.76

Activity Summary

Kd 7 meas. best 10.83
EC50 4 meas. best 8.22
Ki 4 meas. best 7.64

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
D(2) dopamine receptor
CHEMBL217
Kd 10.83 10.83 0.0 2
D(3) dopamine receptor
CHEMBL234
Kd 10.59 10.59 0.0 1
Histamine H3 receptor
CHEMBL264
Kd 8.52 8.52 3.0 1
Histamine H1 receptor
CHEMBL231
Kd 8.35 8.35 4.5 1
Histamine H2 receptor
CHEMBL1941
EC50 8.22 7.735 6.0 2
Histamine H2 receptor
CHEMBL1941
Kd 7.91 7.91 12.2 1
Histamine H4 receptor
CHEMBL3759
Kd 7.8 7.8 16.0 1
Histamine H2 receptor
CHEMBL1941
Ki 7.64 7.64 22.9 1
D(3) dopamine receptor
CHEMBL234
Ki 7.5 7.5 31.6 1
D(3) dopamine receptor
CHEMBL234
EC50 7.4 7.4 39.8 1
D(2) dopamine receptor
CHEMBL217
EC50 5.85 5.85 1412.5 1
D(2) dopamine receptor
CHEMBL217
Ki 5.46 5.46 3467.4 1
Histamine H1 receptor
CHEMBL231
Ki 5.02 5.02 9549.9 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
D(2) dopamine receptor Kd = 0.0149 nM 10.83 Displacement of [3H]N-methylspiperone from human D2 long receptor stably express... 34110814
D(2) dopamine receptor Kd = 0.0149 nM 10.83 Displacement of [3H]N-methylspiperone from human D2 long receptor stably express... 34110814
D(3) dopamine receptor Kd = 0.0258 nM 10.59 Displacement of [3H]N-methylspiperone from human D3 receptor stably expressed in... 34110814
Histamine H3 receptor Kd = 3.0 nM 8.52 Displacement of [3H]UR-PI294 from human histamine H3 receptor stably expressed i... 34110814
Histamine H1 receptor Kd = 4.5 nM 8.35 Displacement of [3H] mepyramine from human histamine H1 receptor stably expresse... 34110814
Histamine H2 receptor EC50 = 6.026 nM 8.22 Agonist activity at human histamine H2 receptor stably expressed in HEK293T cell... 34110814
Histamine H2 receptor Kd = 12.2 nM 7.91 Displacement of [3H]UR-DE257 from human histamine H2 receptor stably expressed i... 34110814
Histamine H4 receptor Kd = 16.0 nM 7.8 Displacement of [3H]-histamine from human histamine H4 receptor stably expressed... 34110814
Histamine H2 receptor Ki = 22.91 nM 7.64 Displacement of [3H]UR-DE257 from human histamine H2 receptor stably expressed i... 34110814
D(3) dopamine receptor Ki = 31.62 nM 7.5 Displacement of [3H]N-methylspiperone from human D3 receptor stably expressed in... 34110814
D(3) dopamine receptor EC50 = 39.81 nM 7.4 Agonist activity at human D3 receptor stably expressed in HEK293T cells co-expre... 34110814
Histamine H2 receptor EC50 = 56.23 nM 7.25 Agonist activity at human histamine H2 receptor stably expressed in HEK293T cell... 34110814
D(2) dopamine receptor EC50 = 1412.54 nM 5.85 Agonist activity at human D2 long receptor stably expressed in HEK293T cells co-... 34110814
D(2) dopamine receptor Ki = 3467.37 nM 5.46 Displacement of [3H]N-methylspiperone from human D2 long receptor stably express... 34110814
Histamine H1 receptor Ki = 9549.93 nM 5.02 Displacement of [3H] mepyramine from human histamine H1 receptor stably expresse... 34110814

Literature References

PubMed DOI Target Context # Activities
34110814 10.1021/acs.jmedchem.1c00692 Histamine H2 receptor 6
34110814 10.1021/acs.jmedchem.1c00692 Unchecked 5
34110814 10.1021/acs.jmedchem.1c00692 D(2) dopamine receptor 5
34110814 10.1021/acs.jmedchem.1c00692 D(3) dopamine receptor 4
34110814 10.1021/acs.jmedchem.1c00692 Histamine H1 receptor 2
34110814 10.1021/acs.jmedchem.1c00692 Histamine H3 receptor 2
34110814 10.1021/acs.jmedchem.1c00692 Histamine H4 receptor 2
34110814 10.1021/acs.jmedchem.1c00692 No relevant target 1

Data from ChEMBL 36 via Core Engine