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Compound Detail

CHEMBL5204599

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CC(CNC(=O)/N=C(\N)NCCCc1nnc(N)s1)C1CCCCC1.O=C(O)C(F)(F)F.O=C(O)C(F)(F)F

Basic Information

ChEMBL ID CHEMBL5204599
Phase Preclinical
Structure Type MOL
InChI Key JEOHHJMBZWYLOK-UHFFFAOYSA-N
Parent Compound CHEMBL5222793
Active Moiety CHEMBL5222793
6
Targets
17
Activities
3
Assay Types
0
PK Parameters
7
Publications
0
Known Names

Molecular Properties

367.5
MW (Da)
1.88
ALogP
5
HBA
4
HBD
131.3
PSA (Ų)
0.33
QED
0
Ro5 Violations
7
Rot. Bonds

Drug Information

Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C20H31F6N7O5S
MW 595.57
Aromatic Rings 1
Heavy Atoms 25
NP-Likeness -0.90

Activity Summary

Kd 7 meas. best 10.83
Ki 6 meas. best 7.71
EC50 4 meas. best 7.97

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 7.97 7.5733 10.7 3
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 7.71 7.71 19.5 1
D(3) dopamine receptor
CHEMBL234
Ki 6.63 6.63 234.4 1
D(3) dopamine receptor
CHEMBL234
EC50 5.87 5.87 1349.0 1
D(2) dopamine receptor
CHEMBL217
Ki 5.79 5.79 1621.8 1
Histamine H3 receptor
CHEMBL264
Ki 5.56 5.56 2754.2 1
Histamine H1 receptor
CHEMBL231
Ki 5.13 5.13 7413.1 1
Histamine H4 receptor
CHEMBL3759
Ki 4.9 4.9 12589.2 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 = 10.72 nM 7.97 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 H2 receptor EC50 = 13.18 nM 7.88 Agonist activity at human histamine H2 receptor stably expressed in baculovirus ... 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 = 19.5 nM 7.71 Displacement of [3H]UR-DE257 from human histamine H2 receptor stably expressed i... 34110814
Histamine H2 receptor EC50 = 134.9 nM 6.87 Agonist activity at human histamine H2 receptor stably expressed in HEK293T cell... 34110814
D(3) dopamine receptor Ki = 234.42 nM 6.63 Displacement of [3H]N-methylspiperone from human D3 receptor stably expressed in... 34110814
D(3) dopamine receptor EC50 = 1348.96 nM 5.87 Agonist activity at human D3 receptor stably expressed in HEK293T cells co-expre... 34110814
D(2) dopamine receptor Ki = 1621.81 nM 5.79 Displacement of [3H]N-methylspiperone from human D2 long receptor stably express... 34110814
Histamine H3 receptor Ki = 2754.23 nM 5.56 Displacement of [3H]UR-PI294 from human histamine H3 receptor stably expressed i... 34110814
Histamine H1 receptor Ki = 7413.1 nM 5.13 Displacement of [3H] mepyramine from human histamine H1 receptor stably expresse... 34110814
Histamine H4 receptor Ki = 12589.25 nM 4.9 Displacement of [3H]-histamine from human histamine H4 receptor stably expressed... 34110814

Literature References

PubMed DOI Target Context # Activities
34110814 10.1021/acs.jmedchem.1c00692 Histamine H2 receptor 8
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

Data from ChEMBL 36 via Core Engine