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Compound Detail

CHEMBL4860528

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CCCCCNC(=O)/N=C(\N)NCCCc1sc(N)nc1C

Basic Information

ChEMBL ID CHEMBL4860528
Phase Preclinical
Structure Type MOL
InChI Key ZRQMUCDHVVOENY-UHFFFAOYSA-N
21
Targets
33
Activities
3
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

326.5
MW (Da)
1.77
ALogP
4
HBA
4
HBD
118.4
PSA (Ų)
0.33
QED
0
Ro5 Violations
8
Rot. Bonds

Drug Information

Molecule Type Unknown
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C14H26N6OS
MW 326.47
Aromatic Rings 1
Heavy Atoms 22
NP-Likeness -0.95

Activity Summary

Kd 14 meas. best 10.28
EC50 12 meas. best 8.24
Ki 7 meas. best 8.35

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Muscarinic acetylcholine receptor M4
CHEMBL1821
Kd 10.28 10.28 0.1 1
Beta-2 adrenergic receptor
CHEMBL210
Kd 10.15 10.15 0.1 1
Beta-1 adrenergic receptor
CHEMBL213
Kd 10.12 10.12 0.1 1
D(4) dopamine receptor
CHEMBL219
Kd 10.11 10.11 0.1 1
5-hydroxytryptamine receptor 1A
CHEMBL214
Kd 10.1 10.1 0.1 1
Mu-type opioid receptor
CHEMBL233
Kd 10.05 10.05 0.1 1
Muscarinic acetylcholine receptor M2
CHEMBL211
Kd 10.0 10.0 0.1 1
Muscarinic acetylcholine receptor M3
CHEMBL245
Kd 9.92 9.92 0.1 1
Muscarinic acetylcholine receptor M1
CHEMBL216
Kd 9.77 9.77 0.2 1
Muscarinic acetylcholine receptor M5
CHEMBL2035
Kd 9.7 9.7 0.2 1
D(1A) dopamine receptor
CHEMBL2056
Kd 9.64 9.64 0.2 1
D(1B) dopamine receptor
CHEMBL1850
Kd 9.62 9.62 0.2 1
Alpha-1A adrenergic receptor
CHEMBL229
Kd 9.6 9.6 0.2 1
Alpha-2A adrenergic receptor
CHEMBL1867
Kd 9.22 9.22 0.6 1
Histamine H2 receptor
CHEMBL1941
Ki 8.35 8.35 4.5 1
Histamine H2 receptor
CHEMBL2882
EC50 8.24 8.24 5.8 1
D(3) dopamine receptor
CHEMBL234
Ki 7.8 7.8 15.8 1
D(3) dopamine receptor
CHEMBL234
EC50 7.8 7.8 15.8 1
D(4) dopamine receptor
CHEMBL219
EC50 6.96 6.96 109.7 1
Histamine H2 receptor
CHEMBL1941
EC50 6.75 6.75 177.8 1
D(1A) dopamine receptor
CHEMBL2056
Ki 6.59 6.59 257.0 1
D(2) dopamine receptor
CHEMBL217
Ki 6.35 6.35 446.7 1
Alpha-2A adrenergic receptor
CHEMBL1867
EC50 6.05 6.05 891.2 1
Mu-type opioid receptor
CHEMBL233
EC50 5.99 5.99 1023.3 1
D(2) dopamine receptor
CHEMBL217
EC50 5.98 5.98 1047.1 1
Alpha-1A adrenergic receptor
CHEMBL229
EC50 5.69 5.69 2041.7 1
D(1B) dopamine receptor
CHEMBL1850
EC50 5.4 5.4 3981.1 1
Histamine H4 receptor
CHEMBL3759
Ki 5.37 5.37 4265.8 1
5-hydroxytryptamine receptor 1A
CHEMBL214
EC50 5.18 5.18 6606.9 1
Histamine H3 receptor
CHEMBL264
Ki 4.98 4.98 10471.3 1
Histamine H1 receptor
CHEMBL231
Ki 4.97 4.97 10715.2 1
Beta-2 adrenergic receptor
CHEMBL210
EC50 4.93 4.93 11749.0 1
Beta-1 adrenergic receptor
CHEMBL213
EC50 4.66 4.66 21877.6 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Muscarinic acetylcholine receptor M4 Kd = 0.052 nM 10.28 Displacement of [3H]N-methylscopolamine from human muscarinic acetylcholine M4 r... 34110814
Beta-2 adrenergic receptor Kd = 0.07 nM 10.15 Displacement of [3H]CGP12177 from human beta-2 adrenergic receptor stably expres... 34110814
Beta-1 adrenergic receptor Kd = 0.075 nM 10.12 Displacement of [3H]CGP12177 from human beta-1 adrenergic receptor stably expres... 34110814
D(4) dopamine receptor Kd = 0.078 nM 10.11 Displacement of [3H]N-methylspiperone from human D4.4 receptor stably expressed ... 34110814
5-hydroxytryptamine receptor 1A Kd = 0.08 nM 10.1 Displacement of [3H]WAY600135 from human 5HT1A stably expressed in HEK293T cell ... 34110814
Mu-type opioid receptor Kd = 0.09 nM 10.05 Displacement of [3H]diprenorphine from human mu-opioid receptor stably expressed... 34110814
Muscarinic acetylcholine receptor M2 Kd = 0.1 nM 10.0 Displacement of [3H]N-methylscopolamine from human muscarinic acetylcholine M2 r... 34110814
Muscarinic acetylcholine receptor M3 Kd = 0.12 nM 9.92 Displacement of [3H]N-methylscopolamine from human muscarinic acetylcholine M3 r... 34110814
Muscarinic acetylcholine receptor M1 Kd = 0.17 nM 9.77 Displacement of [3H]N-methylscopolamine from human muscarinic acetylcholine M1 r... 34110814
Muscarinic acetylcholine receptor M5 Kd = 0.2 nM 9.7 Displacement of [3H]N-methylscopolamine from human muscarinic acetylcholine M5 r... 34110814
D(1A) dopamine receptor Kd = 0.23 nM 9.64 Displacement of [3H]SCH23390 from human D1 receptor stably expressed in HEK293T ... 34110814
D(1B) dopamine receptor Kd = 0.24 nM 9.62 Displacement of [3H]SCH23390 from human D5 receptor stably expressed in HEK293T ... 34110814
Alpha-1A adrenergic receptor Kd = 0.25 nM 9.6 Displacement of [3H]prazosin from human alpha-1A adrenergic receptor stably expr... 34110814
Alpha-2A adrenergic receptor Kd = 0.6 nM 9.22 Displacement of [3H]RX821002 from human alpha-2A adrenergic receptor stably expr... 34110814
Histamine H2 receptor Ki = 4.467 nM 8.35 Displacement of [3H]UR-DE257 from human histamine H2 receptor expressed in sf9 i... 33548637
Histamine H2 receptor EC50 = 5.754 nM 8.24 Agonist activity at guinea pig right atrium histamine H2 receptor assessed as in... 33548637
D(3) dopamine receptor EC50 = 15.85 nM 7.8 Agonist activity at human histamine D3 receptor receptor expressed in HEK293T ce... 33548637
D(3) dopamine receptor Ki = 15.85 nM 7.8 Displacement of [3H]N-methylspiperone from human D3 receptor expressed in HEK293... 33548637
D(4) dopamine receptor EC50 = 109.65 nM 6.96 Displacement of [3H]N-methylspiperone from human D4.4 receptor stably expressed ... 34110814
Histamine H2 receptor EC50 = 177.83 nM 6.75 Agonist activity at human histamine H2 receptor expressed in HEK293T cells co-ex... 33548637

Literature References

PubMed DOI Target Context # Activities
33548637 10.1016/j.ejmech.2021.113190 Histamine H2 receptor 7
33548637 10.1016/j.ejmech.2021.113190 Unchecked 5
33548637 10.1016/j.ejmech.2021.113190 D(2) dopamine receptor 3
33548637 10.1016/j.ejmech.2021.113190 D(3) dopamine receptor 3
34110814 10.1021/acs.jmedchem.1c00692 5-hydroxytryptamine receptor 1A 2
34110814 10.1021/acs.jmedchem.1c00692 Mu-type opioid receptor 2
34110814 10.1021/acs.jmedchem.1c00692 Beta-2 adrenergic receptor 2
34110814 10.1021/acs.jmedchem.1c00692 Beta-1 adrenergic receptor 2
34110814 10.1021/acs.jmedchem.1c00692 Alpha-2A adrenergic receptor 2
34110814 10.1021/acs.jmedchem.1c00692 Alpha-1A adrenergic receptor 2
34110814 10.1021/acs.jmedchem.1c00692 Muscarinic acetylcholine receptor M5 2
34110814 10.1021/acs.jmedchem.1c00692 Muscarinic acetylcholine receptor M4 2
34110814 10.1021/acs.jmedchem.1c00692 Muscarinic acetylcholine receptor M2 2
34110814 10.1021/acs.jmedchem.1c00692 Muscarinic acetylcholine receptor M1 2
34110814 10.1021/acs.jmedchem.1c00692 Muscarinic acetylcholine receptor M3 2
34110814 10.1021/acs.jmedchem.1c00692 D(1B) dopamine receptor 2
34110814 10.1021/acs.jmedchem.1c00692 D(4) dopamine receptor 2
34110814 10.1021/acs.jmedchem.1c00692 D(1A) dopamine receptor 2
33548637 10.1016/j.ejmech.2021.113190 Histamine H4 receptor 1
33548637 10.1016/j.ejmech.2021.113190 Histamine H3 receptor 1

Data from ChEMBL 36 via Core Engine