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Compound Detail

CHEMBL5176229

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N/C(=N\C(=O)NCCCCCCNC(=O)/N=C(\N)NCCCc1nnc(N)s1)NCCCc1nnc(N)s1.O=C(O)C(F)(F)F.O=C(O)C(F)(F)F.O=C(O)C(F)(F)F.O=C(O)C(F)(F)F

Basic Information

ChEMBL ID CHEMBL5176229
Phase Preclinical
Structure Type MOL
InChI Key LWJGSJNOFIWGGP-UHFFFAOYSA-N
Parent Compound CHEMBL5221444
Active Moiety CHEMBL5221444
6
Targets
17
Activities
3
Assay Types
0
PK Parameters
7
Publications
0
Known Names

Molecular Properties

568.7
MW (Da)
-0.09
ALogP
10
HBA
8
HBD
262.6
PSA (Ų)
0.08
QED
2
Ro5 Violations
15
Rot. Bonds

Drug Information

Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C28H40F12N14O10S2
MW 1024.83
Aromatic Rings 2
Heavy Atoms 38
NP-Likeness -0.66

Activity Summary

Kd 7 meas. best 10.83
EC50 5 meas. best 7.7
Ki 5 meas. best 8.28

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
Ki 8.28 8.28 5.2 1
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
EC50 7.7 7.1833 19.9 3
D(3) dopamine receptor
CHEMBL234
Ki 7.22 7.22 60.3 1
D(3) dopamine receptor
CHEMBL234
EC50 6.53 6.53 295.1 1
D(2) dopamine receptor
CHEMBL217
Ki 6.02 6.02 955.0 1
D(2) dopamine receptor
CHEMBL217
EC50 5.95 5.95 1122.0 1
Histamine H1 receptor
CHEMBL231
Ki 5.45 5.45 3548.1 1
Histamine H3 receptor
CHEMBL264
Ki 5.0 5.0 10000.0 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 Ki = 5.248 nM 8.28 Displacement of [3H]UR-DE257 from human histamine H2 receptor stably expressed i... 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 EC50 = 19.95 nM 7.7 Agonist activity at human histamine H2 receptor stably expressed in HEK293T cell... 34110814
Histamine H2 receptor EC50 = 34.67 nM 7.46 Agonist activity at human histamine H2 receptor stably expressed in baculovirus ... 34110814
D(3) dopamine receptor Ki = 60.26 nM 7.22 Displacement of [3H]N-methylspiperone from human D3 receptor stably expressed in... 34110814
D(3) dopamine receptor EC50 = 295.12 nM 6.53 Agonist activity at human D3 receptor stably expressed in HEK293T cells co-expre... 34110814
Histamine H2 receptor EC50 = 407.38 nM 6.39 Agonist activity at human histamine H2 receptor stably expressed in HEK293T cell... 34110814
D(2) dopamine receptor Ki = 954.99 nM 6.02 Displacement of [3H]N-methylspiperone from human D2 long receptor stably express... 34110814
D(2) dopamine receptor EC50 = 1122.02 nM 5.95 Agonist activity at human D2 long receptor stably expressed in HEK293T cells co-... 34110814
Histamine H1 receptor Ki = 3548.13 nM 5.45 Displacement of [3H] mepyramine from human histamine H1 receptor stably expresse... 34110814
Histamine H3 receptor Ki = 10000.0 nM 5.0 Displacement of [3H]UR-PI294 from human histamine H3 receptor stably expressed i... 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