Skip to main content
Free research Free research Free compound review with research home and workspace preview
Quick search ChEMBL 36
Compound Detail

CHEMBL375596

Enter ChEMBL ID:
Free Research Context This compound will appear in recent viewed items on the research home for this browser.
Research home View demo workspace
Cc1cccc(NC(=O)CN2CCC(c3ccccn3)CC2)c1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL375596
Phase Preclinical
Structure Type MOL
InChI Key JFCDMGGMCUKHST-UHFFFAOYSA-N
3
Targets
14
Activities
3
Assay Types
4
PK Parameters
17
Publications
0
Known Names

Molecular Properties

309.4
MW (Da)
3.21
ALogP
3
HBA
1
HBD
45.2
PSA (Ų)
0.94
QED
0
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C19H23N3O
MW 309.41
Aromatic Rings 2
Heavy Atoms 23
NP-Likeness -2.17

Activity Summary

Ki 8 meas. best 8.4
EC50 3 meas. best 8.57
IC50 3 meas. best 7.17

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
D(4) dopamine receptor
CHEMBL219
 EC50 8.57 7.5833 2.7 3
D(4) dopamine receptor
CHEMBL219
 Ki 8.4 7.9233 4.0 3
D(4) dopamine receptor
CHEMBL219
 IC50 7.17 6.945 68.4 2
D(3) dopamine receptor
CHEMBL234
 Ki 6.78 6.28 167.0 2
D(2) dopamine receptor
CHEMBL217
 Ki 6.6 5.78 251.0 3
D(2) dopamine receptor
CHEMBL217
 IC50 5.23 5.23 5846.0 1

Pharmacokinetic Data

Parameter Value Units Species
F 57.0 % Rattus norvegicus
F - % Rattus norvegicus
T1/2 0.7 hr Rattus norvegicus
t1/2 - - Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
D(4) dopamine receptor EC50 = 2.7 nM 8.57 Agonist activity at human D4 receptor expressed in CHOK1 cells assessed as inhib... 30883109
D(4) dopamine receptor Ki = 3.95 nM 8.4 Displacement of [3H](R)-(+)-7-OH-DPAT from human D4.4 receptor expressed in HEK2... 30883109
D(4) dopamine receptor Ki = 8.0 nM 8.1 Displacement of [3H]A369508 from human D4 receptor expressed in HEK293 cell memb... 17149874
D(4) dopamine receptor EC50 = 14.0 nM 7.85 Agonist activity at human D4.4 receptor in HEK293 cells coexpressing G-alpha-qo5... 17149874
D(4) dopamine receptor Ki = 54.2 nM 7.27 Displacement of [3H]N-methylspiperone from human D4.4 receptor expressed in HEK2... 30883109
D(4) dopamine receptor IC50 = 68.4 nM 7.17 Antagonist activity at human D4 receptor expressed in CHOK1 cells assessed as su... 30883109
D(3) dopamine receptor Ki = 167.0 nM 6.78 Displacement of [3H](R)-(+)-7-OH-DPAT from human D3 receptor expressed in HEK293... 30883109
D(4) dopamine receptor IC50 = 191.0 nM 6.72 Antagonist activity at human D4 receptor expressed in CHOK1 cells assessed as in... 30883109
D(2) dopamine receptor Ki = 251.0 nM 6.6 Displacement of [3H](R)-(+)-7-OH-DPAT from human D2L receptor expressed in HEK29... 30883109
D(4) dopamine receptor EC50 = 473.0 nM 6.33 Agonist activity at human D4 receptor expressed in CHOK1 cells assessed as induc... 30883109
D(3) dopamine receptor Ki = 1680.0 nM 5.78 Displacement of [3H]N-methylspiperone from human D3 receptor expressed in HEK293... 30883109
D(2) dopamine receptor Ki = 2900.0 nM 5.54 Displacement of [125I]7-OH-PIPAT from human D2L receptor expressed in HEK293 cel... 17149874
D(2) dopamine receptor IC50 = 5846.0 nM 5.23 Antagonist activity at human D2L receptor expressed in CHOK1 cells assessed as i... 30883109
D(2) dopamine receptor Ki = 6250.0 nM 5.2 Displacement of [3H]N-methylspiperone from human D2L receptor expressed in HEK29... 30883109

Literature References

PubMed DOI Target Context # Activities
30883109 10.1021/acs.jmedchem.9b00231 D(2) dopamine receptor 10
30883109 10.1021/acs.jmedchem.9b00231 D(4) dopamine receptor 10
30883109 10.1021/acs.jmedchem.9b00231 Unchecked 9
30883109 10.1021/acs.jmedchem.9b00231 D(3) dopamine receptor 6
17149874 10.1021/jm060662k Rattus norvegicus 5
17149874 10.1021/jm060662k D(4) dopamine receptor 4
30883109 10.1021/acs.jmedchem.9b00231 D(1A) dopamine receptor 2
30883109 10.1021/acs.jmedchem.9b00231 D(1B) dopamine receptor 2
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
30883109 10.1021/acs.jmedchem.9b00231 Dopamine receptors; D3 & D4 1
36098685 10.1021/acs.jmedchem.2c00840 Unchecked 1
36098685 10.1021/acs.jmedchem.2c00840 U-251 1
36098685 10.1021/acs.jmedchem.2c00840 T98G 1
- 10.6019/CHEMBL4495564 Replicase polyprotein 1ab 1
- 10.21203/rs.3.rs-23951/v1 SARS-CoV-2 1
17149874 10.1021/jm060662k D(2) dopamine receptor 1

Data from ChEMBL 36 via Core Engine