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Compound Detail

CHEMBL142020

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COc1ccccc1N1CCN(CCCCNC(=O)c2cc3ccccn3n2)CC1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL142020
Phase Preclinical
Structure Type MOL
InChI Key MBSIGRZACGJWRM-UHFFFAOYSA-N
10
Targets
43
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

407.5
MW (Da)
2.68
ALogP
6
HBA
1
HBD
62.1
PSA (Ų)
0.58
QED
0
Ro5 Violations
8
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C23H29N5O2
MW 407.52
Aromatic Rings 3
Heavy Atoms 30
NP-Likeness -1.83

Activity Summary

Ki 42 meas. best 8.7
EC50 1 meas. best 8.85

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
D(3) dopamine receptor
CHEMBL234
 EC50 8.85 8.85 1.4 1
D(4) dopamine receptor
CHEMBL219
 Ki 8.7 7.238 2.0 5
D(3) dopamine receptor
CHEMBL234
 Ki 8.46 7.505 3.5 12
Unchecked
CHEMBL612545
 Ki 8.0 6.5338 10.0 8
5-hydroxytryptamine receptor 1A
CHEMBL214
 Ki 7.62 7.62 24.0 1
Adrenergic receptor alpha-1
CHEMBL2094251
 Ki 7.58 7.58 26.0 1
D(2) dopamine receptor
CHEMBL217
 Ki 7.0 6.6722 99.0 9
5-hydroxytryptamine receptor 2A
CHEMBL224
 Ki 6.48 6.425 330.0 2
Serotonin 2 (5-HT2) receptor
CHEMBL2095200
 Ki 5.92 5.92 1200.0 1
D(1A) dopamine receptor
CHEMBL2056
 Ki 5.82 5.81 1500.0 2
D(1B) dopamine receptor
CHEMBL1850
 Ki 5.43 5.43 3700.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
D(3) dopamine receptor EC50 = 1.4 nM 8.85 Intrinsic activity in mitogenesis assay using Dopamine receptor D3 expressing CH... 12361386
D(4) dopamine receptor Ki = 2.0 nM 8.7 Displacement of [3H]spiperone from wild type human cloned dopamine D4 receptor e... 19606869
D(3) dopamine receptor Ki = 3.5 nM 8.46 Displacement of [3H]spiperone from human D3 receptor expressed in CHO cell membr... 28495386
D(3) dopamine receptor Ki = 4.3 nM 8.37 Binding affinity for human Dopamine receptor D3 by [3H]- spiperone displacement. 12361386
D(3) dopamine receptor Ki = 4.266 nM 8.37 Displacement of [3H]spiperone from human dopamine D3 expressed in CHO cell membr... 17266201
D(3) dopamine receptor Ki = 4.3 nM 8.37 Displacement of [3H]spiperone from human cloned dopamine D3 receptor expressed i... 19606869
D(3) dopamine receptor Ki = 7.4 nM 8.13 Displacement of [3H]spiperone from human cloned dopamine D3 receptor D3.32E muta... 19606869
D(3) dopamine receptor Ki = 7.6 nM 8.12 Displacement of [3H]spiperone from human cloned dopamine D3 receptor H6.55A muta... 19606869
Unchecked Ki = 10.0 nM 8.0 Displacement of [3H]WAY600135 from porcine cerebral cortex 5-HT1A receptor 28495386
Unchecked Ki = 21.0 nM 7.68 Displacement of [3H]spiperone from human cloned dopamine D2L receptor H6.55F mut... 19606869
5-hydroxytryptamine receptor 1A Ki = 24.0 nM 7.62 Displacement of [3H]- 8-OH-DPAT from porcine 5-hydroxytryptamine 1A receptor 12361386
Adrenergic receptor alpha-1 Ki = 26.0 nM 7.58 Displacement of [3H]- ketanserin from porcine Alpha-1 adrenergic receptor 12361386
D(3) dopamine receptor Ki = 93.0 nM 7.03 Displacement of [3H]spiperone from human cloned dopamine D3 receptor V2.61F muta... 19606869
D(3) dopamine receptor Ki = 97.0 nM 7.01 Displacement of [3H]spiperone from human cloned dopamine D3 receptor V2.61F/FV3.... 19606869
D(2) dopamine receptor Ki = 99.0 nM 7.0 Displacement of [3H]spiperone from human dopamine D2L receptor expressed in CHO ... 26299826
D(2) dopamine receptor Ki = 120.0 nM 6.92 Displacement of [3H]spiperone from human cloned dopamine D2L receptor E181V/I183... 19606869
D(4) dopamine receptor Ki = 130.0 nM 6.89 Binding affinity for human Dopamine receptor D4 by [3H]- spiperone displacement. 12361386
D(4) dopamine receptor Ki = 130.0 nM 6.89 Displacement of [3H]spiperone from human cloned dopamine D4 receptor expressed i... 19606869
D(3) dopamine receptor Ki = 130.0 nM 6.89 Displacement of [3H]spiperone from human cloned dopamine D3 receptor V180E/S182I... 19606869
D(4) dopamine receptor Ki = 128.82 nM 6.89 Displacement of [3H]spiperone from human dopamine D4.4 expressed in CHO cell mem... 17266201

Literature References

PubMed DOI Target Context # Activities
19606869 10.1021/jm900690y Unchecked 24
19606869 10.1021/jm900690y D(3) dopamine receptor 9
28495386 10.1016/j.bmc.2017.04.036 Rhesus monkey 6
12361386 10.1021/jm025558r D(3) dopamine receptor 3
19606869 10.1021/jm900690y D(2) dopamine receptor 3
12361386 10.1021/jm025558r D(2) dopamine receptor 2
28495386 10.1016/j.bmc.2017.04.036 D(2) dopamine receptor 2
19606869 10.1021/jm900690y D(4) dopamine receptor 2
12361386 10.1021/jm025558r Dopamine receptors; D2 & D3 2
12361386 10.1021/jm025558r Dopamine receptors; D3 & D4 1
17266201 10.1021/jm0611152 Dopamine receptors; D2 & D3 1
17266201 10.1021/jm0611152 Dopamine receptors; D3 & D4 1
17266201 10.1021/jm0611152 D(3) dopamine receptor 1
17266201 10.1021/jm0611152 D(4) dopamine receptor 1
17266201 10.1021/jm0611152 D(2) dopamine receptor 1
12361386 10.1021/jm025558r Adrenergic receptor alpha-1 1
12361386 10.1021/jm025558r Serotonin 2 (5-HT2) receptor 1
12361386 10.1021/jm025558r 5-hydroxytryptamine receptor 1A 1
19606869 10.1021/jm900690y Dopamine receptors; D3 & D4 1
12361386 10.1021/jm025558r D(4) dopamine receptor 1

Data from ChEMBL 36 via Core Engine