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Compound Detail

CHEMBL522460

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Cc1ccccc1CN1CCC(N2CCC(n3c(=O)[nH]c4ccccc43)CC2)CC1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL522460
Phase Preclinical
Structure Type MOL
InChI Key CWPKTBMRVATCBL-UHFFFAOYSA-N
15
Targets
35
Activities
3
Assay Types
2
PK Parameters
20
Publications
0
Known Names

Molecular Properties

404.6
MW (Da)
3.94
ALogP
4
HBA
1
HBD
44.3
PSA (Ų)
0.72
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 C25H32N4O
MW 404.56
Aromatic Rings 3
Heavy Atoms 30
NP-Likeness -1.27

Activity Summary

IC50 18 meas. best 6.31
Ki 10 meas. best 7.96
EC50 7 meas. best 8.19

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Muscarinic acetylcholine receptor M1
CHEMBL216
 EC50 8.19 6.89 6.5 5
Alpha-1A adrenergic receptor
CHEMBL229
 Ki 7.96 7.96 11.0 1
Alpha-1B adrenergic receptor
CHEMBL232
 Ki 7.72 7.72 19.0 1
Muscarinic acetylcholine receptor M1
CHEMBL276
 EC50 7.1 7.1 79.4 2
5-hydroxytryptamine receptor 2C
CHEMBL225
 Ki 7.07 7.07 85.0 1
Muscarinic acetylcholine receptor M4
CHEMBL1821
 Ki 6.89 6.89 130.0 1
Alpha-1D adrenergic receptor
CHEMBL223
 Ki 6.54 6.54 290.0 1
Muscarinic acetylcholine receptor M2
CHEMBL211
 Ki 6.5 6.5 320.0 1
Muscarinic acetylcholine receptor M3
CHEMBL245
 Ki 6.37 6.37 430.0 1
Muscarinic acetylcholine receptor M4
CHEMBL317
 IC50 6.31 6.31 489.8 2
Muscarinic acetylcholine receptor M1
CHEMBL276
 Ki 6.22 6.22 600.0 2
Muscarinic acetylcholine receptor M4
CHEMBL1821
 IC50 6.13 6.13 734.0 2
Muscarinic acetylcholine receptor M5
CHEMBL2035
 Ki 6.03 6.03 940.0 1
Muscarinic acetylcholine receptor M2
CHEMBL309
 IC50 5.89 5.89 1288.2 2
Muscarinic acetylcholine receptor M3
CHEMBL245
 IC50 5.64 5.635 2300.0 2
D(2) dopamine receptor
CHEMBL217
 IC50 5.58 5.435 2650.0 2
Muscarinic acetylcholine receptor M2
CHEMBL211
 IC50 5.46 5.46 3467.4 2
Muscarinic acetylcholine receptor M1
CHEMBL216
 IC50 5.4 5.4 3981.1 1
Muscarinic acetylcholine receptor M5
CHEMBL277
 IC50 5.4 5.4 3970.0 1
Muscarinic acetylcholine receptor M5
CHEMBL2035
 IC50 5.31 5.31 4897.8 2
Muscarinic acetylcholine receptor M3
CHEMBL320
 IC50 5.26 5.26 5480.0 2

Pharmacokinetic Data

Parameter Value Units Species
CL 19.0 uL.min-1.(10^6cells)-1 Rattus norvegicus
CL 24.0 mL.min-1.g-1 Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Muscarinic acetylcholine receptor M1 EC50 = 6.5 nM 8.19 Agonist activity at human muscarinic M1 receptor expressed in CHO-K1 cells asses... 20684563
Alpha-1A adrenergic receptor Ki = 11.0 nM 7.96 Binding affinity to human adrenergic alpha1A receptor by radioligand displacemen... 20684563
Alpha-1B adrenergic receptor Ki = 19.0 nM 7.72 Binding affinity to human adrenergic Alpha-1B receptor by radioligand displaceme... 20684563
Muscarinic acetylcholine receptor M1 EC50 = 79.43 nM 7.1 Partial agonist activity at rat muscarinic M1 receptor expressed in CHO cells ca... 23200253
Muscarinic acetylcholine receptor M1 EC50 = 79.6 nM 7.1 Partial agonist activity at rat muscarinic M1 receptor expressed in CHO cells ca... 23200253
5-hydroxytryptamine receptor 2C Ki = 85.0 nM 7.07 Binding affinity to human 5HT2C receptor agonist site by radioligand displacemen... 20684563
Muscarinic acetylcholine receptor M4 Ki = 130.0 nM 6.89 Displacement of [3H]-4-DAMP from human muscarinic M4 receptor expressed in BHK-2... 20684563
Muscarinic acetylcholine receptor M1 EC50 = 257.04 nM 6.59 Partial agonist activity at human muscarinic M1 receptor expressed in CHO cells ... 23200253
Muscarinic acetylcholine receptor M1 EC50 = 255.0 nM 6.59 Partial agonist activity at human muscarinic M1 receptor expressed in CHO cells ... 23200253
Muscarinic acetylcholine receptor M1 EC50 = 289.0 nM 6.54 Agonist activity at muscarinic M1 receptor 18829311
Muscarinic acetylcholine receptor M1 EC50 = 289.0 nM 6.54 Agonist activity at muscarinic M1 receptor 18805692
Alpha-1D adrenergic receptor Ki = 290.0 nM 6.54 Binding affinity to human adrenergic Alpha-1D receptor by radioligand displaceme... 20684563
Muscarinic acetylcholine receptor M2 Ki = 320.0 nM 6.5 Displacement of [3H]-AFDX-384 from human muscarinic M2 receptor expressed in CHO... 20684563
Muscarinic acetylcholine receptor M3 Ki = 430.0 nM 6.37 Displacement of [3H]-4-DAMP from human muscarinic M3 receptor expressed in BHK-2... 20684563
Muscarinic acetylcholine receptor M4 IC50 = 489.78 nM 6.31 Antagonist activity at rat muscarinic M4 receptor expressed in CHO cells assesse... 23200253
Muscarinic acetylcholine receptor M4 IC50 = 493.0 nM 6.31 Antagonist activity at rat muscarinic M4 receptor expressed in CHO cells assesse... 23200253
Muscarinic acetylcholine receptor M1 Ki = 600.0 nM 6.22 Displacement of [3H]NMS from rat muscarinic M1 receptor expressed in CHO cells a... 23200253
Muscarinic acetylcholine receptor M1 Ki = 602.56 nM 6.22 Displacement of [3H]NMS from rat muscarinic M1 receptor expressed in CHO cells a... 23200253
Muscarinic acetylcholine receptor M4 IC50 = 734.0 nM 6.13 Antagonist activity at human muscarinic M4 receptor expressed in CHO cells asses... 23200253
Muscarinic acetylcholine receptor M4 IC50 = 741.31 nM 6.13 Antagonist activity at human muscarinic M4 receptor expressed in CHO cells asses... 23200253

Literature References

PubMed DOI Target Context # Activities
23200253 10.1016/j.bmcl.2012.10.132 Muscarinic acetylcholine receptor M1 9
23200253 10.1016/j.bmcl.2012.10.132 Muscarinic acetylcholine receptor M4 7
23200253 10.1016/j.bmcl.2012.10.132 Muscarinic acetylcholine receptor M2 6
23200253 10.1016/j.bmcl.2012.10.132 Muscarinic acetylcholine receptor M3 6
23200253 10.1016/j.bmcl.2012.10.132 Muscarinic acetylcholine receptor M5 4
- 10.6019/CHEMBL3301361 ADMET 4
20684563 10.1021/jm100697g Muscarinic acetylcholine receptor M2 3
20684563 10.1021/jm100697g Muscarinic acetylcholine receptor M1 2
18805692 10.1016/j.bmcl.2008.09.023 Muscarinic acetylcholine receptor M1 2
20684563 10.1021/jm100697g Muscarinic acetylcholine receptor M5 2
20684563 10.1021/jm100697g Muscarinic acetylcholine receptor M4 2
18829311 10.1016/j.bmcl.2008.09.032 Muscarinic acetylcholine receptor M1 2
20684563 10.1021/jm100697g Muscarinic acetylcholine receptor M3 2
18805692 10.1016/j.bmcl.2008.09.023 Muscarinic acetylcholine receptor M4 1
18805692 10.1016/j.bmcl.2008.09.023 Muscarinic acetylcholine receptor M2 1
18805692 10.1016/j.bmcl.2008.09.023 D(2) dopamine receptor 1
20684563 10.1021/jm100697g 5-hydroxytryptamine receptor 2C 1
18829311 10.1016/j.bmcl.2008.09.032 Muscarinic acetylcholine receptor M5 1
18829311 10.1016/j.bmcl.2008.09.032 Muscarinic acetylcholine receptor M4 1
18829311 10.1016/j.bmcl.2008.09.032 Muscarinic acetylcholine receptor M3 1

Data from ChEMBL 36 via Core Engine