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Compound Detail

CHEMBL1242923

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O=C(Cc1ccccc1)NC1CCN(CCCN2C(=O)COc3ccccc32)CC1

Basic Information

ChEMBL ID CHEMBL1242923
Phase Preclinical
Structure Type MOL
InChI Key FLGSUSWMWSZVMP-UHFFFAOYSA-N
12
Targets
19
Activities
3
Assay Types
7
PK Parameters
20
Publications
0
Known Names

Molecular Properties

407.5
MW (Da)
2.63
ALogP
4
HBA
1
HBD
61.9
PSA (Ų)
0.77
QED
0
Ro5 Violations
7
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C24H29N3O3
MW 407.51
Aromatic Rings 2
Heavy Atoms 30
NP-Likeness -1.42

Activity Summary

Ki 11 meas. best 6.58
EC50 5 meas. best 7.21
IC50 3 meas. best 5.07

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Muscarinic acetylcholine receptor M1
CHEMBL216
EC50 7.21 7.1433 61.0 3
Melanin-concentrating hormone receptor 1
CHEMBL344
EC50 6.89 6.89 128.8 2
Alpha-1A adrenergic receptor
CHEMBL229
Ki 6.58 6.58 260.0 1
Histamine H1 receptor
CHEMBL231
Ki 6.11 6.11 780.0 1
D(2) dopamine receptor
CHEMBL217
Ki 6.08 6.08 831.8 2
Alpha-1B adrenergic receptor
CHEMBL232
Ki 6.04 6.04 910.0 1
5-hydroxytryptamine receptor 2A
CHEMBL224
Ki 5.98 5.98 1042.0 2
Muscarinic acetylcholine receptor M2
CHEMBL211
Ki 5.66 5.66 2200.0 1
Muscarinic acetylcholine receptor M4
CHEMBL1821
Ki 5.16 5.16 6900.0 1
Muscarinic acetylcholine receptor M3
CHEMBL245
Ki 5.16 5.16 7000.0 1
Melanin-concentrating hormone receptor 1
CHEMBL344
IC50 5.07 5.07 8511.4 2
Muscarinic acetylcholine receptor M5
CHEMBL2035
Ki 5.05 5.05 8900.0 1
Voltage-gated inwardly rectifying potassium channel KCNH2
CHEMBL240
IC50 4.7 4.7 20000.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 100.0 ml/min Rattus norvegicus
CL 3.4 L/min Homo sapiens
CL 83.33 mL.min-1.kg-1 Rattus norvegicus
F 4.0 % Rattus norvegicus
Fu 170.0 nM Mus musculus
T1/2 0.8 hr Rattus norvegicus
Tmax 0.8 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Muscarinic acetylcholine receptor M1 EC50 = 61.0 nM 7.21 Agonist activity at human M1 receptor expressed in CHO-K1 cells assessed as calc... 22677319
Muscarinic acetylcholine receptor M1 EC50 = 61.0 nM 7.21 Agonist activity at human muscarinic M1 receptor expressed in CHO-K1 cells asses... 20684563
Muscarinic acetylcholine receptor M1 EC50 = 97.0 nM 7.01 Agonist activity at human muscarinic M1 receptor Y381A mutant expressed in CHO-K... 20684563
Melanin-concentrating hormone receptor 1 EC50 = 128.82 nM 6.89 Agonist activity at human mAChR1 receptor expressed in F1pIn CHO cells assessed ... 25590655
Melanin-concentrating hormone receptor 1 EC50 = 129.0 nM 6.89 Agonist activity at human mAChR1 receptor expressed in F1pIn CHO cells assessed ... 25590655
Alpha-1A adrenergic receptor Ki = 260.0 nM 6.58 Binding affinity to human adrenergic alpha1A receptor by radioligand displacemen... 20684563
Histamine H1 receptor Ki = 780.0 nM 6.11 Binding affinity to human histamine H1 receptor by radioligand displacement assa... 20684563
D(2) dopamine receptor Ki = 831.76 nM 6.08 Displacement of [3H]-raclopride from human dopamine D2L receptor expressed in F1... 25590655
D(2) dopamine receptor Ki = 834.0 nM 6.08 Displacement of [3H]-raclopride from human dopamine D2L receptor expressed in F1... 25590655
Alpha-1B adrenergic receptor Ki = 910.0 nM 6.04 Binding affinity to human adrenergic Alpha-1B receptor by radioligand displaceme... 20684563
5-hydroxytryptamine receptor 2A Ki = 1047.13 nM 5.98 Displacement of [3H]ketanserin from human 5-HT2A receptor expressed in F1pIn CHO... 25590655
5-hydroxytryptamine receptor 2A Ki = 1042.0 nM 5.98 Displacement of [3H]ketanserin from human 5-HT2A receptor expressed in F1pIn CHO... 25590655
Muscarinic acetylcholine receptor M2 Ki = 2200.0 nM 5.66 Displacement of [3H]-AFDX-384 from human muscarinic M2 receptor expressed in CHO... 20684563
Muscarinic acetylcholine receptor M3 Ki = 7000.0 nM 5.16 Displacement of [3H]-4-DAMP from human muscarinic M3 receptor expressed in BHK-2... 20684563
Muscarinic acetylcholine receptor M4 Ki = 6900.0 nM 5.16 Displacement of [3H]-4-DAMP from human muscarinic M4 receptor expressed in BHK-2... 20684563
Melanin-concentrating hormone receptor 1 IC50 = 8525.0 nM 5.07 Displacement of [3H]NMS from human mAChR1 receptor expressed in F1pIn CHO cells ... 25590655
Melanin-concentrating hormone receptor 1 IC50 = 8511.38 nM 5.07 Displacement of [3H]NMS from human mAChR1 receptor expressed in F1pIn CHO cells ... 25590655
Muscarinic acetylcholine receptor M5 Ki = 8900.0 nM 5.05 Displacement of [3H]-4-DAMP from human muscarinic M5 receptor expressed in BHK-2... 20684563
Voltage-gated inwardly rectifying potassium channel KCNH2 IC50 = 20000.0 nM 4.7 Inhibition of human ERG expressed in CHO cells after 30 mins by Rb+ flux assay 22677319

Literature References

PubMed DOI Target Context # Activities
20684563 10.1021/jm100697g Unchecked 16
20684563 10.1021/jm100697g Muscarinic acetylcholine receptor M1 6
20684563 10.1021/jm100697g Mus musculus 6
20684563 10.1021/jm100697g Rattus norvegicus 6
25590655 10.1021/jm5013243 Melanin-concentrating hormone receptor 1 5
25590655 10.1021/jm5013243 D(2) dopamine receptor 4
25590655 10.1021/jm5013243 5-hydroxytryptamine receptor 2A 4
20684563 10.1021/jm100697g Muscarinic acetylcholine receptor M3 3
20684563 10.1021/jm100697g Muscarinic acetylcholine receptor M5 3
20684563 10.1021/jm100697g Muscarinic acetylcholine receptor M4 3
20684563 10.1021/jm100697g Muscarinic acetylcholine receptor M2 3
20684563 10.1021/jm100697g Brain 2
20684563 10.1021/jm100697g ADMET 2
20684563 10.1021/jm100697g Hepatocyte 2
22677319 10.1016/j.bmcl.2012.05.048 Muscarinic acetylcholine receptor M1 2
20684563 10.1021/jm100697g D(2) dopamine receptor 2
22677319 10.1016/j.bmcl.2012.05.048 No relevant target 2
20684563 10.1021/jm100697g Plasma 2
20684563 10.1021/jm100697g Adenosine receptor A1 2
20684563 10.1021/jm100697g Tyrosine-protein kinase Lyn 1

Data from ChEMBL 36 via Core Engine