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Compound Detail

CHEMBL194837

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Cc1cc(OCCN(C)C)nc2ccc(NC(=O)COc3ccc(Cl)cc3Cl)cc12

Basic Information

ChEMBL ID CHEMBL194837
Phase Preclinical
Structure Type MOL
InChI Key GKDBTHSYQZTDAJ-UHFFFAOYSA-N
12
Targets
15
Activities
1
Assay Types
0
PK Parameters
13
Publications
0
Known Names

Molecular Properties

448.4
MW (Da)
4.81
ALogP
5
HBA
1
HBD
63.7
PSA (Ų)
0.54
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 C22H23Cl2N3O3
MW 448.35
Aromatic Rings 3
Heavy Atoms 30
NP-Likeness -1.95

Activity Summary

IC50 15 meas. best 9.7

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
5-hydroxytryptamine receptor 1B
CHEMBL1898
IC50 9.7 9.7 0.2 1
Adrenergic receptor alpha-2
CHEMBL2095158
IC50 9.6 9.6 0.2 1
5-hydroxytryptamine receptor 2A
CHEMBL224
IC50 9.21 9.21 0.6 1
Histamine H2 receptor
CHEMBL1941
IC50 9.06 9.06 0.9 1
D(3) dopamine receptor
CHEMBL234
IC50 8.89 8.89 1.3 1
Muscarinic acetylcholine receptor M1
CHEMBL216
IC50 8.77 8.77 1.7 1
Histamine H1 receptor
CHEMBL231
IC50 8.46 8.46 3.5 1
Muscarinic acetylcholine receptor M2
CHEMBL211
IC50 8.35 8.35 4.5 1
D(1A) dopamine receptor
CHEMBL2056
IC50 8.12 8.12 7.5 1
Melanin-concentrating hormone receptor 2
CHEMBL5038
IC50 8.06 8.06 8.7 1
Melanin-concentrating hormone receptor 1
CHEMBL344
IC50 7.07 6.55 85.0 3
5-hydroxytryptamine receptor 2C
CHEMBL225
IC50 5.6 5.59 2500.0 2

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
5-hydroxytryptamine receptor 1B IC50 = 0.2 nM 9.7 Inhibitory concentration against 5-hydroxytryptamine 1B receptor 16134937
Adrenergic receptor alpha-2 IC50 = 0.25 nM 9.6 Inhibitory concentration against alpha-2 adrenergic receptor 16134937
5-hydroxytryptamine receptor 2A IC50 = 0.61 nM 9.21 Inhibitory concentration against 5-hydroxytryptamine 2A receptor 16134937
Histamine H2 receptor IC50 = 0.87 nM 9.06 Inhibitory concentration against histamine H2 receptor 16134937
D(3) dopamine receptor IC50 = 1.3 nM 8.89 Inhibitory concentration against dopamine receptor D3 16134937
Muscarinic acetylcholine receptor M1 IC50 = 1.7 nM 8.77 Inhibitory concentration against muscarinic acetylcholine receptor M1 16134937
Histamine H1 receptor IC50 = 3.5 nM 8.46 Inhibitory concentration against histamine H1 receptor 16134937
Muscarinic acetylcholine receptor M2 IC50 = 4.5 nM 8.35 Inhibitory concentration against muscarinic acetylcholine receptor M2 16134937
D(1A) dopamine receptor IC50 = 7.5 nM 8.12 Inhibitory concentration against dopamine receptor D1 16134937
Melanin-concentrating hormone receptor 2 IC50 = 8.7 nM 8.06 Displacement of 15 pM [125I]-MCH from human MCH2R expressed in CHO-K1 in whole-c... 16134937
Melanin-concentrating hormone receptor 1 IC50 = 85.0 nM 7.07 Displacement of 15 pM [125I]MCH from human MCH1R expressed in CHO-K1 in whole-ce... 16134937
Melanin-concentrating hormone receptor 1 IC50 = 180.0 nM 6.75 Displacement of 150p M [125I]MCH from human MCH1R expressed in CHO-K1 cells 16134937
Melanin-concentrating hormone receptor 1 IC50 = 1480.0 nM 5.83 Inhibitory concentration against 10 nM MCH-induced IP3 accumulation in CHO-K1 ce... 16134937
5-hydroxytryptamine receptor 2C IC50 = 2500.0 nM 5.6 Inhibitory concentration against human 5-hydroxytryptamine 2C receptor expressed... 16134937
5-hydroxytryptamine receptor 2C IC50 = 2600.0 nM 5.58 Inhibitory concentration against human 5-hydroxytryptamine 2C receptor expressed... 16134937

Literature References

PubMed DOI Target Context # Activities
16134937 10.1021/jm050103y Melanin-concentrating hormone receptor 1 4
16134937 10.1021/jm050103y 5-hydroxytryptamine receptor 2C 2
16134937 10.1021/jm050103y Histamine H1 receptor 1
16134937 10.1021/jm050103y Histamine H2 receptor 1
16134937 10.1021/jm050103y Muscarinic acetylcholine receptor M1 1
16134937 10.1021/jm050103y Muscarinic acetylcholine receptor M2 1
16134937 10.1021/jm050103y 5-hydroxytryptamine receptor 1B 1
16134937 10.1021/jm050103y 5-hydroxytryptamine receptor 2A 1
16134937 10.1021/jm050103y Sodium-dependent dopamine transporter 1
16134937 10.1021/jm050103y Melanin-concentrating hormone receptor 2 1
16134937 10.1021/jm050103y Adrenergic receptor alpha-2 1
16134937 10.1021/jm050103y D(1A) dopamine receptor 1
16134937 10.1021/jm050103y D(3) dopamine receptor 1

Data from ChEMBL 36 via Core Engine