Compound Detail

CHEMBL59898

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CCOC(=O)c1c(C)[nH]c2ccc3c(c12)CN1CCc2cc(OC)ccc2C1O3

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL59898
Phase	Preclinical
Structure Type	MOL
InChI Key	VDDUJINYXKGZLV-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

392.5

MW (Da)

4.11

ALogP

HBA

HBD

63.8

PSA (Å²)

0.68

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C23H24N2O4
MW	392.46
Aromatic Rings	3
Heavy Atoms	29
NP-Likeness	-0.06

Activity Summary

Ki 25 meas. best 8.19

IC50 7 meas. best 7.04

EC50 2 meas. best 7.27

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Muscarinic acetylcholine receptor M4 CHEMBL1821	Ki	8.19	7.89	6.5	3
Muscarinic acetylcholine receptor M4 CHEMBL1821	EC50	7.27	7.27	54.0	1
Muscarinic acetylcholine receptor M4 CHEMBL1821	IC50	7.04	7.04	90.7	1
Muscarinic acetylcholine receptor M3 CHEMBL245	Ki	6.76	6.4967	172.9	3
5-hydroxytryptamine receptor 2B CHEMBL1833	Ki	6.3	6.3	500.1	1
Muscarinic acetylcholine receptor M2 CHEMBL211	Ki	6.27	6.115	537.0	2
Alpha-2C adrenergic receptor CHEMBL1916	Ki	6.23	6.23	585.2	1
Sodium-dependent dopamine transporter CHEMBL238	Ki	6.17	6.17	673.3	1
Alpha-2A adrenergic receptor CHEMBL1867	Ki	6.12	6.12	767.0	1
Muscarinic acetylcholine receptor M3 CHEMBL245	IC50	6.02	6.02	950.0	1
Muscarinic acetylcholine receptor DM1 CHEMBL2366467	Ki	5.99	5.915	1030.0	2
Mu-type opioid receptor CHEMBL233	Ki	5.95	5.95	1130.7	1
Free fatty acid receptor 4 CHEMBL5339	EC50	5.88	5.88	1306.5	1
Muscarinic acetylcholine receptor M1 CHEMBL216	Ki	5.88	5.76	1318.3	2
5-hydroxytryptamine receptor 3A CHEMBL1899	Ki	5.78	5.78	1662.7	1
Muscarinic acetylcholine receptor M5 CHEMBL2035	Ki	5.74	5.605	1819.7	2
Kappa-type opioid receptor CHEMBL237	Ki	5.71	5.71	1941.2	1
5-hydroxytryptamine receptor 1B CHEMBL1898	Ki	5.67	5.67	2157.0	1
Histamine H2 receptor CHEMBL1941	Ki	5.55	5.55	2836.9	1
Sodium-dependent noradrenaline transporter CHEMBL222	Ki	5.54	5.54	2850.4	1
Alpha-2B adrenergic receptor CHEMBL1942	Ki	5.49	5.49	3225.2	1
Muscarinic acetylcholine receptor M2 CHEMBL211	IC50	5.46	5.46	3440.7	1
G-protein coupled receptor 35 CHEMBL1293267	IC50	5.39	5.39	4111.6	1
N-formyl peptide receptor 3 CHEMBL5646	IC50	5.24	5.24	5760.7	1
Muscarinic acetylcholine receptor M1 CHEMBL216	IC50	5.18	5.18	6558.7	1
Muscarinic acetylcholine receptor M5 CHEMBL2035	IC50	5.13	5.13	7411.7	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Muscarinic acetylcholine receptor M4	Ki	=	6.457	nM	8.19	Displacement of [3H]N-methylscopolamine from human muscarinic M4 receptor expres...	18395442
Muscarinic acetylcholine receptor M4	Ki	=	7.079	nM	8.15	Inhibition of [3H]NMS binding to human muscarinic acetylcholine receptor M4 in t...	12086495
Muscarinic acetylcholine receptor M4	Ki	=	46.93	nM	7.33	PDSP Secondary Binding target: CHRM4 - Compounds are tested at 10 uM concentrati...	-
Muscarinic acetylcholine receptor M4	EC50	=	54.0	nM	7.27	Antagonist activity at human muscarinic M4 receptor expressed in CHO cells asses...	18395442
Muscarinic acetylcholine receptor M4	IC50	=	90.7	nM	7.04	Evaluated for its binding affinity at human muscarinic receptor m4 by the displa...	9873472
Muscarinic acetylcholine receptor M3	Ki	=	172.9	nM	6.76	PDSP Secondary Binding target: CHRM3 - Compounds are tested at 10 uM concentrati...	-
Muscarinic acetylcholine receptor M3	Ki	=	257.04	nM	6.59	Inhibition of [3H]NMS binding to human muscarinic acetylcholine receptor M3 in t...	12086495
5-hydroxytryptamine receptor 2B	Ki	=	500.15	nM	6.3	PDSP Secondary Binding target: HTR2B - Compounds are tested at 10 uM concentrati...	-
Muscarinic acetylcholine receptor M2	Ki	=	537.03	nM	6.27	Inhibition of [3H]-NMS binding to human muscarinic acetylcholine receptor M2 in ...	12086495
Alpha-2C adrenergic receptor	Ki	=	585.19	nM	6.23	PDSP Secondary Binding target: ADRA2C - Compounds are tested at 10 uM concentrat...	-
Sodium-dependent dopamine transporter	Ki	=	673.28	nM	6.17	PDSP Secondary Binding target: SLC6A3 - Compounds are tested at 10 uM concentrat...	-
Muscarinic acetylcholine receptor M3	Ki	=	724.44	nM	6.14	Displacement of [3H]N-methylscopolamine from human muscarinic M3 receptor expres...	18395442
Alpha-2A adrenergic receptor	Ki	=	767.0	nM	6.12	PDSP Secondary Binding target: ADRA2A - Compounds are tested at 10 uM concentrat...	-
Muscarinic acetylcholine receptor M3	IC50	=	950.0	nM	6.02	Evaluated for its binding affinity at human muscarinic receptor m3 by the displa...	9873472
Muscarinic acetylcholine receptor DM1	Ki	=	1030.0	nM	5.99	Displacement of [3H]QNB from Drosophila melanogaster mAChR by scintillation coun...	17319687
Muscarinic acetylcholine receptor M2	Ki	=	1096.48	nM	5.96	Displacement of [3H]N-methylscopolamine from human muscarinic M2 receptor expres...	18395442
Mu-type opioid receptor	Ki	=	1130.71	nM	5.95	PDSP Secondary Binding target: OPRM1 - Compounds are tested at 10 uM concentrati...	-
Muscarinic acetylcholine receptor M1	Ki	=	1318.26	nM	5.88	Inhibition of [3H]NMS binding to human muscarinic acetylcholine receptor M1 in t...	12086495
Free fatty acid receptor 4	EC50	=	1306.47	nM	5.88	GPCR PRESTO-Tango dose-response in antagonist mode with target: FFAR4	-
Muscarinic acetylcholine receptor DM1	Ki	=	1430.0	nM	5.84	Displacement of [3H]AF-DX 384 from Drosophila melanogaster mAChR by scintillatio...	17319687

Literature References

PubMed	DOI	Target Context	# Activities
-	10.6019/CHEMBL4689842	HEK-293T	345
-	10.6019/CHEMBL4689842	Fibroblast	344
-	10.6019/CHEMBL4689842	U2OS	344
18395442	10.1016/j.bmcl.2008.03.061	Muscarinic acetylcholine receptor M4	6
-	10.6019/CHEMBL5209801	Glucose-dependent insulinotropic receptor	5
-	10.6019/CHEMBL5209801	CX3C chemokine receptor 1	5
-	10.6019/CHEMBL5209801	Apelin receptor	5
17319687	10.1021/jf0631934	Musca domestica	5
-	10.6019/CHEMBL5209801	N-formyl peptide receptor 2	5
-	10.6019/CHEMBL5209801	Type-1 angiotensin II receptor	5
-	10.6019/CHEMBL5209801	C5a anaphylatoxin chemotactic receptor 1	5
-	10.6019/CHEMBL5209801	Sphingosine 1-phosphate receptor 1	5
-	10.6019/CHEMBL5209801	Glucagon-like peptide 1 receptor	5
-	10.6019/CHEMBL5209801	Adhesion G-protein coupled receptor F1	5
-	10.6019/CHEMBL5209801	Alpha-2A adrenergic receptor	5
-	10.6019/CHEMBL5209801	Beta-2 adrenergic receptor	5
-	10.6019/CHEMBL5209801	Free fatty acid receptor 4	5
18395442	10.1016/j.bmcl.2008.03.061	Muscarinic acetylcholine receptor M2	3
18395442	10.1016/j.bmcl.2008.03.061	Muscarinic acetylcholine receptor M3	3
18395442	10.1016/j.bmcl.2008.03.061	Muscarinic acetylcholine receptor M5	3

Data from ChEMBL 36 via Core Engine