Compound Detail

CHEMBL5089005

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COc1ccc(NC(=O)c2ccc(-c3ccc(-c4noc(C)n4)cc3C)cc2)cc1OCCN(C)C.Cl

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL5089005
Phase	Preclinical
Structure Type	MOL
InChI Key	JPBMDMNORXKGHZ-UHFFFAOYSA-N
Parent Compound	CHEMBL20963
Active Moiety	CHEMBL20963

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

486.6

MW (Da)

5.22

ALogP

HBA

HBD

89.7

PSA (Å²)

0.35

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Unknown
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C28H31ClN4O4
MW	523.03
Aromatic Rings	4
Heavy Atoms	36
NP-Likeness	-1.51

Activity Summary

Ki 18 meas. best 8.93

IC50 15 meas. best 5.48

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
5-hydroxytryptamine receptor 1B CHEMBL1898	Ki	8.93	8.93	1.2	1
5-hydroxytryptamine receptor 1D CHEMBL1983	Ki	7.83	7.83	14.9	1
5-hydroxytryptamine receptor 2A CHEMBL224	Ki	7.45	7.45	35.7	1
5-hydroxytryptamine receptor 2C CHEMBL225	Ki	6.58	6.58	263.5	1
Alpha-2A adrenergic receptor CHEMBL1867	Ki	6.36	6.36	440.1	1
Muscarinic acetylcholine receptor M2 CHEMBL211	Ki	6.19	6.19	640.8	1
Sodium-dependent noradrenaline transporter CHEMBL222	Ki	6.18	6.18	664.1	1
Alpha-2B adrenergic receptor CHEMBL1942	Ki	6.18	6.18	666.5	1
Sigma intracellular receptor 2 CHEMBL4105907	Ki	6.16	6.16	694.0	1
Histamine H3 receptor CHEMBL264	Ki	6.15	6.15	709.2	1
Alpha-2C adrenergic receptor CHEMBL1916	Ki	6.15	6.15	704.1	1
Sodium-dependent serotonin transporter CHEMBL228	Ki	6.08	6.08	833.1	1
5-hydroxytryptamine receptor 1E CHEMBL2182	Ki	6.01	6.01	980.6	1
Sodium-dependent dopamine transporter CHEMBL238	Ki	6.01	6.01	983.6	1
5-hydroxytryptamine receptor 7 CHEMBL3155	Ki	5.96	5.96	1098.0	1
5-hydroxytryptamine receptor 5A CHEMBL3426	Ki	5.93	5.93	1161.6	1
Muscarinic acetylcholine receptor M1 CHEMBL216	Ki	5.72	5.72	1909.8	1
Sigma non-opioid intracellular receptor 1 CHEMBL287	Ki	5.51	5.51	3114.2	1
Free fatty acid receptor 4 CHEMBL5339	IC50	5.48	5.48	3309.1	1
Apelin receptor CHEMBL1628481	IC50	5.47	5.47	3411.3	1
Alpha-2A adrenergic receptor CHEMBL1867	IC50	5.46	5.46	3478.2	1
Glucagon-like peptide 1 receptor CHEMBL1784	IC50	5.42	5.42	3821.0	1
Glucose-dependent insulinotropic receptor CHEMBL5652	IC50	5.42	5.42	3809.7	1
Psychosine receptor CHEMBL3714081	IC50	5.41	5.41	3901.3	1
Sphingosine 1-phosphate receptor 1 CHEMBL4333	IC50	5.41	5.41	3897.5	1
Adhesion G-protein coupled receptor F1 CHEMBL4523872	IC50	5.41	5.41	3893.5	1
G-protein coupled receptor 35 CHEMBL1293267	IC50	5.39	5.39	4056.8	1
N-formyl peptide receptor 3 CHEMBL5646	IC50	5.38	5.38	4206.6	1
Muscarinic acetylcholine receptor M2 CHEMBL211	IC50	5.32	5.32	4841.4	1
G-protein coupled receptor 183 CHEMBL3259470	IC50	5.3	5.3	4978.8	1
N-formyl peptide receptor 2 CHEMBL4227	IC50	5.29	5.29	5193.7	1
C5a anaphylatoxin chemotactic receptor 1 CHEMBL2373	IC50	5.23	5.23	5843.3	1
fMet-Leu-Phe receptor CHEMBL3359	IC50	4.85	4.85	14145.6	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
5-hydroxytryptamine receptor 1B	Ki	=	1.183	nM	8.93	PDSP Secondary Binding target: HTR1B - Compounds are tested at 10 uM concentrati...	-
5-hydroxytryptamine receptor 1D	Ki	=	14.95	nM	7.83	PDSP Secondary Binding target: HTR1D - Compounds are tested at 10 uM concentrati...	-
5-hydroxytryptamine receptor 2A	Ki	=	35.74	nM	7.45	PDSP Secondary Binding target: HTR2A - Compounds are tested at 10 uM concentrati...	-
5-hydroxytryptamine receptor 2C	Ki	=	263.51	nM	6.58	PDSP Secondary Binding target: HTR2C - Compounds are tested at 10 uM concentrati...	-
Alpha-2A adrenergic receptor	Ki	=	440.05	nM	6.36	PDSP Secondary Binding target: ADRA2A - Compounds are tested at 10 uM concentrat...	-
Muscarinic acetylcholine receptor M2	Ki	=	640.77	nM	6.19	PDSP Secondary Binding target: CHRM2 - Compounds are tested at 10 uM concentrati...	-
Alpha-2B adrenergic receptor	Ki	=	666.5	nM	6.18	PDSP Secondary Binding target: ADRA2B - Compounds are tested at 10 uM concentrat...	-
Sodium-dependent noradrenaline transporter	Ki	=	664.12	nM	6.18	PDSP Secondary Binding target: SLC6A2 - Compounds are tested at 10 uM concentrat...	-
Sigma intracellular receptor 2	Ki	=	693.96	nM	6.16	PDSP Secondary Binding target: TMEM97 - Compounds are tested at 10 uM concentrat...	-
Alpha-2C adrenergic receptor	Ki	=	704.13	nM	6.15	PDSP Secondary Binding target: ADRA2C - Compounds are tested at 10 uM concentrat...	-
Histamine H3 receptor	Ki	=	709.17	nM	6.15	PDSP Secondary Binding target: HRH3 - Compounds are tested at 10 uM concentratio...	-
Sodium-dependent serotonin transporter	Ki	=	833.1	nM	6.08	PDSP Secondary Binding target: SLC6A4 - Compounds are tested at 10 uM concentrat...	-
5-hydroxytryptamine receptor 1E	Ki	=	980.62	nM	6.01	PDSP Secondary Binding target: HTR1E - Compounds are tested at 10 uM concentrati...	-
Sodium-dependent dopamine transporter	Ki	=	983.56	nM	6.01	PDSP Secondary Binding target: SLC6A3 - Compounds are tested at 10 uM concentrat...	-
5-hydroxytryptamine receptor 7	Ki	=	1097.99	nM	5.96	PDSP Secondary Binding target: HTR7 - Compounds are tested at 10 uM concentratio...	-
5-hydroxytryptamine receptor 5A	Ki	=	1161.63	nM	5.93	PDSP Secondary Binding target: HTR5A - Compounds are tested at 10 uM concentrati...	-
Muscarinic acetylcholine receptor M1	Ki	=	1909.85	nM	5.72	PDSP Secondary Binding target: CHRM1 - Compounds are tested at 10 uM concentrati...	-
Sigma non-opioid intracellular receptor 1	Ki	=	3114.23	nM	5.51	PDSP Secondary Binding target: SIGMAR1 - Compounds are tested at 10 uM concentra...	-
Free fatty acid receptor 4	IC50	=	3309.13	nM	5.48	GPCR PRESTO-Tango dose-response in antagonist mode with target: FFAR4	-
Apelin receptor	IC50	=	3411.35	nM	5.47	GPCR PRESTO-Tango dose-response in antagonist mode with target: APLNR	-

Literature References

PubMed	DOI	Target Context	# Activities
-	10.6019/CHEMBL5303300	U2OS	304
-	10.6019/CHEMBL5303300	HEK-293T	304
-	10.6019/CHEMBL5303300	Fibroblast	304
-	10.6019/CHEMBL5058564	HEK-293T	9
-	10.6019/CHEMBL5058564	U2OS	9
-	10.6019/CHEMBL5058564	Fibroblast	8
-	10.6019/CHEMBL5209801	Beta-2 adrenergic receptor	2
-	10.6019/CHEMBL5209801	C5a anaphylatoxin chemotactic receptor 1	2
-	10.6019/CHEMBL5209801	Sphingosine 1-phosphate receptor 1	2
-	10.6019/CHEMBL5209801	Adhesion G-protein coupled receptor F1	2
-	10.6019/CHEMBL5209801	CX3C chemokine receptor 1	2
-	10.6019/CHEMBL5209801	Type-1 angiotensin II receptor	2
-	10.6019/CHEMBL5209801	Glucagon-like peptide 1 receptor	2
-	10.6019/CHEMBL5209801	Free fatty acid receptor 4	2
-	10.6019/CHEMBL5209801	N-formyl peptide receptor 2	2
-	10.6019/CHEMBL4808148	Histone deacetylase 6	2
-	10.6019/CHEMBL5209801	Apelin receptor	2
-	10.6019/CHEMBL5209801	Alpha-2A adrenergic receptor	2
-	10.6019/CHEMBL5209801	Glucose-dependent insulinotropic receptor	2
-	10.6019/CHEMBL5209801	G-protein coupled receptor 35	2

Data from ChEMBL 36 via Core Engine