Compound Detail

CHEMBL2181976

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Cc1cc(C)cc(-c2nc(NC(=O)c3cccnc3)sc2-c2ccncc2)c1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL2181976
Phase	Preclinical
Structure Type	MOL
InChI Key	YDXZLBYHXZOWOC-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

386.5

MW (Da)

5.14

ALogP

HBA

HBD

67.8

PSA (Å²)

0.53

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C22H18N4OS
MW	386.48
Aromatic Rings	4
Heavy Atoms	28
NP-Likeness	-1.61

Activity Summary

Ki 17 meas. best 9.44

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Adenosine receptor A3 CHEMBL256	Ki	9.44	9.11	0.4	2
Adenosine receptor A3 CHEMBL3360	Ki	8.8	8.435	1.6	2
Adenosine receptor A3 CHEMBL1075269	Ki	8.02	8.02	9.6	1
Adenosine receptor A2a CHEMBL251	Ki	6.92	6.92	121.0	1
Adenosine receptor A1 CHEMBL226	Ki	6.79	6.79	162.0	1
Adenosine receptor A2b CHEMBL2592	Ki	6.79	6.79	163.0	1
Adenosine receptor A2b CHEMBL2237	Ki	6.72	6.72	189.0	1
Adenosine receptor A2b CHEMBL255	Ki	6.64	6.64	230.0	1
Adenosine receptor A1 CHEMBL318	Ki	6.48	6.48	333.0	1
Adenosine receptor A1 CHEMBL3688	Ki	6.39	6.39	411.0	1
5-hydroxytryptamine receptor 2C CHEMBL225	Ki	6.1	6.1	790.0	1
Adenosine receptor A2a CHEMBL2115	Ki	6.08	6.08	830.0	1
5-hydroxytryptamine receptor 2A CHEMBL224	Ki	6.02	6.02	960.0	1
Adenosine receptor A2a CHEMBL302	Ki	5.94	5.94	1150.0	1
Muscarinic acetylcholine receptor M5 CHEMBL2035	Ki	5.43	5.43	3700.0	1

Pharmacokinetic Data

Parameter	Value	Units	Species
CL	40.0	mL.min-1.kg-1	Rattus norvegicus
CL	43.0	mL.min-1.kg-1	Rattus norvegicus
Fu	0.03	-	Rattus norvegicus
Fu	0.03	-	Rattus norvegicus
T1/2	0.8	hr	Rattus norvegicus
T1/2	0.7	hr	Rattus norvegicus
Vd	1.8	L.kg-1	Rattus norvegicus
Vd	1.9	L.kg-1	Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Adenosine receptor A3	Ki	=	0.36	nM	9.44	Displacement of [125I]I-AB-MECA from human recombinant adenosine A3 receptor exp...	22468757
Adenosine receptor A3	Ki	=	1.6	nM	8.8	Displacement of [125I]I-AB-MECA from human rat adenosine A3 receptor expressed i...	22468757
Adenosine receptor A3	Ki	=	1.65	nM	8.78	Displacement of [125I]I-AB-MECA from human adenosine A3 receptor expressed in HE...	35450351
Adenosine receptor A3	Ki	=	8.53	nM	8.07	Displacement of [125I]I-AB-MECA from rat adenosine A3 receptor expressed in HEK2...	35450351
Adenosine receptor A3	Ki	=	9.61	nM	8.02	Displacement of [125I]I-AB-MECA from mouse adenosine A3 receptor expressed in HE...	35450351
Adenosine receptor A2a	Ki	=	121.0	nM	6.92	Displacement of [3H] ZM241385 from human adenosine A2A receptor expressed in HEK...	35450351
Adenosine receptor A2b	Ki	=	163.0	nM	6.79	Displacement of [3H] DPCPX from rat adenosine A2B receptor expressed in HEK293 c...	35450351
Adenosine receptor A1	Ki	=	162.0	nM	6.79	Displacement of [3H] DPCPX from human adenosine A1 receptor expressed in HEK293 ...	35450351
Adenosine receptor A2b	Ki	=	189.0	nM	6.72	Displacement of [3H] DPCPX from mouse adenosine A2B receptor expressed in HEK293...	35450351
Adenosine receptor A2b	Ki	=	230.0	nM	6.64	Displacement of [3H] DPCPX from human adenosine A2B receptor expressed in HEK293...	35450351
Adenosine receptor A1	Ki	=	333.0	nM	6.48	Displacement of [3H] DPCPX from rat adenosine A1 receptor expressed in HEK293 ce...	35450351
Adenosine receptor A1	Ki	=	411.0	nM	6.39	Displacement of [3H] DPCPX from mouse adenosine A1 receptor expressed in HEK293 ...	35450351
5-hydroxytryptamine receptor 2C	Ki	=	790.0	nM	6.1	Binding affinity to human 5-HT2C receptor by radioligand binding assay	35450351
Adenosine receptor A2a	Ki	=	830.0	nM	6.08	Displacement of [3H] ZM241385 from mouse adenosine A2A receptor expressed in HEK...	35450351
5-hydroxytryptamine receptor 2A	Ki	=	960.0	nM	6.02	Binding affinity to human 5-HT2A receptor by radioligand binding assay	35450351
Adenosine receptor A2a	Ki	=	1150.0	nM	5.94	Displacement of [3H] ZM241385 from rat adenosine A2A receptor expressed in HEK29...	35450351
Muscarinic acetylcholine receptor M5	Ki	=	3700.0	nM	5.43	Binding affinity to human M5 receptor by radioligand binding assay	35450351

Literature References

PubMed	DOI	Target Context	# Activities
35450351	10.1021/acsmedchemlett.1c00685	ADMET	11
22468757	10.1021/jm300087j	Adenosine receptor A3	3
35450351	10.1021/acsmedchemlett.1c00685	Adenosine receptor A3	3
35450351	10.1021/acsmedchemlett.1c00685	Adenosine receptor A2b	3
35450351	10.1021/acsmedchemlett.1c00685	Adenosine receptor A2a	3
35450351	10.1021/acsmedchemlett.1c00685	Adenosine receptor A1	3
22468757	10.1021/jm300087j	Unchecked	1
22468757	10.1021/jm300087j	Adenosine receptors; A1 & A3	1
22468757	10.1021/jm300087j	Adenosine receptor A2a	1
22468757	10.1021/jm300087j	Adenosine receptor A1	1
35450351	10.1021/acsmedchemlett.1c00685	No relevant target	1
35450351	10.1021/acsmedchemlett.1c00685	Muscarinic acetylcholine receptor M5	1
35450351	10.1021/acsmedchemlett.1c00685	5-hydroxytryptamine receptor 2A	1
35450351	10.1021/acsmedchemlett.1c00685	5-hydroxytryptamine receptor 2C	1
35450351	10.1021/acsmedchemlett.1c00685	Plasma	1
35450351	10.1021/acsmedchemlett.1c00685	Brain	1

Data from ChEMBL 36 via Core Engine