Compound Detail

CHEMBL271896

BUTAPROST

🧪 Phase II

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🧪 Phase II

CCCC1([C@H](O)C/C=C/[C@H]2[C@H](O)CC(=O)[C@@H]2CCCCCCC(=O)OC)CCC1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL271896
Name	BUTAPROST
Phase	Phase II
Structure Type	MOL
InChI Key	XRISENIKJUKIHD-LHQZMKCDSA-N

Known Names

BAY Q 4218 BAY-Q-4218 BAYQ-4218 Butaprost TR-4979

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

408.6

MW (Da)

4.34

ALogP

HBA

HBD

83.8

PSA (Å²)

0.27

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Chirality	Single Enantiomer

Flags

Natural Product

USAN Stem	-prost
USAN Year	1987

Extended Properties

Molecular Formula	C24H40O5
MW	408.58
Aromatic Rings	0
Heavy Atoms	29
NP-Likeness	1.80

Activity Summary

EC50 3 meas. best 7.48

Ki 3 meas. best 6.96

IC50 2 meas. best 7.56

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Unchecked CHEMBL612545	IC50	7.56	7.56	27.8	1
Prostaglandin E2 receptor EP2 subtype CHEMBL1881	EC50	7.48	7.48	33.0	1
Prostacyclin receptor CHEMBL1995	IC50	7.43	7.43	37.0	1
Prostaglandin E2 receptor EP2 subtype CHEMBL1881	Ki	6.96	6.5133	110.0	3
Unchecked CHEMBL612545	EC50	6.86	6.455	139.0	2

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Unchecked	IC50	=	27.8	nM	7.56	Inhibition of EFS-induced contraction of human myometrium incubated for 60 mins	21595651
Prostaglandin E2 receptor EP2 subtype	EC50	=	33.0	nM	7.48	Agonist activity at EP2 receptor (unknown origin) by functional assay	24279689
Prostacyclin receptor	IC50	=	37.0	nM	7.43	Agonist activity at prostanoid IP receptor (unknown origin) by functional assay	24279689
Prostaglandin E2 receptor EP2 subtype	Ki	=	110.0	nM	6.96	Binding affinity at human prostaglandin EP2 receptor	17931866
Prostaglandin E2 receptor EP2 subtype	Ki	=	110.0	nM	6.96	Displacement of [3H]PGE2 from human EP2 receptor	18039575
Unchecked	EC50	=	139.0	nM	6.86	Inhibition of EFS-induced contraction of Beagle dog bronchiole	21595651
Unchecked	EC50	=	893.0	nM	6.05	Induction of relaxation in forskolin-induced carbachol pre-contracted C57BL/6 mo...	21595651
Prostaglandin E2 receptor EP2 subtype	Ki	=	2400.0	nM	5.62	Binding affinity to EP2 receptor (unknown origin) by competitive binding assay	24279689

Literature References

PubMed	DOI	Target Context	# Activities
21595651	10.1111/j.1476-5381.2011.01495.x	Unchecked	4
18039575	10.1016/j.bmcl.2007.11.020	Mus musculus	2
24279689	10.1021/jm401431x	Prostaglandin E2 receptor EP2 subtype	2
24279689	10.1021/jm401431x	Prostacyclin receptor	2
17931866	10.1016/j.bmcl.2007.09.074	Prostaglandin E2 receptor EP2 subtype	1
17931866	10.1016/j.bmcl.2007.09.074	Prostaglandin E2 receptor EP4 subtype	1
18039575	10.1016/j.bmcl.2007.11.020	Prostaglandin E2 receptor EP2 subtype	1
18039575	10.1016/j.bmcl.2007.11.020	Prostaglandin E2 receptor EP4 subtype	1
24279689	10.1021/jm401431x	Prostaglandin E2 receptor EP1 subtype	1
24279689	10.1021/jm401431x	Prostaglandin E2 receptor EP3 subtype	1
24279689	10.1021/jm401431x	Prostaglandin E2 receptor EP4 subtype	1

Data from ChEMBL 36 via Core Engine