Compound Detail

CHEMBL2220404

CLOPROSTENOL

🧪 Phase II

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🧪 Phase II

O=C(O)CCC/C=C\CC1C(O)CC(O)C1/C=C/C(O)COc1cccc(Cl)c1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL2220404
Name	CLOPROSTENOL
Phase	Phase II
Structure Type	MOL
InChI Key	VJGGHXVGBSZVMZ-YVKATYTESA-N

Known Names

Cloprostenol Racemic cloprostenol

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

424.9

MW (Da)

3.20

ALogP

HBA

HBD

107.2

PSA (Å²)

0.32

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Chirality	Racemic

Flags

Natural Product

USAN Stem	-prost-
USAN Year	1976

Extended Properties

Molecular Formula	C22H29ClO6
MW	424.92
Aromatic Rings	1
Heavy Atoms	29
NP-Likeness	0.86

Activity Summary

EC50 5 meas. best 9.0

IC50 5 meas. best 9.0

Ki 1 meas. best 7.51

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Prostaglandin F2-alpha receptor CHEMBL1987	IC50	9.0	8.85	1.0	2
Unchecked CHEMBL612545	EC50	9.0	9.0	1.0	1
Prostaglandin F2-alpha receptor CHEMBL1987	EC50	8.0	8.0	10.0	1
Prostaglandin F2-alpha receptor CHEMBL1987	Ki	7.51	7.51	31.0	1
Prostaglandin E2 receptor EP1 subtype CHEMBL1811	IC50	6.3	6.3	496.0	1
Prostaglandin E2 receptor EP3 subtype CHEMBL3710	IC50	6.2	6.2	635.0	1
Prostaglandin E2 receptor EP1 subtype CHEMBL1811	EC50	6.12	6.12	760.0	1
Thromboxane A2 receptor CHEMBL2069	EC50	5.62	5.62	2400.0	1
Prostaglandin E2 receptor EP2 subtype CHEMBL1881	IC50	5.43	5.43	3700.0	1
Prostaglandin E2 receptor EP3 subtype CHEMBL3710	EC50	5.3	5.3	5000.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Unchecked	EC50	=	1.0	nM	9.0	Evaluated for its concentration at which 50% of maximal stimulation of phosphoin...	10978187
Prostaglandin F2-alpha receptor	IC50	=	1.0	nM	9.0	Displacement of [3H]PGF2-alpha from human FP-receptor expressed in CHO-KI cells	10915040
Prostaglandin F2-alpha receptor	IC50	=	2.0	nM	8.7	Affinity for human Prostanoid FP receptor expressed in COS-7 cells	10715159
Prostaglandin F2-alpha receptor	EC50	=	10.0	nM	8.0	Functional activity in RAT-1cells, transiently-transfected with human FP-recepto...	10915040
Prostaglandin F2-alpha receptor	Ki	=	31.0	nM	7.51	Inhibitory Binding constant (n=2) to Prostanoid FP receptor expressed in bovine ...	10978187
Prostaglandin E2 receptor EP1 subtype	IC50	=	496.0	nM	6.3	Affinity for Prostanoid EP1 receptor expressed in COS-7 cells.	10715159
Prostaglandin E2 receptor EP3 subtype	IC50	=	635.0	nM	6.2	Affinity for Prostanoid EP3 receptor expressed in CHO cell line	10715159
Prostaglandin E2 receptor EP1 subtype	EC50	=	760.0	nM	6.12	Functional activity in RAT-1cells, transiently-transfected with human Prostaglan...	10915040
Thromboxane A2 receptor	EC50	=	2400.0	nM	5.62	Functional activity in RAT-1cells, transiently-transfected with human TP-recepto...	10915040
Prostaglandin E2 receptor EP2 subtype	IC50	=	3700.0	nM	5.43	Affinity for Prostanoid EP2 receptor expressed in CHO cells	10715159
Prostaglandin E2 receptor EP3 subtype	EC50	=	5000.0	nM	5.3	Functional activity in RAT-1cells, transiently-transfected with human Prostaglan...	10915040

Literature References

PubMed	DOI	Target Context	# Activities
-	10.6019/CHEMBL5724801	Fibroblast	304
-	10.6019/CHEMBL5058577	HEK-293T	304
-	10.6019/CHEMBL5058577	U2OS	304
-	10.6019/CHEMBL5724801	U2OS	304
-	10.6019/CHEMBL5058577	Fibroblast	304
-	10.6019/CHEMBL5724801	HEK-293T	304
11708917	10.1021/jm010264b	Rattus norvegicus	19
-	10.6019/CHEMBL5058564	HEK-293T	7
-	10.6019/CHEMBL5058564	Fibroblast	5
-	10.6019/CHEMBL5058564	U2OS	4
10978187	10.1021/jm990587w	Unchecked	2
10915040	10.1016/s0960-894x(00)00273-0	Prostaglandin F2-alpha receptor	2
-	10.6019/CHEMBL5209801	N-formyl peptide receptor 2	2
-	10.6019/CHEMBL5209801	Type-1 angiotensin II receptor	2
-	10.6019/CHEMBL5209801	C5a anaphylatoxin chemotactic receptor 1	2
-	10.6019/CHEMBL5209801	Sphingosine 1-phosphate receptor 1	2
-	10.6019/CHEMBL5209801	Alpha-2A adrenergic receptor	2
-	10.6019/CHEMBL4495565	SARS-CoV-2	2
-	10.6019/CHEMBL5209801	Glucagon-like peptide 1 receptor	2
-	10.6019/CHEMBL5209801	Apelin receptor	2

Data from ChEMBL 36 via Core Engine