Compound Detail

CHEMBL1062

HYDROXYPROGESTERONE

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CC(=O)[C@@]1(O)CC[C@H]2[C@@H]3CCC4=CC(=O)CC[C@]4(C)[C@H]3CC[C@@]21C

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL1062
Name	HYDROXYPROGESTERONE
Phase	Preclinical
Structure Type	MOL
InChI Key	DBPWSSGDRRHUNT-CEGNMAFCSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

330.5

MW (Da)

3.84

ALogP

HBA

HBD

54.4

PSA (Å²)

0.79

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula	C21H30O3
MW	330.47
Aromatic Rings	0
Heavy Atoms	24
NP-Likeness	1.99

Activity Summary

IC50 9 meas. best 7.92

Ki 6 meas. best 8.81

EC50 1 meas. best 5.56

Kd 1 meas. best 7.0

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Progesterone receptor CHEMBL1909044	Ki	8.81	8.81	1.5	1
Progesterone receptor CHEMBL1909044	IC50	7.92	7.92	12.0	1
Corticosteroid-binding globulin CHEMBL2421	Ki	7.74	7.74	18.2	1
Glucocorticoid receptor CHEMBL2034	Ki	7.64	7.64	23.0	1
Glucocorticoid receptor CHEMBL2034	IC50	7.29	7.29	51.0	1
Sex hormone-binding globulin CHEMBL3305	Kd	7.0	7.0	100.0	1
Androgen receptor CHEMBL3072	Ki	6.31	6.31	493.0	1
Androgen receptor CHEMBL3072	IC50	6.13	6.13	739.0	1
Replicase polyprotein 1ab CHEMBL4523582	IC50	5.61	5.61	2470.0	1
Adenosine receptor A3 CHEMBL256	Ki	5.57	5.57	2674.0	1
SARS-CoV-2 CHEMBL4303835	EC50	5.56	5.56	2770.0	1
Mitogen-activated protein kinase 3 CHEMBL3385	IC50	5.5	5.5	3157.0	1
Plasmodium falciparum CHEMBL364	IC50	5.5	5.25	3162.3	2
Adenosine receptor A3 CHEMBL256	IC50	5.33	5.33	4730.0	1
Sodium-dependent dopamine transporter CHEMBL238	Ki	5.26	5.26	5486.0	1
Sodium-dependent dopamine transporter CHEMBL238	IC50	5.16	5.16	6905.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Progesterone receptor	Ki	=	1.549	nM	8.81	DRUGMATRIX: Progesterone radioligand binding (ligand: [3H] R-5020)	-
Progesterone receptor	IC50	=	12.0	nM	7.92	DRUGMATRIX: Progesterone radioligand binding (ligand: [3H] R-5020)	-
Corticosteroid-binding globulin	Ki	=	18.2	nM	7.74	Binding affinity to human CBG receptor (corticosteroid-binding globulins)	15139751
Glucocorticoid receptor	Ki	=	23.0	nM	7.64	DRUGMATRIX: Glucocorticoid radioligand binding (ligand: [3H] Dexamethasone)	-
Glucocorticoid receptor	IC50	=	51.0	nM	7.29	DRUGMATRIX: Glucocorticoid radioligand binding (ligand: [3H] Dexamethasone)	-
Sex hormone-binding globulin	Kd	=	100.0	nM	7.0	Displacement of [3H]5alpha dihydrotestosterone from human sex hormone binding gl...	18330978
Androgen receptor	Ki	=	493.0	nM	6.31	DRUGMATRIX: Androgen (Testosterone) AR radioligand binding (ligand: [3H] Miboler...	-
Androgen receptor	IC50	=	739.0	nM	6.13	DRUGMATRIX: Androgen (Testosterone) AR radioligand binding (ligand: [3H] Miboler...	-
Replicase polyprotein 1ab	IC50	=	2470.0	nM	5.61	Inhibition of SARS-CoV-2 MPro using Dabcyl-KTSAVLQSGFRKME-Edans as substrate pre...	37659195
Adenosine receptor A3	Ki	=	2674.0	nM	5.57	DRUGMATRIX: Adenosine A3 radioligand binding (ligand: AB-MECA)	-
SARS-CoV-2	EC50	=	2770.0	nM	5.56	Antiviral activity against SARS-CoV-2 infected in African green monkey Vero E6 c...	37659195
Plasmodium falciparum	IC50	=	3162.28	nM	5.5	Antiplasmodial activity against Plasmodium falciparum W2 after 72 hrs by SYBR gr...	19734910
Mitogen-activated protein kinase 3	IC50	=	3157.0	nM	5.5	DRUGMATRIX: Protein Serine/Threonine Kinase, ERK1 enzyme inhibition (substrate: ...	-
Adenosine receptor A3	IC50	=	4730.0	nM	5.33	DRUGMATRIX: Adenosine A3 radioligand binding (ligand: AB-MECA)	-
Sodium-dependent dopamine transporter	Ki	=	5486.0	nM	5.26	DRUGMATRIX: Dopamine Transporter radioligand binding (ligand: [125I] RTI-55)	-
Sodium-dependent dopamine transporter	IC50	=	6905.0	nM	5.16	DRUGMATRIX: Dopamine Transporter radioligand binding (ligand: [125I] RTI-55)	-
Plasmodium falciparum	IC50	=	10000.0	nM	5.0	Antiplasmodial activity against Plasmodium falciparum 3D7 after 72 hrs by SYBR g...	19734910

Literature References

PubMed	DOI	Target Context	# Activities
15646539	10.1016/s0399-8320(04)95062-2	Unchecked	11
15646539	10.1016/s0399-8320(04)95062-2	NON-PROTEIN TARGET	8
-	10.1016/S0960-894X(97)00072-3	Aspergillus ochraceus	4
926114	10.1021/jm00219a006	Progesterone receptor	3
19772289	10.1021/jm900921c	3-keto-steroid reductase/17-beta-hydroxysteroid dehydrogenase 7	2
19734910	10.1038/nchembio.215	Plasmodium falciparum	2
-	10.6019/CHEMBL4495565	SARS-CoV-2	2
-	10.6019/CHEMBL4808148	Histone deacetylase 6	2
10836148	10.1146/annurev.pharmtox.40.1.581	UDP-glucuronosyltransferase 1A10	2
10836148	10.1146/annurev.pharmtox.40.1.581	UDP-glucuronosyltransferase 2B17	2
-	10.6019/CHEMBL4651402	SARS-CoV-2	2
3599019	10.1021/jm00390a002	ADMET	1
37659195	10.1016/j.ejmech.2023.115772	SARS-CoV-2	1
8411009	10.1021/jm00072a012	Corticosteroid-binding globulin	1
15139751	10.1021/jm030364c	Corticosteroid-binding globulin	1
9379435	10.1021/jm970211n	Corticosteroid-binding globulin	1
9651159	10.1021/jm970732a	Corticosteroid-binding globulin	1
8057280	10.1021/jm00041a010	Corticosteroid-binding globulin	1
14561088	10.1021/jm030861t	Nuclear receptor subfamily 1 group I member 3	1
8474098	10.1021/jm00056a002	Corticosteroid-binding globulin	1

Data from ChEMBL 36 via Core Engine