Compound Detail

CHEMBL2105738

GALETERONE

🧪 Phase III

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🧪 Phase III

C[C@]12CC[C@H](O)CC1=CC[C@@H]1[C@@H]2CC[C@]2(C)C(n3cnc4ccccc43)=CC[C@@H]12

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL2105738
Name	GALETERONE
Phase	Phase III
Structure Type	MOL
InChI Key	PAFKTGFSEFKSQG-PAASFTFBSA-N

Known Names

Galeterona Galeterone TOK 001 TOK-001 VN 124 VN-124 VN/124 VN/124-1

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Indications

Mechanisms

Molecular Properties

388.6

MW (Da)

5.81

ALogP

HBA

HBD

38.0

PSA (Å²)

0.63

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Chirality	Single Enantiomer

Flags

Natural Product

USAN Stem	-terone
USAN Year	2011

Extended Properties

Molecular Formula	C26H32N2O
MW	388.56
Aromatic Rings	2
Heavy Atoms	29
NP-Likeness	1.18

Mechanism of Action

Mechanism	Action Type	Target	Direct	Efficacy
Androgen Receptor antagonist	ANTAGONIST	Androgen receptor	✓	✓
Cytochrome P450 17A1 inhibitor	INHIBITOR	Steroid 17-alpha-hydroxylase/17,20 lyase	✓	✓

Indications

Prostatic Neoplasms, Castration-Resistant Pancreatic Neoplasms

Activity Summary

IC50 20 meas. best 7.92

EC50 5 meas. best 6.39

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Steroid 17-alpha-hydroxylase/17,20 lyase CHEMBL3522	IC50	7.92	6.911	12.2	10
Steroid 21-hydroxylase CHEMBL2759	IC50	7.11	6.7767	77.2	3
Androgen receptor CHEMBL1871	EC50	6.39	5.69	405.0	5
Androgen receptor CHEMBL1871	IC50	5.96	5.96	1108.0	1
LNCaP CHEMBL612518	IC50	5.7	5.52	2000.0	3
NON-PROTEIN TARGET CHEMBL3879801	IC50	5.54	5.54	2900.0	1
CWR22R CHEMBL612657	IC50	5.05	4.995	8910.0	2

Pharmacokinetic Data

Parameter	Value	Units	Species
AUC	24000.0	ng.hr.mL-1	Mus musculus
AUC	30232.33	ng.hr.mL-1	Mus musculus
CL	33.1	mL.min-1.kg-1	Mus musculus
Cmax	43288.04	nM	Mus musculus
Cmax	82947.29	nM	Mus musculus
F	18.44	%	Mus musculus
MRT	1.09	hr	Mus musculus
MRT	1.008	hr	Mus musculus
T1/2	0.7362	hr	Mus musculus
T1/2	0.61	hr	Mus musculus
Tmax	0.5	hr	Mus musculus
Tmax	0.5	hr	Mus musculus
Vd	2.099	L.kg-1	Mus musculus
Vd	3.276	L.kg-1	Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Steroid 17-alpha-hydroxylase/17,20 lyase	IC50	=	12.16	nM	7.92	Inhibition of CYP17AI in human 22Rv1 cells	36459083
Steroid 17-alpha-hydroxylase/17,20 lyase	IC50	=	16.0	nM	7.8	Inhibition of human recombinant CYP17A1 incubated for 5 mins in presence of NADP...	36070471
Steroid 17-alpha-hydroxylase/17,20 lyase	IC50	=	16.0	nM	7.8	Inhibition of recombinant human CYP17A1 using progesterone as substrate incubate...	37458396
Steroid 17-alpha-hydroxylase/17,20 lyase	IC50	=	28.1	nM	7.55	Inhibition of C-terminal His-tagged recombinant human CYP17A1delta19H mutant exp...	29792703
Steroid 21-hydroxylase	IC50	=	77.2	nM	7.11	Inhibition of C-terminal His-tagged recombinant human CYP21A2deltaH mutant expre...	29792703
Steroid 17-alpha-hydroxylase/17,20 lyase	IC50	=	140.0	nM	6.85	Inhibition of CYP17 (unknown origin)	27437082
Steroid 21-hydroxylase	IC50	=	248.0	nM	6.61	Inhibition of human membrane bound C-terminal His4-tagged CYP21A2 delta19H mutan...	-
Steroid 21-hydroxylase	IC50	=	248.0	nM	6.61	Enzyme Activity Assay: Complementary assays were utilized for the quantitative c...	-
Steroid 17-alpha-hydroxylase/17,20 lyase	IC50	=	282.0	nM	6.55	Enzyme Activity Assay: Complementary assays were utilized for the quantitative c...	-
Steroid 17-alpha-hydroxylase/17,20 lyase	IC50	=	282.0	nM	6.55	Inhibition of human membrane bound C-terminal His4-tagged CYP17A1 delta19H mutan...	-
Steroid 17-alpha-hydroxylase/17,20 lyase	IC50	=	300.0	nM	6.52	Inhibition of human CYP17 expressed in Escherichia coli	25591066
Androgen receptor	EC50	=	405.0	nM	6.39	Displacement of [3H]R1881 from androgen receptor in human PC3 cells	25591066
Androgen receptor	EC50	=	670.0	nM	6.17	Displacement of [3H]R1881 from AR in human LNCaP cells after 2 hrs by scintillat...	23713567
Steroid 17-alpha-hydroxylase/17,20 lyase	IC50	=	752.0	nM	6.12	Inhibition of human truncated CYP17A1 expressed in Escherichia coli	23713567
Androgen receptor	EC50	=	845.0	nM	6.07	Displacement of [3H]R1881 from androgen receptor in human LNCAP cells	25591066
Androgen receptor	IC50	=	1108.0	nM	5.96	Antagonist activity at DHT-induced Androgen receptor transcriptional activity in...	36070471
LNCaP	IC50	=	2000.0	nM	5.7	Antiproliferative activity against human LNCaP cells assessed as inhibition of c...	38512060
NON-PROTEIN TARGET	IC50	=	2900.0	nM	5.54	Growth inhibition of human castration-resistant prostate cancer cells	25591066
LNCaP	IC50	=	3548.0	nM	5.45	Antiproliferative activity against human LNCAP cells assessed as reduction in ce...	36070471
Steroid 17-alpha-hydroxylase/17,20 lyase	IC50	=	3548.0	nM	5.45	Inhibition of CYP17AI in human LNCaP cells	36459083

Literature References

PubMed	DOI	Target Context	# Activities
25591066	10.1021/jm501239f	Mus musculus	15
-	10.6019/CHEMBL5303304	Fibroblast	6
31181481	10.1016/j.ejmech.2019.05.064	Androgen receptor	5
23713567	10.1021/jm400048v	LNCaP	4
23713567	10.1021/jm400048v	Androgen receptor	4
25591066	10.1021/jm501239f	LAPC4	4
31271960	10.1016/j.ejmech.2019.06.040	LNCaP C4-2	2
31271960	10.1016/j.ejmech.2019.06.040	VCaP	2
-	10.6019/CHEMBL4495565	SARS-CoV-2	2
-	10.6019/CHEMBL4651402	SARS-CoV-2	2
31181481	10.1016/j.ejmech.2019.05.064	CWR22R	2
31181481	10.1016/j.ejmech.2019.05.064	VCaP	2
27437082	10.1021/acsmedchemlett.6b00137	CWR22R	2
36070471	10.1021/acs.jmedchem.2c01164	LNCaP	2
36682291	10.1016/j.ejmech.2023.115086	Androgen receptor	2
25591066	10.1021/jm501239f	Plasma	2
36070471	10.1021/acs.jmedchem.2c01164	Androgen receptor	2
25591066	10.1021/jm501239f	Androgen receptor	2
23713567	10.1021/jm400048v	Molecular identity unknown	2
36459083	10.1021/acs.jmedchem.2c01487	Steroid 17-alpha-hydroxylase/17,20 lyase	2

Data from ChEMBL 36 via Core Engine