Compound Detail

CHEMBL1358

FULVESTRANT

💊 Approved Drug

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💊 Approved Drug

C[C@]12CC[C@@H]3c4ccc(O)cc4C[C@@H](CCCCCCCCC[S+]([O-])CCCC(F)(F)C(F)(F)F)[C@H]3[C@@H]1CC[C@@H]2O

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL1358
Name	FULVESTRANT
Phase	Approved
Structure Type	MOL
InChI Key	VWUXBMIQPBEWFH-WCCTWKNTSA-N
Therapeutic	✓ Yes

Known Names

Faslodex Fulvestrant Fulvestrant mylan ICI 182,780 ICI-182780 NSC-759879 ZD-9238 ZD9238

Targets

130

Activities

Assay Types

PK Parameters

Publications

Known Names

Indications

Mechanisms

Molecular Properties

606.8

MW (Da)

8.68

ALogP

HBA

HBD

63.5

PSA (Å²)

0.13

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
First Approval	2002
Availability	Prescription
Chirality	Single Enantiomer

Routes of Administration

Parenteral

USAN Stem	-estr-; -estrant
USAN Year	1998

Extended Properties

Molecular Formula	C32H47F5O3S
MW	606.78
Aromatic Rings	1
Heavy Atoms	41
NP-Likeness	1.48

Mechanism of Action

Mechanism	Action Type	Target	Direct	Efficacy
Estrogen receptor alpha antagonist	ANTAGONIST	Estrogen receptor	✓	✓
Estrogen receptor degrader	DEGRADER	Estrogen receptor	✓	✓

Indications

Breast Neoplasms Breast Neoplasms Breast Neoplasms Breast Neoplasms Neoplasms Neoplasms Carcinoma, Lobular Neoplasm Metastasis Carcinoma Carcinoma, Intraductal, Noninfiltrating Carcinoma, Non-Small-Cell Lung Endometrial Neoplasms Endometrial Neoplasms Endometrial Neoplasms Fibrous Dysplasia, Polyostotic Genital Neoplasms, Female Hypertension, Pulmonary Lung Neoplasms Lupus Erythematosus, Systemic Ovarian Neoplasms

ATC Classification

L02BA03

fulvestrant

Level 1: ANTINEOPLASTIC AND IMMUNOMODULATING AGENTS

Level 2: ENDOCRINE THERAPY

Activity Summary

IC50 107 meas. best 10.22

EC50 13 meas. best 9.7

Ki 9 meas. best 9.22

Kd 1 meas. best 8.33

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Estrogen receptor CHEMBL206	IC50	10.22	8.7403	0.1	35
MCF7 CHEMBL387	IC50	10.0	7.9838	0.1	24
Estrogen receptor CHEMBL206	EC50	9.7	9.346	0.2	5
Progesterone receptor CHEMBL208	IC50	9.68	9.68	0.2	1
Estrogen receptor CHEMBL2093866	IC50	9.68	8.7933	0.2	3
Estrogen receptor beta CHEMBL242	IC50	9.52	8.2489	0.3	9
MCF7 CHEMBL387	EC50	9.4	7.772	0.4	5
Unchecked CHEMBL612545	IC50	9.22	6.5138	0.6	13
Estrogen receptor CHEMBL206	Ki	9.22	8.5333	0.6	3
Estrogen receptor beta CHEMBL242	EC50	9.18	9.18	0.7	1
Estrogen receptor CHEMBL2093866	Ki	9.18	8.8067	0.7	3
T47D CHEMBL614361	IC50	8.92	7.0169	1.2	13
Estrogen receptor beta CHEMBL242	Ki	8.86	7.79	1.4	2
Steroid hormone receptor ERR1 CHEMBL3429	IC50	8.7	8.7	2.0	1
Estrogen receptor CHEMBL206	Kd	8.33	8.33	4.7	1
Estrogen receptor CHEMBL2724	IC50	8.23	8.23	5.9	1
Bifunctional epoxide hydrolase 2 CHEMBL2409	IC50	8.22	8.22	6.0	1
LNCaP CHEMBL612518	IC50	7.75	7.75	18.0	1
Bifunctional epoxide hydrolase 2 CHEMBL2409	Ki	7.58	7.58	26.0	1
SARS-CoV-2 CHEMBL4303835	EC50	6.72	6.72	190.0	1
Bile acid receptor CHEMBL2047	IC50	6.1	6.1	790.0	1
Nuclear receptor subfamily 1 group I member 2 CHEMBL3401	EC50	5.71	5.71	1950.0	1
NAD-dependent protein deacylase sirtuin-5, mitochondrial CHEMBL2163183	IC50	5.58	5.58	2600.0	1
COS-7 CHEMBL614564	IC50	4.47	4.47	34000.0	1
Beta-lactamase TEM CHEMBL2364670	IC50	4.25	4.25	55900.0	1

Pharmacokinetic Data

Parameter	Value	Units	Species
AUC	1.67	ng.hr.mL-1	Rattus norvegicus
AUC	5.3	ng.hr.mL-1	Rattus norvegicus
AUC	7.0	ng.hr.mL-1	Rattus norvegicus
AUC	56.0	ng.hr.mL-1	Rattus norvegicus
AUC	5300.0	ng.hr.mL-1	Rattus norvegicus
AUC	1700.0	ng.hr.mL-1	Rattus norvegicus
AUC	11000.0	ng.hr.mL-1	Mus musculus
AUC	-	-	Mus musculus
AUC	158.4	ng.hr.mL-1	Mus musculus
AUClast	325.96	day.ng/ml	Rattus norvegicus
CL	32.82	mL.min-1.kg-1	Rattus norvegicus
CL	32.82	mL.min-1.kg-1	Rattus norvegicus
CL	-	-	Rattus norvegicus
CL	15.0	mL.min-1.kg-1	Homo sapiens
CL	29.0	mL.min-1.kg-1	Rattus norvegicus
CL	-	-	Rattus norvegicus
CL	1154.25	mL.min-1.kg-1	Homo sapiens
Cmax	25.05	nM	Mus musculus
Cmax	-	-	Rattus norvegicus
Cmax	60.53	nM	Rattus norvegicus
F	16.0	%	Rattus norvegicus
F	16.0	%	Rattus norvegicus
MRT	438.72	hr	Rattus norvegicus
T1/2	14.0	hr	Mus musculus
T1/2	2.2	hr	Homo sapiens
T1/2	0.026	hr	Homo sapiens
T1/2	1.3	hr	Homo sapiens
T1/2	14.6	hr	Homo sapiens
T1/2	686.88	hr	Rattus norvegicus
Tmax	6.96	hr	Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Estrogen receptor	IC50	=	0.06	nM	10.22	Induction of ERalpha degradation in human MCF7 cells assessed as inhibition of i...	28296398
Estrogen receptor	IC50	=	0.0631	nM	10.2	Antagonist activity at ERalpha receptor in human MCF7 cells	26407012
MCF7	IC50	=	0.1	nM	10.0	Antiproliferative activity against human MCF7 cells assessed as cell growth inhi...	37019030
MCF7	IC50	=	0.1	nM	10.0	Antiproliferative activity against human MCF7 cells	26407012
Estrogen receptor	EC50	=	0.2	nM	9.7	Induction of ERalpha degradation in human MCF7 cells	37377342
Progesterone receptor	IC50	=	0.2089	nM	9.68	Antagonist activity at progesterone receptor in human MCF cells assessed as estr...	26407012
Estrogen receptor	IC50	=	0.21	nM	9.68	Inhibition of ER-MDA-MB 231 breast cancer cell proliferation over 200 hr	15324884
Estrogen receptor	IC50	=	0.25	nM	9.6	Antagonist activity at estrogen receptor in human T47D cells incubated for 18 hr...	34251202
MCF7	IC50	=	0.29	nM	9.54	Antiproliferative activity against human MCF7 cells assessed as inhibition of ce...	35964426
Estrogen receptor beta	IC50	=	0.3	nM	9.52	Antagonist activity at ERbeta expressed in HEK293/Gal4 cells incubated for 24 hr...	35357160
Estrogen receptor	IC50	=	0.3	nM	9.52	Downregulation of human ERalpha in human MCF-7 cells after 24 hrs by in-cell Wes...	28657320
Estrogen receptor	IC50	=	0.32	nM	9.49	Induction of ERalpha degradation in human MCF7 cells after 4 hrs by FITC/Hoechst...	32551022
MCF7	IC50	=	0.35	nM	9.46	Antiproliferative activity against human MCF7 cells	33138369
Estrogen receptor	EC50	=	0.4	nM	9.4	Induction of estrogen receptor-alpha degradation in human MCF7 cells after 4 hrs...	25879485
Estrogen receptor	EC50	=	0.4	nM	9.4	Induction of ERalpha degradation in human MCF7 cells in phenol red free RPMI med...	30587451
MCF7	EC50	=	0.4	nM	9.4	Decrease in estrogen receptor alpha level in human MCF7 cells after 4 hrs by in-...	26463130
Estrogen receptor	EC50	=	0.418	nM	9.38	Antagonist activity against ERalpha in estradiol stimulated HEK293T cells measur...	37037140
Estrogen receptor	IC50	=	0.47	nM	9.33	Antagonist effect on transcriptional activation in MCF-7 cells expressing estrog...	10673099
MCF7	IC50	=	0.49	nM	9.31	Inhibition of estrogen-induced proliferation in human MCF-7 breast cancer cells	9154963
Estrogen receptor	IC50	=	0.5	nM	9.3	Inhibition of ERalpha (246 to 595 residues) in doxycycline-induced human HEK293 ...	37377342

Literature References

PubMed	DOI	Target Context	# Activities
38007911	10.1016/j.ejmech.2023.115934	Estrogen receptor	15
22194678	10.1371/journal.pcbi.1002310	Hepatotoxicity	14
38007911	10.1016/j.ejmech.2023.115934	Unchecked	13
38007911	10.1016/j.ejmech.2023.115934	ADMET	10
30940565	10.1016/j.bmc.2019.03.042	Estrogen receptor	9
30990042	10.1021/acs.jmedchem.8b01572	Estrogen receptor	8
37161783	10.1021/acs.jmedchem.2c02032	T47D	7
15324884	10.1016/j.bmcl.2004.06.098	Estrogen receptor	6
17990847	10.1021/jm070727z	Unchecked	6
34251202	10.1021/acs.jmedchem.1c00847	ADMET	6
31746603	10.1021/acs.jmedchem.9b01580	Unchecked	6
37377342	10.1021/acs.jmedchem.3c00136	Estrogen receptor	6
16709454	10.1016/j.bmcl.2006.04.090	Rattus norvegicus	6
16709454	10.1016/j.bmcl.2006.04.090	Mus musculus	6
33904307	10.1021/acs.jmedchem.0c02230	Estrogen receptor	6
9216828	10.1021/jm970095o	Estrogen receptor	6
37377342	10.1021/acs.jmedchem.3c00136	MCF7	6
27529700	10.1021/acs.jmedchem.6b00753	Estrogen receptor	6
29562737	10.1021/acs.jmedchem.7b01682	Estrogen receptor	6
37161783	10.1021/acs.jmedchem.2c02032	ADMET	6

Data from ChEMBL 36 via Core Engine