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Compound Detail

CHEMBL710

FINASTERIDE
💊 Approved Drug
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💊 Approved Drug
CC(C)(C)NC(=O)[C@H]1CC[C@H]2[C@@H]3CC[C@H]4NC(=O)C=C[C@]4(C)[C@H]3CC[C@]12C

Basic Information

ChEMBL ID CHEMBL710
Name FINASTERIDE
Phase Approved
Structure Type MOL
InChI Key DBEPLOCGEIEOCV-WSBQPABSSA-N
Therapeutic ✓ Yes

Known Names

Aindeem Finasterida Finasteride Finasteride component of entadfi MK-906 NSC-741485 NSC-759318 Propecia Proscar Prostide
17
Targets
105
Activities
2
Assay Types
30
PK Parameters
20
Publications
10
Known Names
12
Indications
1
Mechanisms

Molecular Properties

372.6
MW (Da)
3.81
ALogP
2
HBA
2
HBD
58.2
PSA (Ų)
0.74
QED
0
Ro5 Violations
1
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 1992
Availability Prescription
Chirality Single Enantiomer

Routes of Administration

Oral

Flags

Natural Product
USAN Stem -ster-; -steride
USAN Year 1989

Extended Properties

Molecular Formula C23H36N2O2
MW 372.55
Aromatic Rings 0
Heavy Atoms 27
NP-Likeness 1.84

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
Steroid 5-alpha-reductase 2 inhibitor INHIBITOR 3-oxo-5-alpha-steroid 4-dehydrogenase 2

Indications

Alopecia Alopecia Alopecia Prostatic Hyperplasia Prostatic Neoplasms Prostatic Neoplasms Acne Vulgaris Carcinoma, Non-Small-Cell Lung Prostatic Neoplasms, Castration-Resistant Retinal Diseases Hypogonadism Hyperplasia

ATC Classification

D11AX10
finasteride
Level 1: DERMATOLOGICALS
Level 2: OTHER DERMATOLOGICAL PREPARATIONS
G04CB01
finasteride
Level 1: GENITO URINARY SYSTEM AND SEX HORMONES
Level 2: UROLOGICALS

Activity Summary

IC50 92 meas. best 9.74
Ki 13 meas. best 8.7

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
3-oxo-5-alpha-steroid 4-dehydrogenase 2
CHEMBL1856
IC50 9.74 8.3433 0.2 27
3-oxo-5-alpha-steroid 4-dehydrogenase 2
CHEMBL5099
IC50 9.55 7.504 0.3 5
3-oxo-5-alpha-steroid 4-dehydrogenase 2
CHEMBL1856
Ki 8.7 8.7 2.0 1
3-oxo-5-alpha-steroid 4-dehydrogenase 1
CHEMBL3422
IC50 8.38 7.075 4.2 4
Steroid 5-alpha-reductase
CHEMBL2096664
IC50 8.17 8.17 6.8 1
3-oxo-5-alpha-steroid 4-dehydrogenase 1
CHEMBL3422
Ki 8.17 8.17 6.8 1
Unchecked
CHEMBL612545
IC50 8.0 6.38 10.0 9
3-oxo-5-alpha-steroid 4-dehydrogenase 1
CHEMBL1787
IC50 7.58 6.6691 26.3 22
Unchecked
CHEMBL612545
Ki 7.26 6.21 54.7 5
Steroid 5-alpha-reductase
CHEMBL2096664
Ki 7.26 7.155 54.7 2
3-oxo-5-alpha-steroid 4-dehydrogenase 1
CHEMBL1787
Ki 7.0 6.7533 100.0 3
Cytochrome P450 2C19
CHEMBL3622
IC50 6.0 6.0 1000.0 1
Cytochrome P450 2C9
CHEMBL3397
IC50 5.7 5.7 2000.0 1
DU-145
CHEMBL613508
IC50 5.41 5.1325 3900.0 4
Plasmodium falciparum
CHEMBL364
IC50 5.1 5.0333 7943.3 3
3 beta-hydroxysteroid dehydrogenase/Delta 5-->4-isomerase type 1
CHEMBL1958
Ki 4.96 4.96 11000.0 1
LNCaP
CHEMBL612518
IC50 4.87 4.855 13530.0 2
PC-3
CHEMBL390
IC50 4.75 4.75 17800.0 3
Bile salt export pump
CHEMBL6020
IC50 4.55 4.55 28200.0 3
ADMET
CHEMBL612558
IC50 4.55 4.55 28200.0 1
MCF7
CHEMBL387
IC50 4.36 4.36 44140.0 1
ATP-binding cassette sub-family C member 4
CHEMBL1743128
IC50 4.29 4.29 51000.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 447.06 ng.hr.mL-1 Sus scrofa
AUC 335.3 ng.hr.mL-1 Sus scrofa
AUC 447.06 ng.hr.mL-1 Sus scrofa
AUC 931.38 ng.hr.mL-1 Sus scrofa
AUC 1564.71 ng.hr.mL-1 Sus scrofa
AUC 409.81 ng.hr.mL-1 Sus scrofa
AUC 1080.39 ng.hr.mL-1 Sus scrofa
AUC 596.08 ng.hr.mL-1 Sus scrofa
AUC 633.34 ng.hr.mL-1 Sus scrofa
AUC 2347.07 ng.hr.mL-1 Sus scrofa
AUC 1527.45 ng.hr.mL-1 Sus scrofa
AUC 1639.22 ng.hr.mL-1 Sus scrofa
AUC 369.94 ng.hr.mL-1 Homo sapiens
AUC 369.94 ng.hr.mL-1 Homo sapiens
AUC 23.48 ng.hr.mL-1 Rattus norvegicus
AUC 23.79 ng.hr.mL-1 Rattus norvegicus
CL 2.4 mL.min-1.kg-1 Homo sapiens
CL 2.4 mL.min-1.kg-1 Homo sapiens
CL 2.4 mL.min-1.kg-1 Homo sapiens
CL 2.4 mL.min-1.kg-1 Homo sapiens
CL 25.0 mL.min-1.kg-1 Sus scrofa
CL 18.0 mL.min-1.kg-1 Sus scrofa
CL 0.009 mL.min-1.kg-1 Sus scrofa
CL 0.01 mL.min-1.kg-1 Sus scrofa
CL 0.014 mL.min-1.kg-1 Sus scrofa
CL 0.005 mL.min-1.kg-1 Sus scrofa
CL 0.006 mL.min-1.kg-1 Sus scrofa
CL 0.01 mL.min-1.kg-1 Sus scrofa
CL 2.333 mL.min-1.kg-1 Homo sapiens
CL 7.0 mL.min-1.kg-1 Sus scrofa

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
3-oxo-5-alpha-steroid 4-dehydrogenase 2 IC50 = 0.18 nM 9.74 Inhibitory activity measured on human steroid 5-alpha-reductase type 2 7629802
3-oxo-5-alpha-steroid 4-dehydrogenase 2 IC50 = 0.18 nM 9.74 In vitro inhibitory activity against human type 2 5-alpha reductase 8057283
3-oxo-5-alpha-steroid 4-dehydrogenase 2 IC50 = 0.18 nM 9.74 Inhibition of recombinant human 5-alpha reductase-2 at a concentration of 5 micr... 8277514
3-oxo-5-alpha-steroid 4-dehydrogenase 2 IC50 = 0.18 nM 9.74 Inhibition of human type 2 5alpha reductase 29400967
3-oxo-5-alpha-steroid 4-dehydrogenase 2 IC50 = 0.18 nM 9.74 Binding affinity for human 5-alpha reductase 2 isozyme 9135028
3-oxo-5-alpha-steroid 4-dehydrogenase 2 IC50 = 0.28 nM 9.55 Inhibitory activity was measured on rat Steroid 5-alpha-reductase type 2 7629802
3-oxo-5-alpha-steroid 4-dehydrogenase 2 IC50 = 1.2 nM 8.92 Compound was evaluated for the inhibition of human Steroid 5-alpha-reductase typ... 9873639
3-oxo-5-alpha-steroid 4-dehydrogenase 2 IC50 = 1.2 nM 8.92 Inhibition of human type 2 5alpha reductase expressed in HEK293 cells 29400967
3-oxo-5-alpha-steroid 4-dehydrogenase 2 Ki = 2.0 nM 8.7 Apparent inhibition constant towards human Steroid 5-alpha-reductase type 2 -
3-oxo-5-alpha-steroid 4-dehydrogenase 2 IC50 = 2.0 nM 8.7 Inhibition of [1-beta-2beta-3H]- -testosterone binding to human steroid 5-alpha-... 15828836
3-oxo-5-alpha-steroid 4-dehydrogenase 2 IC50 = 2.2 nM 8.66 Inhibitory activity against steroid 5-alpha-reductase type 2 in human prostate h... 11020287
3-oxo-5-alpha-steroid 4-dehydrogenase 2 IC50 = 3.0 nM 8.52 Inhibitory activity against 5-alpha Reductase-2 on human prostate homogenates fr... 9089333
3-oxo-5-alpha-steroid 4-dehydrogenase 2 IC50 = 3.0 nM 8.52 Evaluated for the inhibitory activity against human steroid 5-alpha-reductase ty... 11063622
3-oxo-5-alpha-steroid 4-dehydrogenase 1 IC50 = 4.2 nM 8.38 Compound was tested for the inhibitory activity against Steroid 5-alpha-reductas... 9871588
3-oxo-5-alpha-steroid 4-dehydrogenase 2 IC50 = 4.2 nM 8.38 Inhibitory activity against type-2 human steroid 5-alpha-reductase. -
3-oxo-5-alpha-steroid 4-dehydrogenase 2 IC50 = 4.53 nM 8.34 In vitro inhibition of human steroid 5-alpha-reductase type 2 in SW-13-transfect... 7707319
3-oxo-5-alpha-steroid 4-dehydrogenase 2 IC50 = 5.0 nM 8.3 Inhibition of Steroid 5-alpha-reductase type 2 from human benign prostatic hyper... 12139451
Steroid 5-alpha-reductase IC50 = 6.8 nM 8.17 In vitro inhibitory activity against rat prostatic steroid 5-alpha-reductase 3783591
3-oxo-5-alpha-steroid 4-dehydrogenase 1 Ki = 6.8 nM 8.17 Inhibition of recombinant Steroid 5-alpha-reductase type I was evaluated as bind... 7629802
3-oxo-5-alpha-steroid 4-dehydrogenase 2 IC50 = 8.5 nM 8.07 Inhibition of human prostate 5alpha-reductase type 2 assessed as conversion of [... 25261928

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL3885881 Rattus norvegicus 461
- 10.5281/zenodo.13943903 ADMET 88
21317368 10.1124/dmd.110.035311 Sus scrofa 45
21317368 10.1124/dmd.110.035311 ADMET 29
16472241 10.2174/1570163043334794 Hepatotoxicity 18
22194678 10.1371/journal.pcbi.1002310 Hepatotoxicity 14
26780831 10.1016/j.bmc.2015.12.048 Rattus norvegicus 13
15646539 10.1016/s0399-8320(04)95062-2 Unchecked 11
22776417 10.1016/j.ejmech.2012.06.026 Rattus norvegicus 10
20070106 10.1021/jm901371v Homo sapiens 8
15646539 10.1016/s0399-8320(04)95062-2 NON-PROTEIN TARGET 8
21515045 10.1016/j.bmcl.2011.03.102 Rattus norvegicus 7
32191471 10.1021/acs.jnatprod.9b01210 Rattus norvegicus 6
24013412 10.1016/j.ejmech.2013.08.018 Rattus norvegicus 6
37468498 10.1038/s41467-023-40064-9 Alpha-1A adrenergic receptor 6
- 10.1007/s00044-010-9393-3 DU-145 6
37468498 10.1038/s41467-023-40064-9 Alpha-2A adrenergic receptor 6
37468498 10.1038/s41467-023-40064-9 5-hydroxytryptamine receptor 2B 6
20171759 10.1016/j.ejmech.2010.01.064 DU-145 6
28757062 10.1016/j.bmcl.2017.05.078 Rattus norvegicus 5

Data from ChEMBL 36 via Core Engine