FINASTERIDE

Search structure
Trade Names:
Synonyms:
Status: Approved (1992)
Entry Type: Small molecule
Molecule Category: Parent
ATC: D11AX10
UNII: 57GNO57U7G

Structure
InChI Key DBEPLOCGEIEOCV-WSBQPABSSA-N
Smile 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
InChI
InChI=1S/C23H36N2O2/c1-21(2,3)25-20(27)17-8-7-15-14-6-9-18-23(5,13-11-19(26)24-18)16(14)10-12-22(15,17)4/h11,13-18H,6-10,12H2,1-5H3,(H,24,26)(H,25,27)/t14-,15-,16-,17+,18+,22-,23+/m0/s1

Physicochemical Descriptors

Property Name Value
Molecular Formula C23H36N2O2
Molecular Weight 372.55
AlogP 3.81
Hydrogen Bond Acceptor 2.0
Hydrogen Bond Donor 2.0
Number of Rotational Bond 1.0
Polar Surface Area 58.2
Molecular species NEUTRAL
Aromatic Rings 0.0
Heavy Atoms 27.0

Pharmacology

Action Mechanism of Action Reference
INHIBITOR Steroid 5-alpha-reductase 2 inhibitor DailyMed
Primary Target
steroid 5 alpha-reductase 2
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Oxidoreductase
- 0-60 - 100-366 4-5
Enzyme
- 0-60 - 100-366 4-5
Transporter Primary active transporter ATP-binding cassette ABCB subfamily
- 28200-28200 - - -
Transporter Primary active transporter ATP-binding cassette ABCC subfamily
- 51000 - - -

Indications

Mesh Heading Maximum Phase Mesh ID Reference
Alopecia 4 D000505 ClinicalTrials
Prostatic Neoplasms 4 D011471 ClinicalTrials
Acne Vulgaris 2 D000152 ClinicalTrials
Retinal Diseases 2 D012164 ClinicalTrials
Carcinoma, Non-Small-Cell Lung 2 D002289 ClinicalTrials
Prostatic Neoplasms, Castration-Resistant 2 D064129 ClinicalTrials
Hypogonadism 1 D007006 ClinicalTrials
Hyperplasia 0 D006965 ClinicalTrials

Related Entries

MCS

Scaffolds

Side Effects from Label

Side effects Relative Frequency (%) Labels
Psychiatric disorders Erectile dysfunction 18.5
Cardiac disorders Dizziness 17.7
Nervous system disorders Orthostatic hypotension 16.7
General disorders and administration site conditions Asthenia 15.7
Infections and infestations Infection
Infections and infestations Infection 14.7
Psychiatric disorders Erectile dysfunction 14.4
Psychiatric disorders Erectile dysfunction
Nervous system disorders Headache 12.1
Nervous system disorders Headache
Psychiatric disorders Disturbance in sexual arousal 10.0
Psychiatric disorders Libido decreased 10.0
Nervous system disorders Orthostatic hypotension 9.1
Cardiac disorders Dizziness
Psychiatric disorders Erectile dysfunction 8.1
Nervous system disorders Orthostatic hypotension
Infections and infestations Influenza
Infections and infestations Influenza 7.41
Cardiac disorders Dizziness 7.4
Reproductive system and breast disorders Ejaculation disorder 7.2
General disorders and administration site conditions Asthenia
Psychiatric disorders Disturbance in sexual arousal 7.0
Psychiatric disorders Libido decreased 7.0
Psychiatric disorders Disturbance in sexual arousal 6.4
Psychiatric disorders Libido decreased 6.4
Psychiatric disorders Disturbance in sexual arousal
Psychiatric disorders Libido decreased
General disorders and administration site conditions Asthenia 5.3
Psychiatric disorders Erectile dysfunction
Psychiatric disorders Erectile dysfunction 5.1
Gastrointestinal disorders Pharyngitis 4.76
Reproductive system and breast disorders Ejaculation disorder 4.5
Nervous system disorders Headache 4.1
Infections and infestations Sinusitis 3.81
Psychiatric disorders Erectile dysfunction
Nervous system disorders Somnolence 3.7
Gastrointestinal disorders Pharyngitis
Psychiatric disorders Disturbance in sexual arousal
Vascular disorders Hypotension 3.4
Psychiatric disorders Libido decreased
Infections and infestations Sinusitis
Infections and infestations Bronchitis 2.75
Psychiatric disorders Disturbance in sexual arousal
Psychiatric disorders Disturbance in sexual arousal 2.6
Psychiatric disorders Libido decreased
Psychiatric disorders Libido decreased 2.6
Cardiac disorders Oedema peripheral 2.6
General disorders and administration site conditions Pain 2.54
Psychiatric disorders Sexual dysfunction 2.5
General disorders and administration site conditions Pain
Reproductive system and breast disorders Ejaculation disorder
Nervous system disorders Headache
Infections and infestations Bronchitis
Injury, poisoning and procedural complications Injury
Endocrine disorders Gynaecomastia 2.2
Cardiac disorders Dyspnoea 2.1
Nervous system disorders Headache 2.0
Psychiatric disorders Sexual dysfunction 2.0
Reproductive system and breast disorders Breast enlargement 1.8
Psychiatric disorders Disturbance in sexual arousal 1.8
Injury, poisoning and procedural complications Injury 1.8
Psychiatric disorders Libido decreased 1.8
Nervous system disorders Somnolence 1.7
Nervous system disorders Somnolence
Psychiatric disorders Disturbance in sexual arousal
Psychiatric disorders Erectile dysfunction 1.3
Psychiatric disorders Libido decreased
Cardiac disorders Oedema peripheral 1.3
Infections and infestations Rhinitis 1.3
Reproductive system and breast disorders Ejaculation disorder 1.2
Vascular disorders Hypotension 1.2
Reproductive system and breast disorders Breast enlargement
Endocrine disorders Gynaecomastia 1.1
Infections and infestations Rhinitis 1.0
Cardiac disorders Oedema peripheral
Psychiatric disorders Sexual dysfunction
Reproductive system and breast disorders Ejaculation disorder 0.8
Reproductive system and breast disorders Breast tenderness 0.7
Cardiac disorders Dyspnoea
Cardiac disorders Dyspnoea 0.7
Reproductive system and breast disorders Ejaculation disorder
Psychiatric disorders Erectile dysfunction
Endocrine disorders Gynaecomastia
Vascular disorders Hypotension
Reproductive system and breast disorders Breast enlargement 0.5
Skin and subcutaneous tissue disorders Dermatitis 0.5
Skin and subcutaneous tissue disorders Rash 0.5
Infections and infestations Rhinitis
Reproductive system and breast disorders Breast tenderness 0.4
Reproductive system and breast disorders Breast tenderness
Skin and subcutaneous tissue disorders Dermatitis
Reproductive system and breast disorders Ejaculation disorder 0.2
Skin and subcutaneous tissue disorders Rash
Reproductive system and breast disorders Breast enlargement
Reproductive system and breast disorders Breast tenderness
Skin and subcutaneous tissue disorders Dermatitis
Reproductive system and breast disorders Ejaculation disorder
Skin and subcutaneous tissue disorders Rash

Adverse Reactions

SOC By Demographic Distribution
System Organ Classification (SOC)
Relative Frequency (%)
Psychiatric disorders
24.1
Reproductive system and breast disorders
17.94
Nervous system disorders
8.56
General disorders and administration site conditions
5.41
Musculoskeletal and connective tissue disorders
4.63
Investigations
3.97
Skin and subcutaneous tissue disorders
3.83
Gastrointestinal disorders
3.22
Injury, poisoning and procedural complications
3.14
Vascular disorders
2.91
Endocrine disorders
2.91
Renal and urinary disorders
2.66
Respiratory, thoracic and mediastinal disorders
2.59
Surgical and medical procedures
2.43
Infections and infestations
2.26
Metabolism and nutrition disorders
2.1

Cross References

Resources Reference
CAS NUMBER 98319-26-7
ChEBI 5062
ChEMBL CHEMBL710
DrugBank DB01216
DrugCentral 1171
EPA CompTox DTXSID3020625
FDA SRS 57GNO57U7G
Human Metabolome Database HMDB0001984
Guide to Pharmacology 6818
PDB FIT
PharmGKB PA449627
PubChem 57363
SureChEMBL SCHEMBL5509
ZINC ZINC000003782599
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