cyproterone acetate ๐Ÿถ Veterinary Use | Indications/Contra | FAERs-F | FAERs-M | Orange Bk | BioActivity |

Stem definitionDrug idCAS RN
antiandrogens 766 427-51-0

Description:

MoleculeDescription

Molfile Inchi Smiles

Synonyms:

  • cyproterone acetate
  • cyproviron
An agent with anti-androgen and progestational properties. It shows competitive binding with dihydrotestosterone at androgen receptor sites.
  • Molecular weight: 416.94
  • Formula: C24H29ClO4
  • CLOGP: 3.96
  • LIPINSKI: 0
  • HAC: 4
  • HDO: 0
  • TPSA: 60.44
  • ALOGS: -5.44
  • ROTB: 3

Drug dosage:

DoseUnitRoute
0.10 g O
0.10 g P

ADMET properties:

PropertyValueReference
BDDCS (Biopharmaceutical Drug Disposition Classification System) 2 Benet LZ, Broccatelli F, Oprea TI
S (Water solubility) 0.00 mg/mL Benet LZ, Broccatelli F, Oprea TI
EoM (Fraction excreted unchanged in urine) 1 % Benet LZ, Broccatelli F, Oprea TI
MRTD (Maximum Recommended Therapeutic Daily Dose) 10.28 ยตM/kg/day Contrera JF, Matthews EJ, Kruhlak NL, Benz RD

Approvals:

DateAgencyCompanyOrphan
Jan. 1, 1974 YEAR INTRODUCED

FDA Adverse Event Reporting System (Female)

MedDRA adverse event termLikelihood ratioLikelihood ratio thresholdPatients taking drug having adverse eventPatients taking drug not having adverse eventPatients not taking drug having adverse eventPatients not taking drug not having adverse event
Meningioma 823.19 59.54 109 256 3340 50601419

FDA Adverse Event Reporting System (Male)

MedDRA adverse event termLikelihood ratioLikelihood ratio thresholdPatients taking drug having adverse eventPatients taking drug not having adverse eventPatients not taking drug having adverse eventPatients not taking drug not having adverse event
Meningioma 354.12 55.05 52 440 1288 29572747

FDA Adverse Event Reporting System (Geriatric)

MedDRA adverse event termLikelihood ratioLikelihood ratio thresholdPatients taking drug having adverse eventPatients taking drug not having adverse eventPatients not taking drug having adverse eventPatients not taking drug not having adverse event
Meningioma 1087.97 40.11 154 729 3728 64494121
Prosopagnosia 50.46 40.11 6 877 30 64497819
Hepatitis fulminant 47.44 40.11 12 871 6262 64491587

FDA Adverse Event Reporting System (Pediatric)

None

Pharmacologic Action:

SourceCodeDescription
ATC G03HA01 GENITO URINARY SYSTEM AND SEX HORMONES
SEX HORMONES AND MODULATORS OF THE GENITAL SYSTEM
ANTIANDROGENS
Antiandrogens, plain
ATC G03HB01 GENITO URINARY SYSTEM AND SEX HORMONES
SEX HORMONES AND MODULATORS OF THE GENITAL SYSTEM
ANTIANDROGENS
Antiandrogens and estrogens
MeSH PA D000726 Androgen Antagonists
MeSH PA D006727 Hormone Antagonists
CHEBI has role CHEBI:35497 antiandrogen
CHEBI has role CHEBI:59826 progestins
CHEBI has role CHEBI:176497 geroprotectors
MeSH PA D000970 Antineoplastic Agents
MeSH PA D003270 Contraceptive Agents
MeSH PA D003272 Contraceptive Agents, Male
MeSH PA D012102 Reproductive Control Agents

Drug Use | Suggest Off label Use Form| |View source of the data|

None




๐Ÿถ Veterinary Drug Use

None

๐Ÿถ Veterinary products

None

Acid dissociation constants calculated using MoKa v3.0.0

None

Orange Book patent data (new drug applications)

None

Orange Book exclusivity data (new drug applications)

None

Bioactivity Summary:

TargetClassPharosUniProtActionTypeActivity value
(-log[M])
Mechanism
action
Bioact sourceMoA source
Androgen receptor Nuclear hormone receptor ANTAGONIST IC50 7.43 WOMBAT-PK IUPHAR
Glucocorticoid receptor Nuclear hormone receptor IC50 7.80 WOMBAT-PK
Mu-type opioid receptor GPCR Ki 6.05 DRUG MATRIX
Progesterone receptor Nuclear hormone receptor IC50 9.68 WOMBAT-PK
Androgen receptor Transcription factor IC50 4.74 CHEMBL
Progesterone receptor Transcription factor Ki 8.32 DRUG MATRIX
Adenosine receptor A1 GPCR IC50 8.30 CHEMBL

External reference:

IDSource
N0000167457 NUI
D01368 KEGG_DRUG
22054 RXNORM
C0056855 UMLSCUI
CHEBI:50743 CHEBI
CHEBI:50742 CHEBI
CA4 PDB_CHEM_ID
CHEMBL139835 ChEMBL_ID
D017373 MESH_DESCRIPTOR_UI
DB04839 DRUGBANK_ID
9880 PUBCHEM_CID
2865 IUPHAR_LIGAND_ID
2098-66-0 SECONDARY_CAS_RN
4KM2BN5JHF UNII
5284537 PUBCHEM_CID
003475 NDDF
004825 NDDF
126119006 SNOMEDCT_US
126120000 SNOMEDCT_US
96370002 SNOMEDCT_US
C0010621 UMLSCUI
2050 INN_ID
D003534 MESH_DESCRIPTOR_UI
E61Q31EK2F UNII

Pharmaceutical products:

None