ketanserin Indications/Contra | FAERs-F | FAERs-M | Orange Bk | BioActivity |

Stem definitionDrug idCAS RN
serotonin receptor antagonists (mostly 5-HT2) 1524 74050-98-9

Description:

MoleculeDescription

Molfile Inchi Smiles

Synonyms:

  • R 41 468
  • ketanserin
  • ketensin
  • suffrexal
  • ketanserin tartrate hydrate
  • ketanserin tartrate
  • R 41468
A selective serotonin receptor antagonist with weak adrenergic receptor blocking properties. The drug is effective in lowering blood pressure in essential hypertension. It also inhibits platelet aggregation. It is well tolerated and is particularly effective in older patients.
  • Molecular weight: 395.43
  • Formula: C22H22FN3O3
  • CLOGP: 3
  • LIPINSKI: 0
  • HAC: 6
  • HDO: 1
  • TPSA: 69.72
  • ALOGS: -3.40
  • ROTB: 5

Drug dosage:

DoseUnitRoute
40 mg O
40 mg P

ADMET properties:

PropertyValueReference
BDDCS (Biopharmaceutical Drug Disposition Classification System) 2 Benet LZ, Broccatelli F, Oprea TI
S (Water solubility) 0.05 mg/mL Benet LZ, Broccatelli F, Oprea TI
EoM (Fraction excreted unchanged in urine) 0.50 % Benet LZ, Broccatelli F, Oprea TI
MRTD (Maximum Recommended Therapeutic Daily Dose) 5.78 ┬ÁM/kg/day Contrera JF, Matthews EJ, Kruhlak NL, Benz RD
BA (Bioavailability) 50 % Kim MT, Sedykh A, Chakravarti SK, Saiakhov RD, Zhu H
Vd (Volume of distribution) 3.90 L/kg Lombardo F, Berellini G, Obach RS
CL (Clearance) 6.70 mL/min/kg Lombardo F, Berellini G, Obach RS
fu (Fraction unbound in plasma) 0.06 % Lombardo F, Berellini G, Obach RS
t_half (Half-life) 12 hours Lombardo F, Berellini G, Obach RS

Approvals:

DateAgencyCompanyOrphan
Jan. 1, 1985 YEAR INTRODUCED

FDA Adverse Event Reporting System (Female)

None

FDA Adverse Event Reporting System (Male)

None

Pharmacologic Action:

SourceCodeDescription
ATC C02KD01 CARDIOVASCULAR SYSTEM
ANTIHYPERTENSIVES
OTHER ANTIHYPERTENSIVES
Serotonin antagonists
MeSH PA D000959 Antihypertensive Agents
MeSH PA D002317 Cardiovascular Agents
MeSH PA D006401 Hematologic Agents
MeSH PA D018377 Neurotransmitter Agents
MeSH PA D010975 Platelet Aggregation Inhibitors
MeSH PA D018490 Serotonin Agents
MeSH PA D012702 Serotonin Antagonists
CHEBI has role CHEBI:35674 antihypertensive agent
CHEBI has role CHEBI:35554 cardiovascular drug
CHEBI has role CHEBI:37890 alpha-adrenergic antagonist
CHEBI has role CHEBI:48279 serotonergic antagonist

Drug Use (View source of the data)

DiseaseRelationSNOMED_IDDOID
Hypertensive disorder indication 38341003 DOID:10763

Acid dissociation constants calculated using MoKa v3.0.0

Dissociation levelDissociation constantType (acidic/basic)
pKa1 10.58 acidic
pKa2 8.02 Basic

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
Histamine H1 receptor GPCR Ki 8.75 PDSP
5-hydroxytryptamine receptor 1F GPCR Ki 8.90 PDSP
Alpha-2B adrenergic receptor GPCR Ki 6.70 PDSP
Alpha-1A adrenergic receptor GPCR ANTAGONIST Ki 8.20 IUPHAR
Alpha-1B adrenergic receptor GPCR ANTAGONIST Ki 8.20 IUPHAR
Alpha-1D adrenergic receptor GPCR ANTAGONIST Ki 7.80 IUPHAR
D(1A) dopamine receptor GPCR ANTAGONIST Ki 6.70 IUPHAR
D(1B) dopamine receptor GPCR ANTAGONIST Ki 5.60 IUPHAR
5-hydroxytryptamine receptor 5A GPCR ANTAGONIST Ki 4.70 IUPHAR
Synaptic vesicular amine transporter Transporter Ki 6.15 WOMBAT-PK
Potassium voltage-gated channel subfamily H member 2 Ion channel IC50 6.97 WOMBAT-PK
Alpha-2A adrenergic receptor GPCR Ki WOMBAT-PK
Adenosine receptor A3 GPCR IC50 8.57 CHEMBL
5-hydroxytryptamine receptor 6 GPCR Ki 5.55 CHEMBL
D(2) dopamine receptor GPCR Ki 6.62 CHEMBL
D(4) dopamine receptor GPCR Ki 8.46 CHEMBL
5-hydroxytryptamine receptor 1B GPCR IC50 5.19 CHEMBL
5-hydroxytryptamine receptor 2A GPCR Ki 9.70 CHEMBL
5-hydroxytryptamine receptor 1D GPCR IC50 6.59 CHEMBL
Sigma non-opioid intracellular receptor 1 Membrane receptor IC50 9 CHEMBL
5-hydroxytryptamine receptor 1A GPCR ANTAGONIST Ki 5 IUPHAR
Chromaffin granule amine transporter Transporter INHIBITOR Ki 5.80 IUPHAR
5-hydroxytryptamine receptor 7 GPCR ANTAGONIST Ki 6.50 IUPHAR
5-hydroxytryptamine receptor 2B GPCR ANTAGONIST Ki 6.70 IUPHAR
5-hydroxytryptamine receptor 2C GPCR ANTAGONIST Ki 7.50 IUPHAR
5-hydroxytryptamine receptor 7 GPCR ANTAGONIST Ki 6.70 IUPHAR
Adrenergic receptor alpha-1 GPCR IC50 7.82 CHEMBL
Serotonin 2 (5-HT2) receptor GPCR Ki 9.40 CHEMBL
5-hydroxytryptamine receptor 1B GPCR Ki 5.72 CHEMBL
5-hydroxytryptamine receptor 1A GPCR Ki 5.74 CHEMBL
D(2) dopamine receptor GPCR Ki 6.44 CHEMBL
5-hydroxytryptamine receptor 2C GPCR Ki 7.30 CHEMBL
5-hydroxytryptamine receptor 2A GPCR Ki 9.33 CHEMBL
5-hydroxytryptamine receptor 1B Unclassified ANTAGONIST Ki 8.30 IUPHAR
5-hydroxytryptamine receptor 7 GPCR ANTAGONIST Ki 6.40 IUPHAR

External reference:

IDSource
N0000167209 NUI
C0022616 UMLSCUI
D02363 KEGG_DRUG
645498QK7H UNII
83846-83-7 SECONDARY_CAS_RN
441818008 SNOMEDCT_US
6131 RXNORM
442141001 SNOMEDCT_US
005934 NDDF
5087 INN_ID
CHEMBL51 ChEMBL_ID
CHEBI:6123 CHEBI
CHEMBL1256709 ChEMBL_ID
D007650 MESH_DESCRIPTOR_UI
DB12465 DRUGBANK_ID
3822 PUBCHEM_CID
88 IUPHAR_LIGAND_ID

Pharmaceutical products:

None