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

Stem definitionDrug idCAS RN
antihypertensives, guanidine derivatives 3952 5051-62-7

Description:

MoleculeDescription

Molfile Inchi Smiles

Synonyms:

  • guanabenz
  • guanabenz acetate
An alpha-2 selective adrenergic agonist used as an antihypertensive agent.
  • Molecular weight: 231.08
  • Formula: C8H8Cl2N4
  • CLOGP: 2.98
  • LIPINSKI: 0
  • HAC: 4
  • HDO: 3
  • TPSA: 74.26
  • ALOGS: -3.28
  • ROTB: 2

  • Status: OFM

  • Legend:
    OFP - off patent
    OFM - off market
    ONP - on patent

Drug dosage:

None

ADMET properties:

PropertyValueReference
BDDCS (Biopharmaceutical Drug Disposition Classification System) 1 Benet LZ, Broccatelli F, Oprea TI
S (Water solubility) 11 mg/mL Benet LZ, Broccatelli F, Oprea TI
MRTD (Maximum Recommended Therapeutic Daily Dose) 4.19 ยตM/kg/day Contrera JF, Matthews EJ, Kruhlak NL, Benz RD
BA (Bioavailability) 75 % Kim MT, Sedykh A, Chakravarti SK, Saiakhov RD, Zhu H

Approvals:

DateAgencyCompanyOrphan
Sept. 7, 1982 FDA

FDA Adverse Event Reporting System (Female)

None

FDA Adverse Event Reporting System (Male)

None

FDA Adverse Event Reporting System (Geriatric)

None

FDA Adverse Event Reporting System (Pediatric)

None

Pharmacologic Action:

SourceCodeDescription
FDA MoA N0000009918 Adrenergic alpha2-Agonists
FDA EPC N0000175554 Central alpha-2 Adrenergic Agonist
MeSH PA D018663 Adrenergic Agents
MeSH PA D000322 Adrenergic Agonists
MeSH PA D058647 Adrenergic alpha-2 Receptor Agonists
MeSH PA D000316 Adrenergic alpha-Agonists
MeSH PA D000959 Antihypertensive Agents
MeSH PA D002317 Cardiovascular Agents
MeSH PA D018377 Neurotransmitter Agents
CHEBI has role CHEBI:176497 geroprotectors

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

DiseaseRelationSNOMED_IDDOID
Hypertensive disorder indication 38341003 DOID:10763
Orthostatic hypotension contraindication 28651003
Coronary arteriosclerosis contraindication 53741008 DOID:3393
Cerebrovascular disease contraindication 62914000 DOID:6713
Kidney disease contraindication 90708001 DOID:557
Liver function tests abnormal contraindication 166603001
Disease of liver contraindication 235856003 DOID:409
Myocardial infarction in recovery phase contraindication 418044006
Central nervous system depression contraindication 418072004




๐Ÿถ Veterinary Drug Use

None

๐Ÿถ Veterinary products

None

Acid dissociation constants calculated using MoKa v3.0.0

Dissociation levelDissociation constantType (acidic/basic)
pKa1 8.84 Basic
pKa2 0.0 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
Alpha-2B adrenergic receptor GPCR AGONIST Ki 7.17 DRUG MATRIX CHEMBL
Alpha-2C adrenergic receptor GPCR AGONIST Ki 6.79 DRUG MATRIX CHEMBL
Alpha-2A adrenergic receptor GPCR AGONIST Ki 7.82 DRUG MATRIX CHEMBL
5-hydroxytryptamine receptor 2B GPCR Ki 7.21 DRUG MATRIX
5-hydroxytryptamine receptor 2C GPCR Ki 6.97 DRUG MATRIX
Alpha-1D adrenergic receptor GPCR Ki 6.80 DRUG MATRIX
Amine oxidase [flavin-containing] A Enzyme IC50 5.75 DRUG MATRIX
Trace amine-associated receptor 1 GPCR EC50 7.05 CHEMBL
Nischarin Membrane receptor Ki 7.46 CHEMBL
Solute carrier family 22 member 1 Transporter IC50 5.31 CHEMBL
5-hydroxytryptamine receptor 1A GPCR Ki 5.93 DRUG MATRIX
5-hydroxytryptamine receptor 2A GPCR Ki 6.95 DRUG MATRIX
Alpha-1B adrenergic receptor GPCR Ki 6.12 DRUG MATRIX
Alpha-1A adrenergic receptor GPCR IC50 6.41 CHEMBL
5-hydroxytryptamine receptor 1A GPCR IC50 5.68 CHEMBL
Adrenergic receptor alpha-2 GPCR IC50 8.77 CHEMBL

External reference:

IDSource
4019768 VUID
N0000147859 NUI
D00605 KEGG_DRUG
23256-50-0 SECONDARY_CAS_RN
4018026 VANDF
4019768 VANDF
C0018312 UMLSCUI
CHEBI:5553 CHEBI
CHEMBL420 ChEMBL_ID
DB00629 DRUGBANK_ID
CHEMBL1200560 ChEMBL_ID
D006143 MESH_DESCRIPTOR_UI
5702063 PUBCHEM_CID
3108 INN_ID
5443 IUPHAR_LIGAND_ID
GGD30112WC UNII
227225 RXNORM
4806 MMSL
485 MMSL
d00130 MMSL
000645 NDDF
004496 NDDF
372867002 SNOMEDCT_US
77764008 SNOMEDCT_US
82951001 SNOMEDCT_US

Pharmaceutical products:

None