pirmenol 🐶 Veterinary Use | Indications/Contra | FAERs-F | FAERs-M | Orange Bk | PK/Tox | Related Drugs | BioActivity |

Stem definitionDrug idCAS RN
2207 68252-19-7

Description:

MoleculeDescription

Molfile Inchi Smiles

Synonyms:

  • pirmenol
  • pirmenol hydrochloride
  • pirmenol HCl
an antiarrhythmic with class Ia activity
  • Molecular weight: 338.50
  • Formula: C22H30N2O
  • CLOGP: 3.44
  • LIPINSKI: 0
  • HAC: 3
  • HDO: 1
  • TPSA: 36.36
  • ALOGS: -3.90
  • ROTB: 6

Drug dosage:

None

ADMET properties:

PropertyValueReference
MRTD (Maximum Recommended Therapeutic Daily Dose) 16.88 µM/kg/day Contrera JF, Matthews EJ, Kruhlak NL, Benz RD
BA (Bioavailability) 83 % Kim MT, Sedykh A, Chakravarti SK, Saiakhov RD, Zhu H
Vd (Volume of distribution) 1.40 L/kg Lombardo F, Berellini G, Obach RS
CL (Clearance) 1.80 mL/min/kg Lombardo F, Berellini G, Obach RS
fu (Fraction unbound in plasma) 0.13 % Lombardo F, Berellini G, Obach RS
t_half (Half-life) 8.40 hours Lombardo F, Berellini G, Obach RS

Predicted pharmacokinetic/toxicological properties (PK-AZ):

PropertyDescriptionValueUnitConfidenceSimilarity
azlogd74 LogD at pH 7.4 0.467 High 1
caco2-efflux Caco-2 efflux ratio (BA/AB) 2.198 High 1
caco2-intrinsic-papp Caco-2 intrinsic apparent permeability 11.614 10^-6 cm/s High 1
dh-clint Dog hepatocyte intrinsic clearance 4.395 uL/min/10^6 cells High 1
dppb Dog plasma protein binding (% unbound) 69.070 % High 1
fcs-ppb Fetal calf serum protein binding (% unbound) 75.810 % High 1
herg hERG pIC50 4.982 pIC50 High 1
hh-clint Human hepatocyte intrinsic clearance 4.102 uL/min/10^6 cells High 1
hlm-clint Human liver microsomal intrinsic clearance 17.906 uL/min/mg protein High 1
hppb Human plasma protein binding (% unbound) 64.010 % High 1
kinase-safety-class ACVR2B,AKT2,AXL,BRAF,BTK,CAMK2B,CAMK2D,CDK5,CDK9,EIF2AK3,EPHB4,ERBB2,GRK2,ITK,MAPK7,NTRK2,PDK2,PDK4,PRKDC,TEK,TGFBR1 21
kinase-selectivity-class AXL,EIF2AK3,PDK4 3
mdck-mdr1-efflux MDCK-MDR1 efflux ratio 1.683 High 1
mh-clint Mouse hepatocyte intrinsic clearance 104.232 High 1
mppb Mouse plasma protein binding (% unbound) 79.360 High 1
nih-mdck-mdr1-efflux NIH MDCK-MDR1 efflux ratio 3.656 High 1
pfas-class PFAS structural alert (1 = True, 0 = False) 0
pppb Pig plasma protein binding (% unbound) 74.990 % High 1
rh-clint Rat hepatocyte intrinsic clearance 54.075 uL/min/10^6 cells High 1
rh-fuinc Rat hepatocyte fraction unbound in incubation 87.850 % High 1
rppb Rat plasma protein binding (% unbound) 73.450 % High 1
solubility-dd Solubility at pH 7.4 in DMSO 885.116 uM High 1

Approvals:

DateAgencyCompanyOrphan
Jan. 1, 1994 YEAR INTRODUCED

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
MeSH PA D000889 Anti-Arrhythmia Agents
MeSH PA D002317 Cardiovascular Agents

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

None




🐶 Veterinary Drug Use

None

🐶 Veterinary products

None

Acid dissociation constants calculated using MoKa v3.0.0

Dissociation levelDissociation constantType (acidic/basic)
pKa1 13.82 acidic
pKa2 9.84 Basic
pKa3 4.2 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
Sodium channel protein type 5 subunit alpha Ion channel WOMBAT-PK

External reference:

IDSource
D06517 KEGG_DRUG
C0071144 UMLSCUI
CHEBI:135436 CHEBI
CHEMBL432103 ChEMBL_ID
CHEMBL1204211 ChEMBL_ID
C024318 MESH_SUPPLEMENTAL_RECORD_UI
65502 PUBCHEM_CID
4685 INN_ID
61477-94-9 SECONDARY_CAS_RN
VZ3B6ACV72 UNII
117182000 SNOMEDCT_US

Pharmaceutical products:

None