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

Stem definitionDrug idCAS RN
2781 57-94-3

Description:

MoleculeDescription

Molfile Inchi Smiles

Synonyms:

  • tubocurarine
  • tubocurarine chloride
  • (+)-Tubocurarine chloride
  • (+)-Tubocurarine dichloride
  • D-Tubocurarine
  • dextrotubocurarine chloride
  • tubocurarine hydrochloride
  • tubocurarine HCl
A neuromuscular blocker and active ingredient in CURARE; plant based alkaloid of Menispermaceae.
  • Molecular weight: 609.74
  • Formula: C37H41N2O6
  • CLOGP: 2.95
  • LIPINSKI: 1
  • HAC: 8
  • HDO: 2
  • TPSA: 80.62
  • ALOGS: -6.30
  • 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) 3 Benet LZ, Broccatelli F, Oprea TI
S (Water solubility) 50 mg/mL Benet LZ, Broccatelli F, Oprea TI
EoM (Fraction excreted unchanged in urine) 63 % Benet LZ, Broccatelli F, Oprea TI
MRTD (Maximum Recommended Therapeutic Daily Dose) 1.09 µM/kg/day Contrera JF, Matthews EJ, Kruhlak NL, Benz RD
Vd (Volume of distribution) 0.45 L/kg Lombardo F, Berellini G, Obach RS
CL (Clearance) 3.40 mL/min/kg Lombardo F, Berellini G, Obach RS
fu (Fraction unbound in plasma) 0.58 % Lombardo F, Berellini G, Obach RS
t_half (Half-life) 2 hours Lombardo F, Berellini G, Obach RS
BA (Bioavailability) 0 %

Predicted pharmacokinetic/toxicological properties (PK-AZ):

PropertyDescriptionValueUnitConfidenceSimilarity
azlogd74 LogD at pH 7.4 0.253 Moderate 0.70
caco2-efflux Caco-2 efflux ratio (BA/AB) 6.152 Moderate 0.70
caco2-intrinsic-papp Caco-2 intrinsic apparent permeability 1.982 10^-6 cm/s Moderate 0.70
dh-clint Dog hepatocyte intrinsic clearance 8.128 uL/min/10^6 cells Moderate 0.70
dppb Dog plasma protein binding (% unbound) 45.920 % Moderate 0.70
fcs-ppb Fetal calf serum protein binding (% unbound) 53.280 % Moderate 0.70
herg hERG pIC50 4.503 pIC50 Moderate 0.70
hh-clint Human hepatocyte intrinsic clearance 3.622 uL/min/10^6 cells Moderate 0.70
hlm-clint Human liver microsomal intrinsic clearance 3.459 uL/min/mg protein Moderate 0.70
hppb Human plasma protein binding (% unbound) 42.460 % Moderate 0.70
kinase-safety-class ACVR2A,ACVR2B,AKT2,AKT3,AURKA,AXL,BRAF,BTK,CAMK2B,CAMK2D,CDK4,CDK5,CDK9,DDR1,DYRK1B,EIF2AK3,EPHB4,ERBB2,FLT3,GRK2,GSK3B,ITK,JAK2,JAK3,MAP2K6,MAP3K21,MAP3K7,MAPK10,MAPK7,MAPK9,MAPKAPK2,MET,MTOR,NTRK2,PDK1,PDK2,PDK4,PDPK1,PIK3CA,PIK3CB,PIK3CD,PIK3CG,PIM2,PRKCD,PRKDC,SIK2,SIK3,STK33,SYK,TEK,TGFBR1,TTK,ZAP70 53
kinase-selectivity-class AXL,EIF2AK3,GRK2,MAP2K6,TEK 5
mdck-mdr1-efflux MDCK-MDR1 efflux ratio 6.109 Moderate 0.70
mh-clint Mouse hepatocyte intrinsic clearance 34.674 Moderate 0.70
mppb Mouse plasma protein binding (% unbound) 35.520 Moderate 0.70
nih-mdck-mdr1-efflux NIH MDCK-MDR1 efflux ratio 9.204 Moderate 0.70
pfas-class PFAS structural alert (1 = True, 0 = False) 0
pppb Pig plasma protein binding (% unbound) 64.540 % Moderate 0.70
rh-clint Rat hepatocyte intrinsic clearance 36.559 uL/min/10^6 cells Moderate 0.70
rh-fuinc Rat hepatocyte fraction unbound in incubation 73.860 % Moderate 0.70
rppb Rat plasma protein binding (% unbound) 45.520 % Moderate 0.70
solubility-dd Solubility at pH 7.4 in DMSO 944.061 uM Moderate 0.70

Approvals:

DateAgencyCompanyOrphan
Feb. 20, 1945 FDA BRISTOL MYERS SQUIBB

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
ATC M03AA02 MUSCULO-SKELETAL SYSTEM
MUSCLE RELAXANTS
MUSCLE RELAXANTS, PERIPHERALLY ACTING AGENTS
Curare alkaloids
MeSH PA D003473 Neuromuscular Nondepolarizing Agents
MeSH PA D009465 Neuromuscular Agents
MeSH PA D018377 Neurotransmitter Agents
MeSH PA D018678 Cholinergic Agents
MeSH PA D018680 Cholinergic Antagonists
MeSH PA D018733 Nicotinic Antagonists
CHEBI has role CHEBI:48878 nicotinic antagonist
CHEBI has role CHEBI:51371 muscle relaxant
CHEBI has role CHEBI:88188 drug allergen

Related Drugs by ATC class:

M03AA Curare alkaloids 2 drugs
alcuroniumdimethyltubocurarinium

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

DiseaseRelationSNOMED_IDDOID
Muscle relaxation, function indication 11977004




🐶 Veterinary Drug Use

None

🐶 Veterinary products

None

Acid dissociation constants calculated using MoKa v3.0.0

Dissociation levelDissociation constantType (acidic/basic)
pKa1 8.14 acidic
pKa2 9.23 acidic
pKa3 8.6 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
Acetylcholine receptor Ion channel ANTAGONIST IC50 7.62 WOMBAT-PK CHEMBL
5-hydroxytryptamine receptor 3A Ion channel Ki 7.06 WOMBAT-PK
Neuronal acetylcholine receptor subunit alpha-7 Ion channel IC50 5.51 CHEMBL
Small conductance calcium-activated potassium channel protein 3 Ion channel BLOCKER IC50 4.50 IUPHAR
Small conductance calcium-activated potassium channel protein 2 Ion channel BLOCKER IC50 5.70 IUPHAR
Zinc-activated ligand-gated ion channel Ion channel IC50 5.20 CHEMBL
Solute carrier family 22 member 2 Transporter IC50 4.10 CHEMBL
Multidrug and toxin extrusion protein 1 Transporter IC50 5.03 CHEMBL
Multidrug and toxin extrusion protein 2 Transporter IC50 4.26 CHEMBL
Neuronal acetylcholine receptor; alpha2/beta2 Ion channel IC50 7.38 WOMBAT-PK
Neuronal acetylcholine receptor; alpha4/beta2 Ion channel Ki 5.58 WOMBAT-PK
Neuronal acetylcholine receptor; alpha3/beta4 Ion channel IC50 5.70 CHEMBL
Neuronal acetylcholine receptor; alpha4/beta4 Ion channel Ki 6.07 WOMBAT-PK
Acetylcholine receptor; alpha1/beta1/delta/gamma Ion channel IC50 7.09 CHEMBL
Serotonin 3 receptor (5HT3) Ion channel ANTAGONIST Ki 4.50 IUPHAR
Small conductance calcium-activated potassium channel protein 1 Ion channel BLOCKER IC50 4.60 IUPHAR
GABA-A receptor; anion channel Ion channel IC50 4.24 CHEMBL
Muscarinic acetylcholine receptor M2 GPCR Ki 7.01 WOMBAT-PK
Neuronal acetylcholine receptor subunit alpha-7 Ion channel Ki 5.32 CHEMBL
Small conductance calcium-activated potassium channel protein 3 Ion channel Ki 5.04 CHEMBL
5-hydroxytryptamine receptor 3A Ion channel ANTAGONIST Ki 7.10 IUPHAR
Acetylcholine receptor subunit alpha Ion channel IC50 5.22 CHEMBL
Nicotinic acetylcholine receptor alpha 5 subunit Ion channel Ki 5.73 CHEMBL
Neuronal acetylcholine receptor; alpha4/beta2 Ion channel Ki 5.01 CHEMBL
Small conductance calcium-activated potassium channel protein 2 Ion channel BLOCKER IC50 5.60 IUPHAR

External reference:

IDSource
4019965 VUID
N0000148050 NUI
D08655 KEGG_DRUG
57-95-4 SECONDARY_CAS_RN
6989-98-6 SECONDARY_CAS_RN
4017476 VANDF
4019965 VANDF
C0041345 UMLSCUI
CHEBI:9774 CHEBI
TC9 PDB_CHEM_ID
CHEMBL339427 ChEMBL_ID
CHEMBL3989821 ChEMBL_ID
CHEMBL2063769 ChEMBL_ID
D014403 MESH_DESCRIPTOR_UI
DB01199 DRUGBANK_ID
2294 IUPHAR_LIGAND_ID
W9YXS298BM UNII
6000 PUBCHEM_CID
10917 RXNORM
3097 MMSL
5649 MMSL
d00949 MMSL
002399 NDDF
002400 NDDF
25141001 SNOMEDCT_US
373486008 SNOMEDCT_US
37803001 SNOMEDCT_US
W9YXS298BM INXIGHT DRUGS

Pharmaceutical products:

None