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

Stem definitionDrug idCAS RN
anti-infectives, sulfonamides 2524 144-83-2

Description:

MoleculeDescription

Molfile Inchi Smiles

Synonyms:

  • sulfapyridine
  • piridazol
  • pirodazole
  • plurazol
  • pyridazol
  • streptosilpyridine
  • sulfidin
  • sulfidine
  • sulphapyridine
Antibacterial, potentially toxic, used to treat certain skin diseases.
  • Molecular weight: 249.29
  • Formula: C11H11N3O2S
  • CLOGP: 0.84
  • LIPINSKI: 0
  • HAC: 5
  • HDO: 2
  • TPSA: 85.08
  • ALOGS: -3.03
  • ROTB: 2

  • Status: OFM

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

Drug dosage:

DoseUnitRoute
1 g O

ADMET properties:

PropertyValueReference
BA (Bioavailability) 90 %

Predicted pharmacokinetic/toxicological properties (PK-AZ):

PropertyDescriptionValueUnitConfidenceSimilarity
azlogd74 LogD at pH 7.4 0.101 High 1
caco2-efflux Caco-2 efflux ratio (BA/AB) 0.881 High 1
caco2-intrinsic-papp Caco-2 intrinsic apparent permeability 42.170 10^-6 cm/s High 1
dh-clint Dog hepatocyte intrinsic clearance 1.858 uL/min/10^6 cells High 1
dppb Dog plasma protein binding (% unbound) 65.010 % High 1
fcs-ppb Fetal calf serum protein binding (% unbound) 77.700 % High 1
herg hERG pIC50 3.731 pIC50 High 1
hh-clint Human hepatocyte intrinsic clearance 1.667 uL/min/10^6 cells High 1
hlm-clint Human liver microsomal intrinsic clearance 3.105 uL/min/mg protein High 1
hppb Human plasma protein binding (% unbound) 63.420 % High 1
kinase-safety-class ACVR2A,ACVR2B,ALK,AURKA,AXL,BRAF,BTK,CAMK2B,CAMK2D,CDK5,CDK9,DDR1,DYRK1B,EIF2AK3,EPHB4,ERBB2,FLT3,GRK2,GRK3,GSK3B,ITK,JAK1,JAK2,MAP2K6,MAP3K1,MAP3K21,MAP3K7,MAPK1,MAPK12,MAPK7,MAPK9,MARK4,MTOR,NTRK2,PDK1,PDK2,PDK4,PDPK1,PIK3CB,PIM2,PRKCD,PRKDC,SGK1,SIK2,SIK3,STK33,SYK,TEK,TTK,ULK1 50
kinase-selectivity-class ACVR2A,ACVR2B,AURKA,AXL,CAMK2D,CDK1,CDK4,CDK9,DDR1,DYRK1B,EPHB4,ERBB2,FLT3,GRK2,JAK1,MAP2K3,MAP2K6,MAP3K21,MAP4K1,MAPK7,MARK4,PDK4,SGK1,SIK2,SIK3,STK33,SYK,TEK,TTK,ULK1,ULK2 31
mdck-mdr1-efflux MDCK-MDR1 efflux ratio 2.133 High 1
mh-clint Mouse hepatocyte intrinsic clearance 4.764 High 1
mppb Mouse plasma protein binding (% unbound) 77.250 High 1
nih-mdck-mdr1-efflux NIH MDCK-MDR1 efflux ratio 2.523 High 1
pfas-class PFAS structural alert (1 = True, 0 = False) 0
pppb Pig plasma protein binding (% unbound) 76.640 % High 1
rh-clint Rat hepatocyte intrinsic clearance 1.549 uL/min/10^6 cells High 1
rh-fuinc Rat hepatocyte fraction unbound in incubation 96.210 % High 1
rppb Rat plasma protein binding (% unbound) 51.090 % High 1
solubility-dd Solubility at pH 7.4 in DMSO 824.138 uM High 1

Approvals:

DateAgencyCompanyOrphan
March 9, 1939 FDA LILLY

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 J01EB04 ANTIINFECTIVES FOR SYSTEMIC USE
ANTIBACTERIALS FOR SYSTEMIC USE
SULFONAMIDES AND TRIMETHOPRIM
Short-acting sulfonamides
MeSH PA D000890 Anti-Infective Agents
MeSH PA D003879 Dermatologic Agents
CHEBI has role CHEBI:33282 antibacterial agent
CHEBI has role CHEBI:35441 antiinfective agent
CHEBI has role CHEBI:35703 xenobiotic
CHEBI has role CHEBI:50177 dermatologic drug
CHEBI has role CHEBI:78298 environmental contaminant
CHEBI has role CHEBI:88188 drug allergen

Related Drugs by ATC class:

J01EB Short-acting sulfonamides 7 drugs

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

DiseaseRelationSNOMED_IDDOID
Dermatitis herpetiformis indication 111196000 DOID:8505
Subcorneal pustular dermatosis off-label use 25147002 DOID:8508
Pyoderma gangrenosum off-label use 74578003 DOID:8553
Pemphigoid off-label use 86142006




🐶 Veterinary Drug Use

None

🐶 Veterinary products

None

Acid dissociation constants calculated using MoKa v3.0.0

Dissociation levelDissociation constantType (acidic/basic)
pKa1 8.21 acidic
pKa2 2.54 Basic
pKa3 1.48 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
Dihydropteroate synthase Enzyme INHIBITOR CHEMBL CHEMBL
Dihydropteroate synthase type-1 Enzyme WOMBAT-PK

External reference:

IDSource
4017496 VUID
N0000145881 NUI
D02434 KEGG_DRUG
4017496 VANDF
C0038710 UMLSCUI
CHEBI:132842 CHEBI
SFY PDB_CHEM_ID
CHEMBL700 ChEMBL_ID
DB00891 DRUGBANK_ID
D013427 MESH_DESCRIPTOR_UI
5336 PUBCHEM_CID
12698 IUPHAR_LIGAND_ID
4165 INN_ID
Y5V2N1KE8U UNII
10188 RXNORM
NOCODE MMSL
002829 NDDF
27082000 SNOMEDCT_US

Pharmaceutical products:

None