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

Stem definitionDrug idCAS RN
anti-infectives, sulfonamides 2523 526-08-9

Description:

MoleculeDescription

Molfile Inchi Smiles

Synonyms:

  • sulfaphenazole
  • sulfabid
  • sulfaphenazol
  • sulfaphenazon
  • sulfaphenylpyrazole
  • sulphaphenazole
  • sulfafenazol
A sulfonilamide anti-infective agent.
  • Molecular weight: 314.36
  • Formula: C15H14N4O2S
  • CLOGP: 2.07
  • LIPINSKI: 0
  • HAC: 6
  • HDO: 2
  • TPSA: 90.01
  • ALOGS: -3.05
  • ROTB: 3
  • Status: OFM
    • Legend:
    OFP - off patent
    OFM - off market
    ONP - on patent

Drug dosage:

DoseUnitRoute
1 g O

ADMET properties:

PropertyValueReference
S (Water solubility) 1.50 mg/mL Bocci G, Oprea TI, Benet LZ
BDDCS (Biopharmaceutical Drug Disposition Classification System) 2 Bocci G, Oprea TI, Benet LZ

Predicted pharmacokinetic/toxicological properties (PK-AZ):

PropertyDescriptionValueUnitConfidenceSimilarity
azlogd74 LogD at pH 7.4 0.158 Moderate 0.67
caco2-efflux Caco-2 efflux ratio (BA/AB) 2.228 Moderate 0.67
caco2-intrinsic-papp Caco-2 intrinsic apparent permeability 33.113 10^-6 cm/s Moderate 0.67
dh-clint Dog hepatocyte intrinsic clearance 1.633 uL/min/10^6 cells Moderate 0.67
dppb Dog plasma protein binding (% unbound) 10.340 % Moderate 0.67
fcs-ppb Fetal calf serum protein binding (% unbound) 9.580 % Moderate 0.67
herg hERG pIC50 4.015 pIC50 Moderate 0.67
hh-clint Human hepatocyte intrinsic clearance 2.123 uL/min/10^6 cells Moderate 0.67
hlm-clint Human liver microsomal intrinsic clearance 4.688 uL/min/mg protein Moderate 0.67
hppb Human plasma protein binding (% unbound) 1.550 % Moderate 0.67
kinase-safety-class ACVR2A,ACVR2B,ALK,AURKA,AXL,BRAF,BTK,CAMK2B,CAMK2D,CDK5,CDK9,DDR1,DYRK1B,EIF2AK3,EPHB4,ERBB2,FLT3,GRK2,ITK,JAK1,JAK2,MAP3K1,MAP3K21,MAP3K7,MAPK10,MAPK7,MAPK9,MARK4,MTOR,NTRK2,PDK1,PDK2,PDK4,PDPK1,PIK3CB,PIM2,PRKCD,PRKDC,SGK1,SIK2,SIK3,STK33,SYK,TEK,TTK 45
kinase-selectivity-class ACVR2A,AURKA,AXL,DDR1,DYRK1B,ERBB2,GRK2,MAP2K6,MAPK7,PDK4,SIK2,SIK3,STK33,TEK,TTK 15
mdck-mdr1-efflux MDCK-MDR1 efflux ratio 3.483 Moderate 0.67
mh-clint Mouse hepatocyte intrinsic clearance 6.808 Moderate 0.67
mppb Mouse plasma protein binding (% unbound) 12.030 Moderate 0.67
nih-mdck-mdr1-efflux NIH MDCK-MDR1 efflux ratio 2.203 Moderate 0.67
pfas-class PFAS structural alert (1 = True, 0 = False) 0
pppb Pig plasma protein binding (% unbound) 4.480 % Moderate 0.67
rh-clint Rat hepatocyte intrinsic clearance 1.542 uL/min/10^6 cells Moderate 0.67
rh-fuinc Rat hepatocyte fraction unbound in incubation 89.270 % Moderate 0.67
rppb Rat plasma protein binding (% unbound) 2.820 % Moderate 0.67
solubility-dd Solubility at pH 7.4 in DMSO 944.061 uM Moderate 0.67

Approvals:

DateAgencyCompanyOrphan
April 2, 1974 FDA PURDUE FREDERICK

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 J01ED08 ANTIINFECTIVES FOR SYSTEMIC USE
ANTIBACTERIALS FOR SYSTEMIC USE
SULFONAMIDES AND TRIMETHOPRIM
Long-acting sulfonamides
ATC S01AB05 SENSORY ORGANS
OPHTHALMOLOGICALS
ANTIINFECTIVES
Sulfonamides
MeSH PA D000890 Anti-Infective Agents
CHEBI has role CHEBI:33282 antibacterial agent
CHEBI has role CHEBI:36047 antibacterial drug
CHEBI has role CHEBI:50183 P450 inhibitor
CHEBI has role CHEBI:66981 ophthalmology drug
CHEBI has role CHEBI:77781 EC 1.14.13.181 (13-deoxydaunorubicin hydroxylase) inhibitor
CHEBI has role CHEBI:77783 EC 1.14.13.67 (quinine 3-monooxygenase) inhibitor

Related Drugs by ATC class:

J01ED Long-acting sulfonamides 8 drugs
sulfadimethoxinesulfalenesulfamazonesulfamerazinesulfametersulfamethoxypyridazinesulfametomidinesulfaperin
S01AB Sulfonamides 4 drugs
sulfacetamidesulfadicramidesulfafurazolesulfamethizole

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 5.61 acidic
pKa2 1.87 Basic
pKa3 0.8 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
Cytochrome P450 2C9 Enzyme IC50 6.70 DRUG MATRIX
Dihydropteroate synthase Enzyme INHIBITOR CHEMBL CHEMBL

External reference:

IDSource
D01954 KEGG_DRUG
C0038706 UMLSCUI
CHEBI:77780 CHEBI
CHEMBL1109 ChEMBL_ID
DB06729 DRUGBANK_ID
D013426 MESH_DESCRIPTOR_UI
5335 PUBCHEM_CID
11352 IUPHAR_LIGAND_ID
912 INN_ID
0J8L4V3F81 UNII
002828 NDDF
51569009 SNOMEDCT_US

Pharmaceutical products:

None