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sulfanilamide 🐶 Veterinary Use | Indications/Contra | FAERs-F | FAERs-M | Orange Bk | PK/Tox | Related Drugs | BioActivity |
| Stem definition | Drug id | CAS RN |
|---|---|---|
| anti-infectives, sulfonamides | 2521 | 63-74-1 |
Description:
| Molecule | Description |
|---|---|
|
Synonyms:
|
Sulfanilamide has been a useful ingredient of vaginal formulations for about four decades. It blocks certain metabolic processes essential for the growth of susceptible bacteria.
Legend: OFP - off patent OFM - off market ONP - on patent |
Drug dosage:
None
ADMET properties:
None
Predicted pharmacokinetic/toxicological properties (PK-AZ):
| Property | Description | Value | Unit | Confidence | Similarity |
|---|---|---|---|---|---|
| azlogd74 | LogD at pH 7.4 | -0.793 | Moderate | 0.65 | |
| caco2-efflux | Caco-2 efflux ratio (BA/AB) | 3.041 | Moderate | 0.65 | |
| caco2-intrinsic-papp | Caco-2 intrinsic apparent permeability | 5.200 | 10^-6 cm/s | Moderate | 0.65 |
| dh-clint | Dog hepatocyte intrinsic clearance | 1.197 | uL/min/10^6 cells | Moderate | 0.65 |
| dppb | Dog plasma protein binding (% unbound) | 82.080 | % | Moderate | 0.65 |
| fcs-ppb | Fetal calf serum protein binding (% unbound) | 90.480 | % | Moderate | 0.65 |
| herg | hERG pIC50 | 3.557 | pIC50 | Moderate | 0.65 |
| hh-clint | Human hepatocyte intrinsic clearance | 1.837 | uL/min/10^6 cells | Moderate | 0.65 |
| hlm-clint | Human liver microsomal intrinsic clearance | 3.357 | uL/min/mg protein | Moderate | 0.65 |
| hppb | Human plasma protein binding (% unbound) | 87.010 | % | Moderate | 0.65 |
| kinase-safety-class | ACVR2A,ACVR2B,AKT2,AKT3,ALK,AURKA,AXL,BRAF,BTK,CAMK2B,CAMK2D,CDK5,CDK9,DDR1,DYRK1B,EIF2AK3,EPHB4,ERBB2,FLT3,GRK2,GRK3,GSK3B,IKBKB,ITK,JAK1,JAK2,MAP2K6,MAP3K1,MAP3K21,MAP3K7,MAPK1,MAPK10,MAPK12,MAPK7,MAPK9,MAPKAPK2,MARK4,MTOR,NTRK2,PDK1,PDK2,PDK4,PDPK1,PIK3CB,PIK3CD,PIM2,PLK1,PRKCD,PRKDC,SIK2,SIK3,STK33,SYK,TEK,TTK,ULK1 | 56 | |||
| kinase-selectivity-class | ACVR2A,AURKA,AXL,CDK4,CDK9,DDR1,DYRK1B,GRK2,MAP2K3,MAP2K6,MAP3K7,MAPK7,MARK4,SGK1,SIK2,SIK3,STK33,SYK,TEK,TTK,ULK1 | 21 | |||
| mdck-mdr1-bcrp-efflux | MDCK-MDR1-BCRP efflux ratio | 1.928 | Moderate | 0.65 | |
| mdck-mdr1-efflux | MDCK-MDR1 efflux ratio | 1.180 | Moderate | 0.65 | |
| mh-clint | Mouse hepatocyte intrinsic clearance | 0.902 | Moderate | 0.65 | |
| mppb | Mouse plasma protein binding (% unbound) | 87.010 | Moderate | 0.65 | |
| nih-mdck-mdr1-efflux | NIH MDCK-MDR1 efflux ratio | 1.517 | Moderate | 0.65 | |
| pfas-class | PFAS structural alert (1 = True, 0 = False) | 0 | |||
| pppb | Pig plasma protein binding (% unbound) | 88.350 | % | Moderate | 0.65 |
| rat-kpuu-brain | Rat brain Kpuu | 0.262 | % | Moderate | 0.65 |
| rh-clint | Rat hepatocyte intrinsic clearance | 1.570 | uL/min/10^6 cells | Moderate | 0.65 |
| rh-fuinc | Rat hepatocyte fraction unbound in incubation | 96.060 | % | Moderate | 0.65 |
| rppb | Rat plasma protein binding (% unbound) | 80.250 | % | Moderate | 0.65 |
| solubility-dd | Solubility at pH 7.4 in DMSO | 1073.989 | uM | Moderate | 0.65 |
Approvals:
| Date | Agency | Company | Orphan |
|---|---|---|---|
| June 5, 1965 | FDA | MEDA PHARMS |
FDA Adverse Event Reporting System (Female)
| MedDRA adverse event term | Likelihood ratio | Likelihood ratio threshold | Patients taking drug having adverse event | Patients taking drug not having adverse event | Patients not taking drug having adverse event | Patients not taking drug not having adverse event |
|---|---|---|---|---|---|---|
| Drug hypersensitivity | 111.97 | 62.41 | 35 | 87 | 463574 | 90164751 |
FDA Adverse Event Reporting System (Male)
None
FDA Adverse Event Reporting System (Geriatric)
| MedDRA adverse event term | Likelihood ratio | Likelihood ratio threshold | Patients taking drug having adverse event | Patients taking drug not having adverse event | Patients not taking drug having adverse event | Patients not taking drug not having adverse event |
|---|---|---|---|---|---|---|
| Drug hypersensitivity | 90.42 | 57.12 | 26 | 60 | 454064 | 110135149 |
FDA Adverse Event Reporting System (Pediatric)
None
Pharmacologic Action:
| Source | Code | Description |
|---|---|---|
| ATC | D06BA05 | DERMATOLOGICALS ANTIBIOTICS AND CHEMOTHERAPEUTICS FOR DERMATOLOGICAL USE CHEMOTHERAPEUTICS FOR TOPICAL USE Sulfonamides |
| ATC | J01EB06 | ANTIINFECTIVES FOR SYSTEMIC USE ANTIBACTERIALS FOR SYSTEMIC USE SULFONAMIDES AND TRIMETHOPRIM Short-acting sulfonamides |
| MeSH PA | D000890 | Anti-Infective Agents |
| MeSH PA | D000900 | Anti-Bacterial Agents |
| CHEBI has role | CHEBI:23018 | EC 4.2.1.1 (carbonic anhydrase) inhibitor |
| CHEBI has role | CHEBI:33282 | antibacterial agent |
| CHEBI has role | CHEBI:88188 | drug allergen |
Related Drugs by ATC class:
D06BA Sulfonamides 5 drugs
J01EB Short-acting sulfonamides 7 drugs
Drug Use | Suggest Off label Use Form| |View source of the data|
| Disease | Relation | SNOMED_ID | DOID |
|---|---|---|---|
| Vulvovaginitis | indication | 53277000 | DOID:2273 |
| Candidal vulvovaginitis | indication | 72605008 | DOID:2272 |
| Kidney disease | contraindication | 90708001 | DOID:557 |
| Anemia due to enzyme deficiency | contraindication | 111577008 | |
| Deficiency of glucose-6-phosphate dehydrogenase | contraindication | 124134002 | DOID:2862 |
| Disease of blood AND/OR blood-forming organ | contraindication | 191124002 | DOID:74 |
| Disease of liver | contraindication | 235856003 | DOID:409 |
| Porphyria | contraindication | 418470004 |
🐶 Veterinary Drug Use
None
🐶 Veterinary products
None
Acid dissociation constants calculated using MoKa v3.0.0
| Dissociation level | Dissociation constant | Type (acidic/basic) |
|---|---|---|
| pKa1 | 10.33 | acidic |
| pKa2 | 2.14 | Basic |
Orange Book patent data (new drug applications)
None
Orange Book exclusivity data (new drug applications)
None
Bioactivity Summary:
| Target | Class | Pharos | UniProt | Action | Type | Activity value (-log[M]) | Mechanism action | Bioact source | MoA source |
|---|---|---|---|---|---|---|---|---|---|
| Carbonic anhydrase 1 | Enzyme | Ki | 6.52 | CHEMBL | |||||
| Carbonic anhydrase 4 | Enzyme | Ki | 5.52 | CHEMBL | |||||
| Carbonic anhydrase 9 | Enzyme | Ki | 6.62 | CHEMBL | |||||
| Carbonic anhydrase 12 | Enzyme | Ki | 7.43 | CHEMBL | |||||
| Carbonic anhydrase 5A, mitochondrial | Enzyme | Ki | 4.49 | CHEMBL | |||||
| Carbonic anhydrase 5B, mitochondrial | Enzyme | Ki | 5.44 | CHEMBL | |||||
| Carbonic anhydrase 7 | Enzyme | Ki | 7.15 | CHEMBL | |||||
| Carbonic anhydrase 3 | Enzyme | Ki | 6.01 | CHEMBL | |||||
| Carbonic anhydrase 6 | Enzyme | Ki | 6.03 | CHEMBL | |||||
| Carbonic anhydrase 14 | Enzyme | Ki | 5.27 | CHEMBL | |||||
| Carbonic anhydrase 13 | Enzyme | Ki | 7.49 | CHEMBL | |||||
| Carbonic anhydrase 2 | Enzyme | Ki | 6.62 | CHEMBL | |||||
| Protein argonaute-2 | Enzyme | Kd | 4.77 | CHEMBL | |||||
| Dihydropteroate synthase | Enzyme | INHIBITOR | CHEMBL | CHEMBL | |||||
| Carbonic anhydrase | Enzyme | Ki | 6.37 | CHEMBL | |||||
| Carbonic anhydrase 13 | Enzyme | Ki | 7.49 | CHEMBL | |||||
| Carbonic anhydrase 4 | Enzyme | Ki | 5.52 | CHEMBL | |||||
| Carbonic anhydrase | Enzyme | Ki | 6.60 | CHEMBL | |||||
| Carbonic anhydrase | Enzyme | Ki | 4.24 | CHEMBL | |||||
| Carbonic anhydrase 15 | Enzyme | Ki | 5.02 | CHEMBL | |||||
| Carbonic anhydrase | Enzyme | Ki | 4.73 | CHEMBL | |||||
| Carbonic anhydrase | Enzyme | Ki | 6.62 | CHEMBL | |||||
| Probable transmembrane carbonic anhydrase (Carbonate dehydratase) (Carbonic dehydratase); Transmembrane carbonic anhydrase | Enzyme | Ki | 5.20 | CHEMBL | |||||
| Carbonic anhydrase | Enzyme | Ki | 5.10 | CHEMBL | |||||
| Alpha carbonic anhydrase | Enzyme | Ki | 6.44 | CHEMBL | |||||
| Carbonic anhydrase | Enzyme | Ki | 6.52 | CHEMBL | |||||
| Carbonic anhydrase 2 | Enzyme | Ki | 6.11 | CHEMBL | |||||
| Astrosclerin-3 | Enzyme | Ki | 5.11 | CHEMBL | |||||
| Beta-carbonic anhydrase 1 | Enzyme | Ki | 5.03 | CHEMBL | |||||
| Delta carbonic anhydrase | Enzyme | Ki | 6.74 | CHEMBL | |||||
| Carbonic anhydrase 2 | Enzyme | Ki | 4.53 | CHEMBL | |||||
| Carbonic anhydrase 2 | Enzyme | Ki | 6.07 | CHEMBL | |||||
| Carbonic anhydrase | Enzyme | Ki | 6.06 | CHEMBL | |||||
| Carbonic anhydrase, alpha family | Enzyme | Ki | 6.20 | CHEMBL | |||||
| Carbonate dehydratase | Enzyme | Ki | 6.19 | CHEMBL |
External reference:
| ID | Source |
|---|---|
| 4018615 | VUID |
| N0000146928 | NUI |
| D08543 | KEGG_DRUG |
| 4018615 | VANDF |
| C0038702 | UMLSCUI |
| CHEBI:45373 | CHEBI |
| SAN | PDB_CHEM_ID |
| CHEMBL21 | ChEMBL_ID |
| DB00259 | DRUGBANK_ID |
| D000077145 | MESH_DESCRIPTOR_UI |
| 5333 | PUBCHEM_CID |
| 426 | INN_ID |
| 12631 | IUPHAR_LIGAND_ID |
| 21240MF57M | UNII |
| 10184 | RXNORM |
| 2053 | MMSL |
| 5527 | MMSL |
| 002833 | NDDF |
| 386569003 | SNOMEDCT_US |
| 387406002 | SNOMEDCT_US |
| 56436005 | SNOMEDCT_US |
| 763875007 | SNOMEDCT_US |
Pharmaceutical products:
None