All FDA-approved EMA-approved PMDA-approved
Target Card Uniprot Example: P23975

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

Stem definition	Drug id	CAS RN
anti-infectives, sulfonamides	1624	138-39-6

Description:

Molecule	Description
Molfile Inchi Smiles Synonyms: mafenide 4-(Aminosulfonyl)benzylamine 4-Homosulfanilamide 4-Sulfamoylbenzylamine ambamide benzamsulfonamide homosulfanilamide malfamin maphenid maphenide p-Sulfamoylbenzylamine mafenide acetate m,afenide hydrochloride m,afenide HCl	A sulfonamide that inhibits the enzyme CARBONIC ANHYDRASE and is used as a topical anti-bacterial agent, especially in burn therapy. Molecular weight: 186.23 Formula: C7H10N2O2S CLOGP: -0.74 LIPINSKI: 0 HAC: 4 HDO: 2 TPSA: 86.18 ALOGS: -1.56 ROTB: 2 Status: OFP 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	-1.904		High	1
caco2-efflux	Caco-2 efflux ratio (BA/AB)	0.879		High	1
caco2-intrinsic-papp	Caco-2 intrinsic apparent permeability	0.826	10^-6 cm/s	High	1
dh-clint	Dog hepatocyte intrinsic clearance	1.067	uL/min/10^6 cells	High	1
dppb	Dog plasma protein binding (% unbound)	91.750	%	High	1
fcs-ppb	Fetal calf serum protein binding (% unbound)	89.310	%	High	1
herg	hERG pIC50	4.016	pIC50	High	1
hh-clint	Human hepatocyte intrinsic clearance	1.556	uL/min/10^6 cells	High	1
hlm-clint	Human liver microsomal intrinsic clearance	3.648	uL/min/mg protein	High	1
hppb	Human plasma protein binding (% unbound)	94.290	%	High	1
kinase-safety-class	ACVR2A,ACVR2B,AKT2,AKT3,ALK,AXL,BRAF,BTK,CAMK2B,CAMK2D,CDK4,CDK5,CDK9,DDR1,DYRK1B,EGFR,EIF2AK3,EPHB4,ERBB2,FLT3,GRK2,GSK3B,IKBKB,ITK,JAK2,MAP2K6,MAP3K21,MAP3K7,MAPK12,MAPK7,MAPKAPK2,MARK4,MET,MTOR,NTRK2,PAK4,PDK1,PDK2,PDK4,PDPK1,PIK3CB,PIM2,PRKCD,PRKDC,SIK2,SIK3,STK33,SYK,TEK,TGFBR1,TTK	51
kinase-selectivity-class	MAP2K6,MAPK7,NUAK1,TEK	4
mdck-mdr1-efflux	MDCK-MDR1 efflux ratio	0.617		High	1
mh-clint	Mouse hepatocyte intrinsic clearance	9.057		High	1
mppb	Mouse plasma protein binding (% unbound)	92.610		High	1
nih-mdck-mdr1-efflux	NIH MDCK-MDR1 efflux ratio	0.546		High	1
pfas-class	PFAS structural alert (1 = True, 0 = False)	0
pppb	Pig plasma protein binding (% unbound)	95.350	%	High	1
rh-clint	Rat hepatocyte intrinsic clearance	5.623	uL/min/10^6 cells	High	1
rh-fuinc	Rat hepatocyte fraction unbound in incubation	92.810	%	High	1
rppb	Rat plasma protein binding (% unbound)	82.910	%	High	1
solubility-dd	Solubility at pH 7.4 in DMSO	829.851	uM	High	1

Approvals:

Date	Agency	Company	Orphan
Jan. 24, 1969	FDA	MYLAN INSTITUTIONAL

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:

Source	Code	Description
ATC	D06BA03	DERMATOLOGICALS ANTIBIOTICS AND CHEMOTHERAPEUTICS FOR DERMATOLOGICAL USE CHEMOTHERAPEUTICS FOR TOPICAL USE Sulfonamides
FDA EPC	N0000175511	Methylated Sulfonamide Antibacterial
FDA EXT	N0000175512	Methylated Sulfonamides
MeSH PA	D000890	Anti-Infective Agents
MeSH PA	D000891	Anti-Infective Agents, Local
MeSH PA	D000900	Anti-Bacterial Agents
MeSH PA	D002257	Carbonic Anhydrase Inhibitors
MeSH PA	D004791	Enzyme Inhibitors
CHEBI has role	CHEBI:33282	antibacterial agent

Related Drugs by ATC class:

D06BA Sulfonamides 5 drugs

sulfadiazine silversulfamerazinesulfamethizolesulfanilamidesulfathiazole

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

Disease	Relation	SNOMED_ID	DOID
Burn Wound Infections	indication
Disorder of lung	contraindication	19829001	DOID:850
Metabolic acidosis	contraindication	59455009
Kidney disease	contraindication	90708001	DOID:557
Anemia due to enzyme deficiency	contraindication	111577008
Deficiency of glucose-6-phosphate dehydrogenase	contraindication	124134002	DOID:2862

🐶 Veterinary Drug Use

None

🐶 Veterinary products

None

Acid dissociation constants calculated using MoKa v3.0.0

Dissociation level	Dissociation constant	Type (acidic/basic)
pKa1	10.03	acidic
pKa2	8.54	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 2	Enzyme	P00918	CAH2_HUMAN		Ki	6.77		CHEMBL
Carbonic anhydrase 1	Enzyme	P00915	CAH1_HUMAN		Ki	6.77		CHEMBL
Carbonic anhydrase 4	Enzyme	P22748	CAH4_HUMAN		Ki	5.55		CHEMBL
Carbonic anhydrase 9	Enzyme	Q16790	CAH9_HUMAN		Ki	6.99		CHEMBL
Carbonic anhydrase 12	Enzyme	O43570	CAH12_HUMAN		Ki	9.52		CHEMBL
Carbonic anhydrase 5A, mitochondrial	Enzyme	P35218	CAH5A_HUMAN		Ki	4.56		CHEMBL
Carbonic anhydrase 5B, mitochondrial	Enzyme	Q9Y2D0	CAH5B_HUMAN		Ki	4.91		CHEMBL
Carbonic anhydrase 6	Enzyme	P23280	CAH6_HUMAN		Ki	5.32		CHEMBL
Carbonic anhydrase 14	Enzyme	Q9ULX7	CAH14_HUMAN		Ki	5.49		CHEMBL
Carbonic anhydrase 7	Enzyme	P43166	CAH7_HUMAN		Ki	7.12		CHEMBL
Dihydropteroate synthase	Enzyme		DHPS_ECOLI	INHIBITOR				CHEMBL	CHEMBL
Carbonic anhydrase	Enzyme		CYNT_HELPY		Ki	6.08		CHEMBL
Carbonic anhydrase 13	Enzyme		CAH13_MOUSE		Ki	7.39		CHEMBL
Carbonic anhydrase 4	Enzyme		CAH4_BOVIN		Ki	5.55		CHEMBL
Carbonic anhydrase	Enzyme		CAH_METTE		Ki	6.46		CHEMBL
Carbonic anhydrase	Enzyme		Q50565_METTH		Ki	4.55		CHEMBL
Carbonic anhydrase 15	Enzyme		CAH15_MOUSE		Ki	6.01		CHEMBL
Carbonic anhydrase	Enzyme		CAN_YEAST		Ki	6.36		CHEMBL
Carbonic anhydrase	Enzyme		CAN_CANAL		Ki	6.77		CHEMBL
Probable transmembrane carbonic anhydrase (Carbonate dehydratase) (Carbonic dehydratase); Transmembrane carbonic anhydrase	Enzyme		P96878_MYCTU		Ki	5.13		CHEMBL
Carbonic anhydrase	Enzyme		Q6FTL6_CANGA		Ki	6.06		CHEMBL
Alpha carbonic anhydrase	Enzyme		B5SU02_9CNID		Ki	7.08		CHEMBL
Carbonic anhydrase	Enzyme		C0IX24_9CNID		Ki	6.29		CHEMBL
Carbonic anhydrase 2	Enzyme		Q3I4V7_CRYNV		Ki	4.73		CHEMBL
Astrosclerin-3	Enzyme		A6YCJ1_9METZ		Ki	6.01		CHEMBL
Beta-carbonic anhydrase 1	Enzyme		MTCA1_MYCTU		Ki	5.06		CHEMBL
Delta carbonic anhydrase	Enzyme		Q5U9J1_THAWE		Ki	6.37		CHEMBL
Carbonic anhydrase 2	Enzyme		MTCA2_MYCTU		Ki	4.51		CHEMBL
Carbonic anhydrase	Enzyme		Q5TU56_ANOGA		Ki	4.87		CHEMBL
Carbonic anhydrase, alpha family	Enzyme		Q31FD6_HYDCU		Ki	6.70		CHEMBL
Carbonate dehydratase	Enzyme		B2V8E3_SULSY		Ki	6.46		CHEMBL

External reference:

ID	Source
4018256	VUID
N0000146586	NUI
D01166	KEGG_DRUG
13009-99-9	SECONDARY_CAS_RN
4018255	VANDF
4018256	VANDF
C0024452	UMLSCUI
CHEBI:6633	CHEBI
CHEMBL419	ChEMBL_ID
DB06795	DRUGBANK_ID
CHEMBL1201161	ChEMBL_ID
D008272	MESH_DESCRIPTOR_UI
3998	PUBCHEM_CID
2393	INN_ID
12697	IUPHAR_LIGAND_ID
58447S8P4L	UNII
6572	RXNORM
5003	MMSL
72379	MMSL
002843	NDDF
004960	NDDF
19114000	SNOMEDCT_US
372876009	SNOMEDCT_US
84737005	SNOMEDCT_US
6LH	PDB_CHEM_ID
58447S8P4L	INXIGHT DRUGS

Pharmaceutical products:

Product	Category	Ingredients	NDC	Form	Quantity	Route	Marketing	Label
SULFAMYLON	Human Prescription Drug Label	1	16571-723	CREAM	85 mg	TOPICAL	NDA	10 sections