| In ZINC since | Heavy atoms | Benign functionality |
|---|---|---|
| July 23rd, 2004 | 17 | Yes |
Popular Name: Sulfamethoxazole Sulfamethoxazole
Find On: PubMed — Wikipedia — Google
CAS Numbers: 152-47-6 , 723-46-6 , [152-47-6] , [4563-84-2] , [723-46-6]
3-(4-aminophenylsulfonamido)-5-methylisoxazole
3-(p-Aminophenylsulfonamido)-5-methylisoxazole
3-(para-Aminophenylsulphonamido)-5-methylisoxazole
3-Sulfanilamido-5-methylisoxazole
3-Sulphanilamido-5-methylisoxazole
4-Amino-N-(3-methoxy-2-pyrazinyl)benzenesulfonamide
4-amino-N-(5-methyl-1,2-oxazol-3-yl)benzene-1-sulfonamide
4-amino-N-(5-methyl-1,2-oxazol-3-yl)benzenesulfonamide
4-Amino-N-(5-methyl-3-isoxazolyl)-benzenesulfonamide
4-amino-N-(5-methyl-3-isoxazolyl)benzenesulfonamide
4-Amino-N-(5-methyl-isoxazol-3-yl)-benzenesulfonamide
4-Amino-N-(5-methyl-isoxazol-3-yl)-benzenesulfonamide
4-Amino-N-(5-methylisoxazol-3-yl)benzenesulfonamide
4-amino-n-(5-methylisoxazol-3-yl)benzenesulphonamide
4-Amino-N-[5-methyl-3- isoxazolyl]benzenesulfonamide
4-AMINO-N-[5-METHYL-3-ISOXAZOLYL]BENZENESULFONAMIDE
4-Azanyl-N-(3-methoxypyrazin-2-yl)benzenesulfonamide
5-Methyl-3-sulfanilamidoisoxazole
5-Methyl-3-sulfanylamidoisoxazole
5-Methyl-3-sulphanil-amidoisoxazole
723-46-6; C07315; Sulfamethoxazole
723-46-6; D00447; Gantanol (TN); Sulfamethoxazole (JP16/USP/INN)
723-46-6; Prestwick_453; Sulfamethoxazole
Acetylsulfamethoxazole (JAN); Sulfamethoxazole (BAN
Acetylsulfamethoxazole (JAN); Sulfamethoxazole (FDA
AMINOMETHYLISOXAZOLYLBENZENESULFONAMID
AZO GANTANOL; C11H11N5.C10H11N3O3S.HCl; LS-178482; PHENAZOPYRIDINE HYDROCHLORIDE; SULFAMETHOXAZOLE
benzenesulfonamide, 4-amino-N-(5-methyl-3-isoxazolyl)-
CPD000058223; SAM002554930; Sulfamethoxazole
InChI=1/C10H11N3O3S/c1-7-6-10(12-16-7)13-17(14,15)9-4-2-8(11)3-5-9/h2-6H,11H2,1H3,(H,12,13)
N'-(5-Methyl-3-isoxazole)sulfanilamide
N'-(5-Methyl-3-isoxazolyl)sulfanilamide
N'-(5-Methylisoxazol-3-yl)sulphanilamide
N(sup 1)-(5-Methyl-3-isoxazolyl)sulfanilamide
N(sup 1)-(5-Methyl-3-isoxazolyl)sulphanilamide
N(sup1)-(5-Methyl-3-isoxazolyl)sulfanilamide
N1-(5-Methyl-3-isoxazolyl)sulfanilamide
N1-(5-methylisoxazol-3-yl)-4-aminobenzene-1-sulfonamide
N1-(5-Methylisoxazol-3-yl)sulfanilamide
SULFAMETHOXAZOLE (8064-90-2 (TRIMETHOPRIM/SULFAMETHOXAZOLE)
Sulfamethoxazole (JP15/USP/INN)
Sulfamethoxazole [USAN:INN:JAN]
Sulfanilamide, N'-(5-methyl-3-isoxazolyl)-
Sulfanilamide, N(1)-(5-methyl-3-isoxazolyl)-
Sulfanilamide, N1-(5-methyl-3-isoxazolyl)-
Sulfanilamide, N1-(5-methyl-3-isoxazolyl)- (8CI)
| Type pH range | xlogP | Des A‑Pol Apolar desolvation (kcal/mol) | Des Pol Polar desolvation (kcal/mol) | H Don H-bond donors | H Acc H-bond acceptors | Chg Net charge | tPSA (Ų) | MWT Molecular weight (g/mol) | RB Rotatable bonds | DL |
|---|---|---|---|---|---|---|---|---|---|---|
| Ref Reference (pH 7) | 0.61 | 1.11 | -55.19 | 2 | 6 | -1 | 100 | 252.275 | 3 | ↓ |
| Lo Low (pH 4.5-6) | 0.61 | 1.11 | -14.38 | 3 | 6 | 0 | 98 | 253.283 | 3 | ↓ |
| Note Type | Comments | Provided By |
|---|---|---|
| Molecular_Solubility | 2.633 | Bitter DB |
| biological_use | . | ZereneX Building Blocks |
| MP | 168 - 170 | Enamine Building Blocks |
| MP | 168...170 | Enamine Building Blocks |
| MP | 170 | TCI |
| ALOGPS_SOLUBILITY | 4.59e-01 g/l | DrugBank-approved |
| purity | 9.500000000000000e+001 | Enamine Building Blocks Enamine Building Blocks |
| Purity | 95% | Fluorochem |
| Purity | 97% | APIChem |
| Therapy | antibacterial, antipneumocystis | SMDC Iconix |
| Target | Antifection | Selleck Chemicals |
| Patent Database Links | EP1283042; EP1514877; EP1537858; EP1538164; EP1625855; EP1717247; US2003105066; US2004254182; US2006235023; US2007190067; US2007202051; US2007202077; US2007203079; US2007207222; US2007231406; US2007243237; US2007249545; US2008241102; US2008255200; WO20050 | ChEBI |
| mechanism | Folate antagonist | IBScreen Bioactives IBScreen Bioactives |
| mechanism | Folate synthesis inhibitor | IBScreen Bioactives |
| Warnings | IRRITANT | Matrix Scientific |
| PUBCHEM_SUBSTANCE_COMMENT | NCC_SAMPLE_SUPPLIER : LightBiologicals; NCC_SUPPLIER_STRUCTURE_ID : S-0380; NCC_SUPPLIER_SAMPLE_COMMENTS : OFF-WHITE POWDER | NIH Clinical Collection via PubChem |
| Target | Others | Selleck Chemicals |
| mechanism | Restrict folate synthesis through competitive antagonism of PABA | IBScreen Bioactives |
| PUBCHEM_SUBSTANCE_COMMENT | SAMPLE_SUPPLIER: LightBiologicals; SUPPLIER_STRUCTURE_ID: S-0380; SUPPLIER_COMMENTS: OFF-WHITE POWDER | NIH Clinical Collection via PubChem |
| biological_use | Sulfonamide bacteriostatic antibiotic | IBScreen Bioactives IBScreen Bioactives |
| biological_use | Used in treatment of respiratory and urinary tract infections | IBScreen Bioactives |
| Code | Description | Organism Class | Affinity (nM) | LE (kcal/mol/atom) | Type |
|---|---|---|---|---|---|
| DYR-1-E | Dihydrofolate Reductase (cluster #1 Of 3), Eukaryotic | Eukaryotes | 100 | 0.58 | Binding ≤ 10μM |
| EDNRA-3-E | Endothelin Receptor ET-A (cluster #3 Of 3), Eukaryotic | Eukaryotes | 4000 | 0.44 | Binding ≤ 10μM |
| Q72874-3-V | Human Immunodeficiency Virus Type 1 Protease (cluster #3 Of 3), Viral | Viruses | 577 | 0.51 | Binding ≤ 10μM |
| Uniprot | Swissprot | Description | Affinity (nM) | LE (kcal/mol/atom) | Type |
|---|---|---|---|---|---|
| DYR_HUMAN | P00374 | Dihydrofolate Reductase, Human | 100 | 0.58 | Binding ≤ 1μM |
| Q72874_9HIV1 | Q72874 | Human Immunodeficiency Virus Type 1 Protease, 9hiv1 | 10.1 | 0.66 | Binding ≤ 1μM |
| DYR_HUMAN | P00374 | Dihydrofolate Reductase, Human | 100 | 0.58 | Binding ≤ 10μM |
| EDNRA_RAT | P26684 | Endothelin Receptor ET-A, Rat | 4000 | 0.44 | Binding ≤ 10μM |
| Q72874_9HIV1 | Q72874 | Human Immunodeficiency Virus Type 1 Protease, 9hiv1 | 10.1 | 0.66 | Binding ≤ 10μM |
| Description | Species |
|---|---|
| E2F mediated regulation of DNA replication | |
| G alpha (q) signalling events | |
| G1/S-Specific Transcription | |
| Metabolism of folate and pterines | |
| Peptide ligand-binding receptors | |
| Tetrahydrobiopterin (BH4) synthesis, recycling, salvage and regulation |
