Trimethoprim sulfateProduct ingredient for Trimethoprim

Name
Trimethoprim sulfate
Drug Entry
Trimethoprim

Trimethoprim is an antifolate antibacterial agent that inhibits bacterial dihydrofolate reductase (DHFR), a critical enzyme that catalyzes the formation of tetrahydrofolic acid (THF) - in doing so, it prevents the synthesis of bacterial DNA and ultimately continued bacterial survival.14 Trimethoprim is often used in combination with sulfamethoxazole due to their complementary and synergistic mechanisms but may be used as a monotherapy in the treatment and/or prophylaxis of urinary tract infections.14,16 It is structurally and chemically related to pyrimethamine, another antifolate antimicrobial used in the treatment of plasmodial infections.11

Accession Number
DBSALT001471
Structure
Synonyms
Not Available
UNII
E377MF8EQ8
CAS Number
56585-33-2
Weight
Average: 678.72
Monoisotopic: 678.24316063
Chemical Formula
C28H38N8O10S
InChI Key
UILMMYFRNCCPLK-UHFFFAOYSA-N
InChI
InChI=1S/2C14H18N4O3.H2O4S/c2*1-19-10-5-8(6-11(20-2)12(10)21-3)4-9-7-17-14(16)18-13(9)15;1-5(2,3)4/h2*5-7H,4H2,1-3H3,(H4,15,16,17,18);(H2,1,2,3,4)
IUPAC Name
bis(5-[(3,4,5-trimethoxyphenyl)methyl]pyrimidine-2,4-diamine); sulfuric acid
SMILES
OS(O)(=O)=O.COC1=CC(CC2=CN=C(N)N=C2N)=CC(OC)=C1OC.COC1=CC(CC2=CN=C(N)N=C2N)=CC(OC)=C1OC
ChemSpider
58463
ChEMBL
CHEMBL2110367
Wikipedia
Trimethoprim
Predicted Properties
PropertyValueSource
Water Solubility0.615 mg/mLALOGPS
logP1.26ALOGPS
logP1.28Chemaxon
logS-2.7ALOGPS
pKa (Strongest Acidic)17.33Chemaxon
pKa (Strongest Basic)7.16Chemaxon
Physiological Charge1Chemaxon
Hydrogen Acceptor Count7Chemaxon
Hydrogen Donor Count2Chemaxon
Polar Surface Area105.51 Å2Chemaxon
Rotatable Bond Count10Chemaxon
Refractivity81.51 m3·mol-1Chemaxon
Polarizability29.71 Å3Chemaxon
Number of Rings4Chemaxon
Bioavailability1Chemaxon
Rule of FiveNoChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleYesChemaxon