Responsive image

Common name


Trimethoprim

IUPAC name


5-[(3,4,5-trimethoxyphenyl)methyl]pyrimidine-2,4-diamine

SMILES


COC1=CC(CC2=CN=C(N)N=C2N)=CC(OC)=C1OC

Compound class


Antimalarials; Folic Acid Antagonists; Anti-Infective Agents; Anti-Infective Agents, Urinary; Antibacterials for Systemic Use; Antiinfectives for Systemic Use; Antibacterials for Intramammary Use; Sulfonamides and Trimethoprim; Sulfonamides and Trimethoprim Incl. Derivatives; Trimethoprim and Derivatives; Sulfonamides and Trimethoprim for Intramammary Use; Cytochrome P-450 CYP2C9 Inhibitors; Cytochrome P-450 CYP2C8 Inhibitors; Cytochrome P-450 CYP2C9 Inducers; Cytochrome P-450 CYP2C8 Inducers; CYP3A4 Inhibitors;

Therapeutic area


For the treatment of urinary tract infections, uncomplicated pyelonephritis (with sulfamethoxazole) and mild acute prostatitis. May be used as pericoital (with sulfamethoxazole) or continuous prophylaxis in females with recurrent cystitis. May be used as an alternative to treat asymptomatic bacteriuria during pregnancy (only before the last 6 weeks of pregnancy). Other uses include: alternative agent in respiratory tract infections (otitis, sinusitus, bronchitis and pneumonia), treatment of Pneumocystis jirovecii pneumonia (acute or prophylaxis), Nocardia infections, and traveller's diarrhea.

Common name


Trimethoprim

IUPAC name


5-[(3,4,5-trimethoxyphenyl)methyl]pyrimidine-2,4-diamine

SMILES


COC1=CC(CC2=CN=C(N)N=C2N)=CC(OC)=C1OC

INCHI


InChI=1S/C14H18N4O3/c1-19-10-5-8(6-11(20-2)12(10)21-3)4-9-7-17-14(16)18-13(9)15/h5-7H,4H2,1-3H3,(H4,15,16,17,18)

FORMULA


C14H18N4O3

Responsive image

Common name


Trimethoprim

IUPAC name


5-[(3,4,5-trimethoxyphenyl)methyl]pyrimidine-2,4-diamine

Molecular weight


290.318

clogP


1.409

clogS


-3.779

HBond Acceptor


5

HBond Donor


4

Total Polar
Surface Area


105.51

Number of Rings


2

Rotatable Bond


5

Drug ID Common name Structure CAS SMILE Frequency
FDBF00005 benzene Responsive image c1ccccc1 0.2824
FDBF00023 toluene Responsive image c1(ccccc1)C 0.1268
FDBF00211 anisole Responsive image COc1ccccc1 0.0423
FDBF00218 1-methoxy-4-methyl-benzene Responsive image O(C)c1ccc(cc1)C 0.0113
FDBF00296 1,3-dimethoxybenzene Responsive image c1cc(cc(c1)OC)OC 0.0041
FDBF00297 1,2-dimethoxybenzene Responsive image O(C)c1ccccc1OC 0.0093
FDBF00298 1,2,3-trimethoxybenzene Responsive image O(C)c1c(cccc1OC)OC 0.0034
FDBF00958 1-methoxy-3-methyl-benzene Responsive image Cc1cccc(c1)OC 0.0038
FDBF00960 1,2-dimethoxy-4-methyl-benzene Responsive image Cc1ccc(c(c1)OC)OC 0.0031
FDBF00961 1,2,3-trimethoxy-5-methyl-benzene Responsive image Cc1cc(c(c(c1)OC)OC)OC 0.0010
11 , 2