Trimethoprim

Entry

D00145                      Drug

Name

Trimethoprim (JAN/USP/INN);
Proloprim (TN);
Trimpex (TN)

Product

TRIMETHOPRIM (Golden State Medical Supply), TRIMETHOPRIM (Mayne Pharma)

Generic

TRIMETHOPRIM (Bryant Ranch Prepack), TRIMETHOPRIM (Lupin Pharmaceuticals), TRIMETHOPRIM (Novel Laboratories)

Formula

C14H18N4O3

Exact mass

290.1379

Mol weight

290.3177

Structure

Simcomp

Class

Antibacterial
DG01581 Trimethoprim antibacterial
Metabolizing enzyme inhibitor
DG01641 CYP2C8 inhibitor

Remark

Same as:

C01965

ATC code:

J01EA01

Chemical structure group:

DG00595

Product (DG00595):

D00145<US>

Product (mixture):

D00285<JP/US> D11086<US>

Efficacy

Antibacterial, Folic acid biosynthesis inhibitor

Disease

Uncomplicated urinary tract infections [DS:H01176]

Target

dihydrofolate reductase [KO:K13938]

Pathway

ko00670

One carbon pool by folate

ko00790

Folate biosynthesis

Interaction

CYP inhibition: CYP2C8 [HSA:1558]

Brite

Anatomical Therapeutic Chemical (ATC) classification [BR:br08303]
J ANTIINFECTIVES FOR SYSTEMIC USE
  J01 ANTIBACTERIALS FOR SYSTEMIC USE
   J01E SULFONAMIDES AND TRIMETHOPRIM
    J01EA Trimethoprim and derivatives
     J01EA01 Trimethoprim
      D00145  Trimethoprim (JAN/USP/INN) <US>
USP drug classification [BR:br08302]
Antibacterials
  Antibacterials, Other
   Trimethoprim
    D00145  Trimethoprim (JAN/USP/INN)
Drug groups [BR:br08330]
Antibacterial
  DG01581  Trimethoprim antibacterial
   DG00595  Trimethoprim
    D00145  Trimethoprim
Metabolizing enzyme inhibitor
  DG01641  CYP2C8 inhibitor
   DG00595  Trimethoprim
    D00145  Trimethoprim
Antimicrobials [BR:br08307]
Antibacterials
  Folic acid biosynthesis inhibitor
   Trimethoprim
    D00145  Trimethoprim (JAN/USP/INN) <US>
Drug metabolizing enzymes and transporters [br08309.html]
Drug metabolizing enzymes
  D00145
Drug groups [BR:br08330]
Antibacterial
  DG01581  Trimethoprim antibacterial
   DG00595  Trimethoprim
Metabolizing enzyme inhibitor
  DG01641  CYP2C8 inhibitor
   DG00595  Trimethoprim
Antimicrobials abbreviations [BR:br08327]
Antibacterials
  Folic acid biosynthesis inhibitor
   Trimethoprim
    DG00595  Trimethoprim

Other DBs

CAS:

738-70-5

PubChem:

7847213

ChEBI:

45924

PDB-CCD:

TOP[PDBj] TRR[PDBj]

LigandBox:

D00145

NIKKAJI:

J9.454D

KCF data

ATOM        21
            1   C8y C    15.9128  -15.6038
            2   C1b C    17.1236  -16.2959
            3   C8x C    14.6954  -16.3150
            4   C8x C    15.9128  -14.1943
            5   C8y C    18.3218  -15.5974
            6   C8y C    13.4846  -15.6038
            7   C8y C    14.6954  -13.4961
            8   C8y C    19.5327  -16.3085
            9   C8x C    18.3218  -14.1880
            10  C8y C    13.4846  -14.1943
            11  O2a O    12.2737  -16.2959
            12  O2a O    14.6891  -12.1057
            13  N5x N    20.7563  -15.5974
            14  N1a N    19.5262  -17.6988
            15  N5x N    19.5327  -13.4896
            16  O2a O    12.2800  -13.5661
            17  C1a C    11.0757  -15.5909
            18  C1a C    15.8936  -11.4010
            19  C8y C    20.7563  -14.1880
            20  C1a C    12.2800  -12.1057
            21  N1a N    21.9609  -13.4833
BOND        22
            1     1   2 1
            2     1   3 1
            3     1   4 2
            4     2   5 1
            5     3   6 2
            6     4   7 1
            7     5   8 2
            8     5   9 1
            9     6  10 1
            10    6  11 1
            11    7  12 1
            12    8  13 1
            13    8  14 1
            14    9  15 2
            15   10  16 1
            16   11  17 1
            17   12  18 1
            18   13  19 2
            19   16  20 1
            20   19  21 1
            21    7  10 2
            22   15  19 1