BindingDB BDBM18069 5-[(3,4,5-trimethoxyphenyl)methyl]pyrimidine-2,4-diamine::CHEMBL22::TMP::Trimethoprim::Trimethoprim (TMP)::US10870625, Compound TMP

BDBM18069 5-[(3,4,5-trimethoxyphenyl)methyl]pyrimidine-2,4-diamine::CHEMBL22::TMP::Trimethoprim::Trimethoprim (TMP)::US10870625, Compound TMP

SMILES COc1cc(Cc2cnc(N)nc2N)cc(OC)c1OC

InChI Key InChIKey=IEDVJHCEMCRBQM-UHFFFAOYSA-N

Data 54 KI 225 IC50 1 EC50

PDB links: 28 PDB IDs match this monomer.

Activity Spreadsheet -- Enzyme Inhibition Constant Data from BindingDB

Found 7 hits for monomerid = 18069

Dihydrofolate reductase(Homo sapiens (Human))
Harvard Medical School

Curated by ChEMBL

BDBM18069(5-[(3,4,5-trimethoxyphenyl)methyl]pyrimidine-2,4-d...)

IC50: 2.80E+3nMAssay Description:Concentration required to inhibit the Toxoplasma gondii Dihydrofolate reductase by 50% was determined; Range : 2400-3300More data for this Ligand-Target Pair

PDB MMDB NCI pathway Reactome pathway KEGG
UniProtKB/SwissProt
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3D Structure (crystal)

Dihydrofolate reductase(Rattus norvegicus (rat))
Harvard Medical School

Curated by ChEMBL

BDBM18069(5-[(3,4,5-trimethoxyphenyl)methyl]pyrimidine-2,4-d...)

IC50: 1.80E+5nMAssay Description:Concentration required to inhibit the rat liver Dihydrofolate reductase by 50% was determined; Range: 160000-210000More data for this Ligand-Target Pair

PDB MMDB Reactome pathway KEGG
UniProtKB/SwissProt
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3D Structure (crystal)

Dihydrofolate reductase(Homo sapiens (Human))
Harvard Medical School

Curated by ChEMBL

BDBM18069(5-[(3,4,5-trimethoxyphenyl)methyl]pyrimidine-2,4-d...)

IC50: 1.30E+4nMAssay Description:Concentration required to inhibit the Pneumocystis carinii Dihydrofolate reductase by 50% was determined; Range : 10000-16000More data for this Ligand-Target Pair

PDB MMDB NCI pathway Reactome pathway KEGG
UniProtKB/SwissProt
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PDB

3D Structure (crystal)

Dihydrofolate reductase(Homo sapiens (Human))
Harvard Medical School

Curated by ChEMBL

BDBM18069(5-[(3,4,5-trimethoxyphenyl)methyl]pyrimidine-2,4-d...)

IC50: 46nMAssay Description:Concentration required to inhibit the Pneumocystis carinii Dihydrofolate reductase by 50% was determined (reported by workers at Hoffman-LaRoche)More data for this Ligand-Target Pair

PDB MMDB NCI pathway Reactome pathway KEGG
UniProtKB/SwissProt
B.MOAD DrugBank antibodypedia GoogleScholar

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CHEMBL DrugBank MCE
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PDB

3D Structure (crystal)

Dihydrofolate reductase(Homo sapiens (Human))
Harvard Medical School

Curated by ChEMBL

BDBM18069(5-[(3,4,5-trimethoxyphenyl)methyl]pyrimidine-2,4-d...)

IC50: 900nMAssay Description:Concentration required to inhibit the human Dihydrofolate reductase by 50% was determined (reported by workers at Hoffman-LaRoche)More data for this Ligand-Target Pair

PDB MMDB NCI pathway Reactome pathway KEGG
UniProtKB/SwissProt
B.MOAD DrugBank antibodypedia GoogleScholar

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CHEMBL DrugBank MCE
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Details Article PubMed DrugBank
PDB

3D Structure (crystal)

Dihydrofolate reductase(Homo sapiens (Human))
Harvard Medical School

Curated by ChEMBL

BDBM18069(5-[(3,4,5-trimethoxyphenyl)methyl]pyrimidine-2,4-d...)

IC50: 900nMAssay Description:Concentration required to inhibit the human Dihydrofolate reductase by 50% was determined (reported by workers at Hoffman-LaRoche)More data for this Ligand-Target Pair

PDB MMDB NCI pathway Reactome pathway KEGG
UniProtKB/SwissProt
B.MOAD DrugBank antibodypedia GoogleScholar

Purchase ChEBI
CHEMBL DrugBank MCE
KEGG MMDB PC cid PC sid PDB Patents Similars

Details Article PubMed DrugBank
PDB

3D Structure (crystal)

Dihydrofolate reductase(Homo sapiens (Human))
Harvard Medical School

Curated by ChEMBL

BDBM18069(5-[(3,4,5-trimethoxyphenyl)methyl]pyrimidine-2,4-d...)

IC50: 300nMAssay Description:Concentration required to inhibit the Mycobacterium avium Dihydrofolate reductase by 50% was determined; Range : 260-350More data for this Ligand-Target Pair

PDB MMDB NCI pathway Reactome pathway KEGG
UniProtKB/SwissProt
B.MOAD DrugBank antibodypedia GoogleScholar

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CHEMBL DrugBank MCE
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PDB

3D Structure (crystal)

Filter my 276 hits

Targets 14▿
- Dihydrofolate reductase 204
- Bifunctional dihydrofolate reductase-thymidylate synthase 55
- Potassium voltage-gated channel subfamily H member 2 3
- Bile salt export pump 3
- Solute carrier family 22 member 1 2
- ATP-binding cassette sub-family C member 3 1
- ATP-binding cassette sub-family C member 4 1
- Dihydrofolate reductase type 1 from Tn4003 1
- Dihydrofolate reductase [F98Y] 1
- ATP-binding cassette sub-family C member 2 1
- Trace amine-associated receptor 5 1
- Protein-arginine deiminase type-4 1
- Cytochrome P450 2J2 1
- NH(3)-dependent NAD(+) synthetase 1
Publications 50▿
- J Med Chem 47: 2475-85 (2004) 7
- J Med Chem 41: 3426-34 (1998) 7
- J Med Chem 47: 1475-86 (2004) 7
- J Med Chem 50: 3046-3053 (2007) 6
- J Med Chem 46: 2304-12 (2003) 6
- Bioorg Med Chem Lett 13: 4217-21 (2003) 5
- J Med Chem 50: 3283-9 (2007) 5
- J Med Chem 42: 4300-12 (1999) 4
- Cell Chem Biol 23: 1458-1467 (2016) 4
- J Med Chem 46: 1726-36 (2003) 4
- Eur J Med Chem 210: (2021) 4
- J Med Chem 42: 4853-60 (1999) 4
- J Med Chem 48: 4420-31 (2005) 4
- Bioorg Med Chem 18: 953-61 (2010) 4
- J Med Chem 47: 345-54 (2004) 4
- J Med Chem 25: 435-40 (1982) 4
- Interscience Conference on Antimicrobial Agents in Chemotherapy 1-1 (2006) 4
- J Med Chem 45: 1244-52 (2002) 4
- J Med Chem 45: 5173-81 (2002) 4
- Toxicol Sci 136: 216-41 (2013) 4
- J Med Chem 38: 1778-85 (1995) 4
- J Med Chem 45: 233-41 (2001) 4
- J Med Chem 40: 1173-7 (1997) 3
- J Med Chem 51: 6195-200 (2008) 3
- J Med Chem 41: 1263-71 (1998) 3
- Bioorg Med Chem Lett 13: 2493-6 (2003) 3
- J Med Chem 41: 913-8 (1998) 3
- J Med Chem 46: 591-600 (2003) 3
- J Med Chem 40: 479-85 (1997) 3
- J Med Chem 39: 1271-80 (1996) 3
- J Med Chem 39: 1438-46 (1996) 3
- Antimicrob Agents Chemother 48: 4643-9 (2004) 3
- J Med Chem 51: 68-76 (2008) 3
- J Med Chem 38: 3660-8 (1995) 3
- J Med Chem 42: 2447-55 (1999) 3
- J Med Chem 39: 1836-45 (1996) 3
- J Med Chem 38: 2615-20 (1995) 3
- J Med Chem 44: 1993-2003 (2001) 3
- J Med Chem 23: 535-41 (1980) 3
- J Med Chem 37: 4522-8 (1995) 3
- J Med Chem 51: 5789-97 (2008) 3
- J Med Chem 44: 2391-402 (2001) 3
- Bioorg Med Chem Lett 16: 4366-70 (2006) 3
- J Med Chem 51: 4589-600 (2008) 3
- J Med Chem 42: 1007-17 (1999) 3
- J Med Chem 40: 3694-9 (1997) 3
- J Med Chem 41: 1409-16 (1998) 3
- J Med Chem 36: 3437-43 (1993) 3
- J Med Chem 38: 745-52 (1995) 3
- J Med Chem 52: 4892-902 (2009) 3
- ...
Institutions 17▿
- Duquesne University 73
- Harvard Medical School 42
- Southern Research Institute 8
- National Center For Genetic Engineering And Biotechnology At Thailand 8
- TBA 7
- Institute 6
- F. Hoffmann-La Roche 6
- Gsk 5
- Comsats University Islamabad 4
- Arpida 4
- Amgen 4
- University of Connecticut 4
- Cardiff University 4
- Oklahoma State University At Stillwater 3
- Uppsala University 3
- Mcmaster University 3
- Dartmouth College 3
- ...
Affinity: 0.0060 to 7.5E+6 nM▿
- Ki 54
- IC50 225
- EC50 1
- Affinity ≤ nM
Xtal structures: 1
Docked structures: 3
Catalog Cmpds: 1