Structure of PDB 3sh2 Chain B Binding Site BS02

Receptor Information
>3sh2 Chain B (length=157) Species: 1280 (Staphylococcus aureus) [Search protein sequence] [Download receptor structure] [Download structure with residue number starting from 1] [View receptor structure]
TLSILVAHDLQRVIGFENQLPWHLPNDLKHVKKLSTGHTLVMGRKTFESI
GKPLPNRRNVVLTSDTSFNVEGVDVIHSIEDIYQLPGHVFIFGGQTLFEE
MIDKVDDMYITVIEGKFRGDTFFPPYTFEDWEVASSVEGKLDEKNTIPHT
FLHLIRK
Ligand information
Ligand ID5DR
InChIInChI=1S/C22H22N4O/c1-3-19-18(21(23)26-22(24)25-19)11-7-10-17-14-16(12-13-20(17)27-2)15-8-5-4-6-9-15/h4-6,8-9,12-14H,3,10H2,1-2H3,(H4,23,24,25,26)
InChIKeyLBQMRSNKEUNXMT-UHFFFAOYSA-N
SMILES
SoftwareSMILES
OpenEye OEToolkits 1.7.2CCc1c(c(nc(n1)N)N)C#CCc2cc(ccc2OC)c3ccccc3
ACDLabs 12.01n3c(c(C#CCc2cc(c1ccccc1)ccc2OC)c(nc3N)N)CC
CACTVS 3.370CCc1nc(N)nc(N)c1C#CCc2cc(ccc2OC)c3ccccc3
FormulaC22 H22 N4 O
Name6-ethyl-5-[3-(4-methoxybiphenyl-3-yl)prop-1-yn-1-yl]pyrimidine-2,4-diamine
ChEMBLCHEMBL1270533
DrugBank
ZINCZINC000064528196
PDB chain3sh2 Chain B Residue 168 [Download ligand structure] [Download structure with residue number starting from 1] [View ligand structure]
Receptor-Ligand Complex Structure
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PDB3sh2 Toward New Therapeutics for Skin and Soft Tissue Infections: Propargyl-Linked Antifolates Are Potent Inhibitors of MRSA and Streptococcus pyogenes.
Resolution2.999 Å
Binding residue
(original residue number in PDB)		L5 V6 A7 L20 D27 L28 V31 I50 F92
Binding residue
(residue number reindexed from 1)		L5 V6 A7 L20 D27 L28 V31 I50 F92
Annotation score1
Binding affinityBindingDB: IC50=2.4nM
Enzymatic activity
Catalytic site (original residue number in PDB) L5 L20 W22 D27 L28 V31 L54 V89 T111
Catalytic site (residue number reindexed from 1) L5 L20 W22 D27 L28 V31 L54 V89 T111
Enzyme Commision number 1.5.1.3: dihydrofolate reductase.
Gene Ontology
Molecular Function
GO:0004146 dihydrofolate reductase activity
GO:0016491 oxidoreductase activity
GO:0050661 NADP binding
Biological Process
GO:0006730 one-carbon metabolic process
GO:0046452 dihydrofolate metabolic process
GO:0046654 tetrahydrofolate biosynthetic process
GO:0046655 folic acid metabolic process
Cellular Component
GO:0005829 cytosol

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Molecular Function
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Biological Process
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Cellular Component
External links
PDB RCSB:3sh2, PDBe:3sh2, PDBj:3sh2
PDBsum3sh2
PubMed22347365
UniProtP0A017|DYR_STAAU Dihydrofolate reductase (Gene Name=folA)

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