Structure of PDB 3gyf Chain A Binding Site BS01

Receptor Information
>3gyf Chain A (length=186) Species: 9606 (Homo sapiens) [Search protein sequence] [Download receptor structure] [Download structure with residue number starting from 1] [View receptor structure]
VGSLNCIVAVSQNMGIGKNGDLPWPPLRNEFRYFQRMTTTSSVEGKQNLV
IMGKKTWFSIPEKNRPLKGRINLVLSRELKEPPQGAHFLSRSLDDALKLT
EQPELANKVDMVWIVGGSSVYKEAMNHPGHLKLFVTRIMQDFESDTFFPE
IDLEKYKLLPEYPGVLSDVQEEKGIKYKFEVYEKND
Ligand information
Ligand ID51P
InChIInChI=1S/C16H16N4O2/c1-9(11-5-3-4-6-12(11)21-2)7-10-8-22-15-13(10)14(17)19-16(18)20-15/h3-8H,1-2H3,(H4,17,18,19,20)/b9-7-
InChIKeyJXICVPBZQSPDOK-CLFYSBASSA-N
SMILES
SoftwareSMILES
OpenEye OEToolkits 1.7.0C/C(=C/c1coc2c1c(nc(n2)N)N)/c3ccccc3OC
CACTVS 3.370COc1ccccc1C(C)=Cc2coc3nc(N)nc(N)c23
CACTVS 3.370COc1ccccc1\C(C)=C/c2coc3nc(N)nc(N)c23
ACDLabs 12.01n1c(c2c(nc1N)occ2/C=C(\c3ccccc3OC)C)N
OpenEye OEToolkits 1.7.0CC(=Cc1coc2c1c(nc(n2)N)N)c3ccccc3OC
FormulaC16 H16 N4 O2
Name5-[(1Z)-2-(2-methoxyphenyl)prop-1-en-1-yl]furo[2,3-d]pyrimidine-2,4-diamine
ChEMBLCHEMBL606039
DrugBank
ZINCZINC000038247831
PDB chain3gyf Chain A Residue 187 [Download ligand structure] [Download structure with residue number starting from 1] [View ligand structure]
Receptor-Ligand Complex Structure
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PDB3gyf The Z isomer of 2,4-diaminofuro[2,3-d]pyrimidine antifolate promotes unusual crystal packing in a human dihydrofolate reductase ternary complex.
Resolution1.7 Å
Binding residue
(original residue number in PDB)		I7 V8 A9 E30 F31 F34 S59 I60
Binding residue
(residue number reindexed from 1)		I7 V8 A9 E30 F31 F34 S59 I60
Annotation score1
Binding affinityMOAD: ic50=12.3nM
BindingDB: IC50=1900nM
Enzymatic activity
Catalytic site (original residue number in PDB) L22 E30
Catalytic site (residue number reindexed from 1) L22 E30
Enzyme Commision number 1.5.1.3: dihydrofolate reductase.
Gene Ontology
Molecular Function
GO:0000900 mRNA regulatory element binding translation repressor activity
GO:0003723 RNA binding
GO:0003729 mRNA binding
GO:0004146 dihydrofolate reductase activity
GO:0005542 folic acid binding
GO:0016491 oxidoreductase activity
GO:0050661 NADP binding
GO:0070402 NADPH binding
GO:1990825 sequence-specific mRNA binding
Biological Process
GO:0006729 tetrahydrobiopterin biosynthetic process
GO:0006730 one-carbon metabolic process
GO:0017148 negative regulation of translation
GO:0031103 axon regeneration
GO:0031427 response to methotrexate
GO:0046452 dihydrofolate metabolic process
GO:0046653 tetrahydrofolate metabolic process
GO:0046654 tetrahydrofolate biosynthetic process
GO:0046655 folic acid metabolic process
GO:0051000 positive regulation of nitric-oxide synthase activity
GO:2000121 regulation of removal of superoxide radicals
Cellular Component
GO:0005737 cytoplasm
GO:0005739 mitochondrion
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:3gyf, PDBe:3gyf, PDBj:3gyf
PDBsum3gyf
PubMed19652333
UniProtP00374|DYR_HUMAN Dihydrofolate reductase (Gene Name=DHFR)

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