Structure of PDB 3f1q Chain A Binding Site BS02

Receptor Information
>3f1q Chain A (length=361) Species: 9606 (Homo sapiens) [Search protein sequence] [Download receptor structure] [Download structure with residue number starting from 1] [View receptor structure]
GDERFYAEHLMPTLQGLLDPESAHRLAVRFTSLGLLPFQDSDMLEVRVLG
HKFRNPVGIAAGFDKHGEAVDGLYKMGFGFVEIGSVTPKPQEGNPRPRVF
RLPEDQAVINRYGFNSHGLSVVEHRLRARQQKQAKLTEDGLPLGVNLGKN
KTSVDAAEDYAEGVRVLGPLADYLVVNVSSPNTAGLRSLQGKAELRRLLT
KVLQERDGLRRVHRPAVLVKIAPDLTSQDKEDIASVVKELGIDGLIVTNT
TVSRPAGLQGALRSETGGLSGKPLRDLSTQTIREMYALTQGRVPIIGVGG
VSSGQDALEKIRAGASLVQLYTALTFWGPPVVGKVKRELEALLKEQGFGG
VTDAIGADHRR
Ligand information
Ligand IDBCE
InChIInChI=1S/C17H14N2O2/c1-12(20)16(11-18)17(21)19-15-9-7-14(8-10-15)13-5-3-2-4-6-13/h2-10,20H,1H3,(H,19,21)/b16-12-
InChIKeyMUVPBAIVOHJDOC-VBKFSLOCSA-N
SMILES
SoftwareSMILES
OpenEye OEToolkits 1.5.0CC(=C(C#N)C(=O)Nc1ccc(cc1)c2ccccc2)O
ACDLabs 10.04N#C\C(=C(\O)C)C(=O)Nc2ccc(c1ccccc1)cc2
CACTVS 3.341CC(O)=C(C#N)C(=O)Nc1ccc(cc1)c2ccccc2
OpenEye OEToolkits 1.5.0C/C(=C(\C#N)/C(=O)Nc1ccc(cc1)c2ccccc2)/O
CACTVS 3.341C/C(O)=C(C#N)/C(=O)Nc1ccc(cc1)c2ccccc2
FormulaC17 H14 N2 O2
Name(2Z)-N-biphenyl-4-yl-2-cyano-3-hydroxybut-2-enamide
ChEMBLCHEMBL519160
DrugBankDB07443
ZINCZINC000100035523
PDB chain3f1q Chain A Residue 397 [Download ligand structure] [Download structure with residue number starting from 1] [View ligand structure]
Receptor-Ligand Complex Structure
Global viewLocal viewStructure summary

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PDB3f1q Structure-based design, synthesis, and characterization of inhibitors of human and Plasmodium falciparum dihydroorotate dehydrogenases
Resolution2.0 Å
Binding residue
(original residue number in PDB)		M43 L46 P52 H56 A59 R136 Y356 T360 P364
Binding residue
(residue number reindexed from 1)		M11 L14 P20 H24 A27 R101 Y321 T325 P329
Annotation score1
Binding affinityMOAD: ic50=0.117uM
Enzymatic activity
Catalytic site (original residue number in PDB) G119 N145 F149 S215 N217 T218 K255 N284
Catalytic site (residue number reindexed from 1) G84 N110 F114 S180 N182 T183 K220 N249
Enzyme Commision number 1.3.5.2: dihydroorotate dehydrogenase (quinone).
Gene Ontology
Molecular Function
GO:0004151 dihydroorotase activity
GO:0004152 dihydroorotate dehydrogenase activity
GO:0005515 protein binding
GO:0016491 oxidoreductase activity
GO:0016627 oxidoreductase activity, acting on the CH-CH group of donors
GO:0106430 dihydroorotate dehydrogenase (quinone) activity
Biological Process
GO:0006207 'de novo' pyrimidine nucleobase biosynthetic process
GO:0006221 pyrimidine nucleotide biosynthetic process
GO:0006225 UDP biosynthetic process
GO:0009220 pyrimidine ribonucleotide biosynthetic process
GO:0044205 'de novo' UMP biosynthetic process
Cellular Component
GO:0005654 nucleoplasm
GO:0005737 cytoplasm
GO:0005739 mitochondrion
GO:0005743 mitochondrial inner membrane
GO:0005829 cytosol
GO:0016020 membrane

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Molecular Function
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Biological Process
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Cellular Component
External links
PDB RCSB:3f1q, PDBe:3f1q, PDBj:3f1q
PDBsum3f1q
PubMed19351152
UniProtQ02127|PYRD_HUMAN Dihydroorotate dehydrogenase (quinone), mitochondrial (Gene Name=DHODH)

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