Structure of PDB 3u2o Chain A Binding Site BS02

Receptor Information
>3u2o Chain A (length=366) Species: 9606 (Homo sapiens) [Search protein sequence] [Download receptor structure] [Download structure with residue number starting from 1] [View receptor structure]
MATGDERFYAEHLMPTLQGLLDPESAHRLAVRFTSLGLLPRARFQDSDML
EVRVLGHKFRNPVGIAAGFDKHGEAVDGLYKMGFGFVEIGSVTPKPQEGN
PRPRVFRLPEDQAVINRYGFNSHGLSVVEHRLRARQQKQAKLTEDGLPLG
VNLGKNKTSVDAAEDYAEGVRVLGPLADYLVVNVSSPNTAGLRSLQGKAE
LRRLLTKVLQERDGLRRVHRPAVLVKIAPDLTSQDKEDIASVVKELGIDG
LIVTNTTVSRPAGLQGALRSETGGLSGKPLRDLSTQTIREMYALTQGRVP
IIGVGGVSSGQDALEKIRAGASLVQLYTALTFWGPPVVGKVKRELEALLK
EQGFGGVTDAIGADHR
Ligand information
Ligand ID03U
InChIInChI=1S/C20H17FN2O4/c1-3-18(24)17(11-22)19(25)23-14-8-9-15(16(10-14)20(26)27-2)12-4-6-13(21)7-5-12/h4-10,24H,3H2,1-2H3,(H,23,25)/b18-17-
InChIKeyIYKUBGQVTQQVJG-ZCXUNETKSA-N
SMILES
SoftwareSMILES
ACDLabs 12.01O=C(Nc1cc(c(cc1)c2ccc(F)cc2)C(=O)OC)C(/C#N)=C(\O)CC
CACTVS 3.370CCC(/O)=C(C#N)/C(=O)Nc1ccc(c2ccc(F)cc2)c(c1)C(=O)OC
OpenEye OEToolkits 1.7.2CCC(=C(C#N)C(=O)Nc1ccc(c(c1)C(=O)OC)c2ccc(cc2)F)O
OpenEye OEToolkits 1.7.2CC/C(=C(\C#N)/C(=O)Nc1ccc(c(c1)C(=O)OC)c2ccc(cc2)F)/O
CACTVS 3.370CCC(O)=C(C#N)C(=O)Nc1ccc(c2ccc(F)cc2)c(c1)C(=O)OC
FormulaC20 H17 F N2 O4
Namemethyl 4-{[(2Z)-2-cyano-3-hydroxypent-2-enoyl]amino}-4'-fluorobiphenyl-2-carboxylate
ChEMBLCHEMBL1929435
DrugBank
ZINCZINC000101459807
PDB chain3u2o Chain A Residue 1 [Download ligand structure] [Download structure with residue number starting from 1] [View ligand structure]
Receptor-Ligand Complex Structure
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PDB3u2o Biaryl analogues of teriflunomide as potent DHODH inhibitors.
Resolution2.18 Å
Binding residue
(original residue number in PDB)		M43 L46 P52 H56 A59 F62 L68 F98 M111 Y356 T360 P364
Binding residue
(residue number reindexed from 1)		M14 L17 P23 H27 A30 F33 L39 F69 M82 Y327 T331 P335
Annotation score1
Binding affinityMOAD: ic50=110nM
Enzymatic activity
Catalytic site (original residue number in PDB) G119 N145 F149 S215 N217 T218 K255 N284
Catalytic site (residue number reindexed from 1) G90 N116 F120 S186 N188 T189 K226 N255
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:3u2o, PDBe:3u2o, PDBj:3u2o
PDBsum3u2o
PubMed22078215
UniProtQ02127|PYRD_HUMAN Dihydroorotate dehydrogenase (quinone), mitochondrial (Gene Name=DHODH)

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