Structure of PDB 3hf8 Chain A Binding Site BS02

Receptor Information
>3hf8 Chain A (length=274) Species: 9606 (Homo sapiens) [Search protein sequence] [Download receptor structure] [Download structure with residue number starting from 1] [View receptor structure]
SVPWFPKKISDLDHCANRDNVYRKRRKYFADLAMNYKHGDPIPKVEFTEE
EIKTWGTVFRELNKLYPTHACREYLKNLPLLSKYCGYREDNIPQLEDVSN
FLKERTGFSIRPVAGYLSPRDFLSGLAFRVFHCTQYVRHSSDPFYTPEPD
TCHELLGHVPLLAEPSFAQFSQEIGLASLGASEEAVQKLATCYFFTVEFG
LCKQDGQLRVFGAGLLSSISELKHALSGHAKVKPFDPKITCKQECLITTF
QDVYFVSESFEDAKEKMREFTKTI
Ligand information
Ligand IDML0
InChIInChI=1S/C27H22F4N4O3/c28-20-3-1-2-19(13-20)16-8-10-18(11-9-16)24(27(29,30)31)38-23-14-22(34-26(33)35-23)17-6-4-15(5-7-17)12-21(32)25(36)37/h1-11,13-14,21,24H,12,32H2,(H,36,37)(H2,33,34,35)/t21-,24+/m0/s1
InChIKeyJZWUKILTKYJLCN-XUZZJYLKSA-N
SMILES
SoftwareSMILES
OpenEye OEToolkits 1.5.0c1cc(cc(c1)F)c2ccc(cc2)[C@H](C(F)(F)F)Oc3cc(nc(n3)N)c4ccc(cc4)C[C@@H](C(=O)O)N
OpenEye OEToolkits 1.5.0c1cc(cc(c1)F)c2ccc(cc2)C(C(F)(F)F)Oc3cc(nc(n3)N)c4ccc(cc4)CC(C(=O)O)N
CACTVS 3.341N[CH](Cc1ccc(cc1)c2cc(O[CH](c3ccc(cc3)c4cccc(F)c4)C(F)(F)F)nc(N)n2)C(O)=O
ACDLabs 10.04Fc1cccc(c1)c2ccc(cc2)C(Oc4nc(nc(c3ccc(cc3)CC(C(=O)O)N)c4)N)C(F)(F)F
CACTVS 3.341N[C@@H](Cc1ccc(cc1)c2cc(O[C@H](c3ccc(cc3)c4cccc(F)c4)C(F)(F)F)nc(N)n2)C(O)=O
FormulaC27 H22 F4 N4 O3
Name4-{2-amino-6-[(1R)-2,2,2-trifluoro-1-(3'-fluorobiphenyl-4-yl)ethoxy]pyrimidin-4-yl}-L-phenylalanine;
(S)-2-Amino-3-(4-{2-amino-6-[(S)-1-(3'-fluoro-biphenyl-4-yl)-ethoxy]-pyrimidin-4-yl}-phenyl)-propionic acid
ChEMBL
DrugBank
ZINCZINC000042852084
PDB chain3hf8 Chain A Residue 401 [Download ligand structure] [Download structure with residue number starting from 1] [View ligand structure]
Receptor-Ligand Complex Structure
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PDB3hf8 Mechanism of Inhibition of Novel Tryptophan Hydroxylase Inhibitors Revealed by Co-crystal Structures and Kinetic Analysis.
Resolution1.85 Å
Binding residue
(original residue number in PDB)		Y235 L236 S237 P238 R257 Y264 T265 P266 E267 P268 H272 F313 E317 S336 S337 C364 I366
Binding residue
(residue number reindexed from 1)		Y116 L117 S118 P119 R138 Y145 T146 P147 E148 P149 H153 F194 E198 S217 S218 C245 I247
Annotation score1
Binding affinityMOAD: Ki=0.31uM
PDBbind-CN: -logKd/Ki=6.51,Ki=0.31uM
Enzymatic activity
Catalytic site (original residue number in PDB) H272 H277 E317 S336
Catalytic site (residue number reindexed from 1) H153 H158 E198 S217
Enzyme Commision number 1.14.16.4: tryptophan 5-monooxygenase.
Gene Ontology
Molecular Function
GO:0004497 monooxygenase activity
GO:0005506 iron ion binding
GO:0016714 oxidoreductase activity, acting on paired donors, with incorporation or reduction of molecular oxygen, reduced pteridine as one donor, and incorporation of one atom of oxygen
Biological Process
GO:0009072 aromatic amino acid metabolic process

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Molecular Function
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Biological Process
External links
PDB RCSB:3hf8, PDBe:3hf8, PDBj:3hf8
PDBsum3hf8
PubMed20556201
UniProtP17752|TPH1_HUMAN Tryptophan 5-hydroxylase 1 (Gene Name=TPH1)

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