Structure of PDB 3hf6 Chain A Binding Site BS02

Receptor Information
>3hf6 Chain A (length=280) Species: 9606 (Homo sapiens) [Search protein sequence] [Download receptor structure] [Download structure with residue number starting from 1] [View receptor structure]
SVPWFPKKISDLDHCLDADHPGFKDNVYRKRRKYFADLAMNYKHGDPIPK
VEFTEEEIKTWGTVFRELNKLYPTHACREYLKNLPLLSKYCGYREDNIPQ
LEDVSNFLKERTGFSIRPVAGYLSPRDFLSGLAFRVFHCTQYVRHSSDPF
YTPEPDTCHELLGHVPLLAEPSFAQFSQEIGLASLGASEEAVQKLATCYF
FTVEFGLCKQDGQLRVFGAGLLSSISELKHALSGHAKVKPFDPKITCKQE
CLITTFQDVYFVSESFEDAKEKMREFTKTI
Ligand information
Ligand IDLX0
InChIInChI=1S/C24H24N6O2/c1-14(18-11-10-16-4-2-3-5-19(16)13-18)27-24-29-21(28-23(26)30-24)17-8-6-15(7-9-17)12-20(25)22(31)32/h2-11,13-14,20H,12,25H2,1H3,(H,31,32)(H3,26,27,28,29,30)/t14-,20+/m1/s1
InChIKeyUXYOCRLZKBFANG-VLIAUNLRSA-N
SMILES
SoftwareSMILES
CACTVS 3.341C[C@@H](Nc1nc(N)nc(n1)c2ccc(C[C@H](N)C(O)=O)cc2)c3ccc4ccccc4c3
OpenEye OEToolkits 1.5.0CC(c1ccc2ccccc2c1)Nc3nc(nc(n3)N)c4ccc(cc4)CC(C(=O)O)N
OpenEye OEToolkits 1.5.0C[C@H](c1ccc2ccccc2c1)Nc3nc(nc(n3)N)c4ccc(cc4)C[C@@H](C(=O)O)N
ACDLabs 10.04O=C(O)C(N)Cc4ccc(c1nc(nc(n1)NC(c3cc2ccccc2cc3)C)N)cc4
CACTVS 3.341C[CH](Nc1nc(N)nc(n1)c2ccc(C[CH](N)C(O)=O)cc2)c3ccc4ccccc4c3
FormulaC24 H24 N6 O2
Name4-(4-amino-6-{[(1R)-1-naphthalen-2-ylethyl]amino}-1,3,5-triazin-2-yl)-L-phenylalanine
ChEMBLCHEMBL470084
DrugBank
ZINCZINC000040395096
PDB chain3hf6 Chain A Residue 401 [Download ligand structure] [Download structure with residue number starting from 1] [View ligand structure]
Receptor-Ligand Complex Structure
Global viewLocal viewStructure summary

[Spin on] [Spin off] [Reset]
[High quality] [Low quality]
[White background] [Black background]
[Spin on] [Spin off] [Reset]
[High quality] [Low quality]
[White background] [Black background]
PDB3hf6 Mechanism of Inhibition of Novel Tryptophan Hydroxylase Inhibitors Revealed by Co-crystal Structures and Kinetic Analysis
Resolution1.8 Å
Binding residue
(original residue number in PDB)		G234 Y235 R257 Y264 T265 P266 E267 P268 H272 F313 E317 S336 S337
Binding residue
(residue number reindexed from 1)		G121 Y122 R144 Y151 T152 P153 E154 P155 H159 F200 E204 S223 S224
Annotation score1
Binding affinityMOAD: ic50=0.026uM
PDBbind-CN: -logKd/Ki=7.59,IC50=0.026uM
BindingDB: IC50=26nM
Enzymatic activity
Catalytic site (original residue number in PDB) H272 H277 E317 S336
Catalytic site (residue number reindexed from 1) H159 H164 E204 S223
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

View graph for
Molecular Function
View graph for
Biological Process
External links
PDB RCSB:3hf6, PDBe:3hf6, PDBj:3hf6
PDBsum3hf6
PubMed19631532
UniProtP17752|TPH1_HUMAN Tryptophan 5-hydroxylase 1 (Gene Name=TPH1)

[Back to BioLiP]