Structure of PDB 5jmw Chain A Binding Site BS01

Receptor Information
>5jmw Chain A (length=410) Species: 36329 (Plasmodium falciparum 3D7) [Search protein sequence] [Download receptor structure] [Download structure with residue number starting from 1] [View receptor structure]
PINVAIFGSTGSIGTNALNIIRECNKIENVFNVKALYVNKSVNELYEQAR
EFLPEYLCIHDKSVYEELKELVKNIKDYKPIILCGDEGMKEICSSNSIDK
IVIGIDSFQGLYSTMYAIMNNKIVALANKESIVSAGFFLKKLLNIHKNAK
IIPVDSEHSAIFQCLDNNKVLKTKCLQDNFSKINNINKIFLCSSGGPFQN
LTMDELKNVTSENALKHPKWKMGKKITIDSATMMNKGLEVIETHFLFDVD
YNDIEVIVHKECIIHSCVEFIDKSVISQMYYPDMQIPILYSLTWPDRIKT
NLKPLDLAQVSTLTFHKPSLEHFPCIKLAYQAGIKGNFYPTVLNASNEIA
NNLFLNNKIKYFDISSIISQVLESFNSQKVSENSEDLMKQILQIHSWAKD
KATDIYNKHN
Ligand information
Ligand IDL50
InChIInChI=1S/C15H24NO5P/c1-12-6-8-13(9-7-12)4-3-5-14(11-22(19,20)21)10-15(17)16(2)18/h6-9,14,18H,3-5,10-11H2,1-2H3,(H2,19,20,21)/t14-/m1/s1
InChIKeyPCPXBXKPZNRAMA-CQSZACIVSA-N
SMILES
SoftwareSMILES
CACTVS 3.385CN(O)C(=O)C[C@@H](CCCc1ccc(C)cc1)C[P](O)(O)=O
ACDLabs 12.01O=P(O)(O)CC(CC(=O)N(C)O)CCCc1ccc(cc1)C
OpenEye OEToolkits 2.0.4Cc1ccc(cc1)CCC[C@H](CC(=O)N(C)O)CP(=O)(O)O
CACTVS 3.385CN(O)C(=O)C[CH](CCCc1ccc(C)cc1)C[P](O)(O)=O
OpenEye OEToolkits 2.0.4Cc1ccc(cc1)CCCC(CC(=O)N(C)O)CP(=O)(O)O
FormulaC15 H24 N O5 P
Name[(2R)-2-{2-[hydroxy(methyl)amino]-2-oxoethyl}-5-(4-methylphenyl)pentyl]phosphonic acid
ChEMBL
DrugBank
ZINCZINC000584905593
PDB chain5jmw Chain A Residue 501 [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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PDB5jmw Targeting an Aromatic Hotspot in Plasmodium falciparum 1-Deoxy-d-xylulose-5-phosphate Reductoisomerase with beta-Arylpropyl Analogues of Fosmidomycin.
Resolution1.55 Å
Binding residue
(original residue number in PDB)		S232 S269 S270 W296 M298 S306 N311 K312 H341 P358 D359
Binding residue
(residue number reindexed from 1)		S156 S193 S194 W220 M222 S230 N235 K236 H265 P282 D283
Annotation score1
Binding affinityMOAD: ic50=0.175uM
PDBbind-CN: -logKd/Ki=6.76,IC50=0.175uM
Enzymatic activity
Enzyme Commision number 1.1.1.267: 1-deoxy-D-xylulose-5-phosphate reductoisomerase.
Gene Ontology
Molecular Function
GO:0030604 1-deoxy-D-xylulose-5-phosphate reductoisomerase activity
GO:0046872 metal ion binding
GO:0070402 NADPH binding
Biological Process
GO:0008299 isoprenoid biosynthetic process

View graph for
Molecular Function
View graph for
Biological Process
External links
PDB RCSB:5jmw, PDBe:5jmw, PDBj:5jmw
PDBsum5jmw
PubMed27487410
UniProtQ8IKG4|DXR_PLAF7 1-deoxy-D-xylulose 5-phosphate reductoisomerase, apicoplastic (Gene Name=DXR)

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