Structure of PDB 3fx4 Chain A Binding Site BS01

Receptor Information

>3fx4 Chain A (length=325) Species: 9823 (Sus scrofa)

MAASCVLLHTGQKMPLIGLGTWKSEPGQVKAAIKYALTVGYRHIDCAAIY
GNELEIGEALQETVGPGKAVPREELFVTSKLWNTKHHPEDVEPALRKTLA
DLQLEYLDLYLMHWPYAFERGDNPFPKNADGTIRYDATHYKDTWKALEAL
VAKGLVRALGLSNFSSRQIDDVLSVASVRPAVLQVECHPYLAQNELIAHC
QARGLEVTAYSPLGSSDRAWRDPNEPVLLEEPVVQALAEKYNRSPAQILL
RWQVQRKVICIPKSVTPSRILQNIQVFDFTFSPEEMKQLDALNKNLRFIV
PMLTVDGKRVPRDAGHPLYPFNDPY

Ligand information

• Ligand ID: NAP
• InChI: InChI=1S/C21H28N7O17P3/c22-17-12-19(25-7-24-17)28(8-26-12)21-16(44-46(33,34)35)14(30)11(43-21)6-41-48(38,39)45-47(36,37)40-5-10-13(29)15(31)20(42-10)27-3-1-2-9(4-27)18(23)32/h1-4,7-8,10-11,13-16,20-21,29-31H,5-6H2,(H7-,22,23,24,25,32,33,34,35,36,37,38,39)/t10-,11-,13-,14-,15-,16-,20-,21-/m1/s1
• InChIKey: XJLXINKUBYWONI-NNYOXOHSSA-N
• SMILES:
  OpenEye OEToolkits 1.5.0: c1cc(c[n+](c1)C2C(C(C(O2)COP(=O)([O-])OP(=O)(O)OCC3C(C(C(O3)n4cnc5c4ncnc5N)OP(=O)(O)O)O)O)O)C(=O)N
  CACTVS 3.341: NC(=O)c1ccc[n+](c1)[CH]2O[CH](CO[P]([O-])(=O)O[P](O)(=O)OC[CH]3O[CH]([CH](O[P](O)(O)=O)[CH]3O)n4cnc5c(N)ncnc45)[CH](O)[CH]2O
  CACTVS 3.341: NC(=O)c1ccc[n+](c1)[C@@H]2O[C@H](CO[P]([O-])(=O)O[P@@](O)(=O)OC[C@H]3O[C@H]([C@H](O[P](O)(O)=O)[C@@H]3O)n4cnc5c(N)ncnc45)[C@@H](O)[C@H]2O
  OpenEye OEToolkits 1.5.0: c1cc(c[n+](c1)[C@H]2[C@@H]([C@@H]([C@H](O2)CO[P@@](=O)([O-])O[P@](=O)(O)OC[C@@H]3[C@H]([C@H]([C@@H](O3)n4cnc5c4ncnc5N)OP(=O)(O)O)O)O)O)C(=O)N
• Formula: C21 H28 N7 O17 P3
• Name: NADP NICOTINAMIDE-ADENINE-DINUCLEOTIDE PHOSPHATE;
  2'-MONOPHOSPHOADENOSINE 5'-DIPHOSPHORIBOSE
• ChEMBL: CHEMBL295069
• DrugBank: DB03461
• PDB chain: 3fx4 Chain A Residue 350

Receptor-Ligand Complex Structure

Structure summary

• PDB: 3fx4 Structure of aldehyde reductase in ternary complex with a 5-arylidene-2,4-thiazolidinedione aldose reductase inhibitor.
• Resolution: 1.99 Å
• Binding residue (original residue number in PDB): G20 T21 W22 D45 Y50 H113 Q184 Y210 S211 P212 L213 S215 A246 I261 P262 K263 S264 V265 T266 R269 Q272 N273
• Binding residue (residue number reindexed from 1): G20 T21 W22 D45 Y50 H113 Q184 Y210 S211 P212 L213 S215 A246 I261 P262 K263 S264 V265 T266 R269 Q272 N273
• Annotation score: 4

Enzymatic activity

• Catalytic site (original residue number in PDB): D45 Y50 K80 H113
• Catalytic site (residue number reindexed from 1): D45 Y50 K80 H113
• Enzyme Commision number: 1.1.1.19: glucuronate reductase.
  1.1.1.2: alcohol dehydrogenase (NADP(+)).
  1.1.1.20: glucuronolactone reductase.
  1.1.1.372: D/L-glyceraldehyde reductase.
  1.1.1.54: allyl-alcohol dehydrogenase.
  1.6.-.-

Gene Ontology

Molecular Function

• GO:0004032 aldose reductase (NADPH) activity
• GO:0004745 all-trans-retinol dehydrogenase (NAD+) activity
• GO:0008106 alcohol dehydrogenase (NADP+) activity
• GO:0016491 oxidoreductase activity
• GO:0047655 allyl-alcohol dehydrogenase activity
• GO:0047939 L-glucuronate reductase activity
• GO:0047941 glucuronolactone reductase activity
• GO:0047956 glycerol dehydrogenase (NADP+) activity
• GO:0160163 S-nitrosoglutathione reductase (NADPH) activity
• GO:1990002 methylglyoxal reductase (NADPH) (acetol producing) activity

Biological Process

• GO:0006629 lipid metabolic process
• GO:0019853 L-ascorbic acid biosynthetic process
• GO:0042840 D-glucuronate catabolic process
• GO:0046185 aldehyde catabolic process
• GO:0110095 cellular detoxification of aldehyde

Cellular Component

• GO:0005737 cytoplasm
• GO:0005829 cytosol
• GO:0005886 plasma membrane
• GO:0016324 apical plasma membrane

External links

• PDB: RCSB:3fx4, PDBe:3fx4, PDBj:3fx4
• PDBsum: 3fx4
• PubMed: 20036445
• UniProt: P50578|AK1A1_PIG Aldo-keto reductase family 1 member A1 (Gene Name=AKR1A1)