Structure of PDB 4ql8 Chain A Binding Site BS01

Receptor Information

>4ql8 Chain A (length=240) Species: 9606 (Homo sapiens)

PIFLNVLEAIEPGVVCAGHDNNQPDSFAALLSSLNELGERQLVHVVKWAK
ALPGFRNLHVDDQMAVIQYSWMGLMVFAMGWRSFTNVNSRMLYFAPDLVF
NEYRMHKSRMYSQCVRMRHLSQEFGWLQITPQEFLCMKALLLFSIIPVDG
LKNQKFFDELRMNYIKELDRIIACCSRRFYQLTKLLDSVQPIARELHQFT
FDLLIKSHMVSVDFPEMMAEIISVQVPKILSGKVKPIYFH

Ligand information

• Ligand ID: JAD
• InChI: InChI=1S/C15H16ClN3O2/c1-8-10(4-3-9(7-17)12(8)16)13-15(21-2)14-11(20)5-6-19(14)18-13/h3-4,11,14-15,20H,5-6H2,1-2H3/t11-,14-,15+/m0/s1
• InChIKey: RJZJEPYCJHLWQR-TUKIKUTGSA-N
• SMILES:
  OpenEye OEToolkits 1.7.6: Cc1c(ccc(c1Cl)C#N)C2=NN3CCC(C3C2OC)O
  OpenEye OEToolkits 1.7.6: Cc1c(ccc(c1Cl)C#N)C2=NN3CC[C@@H]([C@H]3[C@@H]2OC)O
  ACDLabs 12.01: N#Cc3ccc(C2=NN1CCC(O)C1C2OC)c(c3Cl)C
  CACTVS 3.385: CO[CH]1[CH]2[CH](O)CCN2N=C1c3ccc(C#N)c(Cl)c3C
  CACTVS 3.385: CO[C@H]1[C@@H]2[C@@H](O)CCN2N=C1c3ccc(C#N)c(Cl)c3C
• Formula: C15 H16 Cl N3 O2
• Name: 2-chloro-4-[(3S,3aS,4S)-4-hydroxy-3-methoxy-3a,4,5,6-tetrahydro-3H-pyrrolo[1,2-b]pyrazol-2-yl]-3-methylbenzonitrile
• ChEMBL: CHEMBL3326454
• ZINC: ZINC000146592897
• PDB chain: 4ql8 Chain A Residue 1001

Receptor-Ligand Complex Structure

Structure summary

• PDB: 4ql8 3-alkoxy-pyrrolo[1,2-b]pyrazolines as selective androgen receptor modulators with ideal physicochemical properties for transdermal administration
• Resolution: 2.1 Å
• Binding residue (original residue number in PDB): L704 N705 L707 W741 M742 M745 M749 F764 M780 F876 T877
• Binding residue (residue number reindexed from 1): L34 N35 L37 W71 M72 M75 M79 F94 M110 F199 T200
• Annotation score: 1
• Binding affinity: MOAD: ic50=0.7nM
  PDBbind-CN: -logKd/Ki=9.15,IC50=0.7nM
  BindingDB: EC50=0.500000nM,IC50=0.700000nM

External links

• PDB: RCSB:4ql8, PDBe:4ql8, PDBj:4ql8
• PDBsum: 4ql8
• PubMed: 25121964
• UniProt: P10275|ANDR_HUMAN Androgen receptor (Gene Name=AR)