data_4NX # _chem_comp.id 4NX _chem_comp.name "(5R)-3,5-bis(4-chlorobenzyl)-4-(6-chloro-1H-indol-3-yl)-5-hydroxyfuran-2(5H)-one" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C26 H18 Cl3 N O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-04-23 _chem_comp.pdbx_modified_date 2016-10-14 _chem_comp.pdbx_ambiguous_flag N _chem_comp.pdbx_release_status REL _chem_comp.pdbx_replaced_by ? _chem_comp.pdbx_replaces ? _chem_comp.formula_weight 498.785 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 4NX _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details Corina _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 4ZGK _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # loop_ _chem_comp_atom.comp_id _chem_comp_atom.atom_id _chem_comp_atom.alt_atom_id _chem_comp_atom.type_symbol _chem_comp_atom.charge _chem_comp_atom.pdbx_align _chem_comp_atom.pdbx_aromatic_flag _chem_comp_atom.pdbx_leaving_atom_flag _chem_comp_atom.pdbx_stereo_config _chem_comp_atom.model_Cartn_x _chem_comp_atom.model_Cartn_y _chem_comp_atom.model_Cartn_z _chem_comp_atom.pdbx_model_Cartn_x_ideal _chem_comp_atom.pdbx_model_Cartn_y_ideal _chem_comp_atom.pdbx_model_Cartn_z_ideal _chem_comp_atom.pdbx_component_atom_id _chem_comp_atom.pdbx_component_comp_id _chem_comp_atom.pdbx_ordinal 4NX CL1 CL1 CL 0 0 N N N 5.982 5.032 -44.214 -2.409 -6.359 1.409 CL1 4NX 1 4NX C40 C1 C 0 1 Y N N 7.342 4.451 -43.258 -2.219 -4.888 0.506 C40 4NX 2 4NX C39 C2 C 0 1 Y N N 8.034 3.307 -43.648 -2.535 -3.673 1.088 C39 4NX 3 4NX C38 C3 C 0 1 Y N N 9.101 2.880 -42.873 -2.384 -2.503 0.368 C38 4NX 4 4NX C41 C4 C 0 1 Y N N 7.721 5.174 -42.141 -1.747 -4.930 -0.794 C41 4NX 5 4NX C42 C5 C 0 1 Y N N 8.827 4.758 -41.406 -1.596 -3.759 -1.512 C42 4NX 6 4NX C37 C6 C 0 1 Y N N 9.508 3.597 -41.754 -1.918 -2.546 -0.933 C37 4NX 7 4NX C28 C7 C 0 1 N N N 10.741 3.233 -40.903 -1.754 -1.270 -1.717 C28 4NX 8 4NX C15 C8 C 0 1 N N N 11.272 1.818 -41.048 -0.407 -0.664 -1.416 C15 4NX 9 4NX C16 C9 C 0 1 N N N 12.131 1.441 -42.000 0.795 -0.997 -2.066 C16 4NX 10 4NX O20 O1 O 0 1 N N N 12.520 2.105 -42.956 0.893 -1.821 -2.956 O20 4NX 11 4NX O18 O2 O 0 1 N N N 12.511 0.062 -41.777 1.824 -0.283 -1.571 O18 4NX 12 4NX C13 C10 C 0 1 N N R 11.700 -0.475 -40.714 1.315 0.575 -0.543 C13 4NX 13 4NX O21 O3 O 0 1 N N N 12.660 -0.887 -39.737 1.538 1.944 -0.885 O21 4NX 14 4NX C5 C11 C 0 1 N N N 10.756 -1.609 -41.181 1.979 0.248 0.797 C5 4NX 15 4NX C6 C12 C 0 1 Y N N 9.723 -1.209 -42.223 3.464 0.481 0.692 C6 4NX 16 4NX C11 C13 C 0 1 Y N N 10.065 -1.137 -43.570 4.297 -0.544 0.286 C11 4NX 17 4NX C10 C14 C 0 1 Y N N 9.117 -0.780 -44.516 5.659 -0.329 0.184 C10 4NX 18 4NX C7 C15 C 0 1 Y N N 8.428 -0.950 -41.812 3.991 1.722 0.997 C7 4NX 19 4NX C8 C16 C 0 1 Y N N 7.486 -0.549 -42.722 5.353 1.937 0.900 C8 4NX 20 4NX C9 C17 C 0 1 Y N N 7.833 -0.475 -44.061 6.187 0.913 0.489 C9 4NX 21 4NX CL2 CL2 CL 0 0 N N N 6.632 -0.019 -45.257 7.897 1.184 0.362 CL2 4NX 22 4NX C14 C18 C 0 1 N N N 10.946 0.754 -40.238 -0.169 0.290 -0.481 C14 4NX 23 4NX C44 C19 C 0 1 Y N N 9.925 0.865 -39.125 -1.149 0.915 0.408 C44 4NX 24 4NX C48 C20 C 0 1 Y N N 8.692 1.540 -39.089 -1.330 0.656 1.738 C48 4NX 25 4NX N49 N1 N 0 1 Y N N 8.108 1.372 -37.858 -2.331 1.431 2.222 N49 4NX 26 4NX C46 C21 C 0 1 Y N N 8.864 0.611 -37.039 -2.847 2.232 1.224 C46 4NX 27 4NX C45 C22 C 0 1 Y N N 10.092 0.236 -37.780 -2.133 1.954 0.047 C45 4NX 28 4NX C56 C23 C 0 1 Y N N 8.713 0.197 -35.734 -3.861 3.184 1.197 C56 4NX 29 4NX C57 C24 C 0 1 Y N N 9.706 -0.612 -35.185 -4.159 3.839 0.021 C57 4NX 30 4NX CL3 CL3 CL 0 0 N N N 9.568 -1.150 -33.511 -5.425 5.027 -0.006 CL3 4NX 31 4NX C58 C25 C 0 1 Y N N 10.880 -0.976 -35.865 -3.455 3.558 -1.142 C58 4NX 32 4NX C59 C26 C 0 1 Y N N 11.067 -0.574 -37.184 -2.438 2.628 -1.132 C59 4NX 33 4NX H1 H1 H 0 1 N N N 7.745 2.764 -44.536 -2.899 -3.639 2.104 H1 4NX 34 4NX H2 H2 H 0 1 N N N 9.625 1.975 -43.143 -2.630 -1.554 0.822 H2 4NX 35 4NX H3 H3 H 0 1 N N N 7.165 6.051 -41.843 -1.496 -5.878 -1.247 H3 4NX 36 4NX H4 H4 H 0 1 N N N 9.159 5.341 -40.559 -1.228 -3.792 -2.527 H4 4NX 37 4NX H5 H5 H 0 1 N N N 11.552 3.924 -41.177 -1.825 -1.487 -2.783 H5 4NX 38 4NX H6 H6 H 0 1 N N N 10.474 3.383 -39.847 -2.539 -0.568 -1.436 H6 4NX 39 4NX H7 H7 H 0 1 N N N 12.210 -1.260 -38.988 2.471 2.179 -0.981 H7 4NX 40 4NX H8 H8 H 0 1 N N N 10.219 -1.989 -40.299 1.564 0.890 1.574 H8 4NX 41 4NX H9 H9 H 0 1 N N N 11.375 -2.412 -41.607 1.792 -0.796 1.049 H9 4NX 42 4NX H10 H10 H 0 1 N N N 11.075 -1.361 -43.880 3.885 -1.513 0.048 H10 4NX 43 4NX H11 H11 H 0 1 N N N 9.363 -0.739 -45.567 6.310 -1.130 -0.132 H11 4NX 44 4NX H12 H12 H 0 1 N N N 8.159 -1.064 -40.772 3.339 2.524 1.310 H12 4NX 45 4NX H13 H13 H 0 1 N N N 6.487 -0.294 -42.400 5.765 2.907 1.138 H13 4NX 46 4NX H14 H14 H 0 1 N N N 8.268 2.105 -39.906 -0.762 -0.058 2.315 H14 4NX 47 4NX H15 H15 H 0 1 N N N 7.227 1.767 -37.599 -2.641 1.424 3.141 H15 4NX 48 4NX H16 H16 H 0 1 N N N 7.851 0.491 -35.154 -4.415 3.409 2.097 H16 4NX 49 4NX H17 H17 H 0 1 N N N 11.635 -1.566 -35.366 -3.698 4.078 -2.057 H17 4NX 50 4NX H18 H18 H 0 1 N N N 11.944 -0.880 -37.736 -1.891 2.412 -2.037 H18 4NX 51 # loop_ _chem_comp_bond.comp_id _chem_comp_bond.atom_id_1 _chem_comp_bond.atom_id_2 _chem_comp_bond.value_order _chem_comp_bond.pdbx_aromatic_flag _chem_comp_bond.pdbx_stereo_config _chem_comp_bond.pdbx_ordinal 4NX CL2 C9 SING N N 1 4NX C10 C9 DOUB Y N 2 4NX C10 C11 SING Y N 3 4NX CL1 C40 SING N N 4 4NX C9 C8 SING Y N 5 4NX C39 C40 DOUB Y N 6 4NX C39 C38 SING Y N 7 4NX C11 C6 DOUB Y N 8 4NX C40 C41 SING Y N 9 4NX O20 C16 DOUB N N 10 4NX C38 C37 DOUB Y N 11 4NX C8 C7 DOUB Y N 12 4NX C6 C7 SING Y N 13 4NX C6 C5 SING N N 14 4NX C41 C42 DOUB Y N 15 4NX C16 O18 SING N N 16 4NX C16 C15 SING N N 17 4NX O18 C13 SING N N 18 4NX C37 C42 SING Y N 19 4NX C37 C28 SING N N 20 4NX C5 C13 SING N N 21 4NX C15 C28 SING N N 22 4NX C15 C14 DOUB N N 23 4NX C13 C14 SING N N 24 4NX C13 O21 SING N N 25 4NX C14 C44 SING N N 26 4NX C44 C48 DOUB Y N 27 4NX C44 C45 SING Y N 28 4NX C48 N49 SING Y N 29 4NX N49 C46 SING Y N 30 4NX C45 C59 DOUB Y N 31 4NX C45 C46 SING Y N 32 4NX C59 C58 SING Y N 33 4NX C46 C56 DOUB Y N 34 4NX C58 C57 DOUB Y N 35 4NX C56 C57 SING Y N 36 4NX C57 CL3 SING N N 37 4NX C39 H1 SING N N 38 4NX C38 H2 SING N N 39 4NX C41 H3 SING N N 40 4NX C42 H4 SING N N 41 4NX C28 H5 SING N N 42 4NX C28 H6 SING N N 43 4NX O21 H7 SING N N 44 4NX C5 H8 SING N N 45 4NX C5 H9 SING N N 46 4NX C11 H10 SING N N 47 4NX C10 H11 SING N N 48 4NX C7 H12 SING N N 49 4NX C8 H13 SING N N 50 4NX C48 H14 SING N N 51 4NX N49 H15 SING N N 52 4NX C56 H16 SING N N 53 4NX C58 H17 SING N N 54 4NX C59 H18 SING N N 55 # loop_ _pdbx_chem_comp_descriptor.comp_id _pdbx_chem_comp_descriptor.type _pdbx_chem_comp_descriptor.program _pdbx_chem_comp_descriptor.program_version _pdbx_chem_comp_descriptor.descriptor 4NX SMILES ACDLabs 12.01 "Clc1ccc(cc1)CC2=C(C(OC2=O)(O)Cc3ccc(cc3)Cl)c4cnc5cc(Cl)ccc45" 4NX InChI InChI 1.03 "InChI=1S/C26H18Cl3NO3/c27-17-5-1-15(2-6-17)11-21-24(22-14-30-23-12-19(29)9-10-20(22)23)26(32,33-25(21)31)13-16-3-7-18(28)8-4-16/h1-10,12,14,30,32H,11,13H2/t26-/m1/s1" 4NX InChIKey InChI 1.03 MLBSWDQJORDIOB-AREMUKBSSA-N 4NX SMILES_CANONICAL CACTVS 3.385 "O[C@]1(Cc2ccc(Cl)cc2)OC(=O)C(=C1c3c[nH]c4cc(Cl)ccc34)Cc5ccc(Cl)cc5" 4NX SMILES CACTVS 3.385 "O[C]1(Cc2ccc(Cl)cc2)OC(=O)C(=C1c3c[nH]c4cc(Cl)ccc34)Cc5ccc(Cl)cc5" 4NX SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "c1cc(ccc1CC2=C([C@](OC2=O)(Cc3ccc(cc3)Cl)O)c4c[nH]c5c4ccc(c5)Cl)Cl" 4NX SMILES "OpenEye OEToolkits" 1.9.2 "c1cc(ccc1CC2=C(C(OC2=O)(Cc3ccc(cc3)Cl)O)c4c[nH]c5c4ccc(c5)Cl)Cl" # loop_ _pdbx_chem_comp_identifier.comp_id _pdbx_chem_comp_identifier.type _pdbx_chem_comp_identifier.program _pdbx_chem_comp_identifier.program_version _pdbx_chem_comp_identifier.identifier 4NX "SYSTEMATIC NAME" ACDLabs 12.01 "(5R)-3,5-bis(4-chlorobenzyl)-4-(6-chloro-1H-indol-3-yl)-5-hydroxyfuran-2(5H)-one" 4NX "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "(5R)-4-(6-chloranyl-1H-indol-3-yl)-3,5-bis[(4-chlorophenyl)methyl]-5-oxidanyl-furan-2-one" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 4NX "Create component" 2015-04-23 EBI 4NX "Initial release" 2016-10-19 RCSB #