data_SL6 # _chem_comp.id SL6 _chem_comp.name "(Z)-4-[4-[(4-chlorophenyl)methyl]-1-(cyclohexylmethyl)piperidin-4-yl]-2-oxidanyl-4-oxidanylidene-but-2-enoic acid" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C23 H30 Cl N O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-06-11 _chem_comp.pdbx_modified_date 2014-09-05 _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 419.942 _chem_comp.one_letter_code ? _chem_comp.three_letter_code SL6 _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 4AVG _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 SL6 CL2 CL2 CL 0 0 N N N 20.950 7.794 24.384 5.373 3.739 -0.302 CL2 SL6 1 SL6 C19 C19 C 0 1 Y N N 20.269 9.316 25.057 3.970 2.811 0.127 C19 SL6 2 SL6 C18 C18 C 0 1 Y N N 20.764 9.851 26.258 2.708 3.364 -0.000 C18 SL6 3 SL6 C17 C17 C 0 1 Y N N 20.213 11.029 26.764 1.592 2.625 0.342 C17 SL6 4 SL6 C20 C20 C 0 1 Y N N 19.238 9.959 24.371 4.113 1.515 0.591 C20 SL6 5 SL6 C21 C21 C 0 1 Y N N 18.680 11.124 24.887 2.996 0.777 0.932 C21 SL6 6 SL6 C16 C16 C 0 1 Y N N 19.174 11.673 26.068 1.736 1.332 0.811 C16 SL6 7 SL6 C15 C15 C 0 1 N N N 18.564 12.948 26.603 0.518 0.526 1.183 C15 SL6 8 SL6 C11 C11 C 0 1 N N N 19.259 14.215 26.087 0.025 -0.249 -0.041 C11 SL6 9 SL6 C10 C10 C 0 1 N N N 20.754 14.146 26.457 -0.434 0.736 -1.119 C10 SL6 10 SL6 C9 C9 C 0 1 N N N 21.496 15.484 26.351 -1.609 1.558 -0.586 C9 SL6 11 SL6 C14 C14 C 0 1 N N N 19.050 14.425 24.565 1.145 -1.102 -0.580 C14 SL6 12 SL6 O27 O27 O 0 1 N N N 17.946 14.798 24.165 1.603 -0.876 -1.681 O27 SL6 13 SL6 C22 C22 C 0 1 N N N 20.146 14.111 23.589 1.662 -2.166 0.197 C22 SL6 14 SL6 C23 C23 C 0 1 N N N 20.035 13.960 22.236 2.594 -2.999 -0.329 C23 SL6 15 SL6 O28 O28 O 0 1 N N N 18.922 14.128 21.565 3.029 -2.813 -1.595 O28 SL6 16 SL6 C24 C24 C 0 1 N N N 21.227 13.585 21.451 3.135 -4.113 0.485 C24 SL6 17 SL6 O26 O26 O 0 1 N N N 21.225 13.311 20.235 4.061 -4.940 -0.037 O26 SL6 18 SL6 O25 O25 O 0 1 N N N 22.286 13.534 22.044 2.744 -4.280 1.622 O25 SL6 19 SL6 C12 C12 C 0 1 N N N 18.626 15.341 26.917 -1.153 -1.142 0.359 C12 SL6 20 SL6 C13 C13 C 0 1 N N N 19.445 16.636 26.927 -2.307 -0.265 0.850 C13 SL6 21 SL6 N8 N8 N 0 1 N N N 20.628 16.656 26.032 -2.710 0.659 -0.218 N8 SL6 22 SL6 C7 C7 C 0 1 N N N 21.245 18.016 26.129 -3.905 1.420 0.168 C7 SL6 23 SL6 C2 C2 C 0 1 N N N 22.738 18.091 26.451 -5.096 0.468 0.302 C2 SL6 24 SL6 C3 C3 C 0 1 N N N 23.270 19.494 26.128 -6.309 1.240 0.825 C3 SL6 25 SL6 C4 C4 C 0 1 N N N 24.793 19.464 26.230 -7.500 0.288 0.959 C4 SL6 26 SL6 C5 C5 C 0 1 N N N 25.279 18.927 27.588 -7.828 -0.314 -0.409 C5 SL6 27 SL6 C6 C6 C 0 1 N N N 24.601 17.621 28.008 -6.614 -1.086 -0.931 C6 SL6 28 SL6 C1 C1 C 0 1 N N N 23.093 17.811 27.924 -5.424 -0.134 -1.065 C1 SL6 29 SL6 H18 H18 H 0 1 N N N 21.565 9.354 26.786 2.596 4.374 -0.366 H18 SL6 30 SL6 H20 H20 H 0 1 N N N 18.873 9.552 23.439 5.097 1.081 0.686 H20 SL6 31 SL6 H17 H17 H 0 1 N N N 20.584 11.446 27.689 0.607 3.057 0.243 H17 SL6 32 SL6 H21 H21 H 0 1 N N N 17.862 11.604 24.371 3.107 -0.235 1.294 H21 SL6 33 SL6 H151 H151 H 0 0 N N N 17.507 12.982 26.302 0.775 -0.174 1.978 H151 SL6 34 SL6 H152 H152 H 0 0 N N N 18.633 12.934 27.701 -0.269 1.196 1.530 H152 SL6 35 SL6 H101 H101 H 0 0 N N N 20.835 13.789 27.494 0.389 1.402 -1.378 H101 SL6 36 SL6 H102 H102 H 0 0 N N N 21.242 13.427 25.782 -0.748 0.184 -2.005 H102 SL6 37 SL6 H121 H121 H 0 0 N N N 17.632 15.562 26.501 -1.478 -1.723 -0.503 H121 SL6 38 SL6 H122 H122 H 0 0 N N N 18.519 14.990 27.954 -0.843 -1.816 1.158 H122 SL6 39 SL6 H91C H91C H 0 0 N N N 21.993 15.677 27.313 -1.290 2.120 0.292 H91C SL6 40 SL6 H92C H92C H 0 0 N N N 22.254 15.393 25.559 -1.948 2.250 -1.357 H92C SL6 41 SL6 H22 H22 H 0 1 N N N 21.136 13.991 24.004 1.314 -2.314 1.208 H22 SL6 42 SL6 H28 H28 H 0 1 N N N 18.231 14.398 22.159 3.692 -3.455 -1.881 H28 SL6 43 SL6 H26 H26 H 0 1 N N N 22.107 13.094 19.957 4.384 -5.652 0.531 H26 SL6 44 SL6 H131 H131 H 0 0 N N N 18.780 17.459 26.626 -3.152 -0.897 1.122 H131 SL6 45 SL6 H132 H132 H 0 0 N N N 19.796 16.806 27.955 -1.985 0.305 1.721 H132 SL6 46 SL6 H71C H71C H 0 0 N N N 21.090 18.518 25.162 -3.727 1.916 1.123 H71C SL6 47 SL6 H72C H72C H 0 0 N N N 20.710 18.566 26.917 -4.122 2.168 -0.595 H72C SL6 48 SL6 H2 H2 H 0 1 N N N 23.269 17.363 25.821 -4.845 -0.331 1.000 H2 SL6 49 SL6 H31C H31C H 0 0 N N N 22.971 19.780 25.109 -6.076 1.669 1.799 H31C SL6 50 SL6 H32C H32C H 0 0 N N N 22.863 20.221 26.847 -6.560 2.039 0.127 H32C SL6 51 SL6 H11C H11C H 0 0 N N N 22.787 18.661 28.551 -5.674 0.665 -1.763 H11C SL6 52 SL6 H12C H12C H 0 0 N N N 22.581 16.900 28.266 -4.559 -0.683 -1.437 H12C SL6 53 SL6 H41C H41C H 0 0 N N N 25.188 18.817 25.433 -7.249 -0.511 1.656 H41C SL6 54 SL6 H42C H42C H 0 0 N N N 25.176 20.486 26.097 -8.364 0.837 1.331 H42C SL6 55 SL6 H51C H51C H 0 0 N N N 26.363 18.751 27.525 -8.676 -0.992 -0.314 H51C SL6 56 SL6 H52C H52C H 0 0 N N N 25.075 19.688 28.356 -8.078 0.485 -1.107 H52C SL6 57 SL6 H61C H61C H 0 0 N N N 24.911 16.809 27.334 -6.363 -1.885 -0.234 H61C SL6 58 SL6 H62C H62C H 0 0 N N N 24.886 17.370 29.040 -6.848 -1.515 -1.906 H62C SL6 59 # 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 SL6 CL2 C19 SING N N 1 SL6 C19 C18 SING Y N 2 SL6 C19 C20 DOUB Y N 3 SL6 C18 C17 DOUB Y N 4 SL6 C17 C16 SING Y N 5 SL6 C20 C21 SING Y N 6 SL6 C21 C16 DOUB Y N 7 SL6 C16 C15 SING N N 8 SL6 C15 C11 SING N N 9 SL6 C11 C10 SING N N 10 SL6 C11 C14 SING N N 11 SL6 C11 C12 SING N N 12 SL6 C10 C9 SING N N 13 SL6 C9 N8 SING N N 14 SL6 C14 O27 DOUB N N 15 SL6 C14 C22 SING N N 16 SL6 C22 C23 DOUB N Z 17 SL6 C23 O28 SING N N 18 SL6 C23 C24 SING N N 19 SL6 C24 O26 SING N N 20 SL6 C24 O25 DOUB N N 21 SL6 C12 C13 SING N N 22 SL6 C13 N8 SING N N 23 SL6 N8 C7 SING N N 24 SL6 C7 C2 SING N N 25 SL6 C2 C3 SING N N 26 SL6 C2 C1 SING N N 27 SL6 C3 C4 SING N N 28 SL6 C4 C5 SING N N 29 SL6 C5 C6 SING N N 30 SL6 C6 C1 SING N N 31 SL6 C18 H18 SING N N 32 SL6 C20 H20 SING N N 33 SL6 C17 H17 SING N N 34 SL6 C21 H21 SING N N 35 SL6 C15 H151 SING N N 36 SL6 C15 H152 SING N N 37 SL6 C10 H101 SING N N 38 SL6 C10 H102 SING N N 39 SL6 C12 H121 SING N N 40 SL6 C12 H122 SING N N 41 SL6 C9 H91C SING N N 42 SL6 C9 H92C SING N N 43 SL6 C22 H22 SING N N 44 SL6 O28 H28 SING N N 45 SL6 O26 H26 SING N N 46 SL6 C13 H131 SING N N 47 SL6 C13 H132 SING N N 48 SL6 C7 H71C SING N N 49 SL6 C7 H72C SING N N 50 SL6 C2 H2 SING N N 51 SL6 C3 H31C SING N N 52 SL6 C3 H32C SING N N 53 SL6 C1 H11C SING N N 54 SL6 C1 H12C SING N N 55 SL6 C4 H41C SING N N 56 SL6 C4 H42C SING N N 57 SL6 C5 H51C SING N N 58 SL6 C5 H52C SING N N 59 SL6 C6 H61C SING N N 60 SL6 C6 H62C SING N N 61 # 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 SL6 SMILES ACDLabs 12.01 "O=C(O)C(\O)=C\C(=O)C2(CCN(CC1CCCCC1)CC2)Cc3ccc(Cl)cc3" SL6 InChI InChI 1.03 "InChI=1S/C23H30ClNO4/c24-19-8-6-17(7-9-19)15-23(21(27)14-20(26)22(28)29)10-12-25(13-11-23)16-18-4-2-1-3-5-18/h6-9,14,18,26H,1-5,10-13,15-16H2,(H,28,29)/b20-14-" SL6 InChIKey InChI 1.03 XWMHHMXKNMXGDP-ZHZULCJRSA-N SL6 SMILES_CANONICAL CACTVS 3.385 "OC(=O)C(/O)=C/C(=O)C1(CCN(CC1)CC2CCCCC2)Cc3ccc(Cl)cc3" SL6 SMILES CACTVS 3.385 "OC(=O)C(O)=CC(=O)C1(CCN(CC1)CC2CCCCC2)Cc3ccc(Cl)cc3" SL6 SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "c1cc(ccc1CC2(CCN(CC2)CC3CCCCC3)C(=O)/C=C(/C(=O)O)\O)Cl" SL6 SMILES "OpenEye OEToolkits" 1.9.2 "c1cc(ccc1CC2(CCN(CC2)CC3CCCCC3)C(=O)C=C(C(=O)O)O)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 SL6 "SYSTEMATIC NAME" ACDLabs 12.01 "(2Z)-4-[4-(4-chlorobenzyl)-1-(cyclohexylmethyl)piperidin-4-yl]-2-hydroxy-4-oxobut-2-enoic acid" SL6 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "(Z)-4-[4-[(4-chlorophenyl)methyl]-1-(cyclohexylmethyl)piperidin-4-yl]-2-oxidanyl-4-oxidanylidene-but-2-enoic acid" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site SL6 "Create component" 2012-06-06 EBI SL6 "Create component" 2012-06-11 EBI SL6 "Modify descriptor" 2014-09-05 RCSB #