data_A8L # _chem_comp.id A8L _chem_comp.name "1-[1-(4-chlorophenyl)-2,5-dimethyl-1H-pyrrol-3-yl]-2-(4-hydroxypiperidin-1-yl)ethan-1-one" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C19 H23 Cl N2 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2018-10-19 _chem_comp.pdbx_modified_date 2018-12-07 _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 346.851 _chem_comp.one_letter_code ? _chem_comp.three_letter_code A8L _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 6IIM _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site PDBJ # 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 A8L C1 C1 C 0 1 Y N N -14.241 15.010 -2.418 5.010 -0.762 -1.100 C1 A8L 1 A8L C2 C2 C 0 1 Y N N -14.644 14.607 -1.157 5.774 -0.553 0.035 C2 A8L 2 A8L C3 C3 C 0 1 Y N N -15.981 14.630 -0.811 5.214 0.046 1.149 C3 A8L 3 A8L C4 C4 C 0 1 Y N N -16.907 15.068 -1.744 3.889 0.437 1.131 C4 A8L 4 A8L C5 C5 C 0 1 Y N N -16.556 15.488 -3.029 3.120 0.228 -0.006 C5 A8L 5 A8L C6 C6 C 0 1 Y N N -15.195 15.442 -3.334 3.686 -0.368 -1.124 C6 A8L 6 A8L C22 C7 C 0 1 N N N -16.895 18.358 -3.746 0.806 -1.719 -0.231 C22 A8L 7 A8L C23 C8 C 0 1 N N N -18.464 13.525 -4.325 2.227 3.130 0.176 C23 A8L 8 A8L C19 C9 C 0 1 N N N -22.463 18.935 -7.994 -5.352 1.181 -0.514 C19 A8L 9 A8L C16 C10 C 0 1 N N N -22.975 21.026 -6.023 -5.689 -1.433 0.686 C16 A8L 10 A8L C17 C11 C 0 1 N N N -23.707 21.006 -7.364 -6.899 -0.526 0.449 C17 A8L 11 A8L C18 C12 C 0 1 N N N -22.831 20.361 -8.423 -6.626 0.370 -0.763 C18 A8L 12 A8L C15 C13 C 0 1 N N N -21.684 20.200 -6.023 -4.443 -0.570 0.893 C15 A8L 13 A8L C12 C14 C 0 1 N N N -19.424 18.295 -5.826 -1.806 0.040 -0.210 C12 A8L 14 A8L C11 C15 C 0 1 Y N N -18.333 15.030 -4.442 1.341 1.917 0.054 C11 A8L 15 A8L C10 C16 C 0 1 Y N N -19.210 15.722 -5.273 -0.002 1.936 -0.000 C10 A8L 16 A8L C8 C17 C 0 1 Y N N -17.685 17.161 -4.222 0.728 -0.218 -0.124 C8 A8L 17 A8L C9 C18 C 0 1 Y N N -18.846 17.075 -5.164 -0.431 0.535 -0.118 C9 A8L 18 A8L C13 C19 C 0 1 N N N -20.564 18.086 -6.809 -2.960 1.009 -0.189 C13 A8L 19 A8L O21 O1 O 0 1 N N N -18.957 19.406 -5.615 -2.016 -1.152 -0.303 O21 A8L 20 A8L N14 N1 N 0 1 N N N -21.826 18.870 -6.651 -4.224 0.268 -0.293 N14 A8L 21 A8L O20 O2 O 0 1 N N N -24.884 20.215 -7.202 -8.056 -1.327 0.199 O20 A8L 22 A8L N7 N2 N 0 1 Y N N -17.494 15.891 -3.889 1.775 0.623 -0.026 N7 A8L 23 A8L CL1 CL1 CL 0 0 N N N -13.454 14.083 0.053 7.439 -1.043 0.060 CL1 A8L 24 A8L H1 H1 H 0 1 N N N -13.196 14.989 -2.689 5.450 -1.230 -1.968 H1 A8L 25 A8L H2 H2 H 0 1 N N N -16.299 14.312 0.171 5.812 0.208 2.033 H2 A8L 26 A8L H3 H3 H 0 1 N N N -17.950 15.085 -1.464 3.452 0.905 2.001 H3 A8L 27 A8L H4 H4 H 0 1 N N N -14.871 15.753 -4.316 3.090 -0.532 -2.010 H4 A8L 28 A8L H5 H5 H 0 1 N N N -17.356 18.762 -2.833 0.789 -2.156 0.767 H5 A8L 29 A8L H6 H6 H 0 1 N N N -15.861 18.052 -3.530 -0.045 -2.087 -0.803 H6 A8L 30 A8L H7 H7 H 0 1 N N N -16.893 19.131 -4.529 1.731 -1.999 -0.735 H7 A8L 31 A8L H8 H8 H 0 1 N N N -17.841 13.041 -5.092 2.478 3.498 -0.819 H8 A8L 32 A8L H9 H9 H 0 1 N N N -18.131 13.205 -3.327 1.702 3.909 0.730 H9 A8L 33 A8L H10 H10 H 0 1 N N N -19.515 13.236 -4.471 3.141 2.861 0.705 H10 A8L 34 A8L H11 H11 H 0 1 N N N -23.380 18.328 -7.975 -5.147 1.810 -1.380 H11 A8L 35 A8L H12 H12 H 0 1 N N N -21.763 18.518 -8.733 -5.489 1.810 0.366 H12 A8L 36 A8L H13 H13 H 0 1 N N N -22.722 22.068 -5.779 -5.860 -2.044 1.573 H13 A8L 37 A8L H14 H14 H 0 1 N N N -23.648 20.622 -5.252 -5.544 -2.081 -0.179 H14 A8L 38 A8L H15 H15 H 0 1 N N N -23.958 22.034 -7.664 -7.069 0.093 1.330 H15 A8L 39 A8L H16 H16 H 0 1 N N N -21.913 20.953 -8.548 -7.466 1.048 -0.911 H16 A8L 40 A8L H17 H17 H 0 1 N N N -23.377 20.326 -9.377 -6.496 -0.248 -1.651 H17 A8L 41 A8L H18 H18 H 0 1 N N N -21.363 20.059 -4.980 -4.583 0.067 1.766 H18 A8L 42 A8L H19 H19 H 0 1 N N N -20.913 20.762 -6.571 -3.577 -1.213 1.048 H19 A8L 43 A8L H20 H20 H 0 1 N N N -20.004 15.306 -5.875 -0.639 2.807 0.036 H20 A8L 44 A8L H21 H21 H 0 1 N N N -20.840 17.022 -6.757 -2.945 1.571 0.745 H21 A8L 45 A8L H22 H22 H 0 1 N N N -20.169 18.314 -7.810 -2.871 1.697 -1.029 H22 A8L 46 A8L H24 H24 H 0 1 N N N -25.442 20.608 -6.541 -8.861 -0.817 0.039 H24 A8L 47 # 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 A8L C18 C19 SING N N 1 A8L C18 C17 SING N N 2 A8L C19 N14 SING N N 3 A8L C17 O20 SING N N 4 A8L C17 C16 SING N N 5 A8L C13 N14 SING N N 6 A8L C13 C12 SING N N 7 A8L N14 C15 SING N N 8 A8L C15 C16 SING N N 9 A8L C12 O21 DOUB N N 10 A8L C12 C9 SING N N 11 A8L C10 C9 SING Y N 12 A8L C10 C11 DOUB Y N 13 A8L C9 C8 DOUB Y N 14 A8L C11 C23 SING N N 15 A8L C11 N7 SING Y N 16 A8L C8 N7 SING Y N 17 A8L C8 C22 SING N N 18 A8L N7 C5 SING N N 19 A8L C6 C5 DOUB Y N 20 A8L C6 C1 SING Y N 21 A8L C5 C4 SING Y N 22 A8L C1 C2 DOUB Y N 23 A8L C4 C3 DOUB Y N 24 A8L C2 C3 SING Y N 25 A8L C2 CL1 SING N N 26 A8L C1 H1 SING N N 27 A8L C3 H2 SING N N 28 A8L C4 H3 SING N N 29 A8L C6 H4 SING N N 30 A8L C22 H5 SING N N 31 A8L C22 H6 SING N N 32 A8L C22 H7 SING N N 33 A8L C23 H8 SING N N 34 A8L C23 H9 SING N N 35 A8L C23 H10 SING N N 36 A8L C19 H11 SING N N 37 A8L C19 H12 SING N N 38 A8L C16 H13 SING N N 39 A8L C16 H14 SING N N 40 A8L C17 H15 SING N N 41 A8L C18 H16 SING N N 42 A8L C18 H17 SING N N 43 A8L C15 H18 SING N N 44 A8L C15 H19 SING N N 45 A8L C10 H20 SING N N 46 A8L C13 H21 SING N N 47 A8L C13 H22 SING N N 48 A8L O20 H24 SING N N 49 # 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 A8L SMILES ACDLabs 12.01 "c1c(ccc(c1)n3c(C)cc(C(=O)CN2CCC(CC2)O)c3C)Cl" A8L InChI InChI 1.03 "InChI=1S/C19H23ClN2O2/c1-13-11-18(19(24)12-21-9-7-17(23)8-10-21)14(2)22(13)16-5-3-15(20)4-6-16/h3-6,11,17,23H,7-10,12H2,1-2H3" A8L InChIKey InChI 1.03 ORYIJHQLVLSPRM-UHFFFAOYSA-N A8L SMILES_CANONICAL CACTVS 3.385 "Cc1cc(c(C)n1c2ccc(Cl)cc2)C(=O)CN3CCC(O)CC3" A8L SMILES CACTVS 3.385 "Cc1cc(c(C)n1c2ccc(Cl)cc2)C(=O)CN3CCC(O)CC3" A8L SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "Cc1cc(c(n1c2ccc(cc2)Cl)C)C(=O)CN3CCC(CC3)O" A8L SMILES "OpenEye OEToolkits" 2.0.6 "Cc1cc(c(n1c2ccc(cc2)Cl)C)C(=O)CN3CCC(CC3)O" # 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 A8L "SYSTEMATIC NAME" ACDLabs 12.01 "1-[1-(4-chlorophenyl)-2,5-dimethyl-1H-pyrrol-3-yl]-2-(4-hydroxypiperidin-1-yl)ethan-1-one" A8L "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "1-[1-(4-chlorophenyl)-2,5-dimethyl-pyrrol-3-yl]-2-(4-oxidanylpiperidin-1-yl)ethanone" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site A8L "Create component" 2018-10-19 PDBJ A8L "Initial release" 2018-12-12 RCSB #