data_GC8 # _chem_comp.id GC8 _chem_comp.name "2-(2,4-dichlorophenoxy)-N-[4-(1-piperidinylmethyl)phenyl]acetamide" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H22 Cl2 N2 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-06-26 _chem_comp.pdbx_modified_date 2016-02-26 _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 393.307 _chem_comp.one_letter_code ? _chem_comp.three_letter_code GC8 _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 4BVI _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 GC8 CL1 CL1 CL 0 0 N N N 14.334 -14.611 -37.652 -8.565 -0.823 0.601 CL1 GC8 1 GC8 C02 C02 C 0 1 Y N N 13.681 -13.038 -37.487 -6.870 -0.515 0.385 C02 GC8 2 GC8 C03 C03 C 0 1 Y N N 14.479 -12.032 -36.947 -5.960 -1.551 0.497 C03 GC8 3 GC8 C04 C04 C 0 1 Y N N 13.971 -10.755 -36.801 -4.611 -1.308 0.326 C04 GC8 4 GC8 C05 C05 C 0 1 Y N N 12.663 -10.404 -37.173 -4.168 -0.025 0.041 C05 GC8 5 GC8 O06 O06 O 0 1 N N N 12.198 -9.114 -37.027 -2.841 0.216 -0.128 O06 GC8 6 GC8 C07 C07 C 0 1 N N N 11.911 -8.644 -35.730 -1.958 -0.900 0.001 C07 GC8 7 GC8 C08 C08 C 0 1 N N N 10.879 -7.453 -35.684 -0.538 -0.445 -0.217 C08 GC8 8 GC8 O09 O09 O 0 1 N N N 11.152 -6.352 -35.285 -0.305 0.720 -0.460 O09 GC8 9 GC8 N10 N10 N 0 1 N N N 9.531 -7.723 -36.166 0.473 -1.333 -0.143 N10 GC8 10 GC8 C11 C11 C 0 1 Y N N 8.408 -6.827 -36.261 1.780 -0.932 -0.440 C11 GC8 11 GC8 C12 C12 C 0 1 Y N N 8.214 -5.679 -35.459 2.208 0.348 -0.109 C12 GC8 12 GC8 C13 C13 C 0 1 Y N N 7.098 -4.867 -35.646 3.498 0.741 -0.404 C13 GC8 13 GC8 C14 C14 C 0 1 Y N N 6.119 -5.144 -36.614 4.365 -0.137 -1.029 C14 GC8 14 GC8 C15 C15 C 0 1 Y N N 6.305 -6.264 -37.423 3.942 -1.411 -1.361 C15 GC8 15 GC8 C16 C16 C 0 1 Y N N 7.420 -7.087 -37.248 2.654 -1.813 -1.063 C16 GC8 16 GC8 C17 C17 C 0 1 N N N 5.034 -4.165 -36.664 5.772 0.295 -1.350 C17 GC8 17 GC8 N18 N18 N 0 1 N N N 5.373 -2.727 -37.190 6.653 -0.026 -0.218 N18 GC8 18 GC8 C19 C19 C 0 1 N N N 5.392 -2.897 -38.722 8.063 0.161 -0.580 C19 GC8 19 GC8 C20 C20 C 0 1 N N N 5.480 -1.626 -39.525 8.954 -0.319 0.568 C20 GC8 20 GC8 C21 C21 C 0 1 N N N 4.469 -0.567 -39.023 8.622 0.478 1.832 C21 GC8 21 GC8 C22 C22 C 0 1 N N N 4.496 -0.397 -37.484 7.136 0.306 2.160 C22 GC8 22 GC8 C23 C23 C 0 1 N N N 4.358 -1.709 -36.725 6.299 0.768 0.965 C23 GC8 23 GC8 C24 C24 C 0 1 Y N N 11.899 -11.456 -37.718 -5.083 1.013 -0.071 C24 GC8 24 GC8 CL2 CL2 CL 0 0 N N N 10.279 -11.182 -38.224 -4.532 2.621 -0.427 CL2 GC8 25 GC8 C26 C26 C 0 1 Y N N 12.364 -12.764 -37.885 -6.432 0.765 0.096 C26 GC8 26 GC8 H03 H03 H 0 1 N N N 15.492 -12.249 -36.643 -6.305 -2.550 0.718 H03 GC8 27 GC8 H26 H26 H 0 1 N N N 11.733 -13.534 -38.304 -7.145 1.572 0.005 H26 GC8 28 GC8 H04 H04 H 0 1 N N N 14.609 -9.992 -36.381 -3.901 -2.117 0.414 H04 GC8 29 GC8 H071 H071 H 0 0 N N N 11.499 -9.479 -35.144 -2.053 -1.326 1.000 H071 GC8 30 GC8 H072 H072 H 0 0 N N N 12.851 -8.303 -35.272 -2.216 -1.656 -0.741 H072 GC8 31 GC8 H10 H10 H 0 1 N N N 9.362 -8.660 -36.473 0.295 -2.250 0.117 H10 GC8 32 GC8 H12 H12 H 0 1 N N N 8.936 -5.430 -34.696 1.531 1.034 0.379 H12 GC8 33 GC8 H16 H16 H 0 1 N N N 7.535 -7.951 -37.885 2.326 -2.810 -1.318 H16 GC8 34 GC8 H13 H13 H 0 1 N N N 6.981 -3.992 -35.024 3.831 1.736 -0.147 H13 GC8 35 GC8 H15 H15 H 0 1 N N N 5.582 -6.497 -38.191 4.621 -2.095 -1.849 H15 GC8 36 GC8 H171 H171 H 0 0 N N N 4.250 -4.577 -37.316 6.119 -0.228 -2.240 H171 GC8 37 GC8 H172 H172 H 0 0 N N N 4.642 -4.057 -35.642 5.790 1.370 -1.530 H172 GC8 38 GC8 H191 H191 H 0 0 N N N 6.261 -3.520 -38.981 8.287 -0.415 -1.479 H191 GC8 39 GC8 H192 H192 H 0 0 N N N 4.468 -3.417 -39.015 8.253 1.217 -0.770 H192 GC8 40 GC8 H231 H231 H 0 0 N N N 3.347 -2.112 -36.888 6.497 1.822 0.769 H231 GC8 41 GC8 H232 H232 H 0 0 N N N 4.508 -1.519 -35.652 5.241 0.633 1.190 H232 GC8 42 GC8 H201 H201 H 0 0 N N N 6.498 -1.218 -39.438 8.774 -1.379 0.749 H201 GC8 43 GC8 H202 H202 H 0 0 N N N 5.265 -1.854 -40.579 10.000 -0.166 0.305 H202 GC8 44 GC8 H211 H211 H 0 0 N N N 4.712 0.400 -39.488 9.223 0.110 2.664 H211 GC8 45 GC8 H212 H212 H 0 0 N N N 3.457 -0.875 -39.325 8.838 1.533 1.665 H212 GC8 46 GC8 H221 H221 H 0 0 N N N 5.452 0.069 -37.202 6.929 -0.744 2.366 H221 GC8 47 GC8 H222 H222 H 0 0 N N N 3.666 0.263 -37.192 6.885 0.905 3.035 H222 GC8 48 # 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 GC8 CL1 C02 SING N N 1 GC8 C02 C03 SING Y N 2 GC8 C02 C26 DOUB Y N 3 GC8 C03 C04 DOUB Y N 4 GC8 C04 C05 SING Y N 5 GC8 C05 O06 SING N N 6 GC8 C05 C24 DOUB Y N 7 GC8 O06 C07 SING N N 8 GC8 C07 C08 SING N N 9 GC8 C08 O09 DOUB N N 10 GC8 C08 N10 SING N N 11 GC8 N10 C11 SING N N 12 GC8 C11 C12 SING Y N 13 GC8 C11 C16 DOUB Y N 14 GC8 C12 C13 DOUB Y N 15 GC8 C13 C14 SING Y N 16 GC8 C14 C15 DOUB Y N 17 GC8 C14 C17 SING N N 18 GC8 C15 C16 SING Y N 19 GC8 C17 N18 SING N N 20 GC8 N18 C19 SING N N 21 GC8 N18 C23 SING N N 22 GC8 C19 C20 SING N N 23 GC8 C20 C21 SING N N 24 GC8 C21 C22 SING N N 25 GC8 C22 C23 SING N N 26 GC8 C24 CL2 SING N N 27 GC8 C24 C26 SING Y N 28 GC8 C03 H03 SING N N 29 GC8 C26 H26 SING N N 30 GC8 C04 H04 SING N N 31 GC8 C07 H071 SING N N 32 GC8 C07 H072 SING N N 33 GC8 N10 H10 SING N N 34 GC8 C12 H12 SING N N 35 GC8 C16 H16 SING N N 36 GC8 C13 H13 SING N N 37 GC8 C15 H15 SING N N 38 GC8 C17 H171 SING N N 39 GC8 C17 H172 SING N N 40 GC8 C19 H191 SING N N 41 GC8 C19 H192 SING N N 42 GC8 C23 H231 SING N N 43 GC8 C23 H232 SING N N 44 GC8 C20 H201 SING N N 45 GC8 C20 H202 SING N N 46 GC8 C21 H211 SING N N 47 GC8 C21 H212 SING N N 48 GC8 C22 H221 SING N N 49 GC8 C22 H222 SING N N 50 # 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 GC8 SMILES ACDLabs 12.01 "Clc3ccc(OCC(=O)Nc1ccc(cc1)CN2CCCCC2)c(Cl)c3" GC8 InChI InChI 1.03 "InChI=1S/C20H22Cl2N2O2/c21-16-6-9-19(18(22)12-16)26-14-20(25)23-17-7-4-15(5-8-17)13-24-10-2-1-3-11-24/h4-9,12H,1-3,10-11,13-14H2,(H,23,25)" GC8 InChIKey InChI 1.03 KHNVQJDWUHRVDK-UHFFFAOYSA-N GC8 SMILES_CANONICAL CACTVS 3.385 "Clc1ccc(OCC(=O)Nc2ccc(CN3CCCCC3)cc2)c(Cl)c1" GC8 SMILES CACTVS 3.385 "Clc1ccc(OCC(=O)Nc2ccc(CN3CCCCC3)cc2)c(Cl)c1" GC8 SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "c1cc(ccc1CN2CCCCC2)NC(=O)COc3ccc(cc3Cl)Cl" GC8 SMILES "OpenEye OEToolkits" 1.9.2 "c1cc(ccc1CN2CCCCC2)NC(=O)COc3ccc(cc3Cl)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 GC8 "SYSTEMATIC NAME" ACDLabs 12.01 "2-(2,4-dichlorophenoxy)-N-[4-(piperidin-1-ylmethyl)phenyl]acetamide" GC8 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "2-[2,4-bis(chloranyl)phenoxy]-N-[4-(piperidin-1-ylmethyl)phenyl]ethanamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site GC8 "Create component" 2013-06-26 EBI GC8 "Modify name" 2013-07-02 EBI GC8 "Modify descriptor" 2014-09-05 RCSB GC8 "Initial release" 2016-03-02 RCSB #