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 
# 
