data_A9T
# 
_chem_comp.id                                    A9T 
_chem_comp.name                                  "2-(4-{[1-(4-CHLOROBENZYL)PIPERIDIN-4-YL]METHOXY}PHENYL)-1H-BENZIMIDAZOLE-5-CARBOXAMIDE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C27 H27 Cl N4 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2011-11-28 
_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                        474.982 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A9T 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   Y 
_chem_comp.pdbx_ideal_coordinates_details        Corina 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        4A9T 
_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 
A9T C1   C1   C  0 1 N N N 11.469 -46.540 2.853  -10.197 1.492  -0.276 C1   A9T 1  
A9T N1   N1   N  0 1 N N N 10.320 -46.160 2.306  -11.243 1.541  0.573  N1   A9T 2  
A9T O1   O1   O  0 1 N N N 6.175  -50.440 12.223 0.810   -1.528 -1.082 O1   A9T 3  
A9T C2   C2   C  0 1 Y N N 11.345 -47.185 4.241  -8.898  0.963  0.185  C2   A9T 4  
A9T C3   C3   C  0 1 Y N N 10.092 -47.317 4.837  -7.819  0.913  -0.692 C3   A9T 5  
A9T N3   N3   N  0 1 Y N N 8.925  -48.166 6.874  -5.389  0.239  -0.845 N3   A9T 6  
A9T C4   C4   C  0 1 Y N N 9.971  -47.902 6.095  -6.594  0.413  -0.249 C4   A9T 7  
A9T N4   N4   N  0 1 Y N N 10.693 -48.855 7.923  -5.166  -0.464 1.220  N4   A9T 8  
A9T C5   C5   C  0 1 Y N N 9.365  -48.725 8.005  -4.544  -0.276 0.014  C5   A9T 9  
A9T C6   C6   C  0 1 Y N N 11.101 -48.351 6.760  -6.469  -0.034 1.081  C6   A9T 10 
A9T C7   C7   C  0 1 Y N N 12.356 -48.221 6.168  -7.558  0.023  1.942  C7   A9T 11 
A9T C8   C8   C  0 1 Y N N 12.479 -47.635 4.912  -8.753  0.519  1.506  C8   A9T 12 
A9T C9   C9   C  0 1 Y N N 8.561  -49.147 9.069  -3.133  -0.607 -0.275 C9   A9T 13 
A9T C10  C10  C  0 1 Y N N 9.135  -49.649 10.235 -2.605  -0.371 -1.546 C10  A9T 14 
A9T C11  C11  C  0 1 Y N N 8.324  -50.060 11.289 -1.289  -0.680 -1.811 C11  A9T 15 
A9T C12  C12  C  0 1 Y N N 6.937  -49.987 11.184 -0.487  -1.225 -0.816 C12  A9T 16 
A9T C13  C13  C  0 1 Y N N 6.362  -49.538 9.999  -1.008  -1.460 0.450  C13  A9T 17 
A9T C14  C14  C  0 1 Y N N 7.173  -49.104 8.953  -2.322  -1.149 0.725  C14  A9T 18 
A9T C20  C20  C  0 1 N N N 4.580  -50.844 16.089 5.232   -3.286 0.139  C20  A9T 19 
A9T C19  C19  C  0 1 N N N 5.006  -50.091 14.825 3.791   -3.069 0.606  C19  A9T 20 
A9T C18  C18  C  0 1 N N N 4.382  -50.727 13.585 3.003   -2.359 -0.498 C18  A9T 21 
A9T C17  C17  C  0 1 N N N 4.665  -52.213 13.555 3.692   -1.034 -0.834 C17  A9T 22 
A9T C16  C16  C  0 1 N N N 4.261  -52.870 14.874 5.136   -1.309 -1.260 C16  A9T 23 
A9T NBG  NBG  N  0 1 N N N 5.039  -52.252 15.976 5.848   -1.989 -0.170 NBG  A9T 24 
A9T CAS  CAS  C  0 1 N N N 4.774  -50.028 12.276 1.578   -2.085 -0.013 CAS  A9T 25 
A9T OAB  OAB  O  0 1 N N N 12.563 -46.381 2.314  -10.325 1.877  -1.421 OAB  A9T 26 
A9T C22  C22  C  0 1 Y N N ?      ?       ?      6.763   0.071  0.737  C22  A9T 27 
A9T C23  C23  C  0 1 Y N N ?      ?       ?      6.180   1.220  0.235  C23  A9T 28 
A9T C24  C24  C  0 1 Y N N ?      ?       ?      6.959   2.331  -0.031 C24  A9T 29 
A9T C25  C25  C  0 1 Y N N ?      ?       ?      8.322   2.292  0.204  C25  A9T 30 
A9T C26  C26  C  0 1 Y N N ?      ?       ?      8.905   1.142  0.705  C26  A9T 31 
A9T CL1  CL1  CL 0 0 N N N ?      ?       ?      9.300   3.686  -0.131 CL1  A9T 32 
A9T C21  C21  C  0 1 N N N ?      ?       ?      5.914   -1.140 1.026  C21  A9T 33 
A9T C27  C27  C  0 1 Y N N ?      ?       ?      8.126   0.030  0.966  C27  A9T 34 
A9T H23  H23  H  0 1 N N N ?      ?       ?      5.117   1.250  0.052  H23  A9T 35 
A9T H24  H24  H  0 1 N N N ?      ?       ?      6.503   3.228  -0.423 H24  A9T 36 
A9T H26  H26  H  0 1 N N N ?      ?       ?      9.969   1.111  0.888  H26  A9T 37 
A9T H21  H21  H  0 1 N N N ?      ?       ?      4.909   -0.821 1.301  H21  A9T 38 
A9T H22  H22  H  0 1 N N N ?      ?       ?      6.354   -1.704 1.849  H22  A9T 39 
A9T H27  H27  H  0 1 N N N ?      ?       ?      8.581   -0.867 1.358  H27  A9T 40 
A9T H11N H11N H  0 0 N N N 10.315 -45.719 1.409  -11.143 1.230  1.486  H11N A9T 41 
A9T H12N H12N H  0 0 N N N 9.460  -46.315 2.791  -12.097 1.888  0.270  H12N A9T 42 
A9T HAS1 HAS1 H  0 0 N N N 4.665  -48.935 12.341 1.606   -1.381 0.819  HAS1 A9T 43 
A9T HAS2 HAS2 H  0 0 N N N 4.199  -50.403 11.417 1.120   -3.018 0.316  HAS2 A9T 44 
A9T H3   H3   H  0 1 N N N 9.211  -46.964 4.321  -7.928  1.258  -1.710 H3   A9T 45 
A9T H8   H8   H  0 1 N N N 13.453 -47.529 4.458  -9.593  0.565  2.182  H8   A9T 46 
A9T H4   H4   H  0 1 N N N 11.283 -49.263 8.620  -4.764  -0.831 2.023  H4   A9T 47 
A9T H7   H7   H  0 1 N N N 13.235 -48.576 6.685  -7.458  -0.320 2.961  H7   A9T 48 
A9T H10  H10  H  0 1 N N N 10.209 -49.719 10.321 -3.228  0.051  -2.320 H10  A9T 49 
A9T H14  H14  H  0 1 N N N 6.723  -48.731 8.045  -2.726  -1.328 1.710  H14  A9T 50 
A9T H11  H11  H  0 1 N N N 8.774  -50.438 12.195 -0.880  -0.499 -2.794 H11  A9T 51 
A9T H13  H13  H  0 1 N N N 5.288  -49.526 9.890  -0.382  -1.884 1.221  H13  A9T 52 
A9T H161 H161 H  0 0 N N N 3.186  -52.716 15.049 5.139   -1.944 -2.146 H161 A9T 53 
A9T H162 H162 H  0 0 N N N 4.475  -53.948 14.830 5.634   -0.367 -1.487 H162 A9T 54 
A9T H171 H171 H  0 0 N N N 5.741  -52.372 13.388 3.160   -0.543 -1.649 H171 A9T 55 
A9T H172 H172 H  0 0 N N N 4.095  -52.672 12.734 3.688   -0.388 0.044  H172 A9T 56 
A9T H18  H18  H  0 1 N N N 3.293  -50.613 13.687 2.970   -2.990 -1.386 H18  A9T 57 
A9T H191 H191 H  0 0 N N N 6.102  -50.125 14.736 3.329   -4.033 0.821  H191 A9T 58 
A9T H192 H192 H  0 0 N N N 4.676  -49.044 14.899 3.789   -2.457 1.508  H192 A9T 59 
A9T H201 H201 H  0 0 N N N 5.037  -50.374 16.972 5.800   -3.779 0.928  H201 A9T 60 
A9T H202 H202 H  0 0 N N N 3.485  -50.817 16.185 5.234   -3.911 -0.754 H202 A9T 61 
# 
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 
A9T C1  N1   SING N N 1  
A9T C1  C2   SING N N 2  
A9T C1  OAB  DOUB N N 3  
A9T O1  C12  SING N N 4  
A9T O1  CAS  SING N N 5  
A9T C2  C3   SING Y N 6  
A9T C2  C8   DOUB Y N 7  
A9T C3  C4   DOUB Y N 8  
A9T N3  C4   SING Y N 9  
A9T N3  C5   DOUB Y N 10 
A9T C4  C6   SING Y N 11 
A9T N4  C5   SING Y N 12 
A9T N4  C6   SING Y N 13 
A9T C5  C9   SING N N 14 
A9T C6  C7   DOUB Y N 15 
A9T C7  C8   SING Y N 16 
A9T C9  C10  SING Y N 17 
A9T C9  C14  DOUB Y N 18 
A9T C10 C11  DOUB Y N 19 
A9T C11 C12  SING Y N 20 
A9T C12 C13  DOUB Y N 21 
A9T C13 C14  SING Y N 22 
A9T C16 C17  SING N N 23 
A9T C16 NBG  SING N N 24 
A9T C17 C18  SING N N 25 
A9T C18 C19  SING N N 26 
A9T C18 CAS  SING N N 27 
A9T C19 C20  SING N N 28 
A9T C20 NBG  SING N N 29 
A9T C21 NBG  SING N N 30 
A9T C22 C23  DOUB Y N 31 
A9T C22 C21  SING N N 32 
A9T C22 C27  SING Y N 33 
A9T C23 C24  SING Y N 34 
A9T C23 H23  SING N N 35 
A9T C24 C25  DOUB Y N 36 
A9T C24 H24  SING N N 37 
A9T C25 C26  SING Y N 38 
A9T C25 CL1  SING N N 39 
A9T C26 C27  DOUB Y N 40 
A9T C26 H26  SING N N 41 
A9T C21 H21  SING N N 42 
A9T C21 H22  SING N N 43 
A9T C27 H27  SING N N 44 
A9T N1  H11N SING N N 45 
A9T N1  H12N SING N N 46 
A9T CAS HAS1 SING N N 47 
A9T CAS HAS2 SING N N 48 
A9T C3  H3   SING N N 49 
A9T C8  H8   SING N N 50 
A9T N4  H4   SING N N 51 
A9T C7  H7   SING N N 52 
A9T C10 H10  SING N N 53 
A9T C14 H14  SING N N 54 
A9T C11 H11  SING N N 55 
A9T C13 H13  SING N N 56 
A9T C16 H161 SING N N 57 
A9T C16 H162 SING N N 58 
A9T C17 H171 SING N N 59 
A9T C17 H172 SING N N 60 
A9T C18 H18  SING N N 61 
A9T C19 H191 SING N N 62 
A9T C19 H192 SING N N 63 
A9T C20 H201 SING N N 64 
A9T C20 H202 SING N N 65 
# 
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 
A9T SMILES           ACDLabs              12.01 "O=C(N)c1cc2nc(nc2cc1)c5ccc(OCC4CCN(Cc3ccc(Cl)cc3)CC4)cc5"                                                                                                                          
A9T InChI            InChI                1.03  "InChI=1S/C27H27ClN4O2/c28-22-6-1-18(2-7-22)16-32-13-11-19(12-14-32)17-34-23-8-3-20(4-9-23)27-30-24-10-5-21(26(29)33)15-25(24)31-27/h1-10,15,19H,11-14,16-17H2,(H2,29,33)(H,30,31)" 
A9T InChIKey         InChI                1.03  LKKIDFQBVDANKO-UHFFFAOYSA-N                                                                                                                                                         
A9T SMILES_CANONICAL CACTVS               3.385 "NC(=O)c1ccc2[nH]c(nc2c1)c3ccc(OCC4CCN(CC4)Cc5ccc(Cl)cc5)cc3"                                                                                                                       
A9T SMILES           CACTVS               3.385 "NC(=O)c1ccc2[nH]c(nc2c1)c3ccc(OCC4CCN(CC4)Cc5ccc(Cl)cc5)cc3"                                                                                                                       
A9T SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "c1cc(ccc1CN2CCC(CC2)COc3ccc(cc3)c4[nH]c5ccc(cc5n4)C(=O)N)Cl"                                                                                                                       
A9T SMILES           "OpenEye OEToolkits" 1.9.2 "c1cc(ccc1CN2CCC(CC2)COc3ccc(cc3)c4[nH]c5ccc(cc5n4)C(=O)N)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 
A9T "SYSTEMATIC NAME" ACDLabs              12.01 "2-(4-{[1-(4-chlorobenzyl)piperidin-4-yl]methoxy}phenyl)-1H-benzimidazole-5-carboxamide"         
A9T "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "2-[4-[[1-[(4-chlorophenyl)methyl]piperidin-4-yl]methoxy]phenyl]-1H-benzimidazole-5-carboxamide" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
A9T "Create component"  2011-11-28 EBI  
A9T "Initial release"   2012-10-05 RCSB 
A9T "Modify descriptor" 2014-09-05 RCSB 
# 
