data_A9U
# 
_chem_comp.id                                    A9U 
_chem_comp.name                                  "2-{4-[(1-BENZYLPIPERIDIN-4-YL)METHOXY]PHENYL}-1H-BENZIMIDAZOLE-6-CARBOXAMIDE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C27 H28 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                        440.537 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A9U 
_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        4A9U 
_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 
A9U C1   C1   C 0 1 N N N 34.516 -33.425 12.670 -9.400  -0.957 -1.148 C1   A9U 1  
A9U N1   N1   N 0 1 N N N 34.987 -32.432 13.613 -10.562 -1.173 -0.501 N1   A9U 2  
A9U O1   O1   O 0 1 N N N 40.897 -30.563 3.078  1.659   1.431  0.825  O1   A9U 3  
A9U C2   C2   C 0 1 Y N N 35.211 -33.587 11.320 -8.171  -0.670 -0.384 C2   A9U 4  
A9U C3   C3   C 0 1 Y N N 35.841 -32.569 10.773 -6.969  -0.447 -1.056 C3   A9U 5  
A9U N3   N3   N 0 1 Y N N 37.265 -31.855 8.610  -4.509  0.082  -0.680 N3   A9U 6  
A9U C4   C4   C 0 1 Y N N 36.533 -32.738 9.418  -5.822  -0.178 -0.332 C4   A9U 7  
A9U N4   N4   N 0 1 Y N N 37.239 -33.765 7.524  -4.626  0.148  1.509  N4   A9U 8  
A9U C5   C5   C 0 1 Y N N 37.664 -32.558 7.426  -3.816  0.274  0.484  C5   A9U 9  
A9U C6   C6   C 0 1 Y N N 36.491 -33.896 8.807  -5.871  -0.130 1.075  C6   A9U 10 
A9U C7   C7   C 0 1 Y N N 35.760 -35.077 9.444  -7.088  -0.356 1.734  C7   A9U 11 
A9U C8   C8   C 0 1 Y N N 35.166 -34.933 10.610 -8.215  -0.615 1.016  C8   A9U 12 
A9U C9   C9   C 0 1 Y N N 38.503 -32.011 6.273  -2.373  0.578  0.574  C9   A9U 13 
A9U C10  C10  C 0 1 Y N N 38.597 -32.799 4.967  -1.771  0.756  1.822  C10  A9U 14 
A9U C11  C11  C 0 1 Y N N 39.332 -32.344 3.972  -0.426  1.039  1.901  C11  A9U 15 
A9U C12  C12  C 0 1 Y N N 40.094 -31.029 4.125  0.333   1.150  0.742  C12  A9U 16 
A9U C13  C13  C 0 1 Y N N 40.018 -30.353 5.254  -0.262  0.975  -0.501 C13  A9U 17 
A9U C14  C14  C 0 1 Y N N 39.166 -30.880 6.409  -1.606  0.684  -0.588 C14  A9U 18 
A9U C20  C20  C 0 1 N N N 42.290 -29.009 -0.885 6.071   2.338  -1.135 C20  A9U 19 
A9U C19  C19  C 0 1 N N N 41.153 -29.207 0.114  4.592   2.080  -1.431 C19  A9U 20 
A9U C18  C18  C 0 1 N N N 41.602 -29.080 1.456  3.846   1.850  -0.113 C18  A9U 21 
A9U C17  C17  C 0 1 N N N 42.739 -29.904 1.697  4.488   0.674  0.629  C17  A9U 22 
A9U C16  C16  C 0 1 N N N 43.831 -29.710 0.642  5.970   0.973  0.864  C16  A9U 23 
A9U NBH  NBH  N 0 1 N N N 43.302 -29.911 -0.621 6.639   1.184  -0.426 NBH  A9U 24 
A9U CAS  CAS  C 0 1 N N N 40.548 -29.409 2.368  2.379   1.531  -0.405 CAS  A9U 25 
A9U OAB  OAB  O 0 1 N N N 33.588 -34.109 12.946 -9.363  -1.005 -2.363 OAB  A9U 26 
A9U C22  C22  C 0 1 Y N N ?      ?       ?      7.381   -1.122 -0.605 C22  A9U 27 
A9U C23  C23  C 0 1 Y N N ?      ?       ?      6.775   -1.985 0.290  C23  A9U 28 
A9U C24  C24  C 0 1 Y N N ?      ?       ?      7.512   -2.990 0.887  C24  A9U 29 
A9U C25  C25  C 0 1 Y N N ?      ?       ?      8.854   -3.134 0.589  C25  A9U 30 
A9U C26  C26  C 0 1 Y N N ?      ?       ?      9.460   -2.273 -0.306 C26  A9U 31 
A9U C21  C21  C 0 1 N N N ?      ?       ?      6.577   -0.026 -1.255 C21  A9U 32 
A9U C27  C27  C 0 1 Y N N ?      ?       ?      8.724   -1.262 -0.898 C27  A9U 33 
A9U H25  H25  H 0 1 N N N ?      ?       ?      9.430   -3.920 1.056  H25  A9U 34 
A9U H23  H23  H 0 1 N N N ?      ?       ?      5.727   -1.872 0.523  H23  A9U 35 
A9U H24  H24  H 0 1 N N N ?      ?       ?      7.039   -3.664 1.587  H24  A9U 36 
A9U H26  H26  H 0 1 N N N ?      ?       ?      10.508  -2.385 -0.539 H26  A9U 37 
A9U H21  H21  H 0 1 N N N ?      ?       ?      5.540   -0.346 -1.355 H21  A9U 38 
A9U H22  H22  H 0 1 N N N ?      ?       ?      6.988   0.188  -2.242 H22  A9U 39 
A9U H27  H27  H 0 1 N N N ?      ?       ?      9.197   -0.589 -1.597 H27  A9U 40 
A9U H11N H11N H 0 0 N N N 34.530 -32.324 14.496 -10.590 -1.139 0.468  H11N A9U 41 
A9U H12N H12N H 0 0 N N N 35.770 -31.854 13.382 -11.370 -1.362 -1.003 H12N A9U 42 
A9U HAS1 HAS1 H 0 0 N N N 39.619 -29.589 1.807  2.312   0.585  -0.943 HAS1 A9U 43 
A9U HAS2 HAS2 H 0 0 N N N 40.396 -28.576 3.071  1.948   2.325  -1.015 HAS2 A9U 44 
A9U H3   H3   H 0 1 N N N 35.870 -31.616 11.280 -6.935  -0.485 -2.135 H3   A9U 45 
A9U H8   H8   H 0 1 N N N 34.649 -35.767 11.061 -9.150  -0.784 1.529  H8   A9U 46 
A9U HA   HA   H 0 1 N N N 37.473 -30.900 8.823  -4.147  0.119  -1.579 HA   A9U 47 
A9U H7   H7   H 0 1 N N N 35.731 -36.030 8.937  -7.131  -0.320 2.812  H7   A9U 48 
A9U H10  H10  H 0 1 N N N 38.060 -33.730 4.859  -2.360  0.670  2.723  H10  A9U 49 
A9U H14  H14  H 0 1 N N N 39.108 -30.327 7.335  -2.067  0.544  -1.555 H14  A9U 50 
A9U H11  H11  H 0 1 N N N 39.395 -32.901 3.049  0.041   1.176  2.866  H11  A9U 51 
A9U H13  H13  H 0 1 N N N 40.559 -29.425 5.363  0.331   1.061  -1.399 H13  A9U 52 
A9U H161 H161 H 0 0 N N N 44.230 -28.687 0.713  6.067   1.870  1.475  H161 A9U 53 
A9U H162 H162 H 0 0 N N N 44.642 -30.433 0.818  6.433   0.131  1.380  H162 A9U 54 
A9U H171 H171 H 0 0 N N N 42.421 -30.957 1.688  3.988   0.532  1.587  H171 A9U 55 
A9U H172 H172 H 0 0 N N N 43.153 -29.655 2.685  4.389   -0.232 0.030  H172 A9U 56 
A9U H18  H18  H 0 1 N N N 41.891 -28.033 1.627  3.908   2.747  0.502  H18  A9U 57 
A9U H191 H191 H 0 0 N N N 40.727 -30.212 -0.026 4.167   2.943  -1.943 H191 A9U 58 
A9U H192 H192 H 0 0 N N N 40.377 -28.451 -0.075 4.496   1.197  -2.063 H192 A9U 59 
A9U H201 H201 H 0 0 N N N 41.913 -29.171 -1.906 6.608   2.488  -2.072 H201 A9U 60 
A9U H202 H202 H 0 0 N N N 42.681 -27.985 -0.796 6.167   3.229  -0.515 H202 A9U 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 
A9U C1  N1   SING N N 1  
A9U C1  C2   SING N N 2  
A9U C1  OAB  DOUB N N 3  
A9U O1  C12  SING N N 4  
A9U O1  CAS  SING N N 5  
A9U C2  C3   SING Y N 6  
A9U C2  C8   DOUB Y N 7  
A9U C3  C4   DOUB Y N 8  
A9U N3  C4   SING Y N 9  
A9U N3  C5   SING Y N 10 
A9U C4  C6   SING Y N 11 
A9U N4  C5   DOUB Y N 12 
A9U N4  C6   SING Y N 13 
A9U C5  C9   SING N N 14 
A9U C6  C7   DOUB Y N 15 
A9U C7  C8   SING Y N 16 
A9U C9  C10  SING Y N 17 
A9U C9  C14  DOUB Y N 18 
A9U C10 C11  DOUB Y N 19 
A9U C11 C12  SING Y N 20 
A9U C12 C13  DOUB Y N 21 
A9U C13 C14  SING Y N 22 
A9U C16 C17  SING N N 23 
A9U C16 NBH  SING N N 24 
A9U C17 C18  SING N N 25 
A9U C18 C19  SING N N 26 
A9U C18 CAS  SING N N 27 
A9U C19 C20  SING N N 28 
A9U C20 NBH  SING N N 29 
A9U C21 NBH  SING N N 30 
A9U C22 C23  DOUB Y N 31 
A9U C22 C21  SING N N 32 
A9U C22 C27  SING Y N 33 
A9U C23 C24  SING Y N 34 
A9U C23 H23  SING N N 35 
A9U C24 C25  DOUB Y N 36 
A9U C24 H24  SING N N 37 
A9U C25 C26  SING Y N 38 
A9U C25 H25  SING N N 39 
A9U C26 C27  DOUB Y N 40 
A9U C26 H26  SING N N 41 
A9U C21 H21  SING N N 42 
A9U C21 H22  SING N N 43 
A9U C27 H27  SING N N 44 
A9U N1  H11N SING N N 45 
A9U N1  H12N SING N N 46 
A9U CAS HAS1 SING N N 47 
A9U CAS HAS2 SING N N 48 
A9U C3  H3   SING N N 49 
A9U C8  H8   SING N N 50 
A9U N3  HA   SING N N 51 
A9U C7  H7   SING N N 52 
A9U C10 H10  SING N N 53 
A9U C14 H14  SING N N 54 
A9U C11 H11  SING N N 55 
A9U C13 H13  SING N N 56 
A9U C16 H161 SING N N 57 
A9U C16 H162 SING N N 58 
A9U C17 H171 SING N N 59 
A9U C17 H172 SING N N 60 
A9U C18 H18  SING N N 61 
A9U C19 H191 SING N N 62 
A9U C19 H192 SING N N 63 
A9U C20 H201 SING N N 64 
A9U 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 
A9U SMILES           ACDLabs              12.01 "O=C(N)c1ccc2nc(nc2c1)c5ccc(OCC4CCN(Cc3ccccc3)CC4)cc5"                                                                                                                         
A9U InChI            InChI                1.03  "InChI=1S/C27H28N4O2/c28-26(32)22-8-11-24-25(16-22)30-27(29-24)21-6-9-23(10-7-21)33-18-20-12-14-31(15-13-20)17-19-4-2-1-3-5-19/h1-11,16,20H,12-15,17-18H2,(H2,28,32)(H,29,30)" 
A9U InChIKey         InChI                1.03  LTUJRTNXSJGLBT-UHFFFAOYSA-N                                                                                                                                                    
A9U SMILES_CANONICAL CACTVS               3.385 "NC(=O)c1ccc2nc([nH]c2c1)c3ccc(OCC4CCN(CC4)Cc5ccccc5)cc3"                                                                                                                      
A9U SMILES           CACTVS               3.385 "NC(=O)c1ccc2nc([nH]c2c1)c3ccc(OCC4CCN(CC4)Cc5ccccc5)cc3"                                                                                                                      
A9U SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "c1ccc(cc1)CN2CCC(CC2)COc3ccc(cc3)c4[nH]c5cc(ccc5n4)C(=O)N"                                                                                                                    
A9U SMILES           "OpenEye OEToolkits" 1.9.2 "c1ccc(cc1)CN2CCC(CC2)COc3ccc(cc3)c4[nH]c5cc(ccc5n4)C(=O)N"                                                                                                                    
# 
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 
A9U "SYSTEMATIC NAME" ACDLabs              12.01 "2-{4-[(1-benzylpiperidin-4-yl)methoxy]phenyl}-1H-benzimidazole-6-carboxamide"         
A9U "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "2-[4-[[1-(phenylmethyl)piperidin-4-yl]methoxy]phenyl]-3H-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 
A9U "Create component"  2011-11-28 EBI  
A9U "Initial release"   2012-10-05 RCSB 
A9U "Modify descriptor" 2014-09-05 RCSB 
# 
