data_11N
# 
_chem_comp.id                                    11N 
_chem_comp.name                                  "1-[1'-(3-phenylacryloyl)spiro[1-benzofuran-3,4'-piperidin]-5-yl]methanamine" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C22 H24 N2 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2008-01-10 
_chem_comp.pdbx_modified_date                    2008-12-05 
_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                        348.438 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     11N 
_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        2ZEC 
_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 
11N C4   C4   C 0 1 Y N N 22.148 77.719 82.924 -3.579 1.074  -0.398 C4   11N 1  
11N C5   C5   C 0 1 Y N N 20.771 77.448 82.691 -4.812 1.635  -0.120 C5   11N 2  
11N C6   C6   C 0 1 Y N N 19.765 77.829 83.673 -5.621 1.071  0.849  C6   11N 3  
11N C7   C7   C 0 1 N N N 23.873 78.763 84.676 -1.903 -0.879 0.209  C7   11N 4  
11N C8   C8   C 0 1 N N N 23.533 79.738 85.775 -2.299 -2.154 0.978  C8   11N 5  
11N C10  C10  C 0 1 N N N 24.599 79.384 83.446 -0.740 -0.182 0.900  C10  11N 6  
11N C13  C13  C 0 1 N N N 26.080 77.678 85.402 -0.340 -2.133 -1.278 C13  11N 7  
11N C15  C15  C 0 1 N N N 20.376 76.779 81.372 -5.273 2.858  -0.871 C15  11N 8  
11N C17  C17  C 0 1 N N N 27.654 77.601 83.407 1.954  -1.304 -1.077 C17  11N 9  
11N C20  C20  C 0 1 N N N 29.311 75.877 83.080 4.163  -0.286 -0.945 C20  11N 10 
11N C22  C22  C 0 1 Y N N 28.964 73.345 83.417 6.423  0.749  -0.828 C22  11N 11 
11N C24  C24  C 0 1 Y N N 30.725 71.744 82.796 7.170  1.824  1.177  C24  11N 12 
11N C26  C26  C 0 1 Y N N 31.088 74.156 82.473 4.986  0.843  1.114  C26  11N 13 
11N C1   C1   C 0 1 Y N N 20.162 78.456 84.901 -5.201 -0.044 1.543  C1   11N 14 
11N C2   C2   C 0 1 Y N N 21.520 78.723 85.126 -3.958 -0.612 1.274  C2   11N 15 
11N C3   C3   C 0 1 Y N N 22.532 78.344 84.108 -3.158 -0.043 0.290  C3   11N 16 
11N O15  O15  O 0 1 N N N 22.238 79.328 86.252 -3.346 -1.686 1.847  O15  11N 17 
11N C11  C11  C 0 1 N N N 26.105 79.555 83.727 0.491  -1.095 0.874  C11  11N 18 
11N N22  N22  N 0 1 N N N 26.709 78.333 84.253 0.746  -1.503 -0.514 N22  11N 19 
11N C14  C14  C 0 1 N N N 24.590 77.458 85.115 -1.567 -1.214 -1.238 C14  11N 20 
11N N33  N33  N 0 1 N N N 20.034 77.834 80.436 -6.007 2.446  -2.075 N33  11N 21 
11N O37  O37  O 0 1 N N N 28.069 78.131 82.430 2.182  -1.729 -2.194 O37  11N 22 
11N C19  C19  C 0 1 N N N 28.264 76.249 83.800 2.992  -0.576 -0.345 C19  11N 23 
11N C41  C41  C 0 1 Y N N 29.804 74.423 82.998 5.207  0.446  -0.209 C41  11N 24 
11N C23  C23  C 0 1 Y N N 29.433 72.011 83.311 7.396  1.435  -0.132 C23  11N 25 
11N C25  C25  C 0 1 Y N N 31.561 72.815 82.368 5.968  1.529  1.797  C25  11N 26 
11N H4   H4   H 0 1 N N N 22.889 77.442 82.189 -2.947 1.510  -1.158 H4   11N 27 
11N H6   H6   H 0 1 N N N 18.720 77.640 83.477 -6.586 1.506  1.064  H6   11N 28 
11N H8   H8   H 0 1 N N N 24.280 79.698 86.581 -2.675 -2.917 0.296  H8   11N 29 
11N H8A  H8A  H 0 1 N N N 23.527 80.777 85.414 -1.457 -2.533 1.557  H8A  11N 30 
11N H10  H10  H 0 1 N N N 24.469 78.719 82.580 -0.513 0.749  0.380  H10  11N 31 
11N H10A H10A H 0 0 N N N 24.164 80.373 83.242 -1.009 0.036  1.934  H10A 11N 32 
11N H13  H13  H 0 1 N N N 26.566 76.707 85.581 -0.025 -2.276 -2.312 H13  11N 33 
11N H13A H13A H 0 0 N N N 26.191 78.315 86.292 -0.590 -3.096 -0.833 H13A 11N 34 
11N H15  H15  H 0 1 N N N 21.215 76.184 80.983 -5.926 3.452  -0.232 H15  11N 35 
11N H15A H15A H 0 0 N N N 19.522 76.102 81.521 -4.407 3.455  -1.160 H15A 11N 36 
11N H20  H20  H 0 1 N N N 29.845 76.632 82.523 4.337  -0.591 -1.967 H20  11N 37 
11N H22  H22  H 0 1 N N N 27.979 73.545 83.812 6.603  0.442  -1.848 H22  11N 38 
11N H24  H24  H 0 1 N N N 31.077 70.725 82.728 7.935  2.362  1.717  H24  11N 39 
11N H26  H26  H 0 1 N N N 31.716 74.973 82.149 4.049  0.614  1.599  H26  11N 40 
11N H1   H1   H 0 1 N N N 19.423 78.719 85.644 -5.838 -0.479 2.299  H1   11N 41 
11N H11  H11  H 0 1 N N N 26.610 79.819 82.786 1.356  -0.555 1.260  H11  11N 42 
11N H11A H11A H 0 0 N N N 26.222 80.345 84.484 0.305  -1.977 1.486  H11A 11N 43 
11N H14  H14  H 0 1 N N N 24.109 77.087 86.032 -2.414 -1.719 -1.700 H14  11N 44 
11N H14A H14A H 0 0 N N N 24.509 76.735 84.290 -1.350 -0.295 -1.782 H14A 11N 45 
11N HN33 HN33 H 0 0 N N N 19.955 78.702 80.926 -6.777 1.838  -1.838 HN33 11N 46 
11N HN3A HN3A H 0 0 N N N 20.749 77.907 79.741 -6.327 3.249  -2.596 HN3A 11N 47 
11N H19  H19  H 0 1 N N N 27.869 75.646 84.604 2.819  -0.271 0.677  H19  11N 48 
11N H23  H23  H 0 1 N N N 28.801 71.193 83.625 8.336  1.670  -0.609 H23  11N 49 
11N H25  H25  H 0 1 N N N 32.544 72.613 81.968 5.800  1.836  2.819  H25  11N 50 
# 
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 
11N C4  C5   DOUB Y N 1  
11N C4  C3   SING Y N 2  
11N C5  C6   SING N N 3  
11N C5  C15  SING Y N 4  
11N C6  C1   DOUB N N 5  
11N C7  C8   SING Y N 6  
11N C7  C10  SING N N 7  
11N C7  C3   SING N N 8  
11N C7  C14  SING N N 9  
11N C8  O15  SING N N 10 
11N C10 C11  SING N N 11 
11N C13 N22  SING N N 12 
11N C13 C14  SING N N 13 
11N C15 N33  SING N N 14 
11N C17 N22  SING N N 15 
11N C17 O37  DOUB N N 16 
11N C17 C19  SING N N 17 
11N C20 C19  DOUB N N 18 
11N C20 C41  SING N N 19 
11N C22 C41  DOUB N N 20 
11N C22 C23  SING N N 21 
11N C24 C23  DOUB N N 22 
11N C24 C25  SING N N 23 
11N C26 C41  SING N N 24 
11N C26 C25  DOUB N N 25 
11N C1  C2   SING N N 26 
11N C2  C3   DOUB N N 27 
11N C2  O15  SING N E 28 
11N C11 N22  SING N N 29 
11N C4  H4   SING N N 30 
11N C6  H6   SING Y N 31 
11N C8  H8   SING Y N 32 
11N C8  H8A  SING N N 33 
11N C10 H10  SING Y N 34 
11N C10 H10A SING Y N 35 
11N C13 H13  SING N N 36 
11N C13 H13A SING Y N 37 
11N C15 H15  SING Y N 38 
11N C15 H15A SING N N 39 
11N C20 H20  SING Y N 40 
11N C22 H22  SING N N 41 
11N C24 H24  SING Y N 42 
11N C26 H26  SING N N 43 
11N C1  H1   SING N N 44 
11N C11 H11  SING N N 45 
11N C11 H11A SING N N 46 
11N C14 H14  SING N N 47 
11N C14 H14A SING N N 48 
11N N33 HN33 SING N N 49 
11N N33 HN3A SING N N 50 
11N C19 H19  SING N N 51 
11N C23 H23  SING N N 52 
11N C25 H25  SING N N 53 
# 
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 
11N SMILES           ACDLabs              10.04 O=C(N3CCC1(c2c(OC1)ccc(c2)CN)CC3)\C=C\c4ccccc4                                                                                       
11N InChI            InChI                1.02b InChI=1/C22H24N2O2/c23-15-18-6-8-20-19(14-18)22(16-26-20)10-12-24(13-11-22)21(25)9-7-17-4-2-1-3-5-17/h1-9,14H,10-13,15-16,23H2/b9-7+ 
11N InChIKey         InChI                1.02b RQWYWHUKHYFIPB-VQHVLOKHBR                                                                                                            
11N SMILES_CANONICAL CACTVS               3.341 NCc1ccc2OCC3(CCN(CC3)C(=O)/C=C/c4ccccc4)c2c1                                                                                         
11N SMILES           CACTVS               3.341 NCc1ccc2OCC3(CCN(CC3)C(=O)C=Cc4ccccc4)c2c1                                                                                           
11N SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1ccc(cc1)C=CC(=O)N2CCC3(CC2)COc4c3cc(cc4)CN                                                                                         
11N SMILES           "OpenEye OEToolkits" 1.5.0 c1ccc(cc1)C=CC(=O)N2CCC3(CC2)COc4c3cc(cc4)CN                                                                                         
# 
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 
11N "SYSTEMATIC NAME" ACDLabs              10.04 "1-{1'-[(2E)-3-phenylprop-2-enoyl]spiro[1-benzofuran-3,4'-piperidin]-5-yl}methanamine"     
11N "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "1-[5-(aminomethyl)spiro[2H-1-benzofuran-3,4'-piperidine]-1'-yl]-3-phenyl-prop-2-en-1-one" 
# 
