data_11M
# 
_chem_comp.id                                    11M 
_chem_comp.name                                  "1-(1'-{[3-(methylsulfanyl)-2-benzothiophen-1-yl]carbonyl}spiro[1-benzofuran-3,4'-piperidin]-5-yl)methanamine" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C23 H24 N2 O2 S2" 
_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                        424.579 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     11M 
_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        2ZEB 
_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 
11M C4   C4   C 0 1 Y N N 20.376 -78.588 -85.001 -5.677 -1.571 -0.861 C4   11M 1  
11M C5   C5   C 0 1 Y N N 19.894 -77.967 -83.776 -6.224 -0.405 -1.352 C5   11M 2  
11M C6   C6   C 0 1 Y N N 20.846 -77.471 -82.765 -5.544 0.793  -1.225 C6   11M 3  
11M C8   C8   C 0 1 N N N 23.845 -79.650 -85.748 -2.715 -2.045 1.190  C8   11M 4  
11M C10  C10  C 0 1 N N N 24.723 -77.186 -85.163 -1.296 -0.660 -0.359 C10  11M 5  
11M C13  C13  C 0 1 N N N 26.372 -79.271 -83.717 -0.959 -0.020 2.503  C13  11M 6  
11M C15  C15  C 0 1 N N N 24.132 -78.563 -84.730 -2.467 -0.638 0.615  C15  11M 7  
11M C17  C17  C 0 1 N N N 27.762 -77.230 -83.379 1.289  0.542  1.715  C17  11M 8  
11M C22  C22  C 0 1 Y N N 29.397 -73.645 -84.175 4.200  -0.607 -0.584 C22  11M 9  
11M C24  C24  C 0 1 Y N N 30.701 -74.096 -86.419 5.083  1.692  -1.209 C24  11M 10 
11M C26  C26  C 0 1 Y N N 30.465 -76.546 -87.328 3.911  3.550  -0.247 C26  11M 11 
11M C1   C1   C 0 1 Y N N 22.285 -77.594 -82.967 -4.310 0.819  -0.601 C1   11M 12 
11M C2   C2   C 0 1 Y N N 22.757 -78.193 -84.182 -3.761 -0.344 -0.107 C2   11M 13 
11M C3   C3   C 0 1 Y N N 21.781 -78.707 -85.200 -4.433 -1.555 -0.235 C3   11M 14 
11M O13  O13  O 0 1 N N N 22.563 -79.267 -86.300 -3.710 -2.579 0.297  O13  11M 15 
11M C11  C11  C 0 1 N N N 26.243 -77.347 -85.407 -0.018 -1.050 0.392  C11  11M 16 
11M N22  N22  N 0 1 N N N 26.888 -78.011 -84.249 0.146  -0.150 1.543  N22  11M 17 
11M C14  C14  C 0 1 N N N 24.839 -79.207 -83.491 -2.232 0.362  1.739  C14  11M 18 
11M O61  O61  O 0 1 N N N 28.194 -77.698 -82.377 1.376  1.362  2.614  O61  11M 19 
11M C30  C30  C 0 1 N N N 20.291 -76.825 -81.482 -6.145 2.065  -1.766 C30  11M 20 
11M N64  N64  N 0 1 N N N 20.291 -77.839 -80.428 -6.961 2.702  -0.725 N64  11M 21 
11M C39  C39  C 0 1 Y N N 28.436 -75.979 -83.928 2.377  0.321  0.860  C39  11M 22 
11M C41  C41  C 0 1 Y N N 29.297 -75.933 -85.208 3.153  1.331  0.283  C41  11M 23 
11M C42  C42  C 0 1 Y N N 29.894 -74.430 -85.341 4.210  0.786  -0.554 C42  11M 24 
11M S44  S44  S 0 1 Y N N 28.464 -74.593 -83.226 2.953  -1.259 0.370  S44  11M 25 
11M C25  C25  C 0 1 Y N N 31.021 -75.127 -87.444 4.924  3.030  -1.049 C25  11M 26 
11M C27  C27  C 0 1 Y N N 29.592 -76.892 -86.169 3.042  2.738  0.407  C27  11M 27 
11M S59  S59  S 0 1 N N N 29.760 -71.921 -83.818 5.342  -1.580 -1.508 S59  11M 28 
11M C29  C29  C 0 1 N N N 31.012 -71.858 -82.493 4.753  -3.239 -1.089 C29  11M 29 
11M H4   H4   H 0 1 N N N 19.682 -78.951 -85.744 -6.217 -2.502 -0.959 H4   11M 30 
11M H5   H5   H 0 1 N N N 18.832 -77.869 -83.606 -7.189 -0.426 -1.837 H5   11M 31 
11M H8   H8   H 0 1 N N N 24.623 -79.690 -86.525 -1.804 -2.643 1.156  H8   11M 32 
11M H8A  H8A  H 0 1 N N N 23.834 -80.656 -85.304 -3.101 -1.985 2.207  H8A  11M 33 
11M H10  H10  H 0 1 N N N 24.233 -76.848 -86.088 -1.492 -1.388 -1.146 H10  11M 34 
11M H10A H10A H 0 0 N N N 24.550 -76.441 -84.372 -1.172 0.328  -0.801 H10A 11M 35 
11M H13  H13  H 0 1 N N N 26.591 -80.075 -84.435 -1.111 -0.969 3.016  H13  11M 36 
11M H13A H13A H 0 0 N N N 26.857 -79.462 -82.748 -0.722 0.758  3.229  H13A 11M 37 
11M H24  H24  H 0 1 N N N 31.094 -73.095 -86.514 5.877  1.316  -1.837 H24  11M 38 
11M H26  H26  H 0 1 N N N 30.701 -77.289 -88.076 3.816  4.620  -0.143 H26  11M 39 
11M H1   H1   H 0 1 N N N 22.980 -77.242 -82.219 -3.776 1.753  -0.501 H1   11M 40 
11M H11  H11  H 0 1 N N N 26.401 -77.959 -86.307 -0.098 -2.079 0.741  H11  11M 41 
11M H11A H11A H 0 0 N N N 26.690 -76.351 -85.540 0.841  -0.952 -0.273 H11A 11M 42 
11M H14  H14  H 0 1 N N N 24.453 -80.226 -83.344 -3.083 0.349  2.420  H14  11M 43 
11M H14A H14A H 0 0 N N N 24.634 -78.592 -82.602 -2.118 1.361  1.319  H14A 11M 44 
11M H30  H30  H 0 1 N N N 20.924 -75.975 -81.186 -5.347 2.743  -2.069 H30  11M 45 
11M H30A H30A H 0 0 N N N 19.270 -76.453 -81.653 -6.771 1.833  -2.628 H30A 11M 46 
11M HN64 HN64 H 0 0 N N N 20.291 -78.750 -80.841 -7.375 3.558  -1.063 HN64 11M 47 
11M HN6A HN6A H 0 0 N N N 21.108 -77.730 -79.861 -7.668 2.069  -0.381 HN6A 11M 48 
11M H25  H25  H 0 1 N N N 31.654 -74.869 -88.280 5.597  3.706  -1.555 H25  11M 49 
11M H27  H27  H 0 1 N N N 29.189 -77.890 -86.077 2.265  3.165  1.023  H27  11M 50 
11M H29  H29  H 0 1 N N N 32.018 -71.845 -82.938 4.816  -3.386 -0.011 H29  11M 51 
11M H29A H29A H 0 0 N N N 30.865 -70.948 -81.893 3.717  -3.349 -1.410 H29A 11M 52 
11M H29B H29B H 0 0 N N N 30.908 -72.743 -81.848 5.370  -3.982 -1.594 H29B 11M 53 
# 
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 
11M C4  C5   DOUB Y N 1  
11M C4  C3   SING Y N 2  
11M C5  C6   SING N N 3  
11M C6  C1   DOUB Y N 4  
11M C6  C30  SING N N 5  
11M C8  C15  SING Y N 6  
11M C8  O13  SING N N 7  
11M C10 C15  SING N N 8  
11M C10 C11  SING N N 9  
11M C13 N22  SING N N 10 
11M C13 C14  SING N N 11 
11M C15 C2   SING N N 12 
11M C15 C14  SING N N 13 
11M C17 N22  SING N N 14 
11M C17 O61  DOUB N N 15 
11M C17 C39  SING N N 16 
11M C22 C42  DOUB N N 17 
11M C22 S44  SING N N 18 
11M C22 S59  SING N N 19 
11M C24 C42  SING N N 20 
11M C24 C25  DOUB N N 21 
11M C26 C25  SING N N 22 
11M C26 C27  DOUB N N 23 
11M C1  C2   SING N N 24 
11M C2  C3   DOUB Y N 25 
11M C3  O13  SING Y N 26 
11M C11 N22  SING N N 27 
11M C30 N64  SING Y N 28 
11M C39 C41  DOUB Y N 29 
11M C39 S44  SING N N 30 
11M C41 C42  SING Y N 31 
11M C41 C27  SING Y N 32 
11M S59 C29  SING N N 33 
11M C4  H4   SING Y N 34 
11M C5  H5   SING N N 35 
11M C8  H8   SING Y N 36 
11M C8  H8A  SING N N 37 
11M C10 H10  SING N N 38 
11M C10 H10A SING N N 39 
11M C13 H13  SING N N 40 
11M C13 H13A SING N N 41 
11M C24 H24  SING N N 42 
11M C26 H26  SING N N 43 
11M C1  H1   SING N N 44 
11M C11 H11  SING N N 45 
11M C11 H11A SING N N 46 
11M C14 H14  SING N N 47 
11M C14 H14A SING Y N 48 
11M C30 H30  SING Y N 49 
11M C30 H30A SING Y N 50 
11M N64 HN64 SING Y N 51 
11M N64 HN6A SING N N 52 
11M C25 H25  SING N N 53 
11M C27 H27  SING N N 54 
11M C29 H29  SING N N 55 
11M C29 H29A SING N N 56 
11M C29 H29B SING N N 57 
# 
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 
11M SMILES           ACDLabs              10.04 O=C(c1sc(SC)c2ccccc12)N5CCC3(c4cc(ccc4OC3)CN)CC5                                                                                                
11M InChI            InChI                1.02b InChI=1/C23H24N2O2S2/c1-28-22-17-5-3-2-4-16(17)20(29-22)21(26)25-10-8-23(9-11-25)14-27-19-7-6-15(13-24)12-18(19)23/h2-7,12H,8-11,13-14,24H2,1H3 
11M InChIKey         InChI                1.02b VCUDZTCDUDDJGG-UHFFFAOYAJ                                                                                                                       
11M SMILES_CANONICAL CACTVS               3.341 CSc1sc(C(=O)N2CCC3(CC2)COc4ccc(CN)cc34)c5ccccc15                                                                                                
11M SMILES           CACTVS               3.341 CSc1sc(C(=O)N2CCC3(CC2)COc4ccc(CN)cc34)c5ccccc15                                                                                                
11M SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CSc1c2ccccc2c(s1)C(=O)N3CCC4(CC3)COc5c4cc(cc5)CN                                                                                                
11M SMILES           "OpenEye OEToolkits" 1.5.0 CSc1c2ccccc2c(s1)C(=O)N3CCC4(CC3)COc5c4cc(cc5)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 
11M "SYSTEMATIC NAME" ACDLabs              10.04 "1-(1'-{[3-(methylsulfanyl)-2-benzothiophen-1-yl]carbonyl}spiro[1-benzofuran-3,4'-piperidin]-5-yl)methanamine"   
11M "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[5-(aminomethyl)spiro[2H-1-benzofuran-3,4'-piperidine]-1'-yl]-(3-methylsulfanyl-2-benzothiophen-1-yl)methanone" 
# 
