data_332
# 
_chem_comp.id                                    332 
_chem_comp.name                                  (3R)-3-[(1,2,3,4-tetrahydroisoquinolin-7-yloxy)methyl]-2,3-dihydrothieno[2,3-f][1,4]oxazepin-5-amine 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C17 H19 N3 O2 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2008-09-26 
_chem_comp.pdbx_modified_date                    2008-10-14 
_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                        329.417 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     332 
_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        3EBF 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  RCSB 
# 
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 
332 C9   C9   C 0 1 N N N 122.954 112.001 33.578 -2.430 -2.165 -0.055 C9   332 1  
332 O10  O10  O 0 1 N N N 124.172 111.427 33.011 -3.787 -1.879 -0.382 O10  332 2  
332 C3   C3   C 0 1 Y N N 125.045 112.125 32.229 -4.328 -0.752 0.173  C3   332 3  
332 C4   C4   C 0 1 Y N N 124.960 113.421 31.848 -3.924 0.503  -0.215 C4   332 4  
332 C6   C6   C 0 1 N N N 123.964 114.487 32.130 -2.925 0.704  -1.277 C6   332 5  
332 N23  N23  N 0 1 N N N 123.919 115.517 31.288 -3.116 1.645  -2.270 N23  332 6  
332 N7   N7   N 0 1 N N N 123.113 114.533 33.137 -1.841 -0.048 -1.247 N7   332 7  
332 C8   C8   C 0 1 N N N 124.257 113.441 35.258 -0.109 -1.276 -0.068 C8   332 8  
332 C11  C11  C 0 1 N N R 123.050 113.434 34.176 -1.589 -0.888 -0.081 C11  332 9  
332 O12  O12  O 0 1 N N N 124.460 114.711 35.904 0.692  -0.097 0.025  O12  332 10 
332 C13  C13  C 0 1 Y N N 123.667 114.970 37.069 2.041  -0.266 0.048  C13  332 11 
332 C18  C18  C 0 1 Y N N 124.047 116.040 37.952 2.583  -1.542 -0.018 C18  332 12 
332 C17  C17  C 0 1 Y N N 123.256 116.321 39.128 3.953  -1.706 0.007  C17  332 13 
332 C16  C16  C 0 1 Y N N 122.091 115.545 39.426 4.790  -0.604 0.097  C16  332 14 
332 C22  C22  C 0 1 N N N 121.268 115.877 40.689 6.280  -0.836 0.125  C22  332 15 
332 C21  C21  C 0 1 N N N 120.023 114.932 40.886 7.016  0.466  -0.191 C21  332 16 
332 N20  N20  N 0 1 N N N 119.478 114.451 39.576 6.481  1.528  0.675  N20  332 17 
332 C19  C19  C 0 1 N N N 120.466 113.623 38.831 5.124  1.891  0.253  C19  332 18 
332 C15  C15  C 0 1 Y N N 121.706 114.466 38.539 4.254  0.665  0.161  C15  332 19 
332 C14  C14  C 0 1 Y N N 122.473 114.193 37.401 2.879  0.834  0.132  C14  332 20 
332 S5   S5   S 0 1 Y N N 126.321 113.844 30.842 -4.770 1.717  0.720  S5   332 21 
332 C1   C1   C 0 1 Y N N 126.944 112.204 31.023 -5.645 0.518  1.564  C1   332 22 
332 C2   C2   C 0 1 Y N N 126.193 111.428 31.752 -5.300 -0.705 1.158  C2   332 23 
332 H9   H9   H 0 1 N N N 122.212 112.041 32.767 -2.386 -2.605 0.942  H9   332 24 
332 H9A  H9A  H 0 1 N N N 122.701 111.352 34.429 -2.029 -2.875 -0.778 H9A  332 25 
332 HN23 HN23 H 0 0 N N N 123.209 116.147 31.603 -3.919 2.189  -2.275 HN23 332 26 
332 HN2A HN2A H 0 0 N N N 124.496 115.640 30.480 -2.446 1.763  -2.961 HN2A 332 27 
332 H8   H8   H 0 1 N N N 124.020 112.699 36.035 0.091  -1.920 0.788  H8   332 28 
332 H8A  H8A  H 0 1 N N N 125.181 113.211 34.708 0.135  -1.809 -0.988 H8A  332 29 
332 H11  H11  H 0 1 N N N 122.113 113.681 34.697 -1.803 -0.311 0.818  H11  332 30 
332 H18  H18  H 0 1 N N N 124.923 116.633 37.736 1.935  -2.403 -0.089 H18  332 31 
332 H17  H17  H 0 1 N N N 123.547 117.124 39.789 4.375  -2.698 -0.043 H17  332 32 
332 H22  H22  H 0 1 N N N 121.924 115.769 41.565 6.572  -1.186 1.115  H22  332 33 
332 H22A H22A H 0 0 N N N 120.887 116.902 40.573 6.543  -1.590 -0.616 H22A 332 34 
332 H21  H21  H 0 1 N N N 120.332 114.060 41.481 8.082  0.340  0.001  H21  332 35 
332 H21A H21A H 0 0 N N N 119.235 115.504 41.397 6.858  0.731  -1.237 H21A 332 36 
332 HN20 HN20 H 0 0 N N N 118.665 113.896 39.753 6.495  1.246  1.644  HN20 332 37 
332 H19  H19  H 0 1 N N N 120.748 112.750 39.438 4.695  2.583  0.977  H19  332 38 
332 H19A H19A H 0 0 N N N 120.022 113.278 37.886 5.168  2.375  -0.723 H19A 332 39 
332 H14  H14  H 0 1 N N N 122.175 113.385 36.749 2.458  1.827  0.179  H14  332 40 
332 H1   H1   H 0 1 N N N 127.866 111.872 30.570 -6.382 0.723  2.327  H1   332 41 
332 H2   H2   H 0 1 N N N 126.412 110.392 31.967 -5.748 -1.598 1.569  H2   332 42 
# 
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 
332 C9  O10  SING N N 1  
332 C9  C11  SING N N 2  
332 O10 C3   SING N N 3  
332 C3  C4   DOUB N N 4  
332 C3  C2   SING N N 5  
332 C4  C6   SING Y N 6  
332 C4  S5   SING Y N 7  
332 C6  N23  SING N N 8  
332 C6  N7   DOUB Y N 9  
332 N7  C11  SING N N 10 
332 C8  C11  SING N N 11 
332 C8  O12  SING N N 12 
332 O12 C13  SING N N 13 
332 C13 C18  DOUB N N 14 
332 C13 C14  SING N N 15 
332 C18 C17  SING N N 16 
332 C17 C16  DOUB N N 17 
332 C16 C22  SING N N 18 
332 C16 C15  SING N N 19 
332 C22 C21  SING N N 20 
332 C21 N20  SING Y N 21 
332 N20 C19  SING Y N 22 
332 C19 C15  SING Y N 23 
332 C15 C14  DOUB N N 24 
332 S5  C1   SING Y N 25 
332 C1  C2   DOUB N N 26 
332 C9  H9   SING N N 27 
332 C9  H9A  SING Y N 28 
332 N23 HN23 SING N N 29 
332 N23 HN2A SING N N 30 
332 C8  H8   SING N N 31 
332 C8  H8A  SING N N 32 
332 C11 H11  SING N N 33 
332 C18 H18  SING N N 34 
332 C17 H17  SING N N 35 
332 C22 H22  SING N N 36 
332 C22 H22A SING N N 37 
332 C21 H21  SING N N 38 
332 C21 H21A SING N N 39 
332 N20 HN20 SING Y N 40 
332 C19 H19  SING N N 41 
332 C19 H19A SING Y N 42 
332 C14 H14  SING Y N 43 
332 C1  H1   SING N N 44 
332 C2  H2   SING N N 45 
# 
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 
332 SMILES           ACDLabs              10.04 N1=C(N)c4sccc4OCC1COc2cc3c(cc2)CCNC3                                                                                                                    
332 InChI            InChI                1.02b InChI=1/C17H19N3O2S/c18-17-16-15(4-6-23-16)22-10-13(20-17)9-21-14-2-1-11-3-5-19-8-12(11)7-14/h1-2,4,6-7,13,19H,3,5,8-10H2,(H2,18,20)/t13-/m1/s1/f/h18H2 
332 InChIKey         InChI                1.02b UDFXWCLBONUMNA-MDBFVNGKDA                                                                                                                               
332 SMILES_CANONICAL CACTVS               3.341 NC1=N[C@H](COc2ccc3CCNCc3c2)COc4ccsc14                                                                                                                  
332 SMILES           CACTVS               3.341 NC1=N[CH](COc2ccc3CCNCc3c2)COc4ccsc14                                                                                                                   
332 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1cc2c(cc1OC[C@@H]3COc4ccsc4C(=N3)N)CNCC2                                                                                                               
332 SMILES           "OpenEye OEToolkits" 1.5.0 c1cc2c(cc1OCC3COc4ccsc4C(=N3)N)CNCC2                                                                                                                    
# 
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 
332 "SYSTEMATIC NAME" ACDLabs              10.04 (3R)-3-[(1,2,3,4-tetrahydroisoquinolin-7-yloxy)methyl]-2,3-dihydrothieno[2,3-f][1,4]oxazepin-5-amine 
332 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (3R)-3-(1,2,3,4-tetrahydroisoquinolin-7-yloxymethyl)-2,3-dihydrothieno[2,3-f][1,4]oxazepin-5-amine   
# 
