data_AL8
# 
_chem_comp.id                                    AL8 
_chem_comp.name                                  (R)-3,4-DIHYDRO-2-(3-METHOXYPHENYL)-4-METHYLAMINO-2H-THIENO[3,2-E]-1,2-THIAZINE-6-SULFONAMIDE-1,1-DIOXIDE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C14 H17 N3 O5 S3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         AL7089A 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     1999-07-08 
_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                        403.497 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     AL8 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        ? 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        1BNM 
_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 
AL8 C3   C3   C 0 1 Y N N -5.400 1.944  15.924 0.023  0.219  3.361  C3   AL8 1  
AL8 C9   C9   C 0 1 N N N -2.463 4.867  13.950 0.651  -1.640 -1.108 C9   AL8 2  
AL8 C10  C10  C 0 1 N N R -2.893 3.423  13.681 1.389  -0.903 -0.003 C10  AL8 3  
AL8 C16  C16  C 0 1 N N N -1.741 2.876  12.054 3.618  -1.627 -0.252 C16  AL8 4  
AL8 C19  C19  C 0 1 Y N N -2.785 9.035  12.151 -1.333 -0.278 -5.217 C19  AL8 5  
AL8 C20  C20  C 0 1 Y N N -2.057 9.617  13.177 -0.291 0.522  -5.646 C20  AL8 6  
AL8 C21  C21  C 0 1 Y N N -1.838 8.891  14.363 0.715  0.886  -4.763 C21  AL8 7  
AL8 C22  C22  C 0 1 Y N N -2.329 7.620  14.537 0.673  0.451  -3.448 C22  AL8 8  
AL8 C24  C24  C 0 1 N N N -0.613 10.688 15.267 1.499  1.956  -6.567 C24  AL8 9  
AL8 N21  N21  N 0 1 N N N -5.538 -0.617 16.243 0.742  2.177  5.161  N21  AL8 10 
AL8 S1   S1   S 0 1 N N N -5.950 0.657  16.873 0.314  0.580  5.061  S1   AL8 11 
AL8 O1A  O1A  O 0 1 N N N -5.391 0.799  18.165 -0.950 0.478  5.700  O1A  AL8 12 
AL8 O2A  O2A  O 0 1 N N N -7.351 0.955  16.935 1.478  -0.154 5.418  O2A  AL8 13 
AL8 S2   S2   S 0 1 Y N N -6.280 3.407  15.876 -1.498 0.336  2.430  S2   AL8 14 
AL8 C6   C6   C 0 1 Y N N -5.078 4.011  14.826 -0.859 -0.208 0.879  C6   AL8 15 
AL8 C5   C5   C 0 1 Y N N -4.083 3.057  14.553 0.460  -0.446 1.111  C5   AL8 16 
AL8 C4   C4   C 0 1 Y N N -4.270 1.875  15.187 0.892  -0.219 2.422  C4   AL8 17 
AL8 N8   N8   N 0 1 N N N -3.532 5.813  13.645 -0.411 -0.803 -1.697 N8   AL8 18 
AL8 S7   S7   S 0 1 N N N -4.910 5.642  14.314 -1.675 -0.427 -0.659 S7   AL8 19 
AL8 O3B  O3B  O 0 1 N N N -6.127 6.041  13.525 -2.148 0.854  -1.049 O3B  AL8 20 
AL8 O4B  O4B  O 0 1 N N N -4.968 6.510  15.519 -2.460 -1.605 -0.537 O4B  AL8 21 
AL8 N15  N15  N 0 1 N N N -3.150 3.201  12.266 2.409  -1.795 0.564  N15  AL8 22 
AL8 C17  C17  C 0 1 Y N N -3.053 7.056  13.504 -0.369 -0.357 -3.020 C17  AL8 23 
AL8 C18  C18  C 0 1 Y N N -3.287 7.748  12.311 -1.375 -0.719 -3.908 C18  AL8 24 
AL8 O23  O23  O 0 1 N N N -1.163 9.350  15.377 1.739  1.673  -5.187 O23  AL8 25 
AL8 H91  1H9  H 0 1 N N N -2.093 4.993  14.994 1.360  -1.917 -1.888 H91  AL8 26 
AL8 H92  2H9  H 0 1 N N N -1.525 5.121  13.401 0.204  -2.545 -0.696 H92  AL8 27 
AL8 H10  H10  H 0 1 N N N -2.053 2.742  13.956 1.883  -0.030 -0.430 H10  AL8 28 
AL8 H161 1H16 H 0 0 N N N -1.937 2.705  10.969 4.428  -2.220 0.171  H161 AL8 29 
AL8 H162 2H16 H 0 0 N N N -0.951 3.597  12.368 3.418  -1.960 -1.270 H162 AL8 30 
AL8 H163 3H16 H 0 0 N N N -1.257 2.076  12.662 3.906  -0.575 -0.264 H163 AL8 31 
AL8 H19  H19  H 0 1 N N N -2.963 9.591  11.215 -2.115 -0.560 -5.906 H19  AL8 32 
AL8 H20  H20  H 0 1 N N N -1.659 10.638 13.052 -0.260 0.864  -6.670 H20  AL8 33 
AL8 H22  H22  H 0 1 N N N -2.147 7.070  15.475 1.456  0.734  -2.759 H22  AL8 34 
AL8 H241 1H24 H 0 0 N N N -0.034 11.081 16.135 2.298  2.588  -6.953 H241 AL8 35 
AL8 H242 2H24 H 0 0 N N N 0.013  10.754 14.347 1.470  1.022  -7.129 H242 AL8 36 
AL8 H243 3H24 H 0 0 N N N -1.430 11.402 15.015 0.544  2.472  -6.671 H243 AL8 37 
AL8 HNL1 1HNL H 0 0 N N N -5.869 -1.393 16.815 0.945  2.571  6.024  HNL1 AL8 38 
AL8 HNL2 2HNL H 0 0 N N N -4.532 -0.660 16.075 0.789  2.717  4.358  HNL2 AL8 39 
AL8 H4   H4   H 0 1 N N N -3.607 0.996  15.114 1.924  -0.395 2.686  H4   AL8 40 
AL8 HNF  HNF  H 0 1 N N N -3.592 3.932  11.709 2.085  -2.738 0.412  HNF  AL8 41 
AL8 H18  H18  H 0 1 N N N -3.866 7.279  11.497 -2.190 -1.344 -3.576 H18  AL8 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 
AL8 C3  S1   SING N N 1  
AL8 C3  S2   SING Y N 2  
AL8 C3  C4   DOUB Y N 3  
AL8 C9  C10  SING N N 4  
AL8 C9  N8   SING N N 5  
AL8 C9  H91  SING N N 6  
AL8 C9  H92  SING N N 7  
AL8 C10 C5   SING N N 8  
AL8 C10 N15  SING N N 9  
AL8 C10 H10  SING N N 10 
AL8 C16 N15  SING N N 11 
AL8 C16 H161 SING N N 12 
AL8 C16 H162 SING N N 13 
AL8 C16 H163 SING N N 14 
AL8 C19 C20  DOUB Y N 15 
AL8 C19 C18  SING Y N 16 
AL8 C19 H19  SING N N 17 
AL8 C20 C21  SING Y N 18 
AL8 C20 H20  SING N N 19 
AL8 C21 C22  DOUB Y N 20 
AL8 C21 O23  SING N N 21 
AL8 C22 C17  SING Y N 22 
AL8 C22 H22  SING N N 23 
AL8 C24 O23  SING N N 24 
AL8 C24 H241 SING N N 25 
AL8 C24 H242 SING N N 26 
AL8 C24 H243 SING N N 27 
AL8 N21 S1   SING N N 28 
AL8 N21 HNL1 SING N N 29 
AL8 N21 HNL2 SING N N 30 
AL8 S1  O1A  DOUB N N 31 
AL8 S1  O2A  DOUB N N 32 
AL8 S2  C6   SING Y N 33 
AL8 C6  C5   DOUB Y N 34 
AL8 C6  S7   SING N N 35 
AL8 C5  C4   SING Y N 36 
AL8 C4  H4   SING N N 37 
AL8 N8  S7   SING N N 38 
AL8 N8  C17  SING N N 39 
AL8 S7  O3B  DOUB N N 40 
AL8 S7  O4B  DOUB N N 41 
AL8 N15 HNF  SING N N 42 
AL8 C17 C18  DOUB Y N 43 
AL8 C18 H18  SING N N 44 
# 
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 
AL8 SMILES           ACDLabs              10.04 O=S(=O)(c1sc3c(c1)C(NC)CN(c2cccc(OC)c2)S3(=O)=O)N                                                                                                      
AL8 InChI            InChI                1.02b InChI=1/C14H17N3O5S3/c1-16-12-8-17(9-4-3-5-10(6-9)22-2)25(20,21)14-11(12)7-13(23-14)24(15,18)19/h3-7,12,16H,8H2,1-2H3,(H2,15,18,19)/t12-/m0/s1/f/h15H2 
AL8 InChIKey         InChI                1.02b RMOXCYSVWCHXII-ZEQHLWTNDU                                                                                                                              
AL8 SMILES_CANONICAL CACTVS               3.341 CN[C@H]1CN(c2cccc(OC)c2)[S](=O)(=O)c3sc(cc13)[S](N)(=O)=O                                                                                              
AL8 SMILES           CACTVS               3.341 CN[CH]1CN(c2cccc(OC)c2)[S](=O)(=O)c3sc(cc13)[S](N)(=O)=O                                                                                               
AL8 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CN[C@H]1C[N@@](S(=O)(=O)c2c1cc(s2)S(=O)(=O)N)c3cccc(c3)OC                                                                                              
AL8 SMILES           "OpenEye OEToolkits" 1.5.0 CNC1CN(S(=O)(=O)c2c1cc(s2)S(=O)(=O)N)c3cccc(c3)OC                                                                                                      
# 
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 
AL8 "SYSTEMATIC NAME" ACDLabs              10.04 "(4R)-2-(3-methoxyphenyl)-4-(methylamino)-3,4-dihydro-2H-thieno[3,2-e][1,2]thiazine-6-sulfonamide 1,1-dioxide" 
AL8 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (2R,4R)-2-(3-methoxyphenyl)-4-methylamino-1,1-dioxo-3,4-dihydrothieno[4,5-e][1,2]thiazine-6-sulfonamide        
# 
