data_AL2 # _chem_comp.id AL2 _chem_comp.name "3,4-DIHYDRO-4-HYDROXY-2-(4-METHOXYPHENYL)-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 "C13 H14 N2 O6 S3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms AL5424 _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 1999-07-08 _chem_comp.pdbx_modified_date 2021-03-01 _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 390.455 _chem_comp.one_letter_code ? _chem_comp.three_letter_code AL2 _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 1BNT _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 AL2 C3 C3 C 0 1 Y N N -5.298 2.071 15.976 0.106 -0.177 -3.448 C3 AL2 1 AL2 O5 O5 O 0 1 N N N -2.384 2.815 12.791 2.706 1.560 -0.690 O5 AL2 2 AL2 C9 C9 C 0 1 N N N -3.140 5.067 12.835 1.028 1.541 1.024 C9 AL2 3 AL2 C10 C10 C 0 1 N N R -2.757 3.841 13.697 1.669 0.764 -0.114 C10 AL2 4 AL2 C11 C11 C 0 1 Y N N -3.018 7.290 13.832 -0.027 0.312 2.955 C11 AL2 5 AL2 C12 C12 C 0 1 Y N N -2.963 8.031 12.643 -1.198 0.180 3.691 C12 AL2 6 AL2 C13 C13 C 0 1 Y N N -2.425 9.316 12.657 -1.147 -0.283 4.991 C13 AL2 7 AL2 C14 C14 C 0 1 Y N N -1.925 9.835 13.853 0.071 -0.619 5.561 C14 AL2 8 AL2 C15 C15 C 0 1 Y N N -1.951 9.088 15.040 1.241 -0.482 4.828 C15 AL2 9 AL2 C16 C16 C 0 1 Y N N -2.507 7.811 15.028 1.192 -0.023 3.527 C16 AL2 10 AL2 O1A O1A O 0 1 N N N -5.486 0.818 18.238 1.519 0.119 -5.545 O1A AL2 11 AL2 O2A O2A O 0 1 N N N -7.310 0.923 16.875 -0.961 -0.298 -5.757 O2A AL2 12 AL2 N21 N21 N 0 1 N N N -5.520 -0.531 16.293 0.596 -2.146 -5.311 N21 AL2 13 AL2 S1 S1 S 0 1 N N N -5.908 0.757 16.895 0.310 -0.522 -5.164 S1 AL2 14 AL2 C4 C4 C 0 1 Y N N -4.115 2.147 15.289 1.039 0.163 -2.530 C4 AL2 15 AL2 C5 C5 C 0 1 Y N N -3.885 3.325 14.626 0.672 0.396 -1.201 C5 AL2 16 AL2 C6 C6 C 0 1 Y N N -4.945 4.189 14.842 -0.655 0.266 -0.928 C6 AL2 17 AL2 S2 S2 S 0 1 Y N N -6.191 3.526 15.811 -1.389 -0.185 -2.468 S2 AL2 18 AL2 S7 S7 S 0 1 N N N -4.963 5.796 14.237 -1.397 0.519 0.637 S7 AL2 19 AL2 O3B O3B O 0 1 N N N -5.873 5.845 13.141 -2.092 1.757 0.557 O3B AL2 20 AL2 O4B O4B O 0 1 N N N -5.453 6.617 15.301 -1.955 -0.728 1.025 O4B AL2 21 AL2 N8 N8 N 0 1 N N N -3.520 6.047 13.837 -0.078 0.782 1.638 N8 AL2 22 AL2 O6 O6 O 0 1 N N N -1.458 11.137 13.828 0.120 -1.076 6.841 O6 AL2 23 AL2 C17 C17 C 0 1 N N N -0.075 11.272 13.463 1.495 -1.331 7.136 C17 AL2 24 AL2 HO5 HO5 H 0 1 N N N -2.148 2.062 13.320 3.092 1.040 -1.408 HO5 AL2 25 AL2 H91 1H9 H 0 1 N N N -2.351 5.405 12.123 0.642 2.485 0.639 H91 AL2 26 AL2 H92 2H9 H 0 1 N N N -3.912 4.869 12.055 1.782 1.749 1.783 H92 AL2 27 AL2 H10 H10 H 0 1 N N N -1.934 4.145 14.385 2.108 -0.149 0.286 H10 AL2 28 AL2 H12 H12 H 0 1 N N N -3.341 7.604 11.699 -2.147 0.441 3.247 H12 AL2 29 AL2 H13 H13 H 0 1 N N N -2.395 9.915 11.731 -2.057 -0.386 5.563 H13 AL2 30 AL2 H15 H15 H 0 1 N N N -1.537 9.501 15.975 2.190 -0.743 5.273 H15 AL2 31 AL2 H16 H16 H 0 1 N N N -2.542 7.217 15.957 2.103 0.079 2.956 H16 AL2 32 AL2 HNL1 1HNL H 0 0 N N N -5.882 -1.312 16.839 0.737 -2.536 -6.188 HNL1 AL2 33 AL2 HNL2 2HNL H 0 0 N N N -4.510 -0.597 16.164 0.624 -2.707 -4.521 HNL2 AL2 34 AL2 H4 H4 H 0 1 N N N -3.393 1.312 15.270 2.074 0.257 -2.825 H4 AL2 35 AL2 H171 1H17 H 0 0 N N N 0.301 12.321 13.442 1.584 -1.702 8.157 H171 AL2 36 AL2 H172 2H17 H 0 0 N N N 0.563 10.644 14.127 1.882 -2.078 6.443 H172 AL2 37 AL2 H173 3H17 H 0 0 N N N 0.117 10.773 12.484 2.066 -0.409 7.033 H173 AL2 38 # # 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 AL2 C3 S1 SING N N 1 AL2 C3 C4 DOUB Y N 2 AL2 C3 S2 SING Y N 3 AL2 O5 C10 SING N N 4 AL2 O5 HO5 SING N N 5 AL2 C9 C10 SING N N 6 AL2 C9 N8 SING N N 7 AL2 C9 H91 SING N N 8 AL2 C9 H92 SING N N 9 AL2 C10 C5 SING N N 10 AL2 C10 H10 SING N N 11 AL2 C11 C12 DOUB Y N 12 AL2 C11 C16 SING Y N 13 AL2 C11 N8 SING N N 14 AL2 C12 C13 SING Y N 15 AL2 C12 H12 SING N N 16 AL2 C13 C14 DOUB Y N 17 AL2 C13 H13 SING N N 18 AL2 C14 C15 SING Y N 19 AL2 C14 O6 SING N N 20 AL2 C15 C16 DOUB Y N 21 AL2 C15 H15 SING N N 22 AL2 C16 H16 SING N N 23 AL2 O1A S1 DOUB N N 24 AL2 O2A S1 DOUB N N 25 AL2 N21 S1 SING N N 26 AL2 N21 HNL1 SING N N 27 AL2 N21 HNL2 SING N N 28 AL2 C4 C5 SING Y N 29 AL2 C4 H4 SING N N 30 AL2 C5 C6 DOUB Y N 31 AL2 C6 S2 SING Y N 32 AL2 C6 S7 SING N N 33 AL2 S7 O3B DOUB N N 34 AL2 S7 O4B DOUB N N 35 AL2 S7 N8 SING N N 36 AL2 O6 C17 SING N N 37 AL2 C17 H171 SING N N 38 AL2 C17 H172 SING N N 39 AL2 C17 H173 SING N N 40 # # 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 AL2 SMILES ACDLabs 10.04 "O=S(=O)(c1sc3c(c1)C(O)CN(c2ccc(OC)cc2)S3(=O)=O)N" AL2 SMILES_CANONICAL CACTVS 3.341 "COc1ccc(cc1)N2C[C@H](O)c3cc(sc3[S]2(=O)=O)[S](N)(=O)=O" AL2 SMILES CACTVS 3.341 "COc1ccc(cc1)N2C[CH](O)c3cc(sc3[S]2(=O)=O)[S](N)(=O)=O" AL2 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "COc1ccc(cc1)[N@@]2C[C@@H](c3cc(sc3S2(=O)=O)S(=O)(=O)N)O" AL2 SMILES "OpenEye OEToolkits" 1.5.0 "COc1ccc(cc1)N2CC(c3cc(sc3S2(=O)=O)S(=O)(=O)N)O" AL2 InChI InChI 1.03 "InChI=1S/C13H14N2O6S3/c1-21-9-4-2-8(3-5-9)15-7-11(16)10-6-12(23(14,17)18)22-13(10)24(15,19)20/h2-6,11,16H,7H2,1H3,(H2,14,17,18)/t11-/m0/s1" AL2 InChIKey InChI 1.03 ZWTSOJQGEWPWGO-NSHDSACASA-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 AL2 "SYSTEMATIC NAME" ACDLabs 10.04 "(4R)-4-hydroxy-2-(4-methoxyphenyl)-3,4-dihydro-2H-thieno[3,2-e][1,2]thiazine-6-sulfonamide 1,1-dioxide" AL2 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S,4R)-4-hydroxy-2-(4-methoxyphenyl)-1,1-dioxo-3,4-dihydrothieno[4,5-e][1,2]thiazine-6-sulfonamide" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site AL2 "Create component" 1999-07-08 RCSB AL2 "Modify descriptor" 2011-06-04 RCSB AL2 "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id AL2 _pdbx_chem_comp_synonyms.name AL5424 _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##