data_DBD # _chem_comp.id DBD _chem_comp.name "7-(1,1-DIOXO-1H-BENZO[D]ISOTHIAZOL-3-YLOXYMETHYL)-2-(OXALYL-AMINO)-4,7-DIHYDRO-5H-THIENO[2,3-C]PYRAN-3-CARBOXYLIC ACID" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C18 H14 N2 O9 S2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2002-03-26 _chem_comp.pdbx_modified_date 2011-06-04 _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 466.442 _chem_comp.one_letter_code ? _chem_comp.three_letter_code DBD _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 1L8G _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 DBD O1 O1 O 0 1 N N N 13.892 44.198 17.349 -2.981 -0.050 -0.439 O1 DBD 1 DBD C2 C2 C 0 1 N N S 13.816 45.044 18.486 -1.759 -0.760 -0.201 C2 DBD 2 DBD C3 C3 C 0 1 Y N N 12.387 45.372 18.768 -1.304 -0.469 1.192 C3 DBD 3 DBD C4 C4 C 0 1 Y N N 11.353 45.039 17.981 -2.077 0.029 2.187 C4 DBD 4 DBD C5 C5 C 0 1 N N N 11.543 44.211 16.758 -3.545 0.322 1.896 C5 DBD 5 DBD C6 C6 C 0 1 N N N 12.784 43.377 17.076 -3.901 -0.403 0.592 C6 DBD 6 DBD S7 S7 S 0 1 Y N N 11.937 46.075 20.258 0.291 -0.670 1.923 S7 DBD 7 DBD C8 C8 C 0 1 Y N N 10.288 45.912 19.771 -0.058 -0.100 3.522 C8 DBD 8 DBD C9 C9 C 0 1 Y N N 10.047 45.402 18.557 -1.410 0.227 3.455 C9 DBD 9 DBD C10 C10 C 0 1 N N N 8.663 45.297 17.953 -2.125 0.756 4.618 C10 DBD 10 DBD O11 O11 O 0 1 N N N 8.537 45.250 16.765 -2.678 -0.004 5.390 O11 DBD 11 DBD O12 O12 O 0 1 N N N 7.552 45.243 18.690 -2.170 2.087 4.834 O12 DBD 12 DBD N13 N13 N 0 1 N N N 9.206 46.366 20.611 0.796 -0.000 4.605 N13 DBD 13 DBD C14 C14 C 0 1 N N N 9.318 47.070 21.737 2.085 -0.374 4.483 C14 DBD 14 DBD C15 C15 C 0 1 N N N 7.975 47.489 22.364 3.007 -0.267 5.652 C15 DBD 15 DBD O16 O16 O 0 1 N N N 7.777 48.528 22.914 2.597 0.156 6.711 O16 DBD 16 DBD O17 O17 O 0 1 N N N 7.008 46.559 22.413 4.294 -0.640 5.530 O17 DBD 17 DBD O18 O18 O 0 1 N N N 10.375 47.351 22.323 2.495 -0.799 3.423 O18 DBD 18 DBD C19 C19 C 0 1 N N N 14.638 46.212 18.060 -0.691 -0.300 -1.197 C19 DBD 19 DBD O20 O20 O 0 1 N N N 15.877 45.679 17.667 -1.129 -0.579 -2.528 O20 DBD 20 DBD C21 C21 C 0 1 N N N 16.713 45.231 18.698 -0.151 -0.154 -3.359 C21 DBD 21 DBD C22 C22 C 0 1 Y N N 17.949 44.543 18.423 -0.295 -0.305 -4.814 C22 DBD 22 DBD C23 C23 C 0 1 Y N N 18.635 44.315 19.609 0.813 0.196 -5.509 C23 DBD 23 DBD S24 S24 S 0 1 N N N 17.780 44.784 21.023 1.869 0.769 -4.206 S24 DBD 24 DBD N25 N25 N 0 1 N N N 16.601 45.291 20.050 0.922 0.384 -2.881 N25 DBD 25 DBD C26 C26 C 0 1 Y N N 18.462 44.268 17.177 -1.346 -0.840 -5.575 C26 DBD 26 DBD C27 C27 C 0 1 Y N N 19.670 43.576 17.086 -1.262 -0.871 -6.949 C27 DBD 27 DBD C28 C28 C 0 1 Y N N 20.396 43.313 18.253 -0.152 -0.374 -7.607 C28 DBD 28 DBD C29 C29 C 0 1 Y N N 19.871 43.620 19.501 0.893 0.164 -6.871 C29 DBD 29 DBD O30 O30 O 0 1 N N N 18.420 45.879 21.625 1.897 2.187 -4.293 O30 DBD 30 DBD O31 O31 O 0 1 N N N 17.376 43.603 21.782 2.993 -0.099 -4.175 O31 DBD 31 DBD H2 H2 H 0 1 N N N 14.191 44.610 19.442 -1.929 -1.830 -0.315 H2 DBD 32 DBD H51 1H5 H 0 1 N N N 11.611 44.796 15.811 -3.693 1.396 1.776 H51 DBD 33 DBD H52 2H5 H 0 1 N N N 10.649 43.613 16.463 -4.167 -0.050 2.710 H52 DBD 34 DBD H61 1H6 H 0 1 N N N 12.593 42.657 17.906 -4.909 -0.123 0.288 H61 DBD 35 DBD H62 2H6 H 0 1 N N N 13.006 42.646 16.264 -3.862 -1.479 0.757 H62 DBD 36 DBD H12 H12 H 0 1 N N N 6.683 45.177 18.311 -2.643 2.436 5.603 H12 DBD 37 DBD H13 H13 H 0 1 N N N 8.234 46.163 20.378 0.467 0.338 5.453 H13 DBD 38 DBD H17 H17 H 0 1 N N N 6.180 46.817 22.800 4.892 -0.571 6.287 H17 DBD 39 DBD H191 1H19 H 0 0 N N N 14.719 47.009 18.836 -0.528 0.771 -1.085 H191 DBD 40 DBD H192 2H19 H 0 0 N N N 14.152 46.839 17.277 0.239 -0.832 -1.002 H192 DBD 41 DBD H26 H26 H 0 1 N N N 17.919 44.594 16.274 -2.222 -1.233 -5.081 H26 DBD 42 DBD H27 H27 H 0 1 N N N 20.046 43.241 16.105 -2.076 -1.291 -7.522 H27 DBD 43 DBD H28 H28 H 0 1 N N N 21.398 42.857 18.188 -0.099 -0.404 -8.685 H28 DBD 44 DBD H29 H29 H 0 1 N N N 20.432 43.314 20.400 1.765 0.556 -7.373 H29 DBD 45 # 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 DBD O1 C2 SING N N 1 DBD O1 C6 SING N N 2 DBD C2 C3 SING N N 3 DBD C2 C19 SING N N 4 DBD C2 H2 SING N N 5 DBD C3 C4 DOUB Y N 6 DBD C3 S7 SING Y N 7 DBD C4 C5 SING N N 8 DBD C4 C9 SING Y N 9 DBD C5 C6 SING N N 10 DBD C5 H51 SING N N 11 DBD C5 H52 SING N N 12 DBD C6 H61 SING N N 13 DBD C6 H62 SING N N 14 DBD S7 C8 SING Y N 15 DBD C8 C9 DOUB Y N 16 DBD C8 N13 SING N N 17 DBD C9 C10 SING N N 18 DBD C10 O11 DOUB N N 19 DBD C10 O12 SING N N 20 DBD O12 H12 SING N N 21 DBD N13 C14 SING N N 22 DBD N13 H13 SING N N 23 DBD C14 C15 SING N N 24 DBD C14 O18 DOUB N N 25 DBD C15 O16 DOUB N N 26 DBD C15 O17 SING N N 27 DBD O17 H17 SING N N 28 DBD C19 O20 SING N N 29 DBD C19 H191 SING N N 30 DBD C19 H192 SING N N 31 DBD O20 C21 SING N N 32 DBD C21 C22 SING N N 33 DBD C21 N25 DOUB N N 34 DBD C22 C23 DOUB Y N 35 DBD C22 C26 SING Y N 36 DBD C23 S24 SING N N 37 DBD C23 C29 SING Y N 38 DBD S24 N25 SING N N 39 DBD S24 O30 DOUB N N 40 DBD S24 O31 DOUB N N 41 DBD C26 C27 DOUB Y N 42 DBD C26 H26 SING N N 43 DBD C27 C28 SING Y N 44 DBD C27 H27 SING N N 45 DBD C28 C29 DOUB Y N 46 DBD C28 H28 SING N N 47 DBD C29 H29 SING N N 48 # 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 DBD SMILES ACDLabs 10.04 "O=C(O)C(=O)Nc1sc2c(c1C(=O)O)CCOC2COC4=NS(=O)(=O)c3ccccc34" DBD SMILES_CANONICAL CACTVS 3.341 "OC(=O)C(=O)Nc1sc2[C@H](COC3=N[S](=O)(=O)c4ccccc34)OCCc2c1C(O)=O" DBD SMILES CACTVS 3.341 "OC(=O)C(=O)Nc1sc2[CH](COC3=N[S](=O)(=O)c4ccccc34)OCCc2c1C(O)=O" DBD SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1ccc2c(c1)C(=NS2(=O)=O)OC[C@H]3c4c(c(c(s4)NC(=O)C(=O)O)C(=O)O)CCO3" DBD SMILES "OpenEye OEToolkits" 1.5.0 "c1ccc2c(c1)C(=NS2(=O)=O)OCC3c4c(c(c(s4)NC(=O)C(=O)O)C(=O)O)CCO3" DBD InChI InChI 1.03 "InChI=1S/C18H14N2O9S2/c21-14(18(24)25)19-16-12(17(22)23)9-5-6-28-10(13(9)30-16)7-29-15-8-3-1-2-4-11(8)31(26,27)20-15/h1-4,10H,5-7H2,(H,19,21)(H,22,23)(H,24,25)/t10-/m0/s1" DBD InChIKey InChI 1.03 MDYIGSPVMWSFEZ-JTQLQIEISA-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 DBD "SYSTEMATIC NAME" ACDLabs 10.04 "(7S)-2-[(carboxycarbonyl)amino]-7-{[(1,1-dioxido-1,2-benzisothiazol-3-yl)oxy]methyl}-4,7-dihydro-5H-thieno[2,3-c]pyran-3-carboxylic acid" DBD "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(7S)-2-(carboxycarbonylamino)-7-[(1,1-dioxo-1,2-benzothiazol-3-yl)oxymethyl]-5,7-dihydro-4H-thieno[5,4-c]pyran-3-carboxylic acid" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site DBD "Create component" 2002-03-26 RCSB DBD "Modify descriptor" 2011-06-04 RCSB #