data_OPA # _chem_comp.id OPA _chem_comp.name "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 "C10 H9 N O6 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2000-04-18 _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 271.247 _chem_comp.one_letter_code ? _chem_comp.three_letter_code OPA _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 1C87 _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # 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 OPA O1 O1 O 0 1 N N N 13.852 44.735 16.781 -1.307 0.406 -4.308 O1 OPA 1 OPA C2 C2 C 0 1 N N N 13.886 45.242 18.109 -2.060 -0.042 -3.175 C2 OPA 2 OPA C3 C3 C 0 1 Y N N 12.453 45.350 18.540 -1.169 -0.024 -1.974 C3 OPA 3 OPA C4 C4 C 0 1 Y N N 11.371 45.007 17.806 0.184 0.011 -1.997 C4 OPA 4 OPA C5 C5 C 0 1 N N N 11.416 44.173 16.564 0.894 0.027 -3.347 C5 OPA 5 OPA C6 C6 C 0 1 N N N 12.892 43.689 16.522 -0.133 -0.400 -4.402 C6 OPA 6 OPA S13 S13 S 0 1 Y N N 12.025 46.119 20.043 -1.588 -0.037 -0.258 S13 OPA 7 OPA C14 C14 C 0 1 Y N N 10.390 45.907 19.650 0.006 0.007 0.419 C14 OPA 8 OPA C15 C15 C 0 1 Y N N 10.101 45.382 18.448 0.829 0.035 -0.702 C15 OPA 9 OPA C16 C16 C 0 1 N N N 8.691 45.228 17.925 2.287 0.083 -0.577 C16 OPA 10 OPA O17 O17 O 0 1 N N N 7.623 45.405 18.680 2.997 -1.062 -0.517 O17 OPA 11 OPA O18 O18 O 0 1 N N N 8.524 44.811 16.809 2.859 1.156 -0.528 O18 OPA 12 OPA N19 N19 N 0 1 N N N 9.328 46.286 20.515 0.372 0.017 1.753 N19 OPA 13 OPA C20 C20 C 0 1 N N N 9.401 46.947 21.687 -0.574 -0.009 2.712 C20 OPA 14 OPA C21 C21 C 0 1 N N N 7.986 47.324 22.266 -0.179 0.002 4.152 C21 OPA 15 OPA O22 O22 O 0 1 N N N 7.046 46.586 22.250 -1.124 -0.024 5.109 O22 OPA 16 OPA O23 O23 O 0 1 N N N 7.895 48.536 22.884 0.993 0.034 4.458 O23 OPA 17 OPA O24 O24 O 0 1 N N N 10.409 47.198 22.317 -1.748 -0.041 2.405 O24 OPA 18 OPA H21 1H2 H 0 1 N N N 14.516 44.637 18.801 -2.417 -1.057 -3.350 H21 OPA 19 OPA H22A 2H2 H 0 0 N N N 14.455 46.195 18.208 -2.908 0.623 -3.012 H22A OPA 20 OPA H51 1H5 H 0 1 N N N 10.657 43.357 16.523 1.729 -0.674 -3.336 H51 OPA 21 OPA H52 2H5 H 0 1 N N N 11.070 44.693 15.640 1.255 1.032 -3.565 H52 OPA 22 OPA H61 1H6 H 0 1 N N N 13.112 43.182 15.553 -0.400 -1.444 -4.243 H61 OPA 23 OPA H62 2H6 H 0 1 N N N 13.045 42.832 17.219 0.301 -0.289 -5.395 H62 OPA 24 OPA H17 H17 H 0 1 N N N 6.736 45.308 18.351 3.960 -1.030 -0.434 H17 OPA 25 OPA H19 H19 H 0 1 N N N 8.370 46.048 20.256 1.310 0.043 1.999 H19 OPA 26 OPA H22 H22 H 0 1 N N N 6.192 46.813 22.599 -0.868 -0.017 6.042 H22 OPA 27 # 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 OPA O1 C2 SING N N 1 OPA O1 C6 SING N N 2 OPA C2 C3 SING N N 3 OPA C2 H21 SING N N 4 OPA C2 H22A SING N N 5 OPA C3 C4 DOUB Y N 6 OPA C3 S13 SING Y N 7 OPA C4 C5 SING N N 8 OPA C4 C15 SING Y N 9 OPA C5 C6 SING N N 10 OPA C5 H51 SING N N 11 OPA C5 H52 SING N N 12 OPA C6 H61 SING N N 13 OPA C6 H62 SING N N 14 OPA S13 C14 SING Y N 15 OPA C14 C15 DOUB Y N 16 OPA C14 N19 SING N N 17 OPA C15 C16 SING N N 18 OPA C16 O17 SING N N 19 OPA C16 O18 DOUB N N 20 OPA O17 H17 SING N N 21 OPA N19 C20 SING N N 22 OPA N19 H19 SING N N 23 OPA C20 C21 SING N N 24 OPA C20 O24 DOUB N N 25 OPA C21 O22 SING N N 26 OPA C21 O23 DOUB N N 27 OPA O22 H22 SING N N 28 # 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 OPA SMILES ACDLabs 10.04 "O=C(O)C(=O)Nc1sc2c(c1C(=O)O)CCOC2" OPA SMILES_CANONICAL CACTVS 3.341 "OC(=O)C(=O)Nc1sc2COCCc2c1C(O)=O" OPA SMILES CACTVS 3.341 "OC(=O)C(=O)Nc1sc2COCCc2c1C(O)=O" OPA SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C1COCc2c1c(c(s2)NC(=O)C(=O)O)C(=O)O" OPA SMILES "OpenEye OEToolkits" 1.5.0 "C1COCc2c1c(c(s2)NC(=O)C(=O)O)C(=O)O" OPA InChI InChI 1.03 "InChI=1S/C10H9NO6S/c12-7(10(15)16)11-8-6(9(13)14)4-1-2-17-3-5(4)18-8/h1-3H2,(H,11,12)(H,13,14)(H,15,16)" OPA InChIKey InChI 1.03 SNNOZMNTPOIDSI-UHFFFAOYSA-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 OPA "SYSTEMATIC NAME" ACDLabs 10.04 "2-[(carboxycarbonyl)amino]-4,7-dihydro-5H-thieno[2,3-c]pyran-3-carboxylic acid" OPA "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "2-(carboxycarbonylamino)-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 OPA "Create component" 2000-04-18 EBI OPA "Modify descriptor" 2011-06-04 RCSB #