data_2AX # _chem_comp.id 2AX _chem_comp.name "(3R,4R,5aR,11aR)-3-methyl-6,11-dioxo-2,3,4,5,5a,6,11,11a-octahydrothiepino[3,2-g]isoquinoline-4-carboxylic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C15 H15 N O4 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-09-17 _chem_comp.pdbx_modified_date 2015-03-06 _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 305.349 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 2AX _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 4MNS _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 2AX C4 C4 C 0 1 N N N 0.914 5.111 13.543 1.383 -1.396 0.143 C4 2AX 1 2AX C5 C5 C 0 1 Y N N 1.795 4.509 14.541 2.441 -0.428 -0.197 C5 2AX 2 2AX C6 C6 C 0 1 Y N N 2.198 3.189 14.337 3.543 -0.792 -0.965 C6 2AX 3 2AX C7 C7 C 0 1 Y N N 3.267 3.122 16.371 4.404 1.352 -0.848 C7 2AX 4 2AX C8 C8 C 0 1 Y N N 2.929 4.453 16.647 3.344 1.803 -0.073 C8 2AX 5 2AX C10 C10 C 0 1 N N N 1.766 6.503 16.004 1.176 1.307 1.079 C10 2AX 6 2AX C13 C13 C 0 1 N N R -0.708 9.057 14.895 -2.386 0.337 0.185 C13 2AX 7 2AX O2 O2 O 0 1 N N N -2.391 10.335 16.071 -2.971 2.184 -1.156 O2 2AX 8 2AX C14 C14 C 0 1 N N N -1.262 9.965 15.990 -3.323 1.417 -0.292 C14 2AX 9 2AX O3 O3 O 0 1 N N N -0.428 10.367 16.917 -4.549 1.525 0.243 O3 2AX 10 2AX C1 C1 C 0 1 N N R -0.597 9.817 13.585 -2.674 -0.959 -0.563 C1 2AX 11 2AX C C C 0 1 N N N 0.148 11.100 13.851 -2.918 -0.610 -2.033 C 2AX 12 2AX C12 C12 C 0 1 N N N 0.672 8.537 15.256 -0.930 0.755 -0.097 C12 2AX 13 2AX C11 C11 C 0 1 N N R 0.564 7.051 15.274 -0.036 0.391 1.077 C11 2AX 14 2AX C3 C3 C 0 1 N N R 0.124 6.360 13.917 0.393 -1.023 1.228 C3 2AX 15 2AX S S S 0 1 N N N -0.311 7.320 12.390 -0.993 -2.193 1.193 S 2AX 16 2AX C2 C2 C 0 1 N N N 0.216 9.023 12.571 -1.612 -2.034 -0.509 C2 2AX 17 2AX O1 O1 O 0 1 N N N 2.272 7.173 16.896 1.188 2.328 1.725 O1 2AX 18 2AX C9 C9 C 0 1 Y N N 2.181 5.141 15.712 2.339 0.904 0.263 C9 2AX 19 2AX O O O 0 1 N N N 0.742 4.531 12.479 1.304 -2.460 -0.434 O 2AX 20 2AX N N N 0 1 Y N N 2.908 2.488 15.229 4.471 0.101 -1.257 N 2AX 21 2AX H1 H1 H 0 1 N N N 1.922 2.707 13.410 3.640 -1.806 -1.323 H1 2AX 22 2AX H2 H2 H 0 1 N N N 3.841 2.575 17.104 5.190 2.040 -1.121 H2 2AX 23 2AX H3 H3 H 0 1 N N N 3.244 4.927 17.565 3.302 2.829 0.261 H3 2AX 24 2AX H4 H4 H 0 1 N N N -1.389 8.204 14.759 -2.521 0.183 1.256 H4 2AX 25 2AX H5 H5 H 0 1 N N N -0.887 10.920 17.538 -5.115 2.233 -0.095 H5 2AX 26 2AX H6 H6 H 0 1 N N N -1.598 10.032 13.184 -3.598 -1.378 -0.163 H6 2AX 27 2AX H7 H7 H 0 1 N N N -0.410 11.704 14.582 -2.080 -0.024 -2.411 H7 2AX 28 2AX H8 H8 H 0 1 N N N 1.146 10.868 14.252 -3.011 -1.528 -2.614 H8 2AX 29 2AX H9 H9 H 0 1 N N N 0.252 11.665 12.913 -3.836 -0.030 -2.121 H9 2AX 30 2AX H10 H10 H 0 1 N N N 1.409 8.857 14.504 -0.576 0.243 -0.992 H10 2AX 31 2AX H11 H11 H 0 1 N N N 0.973 8.910 16.246 -0.890 1.831 -0.262 H11 2AX 32 2AX H12 H12 H 0 1 N N N -0.279 6.847 15.951 -0.599 0.632 1.979 H12 2AX 33 2AX H13 H13 H 0 1 N N N -0.862 5.949 14.178 0.890 -1.127 2.193 H13 2AX 34 2AX H14 H14 H 0 1 N N N 1.268 9.028 12.891 -2.040 -2.984 -0.830 H14 2AX 35 2AX H15 H15 H 0 1 N N N 0.128 9.518 11.593 -0.789 -1.765 -1.171 H15 2AX 36 # 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 2AX S C2 SING N N 1 2AX S C3 SING N N 2 2AX O C4 DOUB N N 3 2AX C2 C1 SING N N 4 2AX C4 C3 SING N N 5 2AX C4 C5 SING N N 6 2AX C1 C SING N N 7 2AX C1 C13 SING N N 8 2AX C3 C11 SING N N 9 2AX C6 C5 DOUB Y N 10 2AX C6 N SING Y N 11 2AX C5 C9 SING Y N 12 2AX C13 C12 SING N N 13 2AX C13 C14 SING N N 14 2AX N C7 DOUB Y N 15 2AX C12 C11 SING N N 16 2AX C11 C10 SING N N 17 2AX C9 C10 SING N N 18 2AX C9 C8 DOUB Y N 19 2AX C14 O2 DOUB N N 20 2AX C14 O3 SING N N 21 2AX C10 O1 DOUB N N 22 2AX C7 C8 SING Y N 23 2AX C6 H1 SING N N 24 2AX C7 H2 SING N N 25 2AX C8 H3 SING N N 26 2AX C13 H4 SING N N 27 2AX O3 H5 SING N N 28 2AX C1 H6 SING N N 29 2AX C H7 SING N N 30 2AX C H8 SING N N 31 2AX C H9 SING N N 32 2AX C12 H10 SING N N 33 2AX C12 H11 SING N N 34 2AX C11 H12 SING N N 35 2AX C3 H13 SING N N 36 2AX C2 H14 SING N N 37 2AX C2 H15 SING N N 38 # 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 2AX SMILES ACDLabs 12.01 "O=C(O)C1CC2C(=O)c3c(C(=O)C2SCC1C)cncc3" 2AX InChI InChI 1.03 "InChI=1S/C15H15NO4S/c1-7-6-21-14-10(4-9(7)15(19)20)12(17)8-2-3-16-5-11(8)13(14)18/h2-3,5,7,9-10,14H,4,6H2,1H3,(H,19,20)/t7-,9+,10+,14+/m0/s1" 2AX InChIKey InChI 1.03 BHJMBPMSJMEWOB-MWMDWWONSA-N 2AX SMILES_CANONICAL CACTVS 3.385 "C[C@H]1CS[C@@H]2[C@H](C[C@H]1C(O)=O)C(=O)c3ccncc3C2=O" 2AX SMILES CACTVS 3.385 "C[CH]1CS[CH]2[CH](C[CH]1C(O)=O)C(=O)c3ccncc3C2=O" 2AX SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "C[C@H]1CS[C@@H]2[C@H](C[C@H]1C(=O)O)C(=O)c3ccncc3C2=O" 2AX SMILES "OpenEye OEToolkits" 1.7.6 "CC1CSC2C(CC1C(=O)O)C(=O)c3ccncc3C2=O" # 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 2AX "SYSTEMATIC NAME" ACDLabs 12.01 "(3R,4R,5aR,11aR)-3-methyl-6,11-dioxo-2,3,4,5,5a,6,11,11a-octahydrothiepino[3,2-g]isoquinoline-4-carboxylic acid" 2AX "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(3R,4R,5aR,11aR)-3-methyl-6,11-bis(oxidanylidene)-2,3,4,5,5a,11a-hexahydrothiepino[3,2-g]isoquinoline-4-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 2AX "Create component" 2013-09-17 RCSB 2AX "Initial release" 2015-03-11 RCSB #