data_1OG # _chem_comp.id 1OG _chem_comp.name " 7-alkylidenecephalosporin DCM-1-10, bound form " _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C16 H21 N O9 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "(3Z,5Z,7S,8R)-3-[(acetyloxy)methyl]-8-(tert-butoxycarbonyl)-7-formyl-7,8-dihydro-2H-1,5-thiazocine-4-carboxylic acid 1,1-dioxide" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-04-11 _chem_comp.pdbx_modified_date 2021-03-13 _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 403.404 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 1OG _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 4JPM _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 1OG CAB CAB C 0 1 N N N 11.146 39.598 2.381 -5.342 1.168 0.675 CAB 1OG 1 1OG CBA CBA C 0 1 N N N 9.896 39.212 3.156 -5.325 0.019 -0.334 CBA 1OG 2 1OG CAC CAC C 0 1 N N N 8.663 39.758 2.425 -5.641 -1.295 0.383 CAC 1OG 3 1OG CAD CAD C 0 1 N N N 9.977 39.799 4.568 -6.375 0.275 -1.417 CAD 1OG 4 1OG OAS OAS O 0 1 N N N 9.939 37.748 3.199 -4.010 -0.068 -0.946 OAS 1OG 5 1OG CAW CAW C 0 1 N N N 8.989 36.973 3.756 -2.971 -0.292 -0.127 CAW 1OG 6 1OG OAH OAH O 0 1 N N N 7.919 37.436 4.167 -3.153 -0.411 1.062 OAH 1OG 7 1OG CAN CAN C 0 1 N N R 9.276 35.599 3.869 -1.577 -0.394 -0.690 CAN 1OG 8 1OG CAV CAV C 0 1 N N S 8.249 34.779 4.349 -0.985 1.000 -0.825 CAV 1OG 9 1OG CAL CAL C 0 1 N N N 8.620 33.833 5.431 0.359 0.927 -1.502 CAL 1OG 10 1OG OAE OAE O 0 1 N N N 9.511 34.048 6.198 1.063 1.907 -1.554 OAE 1OG 11 1OG CAM CAM C 0 1 N N N 7.112 34.445 3.603 -0.830 1.538 0.582 CAM 1OG 12 1OG NAQ NAQ N 0 1 N N N 6.695 34.834 2.393 0.301 1.470 1.190 NAQ 1OG 13 1OG CAY CAY C 0 1 N N N 7.255 35.752 1.573 1.436 1.021 0.628 CAY 1OG 14 1OG CAU CAU C 0 1 N N N 6.492 37.056 1.348 2.563 1.960 0.796 CAU 1OG 15 1OG OAK OAK O 0 1 N N N 5.546 37.319 2.134 2.796 2.906 -0.135 OAK 1OG 16 1OG OAG OAG O 0 1 N N N 6.863 37.816 0.441 3.280 1.880 1.774 OAG 1OG 17 1OG CAX CAX C 0 1 N N N 8.439 35.419 0.900 1.766 -0.035 -0.020 CAX 1OG 18 1OG CAP CAP C 0 1 N N N 9.284 34.214 1.329 1.071 -1.311 -0.390 CAP 1OG 19 1OG SAZ SAZ S 0 1 N N N 10.425 34.755 2.641 -0.556 -1.408 0.416 SAZ 1OG 20 1OG OAI OAI O 0 1 N N N 11.027 33.525 3.265 -1.014 -2.752 0.351 OAI 1OG 21 1OG OAJ OAJ O 0 1 N N N 11.470 35.615 2.028 -0.476 -0.762 1.679 OAJ 1OG 22 1OG CAO CAO C 0 1 N N N 8.992 36.221 -0.100 3.184 0.020 -0.530 CAO 1OG 23 1OG OAR OAR O 0 1 N N N 10.087 35.658 -0.823 3.929 -1.113 -0.010 OAR 1OG 24 1OG CAT CAT C 0 1 N N N 10.608 36.556 -1.700 5.187 -1.269 -0.451 CAT 1OG 25 1OG CAA CAA C 0 1 N N N 11.729 37.500 -1.252 6.021 -2.422 0.044 CAA 1OG 26 1OG OAF OAF O 0 1 N N N 10.181 36.586 -2.854 5.650 -0.486 -1.245 OAF 1OG 27 1OG H1 H1 H 0 1 N N N 12.035 39.209 2.900 -5.116 2.104 0.164 H1 1OG 28 1OG H2 H2 H 0 1 N N N 11.096 39.170 1.369 -6.328 1.234 1.135 H2 1OG 29 1OG H3 H3 H 0 1 N N N 11.211 40.694 2.313 -4.594 0.986 1.447 H3 1OG 30 1OG H4 H4 H 0 1 N N N 7.755 39.482 2.981 -6.628 -1.230 0.842 H4 1OG 31 1OG H5 H5 H 0 1 N N N 8.733 40.854 2.357 -5.629 -2.114 -0.336 H5 1OG 32 1OG H6 H6 H 0 1 N N N 8.618 39.330 1.413 -4.893 -1.478 1.154 H6 1OG 33 1OG H7 H7 H 0 1 N N N 9.075 39.522 5.133 -6.149 1.211 -1.928 H7 1OG 34 1OG H8 H8 H 0 1 N N N 10.866 39.402 5.080 -6.363 -0.544 -2.136 H8 1OG 35 1OG H9 H9 H 0 1 N N N 10.049 40.895 4.506 -7.361 0.340 -0.958 H9 1OG 36 1OG H10 H10 H 0 1 N N N 9.955 35.604 4.734 -1.618 -0.866 -1.672 H10 1OG 37 1OG H11 H11 H 0 1 N N N 7.770 35.529 4.995 -1.658 1.637 -1.399 H11 1OG 38 1OG H12 H12 H 0 1 N N N 8.062 32.913 5.529 0.693 -0.002 -1.941 H12 1OG 39 1OG H13 H13 H 0 1 N N N 6.451 33.746 4.094 -1.678 1.985 1.079 H13 1OG 40 1OG H15 H15 H 0 1 N N N 5.181 38.169 1.918 3.545 3.497 0.019 H15 1OG 41 1OG H16 H16 H 0 1 N N N 8.629 33.417 1.711 0.939 -1.349 -1.471 H16 1OG 42 1OG H17 H17 H 0 1 N N N 9.857 33.837 0.469 1.681 -2.157 -0.073 H17 1OG 43 1OG H18 H18 H 0 1 N N N 9.343 37.151 0.371 3.180 -0.017 -1.619 H18 1OG 44 1OG H19 H19 H 0 1 N N N 12.032 38.137 -2.096 5.439 -3.016 0.749 H19 1OG 45 1OG H20 H20 H 0 1 N N N 11.368 38.132 -0.427 6.316 -3.046 -0.799 H20 1OG 46 1OG H21 H21 H 0 1 N N N 12.592 36.909 -0.911 6.912 -2.039 0.542 H21 1OG 47 1OG H14 H14 H 0 1 N N N 8.196 36.454 -0.823 3.653 0.946 -0.199 H14 1OG 48 # # 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 1OG OAF CAT DOUB N N 1 1OG CAT CAA SING N N 2 1OG CAT OAR SING N N 3 1OG OAR CAO SING N N 4 1OG CAO CAX SING N N 5 1OG OAG CAU DOUB N N 6 1OG CAX CAP SING N N 7 1OG CAX CAY DOUB N Z 8 1OG CAP SAZ SING N N 9 1OG CAU CAY SING N N 10 1OG CAU OAK SING N N 11 1OG CAY NAQ SING N N 12 1OG OAJ SAZ DOUB N N 13 1OG CAB CBA SING N N 14 1OG NAQ CAM DOUB N N 15 1OG CAC CBA SING N N 16 1OG SAZ OAI DOUB N N 17 1OG SAZ CAN SING N N 18 1OG CBA OAS SING N N 19 1OG CBA CAD SING N N 20 1OG OAS CAW SING N N 21 1OG CAM CAV SING N N 22 1OG CAW CAN SING N N 23 1OG CAW OAH DOUB N N 24 1OG CAN CAV SING N N 25 1OG CAV CAL SING N N 26 1OG CAL OAE DOUB N N 27 1OG CAB H1 SING N N 28 1OG CAB H2 SING N N 29 1OG CAB H3 SING N N 30 1OG CAC H4 SING N N 31 1OG CAC H5 SING N N 32 1OG CAC H6 SING N N 33 1OG CAD H7 SING N N 34 1OG CAD H8 SING N N 35 1OG CAD H9 SING N N 36 1OG CAN H10 SING N N 37 1OG CAV H11 SING N N 38 1OG CAL H12 SING N N 39 1OG CAM H13 SING N N 40 1OG OAK H15 SING N N 41 1OG CAP H16 SING N N 42 1OG CAP H17 SING N N 43 1OG CAO H18 SING N N 44 1OG CAA H19 SING N N 45 1OG CAA H20 SING N N 46 1OG CAA H21 SING N N 47 1OG CAO H14 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 1OG SMILES ACDLabs 12.01 "O=S1(=O)C(C(=O)OC(C)(C)C)C(C=NC(=C(C1)COC(=O)C)C(=O)O)C=O" 1OG InChI InChI 1.03 "InChI=1S/C16H21NO9S/c1-9(19)25-7-11-8-27(23,24)13(15(22)26-16(2,3)4)10(6-18)5-17-12(11)14(20)21/h5-6,10,13H,7-8H2,1-4H3,(H,20,21)/b12-11-,17-5-/t10-,13+/m0/s1" 1OG InChIKey InChI 1.03 YIHDWMIOGFYWHU-GNOJNHLBSA-N 1OG SMILES_CANONICAL CACTVS 3.370 "CC(=O)OCC/1=C(/N=C[C@@H](C=O)[C@H](C(=O)OC(C)(C)C)[S](=O)(=O)C/1)C(O)=O" 1OG SMILES CACTVS 3.370 "CC(=O)OCC1=C(N=C[CH](C=O)[CH](C(=O)OC(C)(C)C)[S](=O)(=O)C1)C(O)=O" 1OG SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CC(=O)OC/C/1=C(/N=C\[C@H]([C@@H](S(=O)(=O)C1)C(=O)OC(C)(C)C)C=O)\C(=O)O" 1OG SMILES "OpenEye OEToolkits" 1.7.6 "CC(=O)OCC1=C(N=CC(C(S(=O)(=O)C1)C(=O)OC(C)(C)C)C=O)C(=O)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 1OG "SYSTEMATIC NAME" ACDLabs 12.01 "(3Z,5Z,7S,8R)-3-[(acetyloxy)methyl]-8-(tert-butoxycarbonyl)-7-formyl-7,8-dihydro-2H-1,5-thiazocine-4-carboxylic acid 1,1-dioxide" 1OG "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(2R,3S,4Z,6Z)-7-(acetyloxymethyl)-3-methanoyl-2-[(2-methylpropan-2-yl)oxycarbonyl]-1,1-bis(oxidanylidene)-3,8-dihydro-2H-1,5-thiazocine-6-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 1OG "Create component" 2013-04-11 RCSB 1OG "Initial release" 2013-12-04 RCSB 1OG "Modify synonyms" 2021-03-13 RCSB # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 1OG _pdbx_chem_comp_synonyms.name "(3Z,5Z,7S,8R)-3-[(acetyloxy)methyl]-8-(tert-butoxycarbonyl)-7-formyl-7,8-dihydro-2H-1,5-thiazocine-4-carboxylic acid 1,1-dioxide" _pdbx_chem_comp_synonyms.provenance PDB _pdbx_chem_comp_synonyms.type ? ##