data_FXM # _chem_comp.id FXM _chem_comp.name ;2,2-dimethylpropanoyloxymethyl (2R)-5-(aminocarbonyloxymethyl)-2-[(1R)-1-[[(Z)-2-(2-azanyl-1,3-thiazol-4-yl)pent-2-enoyl]amino]-2-oxidanylidene-ethyl]- 3,6-dihydro-2H-1,3-thiazine-4-carboxylate ; _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C23 H31 N5 O8 S2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "FLOMOX open form" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2005-11-16 _chem_comp.pdbx_modified_date 2020-06-17 _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 569.651 _chem_comp.one_letter_code ? _chem_comp.three_letter_code FXM _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 2EXB _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site PDBJ # # 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 FXM C1 C1 C 0 1 N N N 87.968 -2.690 40.662 -2.215 2.299 -0.405 C1 FXM 1 FXM C2 C2 C 0 1 N N N 87.094 -3.569 41.321 -2.234 1.000 -0.591 C2 FXM 2 FXM N3 N3 N 0 1 N N N 86.402 -3.236 42.440 -1.150 0.132 -0.569 N3 FXM 3 FXM C4 C4 C 0 1 N N R 86.803 -2.135 43.349 0.143 0.552 -0.009 C4 FXM 4 FXM S5 S5 S 0 1 N N N 88.475 -1.462 42.979 0.489 2.224 -0.649 S5 FXM 5 FXM C6 C6 C 0 1 N N N 88.248 -1.277 41.183 -0.996 3.124 -0.108 C6 FXM 6 FXM C7 C7 C 0 1 N N R 86.549 -2.428 44.847 1.243 -0.414 -0.454 C7 FXM 7 FXM C8 C8 C 0 1 N N N 86.728 -4.878 40.634 -3.553 0.394 -0.852 C8 FXM 8 FXM O9 O9 O 0 1 N N N 87.132 -6.032 41.234 -4.347 0.041 0.178 O9 FXM 9 FXM O10 O10 O 0 1 N N N 85.756 -4.899 39.886 -3.923 0.213 -1.995 O10 FXM 10 FXM C11 C11 C 0 1 N N N 85.219 -3.210 45.072 1.331 -0.416 -1.959 C11 FXM 11 FXM O12 O12 O 0 1 N N N 85.151 -4.296 45.662 2.359 -0.094 -2.504 O12 FXM 12 FXM C13 C13 C 0 1 N N N 87.563 -3.303 46.867 3.513 -0.885 0.297 C13 FXM 13 FXM N14 N14 N 0 1 N N N 87.703 -3.037 45.555 2.526 0.014 0.109 N14 FXM 14 FXM O15 O15 O 0 1 N N N 86.510 -3.065 47.471 3.370 -2.032 -0.082 O15 FXM 15 FXM C16 C16 C 0 1 N N N 89.072 -3.312 39.787 -3.531 3.027 -0.505 C16 FXM 16 FXM O17 O17 O 0 1 N N N 90.243 -3.729 40.352 -3.799 3.717 0.744 O17 FXM 17 FXM C18 C18 C 0 1 N N N 91.314 -2.873 39.853 -4.988 4.336 0.858 C18 FXM 18 FXM N19 N19 N 0 1 N N N 92.319 -2.454 40.865 -5.300 4.994 1.992 N19 FXM 19 FXM O20 O20 O 0 1 N N N 91.922 -3.468 38.682 -5.781 4.302 -0.062 O20 FXM 20 FXM C21 C21 C 0 1 Y N N 89.992 -4.258 47.138 5.996 -0.263 0.161 C21 FXM 21 FXM N22 N22 N 0 1 Y N N 90.417 -4.072 45.854 7.175 0.004 0.721 N22 FXM 22 FXM C23 C23 C 0 1 Y N N 91.713 -4.427 45.628 8.181 0.167 -0.081 C23 FXM 23 FXM S24 S24 S 0 1 Y N N 92.381 -4.987 47.105 7.642 -0.027 -1.745 S24 FXM 24 FXM C25 C25 C 0 1 Y N N 90.947 -4.737 47.977 6.000 -0.331 -1.182 C25 FXM 25 FXM C26 C26 C 0 1 N N N 88.205 -6.707 40.517 -5.632 -0.550 -0.153 C26 FXM 26 FXM C27 C27 C 0 1 N N N 87.255 -7.807 38.686 -5.159 -2.831 0.348 C27 FXM 27 FXM O28 O28 O 0 1 N N N 87.770 -7.993 39.945 -5.435 -1.918 -0.596 O28 FXM 28 FXM O29 O29 O 0 1 N N N 87.916 -7.131 37.890 -5.083 -2.497 1.507 O29 FXM 29 FXM C30 C30 C 0 1 N N N 85.889 -8.441 38.269 -4.942 -4.272 -0.037 C30 FXM 30 FXM C31 C31 C 0 1 N N N 86.060 -9.965 38.269 -4.645 -5.096 1.218 C31 FXM 31 FXM C32 C32 C 0 1 N N N 84.787 -8.038 39.269 -6.202 -4.813 -0.716 C32 FXM 32 FXM C33 C33 C 0 1 N N N 85.475 -7.966 36.854 -3.760 -4.370 -1.003 C33 FXM 33 FXM C34 C34 C 0 1 N N N 88.733 -3.959 47.658 4.767 -0.477 0.962 C34 FXM 34 FXM C35 C35 C 0 1 N N N 88.515 -4.217 49.022 4.793 -0.300 2.293 C35 FXM 35 FXM C36 C36 C 0 1 N N N 87.329 -3.943 49.708 3.584 -0.644 3.123 C36 FXM 36 FXM C37 C37 C 0 1 N N N 87.132 -4.716 51.000 3.987 -1.619 4.232 C37 FXM 37 FXM N38 N38 N 0 1 N N N 92.387 -4.343 44.464 9.479 0.450 0.312 N38 FXM 38 FXM HN3 HN3 H 0 1 N N N 85.476 -3.015 42.134 -1.247 -0.764 -0.928 HN3 FXM 39 FXM H4 H4 H 0 1 N N N 86.143 -1.290 43.106 0.086 0.576 1.079 H4 FXM 40 FXM H6 H6 H 0 1 N N N 89.159 -0.869 40.720 -1.060 4.073 -0.641 H6 FXM 41 FXM H6A H6A H 0 1 N N N 87.398 -0.612 40.969 -0.937 3.312 0.964 H6A FXM 42 FXM H7 H7 H 0 1 N N N 86.390 -1.445 45.314 1.008 -1.418 -0.102 H7 FXM 43 FXM H11 H11 H 0 1 N N N 84.305 -2.779 44.691 0.474 -0.706 -2.549 H11 FXM 44 FXM HN14 HN14 H 0 0 N N N 88.555 -3.243 45.074 2.666 0.944 0.347 HN14 FXM 45 FXM H16 H16 H 0 1 N N N 88.628 -4.189 39.294 -3.484 3.753 -1.317 H16 FXM 46 FXM H16A H16A H 0 0 N N N 89.336 -2.560 39.029 -4.328 2.311 -0.704 H16A FXM 47 FXM HN19 HN19 H 0 0 N N N 93.293 -2.597 40.691 -4.667 5.022 2.726 HN19 FXM 48 FXM HN1A HN1A H 0 0 N N N 92.021 -2.029 41.720 -6.157 5.441 2.073 HN1A FXM 49 FXM H25 H25 H 0 1 N N N 90.815 -4.928 49.032 5.144 -0.536 -1.807 H25 FXM 50 FXM H26 H26 H 0 1 N N N 88.550 -6.055 39.701 -6.273 -0.542 0.728 H26 FXM 51 FXM H26A H26A H 0 0 N N N 89.035 -6.892 41.215 -6.102 0.026 -0.950 H26A FXM 52 FXM H31 H31 H 0 1 N N N 85.112 -10.441 37.978 -5.488 -5.026 1.906 H31 FXM 53 FXM H31A H31A H 0 0 N N N 86.846 -10.246 37.552 -4.489 -6.138 0.939 H31A FXM 54 FXM H31B H31B H 0 0 N N N 86.345 -10.302 39.277 -3.748 -4.710 1.702 H31B FXM 55 FXM H32 H32 H 0 1 N N N 83.832 -8.490 38.964 -6.413 -4.226 -1.610 H32 FXM 56 FXM H32A H32A H 0 0 N N N 85.057 -8.393 40.274 -6.045 -5.855 -0.995 H32A FXM 57 FXM H32B H32B H 0 0 N N N 84.686 -6.943 39.282 -7.044 -4.743 -0.028 H32B FXM 58 FXM H33 H33 H 0 1 N N N 84.513 -8.423 36.580 -2.862 -3.984 -0.519 H33 FXM 59 FXM H33A H33A H 0 0 N N N 85.375 -6.871 36.850 -3.603 -5.412 -1.281 H33A FXM 60 FXM H33B H33B H 0 0 N N N 86.244 -8.267 36.127 -3.971 -3.783 -1.897 H33B FXM 61 FXM H35 H35 H 0 1 N N N 89.325 -4.660 49.582 5.682 0.089 2.768 H35 FXM 62 FXM H36 H36 H 0 1 N N N 87.316 -2.870 49.949 3.178 0.264 3.568 H36 FXM 63 FXM H36A H36A H 0 0 N N N 86.488 -4.179 49.040 2.828 -1.107 2.489 H36A FXM 64 FXM H37 H37 H 0 1 N N N 86.174 -4.428 51.458 3.112 -1.867 4.832 H37 FXM 65 FXM H37A H37A H 0 0 N N N 87.125 -5.795 50.784 4.393 -2.527 3.787 H37A FXM 66 FXM H37B H37B H 0 0 N N N 87.954 -4.486 51.694 4.743 -1.155 4.866 H37B FXM 67 FXM HN38 HN38 H 0 0 N N N 91.786 -3.970 43.757 9.692 0.541 1.254 HN38 FXM 68 FXM HN3A HN3A H 0 0 N N N 93.178 -3.743 44.580 10.175 0.557 -0.355 HN3A FXM 69 # # 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 FXM C1 C2 DOUB N N 1 FXM C1 C6 SING N N 2 FXM C1 C16 SING N N 3 FXM C2 N3 SING N N 4 FXM C2 C8 SING N N 5 FXM N3 C4 SING N N 6 FXM C4 S5 SING N N 7 FXM C4 C7 SING N N 8 FXM S5 C6 SING N N 9 FXM C7 C11 SING N N 10 FXM C7 N14 SING N N 11 FXM C8 O9 SING N N 12 FXM C8 O10 DOUB N N 13 FXM O9 C26 SING N N 14 FXM C11 O12 DOUB N N 15 FXM C13 N14 SING N N 16 FXM C13 O15 DOUB N N 17 FXM C13 C34 SING N N 18 FXM C16 O17 SING N N 19 FXM O17 C18 SING N N 20 FXM C18 N19 SING N N 21 FXM C18 O20 DOUB N N 22 FXM C21 N22 SING Y N 23 FXM C21 C25 DOUB Y N 24 FXM C21 C34 SING N N 25 FXM N22 C23 DOUB Y N 26 FXM C23 S24 SING Y N 27 FXM C23 N38 SING N N 28 FXM S24 C25 SING Y N 29 FXM C26 O28 SING N N 30 FXM C27 O28 SING N N 31 FXM C27 O29 DOUB N N 32 FXM C27 C30 SING N N 33 FXM C30 C31 SING N N 34 FXM C30 C32 SING N N 35 FXM C30 C33 SING N N 36 FXM C34 C35 DOUB N Z 37 FXM C35 C36 SING N N 38 FXM C36 C37 SING N N 39 FXM N3 HN3 SING N N 40 FXM C4 H4 SING N N 41 FXM C6 H6 SING N N 42 FXM C6 H6A SING N N 43 FXM C7 H7 SING N N 44 FXM C11 H11 SING N N 45 FXM N14 HN14 SING N N 46 FXM C16 H16 SING N N 47 FXM C16 H16A SING N N 48 FXM N19 HN19 SING N N 49 FXM N19 HN1A SING N N 50 FXM C25 H25 SING N N 51 FXM C26 H26 SING N N 52 FXM C26 H26A SING N N 53 FXM C31 H31 SING N N 54 FXM C31 H31A SING N N 55 FXM C31 H31B SING N N 56 FXM C32 H32 SING N N 57 FXM C32 H32A SING N N 58 FXM C32 H32B SING N N 59 FXM C33 H33 SING N N 60 FXM C33 H33A SING N N 61 FXM C33 H33B SING N N 62 FXM C35 H35 SING N N 63 FXM C36 H36 SING N N 64 FXM C36 H36A SING N N 65 FXM C37 H37 SING N N 66 FXM C37 H37A SING N N 67 FXM C37 H37B SING N N 68 FXM N38 HN38 SING N N 69 FXM N38 HN3A SING N N 70 # # 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 FXM InChI InChI 1.03 "InChI=1S/C23H31N5O8S2/c1-5-6-13(15-10-38-21(24)27-15)17(30)26-14(7-29)18-28-16(12(9-37-18)8-34-22(25)33)19(31)35-11-36-20(32)23(2,3)4/h6-7,10,14,18,28H,5,8-9,11H2,1-4H3,(H2,24,27)(H2,25,33)(H,26,30)/b13-6-/t14-,18-/m1/s1" FXM InChIKey InChI 1.03 CXZSGDIZUNIAQH-FJWVKOTRSA-N FXM SMILES_CANONICAL CACTVS 3.385 "CC\C=C(/C(=O)N[C@H](C=O)[C@@H]1NC(=C(COC(N)=O)CS1)C(=O)OCOC(=O)C(C)(C)C)c2csc(N)n2" FXM SMILES CACTVS 3.385 "CCC=C(C(=O)N[CH](C=O)[CH]1NC(=C(COC(N)=O)CS1)C(=O)OCOC(=O)C(C)(C)C)c2csc(N)n2" FXM SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CC/C=C(/c1csc(n1)N)\C(=O)N[C@H](C=O)[C@@H]2NC(=C(CS2)COC(=O)N)C(=O)OCOC(=O)C(C)(C)C" FXM SMILES "OpenEye OEToolkits" 1.7.6 "CCC=C(c1csc(n1)N)C(=O)NC(C=O)C2NC(=C(CS2)COC(=O)N)C(=O)OCOC(=O)C(C)(C)C" # _pdbx_chem_comp_identifier.comp_id FXM _pdbx_chem_comp_identifier.type "SYSTEMATIC NAME" _pdbx_chem_comp_identifier.program "OpenEye OEToolkits" _pdbx_chem_comp_identifier.program_version 1.7.6 _pdbx_chem_comp_identifier.identifier "2,2-dimethylpropanoyloxymethyl (2R)-5-(aminocarbonyloxymethyl)-2-[(1R)-1-[[(Z)-2-(2-azanyl-1,3-thiazol-4-yl)pent-2-enoyl]amino]-2-oxidanylidene-ethyl]-3,6-dihydro-2H-1,3-thiazine-4-carboxylate" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site FXM "Create component" 2005-11-16 RCSB FXM "Modify descriptor" 2011-06-04 RCSB FXM "Other modification" 2016-10-08 PDBJ FXM "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id FXM _pdbx_chem_comp_synonyms.name "FLOMOX open form" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##