data_GFN # _chem_comp.id GFN _chem_comp.name "1-cyclopropyl-6-fluoro-8-methoxy-7-[(3S)-3-methylpiperazin-1-yl]-4-oxo-1,4-dihydroquinoline-3-carboxylic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C19 H22 F N3 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms Gatifloxacin _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-06-04 _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 375.394 _chem_comp.one_letter_code ? _chem_comp.three_letter_code GFN _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 5BTD _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 GFN C01 C1 C 0 1 N N N 146.890 21.367 11.993 -5.791 0.166 -1.999 C01 GFN 1 GFN C02 C2 C 0 1 N N S 147.262 20.396 13.125 -4.986 -0.261 -0.770 C02 GFN 2 GFN C03 C3 C 0 1 N N N 146.034 20.141 13.984 -3.559 0.278 -0.882 C03 GFN 3 GFN N04 N1 N 0 1 N N N 146.329 19.180 15.003 -2.799 -0.100 0.318 N04 GFN 4 GFN C05 C4 C 0 1 N N N 146.875 17.952 14.528 -3.431 0.441 1.530 C05 GFN 5 GFN C06 C5 C 0 1 N N N 148.060 18.204 13.597 -4.859 -0.098 1.642 C06 GFN 6 GFN N07 N2 N 0 1 N N N 147.767 19.173 12.583 -5.618 0.280 0.442 N07 GFN 7 GFN C08 C6 C 0 1 Y N N 145.384 19.080 16.123 -1.469 0.314 0.220 C08 GFN 8 GFN C09 C7 C 0 1 Y N N 145.926 18.963 17.401 -1.175 1.670 0.072 C09 GFN 9 GFN C10 C8 C 0 1 Y N N 145.096 18.873 18.515 0.123 2.089 -0.026 C10 GFN 10 GFN C11 C9 C 0 1 Y N N 143.692 18.903 18.367 1.161 1.155 0.023 C11 GFN 11 GFN C12 C10 C 0 1 Y N N 143.123 19.023 17.109 0.878 -0.215 0.172 C12 GFN 12 GFN C13 C11 C 0 1 Y N N 143.988 19.118 15.968 -0.449 -0.627 0.275 C13 GFN 13 GFN O14 O1 O 0 1 N N N 143.460 19.228 14.659 -0.745 -1.947 0.425 O14 GFN 14 GFN C15 C12 C 0 1 N N N 143.257 17.945 14.059 -0.939 -2.708 -0.769 C15 GFN 15 GFN N16 N3 N 0 1 N N N 141.733 19.047 17.043 1.904 -1.137 0.219 N16 GFN 16 GFN C17 C13 C 0 1 N N N 140.971 18.959 18.150 3.194 -0.790 0.128 C17 GFN 17 GFN C18 C14 C 0 1 N N N 141.520 18.835 19.417 3.594 0.522 -0.020 C18 GFN 18 GFN C19 C15 C 0 1 N N N 142.909 18.810 19.545 2.568 1.577 -0.080 C19 GFN 19 GFN O20 O2 O 0 1 N N N 143.440 18.709 20.638 2.871 2.750 -0.211 O20 GFN 20 GFN C21 C16 C 0 1 N N N 140.564 18.755 20.593 5.020 0.862 -0.116 C21 GFN 21 GFN O22 O3 O 0 1 N N N 139.338 18.575 20.357 5.859 -0.016 -0.065 O22 GFN 22 GFN O23 O4 O 0 1 N N N 140.972 18.896 21.780 5.398 2.148 -0.260 O23 GFN 23 GFN C24 C17 C 0 1 N N N 141.002 19.183 15.807 1.567 -2.554 0.375 C24 GFN 24 GFN C25 C18 C 0 1 N N N 140.721 20.278 14.788 2.726 -3.550 0.459 C25 GFN 25 GFN C26 C19 C 0 1 N N N 139.679 19.937 15.830 1.862 -3.484 -0.803 C26 GFN 26 GFN F27 F1 F 0 1 N N N 147.257 18.931 17.556 -2.178 2.574 0.025 F27 GFN 27 GFN H011 H1 H 0 0 N N N 146.503 22.302 12.424 -5.322 -0.234 -2.897 H011 GFN 28 GFN H012 H2 H 0 0 N N N 147.783 21.584 11.388 -6.808 -0.218 -1.918 H012 GFN 29 GFN H013 H3 H 0 0 N N N 146.118 20.910 11.357 -5.818 1.254 -2.056 H013 GFN 30 GFN H021 H4 H 0 0 N N N 148.033 20.872 13.749 -4.961 -1.349 -0.711 H021 GFN 31 GFN H032 H5 H 0 0 N N N 145.719 21.084 14.455 -3.079 -0.145 -1.764 H032 GFN 32 GFN H031 H6 H 0 0 N N N 145.221 19.759 13.350 -3.586 1.365 -0.967 H031 GFN 33 GFN H051 H7 H 0 0 N N N 146.097 17.401 13.979 -2.857 0.137 2.405 H051 GFN 34 GFN H052 H8 H 0 0 N N N 147.213 17.353 15.386 -3.456 1.530 1.472 H052 GFN 35 GFN H062 H9 H 0 0 N N N 148.334 17.256 13.110 -4.831 -1.184 1.728 H062 GFN 36 GFN H061 H10 H 0 0 N N N 148.908 18.567 14.196 -5.338 0.325 2.525 H061 GFN 37 GFN H071 H11 H 0 0 N N N 147.083 18.791 11.962 -5.720 1.282 0.380 H071 GFN 38 GFN H101 H13 H 0 0 N N N 145.529 18.780 19.500 0.345 3.139 -0.140 H101 GFN 39 GFN H151 H14 H 0 0 N N N 142.847 18.074 13.046 -1.167 -3.741 -0.508 H151 GFN 40 GFN H153 H15 H 0 0 N N N 144.217 17.412 14.001 -1.766 -2.285 -1.339 H153 GFN 41 GFN H152 H16 H 0 0 N N N 142.551 17.363 14.669 -0.030 -2.678 -1.371 H152 GFN 42 GFN H171 H17 H 0 0 N N N 139.896 18.986 18.047 3.947 -1.564 0.172 H171 GFN 43 GFN H2 H18 H 0 1 N N N 140.235 18.842 22.377 6.347 2.323 -0.319 H2 GFN 44 GFN H241 H19 H 0 0 N N N 140.854 18.200 15.337 0.679 -2.763 0.971 H241 GFN 45 GFN H252 H20 H 0 0 N N N 141.263 21.234 14.845 3.738 -3.151 0.397 H252 GFN 46 GFN H251 H21 H 0 0 N N N 140.550 20.016 13.733 2.600 -4.415 1.110 H251 GFN 47 GFN H262 H22 H 0 0 N N N 139.464 20.645 16.644 1.169 -4.306 -0.981 H262 GFN 48 GFN H261 H23 H 0 0 N N N 138.751 19.427 15.533 2.307 -3.042 -1.694 H261 GFN 49 # # 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 GFN C01 C02 SING N N 1 GFN N07 C02 SING N N 2 GFN N07 C06 SING N N 3 GFN C02 C03 SING N N 4 GFN C06 C05 SING N N 5 GFN C03 N04 SING N N 6 GFN C15 O14 SING N N 7 GFN C05 N04 SING N N 8 GFN O14 C13 SING N N 9 GFN C25 C24 SING N N 10 GFN C25 C26 SING N N 11 GFN N04 C08 SING N N 12 GFN C24 C26 SING N N 13 GFN C24 N16 SING N N 14 GFN C13 C08 DOUB Y N 15 GFN C13 C12 SING Y N 16 GFN C08 C09 SING Y N 17 GFN N16 C12 SING N N 18 GFN N16 C17 SING N N 19 GFN C12 C11 DOUB Y N 20 GFN C09 F27 SING N N 21 GFN C09 C10 DOUB Y N 22 GFN C17 C18 DOUB N N 23 GFN C11 C10 SING Y N 24 GFN C11 C19 SING N N 25 GFN C18 C19 SING N N 26 GFN C18 C21 SING N N 27 GFN C19 O20 DOUB N N 28 GFN O22 C21 DOUB N N 29 GFN C21 O23 SING N N 30 GFN C01 H011 SING N N 31 GFN C01 H012 SING N N 32 GFN C01 H013 SING N N 33 GFN C02 H021 SING N N 34 GFN C03 H032 SING N N 35 GFN C03 H031 SING N N 36 GFN C05 H051 SING N N 37 GFN C05 H052 SING N N 38 GFN C06 H062 SING N N 39 GFN C06 H061 SING N N 40 GFN N07 H071 SING N N 41 GFN C10 H101 SING N N 42 GFN C15 H151 SING N N 43 GFN C15 H153 SING N N 44 GFN C15 H152 SING N N 45 GFN C17 H171 SING N N 46 GFN O23 H2 SING N N 47 GFN C24 H241 SING N N 48 GFN C25 H252 SING N N 49 GFN C25 H251 SING N N 50 GFN C26 H262 SING N N 51 GFN C26 H261 SING N N 52 # # 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 GFN SMILES ACDLabs 12.01 "CC4CN(c2c(F)cc1C(C(=CN(c1c2OC)C3CC3)C(O)=O)=O)CCN4" GFN InChI InChI 1.03 "InChI=1S/C19H22FN3O4/c1-10-8-22(6-5-21-10)16-14(20)7-12-15(18(16)27-2)23(11-3-4-11)9-13(17(12)24)19(25)26/h7,9-11,21H,3-6,8H2,1-2H3,(H,25,26)/t10-/m0/s1" GFN InChIKey InChI 1.03 XUBOMFCQGDBHNK-JTQLQIEISA-N GFN SMILES_CANONICAL CACTVS 3.385 "COc1c(N2CCN[C@@H](C)C2)c(F)cc3C(=O)C(=CN(C4CC4)c13)C(O)=O" GFN SMILES CACTVS 3.385 "COc1c(N2CCN[CH](C)C2)c(F)cc3C(=O)C(=CN(C4CC4)c13)C(O)=O" GFN SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "C[C@H]1CN(CCN1)c2c(cc3c(c2OC)N(C=C(C3=O)C(=O)O)C4CC4)F" GFN SMILES "OpenEye OEToolkits" 1.9.2 "CC1CN(CCN1)c2c(cc3c(c2OC)N(C=C(C3=O)C(=O)O)C4CC4)F" # # 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 GFN "SYSTEMATIC NAME" ACDLabs 12.01 "1-cyclopropyl-6-fluoro-8-methoxy-7-[(3S)-3-methylpiperazin-1-yl]-4-oxo-1,4-dihydroquinoline-3-carboxylic acid" GFN "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "1-cyclopropyl-6-fluoranyl-8-methoxy-7-[(3S)-3-methylpiperazin-1-yl]-4-oxidanylidene-quinoline-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 GFN "Create component" 2015-06-04 RCSB GFN "Initial release" 2016-03-02 RCSB GFN "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id GFN _pdbx_chem_comp_synonyms.name Gatifloxacin _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##