data_LFX
#

_chem_comp.id                                   LFX
_chem_comp.name                                 "(3S)-9-fluoro-3-methyl-10-(4-methylpiperazin-1-yl)-7-oxo-2,3-dihydro-7H-[1,4]oxazino[2,3,4-ij]quinoline-6-carboxylic acid"
_chem_comp.type                                 NON-POLYMER
_chem_comp.pdbx_type                            HETAD
_chem_comp.formula                              "C18 H20 F N3 O4"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        Levofloxacin
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2009-10-20
_chem_comp.pdbx_modified_date                   2021-03-01
_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                       361.368
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    LFX
_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       3K9F
_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
LFX  C     C     C  0  1  N  N  N  -37.372  56.430  -33.018   5.087  -0.681   0.068  C     LFX   1  
LFX  F     F     F  0  1  N  N  N  -37.948  57.046  -40.193  -2.122  -2.362  -0.145  F     LFX   2  
LFX  N     N     N  0  1  N  N  N  -41.345  53.501  -41.997  -5.564  -0.032   0.017  N     LFX   3  
LFX  O     O     O  0  1  N  N  N  -37.462  55.718  -32.030   5.926   0.196   0.139  O     LFX   4  
LFX  C01   C01   C  0  1  N  N  N  -40.273  55.604  -41.177  -3.441  -0.090  -1.200  C01   LFX   5  
LFX  N01   N01   N  0  1  N  N  N  -39.360  54.672  -40.462  -2.740   0.327   0.022  N01   LFX   6  
LFX  O01   O01   O  0  1  N  N  N  -39.608  53.278  -38.027  -0.683   2.165   0.161  O01   LFX   7  
LFX  C02   C02   C  0  1  N  N  N  -38.956  53.441  -41.192  -3.436  -0.166   1.219  C02   LFX   8  
LFX  N02   N02   N  0  1  N  N  N  -38.793  54.197  -35.582   1.968   1.351   0.104  N02   LFX   9  
LFX  O02   O02   O  0  1  N  N  N  -37.003  57.796  -35.382   2.937  -2.565  -0.090  O02   LFX  10  
LFX  C03   C03   C  0  1  N  N  S  -39.626  53.017  -35.599   1.645   2.785   0.145  C03   LFX  11  
LFX  O03   O03   O  0  1  N  N  N  -37.522  57.636  -32.769   5.467  -1.973   0.008  O03   LFX  12  
LFX  C04   C04   C  0  1  Y  N  N  -38.831  55.113  -39.204  -1.410  -0.097   0.006  C04   LFX  13  
LFX  C05   C05   C  0  1  Y  N  N  -38.598  54.917  -36.741   0.943   0.424   0.050  C05   LFX  14  
LFX  C06   C06   C  0  1  Y  N  N  -39.049  54.410  -37.993  -0.387   0.838   0.073  C06   LFX  15  
LFX  C07   C07   C  0  1  N  N  N  -41.594  54.911  -41.590  -4.869   0.461  -1.180  C07   LFX  16  
LFX  C08   C08   C  0  1  N  N  N  -39.921  53.251  -42.400  -4.863   0.386   1.239  C08   LFX  17  
LFX  C09   C09   C  0  1  N  N  N  -39.697  52.385  -37.032   0.289   2.979   0.830  C09   LFX  18  
LFX  C10   C10   C  0  1  Y  N  N  -37.949  56.172  -36.701   1.227  -0.952  -0.023  C10   LFX  19  
LFX  C11   C11   C  0  1  Y  N  N  -38.187  56.359  -39.121  -1.118  -1.460  -0.077  C11   LFX  20  
LFX  C12   C12   C  0  1  N  N  N  -38.370  54.678  -34.374   3.260   0.985   0.115  C12   LFX  21  
LFX  C13   C13   C  0  1  Y  N  N  -37.793  56.903  -37.895   0.191  -1.886  -0.090  C13   LFX  22  
LFX  C14   C14   C  0  1  N  N  N  -41.055  53.415  -35.063   1.579   3.335  -1.281  C14   LFX  23  
LFX  C15   C15   C  0  1  N  N  N  -37.524  56.659  -35.448   2.634  -1.386  -0.025  C15   LFX  24  
LFX  C16   C16   C  0  1  N  N  N  -42.450  52.838  -42.759  -5.720  -1.492  -0.028  C16   LFX  25  
LFX  C17   C17   C  0  1  N  N  N  -37.723  55.921  -34.264   3.660  -0.333   0.054  C17   LFX  26  
LFX  HO03  HO03  H  0  0  N  N  N  -37.679  57.751  -31.839   6.417  -2.153   0.024  HO03  LFX  27  
LFX  H01   H01   H  0  1  N  N  N  -39.767  55.967  -42.084  -2.914   0.297  -2.072  H01   LFX  28  
LFX  H01A  H01A  H  0  0  N  N  N  -40.510  56.446  -40.510  -3.472  -1.179  -1.248  H01A  LFX  29  
LFX  H02   H02   H  0  1  N  N  N  -39.020  52.571  -40.522  -3.467  -1.255   1.199  H02   LFX  30  
LFX  H02A  H02A  H  0  0  N  N  N  -37.922  53.542  -41.552  -2.905   0.167   2.111  H02A  LFX  31  
LFX  H03   H03   H  0  1  N  N  N  -39.192  52.245  -34.947   2.414   3.316   0.705  H03   LFX  32  
LFX  H07   H07   H  0  1  N  N  N  -42.287  54.921  -40.736  -5.400   0.128  -2.072  H07   LFX  33  
LFX  H07A  H07A  H  0  0  N  N  N  -42.036  55.456  -42.437  -4.838   1.550  -1.160  H07A  LFX  34  
LFX  H08   H08   H  0  1  N  N  N  -39.831  52.219  -42.771  -4.832   1.474   1.287  H08   LFX  35  
LFX  H08A  H08A  H  0  0  N  N  N  -39.644  53.961  -43.193  -5.390  -0.002   2.111  H08A  LFX  36  
LFX  H09   H09   H  0  1  N  N  N  -38.860  51.679  -37.134  -0.006   4.026   0.768  H09   LFX  37  
LFX  H09A  H09A  H  0  0  N  N  N  -40.662  51.866  -37.127   0.361   2.678   1.875  H09A  LFX  38  
LFX  H12   H12   H  0  1  N  N  N  -38.537  54.089  -33.484   4.016   1.753   0.174  H12   LFX  39  
LFX  H13   H13   H  0  1  N  N  N  -37.365  57.894  -37.863   0.416  -2.941  -0.152  H13   LFX  40  
LFX  H14   H14   H  0  1  N  N  N  -41.708  52.530  -35.067   2.543   3.194  -1.769  H14   LFX  41  
LFX  H14A  H14A  H  0  0  N  N  N  -40.967  53.801  -34.037   0.808   2.805  -1.840  H14A  LFX  42  
LFX  H14B  H14B  H  0  0  N  N  N  -41.486  54.192  -35.711   1.339   4.398  -1.250  H14B  LFX  43  
LFX  H16   H16   H  0  1  N  N  N  -42.336  51.746  -42.694  -4.737  -1.961  -0.079  H16   LFX  44  
LFX  H16A  H16A  H  0  0  N  N  N  -43.419  53.132  -42.330  -6.238  -1.830   0.869  H16A  LFX  45  
LFX  H16B  H16B  H  0  0  N  N  N  -42.406  53.149  -43.813  -6.300  -1.769  -0.908  H16B  LFX  46  
#   #
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
LFX  C17   C     SING  N  N   1  
LFX  C     O03   SING  N  N   2  
LFX  C     O     DOUB  N  N   3  
LFX  F     C11   SING  N  N   4  
LFX  C16   N     SING  N  N   5  
LFX  C08   N     SING  N  N   6  
LFX  N     C07   SING  N  N   7  
LFX  H01   C01   SING  N  N   8  
LFX  C07   C01   SING  N  N   9  
LFX  C01   H01A  SING  N  N  10  
LFX  C01   N01   SING  N  N  11  
LFX  C02   N01   SING  N  N  12  
LFX  N01   C04   SING  N  N  13  
LFX  O01   C06   SING  N  N  14  
LFX  O01   C09   SING  N  N  15  
LFX  C08   C02   SING  N  N  16  
LFX  H02A  C02   SING  N  N  17  
LFX  C02   H02   SING  N  N  18  
LFX  C05   N02   SING  N  N  19  
LFX  C03   N02   SING  N  N  20  
LFX  N02   C12   SING  N  N  21  
LFX  C15   O02   DOUB  N  N  22  
LFX  C09   C03   SING  N  N  23  
LFX  C03   C14   SING  N  N  24  
LFX  C03   H03   SING  N  N  25  
LFX  HO03  O03   SING  N  N  26  
LFX  C04   C11   DOUB  Y  N  27  
LFX  C04   C06   SING  Y  N  28  
LFX  C06   C05   DOUB  Y  N  29  
LFX  C05   C10   SING  Y  N  30  
LFX  H07A  C07   SING  N  N  31  
LFX  C07   H07   SING  N  N  32  
LFX  H08   C08   SING  N  N  33  
LFX  H08A  C08   SING  N  N  34  
LFX  H09A  C09   SING  N  N  35  
LFX  H09   C09   SING  N  N  36  
LFX  C13   C10   DOUB  Y  N  37  
LFX  C10   C15   SING  N  N  38  
LFX  C11   C13   SING  Y  N  39  
LFX  C12   C17   DOUB  N  N  40  
LFX  C12   H12   SING  N  N  41  
LFX  C13   H13   SING  N  N  42  
LFX  H14   C14   SING  N  N  43  
LFX  C14   H14A  SING  N  N  44  
LFX  C14   H14B  SING  N  N  45  
LFX  C15   C17   SING  N  N  46  
LFX  H16A  C16   SING  N  N  47  
LFX  H16B  C16   SING  N  N  48  
LFX  C16   H16   SING  N  N  49  
#   #
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
LFX  SMILES            ACDLabs               11.02  "O=C(O)C=1C(=O)c4c2N(C=1)C(COc2c(N3CCN(C)CC3)c(F)c4)C"  
LFX  SMILES_CANONICAL  CACTVS                3.352  "C[C@H]1COc2c(N3CCN(C)CC3)c(F)cc4C(=O)C(=CN1c24)C(O)=O"  
LFX  SMILES            CACTVS                3.352  "C[CH]1COc2c(N3CCN(C)CC3)c(F)cc4C(=O)C(=CN1c24)C(O)=O"  
LFX  SMILES_CANONICAL  "OpenEye OEToolkits"  1.7.0  "C[C@H]1COc2c3c(cc(c2N4CCN(CC4)C)F)C(=O)C(=CN31)C(=O)O"  
LFX  SMILES            "OpenEye OEToolkits"  1.7.0  "CC1COc2c3c(cc(c2N4CCN(CC4)C)F)C(=O)C(=CN31)C(=O)O"  
LFX  InChI             InChI                 1.03   "InChI=1S/C18H20FN3O4/c1-10-9-26-17-14-11(16(23)12(18(24)25)8-22(10)14)7-13(19)15(17)21-5-3-20(2)4-6-21/h7-8,10H,3-6,9H2,1-2H3,(H,24,25)/t10-/m0/s1"  
LFX  InChIKey          InChI                 1.03   GSDSWSVVBLHKDQ-JTQLQIEISA-N  
#
_pdbx_chem_comp_identifier.comp_id          LFX
_pdbx_chem_comp_identifier.type             "SYSTEMATIC NAME"
_pdbx_chem_comp_identifier.program          ACDLabs
_pdbx_chem_comp_identifier.program_version  11.02
_pdbx_chem_comp_identifier.identifier       "(3S)-9-fluoro-3-methyl-10-(4-methylpiperazin-1-yl)-7-oxo-2,3-dihydro-7H-[1,4]oxazino[2,3,4-ij]quinoline-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
LFX  "Create component"      2009-10-20  PDBJ  
LFX  "Modify aromatic_flag"  2011-06-04  RCSB  
LFX  "Modify descriptor"     2011-06-04  RCSB  
LFX  "Modify synonyms"       2021-03-01  PDBE  
#
_pdbx_chem_comp_synonyms.ordinal     1
_pdbx_chem_comp_synonyms.comp_id     LFX
_pdbx_chem_comp_synonyms.name        Levofloxacin
_pdbx_chem_comp_synonyms.provenance  ?
_pdbx_chem_comp_synonyms.type        ?
##
