data_FMX
# 
_chem_comp.id                                    FMX 
_chem_comp.name                                  FAMOXADONE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C22 H18 N2 O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         5-METHYL-5-(4-PHENOXYPHENYL)-3-(PHENYLAMINO)-2,4-OXAZOLIDINEDIONE 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2002-02-25 
_chem_comp.pdbx_modified_date                    2008-10-14 
_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                        374.389 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     FMX 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        ? 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        ? 
_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 
FMX O6   O6   O 0 1 N N N 66.858 57.358 167.507 1.474  0.626  1.471  O6   FMX 1  
FMX C6   C6   C 0 1 N N N 67.824 58.007 167.798 0.386  0.098  1.564  C6   FMX 2  
FMX N2   N2   N 0 1 N N N 68.536 57.947 168.990 -0.528 0.281  2.537  N2   FMX 3  
FMX N1   N1   N 0 1 N N N 68.228 57.064 170.047 -0.358 1.141  3.630  N1   FMX 4  
FMX C21  C21  C 0 1 Y N N 68.686 55.728 170.125 0.219  0.665  4.809  C21  FMX 5  
FMX C22  C22  C 0 1 Y N N 69.759 55.305 169.375 0.388  1.516  5.894  C22  FMX 6  
FMX C23  C23  C 0 1 Y N N 70.217 53.996 169.467 0.959  1.043  7.058  C23  FMX 7  
FMX C24  C24  C 0 1 Y N N 69.588 53.108 170.323 1.363  -0.276 7.146  C24  FMX 8  
FMX C25  C25  C 0 1 Y N N 68.505 53.527 171.088 1.196  -1.126 6.068  C25  FMX 9  
FMX C26  C26  C 0 1 Y N N 68.055 54.841 170.990 0.621  -0.660 4.902  C26  FMX 10 
FMX C3   C3   C 0 1 N N N 69.513 58.905 169.058 -1.619 -0.463 2.325  C3   FMX 11 
FMX O4   O4   O 0 1 N N N 69.537 59.573 167.905 -1.528 -1.199 1.205  O4   FMX 12 
FMX O3   O3   O 0 1 N N N 70.201 59.166 170.002 -2.584 -0.473 3.062  O3   FMX 13 
FMX C5   C5   C 0 1 N N S 68.462 59.117 167.014 -0.227 -0.906 0.610  C5   FMX 14 
FMX C7   C7   C 0 1 N N N 67.524 60.221 166.833 0.627  -2.172 0.539  C7   FMX 15 
FMX C8   C8   C 0 1 Y N N 69.063 58.611 165.719 -0.396 -0.305 -0.761 C8   FMX 16 
FMX C9   C9   C 0 1 Y N N 69.420 57.289 165.478 -1.452 -0.698 -1.562 C9   FMX 17 
FMX C10  C10  C 0 1 Y N N 69.994 56.963 164.255 -1.609 -0.148 -2.819 C10  FMX 18 
FMX C11  C11  C 0 1 Y N N 70.212 57.964 163.273 -0.706 0.799  -3.278 C11  FMX 19 
FMX C12  C12  C 0 1 Y N N 69.848 59.263 163.528 0.352  1.192  -2.472 C12  FMX 20 
FMX C13  C13  C 0 1 Y N N 69.277 59.578 164.745 0.502  0.642  -1.214 C13  FMX 21 
FMX O14  O14  O 0 1 N N N 70.780 57.692 162.045 -0.858 1.341  -4.515 O14  FMX 22 
FMX C15  C15  C 0 1 Y N N 70.444 56.577 161.292 -0.079 0.616  -5.360 C15  FMX 23 
FMX C16  C16  C 0 1 Y N N 69.138 56.367 160.865 0.575  -0.516 -4.902 C16  FMX 24 
FMX C17  C17  C 0 1 Y N N 68.835 55.230 160.100 1.366  -1.251 -5.763 C17  FMX 25 
FMX C18  C18  C 0 1 Y N N 69.839 54.327 159.768 1.505  -0.858 -7.081 C18  FMX 26 
FMX C19  C19  C 0 1 Y N N 71.155 54.553 160.201 0.854  0.271  -7.541 C19  FMX 27 
FMX C20  C20  C 0 1 Y N N 71.455 55.675 160.961 0.057  1.006  -6.685 C20  FMX 28 
FMX HN11 1HN1 H 0 0 N N N 67.211 57.036 170.126 -0.642 2.066  3.567  HN11 FMX 29 
FMX H221 1H22 H 0 0 N N N 70.255 56.019 168.696 0.074  2.547  5.826  H221 FMX 30 
FMX H231 1H23 H 0 0 N N N 71.077 53.663 168.862 1.092  1.704  7.902  H231 FMX 31 
FMX H241 1H24 H 0 0 N N N 69.949 52.068 170.395 1.810  -0.644 8.058  H241 FMX 32 
FMX H251 1H25 H 0 0 N N N 68.005 52.819 171.770 1.512  -2.156 6.139  H251 FMX 33 
FMX H261 1H26 H 0 0 N N N 67.199 55.179 171.598 0.490  -1.325 4.061  H261 FMX 34 
FMX H71  1H7  H 0 1 N N N 67.116 60.582 167.806 0.769  -2.573 1.543  H71  FMX 35 
FMX H72  2H7  H 0 1 N N N 67.998 61.045 166.251 0.126  -2.916 -0.081 H72  FMX 36 
FMX H73  3H7  H 0 1 N N N 66.569 59.881 166.368 1.597  -1.931 0.104  H73  FMX 37 
FMX H91  1H9  H 0 1 N N N 69.251 56.513 166.243 -2.155 -1.436 -1.204 H91  FMX 38 
FMX H101 1H10 H 0 0 N N N 70.276 55.914 164.065 -2.434 -0.456 -3.445 H101 FMX 39 
FMX H121 1H12 H 0 0 N N N 70.012 60.043 162.766 1.057  1.929  -2.827 H121 FMX 40 
FMX H131 1H13 H 0 0 N N N 68.986 60.623 164.943 1.326  0.948  -0.586 H131 FMX 41 
FMX H161 1H16 H 0 0 N N N 68.352 57.094 161.130 0.468  -0.824 -3.872 H161 FMX 42 
FMX H171 1H17 H 0 0 N N N 67.803 55.045 159.758 1.877  -2.134 -5.407 H171 FMX 43 
FMX H181 1H18 H 0 0 N N N 69.593 53.437 159.165 2.124  -1.434 -7.753 H181 FMX 44 
FMX H191 1H19 H 0 0 N N N 71.959 53.844 159.942 0.964  0.576  -8.571 H191 FMX 45 
FMX H201 1H20 H 0 0 N N N 72.490 55.849 161.300 -0.452 1.888  -7.044 H201 FMX 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 
FMX O6  C6   DOUB N N 1  
FMX C6  N2   SING N N 2  
FMX C6  C5   SING N N 3  
FMX N2  N1   SING N N 4  
FMX N2  C3   SING N N 5  
FMX N1  C21  SING N N 6  
FMX N1  HN11 SING N N 7  
FMX C21 C22  DOUB Y N 8  
FMX C21 C26  SING Y N 9  
FMX C22 C23  SING Y N 10 
FMX C22 H221 SING N N 11 
FMX C23 C24  DOUB Y N 12 
FMX C23 H231 SING N N 13 
FMX C24 C25  SING Y N 14 
FMX C24 H241 SING N N 15 
FMX C25 C26  DOUB Y N 16 
FMX C25 H251 SING N N 17 
FMX C26 H261 SING N N 18 
FMX C3  O4   SING N N 19 
FMX C3  O3   DOUB N N 20 
FMX O4  C5   SING N N 21 
FMX C5  C7   SING N N 22 
FMX C5  C8   SING N N 23 
FMX C7  H71  SING N N 24 
FMX C7  H72  SING N N 25 
FMX C7  H73  SING N N 26 
FMX C8  C9   DOUB Y N 27 
FMX C8  C13  SING Y N 28 
FMX C9  C10  SING Y N 29 
FMX C9  H91  SING N N 30 
FMX C10 C11  DOUB Y N 31 
FMX C10 H101 SING N N 32 
FMX C11 C12  SING Y N 33 
FMX C11 O14  SING N N 34 
FMX C12 C13  DOUB Y N 35 
FMX C12 H121 SING N N 36 
FMX C13 H131 SING N N 37 
FMX O14 C15  SING N N 38 
FMX C15 C16  DOUB Y N 39 
FMX C15 C20  SING Y N 40 
FMX C16 C17  SING Y N 41 
FMX C16 H161 SING N N 42 
FMX C17 C18  DOUB Y N 43 
FMX C17 H171 SING N N 44 
FMX C18 C19  SING Y N 45 
FMX C18 H181 SING N N 46 
FMX C19 C20  DOUB Y N 47 
FMX C19 H191 SING N N 48 
FMX C20 H201 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 
FMX SMILES           ACDLabs              10.04 O=C2OC(C(=O)N2Nc1ccccc1)(c4ccc(Oc3ccccc3)cc4)C                                                                                      
FMX InChI            InChI                1.02b InChI=1/C22H18N2O4/c1-22(16-12-14-19(15-13-16)27-18-10-6-3-7-11-18)20(25)24(21(26)28-22)23-17-8-4-2-5-9-17/h2-15,23H,1H3/t22-/m0/s1 
FMX InChIKey         InChI                1.02b PCCSBWNGDMYFCW-QFIPXVFZBL                                                                                                           
FMX SMILES_CANONICAL CACTVS               3.341 C[C@]1(OC(=O)N(Nc2ccccc2)C1=O)c3ccc(Oc4ccccc4)cc3                                                                                   
FMX SMILES           CACTVS               3.341 C[C]1(OC(=O)N(Nc2ccccc2)C1=O)c3ccc(Oc4ccccc4)cc3                                                                                    
FMX SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C[C@@]1(C(=O)N(C(=O)O1)Nc2ccccc2)c3ccc(cc3)Oc4ccccc4                                                                                
FMX SMILES           "OpenEye OEToolkits" 1.5.0 CC1(C(=O)N(C(=O)O1)Nc2ccccc2)c3ccc(cc3)Oc4ccccc4                                                                                    
# 
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 
FMX "SYSTEMATIC NAME" ACDLabs              10.04 (5S)-5-methyl-5-(4-phenoxyphenyl)-3-(phenylamino)-1,3-oxazolidine-2,4-dione 
FMX "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (5S)-5-methyl-5-(4-phenoxyphenyl)-3-phenylazanyl-1,3-oxazolidine-2,4-dione  
# 
