data_623
# 
_chem_comp.id                                    623 
_chem_comp.name                                  "3,3'-[3,5-DIFLUORO-4-METHYL-2,6-PYRIDYLENEBIS(OXY)]-BIS(BENZENECARBOXIMIDAMIDE)" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C20 H18 F2 N5 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ZK-805623 
_chem_comp.pdbx_formal_charge                    1 
_chem_comp.pdbx_initial_date                     1999-07-08 
_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                        398.386 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     623 
_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        1QB6 
_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 
623 C1   C1   C 0 1 Y N N 8.901  25.119 20.018 -1.160 3.050  -0.419 C1   623 1  
623 F1   F1   F 0 1 N N N 7.638  25.263 20.387 -2.297 3.658  -0.824 F1   623 2  
623 C2   C2   C 0 1 Y N N 9.759  26.211 19.744 -0.090 3.800  0.044  C2   623 3  
623 C3   C3   C 0 1 Y N N 11.089 25.925 19.352 1.059  3.135  0.449  C3   623 4  
623 F3   F3   F 0 1 N N N 11.941 26.898 19.090 2.124  3.829  0.907  F3   623 5  
623 C4   C4   C 0 1 Y N N 11.531 24.574 19.245 1.100  1.748  0.379  C4   623 6  
623 N5   N5   N 1 1 Y N N 10.681 23.547 19.507 0.060  1.063  -0.068 N5   623 7  
623 C6   C6   C 0 1 Y N N 9.411  23.809 19.880 -1.052 1.665  -0.457 C6   623 8  
623 C7   C7   C 0 1 N N N 9.232  27.602 19.871 -0.171 5.304  0.104  C7   623 9  
623 O1   O1   O 0 1 N N N 12.775 24.296 18.863 2.219  1.089  0.774  O1   623 10 
623 O2   O2   O 0 1 N N N 8.561  22.785 20.174 -2.097 0.922  -0.903 O2   623 11 
623 C21  C21  C 0 1 Y N N 9.079  21.580 20.575 -2.513 -0.119 -0.135 C21  623 12 
623 C22  C22  C 0 1 Y N N 8.803  20.538 19.686 -3.643 -0.837 -0.494 C22  623 13 
623 C23  C23  C 0 1 Y N N 9.267  19.245 19.959 -4.065 -1.904 0.296  C23  623 14 
623 C24  C24  C 0 1 Y N N 10.036 18.997 21.115 -3.349 -2.244 1.444  C24  623 15 
623 C25  C25  C 0 1 Y N N 10.339 20.051 22.011 -2.224 -1.523 1.793  C25  623 16 
623 C26  C26  C 0 1 Y N N 9.858  21.348 21.707 -1.803 -0.468 1.006  C26  623 17 
623 C27  C27  C 0 1 N N N 8.995  18.234 19.012 -5.272 -2.675 -0.081 C27  623 18 
623 N21  N21  N 0 1 N N N 8.230  18.426 17.963 -5.940 -2.356 -1.152 N21  623 19 
623 N22  N22  N 0 1 N N N 9.362  16.988 19.136 -5.688 -3.730 0.702  N22  623 20 
623 C11  C11  C 0 1 Y N N 13.945 24.959 18.729 2.622  0.019  0.039  C11  623 21 
623 C12  C12  C 0 1 Y N N 14.276 25.881 19.732 1.967  -0.297 -1.143 C12  623 22 
623 C13  C13  C 0 1 Y N N 15.492 26.582 19.682 2.372  -1.384 -1.894 C13  623 23 
623 C14  C14  C 0 1 Y N N 16.397 26.353 18.633 3.431  -2.162 -1.473 C14  623 24 
623 C15  C15  C 0 1 Y N N 16.107 25.416 17.608 4.096  -1.852 -0.287 C15  623 25 
623 C16  C16  C 0 1 Y N N 14.872 24.725 17.682 3.690  -0.752 0.467  C16  623 26 
623 C17  C17  C 0 1 N N N 17.027 25.178 16.563 5.232  -2.685 0.168  C17  623 27 
623 N11  N11  N 0 1 N N N 18.208 25.798 16.403 5.851  -2.394 1.276  N11  623 28 
623 N12  N12  N 0 1 N N N 16.794 24.305 15.586 5.635  -3.769 -0.581 N12  623 29 
623 HN5  HN5  H 0 1 N N N 10.995 22.601 19.424 0.113  0.095  -0.108 HN5  623 30 
623 H51  1H5  H 0 1 N N N 9.102  27.850 20.935 -0.563 5.607  1.075  H51  623 31 
623 H52  2H5  H 0 1 N N N 9.943  28.306 19.415 0.823  5.728  -0.035 H52  623 32 
623 H53  3H5  H 0 1 N N N 8.262  27.675 19.357 -0.833 5.663  -0.683 H53  623 33 
623 H22  H22  H 0 1 N N N 8.232  20.729 18.789 -4.194 -0.569 -1.383 H22  623 34 
623 H24  H24  H 0 1 N N N 10.395 17.999 21.318 -3.673 -3.070 2.059  H24  623 35 
623 H25  H25  H 0 1 N N N 10.921 19.871 22.902 -1.670 -1.787 2.681  H25  623 36 
623 H26  H26  H 0 1 N N N 10.099 22.171 22.363 -0.920 0.090  1.281  H26  623 37 
623 H21  H21  H 0 1 N N N 8.166  17.588 17.421 -6.731 -2.861 -1.399 H21  623 38 
623 H221 1H22 H 0 0 N N N 9.912  16.866 19.962 -5.191 -3.968 1.500  H221 623 39 
623 H222 2H22 H 0 0 N N N 9.126  16.258 18.495 -6.479 -4.235 0.455  H222 623 40 
623 H12  H12  H 0 1 N N N 13.591 26.053 20.549 1.137  0.308  -1.477 H12  623 41 
623 H13  H13  H 0 1 N N N 15.732 27.299 20.453 1.859  -1.626 -2.813 H13  623 42 
623 H14  H14  H 0 1 N N N 17.329 26.899 18.606 3.746  -3.011 -2.062 H14  623 43 
623 H16  H16  H 0 1 N N N 14.630 24.000 16.919 4.203  -0.505 1.384  H16  623 44 
623 HN11 HN11 H 0 0 N N N 18.676 25.456 15.589 6.596  -2.940 1.574  HN11 623 45 
623 H121 1H12 H 0 0 N N N 15.908 23.860 15.718 5.174  -3.986 -1.407 H121 623 46 
623 H122 2H12 H 0 0 N N N 17.418 24.120 14.826 6.380  -4.315 -0.283 H122 623 47 
# 
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 
623 C1  F1   SING N N 1  
623 C1  C2   DOUB Y N 2  
623 C1  C6   SING Y N 3  
623 C2  C3   SING Y N 4  
623 C2  C7   SING N N 5  
623 C3  F3   SING N N 6  
623 C3  C4   DOUB Y N 7  
623 C4  N5   SING Y N 8  
623 C4  O1   SING N N 9  
623 N5  C6   DOUB Y N 10 
623 N5  HN5  SING N N 11 
623 C6  O2   SING N N 12 
623 C7  H51  SING N N 13 
623 C7  H52  SING N N 14 
623 C7  H53  SING N N 15 
623 O1  C11  SING N N 16 
623 O2  C21  SING N N 17 
623 C21 C22  DOUB Y N 18 
623 C21 C26  SING Y N 19 
623 C22 C23  SING Y N 20 
623 C22 H22  SING N N 21 
623 C23 C24  DOUB Y N 22 
623 C23 C27  SING N N 23 
623 C24 C25  SING Y N 24 
623 C24 H24  SING N N 25 
623 C25 C26  DOUB Y N 26 
623 C25 H25  SING N N 27 
623 C26 H26  SING N N 28 
623 C27 N21  DOUB N N 29 
623 C27 N22  SING N N 30 
623 N21 H21  SING N N 31 
623 N22 H221 SING N N 32 
623 N22 H222 SING N N 33 
623 C11 C12  DOUB Y N 34 
623 C11 C16  SING Y N 35 
623 C12 C13  SING Y N 36 
623 C12 H12  SING N N 37 
623 C13 C14  DOUB Y N 38 
623 C13 H13  SING N N 39 
623 C14 C15  SING Y N 40 
623 C14 H14  SING N N 41 
623 C15 C16  DOUB Y N 42 
623 C15 C17  SING N N 43 
623 C16 H16  SING N N 44 
623 C17 N11  DOUB N N 45 
623 C17 N12  SING N N 46 
623 N11 HN11 SING N N 47 
623 N12 H121 SING N N 48 
623 N12 H122 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 
623 SMILES           ACDLabs              10.04 Fc3c(Oc1cc(C(=[N@H])N)ccc1)[nH+]c(Oc2cccc(C(=[N@H])N)c2)c(F)c3C                                                                                                                                     
623 InChI            InChI                1.02b InChI=1/C20H17F2N5O2/c1-10-15(21)19(28-13-6-2-4-11(8-13)17(23)24)27-20(16(10)22)29-14-7-3-5-12(9-14)18(25)26/h2-9H,1H3,(H3,23,24)(H3,25,26)/p+1/fC20H18F2N5O2/h23,25,27H,24,26H2/q+1/b23-17-,25-18- 
623 InChIKey         InChI                1.02b ZXIHYCYAQUQHSG-ZAFHXWIFDJ                                                                                                                                                                           
623 SMILES_CANONICAL CACTVS               3.341 Cc1c(F)c(Oc2cccc(c2)C(N)=N)[nH+]c(Oc3cccc(c3)C(N)=N)c1F                                                                                                                                             
623 SMILES           CACTVS               3.341 Cc1c(F)c(Oc2cccc(c2)C(N)=N)[nH+]c(Oc3cccc(c3)C(N)=N)c1F                                                                                                                                             
623 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 [H]/N=C(/c1cccc(c1)Oc2c(c(c(c([nH+]2)Oc3cccc(c3)/C(=N/[H])/N)F)C)F)\N                                                                                                                               
623 SMILES           "OpenEye OEToolkits" 1.5.0 [H]N=C(c1cccc(c1)Oc2c(c(c(c([nH+]2)Oc3cccc(c3)C(=N[H])N)F)C)F)N                                                                                                                                     
# 
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 
623 "SYSTEMATIC NAME" ACDLabs              10.04 2,6-bis(3-carbamimidoylphenoxy)-3,5-difluoro-4-methylpyridinium                                  
623 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 3-[6-(3-carbamimidoylphenoxy)-3,5-difluoro-4-methyl-pyridin-1-ium-2-yl]oxybenzenecarboximidamide 
# 
