data_Z23
# 
_chem_comp.id                                    Z23 
_chem_comp.name                                  DI[BENZAMIDIN-3-YLOXY]-3,5-DIFLUORO-4-METHYL-PYRIDINE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C20 H19 F2 N5 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ZK-805623 
_chem_comp.pdbx_formal_charge                    2 
_chem_comp.pdbx_initial_date                     1999-08-30 
_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                        399.394 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     Z23 
_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        1CU9 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  EBI 
# 
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 
Z23 C1  C1  C 0 1 Y N N 10.477 18.945 21.041 4.511  0.160  1.479  C1  Z23 1  
Z23 C2  C2  C 0 1 Y N N 9.652  19.323 19.956 4.582  -0.713 0.392  C2  Z23 2  
Z23 C3  C3  C 0 1 Y N N 9.323  20.690 19.805 3.529  -0.770 -0.520 C3  Z23 3  
Z23 C4  C4  C 0 1 Y N N 9.838  21.664 20.696 2.424  0.048  -0.348 C4  Z23 4  
Z23 C5  C5  C 0 1 Y N N 10.647 21.262 21.780 2.363  0.913  0.736  C5  Z23 5  
Z23 C6  C6  C 0 1 Y N N 10.958 19.904 21.951 3.404  0.967  1.644  C6  Z23 6  
Z23 O7  O7  O 0 1 N N N 9.531  22.987 20.536 1.398  0.000  -1.238 O7  Z23 7  
Z23 C8  C8  C 0 1 Y N N 9.836  23.692 19.401 0.403  0.772  -0.731 C8  Z23 8  
Z23 N9  N9  N 0 1 Y N N 11.074 23.571 18.825 -0.251 0.371  0.347  N9  Z23 9  
Z23 C10 C10 C 0 1 Y N N 11.354 24.217 17.650 -1.228 1.092  0.874  C10 Z23 10 
Z23 C11 C11 C 0 1 Y N N 8.827  24.492 18.800 0.078  1.970  -1.354 C11 Z23 11 
Z23 C12 C12 C 0 1 Y N N 9.092  25.153 17.582 -0.937 2.755  -0.826 C12 Z23 12 
Z23 C13 C13 C 0 1 Y N N 10.372 25.016 17.004 -1.601 2.304  0.306  C13 Z23 13 
Z23 O14 O14 O 0 1 N N N 12.576 24.036 17.054 -1.872 0.643  1.981  O14 Z23 14 
Z23 C15 C15 C 0 1 Y N N 13.778 24.532 17.493 -2.773 -0.284 1.562  C15 Z23 15 
Z23 C16 C16 C 0 1 Y N N 13.943 25.141 18.764 -3.847 -0.624 2.374  C16 Z23 16 
Z23 C17 C17 C 0 1 Y N N 15.215 25.585 19.169 -4.767 -1.567 1.953  C17 Z23 17 
Z23 C18 C18 C 0 1 Y N N 16.330 25.417 18.327 -4.623 -2.176 0.722  C18 Z23 18 
Z23 C19 C19 C 0 1 Y N N 16.187 24.807 17.064 -3.547 -1.840 -0.100 C19 Z23 19 
Z23 C20 C20 C 0 1 Y N N 14.906 24.380 16.651 -2.623 -0.885 0.323  C20 Z23 20 
Z23 C21 C21 C 0 1 N N N 17.364 24.610 16.188 -3.390 -2.491 -1.420 C21 Z23 21 
Z23 N22 N22 N 0 1 N N N 18.353 25.476 16.159 -4.276 -3.399 -1.824 N22 Z23 22 
Z23 C23 C23 C 0 1 N N N 9.143  18.307 18.998 5.769  -1.578 0.212  C23 Z23 23 
Z23 N24 N24 N 0 1 N N N 9.304  17.020 19.203 6.771  -1.525 1.086  N24 Z23 24 
Z23 N25 N25 N 1 1 N N N 8.485  18.633 17.907 5.834  -2.410 -0.826 N25 Z23 25 
Z23 F26 F26 F 0 1 N N N 7.643  24.612 19.380 0.751  2.373  -2.455 F26 Z23 26 
Z23 C27 C27 C 0 1 N N N 8.016  25.999 16.912 -1.313 4.064  -1.470 C27 Z23 27 
Z23 F28 F28 F 0 1 N N N 10.655 25.617 15.861 -2.600 3.034  0.848  F28 Z23 28 
Z23 N38 N38 N 1 1 N N N 17.458 23.556 15.407 -2.363 -2.169 -2.203 N38 Z23 29 
Z23 H29 H29 H 0 1 N N N 10.759 17.913 21.194 5.323  0.205  2.189  H29 Z23 30 
Z23 H30 H30 H 0 1 N N N 8.684  21.023 19.002 3.578  -1.444 -1.362 H30 Z23 31 
Z23 H31 H31 H 0 1 N N N 11.034 21.999 22.470 1.498  1.547  0.871  H31 Z23 32 
Z23 H32 H32 H 0 1 N N N 11.589 19.611 22.776 3.350  1.642  2.486  H32 Z23 33 
Z23 H33 H33 H 0 1 N N N 13.105 25.260 19.434 -3.965 -0.151 3.338  H33 Z23 34 
Z23 H34 H34 H 0 1 N N N 15.341 26.045 20.140 -5.600 -1.828 2.588  H34 Z23 35 
Z23 H35 H35 H 0 1 N N N 17.301 25.751 18.665 -5.343 -2.912 0.397  H35 Z23 36 
Z23 H36 H36 H 0 1 N N N 14.768 23.923 15.682 -1.789 -0.620 -0.310 H36 Z23 37 
Z23 H39 H39 H 0 1 N N N 19.144 25.320 15.556 -5.024 -3.634 -1.253 H39 Z23 38 
Z23 H46 H46 H 0 1 N N N 18.361 26.282 16.775 -4.173 -3.826 -2.688 H46 Z23 39 
Z23 H40 H40 H 0 1 N N N 8.880  16.346 18.567 6.724  -0.919 1.842  H40 Z23 40 
Z23 H48 H48 H 0 1 N N N 9.705  16.676 20.065 7.549  -2.093 0.968  H48 Z23 41 
Z23 H41 H41 H 0 1 N N N 8.066  17.889 17.350 6.612  -2.978 -0.944 H41 Z23 42 
Z23 H47 H47 H 0 1 N N N 8.281  19.599 17.670 5.104  -2.449 -1.463 H47 Z23 43 
Z23 H42 H42 H 0 1 N N N 7.031  25.563 17.081 -0.723 4.868  -1.031 H42 Z23 44 
Z23 H43 H43 H 0 1 N N N 8.181  26.054 15.835 -1.117 4.012  -2.541 H43 Z23 45 
Z23 H44 H44 H 0 1 N N N 8.036  27.007 17.327 -2.373 4.259  -1.305 H44 Z23 46 
Z23 H49 H49 H 0 1 N N N 16.741 22.842 15.429 -2.259 -2.596 -3.068 H49 Z23 47 
Z23 H50 H50 H 0 1 N N N 18.275 23.405 14.838 -1.717 -1.507 -1.909 H50 Z23 48 
# 
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 
Z23 C1  C2  DOUB Y N 1  
Z23 C1  C6  SING Y N 2  
Z23 C1  H29 SING N N 3  
Z23 C2  C3  SING Y N 4  
Z23 C2  C23 SING N N 5  
Z23 C3  C4  DOUB Y N 6  
Z23 C3  H30 SING N N 7  
Z23 C4  C5  SING Y N 8  
Z23 C4  O7  SING N N 9  
Z23 C5  C6  DOUB Y N 10 
Z23 C5  H31 SING N N 11 
Z23 C6  H32 SING N N 12 
Z23 O7  C8  SING N N 13 
Z23 C8  N9  DOUB Y N 14 
Z23 C8  C11 SING Y N 15 
Z23 N9  C10 SING Y N 16 
Z23 C10 C13 DOUB Y N 17 
Z23 C10 O14 SING N N 18 
Z23 C11 C12 DOUB Y N 19 
Z23 C11 F26 SING N N 20 
Z23 C12 C13 SING Y N 21 
Z23 C12 C27 SING N N 22 
Z23 C13 F28 SING N N 23 
Z23 O14 C15 SING N N 24 
Z23 C15 C16 DOUB Y N 25 
Z23 C15 C20 SING Y N 26 
Z23 C16 C17 SING Y N 27 
Z23 C16 H33 SING N N 28 
Z23 C17 C18 DOUB Y N 29 
Z23 C17 H34 SING N N 30 
Z23 C18 C19 SING Y N 31 
Z23 C18 H35 SING N N 32 
Z23 C19 C20 DOUB Y N 33 
Z23 C19 C21 SING N N 34 
Z23 C20 H36 SING N N 35 
Z23 C21 N22 SING N N 36 
Z23 C21 N38 DOUB N N 37 
Z23 N22 H39 SING N N 38 
Z23 N22 H46 SING N N 39 
Z23 C23 N24 SING N N 40 
Z23 C23 N25 DOUB N N 41 
Z23 N24 H40 SING N N 42 
Z23 N24 H48 SING N N 43 
Z23 N25 H41 SING N N 44 
Z23 N25 H47 SING N N 45 
Z23 C27 H42 SING N N 46 
Z23 C27 H43 SING N N 47 
Z23 C27 H44 SING N N 48 
Z23 N38 H49 SING N N 49 
Z23 N38 H50 SING N N 50 
# 
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 
Z23 SMILES           ACDLabs              10.04 Fc3c(Oc1cc(C(=[NH2+])\N)ccc1)nc(Oc2cccc(C(=[NH2+])\N)c2)c(F)c3C                                                                                                            
Z23 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+2/fC20H19F2N5O2/h23-26H2/q+2 
Z23 InChIKey         InChI                1.02b ZXIHYCYAQUQHSG-MVGSARTMCU                                                                                                                                                  
Z23 SMILES_CANONICAL CACTVS               3.341 Cc1c(F)c(Oc2cccc(c2)C(N)=[NH2+])nc(Oc3cccc(c3)C(N)=[NH2+])c1F                                                                                                              
Z23 SMILES           CACTVS               3.341 Cc1c(F)c(Oc2cccc(c2)C(N)=[NH2+])nc(Oc3cccc(c3)C(N)=[NH2+])c1F                                                                                                              
Z23 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 Cc1c(c(nc(c1F)Oc2cccc(c2)C(=[NH2+])N)Oc3cccc(c3)C(=[NH2+])N)F                                                                                                              
Z23 SMILES           "OpenEye OEToolkits" 1.5.0 Cc1c(c(nc(c1F)Oc2cccc(c2)C(=[NH2+])N)Oc3cccc(c3)C(=[NH2+])N)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 
Z23 "SYSTEMATIC NAME" ACDLabs              10.04 [(3,5-difluoro-4-methylpyridine-2,6-diyl)bis(oxybenzene-3,1-diyl)]bis(aminomethaniminium)                              
Z23 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 [amino-[3-[6-[3-(amino-azaniumylidene-methyl)phenoxy]-3,5-difluoro-4-methyl-pyridin-2-yl]oxyphenyl]methylidene]azanium 
# 
