data_ZK9
# 
_chem_comp.id                                    ZK9 
_chem_comp.name                                  [3-AMINOMETHYLPHENYL-OXY-]-[BENZAMIDIN-3-YLOXY]-3,5-DIFLUORO-4-METHYL-PYRIDINE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C20 H20 F2 N4 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ZK-806299 
_chem_comp.pdbx_formal_charge                    2 
_chem_comp.pdbx_initial_date                     1999-08-24 
_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                        386.395 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     ZK9 
_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        1CU7 
_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 
ZK9 C1  C1  C 0 1 Y N N 10.422 18.894 20.729 4.285  0.044  1.478  C1  ZK9 1  
ZK9 C2  C2  C 0 1 Y N N 9.363  19.380 19.928 4.395  -0.622 0.257  C2  ZK9 2  
ZK9 C3  C3  C 0 1 Y N N 8.831  20.662 20.196 3.356  -0.548 -0.669 C3  ZK9 3  
ZK9 C4  C4  C 0 1 Y N N 9.343  21.438 21.265 2.225  0.196  -0.376 C4  ZK9 4  
ZK9 C5  C5  C 0 1 Y N N 10.368 20.911 22.084 2.123  0.856  0.841  C5  ZK9 5  
ZK9 C6  C6  C 0 1 Y N N 10.920 19.654 21.799 3.151  0.778  1.763  C6  ZK9 6  
ZK9 O7  O7  O 0 1 N N N 8.723  22.598 21.628 1.212  0.276  -1.278 O7  ZK9 7  
ZK9 C8  C8  C 0 1 Y N N 9.532  23.707 21.678 0.177  0.893  -0.653 C8  ZK9 8  
ZK9 N9  N9  N 0 1 Y N N 10.179 24.192 20.571 -0.470 0.267  0.316  N9  ZK9 9  
ZK9 C10 C10 C 0 1 Y N N 10.982 25.309 20.647 -1.484 0.832  0.952  C10 ZK9 10 
ZK9 C11 C11 C 0 1 Y N N 9.729  24.321 22.949 -0.194 2.175  -1.041 C11 ZK9 11 
ZK9 C12 C12 C 0 1 Y N N 10.502 25.493 23.059 -1.249 2.800  -0.393 C12 ZK9 12 
ZK9 C13 C13 C 0 1 Y N N 11.116 26.004 21.897 -1.905 2.113  0.619  C13 ZK9 13 
ZK9 O14 O14 O 0 1 N N N 11.627 25.833 19.550 -2.119 0.152  1.940  O14 ZK9 14 
ZK9 C15 C15 C 0 1 Y N N 11.340 25.336 18.301 -2.737 -0.907 1.354  C15 ZK9 15 
ZK9 C16 C16 C 0 1 Y N N 10.221 25.841 17.609 -3.602 -1.703 2.091  C16 ZK9 16 
ZK9 C17 C17 C 0 1 Y N N 10.044 25.577 16.242 -4.228 -2.779 1.493  C17 ZK9 17 
ZK9 C18 C18 C 0 1 Y N N 10.974 24.783 15.550 -3.994 -3.063 0.160  C18 ZK9 18 
ZK9 C19 C19 C 0 1 Y N N 12.059 24.209 16.235 -3.132 -2.272 -0.577 C19 ZK9 19 
ZK9 C20 C20 C 0 1 Y N N 12.255 24.504 17.605 -2.508 -1.191 0.015  C20 ZK9 20 
ZK9 C21 C21 C 0 1 N N N 13.045 23.341 15.477 -2.879 -2.585 -2.029 C21 ZK9 21 
ZK9 N22 N22 N 1 1 N N N 14.196 24.160 15.062 -3.855 -1.870 -2.862 N22 ZK9 22 
ZK9 C23 C23 C 0 1 N N N 8.788  18.508 18.877 5.610  -1.410 -0.051 C23 ZK9 23 
ZK9 N24 N24 N 0 1 N N N 8.085  18.922 17.863 6.599  -1.483 0.837  N24 ZK9 24 
ZK9 N25 N25 N 1 1 N N N 8.951  17.223 18.921 5.713  -2.045 -1.217 N25 ZK9 25 
ZK9 F26 F26 F 0 1 N N N 9.176  23.797 24.033 0.471  2.809  -2.032 F26 ZK9 26 
ZK9 C27 C27 C 0 1 N N N 10.712 26.169 24.411 -1.678 4.191  -0.782 C27 ZK9 27 
ZK9 F28 F28 F 0 1 N N N 11.797 27.142 22.002 -2.941 2.683  1.272  F28 ZK9 28 
ZK9 H29 H29 H 0 1 N N N 10.868 17.927 20.537 5.086  -0.013 2.200  H29 ZK9 29 
ZK9 H30 H30 H 0 1 N N N 8.005  21.053 19.621 3.436  -1.062 -1.615 H30 ZK9 30 
ZK9 H31 H31 H 0 1 N N N 10.721 21.476 22.937 1.239  1.432  1.069  H31 ZK9 31 
ZK9 H32 H32 H 0 1 N N N 11.727 19.280 22.413 3.067  1.294  2.708  H32 ZK9 32 
ZK9 H33 H33 H 0 1 N N N 9.539  26.486 18.132 -3.785 -1.482 3.133  H33 ZK9 33 
ZK9 H34 H34 H 0 1 N N N 9.207  26.023 15.725 -4.902 -3.399 2.066  H34 ZK9 34 
ZK9 H35 H35 H 0 1 N N N 10.860 24.617 14.487 -4.485 -3.905 -0.306 H35 ZK9 35 
ZK9 H36 H36 H 0 1 N N N 13.130 24.151 18.127 -1.835 -0.573 -0.561 H36 ZK9 36 
ZK9 H37 H37 H 0 1 N N N 13.394 22.572 16.165 -1.871 -2.269 -2.299 H37 ZK9 37 
ZK9 H38 H38 H 0 1 N N N 12.568 22.872 14.615 -2.979 -3.658 -2.193 H38 ZK9 38 
ZK9 H39 H39 H 0 1 N N N 14.042 24.612 14.164 -4.788 -2.162 -2.613 H39 ZK9 39 
ZK9 H45 H45 H 0 1 N N N 14.410 24.858 15.771 -3.763 -0.877 -2.711 H45 ZK9 40 
ZK9 H46 H46 H 0 1 N N N 15.046 23.609 14.985 -3.686 -2.079 -3.834 H46 ZK9 41 
ZK9 H40 H40 H 0 1 N N N 7.630  18.200 17.299 7.395  -1.999 0.634  H40 ZK9 42 
ZK9 H48 H48 H 0 1 N N N 7.855  19.897 17.694 6.524  -1.020 1.686  H48 ZK9 43 
ZK9 H41 H41 H 0 1 N N N 8.464  16.622 18.251 4.992  -1.992 -1.864 H41 ZK9 44 
ZK9 H47 H47 H 0 1 N N N 9.321  16.773 19.747 6.509  -2.561 -1.419 H47 ZK9 45 
ZK9 H42 H42 H 0 1 N N N 9.891  25.949 25.096 -1.129 4.920  -0.187 H42 ZK9 46 
ZK9 H43 H43 H 0 1 N N N 10.770 27.248 24.292 -1.467 4.353  -1.840 H43 ZK9 47 
ZK9 H44 H44 H 0 1 N N N 11.644 25.814 24.851 -2.747 4.305  -0.603 H44 ZK9 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 
ZK9 C1  C2  DOUB Y N 1  
ZK9 C1  C6  SING Y N 2  
ZK9 C1  H29 SING N N 3  
ZK9 C2  C3  SING Y N 4  
ZK9 C2  C23 SING N N 5  
ZK9 C3  C4  DOUB Y N 6  
ZK9 C3  H30 SING N N 7  
ZK9 C4  C5  SING Y N 8  
ZK9 C4  O7  SING N N 9  
ZK9 C5  C6  DOUB Y N 10 
ZK9 C5  H31 SING N N 11 
ZK9 C6  H32 SING N N 12 
ZK9 O7  C8  SING N N 13 
ZK9 C8  N9  DOUB Y N 14 
ZK9 C8  C11 SING Y N 15 
ZK9 N9  C10 SING Y N 16 
ZK9 C10 C13 DOUB Y N 17 
ZK9 C10 O14 SING N N 18 
ZK9 C11 C12 DOUB Y N 19 
ZK9 C11 F26 SING N N 20 
ZK9 C12 C13 SING Y N 21 
ZK9 C12 C27 SING N N 22 
ZK9 C13 F28 SING N N 23 
ZK9 O14 C15 SING N N 24 
ZK9 C15 C16 DOUB Y N 25 
ZK9 C15 C20 SING Y N 26 
ZK9 C16 C17 SING Y N 27 
ZK9 C16 H33 SING N N 28 
ZK9 C17 C18 DOUB Y N 29 
ZK9 C17 H34 SING N N 30 
ZK9 C18 C19 SING Y N 31 
ZK9 C18 H35 SING N N 32 
ZK9 C19 C20 DOUB Y N 33 
ZK9 C19 C21 SING N N 34 
ZK9 C20 H36 SING N N 35 
ZK9 C21 N22 SING N N 36 
ZK9 C21 H37 SING N N 37 
ZK9 C21 H38 SING N N 38 
ZK9 N22 H39 SING N N 39 
ZK9 N22 H45 SING N N 40 
ZK9 N22 H46 SING N N 41 
ZK9 C23 N24 SING N N 42 
ZK9 C23 N25 DOUB N N 43 
ZK9 N24 H40 SING N N 44 
ZK9 N24 H48 SING N N 45 
ZK9 N25 H41 SING N N 46 
ZK9 N25 H47 SING N N 47 
ZK9 C27 H42 SING N N 48 
ZK9 C27 H43 SING N N 49 
ZK9 C27 H44 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 
ZK9 SMILES           ACDLabs              10.04 Fc3c(Oc1cc(C(=[NH2+])\N)ccc1)nc(Oc2cccc(c2)C[NH3+])c(F)c3C                                                                                                                
ZK9 InChI            InChI                1.02b InChI=1/C20H18F2N4O2/c1-11-16(21)19(27-14-6-2-4-12(8-14)10-23)26-20(17(11)22)28-15-7-3-5-13(9-15)18(24)25/h2-9H,10,23H2,1H3,(H3,24,25)/p+2/fC20H20F2N4O2/h23H,24-25H2/q+2 
ZK9 InChIKey         InChI                1.02b GJHKKJHVSXUANP-PDFUHFSMCI                                                                                                                                                 
ZK9 SMILES_CANONICAL CACTVS               3.341 Cc1c(F)c(Oc2cccc(C[NH3+])c2)nc(Oc3cccc(c3)C(N)=[NH2+])c1F                                                                                                                 
ZK9 SMILES           CACTVS               3.341 Cc1c(F)c(Oc2cccc(C[NH3+])c2)nc(Oc3cccc(c3)C(N)=[NH2+])c1F                                                                                                                 
ZK9 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 Cc1c(c(nc(c1F)Oc2cccc(c2)C(=[NH2+])N)Oc3cccc(c3)C[NH3+])F                                                                                                                 
ZK9 SMILES           "OpenEye OEToolkits" 1.5.0 Cc1c(c(nc(c1F)Oc2cccc(c2)C(=[NH2+])N)Oc3cccc(c3)C[NH3+])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 
ZK9 "SYSTEMATIC NAME" ACDLabs              10.04 {amino[3-({6-[3-(ammoniomethyl)phenoxy]-3,5-difluoro-4-methylpyridin-2-yl}oxy)phenyl]methylidene}ammonium 
ZK9 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 [3-[6-[3-(amino-azaniumylidene-methyl)phenoxy]-3,5-difluoro-4-methyl-pyridin-2-yl]oxyphenyl]methylazanium 
# 
