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                   2020-06-17
_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  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"  
623  InChI             InChI                 1.03   "InChI=1S/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"  
623  InChIKey          InChI                 1.03   ZXIHYCYAQUQHSG-UHFFFAOYSA-O  
#   #
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"  
#   #
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
623  "Create component"   1999-07-08  PDBJ  
623  "Modify descriptor"  2011-06-04  RCSB  
623  "Modify synonyms"    2020-06-05  PDBE  
#
_pdbx_chem_comp_synonyms.ordinal     1
_pdbx_chem_comp_synonyms.comp_id     623
_pdbx_chem_comp_synonyms.name        ZK-805623
_pdbx_chem_comp_synonyms.provenance  ?
_pdbx_chem_comp_synonyms.type        ?
##
