data_AZO
#

_chem_comp.id                                   AZO
_chem_comp.name                                 "METHYL (2Z)-2-(2-{[6-(2-CYANOPHENOXY)PYRIMIDIN-4-YL]OXY}PHENYL)-3-METHOXYACRYLATE"
_chem_comp.type                                 NON-POLYMER
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C22 H17 N3 O5"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        AZOXYSTROBIN
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2004-03-28
_chem_comp.pdbx_modified_date                   2021-03-01
_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                       403.387
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    AZO
_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
AZO  N1    N1    N  0  1  N  N  N  74.800  53.115  163.612  -4.203   2.353  -1.978  N1    AZO   1  
AZO  C1    C1    C  0  1  N  N  N  73.872  53.331  162.986  -4.425   1.476  -1.291  C1    AZO   2  
AZO  C2    C2    C  0  1  Y  N  N  72.697  53.562  162.205  -4.704   0.370  -0.425  C2    AZO   3  
AZO  C3    C3    C  0  1  Y  N  N  72.539  52.899  160.983  -5.781   0.427   0.462  C3    AZO   4  
AZO  C4    C4    C  0  1  Y  N  N  71.386  53.131  160.212  -6.044  -0.641   1.293  C4    AZO   5  
AZO  C5    C5    C  0  1  Y  N  N  70.388  54.044  160.627  -5.248  -1.773   1.248  C5    AZO   6  
AZO  C6    C6    C  0  1  Y  N  N  70.505  54.744  161.840  -4.183  -1.845   0.372  C6    AZO   7  
AZO  C7    C7    C  0  1  Y  N  N  71.629  54.525  162.662  -3.904  -0.780  -0.471  C7    AZO   8  
AZO  O1    O1    O  0  1  N  N  N  71.737  55.162  163.879  -2.858  -0.849  -1.333  O1    AZO   9  
AZO  C8    C8    C  0  1  Y  N  N  70.945  54.818  164.952  -1.830  -0.181  -0.755  C8    AZO  10  
AZO  C9    C9    C  0  1  Y  N  N  71.001  55.606  166.103  -0.643   0.023  -1.449  C9    AZO  11  
AZO  C10   C10   C  0  1  Y  N  N  70.136  55.304  167.163   0.382   0.715  -0.813  C10   AZO  12  
AZO  N3    N3    N  0  1  Y  N  N  69.329  54.203  167.066   0.194   1.149   0.430  N3    AZO  13  
AZO  C11   C11   C  0  1  Y  N  N  69.324  53.421  165.963  -0.948   0.940   1.053  C11   AZO  14  
AZO  N2    N2    N  0  1  Y  N  N  70.115  53.737  164.916  -1.943   0.289   0.484  N2    AZO  15  
AZO  O2    O2    O  0  1  N  N  N  70.200  56.089  168.308   1.558   0.938  -1.448  O2    AZO  16  
AZO  C12   C12   C  0  1  Y  N  N  69.337  55.962  169.381   2.395   1.503  -0.538  C12   AZO  17  
AZO  C13   C13   C  0  1  Y  N  N  69.216  54.741  170.097   2.550   2.879  -0.495  C13   AZO  18  
AZO  C14   C14   C  0  1  Y  N  N  68.330  54.644  171.181   3.402   3.451   0.431  C14   AZO  19  
AZO  C15   C15   C  0  1  Y  N  N  67.579  55.761  171.597   4.100   2.656   1.322  C15   AZO  20  
AZO  C16   C16   C  0  1  Y  N  N  67.695  57.011  170.954   3.951   1.284   1.294  C16   AZO  21  
AZO  C17   C17   C  0  1  Y  N  N  68.543  57.152  169.843   3.095   0.697   0.366  C17   AZO  22  
AZO  C18   C18   C  0  1  N  N  N  68.698  58.501  169.182   2.931  -0.777   0.331  C18   AZO  23  
AZO  C19   C19   C  0  1  N  N  N  67.831  58.908  168.257   3.563  -1.560  -0.735  C19   AZO  24  
AZO  O3    O3    O  0  1  N  N  N  67.927  60.015  167.711   4.222  -1.001  -1.591  O3    AZO  25  
AZO  O4    O4    O  0  1  N  N  N  66.746  58.020  167.880   3.414  -2.900  -0.766  O4    AZO  26  
AZO  C20   C20   C  0  1  N  N  N  65.845  58.401  166.848   4.041  -3.676  -1.821  C20   AZO  27  
AZO  C21   C21   C  0  1  N  N  N  69.819  59.415  169.601   2.196  -1.400   1.286  C21   AZO  28  
AZO  O5    O5    O  0  1  N  N  N  70.611  58.832  170.607   1.615  -0.680   2.266  O5    AZO  29  
AZO  C22   C22   C  0  1  N  N  N  71.619  59.743  170.971   0.828  -1.347   3.288  C22   AZO  30  
AZO  H3    H3    H  0  1  N  N  N  73.316  52.200  160.631  -6.405   1.308   0.500  H3    AZO  31  
AZO  H4    H4    H  0  1  N  N  N  71.262  52.585  159.262  -6.875  -0.594   1.982  H4    AZO  32  
AZO  H5    H5    H  0  1  N  N  N  69.502  54.213  159.993  -5.462  -2.606   1.903  H5    AZO  33  
AZO  H6    H6    H  0  1  N  N  N  69.722  55.459  162.144  -3.568  -2.732   0.343  H6    AZO  34  
AZO  H9    H9    H  0  1  N  N  N  71.711  56.447  166.173  -0.520  -0.346  -2.456  H9    AZO  35  
AZO  H11   H11   H  0  1  N  N  N  68.677  52.529  165.918  -1.072   1.310   2.060  H11   AZO  36  
AZO  H13   H13   H  0  1  N  N  N  69.815  53.861  169.809   2.007   3.504  -1.188  H13   AZO  37  
AZO  H14   H14   H  0  1  N  N  N  68.223  53.682  171.710   3.522   4.524   0.459  H14   AZO  38  
AZO  H15   H15   H  0  1  N  N  N  66.884  55.654  172.447   4.764   3.111   2.043  H15   AZO  39  
AZO  H16   H16   H  0  1  N  N  N  67.122  57.879  171.320   4.497   0.667   1.992  H16   AZO  40  
AZO  H201  1H20  H  0  0  N  N  N  66.436  58.644  165.935   3.661  -3.346  -2.789  H201  AZO  41  
AZO  H202  2H20  H  0  0  N  N  N  65.012  57.719  166.559   5.121  -3.532  -1.786  H202  AZO  42  
AZO  H203  3H20  H  0  0  N  N  N  65.414  59.397  167.105   3.810  -4.732  -1.682  H203  AZO  43  
AZO  H21   H21   H  0  1  N  N  N  70.040  60.421  169.207   2.077  -2.473   1.261  H21   AZO  44  
AZO  H221  1H22  H  0  0  N  N  N  71.209  60.735  171.272   0.441  -0.607   3.988  H221  AZO  45  
AZO  H222  2H22  H  0  0  N  N  N  72.247  59.281  171.768  -0.003  -1.874   2.820  H222  AZO  46  
AZO  H223  3H22  H  0  0  N  N  N  72.222  60.084  170.097   1.456  -2.060   3.822  H223  AZO  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
AZO  N1   C1    TRIP  N  N   1  
AZO  C1   C2    SING  N  N   2  
AZO  C2   C3    DOUB  Y  N   3  
AZO  C2   C7    SING  Y  N   4  
AZO  C3   C4    SING  Y  N   5  
AZO  C3   H3    SING  N  N   6  
AZO  C4   C5    DOUB  Y  N   7  
AZO  C4   H4    SING  N  N   8  
AZO  C5   C6    SING  Y  N   9  
AZO  C5   H5    SING  N  N  10  
AZO  C6   C7    DOUB  Y  N  11  
AZO  C6   H6    SING  N  N  12  
AZO  C7   O1    SING  N  N  13  
AZO  O1   C8    SING  N  N  14  
AZO  C8   C9    DOUB  Y  N  15  
AZO  C8   N2    SING  Y  N  16  
AZO  C9   C10   SING  Y  N  17  
AZO  C9   H9    SING  N  N  18  
AZO  C10  N3    DOUB  Y  N  19  
AZO  C10  O2    SING  N  N  20  
AZO  N3   C11   SING  Y  N  21  
AZO  C11  N2    DOUB  Y  N  22  
AZO  C11  H11   SING  N  N  23  
AZO  O2   C12   SING  N  N  24  
AZO  C12  C13   DOUB  Y  N  25  
AZO  C12  C17   SING  Y  N  26  
AZO  C13  C14   SING  Y  N  27  
AZO  C13  H13   SING  N  N  28  
AZO  C14  C15   DOUB  Y  N  29  
AZO  C14  H14   SING  N  N  30  
AZO  C15  C16   SING  Y  N  31  
AZO  C15  H15   SING  N  N  32  
AZO  C16  C17   DOUB  Y  N  33  
AZO  C16  H16   SING  N  N  34  
AZO  C17  C18   SING  N  N  35  
AZO  C18  C19   SING  N  N  36  
AZO  C18  C21   DOUB  N  E  37  
AZO  C19  O3    DOUB  N  N  38  
AZO  C19  O4    SING  N  N  39  
AZO  O4   C20   SING  N  N  40  
AZO  C20  H201  SING  N  N  41  
AZO  C20  H202  SING  N  N  42  
AZO  C20  H203  SING  N  N  43  
AZO  C21  O5    SING  N  N  44  
AZO  C21  H21   SING  N  N  45  
AZO  O5   C22   SING  N  N  46  
AZO  C22  H221  SING  N  N  47  
AZO  C22  H222  SING  N  N  48  
AZO  C22  H223  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
AZO  SMILES            ACDLabs               10.04  "O=C(OC)\C(=C\OC)c3ccccc3Oc2ncnc(Oc1c(C#N)cccc1)c2"  
AZO  SMILES_CANONICAL  CACTVS                3.341  "CO\C=C(C(=O)OC)/c1ccccc1Oc2cc(Oc3ccccc3C#N)ncn2"  
AZO  SMILES            CACTVS                3.341  "COC=C(C(=O)OC)c1ccccc1Oc2cc(Oc3ccccc3C#N)ncn2"  
AZO  SMILES_CANONICAL  "OpenEye OEToolkits"  1.5.0  "CO\C=C(/c1ccccc1Oc2cc(ncn2)Oc3ccccc3C#N)\C(=O)OC"  
AZO  SMILES            "OpenEye OEToolkits"  1.5.0  "COC=C(c1ccccc1Oc2cc(ncn2)Oc3ccccc3C#N)C(=O)OC"  
AZO  InChI             InChI                 1.03   "InChI=1S/C22H17N3O5/c1-27-13-17(22(26)28-2)16-8-4-6-10-19(16)30-21-11-20(24-14-25-21)29-18-9-5-3-7-15(18)12-23/h3-11,13-14H,1-2H3/b17-13+"  
AZO  InChIKey          InChI                 1.03   WFDXOXNFNRHQEC-GHRIWEEISA-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
AZO  "SYSTEMATIC NAME"  ACDLabs               10.04  "methyl (2E)-2-(2-{[6-(2-cyanophenoxy)pyrimidin-4-yl]oxy}phenyl)-3-methoxyprop-2-enoate"  
AZO  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  1.5.0  "methyl (E)-2-[2-[6-(2-cyanophenoxy)pyrimidin-4-yl]oxyphenyl]-3-methoxy-prop-2-enoate"  
#   #
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
AZO  "Create component"   2004-03-28  RCSB  
AZO  "Modify descriptor"  2011-06-04  RCSB  
AZO  "Modify synonyms"    2021-03-01  PDBE  
#
_pdbx_chem_comp_synonyms.ordinal     1
_pdbx_chem_comp_synonyms.comp_id     AZO
_pdbx_chem_comp_synonyms.name        AZOXYSTROBIN
_pdbx_chem_comp_synonyms.provenance  ?
_pdbx_chem_comp_synonyms.type        ?
##
