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 ? ##