data_IM4 # _chem_comp.id IM4 _chem_comp.name "(2E)-1-[(6-chloropyridin-3-yl)methyl]-N-nitroimidazolidin-2-imine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C9 H10 Cl N5 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms imidacloprid _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2008-02-11 _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 255.661 _chem_comp.one_letter_code ? _chem_comp.three_letter_code IM4 _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 3C79 _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 IM4 C5 C5 C 0 1 Y N N 55.275 -20.512 -6.923 1.944 1.581 0.530 C5 IM4 1 IM4 C6 C6 C 0 1 Y N N 54.261 -20.401 -7.930 3.136 1.089 0.024 C6 IM4 2 IM4 C1 C1 C 0 1 Y N N 53.029 -19.851 -7.656 3.321 -0.280 -0.056 C1 IM4 3 IM4 CL7 CL7 CL 0 0 N N N 51.891 -19.734 -8.658 4.811 -0.909 -0.687 CL7 IM4 4 IM4 N2 N2 N 0 1 Y N N 52.934 -19.368 -6.365 2.378 -1.112 0.341 N2 IM4 5 IM4 C3 C3 C 0 1 Y N N 53.853 -19.478 -5.392 1.231 -0.679 0.827 C3 IM4 6 IM4 C4 C4 C 0 1 Y N N 55.084 -20.091 -5.623 0.976 0.674 0.937 C4 IM4 7 IM4 C8 C8 C 0 1 N N N 56.196 -20.182 -4.526 -0.336 1.160 1.499 C8 IM4 8 IM4 N9 N9 N 0 1 N N N 55.638 -20.115 -3.167 -1.302 1.325 0.411 N9 IM4 9 IM4 C13 C13 C 0 1 N N N 55.598 -18.947 -2.308 -1.503 2.553 -0.373 C13 IM4 10 IM4 C12 C12 C 0 1 N N N 54.903 -19.435 -1.010 -2.619 2.179 -1.367 C12 IM4 11 IM4 N11 N11 N 0 1 N N N 54.656 -20.839 -1.293 -2.930 0.780 -1.040 N11 IM4 12 IM4 C10 C10 C 0 1 N N N 55.081 -21.137 -2.531 -2.140 0.377 -0.034 C10 IM4 13 IM4 N14 N14 N 0 1 N N N 55.028 -22.355 -3.086 -2.188 -0.864 0.486 N14 IM4 14 IM4 N15 N15 N 1 1 N N N 54.507 -23.277 -2.449 -3.086 -1.698 0.084 N15 IM4 15 IM4 O16 O16 O 0 1 N N N 54.827 -24.599 -2.449 -4.193 -1.693 0.592 O16 IM4 16 IM4 O17 O17 O -1 1 N N N 53.998 -22.942 -1.144 -2.827 -2.490 -0.804 O17 IM4 17 IM4 H5 H5 H 0 1 N N N 56.228 -20.943 -7.193 1.773 2.644 0.609 H5 IM4 18 IM4 H6 H6 H 0 1 N N N 54.469 -20.758 -8.928 3.912 1.766 -0.303 H6 IM4 19 IM4 H3 H3 H 0 1 N N N 53.634 -19.084 -4.411 0.482 -1.390 1.143 H3 IM4 20 IM4 H8 H8 H 0 1 N N N 56.726 -21.139 -4.641 -0.716 0.433 2.216 H8 IM4 21 IM4 H8A H8A H 0 1 N N N 56.875 -19.327 -4.658 -0.184 2.117 1.999 H8A IM4 22 IM4 H13 H13 H 0 1 N N N 56.612 -18.575 -2.098 -1.824 3.370 0.273 H13 IM4 23 IM4 H7 H7 H 0 1 N N N 55.061 -18.108 -2.775 -0.590 2.820 -0.905 H7 IM4 24 IM4 H12 H12 H 0 1 N N N 55.545 -19.302 -0.127 -3.494 2.811 -1.215 H12 IM4 25 IM4 H9 H9 H 0 1 N N N 53.989 -18.873 -0.768 -2.261 2.264 -2.393 H9 IM4 26 IM4 H10 H10 H 0 1 N N N 54.232 -21.487 -0.660 -3.597 0.234 -1.484 H10 IM4 27 # # 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 IM4 C5 C4 SING Y N 1 IM4 C5 H5 SING N N 2 IM4 C6 C5 DOUB Y N 3 IM4 C6 C1 SING Y N 4 IM4 C6 H6 SING N N 5 IM4 C1 N2 DOUB Y N 6 IM4 CL7 C1 SING N N 7 IM4 N2 C3 SING Y N 8 IM4 C3 H3 SING N N 9 IM4 C4 C3 DOUB Y N 10 IM4 C4 C8 SING N N 11 IM4 C8 N9 SING N N 12 IM4 C8 H8 SING N N 13 IM4 C8 H8A SING N N 14 IM4 N9 C10 SING N N 15 IM4 N9 C13 SING N N 16 IM4 C13 C12 SING N N 17 IM4 N11 C12 SING N N 18 IM4 C10 N11 SING N N 19 IM4 N14 C10 DOUB N N 20 IM4 N14 N15 SING N N 21 IM4 N15 O17 SING N N 22 IM4 O16 N15 DOUB N N 23 IM4 C13 H13 SING N N 24 IM4 C13 H7 SING N E 25 IM4 C12 H12 SING N N 26 IM4 C12 H9 SING N N 27 IM4 N11 H10 SING N N 28 # # 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 IM4 SMILES ACDLabs 10.04 "[O-][N+](=O)/N=C1\NCCN1Cc2cnc(Cl)cc2" IM4 SMILES_CANONICAL CACTVS 3.341 "[O-][N+](=O)\N=C\1NCCN\1Cc2ccc(Cl)nc2" IM4 SMILES CACTVS 3.341 "[O-][N+](=O)N=C1NCCN1Cc2ccc(Cl)nc2" IM4 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1cc(ncc1CN\2CCN/C2=N\[N+](=O)[O-])Cl" IM4 SMILES "OpenEye OEToolkits" 1.5.0 "c1cc(ncc1CN2CCNC2=N[N+](=O)[O-])Cl" IM4 InChI InChI 1.03 "InChI=1S/C9H10ClN5O2/c10-8-2-1-7(5-12-8)6-14-4-3-11-9(14)13-15(16)17/h1-2,5H,3-4,6H2,(H,11,13)" IM4 InChIKey InChI 1.03 YWTYJOPNNQFBPC-UHFFFAOYSA-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 IM4 "SYSTEMATIC NAME" ACDLabs 10.04 "(2E)-1-[(6-chloropyridin-3-yl)methyl]-N-nitroimidazolidin-2-imine" IM4 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(NE)-N-[1-[(6-chloropyridin-3-yl)methyl]imidazolidin-2-ylidene]nitramide" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site IM4 "Create component" 2008-02-11 RCSB IM4 "Modify descriptor" 2011-06-04 RCSB IM4 "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id IM4 _pdbx_chem_comp_synonyms.name imidacloprid _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##