data_4FM # _chem_comp.id 4FM _chem_comp.name "4-amino-N-(4-chlorobenzyl)-1,2,5-oxadiazole-3-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C10 H9 Cl N4 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-03-16 _chem_comp.pdbx_modified_date 2016-03-11 _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 252.657 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 4FM _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 4YQ0 _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 4FM C5 C1 C 0 1 Y N N -16.716 40.137 -11.240 -2.258 -0.635 -1.197 C5 4FM 1 4FM C9 C2 C 0 1 Y N N -19.134 40.134 -11.431 -2.257 -0.632 1.198 C9 4FM 2 4FM C6 C3 C 0 1 Y N N -16.597 39.834 -12.590 -3.521 -0.074 -1.198 C6 4FM 3 4FM C8 C4 C 0 1 Y N N -19.022 39.826 -12.812 -3.523 -0.076 1.198 C8 4FM 4 4FM C4 C5 C 0 1 Y N N -17.962 40.293 -10.664 -1.627 -0.916 0.001 C4 4FM 5 4FM C7 C6 C 0 1 Y N N -17.753 39.700 -13.341 -4.155 0.206 -0.000 C7 4FM 6 4FM C1 C7 C 0 1 Y N N -21.287 41.523 -7.579 3.091 0.282 -0.002 C1 4FM 7 4FM C C8 C 0 1 Y N N -22.065 42.401 -6.690 4.566 0.156 -0.002 C 4FM 8 4FM C2 C9 C 0 1 N N N -19.869 41.664 -7.914 2.069 -0.790 -0.000 C2 4FM 9 4FM C3 C10 C 0 1 N N N -18.015 40.660 -9.207 -0.252 -1.532 0.001 C3 4FM 10 4FM N2 N1 N 0 1 Y N N -22.117 40.543 -7.998 2.916 1.586 0.002 N2 4FM 11 4FM N1 N2 N 0 1 Y N N -23.317 41.872 -6.637 4.959 1.409 -0.004 N1 4FM 12 4FM N N3 N 0 1 N N N -21.611 43.509 -6.061 5.339 -0.997 -0.001 N 4FM 13 4FM N3 N4 N 0 1 N N N -19.403 40.682 -8.750 0.759 -0.472 -0.000 N3 4FM 14 4FM O1 O1 O 0 1 N N N -19.165 42.575 -7.464 2.411 -1.956 0.001 O1 4FM 15 4FM O O2 O 0 1 Y N N -23.297 40.757 -7.443 3.993 2.135 0.004 O 4FM 16 4FM CL CL1 CL 0 0 N N N -17.537 39.396 -15.036 -5.744 0.903 -0.001 CL 4FM 17 4FM H5 H1 H 0 1 N N N -15.828 40.252 -10.636 -1.765 -0.857 -2.132 H5 4FM 18 4FM H8 H2 H 0 1 N N N -20.106 40.245 -10.973 -1.764 -0.851 2.133 H8 4FM 19 4FM H6 H3 H 0 1 N N N -15.625 39.706 -13.044 -4.014 0.146 -2.134 H6 4FM 20 4FM H7 H4 H 0 1 N N N -19.899 39.695 -13.428 -4.015 0.146 2.133 H7 4FM 21 4FM H4 H5 H 0 1 N N N -17.450 39.918 -8.623 -0.131 -2.149 0.892 H4 4FM 22 4FM H3 H6 H 0 1 N N N -17.568 41.655 -9.065 -0.131 -2.151 -0.888 H3 4FM 23 4FM H1 H7 H 0 1 N N N -22.350 43.914 -5.522 4.911 -1.867 0.001 H1 4FM 24 4FM H H8 H 0 1 N N N -20.854 43.262 -5.456 6.307 -0.932 -0.001 H 4FM 25 4FM H2 H9 H 0 1 N N N -20.028 39.963 -9.054 0.486 0.459 -0.002 H2 4FM 26 # 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 4FM CL C7 SING N N 1 4FM C7 C8 DOUB Y N 2 4FM C7 C6 SING Y N 3 4FM C8 C9 SING Y N 4 4FM C6 C5 DOUB Y N 5 4FM C9 C4 DOUB Y N 6 4FM C5 C4 SING Y N 7 4FM C4 C3 SING N N 8 4FM C3 N3 SING N N 9 4FM N3 C2 SING N N 10 4FM N2 C1 DOUB Y N 11 4FM N2 O SING Y N 12 4FM C2 C1 SING N N 13 4FM C2 O1 DOUB N N 14 4FM C1 C SING Y N 15 4FM O N1 SING Y N 16 4FM C N1 DOUB Y N 17 4FM C N SING N N 18 4FM C5 H5 SING N N 19 4FM C9 H8 SING N N 20 4FM C6 H6 SING N N 21 4FM C8 H7 SING N N 22 4FM C3 H4 SING N N 23 4FM C3 H3 SING N N 24 4FM N H1 SING N N 25 4FM N H SING N N 26 4FM N3 H2 SING N N 27 # 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 4FM SMILES ACDLabs 12.01 "c1c(ccc(c1)Cl)CNC(c2c(non2)N)=O" 4FM InChI InChI 1.03 "InChI=1S/C10H9ClN4O2/c11-7-3-1-6(2-4-7)5-13-10(16)8-9(12)15-17-14-8/h1-4H,5H2,(H2,12,15)(H,13,16)" 4FM InChIKey InChI 1.03 WIWIWZDRJHCWJZ-UHFFFAOYSA-N 4FM SMILES_CANONICAL CACTVS 3.385 "Nc1nonc1C(=O)NCc2ccc(Cl)cc2" 4FM SMILES CACTVS 3.385 "Nc1nonc1C(=O)NCc2ccc(Cl)cc2" 4FM SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "c1cc(ccc1CNC(=O)c2c(non2)N)Cl" 4FM SMILES "OpenEye OEToolkits" 1.9.2 "c1cc(ccc1CNC(=O)c2c(non2)N)Cl" # 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 4FM "SYSTEMATIC NAME" ACDLabs 12.01 "4-amino-N-(4-chlorobenzyl)-1,2,5-oxadiazole-3-carboxamide" 4FM "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "4-azanyl-N-[(4-chlorophenyl)methyl]-1,2,5-oxadiazole-3-carboxamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 4FM "Create component" 2015-03-16 RCSB 4FM "Initial release" 2016-03-16 RCSB #