data_GIR # _chem_comp.id GIR _chem_comp.name GIRODAZOLE _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAD _chem_comp.formula "C6 H11 Cl N4 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2007-03-01 _chem_comp.pdbx_modified_date 2011-06-04 _chem_comp.pdbx_ambiguous_flag ? _chem_comp.pdbx_release_status REL _chem_comp.pdbx_replaced_by ? _chem_comp.pdbx_replaces ? _chem_comp.formula_weight 190.631 _chem_comp.one_letter_code ? _chem_comp.three_letter_code GIR _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details "OpenEye/OEToolkits V1.4.2" _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 GIR N1 N1 N 0 1 N N N 68.290 85.459 70.334 -1.242 -0.903 1.750 N1 GIR 1 GIR C2 C2 C 0 1 N N N 68.266 83.998 70.164 -1.120 -0.296 0.429 C2 GIR 2 GIR C3 C3 C 0 1 N N S 66.942 83.556 69.534 -1.683 -1.181 -0.695 C3 GIR 3 GIR CL1 CL1 CL 0 0 N N N 65.560 84.038 70.562 -3.464 -1.363 -0.469 CL1 GIR 4 GIR C4 C4 C 0 1 N N R 66.936 82.040 69.312 -1.042 -2.578 -0.812 C4 GIR 5 GIR O5 O5 O 0 1 N N N 66.975 81.369 70.575 -1.667 -3.317 -1.864 O5 GIR 6 GIR C6 C6 C 0 1 Y N N 65.655 81.644 68.576 0.433 -2.537 -1.152 C6 GIR 7 GIR N7 N7 N 0 1 Y N N 65.218 82.231 67.465 1.343 -3.144 -0.373 N7 GIR 8 GIR C8 C8 C 0 1 Y N N 64.781 80.732 68.998 1.088 -1.960 -2.177 C8 GIR 9 GIR N9 N9 N 0 1 Y N N 63.759 80.747 68.143 2.435 -2.196 -2.059 N9 GIR 10 GIR C10 C10 C 0 1 Y N N 64.039 81.665 67.219 2.555 -2.912 -0.962 C10 GIR 11 GIR N11 N11 N 0 1 N N N 63.228 82.026 66.227 3.661 -3.419 -0.376 N11 GIR 12 GIR HN11 1HN1 H 0 0 N N N 68.295 85.682 71.309 -2.055 -0.695 2.290 HN11 GIR 13 GIR HN12 2HN1 H 0 0 N N N 69.112 85.831 69.903 -0.433 -1.331 2.148 HN12 GIR 14 GIR H21 1H2 H 0 1 N N N 69.096 83.697 69.508 -1.635 0.672 0.432 H21 GIR 15 GIR H22 2H2 H 0 1 N N N 68.369 83.522 71.150 -0.062 -0.082 0.241 H22 GIR 16 GIR H3 H3 H 0 1 N N N 66.840 84.056 68.559 -1.583 -0.646 -1.647 H3 GIR 17 GIR H4 H4 H 0 1 N N N 67.815 81.755 68.716 -1.200 -3.150 0.111 H4 GIR 18 GIR HO5 HO5 H 0 1 N N N 66.984 80.429 70.435 -0.952 -3.635 -2.435 HO5 GIR 19 GIR HN7 HN7 H 0 1 N N N 65.676 82.942 66.931 1.185 -3.669 0.477 HN7 GIR 20 GIR H8 H8 H 0 1 N N N 64.881 80.100 69.868 0.692 -1.385 -3.001 H8 GIR 21 GIR H111 1H11 H 0 0 N N N 63.662 82.754 65.696 4.167 -4.226 -0.767 H111 GIR 22 GIR H112 2H11 H 0 0 N N N 62.328 81.632 66.042 3.998 -3.084 0.538 H112 GIR 23 # 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 GIR N1 C2 SING N N 1 GIR N1 HN11 SING N N 2 GIR N1 HN12 SING N N 3 GIR C2 C3 SING N N 4 GIR C2 H21 SING N N 5 GIR C2 H22 SING N N 6 GIR C3 CL1 SING N N 7 GIR C3 C4 SING N N 8 GIR C3 H3 SING N N 9 GIR C4 O5 SING N N 10 GIR C4 C6 SING N N 11 GIR C4 H4 SING N N 12 GIR O5 HO5 SING N N 13 GIR C6 N7 SING Y N 14 GIR C6 C8 DOUB Y N 15 GIR N7 C10 SING Y N 16 GIR N7 HN7 SING N N 17 GIR C8 N9 SING Y N 18 GIR C8 H8 SING N N 19 GIR N9 C10 DOUB Y N 20 GIR C10 N11 SING N N 21 GIR N11 H111 SING N N 22 GIR N11 H112 SING N N 23 # 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 GIR SMILES ACDLabs 10.04 "ClC(C(O)c1cnc(N)n1)CN" GIR SMILES_CANONICAL CACTVS 3.341 "NC[C@H](Cl)[C@@H](O)c1[nH]c(N)nc1" GIR SMILES CACTVS 3.341 "NC[CH](Cl)[CH](O)c1[nH]c(N)nc1" GIR SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1c([nH]c(n1)N)[C@@H]([C@H](CN)Cl)O" GIR SMILES "OpenEye OEToolkits" 1.5.0 "c1c([nH]c(n1)N)C(C(CN)Cl)O" GIR InChI InChI 1.03 "InChI=1S/C6H11ClN4O/c7-3(1-8)5(12)4-2-10-6(9)11-4/h2-3,5,12H,1,8H2,(H3,9,10,11)/t3-,5+/m0/s1" GIR InChIKey InChI 1.03 YILCGOCHVFQMTC-WVZVXSGGSA-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 GIR "SYSTEMATIC NAME" ACDLabs 10.04 "(1S,2S)-3-amino-1-(2-amino-1H-imidazol-5-yl)-2-chloropropan-1-ol" GIR "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(1S,2S)-3-amino-1-(2-amino-3H-imidazol-4-yl)-2-chloro-propan-1-ol" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site GIR "Create component" 2007-03-01 RCSB GIR "Modify descriptor" 2011-06-04 RCSB #