data_CR4 # _chem_comp.id CR4 _chem_comp.name "2-{5-[AMINO(IMINIO)METHYL]-1H-BENZIMIDAZOL-2-YL}BENZENOLATE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C14 H12 N4 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms CRA_1144 _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2003-03-14 _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 252.271 _chem_comp.one_letter_code ? _chem_comp.three_letter_code CR4 _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 1O2S _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 CR4 C1 C1 C 0 1 Y N N 44.432 -3.100 26.209 3.340 0.016 0.003 C1 CR4 1 CR4 C2 C2 C 0 1 Y N N 44.853 -1.757 26.278 3.133 -1.312 0.394 C2 CR4 2 CR4 C3 C3 C 0 1 Y N N 44.820 -1.055 27.474 1.867 -1.794 0.569 C3 CR4 3 CR4 C4 C4 C 0 1 Y N N 44.369 -1.707 28.579 0.770 -0.968 0.358 C4 CR4 4 CR4 C5 C5 C 0 1 Y N N 43.951 -2.988 28.569 0.959 0.371 -0.036 C5 CR4 5 CR4 C6 C6 C 0 1 Y N N 43.968 -3.726 27.386 2.255 0.860 -0.208 C6 CR4 6 CR4 C7 C7 C 0 1 N N N 44.489 -3.789 24.988 4.715 0.524 -0.182 C7 CR4 7 CR4 N1 N1 N 0 1 N N N 44.216 -5.075 24.950 4.914 1.788 -0.554 N1 CR4 8 CR4 N2 N2 N 1 1 N N N 44.811 -3.134 23.896 5.756 -0.281 0.025 N2 CR4 9 CR4 N3 N3 N 0 1 Y N N 44.241 -1.306 29.781 -0.593 -1.153 0.447 N3 CR4 10 CR4 N4 N4 N 0 1 Y N N 43.557 -3.406 29.752 -0.270 0.928 -0.166 N4 CR4 11 CR4 C8 C8 C 0 1 Y N N 43.771 -2.300 30.457 -1.188 0.036 0.117 C8 CR4 12 CR4 "C1'" "C1'" C 0 1 Y N N 43.575 -2.158 31.827 -2.645 0.277 0.085 "C1'" CR4 13 CR4 "C2'" "C2'" C 0 1 Y N N 43.379 -3.315 32.602 -3.168 1.484 0.551 "C2'" CR4 14 CR4 "C3'" "C3'" C 0 1 Y N N 43.184 -3.216 33.969 -4.529 1.704 0.518 "C3'" CR4 15 CR4 "C4'" "C4'" C 0 1 Y N N 43.185 -1.966 34.571 -5.380 0.730 0.024 "C4'" CR4 16 CR4 "C5'" "C5'" C 0 1 Y N N 43.380 -0.799 33.816 -4.876 -0.469 -0.440 "C5'" CR4 17 CR4 "C6'" "C6'" C 0 1 Y N N 43.574 -0.866 32.437 -3.510 -0.703 -0.419 "C6'" CR4 18 CR4 "O6'" "O6'" O -1 1 N N N 43.732 0.326 31.719 -3.013 -1.881 -0.874 "O6'" CR4 19 CR4 HC2 HC2 H 0 1 N N N 45.213 -1.242 25.406 3.981 -1.961 0.560 HC2 CR4 20 CR4 HC3 HC3 H 0 1 N N N 45.136 -0.027 27.545 1.718 -2.820 0.871 HC3 CR4 21 CR4 HC6 HC6 H 0 1 N N N 43.634 -4.753 27.385 2.414 1.887 -0.504 HC6 CR4 22 CR4 HH11 HH11 H 0 0 N N N 44.001 -5.552 25.816 4.157 2.374 -0.705 HH11 CR4 23 CR4 HH12 HH12 H 0 0 N N N 44.220 -5.643 24.133 5.817 2.121 -0.675 HH12 CR4 24 CR4 HH21 HH21 H 0 0 N N N 44.996 -2.143 23.947 6.659 0.052 -0.096 HH21 CR4 25 CR4 HH22 HH22 H 0 0 N N N 44.909 -3.558 23.003 5.611 -1.200 0.300 HH22 CR4 26 CR4 HN3 HN3 H 0 1 N N N 44.446 -0.432 30.184 -1.047 -1.973 0.698 HN3 CR4 27 CR4 "HC2'" "HC2'" H 0 0 N N N 43.375 -4.293 32.142 -2.507 2.246 0.937 "HC2'" CR4 28 CR4 "HC3'" "HC3'" H 0 0 N N N 43.032 -4.106 34.564 -4.932 2.638 0.879 "HC3'" CR4 29 CR4 "HC4'" "HC4'" H 0 0 N N N 43.038 -1.899 35.640 -6.445 0.909 0.001 "HC4'" CR4 30 CR4 "HC5'" "HC5'" H 0 0 N N N 43.389 0.158 34.317 -5.546 -1.224 -0.824 "HC5'" CR4 31 # # 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 CR4 C1 C2 DOUB Y N 1 CR4 C1 C6 SING Y N 2 CR4 C1 C7 SING N N 3 CR4 C2 C3 SING Y N 4 CR4 C2 HC2 SING N N 5 CR4 C3 C4 DOUB Y N 6 CR4 C3 HC3 SING N N 7 CR4 C4 C5 SING Y N 8 CR4 C4 N3 SING Y N 9 CR4 C5 C6 DOUB Y N 10 CR4 C5 N4 SING Y N 11 CR4 C6 HC6 SING N N 12 CR4 C7 N1 SING N N 13 CR4 C7 N2 DOUB N N 14 CR4 N1 HH11 SING N N 15 CR4 N1 HH12 SING N N 16 CR4 N2 HH21 SING N N 17 CR4 N2 HH22 SING N N 18 CR4 N3 C8 SING Y N 19 CR4 N3 HN3 SING N N 20 CR4 N4 C8 DOUB Y N 21 CR4 C8 "C1'" SING Y N 22 CR4 "C1'" "C2'" DOUB Y N 23 CR4 "C1'" "C6'" SING Y N 24 CR4 "C2'" "C3'" SING Y N 25 CR4 "C2'" "HC2'" SING N N 26 CR4 "C3'" "C4'" DOUB Y N 27 CR4 "C3'" "HC3'" SING N N 28 CR4 "C4'" "C5'" SING Y N 29 CR4 "C4'" "HC4'" SING N N 30 CR4 "C5'" "C6'" DOUB Y N 31 CR4 "C5'" "HC5'" SING N N 32 CR4 "C6'" "O6'" SING N N 33 # # 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 CR4 SMILES ACDLabs 10.04 "[O-]c3ccccc3c2nc1cc(ccc1n2)\C(=[NH2+])N" CR4 SMILES_CANONICAL CACTVS 3.341 "NC(=[NH2+])c1ccc2[nH]c(nc2c1)c3ccccc3[O-]" CR4 SMILES CACTVS 3.341 "NC(=[NH2+])c1ccc2[nH]c(nc2c1)c3ccccc3[O-]" CR4 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1ccc(c(c1)c2[nH]c3ccc(cc3n2)C(=[NH2+])N)[O-]" CR4 SMILES "OpenEye OEToolkits" 1.5.0 "c1ccc(c(c1)c2[nH]c3ccc(cc3n2)C(=[NH2+])N)[O-]" CR4 InChI InChI 1.03 "InChI=1S/C14H12N4O/c15-13(16)8-5-6-10-11(7-8)18-14(17-10)9-3-1-2-4-12(9)19/h1-7,19H,(H3,15,16)(H,17,18)" CR4 InChIKey InChI 1.03 URJKRCBBKTXOHS-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 CR4 "SYSTEMATIC NAME" ACDLabs 10.04 "2-{5-[amino(iminio)methyl]-1H-benzimidazol-2-yl}phenolate" CR4 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "2-[5-(amino-azaniumylidene-methyl)-1H-benzimidazol-2-yl]phenolate" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site CR4 "Create component" 2003-03-14 RCSB CR4 "Modify aromatic_flag" 2011-06-04 RCSB CR4 "Modify descriptor" 2011-06-04 RCSB CR4 "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id CR4 _pdbx_chem_comp_synonyms.name CRA_1144 _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##