data_847 # _chem_comp.id 847 _chem_comp.name "2-(3-{5-[AMINO(IMINIO)METHYL]-1H-BENZIMIDAZOL-2-YL}-5-BROMO-4-OXIDOPHENYL)SUCCINATE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C18 H13 Br N4 O5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms CRA_16847 _chem_comp.pdbx_formal_charge -2 _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 445.224 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 847 _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 1O2Y _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 847 C1 C1 C 0 1 Y N N 44.204 -2.907 26.202 5.998 -0.643 0.041 C1 847 1 847 C2 C2 C 0 1 Y N N 44.767 -1.591 26.292 6.064 0.536 -0.712 C2 847 2 847 C3 C3 C 0 1 Y N N 44.758 -0.846 27.475 4.924 1.213 -1.038 C3 847 3 847 C4 C4 C 0 1 Y N N 44.186 -1.439 28.570 3.686 0.738 -0.624 C4 847 4 847 C5 C5 C 0 1 Y N N 43.644 -2.658 28.551 3.601 -0.446 0.134 C5 847 5 847 C6 C6 C 0 1 Y N N 43.626 -3.441 27.398 4.768 -1.138 0.460 C6 847 6 847 C7 C7 C 0 1 N N N 44.229 -3.614 24.981 7.240 -1.367 0.387 C7 847 7 847 N1 N1 N 0 1 N N N 43.785 -4.848 24.926 7.180 -2.488 1.103 N1 847 8 847 N2 N2 N 1 1 N N N 44.717 -3.040 23.900 8.419 -0.897 -0.018 N2 847 9 847 N3 N3 N 0 1 Y N N 44.050 -0.999 29.774 2.391 1.182 -0.788 N3 847 10 847 N4 N4 N 0 1 Y N N 43.144 -3.023 29.727 2.287 -0.664 0.391 N4 847 11 847 C8 C8 C 0 1 Y N N 43.440 -1.936 30.444 1.570 0.291 -0.149 C8 847 12 847 "C1'" "C1'" C 0 1 Y N N 43.128 -1.792 31.821 0.098 0.392 -0.079 "C1'" 847 13 847 "C2'" "C2'" C 0 1 Y N N 42.555 -2.828 32.599 -0.690 -0.755 -0.197 "C2'" 847 14 847 "C3'" "C3'" C 0 1 Y N N 42.257 -2.682 33.982 -2.063 -0.655 -0.131 "C3'" 847 15 847 CVX "C31'" C 0 1 N N R 41.592 -3.865 34.784 -2.912 -1.894 -0.258 CVX 847 16 847 CWX "C32'" C 0 1 N N N 40.090 -3.862 34.278 -3.829 -1.754 -1.446 CWX 847 17 847 OXX "O33'" O 0 1 N N N 39.760 -4.755 33.516 -3.765 -2.557 -2.363 OXX 847 18 847 OYX "O34'" O -1 1 N N N 39.324 -2.987 34.632 -4.634 -0.839 -1.491 OYX 847 19 847 C6X "C42'" C 0 1 N N N 41.790 -3.771 36.441 -3.747 -2.073 1.012 C6X 847 20 847 C7X "C43'" C 0 1 N N N 42.786 -4.803 37.162 -4.503 -3.375 0.936 C7X 847 21 847 O8X "O44'" O 0 1 N N N 43.087 -5.865 36.652 -4.379 -4.125 -0.087 O8X 847 22 847 O9X "O45'" O -1 1 N N N 43.260 -4.519 38.254 -5.266 -3.726 1.896 O9X 847 23 847 "C4'" "C4'" C 0 1 Y N N 42.553 -1.451 34.587 -2.666 0.578 0.052 "C4'" 847 24 847 "C5'" "C5'" C 0 1 Y N N 43.124 -0.393 33.871 -1.897 1.720 0.170 "C5'" 847 25 847 "C6'" "C6'" C 0 1 Y N N 43.397 -0.570 32.510 -0.514 1.636 0.111 "C6'" 847 26 847 "O6'" "O6'" O -1 1 N N N 43.946 0.501 31.850 0.242 2.758 0.227 "O6'" 847 27 847 "BR5'" "BR5'" BR 0 0 N N N 43.594 1.311 34.746 -2.732 3.399 0.420 "BR5'" 847 28 847 HC2 HC2 H 0 1 N N N 45.216 -1.147 25.418 7.023 0.912 -1.037 HC2 847 29 847 HC3 HC3 H 0 1 N N N 45.193 0.143 27.528 4.986 2.122 -1.619 HC3 847 30 847 HC6 HC6 H 0 1 N N N 43.175 -4.424 27.411 4.716 -2.050 1.037 HC6 847 31 847 HH11 HH11 H 0 0 N N N 43.439 -5.288 25.769 7.995 -2.963 1.330 HH11 847 32 847 HH12 HH12 H 0 0 N N N 43.776 -5.426 24.112 6.321 -2.830 1.398 HH12 847 33 847 HH21 HH21 H 0 0 N N N 45.062 -2.093 23.946 8.463 -0.081 -0.540 HH21 847 34 847 HH22 HH22 H 0 0 N N N 44.794 -3.500 23.018 9.234 -1.370 0.212 HH22 847 35 847 HN3 HN3 H 0 1 N N N 44.306 -0.124 30.142 2.113 1.978 -1.268 HN3 847 36 847 "HC2'" "HC2'" H 0 0 N N N 42.348 -3.778 32.114 -0.224 -1.718 -0.340 "HC2'" 847 37 847 H31B H31B H 0 0 N N N 42.034 -4.795 34.460 -2.269 -2.763 -0.396 H31B 847 38 847 H42A H42A H 0 0 N N N 42.154 -2.794 36.709 -3.089 -2.085 1.880 H42A 847 39 847 H42B H42B H 0 0 N N N 40.821 -3.858 36.911 -4.453 -1.248 1.102 H42B 847 40 847 "HC4'" "HC4'" H 0 0 N N N 42.324 -1.287 35.625 -3.743 0.647 0.103 "HC4'" 847 41 # # 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 847 C1 C2 DOUB Y N 1 847 C1 C6 SING Y N 2 847 C1 C7 SING N N 3 847 C2 C3 SING Y N 4 847 C2 HC2 SING N N 5 847 C3 C4 DOUB Y N 6 847 C3 HC3 SING N N 7 847 C4 C5 SING Y N 8 847 C4 N3 SING Y N 9 847 C5 C6 DOUB Y N 10 847 C5 N4 SING Y N 11 847 C6 HC6 SING N N 12 847 C7 N1 SING N N 13 847 C7 N2 DOUB N N 14 847 N1 HH11 SING N N 15 847 N1 HH12 SING N N 16 847 N2 HH21 SING N N 17 847 N2 HH22 SING N N 18 847 N3 C8 SING Y N 19 847 N3 HN3 SING N N 20 847 N4 C8 DOUB Y N 21 847 C8 "C1'" SING Y N 22 847 "C1'" "C2'" DOUB Y N 23 847 "C1'" "C6'" SING Y N 24 847 "C2'" "C3'" SING Y N 25 847 "C2'" "HC2'" SING N N 26 847 "C3'" CVX SING N N 27 847 "C3'" "C4'" DOUB Y N 28 847 CVX CWX SING N N 29 847 CVX C6X SING N N 30 847 CVX H31B SING N N 31 847 CWX OXX DOUB N N 32 847 CWX OYX SING N N 33 847 C6X C7X SING N N 34 847 C6X H42A SING N N 35 847 C6X H42B SING N N 36 847 C7X O8X DOUB N N 37 847 C7X O9X SING N N 38 847 "C4'" "C5'" SING Y N 39 847 "C4'" "HC4'" SING N N 40 847 "C5'" "C6'" DOUB Y N 41 847 "C5'" "BR5'" SING N N 42 847 "C6'" "O6'" SING N N 43 # # 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 847 SMILES ACDLabs 10.04 "[O-]C(=O)CC(C([O-])=O)c3cc(c2nc1cc(ccc1n2)\C(=[NH2+])N)c([O-])c(Br)c3" 847 SMILES_CANONICAL CACTVS 3.341 "NC(=[NH2+])c1ccc2[nH]c(nc2c1)c3cc(cc(Br)c3[O-])[C@@H](CC([O-])=O)C([O-])=O" 847 SMILES CACTVS 3.341 "NC(=[NH2+])c1ccc2[nH]c(nc2c1)c3cc(cc(Br)c3[O-])[CH](CC([O-])=O)C([O-])=O" 847 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1cc2c(cc1C(=[NH2+])N)nc([nH]2)c3cc(cc(c3[O-])Br)[C@@H](CC(=O)[O-])C(=O)[O-]" 847 SMILES "OpenEye OEToolkits" 1.5.0 "c1cc2c(cc1C(=[NH2+])N)nc([nH]2)c3cc(cc(c3[O-])Br)C(CC(=O)[O-])C(=O)[O-]" 847 InChI InChI 1.03 "InChI=1S/C18H15BrN4O5/c19-11-4-8(9(18(27)28)6-14(24)25)3-10(15(11)26)17-22-12-2-1-7(16(20)21)5-13(12)23-17/h1-5,9,26H,6H2,(H3,20,21)(H,22,23)(H,24,25)(H,27,28)/p-2/t9-/m1/s1" 847 InChIKey InChI 1.03 SJMNJNRKVVVGRB-SECBINFHSA-L # # 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 847 "SYSTEMATIC NAME" ACDLabs 10.04 "(2R)-2-(3-{5-[amino(iminio)methyl]-1H-benzimidazol-2-yl}-5-bromo-4-oxidophenyl)butanedioate" 847 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2R)-2-[3-[5-(amino-azaniumylidene-methyl)-1H-benzimidazol-2-yl]-5-bromo-4-oxido-phenyl]butanedioate" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 847 "Create component" 2003-03-14 RCSB 847 "Modify aromatic_flag" 2011-06-04 RCSB 847 "Modify descriptor" 2011-06-04 RCSB 847 "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 847 _pdbx_chem_comp_synonyms.name CRA_16847 _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##