data_334 # _chem_comp.id 334 _chem_comp.name "2-{5-[AMINO(IMINIO)METHYL]-1H-BENZIMIDAZOL-2-YL}-6-BROMO-4-METHYLBENZENOLATE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C15 H13 Br N4 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms CRA_9334 _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 345.194 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 334 _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 1O3J _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 334 C1 C1 C 0 1 Y N N 44.198 -3.084 26.099 -4.941 -0.218 -0.057 C1 334 1 334 C2 C2 C 0 1 Y N N 44.630 -1.746 26.174 -4.629 -1.372 0.673 C2 334 2 334 C3 C3 C 0 1 Y N N 44.589 -1.042 27.369 -3.336 -1.647 1.013 C3 334 3 334 C4 C4 C 0 1 Y N N 44.115 -1.684 28.481 -2.315 -0.782 0.636 C4 334 4 334 C5 C5 C 0 1 Y N N 43.679 -2.955 28.474 -2.611 0.383 -0.098 C5 334 5 334 C6 C6 C 0 1 Y N N 43.705 -3.702 27.284 -3.934 0.660 -0.443 C6 334 6 334 C7 C7 C 0 1 N N N 44.269 -3.764 24.858 -6.346 0.067 -0.419 C7 334 7 334 N1 N1 N 0 1 N N N 43.892 -5.021 24.768 -7.312 -0.773 -0.051 N1 334 8 334 N2 N2 N 1 1 N N N 44.716 -3.128 23.796 -6.645 1.164 -1.113 N2 334 9 334 N3 N3 N 0 1 Y N N 43.977 -1.276 29.682 -0.949 -0.782 0.823 N3 334 10 334 N4 N4 N 0 1 Y N N 43.269 -3.348 29.667 -1.438 1.028 -0.316 N4 334 11 334 C8 C8 C 0 1 Y N N 43.479 -2.248 30.387 -0.456 0.344 0.219 C8 334 12 334 "C1'" "C1'" C 0 1 Y N N 43.255 -2.095 31.779 0.969 0.734 0.182 "C1'" 334 13 334 "C2'" "C2'" C 0 1 Y N N 42.914 -3.190 32.588 1.336 2.070 0.350 "C2'" 334 14 334 "C3'" "C3'" C 0 1 Y N N 42.699 -3.016 33.966 2.667 2.428 0.310 "C3'" 334 15 334 "CV'" "C31'" C 0 1 N N N 42.324 -4.195 34.877 3.061 3.872 0.486 "CV'" 334 16 334 "C4'" "C4'" C 0 1 Y N N 42.826 -1.758 34.546 3.643 1.467 0.114 "C4'" 334 17 334 "C5'" "C5'" C 0 1 Y N N 43.169 -0.652 33.762 3.293 0.139 -0.049 "C5'" 334 18 334 "C6'" "C6'" C 0 1 Y N N 43.376 -0.822 32.386 1.959 -0.237 -0.016 "C6'" 334 19 334 "O6'" "O6'" O -1 1 N N N 43.672 0.299 31.629 1.614 -1.540 -0.175 "O6'" 334 20 334 "BR5'" "BR5'" BR 0 0 N N N 43.427 1.116 34.572 4.636 -1.165 -0.317 "BR5'" 334 21 334 HC2 HC2 H 0 1 N N N 45.007 -1.239 25.306 -5.417 -2.049 0.968 HC2 334 22 334 HC3 HC3 H 0 1 N N N 44.916 -0.017 27.429 -3.105 -2.539 1.576 HC3 334 23 334 HC6 HC6 H 0 1 N N N 43.354 -4.724 27.279 -4.174 1.550 -1.006 HC6 334 24 334 HH11 HH11 H 0 0 N N N 43.578 -5.492 25.603 -7.094 -1.572 0.454 HH11 334 25 334 HH12 HH12 H 0 0 N N N 43.906 -5.578 23.939 -8.234 -0.586 -0.289 HH12 334 26 334 HH21 HH21 H 0 0 N N N 45.006 -2.164 23.869 -7.567 1.351 -1.351 HH21 334 27 334 HH22 HH22 H 0 0 N N N 44.814 -3.556 22.903 -5.942 1.776 -1.381 HH22 334 28 334 HN3 HN3 H 0 1 N N N 44.193 -0.395 30.049 -0.433 -1.455 1.294 HN3 334 29 334 "HC2'" "HC2'" H 0 0 N N N 42.814 -4.174 32.151 0.578 2.823 0.504 "HC2'" 334 30 334 "H32'" "H32'" H 0 0 N N N 41.440 -3.943 35.447 3.091 4.362 -0.487 "H32'" 334 31 334 "H33'" "H33'" H 0 0 N N N 42.128 -5.080 34.289 2.330 4.373 1.122 "H33'" 334 32 334 "H34'" "H34'" H 0 0 N N N 43.141 -4.386 35.555 4.045 3.926 0.951 "H34'" 334 33 334 "HC4'" "HC4'" H 0 0 N N N 42.648 -1.645 35.606 4.684 1.755 0.088 "HC4'" 334 34 # # 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 334 C1 C2 DOUB Y N 1 334 C1 C6 SING Y N 2 334 C1 C7 SING N N 3 334 C2 C3 SING Y N 4 334 C2 HC2 SING N N 5 334 C3 C4 DOUB Y N 6 334 C3 HC3 SING N N 7 334 C4 C5 SING Y N 8 334 C4 N3 SING Y N 9 334 C5 C6 DOUB Y N 10 334 C5 N4 SING Y N 11 334 C6 HC6 SING N N 12 334 C7 N1 SING N N 13 334 C7 N2 DOUB N N 14 334 N1 HH11 SING N N 15 334 N1 HH12 SING N N 16 334 N2 HH21 SING N N 17 334 N2 HH22 SING N N 18 334 N3 C8 SING Y N 19 334 N3 HN3 SING N N 20 334 N4 C8 DOUB Y N 21 334 C8 "C1'" SING Y N 22 334 "C1'" "C2'" DOUB Y N 23 334 "C1'" "C6'" SING Y N 24 334 "C2'" "C3'" SING Y N 25 334 "C2'" "HC2'" SING N N 26 334 "C3'" "CV'" SING N N 27 334 "C3'" "C4'" DOUB Y N 28 334 "CV'" "H32'" SING N N 29 334 "CV'" "H33'" SING N N 30 334 "CV'" "H34'" SING N N 31 334 "C4'" "C5'" SING Y N 32 334 "C4'" "HC4'" SING N N 33 334 "C5'" "C6'" DOUB Y N 34 334 "C5'" "BR5'" SING N N 35 334 "C6'" "O6'" SING N N 36 # # 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 334 SMILES ACDLabs 10.04 "Brc3cc(cc(c2nc1cc(ccc1n2)\C(=[NH2+])N)c3[O-])C" 334 SMILES_CANONICAL CACTVS 3.341 "Cc1cc(Br)c([O-])c(c1)c2[nH]c3ccc(cc3n2)C(N)=[NH2+]" 334 SMILES CACTVS 3.341 "Cc1cc(Br)c([O-])c(c1)c2[nH]c3ccc(cc3n2)C(N)=[NH2+]" 334 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "Cc1cc(c(c(c1)Br)[O-])c2[nH]c3ccc(cc3n2)C(=[NH2+])N" 334 SMILES "OpenEye OEToolkits" 1.5.0 "Cc1cc(c(c(c1)Br)[O-])c2[nH]c3ccc(cc3n2)C(=[NH2+])N" 334 InChI InChI 1.03 "InChI=1S/C15H13BrN4O/c1-7-4-9(13(21)10(16)5-7)15-19-11-3-2-8(14(17)18)6-12(11)20-15/h2-6,21H,1H3,(H3,17,18)(H,19,20)" 334 InChIKey InChI 1.03 XKCHOMIJYLHXLI-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 334 "SYSTEMATIC NAME" ACDLabs 10.04 "2-{5-[amino(iminio)methyl]-1H-benzimidazol-2-yl}-6-bromo-4-methylphenolate" 334 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "2-[5-(amino-azaniumylidene-methyl)-1H-benzimidazol-2-yl]-6-bromo-4-methyl-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 334 "Create component" 2003-03-14 RCSB 334 "Modify aromatic_flag" 2011-06-04 RCSB 334 "Modify descriptor" 2011-06-04 RCSB 334 "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 334 _pdbx_chem_comp_synonyms.name CRA_9334 _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##