data_133 # _chem_comp.id 133 _chem_comp.name "6-FLUORO-2-(2-HYDROXY-3-ISOBUTOXY-PHENYL)-1H-BENZOIMIDAZOLE-5-CARBOXAMIDINE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C18 H19 F N4 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2001-05-09 _chem_comp.pdbx_modified_date 2011-06-04 _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 342.367 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 133 _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 ? _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 133 C1 C1 C 0 1 Y N N 8.702 1.906 24.721 0.600 -0.066 -4.598 C1 133 1 133 C2 C2 C 0 1 Y N N 9.502 1.701 23.546 -0.710 0.387 -4.804 C2 133 2 133 F2 F2 F 0 1 N N N 9.723 0.474 23.074 -1.130 0.684 -6.053 F2 133 3 133 C3 C3 C 0 1 Y N N 10.089 2.746 22.809 -1.571 0.532 -3.738 C3 133 4 133 C4 C4 C 0 1 Y N N 9.894 3.985 23.327 -1.142 0.227 -2.452 C4 133 5 133 C5 C5 C 0 1 Y N N 9.143 4.222 24.436 0.171 -0.229 -2.234 C5 133 6 133 C6 C6 C 0 1 Y N N 8.561 3.236 25.176 1.039 -0.374 -3.316 C6 133 7 133 C7 C7 C 0 1 N N N 8.096 0.866 25.444 1.517 -0.218 -5.748 C7 133 8 133 N1 N1 N 0 1 N N N 7.622 1.129 26.630 2.805 -0.665 -5.548 N1 133 9 133 N2 N2 N 0 1 N N N 7.969 -0.341 24.955 1.106 0.068 -6.952 N2 133 10 133 N3 N3 N 0 1 Y N N 10.280 5.133 22.905 -1.747 0.266 -1.213 N3 133 11 133 N4 N4 N 0 1 Y N N 9.073 5.487 24.759 0.305 -0.437 -0.900 N4 133 12 133 C8 C8 C 0 1 Y N N 9.789 5.975 23.763 -0.821 -0.153 -0.295 C8 133 13 133 "C1'" "C1'" C 0 1 Y N N 10.024 7.330 23.661 -1.056 -0.263 1.159 "C1'" 133 14 133 "C2'" "C2'" C 0 1 Y N N 9.607 8.195 24.673 -2.274 -0.749 1.638 "C2'" 133 15 133 "C3'" "C3'" C 0 1 Y N N 9.842 9.542 24.587 -2.489 -0.851 2.996 "C3'" 133 16 133 "C4'" "C4'" C 0 1 Y N N 10.430 10.058 23.443 -1.503 -0.472 3.891 "C4'" 133 17 133 "C5'" "C5'" C 0 1 Y N N 10.856 9.220 22.407 -0.289 0.011 3.429 "C5'" 133 18 133 "C6'" "C6'" C 0 1 Y N N 10.619 7.869 22.509 -0.060 0.124 2.062 "C6'" 133 19 133 "O6'" "O6'" O 0 1 N N N 11.036 7.053 21.474 1.127 0.598 1.606 "O6'" 133 20 133 "O5'" "O5'" O 0 1 N N N 11.457 9.700 21.255 0.676 0.380 4.313 "O5'" 133 21 133 C10 C10 C 0 1 N N N 12.269 10.858 21.478 0.146 0.155 5.621 C10 133 22 133 C20 C20 C 0 1 N N N 12.855 11.354 20.157 1.188 0.552 6.669 C20 133 23 133 C30 C30 C 0 1 N N N 14.152 10.607 19.824 0.620 0.311 8.069 C30 133 24 133 C40 C40 C 0 1 N N N 11.826 11.215 19.047 2.450 -0.290 6.478 C40 133 25 133 HC3 HC3 H 0 1 N N N 10.651 2.575 21.902 -2.579 0.882 -3.902 HC3 133 26 133 HC6 HC6 H 0 1 N N N 8.012 3.463 26.078 2.048 -0.724 -3.158 HC6 133 27 133 HH11 1HH1 H 0 0 N N N 7.653 2.023 27.077 3.406 -0.765 -6.302 HH11 133 28 133 HH12 2HH1 H 0 0 N N N 7.223 0.302 27.025 3.110 -0.879 -4.652 HH12 133 29 133 HH21 1HH2 H 0 0 N N N 8.370 -0.378 24.040 1.708 -0.031 -7.706 HH21 133 30 133 HN3 HN3 H 0 1 N N N 10.834 5.334 22.097 -2.659 0.540 -1.026 HN3 133 31 133 "HC'2" "2HC'" H 0 0 N N N 9.092 7.798 25.535 -3.047 -1.046 0.945 "HC'2" 133 32 133 "HC'3" "3HC'" H 0 0 N N N 9.572 10.196 25.403 -3.432 -1.227 3.364 "HC'3" 133 33 133 "HC'4" "4HC'" H 0 0 N N N 10.562 11.126 23.350 -1.679 -0.555 4.953 "HC'4" 133 34 133 "HO'6" "6HO'" H 0 0 N N N 11.132 7.569 20.682 1.031 1.556 1.519 "HO'6" 133 35 133 H101 1H10 H 0 0 N N N 13.091 10.594 22.159 -0.100 -0.900 5.736 H101 133 36 133 H102 2H10 H 0 0 N N N 11.652 11.653 21.922 -0.753 0.756 5.757 H102 133 37 133 H20 H20 H 0 1 N N N 13.108 12.420 20.255 1.435 1.608 6.553 H20 133 38 133 H301 1H30 H 0 0 N N N 14.167 9.644 20.355 1.363 0.595 8.815 H301 133 39 133 H302 2H30 H 0 0 N N N 15.015 11.213 20.138 -0.278 0.912 8.205 H302 133 40 133 H303 3H30 H 0 0 N N N 14.205 10.428 18.740 0.373 -0.743 8.184 H303 133 41 133 H401 1H40 H 0 0 N N N 12.014 10.287 18.487 2.203 -1.345 6.593 H401 133 42 133 H402 2H40 H 0 0 N N N 11.902 12.076 18.367 2.854 -0.118 5.480 H402 133 43 133 H403 3H40 H 0 0 N N N 10.817 11.181 19.484 3.192 -0.007 7.224 H403 133 44 # 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 133 C1 C2 DOUB Y N 1 133 C1 C6 SING Y N 2 133 C1 C7 SING N N 3 133 C2 F2 SING N N 4 133 C2 C3 SING Y N 5 133 C3 C4 DOUB Y N 6 133 C3 HC3 SING N N 7 133 C4 C5 SING Y N 8 133 C4 N3 SING Y N 9 133 C5 C6 DOUB Y N 10 133 C5 N4 SING Y N 11 133 C6 HC6 SING N N 12 133 C7 N1 SING N N 13 133 C7 N2 DOUB N E 14 133 N1 HH11 SING N N 15 133 N1 HH12 SING N N 16 133 N2 HH21 SING N N 17 133 N3 C8 SING Y N 18 133 N3 HN3 SING N N 19 133 N4 C8 DOUB Y N 20 133 C8 "C1'" SING Y N 21 133 "C1'" "C2'" DOUB Y N 22 133 "C1'" "C6'" SING Y N 23 133 "C2'" "C3'" SING Y N 24 133 "C2'" "HC'2" SING N N 25 133 "C3'" "C4'" DOUB Y N 26 133 "C3'" "HC'3" SING N N 27 133 "C4'" "C5'" SING Y N 28 133 "C4'" "HC'4" SING N N 29 133 "C5'" "C6'" DOUB Y N 30 133 "C5'" "O5'" SING N N 31 133 "C6'" "O6'" SING N N 32 133 "O6'" "HO'6" SING N N 33 133 "O5'" C10 SING N N 34 133 C10 C20 SING N N 35 133 C10 H101 SING N N 36 133 C10 H102 SING N N 37 133 C20 C30 SING N N 38 133 C20 C40 SING N N 39 133 C20 H20 SING N N 40 133 C30 H301 SING N N 41 133 C30 H302 SING N N 42 133 C30 H303 SING N N 43 133 C40 H401 SING N N 44 133 C40 H402 SING N N 45 133 C40 H403 SING N N 46 # 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 133 SMILES ACDLabs 10.04 "Fc3cc1c(nc(n1)c2cccc(OCC(C)C)c2O)cc3C(=[N@H])N" 133 SMILES_CANONICAL CACTVS 3.341 "CC(C)COc1cccc(c1O)c2[nH]c3cc(F)c(cc3n2)C(N)=N" 133 SMILES CACTVS 3.341 "CC(C)COc1cccc(c1O)c2[nH]c3cc(F)c(cc3n2)C(N)=N" 133 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "[H]/N=C(\c1cc2c(cc1F)[nH]c(n2)c3cccc(c3O)OCC(C)C)/N" 133 SMILES "OpenEye OEToolkits" 1.5.0 "[H]N=C(c1cc2c(cc1F)[nH]c(n2)c3cccc(c3O)OCC(C)C)N" 133 InChI InChI 1.03 "InChI=1S/C18H19FN4O2/c1-9(2)8-25-15-5-3-4-10(16(15)24)18-22-13-6-11(17(20)21)12(19)7-14(13)23-18/h3-7,9,24H,8H2,1-2H3,(H3,20,21)(H,22,23)" 133 InChIKey InChI 1.03 NSUDDASMRZSVON-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 133 "SYSTEMATIC NAME" ACDLabs 10.04 "6-fluoro-2-[2-hydroxy-3-(2-methylpropoxy)phenyl]-1H-benzimidazole-5-carboximidamide" 133 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "6-fluoro-2-[2-hydroxy-3-(2-methylpropoxy)phenyl]-1H-benzimidazole-5-carboximidamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 133 "Create component" 2001-05-09 RCSB 133 "Modify aromatic_flag" 2011-06-04 RCSB 133 "Modify descriptor" 2011-06-04 RCSB #