data_130
# 
_chem_comp.id                                    130 
_chem_comp.name                                  2-(2-HYDROXY-BIPHENYL)-1H-BENZOIMIDAZOLE-5-CARBOXAMIDINE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C20 H16 N4 O" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2001-05-03 
_chem_comp.pdbx_modified_date                    2008-10-14 
_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                        328.367 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     130 
_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 
130 C1     C1     C 0 1 Y N N 11.758 -11.519 22.720 0.549  0.022  4.774  C1     130 1  
130 C2     C2     C 0 1 Y N N 12.134 -10.239 22.274 -0.646 -0.669 5.002  C2     130 2  
130 C3     C3     C 0 1 Y N N 12.948 -10.086 21.152 -1.508 -0.918 3.972  C3     130 3  
130 C4     C4     C 0 1 Y N N 13.370 -11.222 20.504 -1.205 -0.487 2.687  C4     130 4  
130 C5     C5     C 0 1 Y N N 13.019 -12.463 20.908 -0.007 0.210  2.440  C5     130 5  
130 C6     C6     C 0 1 Y N N 12.205 -12.654 22.023 0.868  0.467  3.497  C6     130 6  
130 C7     C7     C 0 1 N N N 10.958 -11.640 23.840 1.474  0.286  5.899  C7     130 7  
130 N1     N1     N 0 1 N N N 10.310 -12.754 24.035 1.157  -0.149 7.168  N1     130 8  
130 N2     N2     N 0 1 N N N 10.864 -10.631 24.681 2.587  0.929  5.690  N2     130 9  
130 N3     N3     N 0 1 Y N N 14.100 -11.385 19.455 -1.852 -0.581 1.472  N3     130 10 
130 N4     N4     N 0 1 Y N N 13.512 -13.399 20.133 0.020  0.502  1.116  N4     130 11 
130 C8     C8     C 0 1 Y N N 14.183 -12.667 19.238 -1.061 0.038  0.541  C8     130 12 
130 "C1'"  "C1'"  C 0 1 Y N N 15.020 -13.209 18.258 -1.381 0.165  -0.895 "C1'"  130 13 
130 "C2'"  "C2'"  C 0 1 Y N N 14.987 -14.592 18.018 -2.688 0.441  -1.300 "C2'"  130 14 
130 "C3'"  "C3'"  C 0 1 Y N N 15.810 -15.167 17.075 -2.988 0.559  -2.642 "C3'"  130 15 
130 "C4'"  "C4'"  C 0 1 Y N N 16.687 -14.373 16.358 -1.999 0.407  -3.595 "C4'"  130 16 
130 "C5'"  "C5'"  C 0 1 Y N N 16.766 -12.988 16.562 -0.689 0.132  -3.210 "C5'"  130 17 
130 "C6'"  "C6'"  C 0 1 Y N N 15.916 -12.397 17.519 -0.374 0.015  -1.854 "C6'"  130 18 
130 "O6'"  "O6'"  O 0 1 N N N 15.924 -11.032 17.728 0.899  -0.252 -1.470 "O6'"  130 19 
130 C1B    C1*    C 0 1 Y N N 17.744 -12.301 15.816 0.368  -0.031 -4.236 C1B    130 20 
130 C2B    C2*    C 0 1 Y N N 17.460 -11.181 15.034 0.663  1.014  -5.110 C2B    130 21 
130 C3B    C3*    C 0 1 Y N N 18.467 -10.568 14.292 1.649  0.856  -6.063 C3B    130 22 
130 C4B    C4*    C 0 1 Y N N 19.772 -11.066 14.307 2.343  -0.336 -6.152 C4B    130 23 
130 C5B    C5*    C 0 1 Y N N 20.075 -12.179 15.082 2.055  -1.377 -5.288 C5B    130 24 
130 C6B    C6*    C 0 1 Y N N 19.073 -12.796 15.830 1.076  -1.228 -4.327 C6B    130 25 
130 HC2    HC2    H 0 1 N N N 11.789 -9.365  22.806 -0.888 -1.007 5.998  HC2    130 26 
130 HC3    HC3    H 0 1 N N N 13.238 -9.106  20.803 -2.428 -1.453 4.158  HC3    130 27 
130 HC6    HC6    H 0 1 N N N 11.926 -13.647 22.342 1.787  1.005  3.322  HC6    130 28 
130 HH11   1HH1   H 0 0 N N N 9.776  -12.698 24.879 1.763  0.023  7.905  HH11   130 29 
130 HH12   2HH1   H 0 0 N N N 10.342 -13.549 23.429 0.326  -0.624 7.324  HH12   130 30 
130 HH21   1HH2   H 0 0 N N N 11.427 -9.867  24.366 2.810  1.235  4.797  HH21   130 31 
130 HN3    HN3    H 0 1 N N N 14.524 -10.662 18.909 -2.707 -1.008 1.307  HN3    130 32 
130 "HC'2" "2HC'" H 0 0 N N N 14.307 -15.214 18.581 -3.467 0.561  -0.562 "HC'2" 130 33 
130 "HC'3" "3HC'" H 0 0 N N N 15.771 -16.231 16.896 -4.001 0.773  -2.949 "HC'3" 130 34 
130 "HC'4" "4HC'" H 0 0 N N N 17.329 -14.833 15.621 -2.243 0.501  -4.643 "HC'4" 130 35 
130 HO6    HO6    H 0 1 N N N 15.926 -10.854 18.661 1.341  0.600  -1.354 HO6    130 36 
130 "H2'"  H2*    H 0 1 N N N 16.455 -10.787 15.004 0.121  1.945  -5.041 "H2'"  130 37 
130 "H3'"  H3*    H 0 1 N N N 18.236 -9.697  13.697 1.878  1.665  -6.740 "H3'"  130 38 
130 "H4'"  H4*    H 0 1 N N N 20.542 -10.588 13.719 3.113  -0.455 -6.900 "H4'"  130 39 
130 "H5'"  H5*    H 0 1 N N N 21.083 -12.565 15.105 2.600  -2.306 -5.362 "H5'"  130 40 
130 "H6'"  H6*    H 0 1 N N N 19.312 -13.663 16.428 0.852  -2.041 -3.652 "H6'"  130 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 
130 C1    C2     SING Y N 1  
130 C1    C6     DOUB Y N 2  
130 C1    C7     SING N N 3  
130 C2    C3     DOUB Y N 4  
130 C2    HC2    SING N N 5  
130 C3    C4     SING Y N 6  
130 C3    HC3    SING N N 7  
130 C4    C5     DOUB Y N 8  
130 C4    N3     SING Y N 9  
130 C5    C6     SING Y N 10 
130 C5    N4     SING Y N 11 
130 C6    HC6    SING N N 12 
130 C7    N1     SING N N 13 
130 C7    N2     DOUB N E 14 
130 N1    HH11   SING N N 15 
130 N1    HH12   SING N N 16 
130 N2    HH21   SING N N 17 
130 N3    C8     SING Y N 18 
130 N3    HN3    SING N N 19 
130 N4    C8     DOUB Y N 20 
130 C8    "C1'"  SING N N 21 
130 "C1'" "C2'"  DOUB Y N 22 
130 "C1'" "C6'"  SING Y N 23 
130 "C2'" "C3'"  SING Y N 24 
130 "C2'" "HC'2" SING N N 25 
130 "C3'" "C4'"  DOUB Y N 26 
130 "C3'" "HC'3" SING N N 27 
130 "C4'" "C5'"  SING Y N 28 
130 "C4'" "HC'4" SING N N 29 
130 "C5'" "C6'"  DOUB Y N 30 
130 "C5'" C1B    SING N N 31 
130 "C6'" "O6'"  SING N N 32 
130 "O6'" HO6    SING N N 33 
130 C1B   C2B    DOUB Y N 34 
130 C1B   C6B    SING Y N 35 
130 C2B   C3B    SING Y N 36 
130 C2B   "H2'"  SING N N 37 
130 C3B   C4B    DOUB Y N 38 
130 C3B   "H3'"  SING N N 39 
130 C4B   C5B    SING Y N 40 
130 C4B   "H4'"  SING N N 41 
130 C5B   C6B    DOUB Y N 42 
130 C5B   "H5'"  SING N N 43 
130 C6B   "H6'"  SING N N 44 
# 
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 
130 SMILES           ACDLabs              10.04 Oc4c(c1ccccc1)cccc4c3nc2cc(ccc2n3)C(=[N@H])N                                                                                                          
130 InChI            InChI                1.02b InChI=1/C20H16N4O/c21-19(22)13-9-10-16-17(11-13)24-20(23-16)15-8-4-7-14(18(15)25)12-5-2-1-3-6-12/h1-11,25H,(H3,21,22)(H,23,24)/f/h21,23H,22H2/b21-19+ 
130 InChIKey         InChI                1.02b LMGQGPVCSYOMNS-KEINCYAKDN                                                                                                                             
130 SMILES_CANONICAL CACTVS               3.341 NC(=N)c1ccc2[nH]c(nc2c1)c3cccc(c3O)c4ccccc4                                                                                                           
130 SMILES           CACTVS               3.341 NC(=N)c1ccc2[nH]c(nc2c1)c3cccc(c3O)c4ccccc4                                                                                                           
130 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 [H]/N=C(\c1ccc2c(c1)nc([nH]2)c3cccc(c3O)c4ccccc4)/N                                                                                                   
130 SMILES           "OpenEye OEToolkits" 1.5.0 [H]N=C(c1ccc2c(c1)nc([nH]2)c3cccc(c3O)c4ccccc4)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 
130 "SYSTEMATIC NAME" ACDLabs              10.04 2-(2-hydroxybiphenyl-3-yl)-1H-benzimidazole-5-carboximidamide    
130 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 2-(2-hydroxy-3-phenyl-phenyl)-1H-benzimidazole-5-carboximidamide 
# 
