data_762
# 
_chem_comp.id                                    762 
_chem_comp.name                                  "3-{5-[AMINO(IMINIO)METHYL]-6-CHLORO-1H-BENZIMIDAZOL-2-YL}-1,1'-BIPHENYL-2-OLATE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C20 H15 Cl N4 O" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         CRA_10762 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2003-03-14 
_chem_comp.pdbx_modified_date                    2024-09-27 
_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                        362.812 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     762 
_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        1O2M 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  RCSB 
_chem_comp.pdbx_pcm                              Y 
# 
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.pdbx_backbone_atom_flag 
_chem_comp_atom.pdbx_n_terminal_atom_flag 
_chem_comp_atom.pdbx_c_terminal_atom_flag 
_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 
762 C1     C1     C  0  1 Y N N N N N 44.022 -2.905 25.802 -4.100 0.767  0.268  C1     762 1  
762 C2     C2     C  0  1 Y N N N N N 43.972 -1.491 25.732 -4.392 -0.425 -0.408 C2     762 2  
762 CL2    CL2    CL 0  0 N N N N N N 43.969 -0.600 24.176 -6.023 -0.765 -0.896 CL2    762 3  
762 C3     C3     C  0  1 Y N N N N N 43.882 -0.735 26.923 -3.389 -1.323 -0.697 C3     762 4  
762 C4     C4     C  0  1 Y N N N N N 43.841 -1.412 28.127 -2.083 -1.056 -0.307 C4     762 5  
762 C5     C5     C  0  1 Y N N N N N 43.883 -2.757 28.197 -1.778 0.136  0.377  C5     762 6  
762 C6     C6     C  0  1 Y N N N N N 43.976 -3.530 27.040 -2.796 1.046  0.663  C6     762 7  
762 C7     C7     C  0  1 N N N N N N 44.143 -3.691 24.642 -5.182 1.728  0.568  C7     762 8  
762 N1     N1     N  0  1 N N N N N N 43.772 -4.956 24.601 -6.251 1.333  1.258  N1     762 9  
762 N2     N2     N  1  1 N N N N N N 44.676 -3.103 23.601 -5.088 2.989  0.149  N2     762 10 
762 N3     N3     N  0  1 Y N N N N N 43.775 -1.020 29.363 -0.891 -1.738 -0.440 N3     762 11 
762 N4     N4     N  0  1 Y N N N N N 43.844 -3.215 29.443 -0.444 0.126  0.625  N4     762 12 
762 C8     C8     C  0  1 Y N N N N N 43.776 -2.080 30.130 0.083  -0.974 0.147  C8     762 13 
762 "C1'"  "C1'"  C  0  1 Y N N N N N 43.610 -2.009 31.512 1.513  -1.336 0.227  "C1'"  762 14 
762 "C2'"  "C2'"  C  0  1 Y N N N N N 43.250 -3.146 32.235 1.888  -2.655 0.489  "C2'"  762 15 
762 "C3'"  "C3'"  C  0  1 Y N N N N N 43.079 -3.074 33.621 3.224  -2.994 0.564  "C3'"  762 16 
762 "C4'"  "C4'"  C  0  1 Y N N N N N 43.267 -1.875 34.289 4.201  -2.034 0.381  "C4'"  762 17 
762 "C5'"  "C5'"  C  0  1 Y N N N N N 43.630 -0.720 33.587 3.845  -0.713 0.120  "C5'"  762 18 
762 "C6'"  "C6'"  C  0  1 Y N N N N N 43.803 -0.785 32.193 2.496  -0.360 0.036  "C6'"  762 19 
762 "O6'"  "O6'"  O  -1 1 N N N N N N 44.160 0.351  31.480 2.141  0.925  -0.218 "O6'"  762 20 
762 C1B    "C1''" C  0  1 Y N N N N N 43.825 0.473  34.290 4.897  0.315  -0.075 C1B    762 21 
762 C2B    "C2''" C  0  1 Y N N N N N 44.607 0.485  35.452 5.933  0.439  0.848  C2B    762 22 
762 C3B    "C3''" C  0  1 Y N N N N N 44.806 1.677  36.162 6.909  1.398  0.662  C3B    762 23 
762 C4B    "C4''" C  0  1 Y N N N N N 44.230 2.852  35.718 6.858  2.234  -0.439 C4B    762 24 
762 C5B    "C5''" C  0  1 Y N N N N N 43.457 2.846  34.571 5.832  2.116  -1.358 C5B    762 25 
762 C6B    "C6''" C  0  1 Y N N N N N 43.252 1.665  33.857 4.855  1.157  -1.185 C6B    762 26 
762 HC3    HC3    H  0  1 N N N N N N 43.845 0.346  26.904 -3.619 -2.238 -1.222 HC3    762 27 
762 HC6    HC6    H  0  1 N N N N N N 44.005 -4.606 27.108 -2.572 1.964  1.187  HC6    762 28 
762 HH11   HH11   H  0  0 N N N N N N 43.418 -5.399 25.437 -6.996 1.941  1.389  HH11   762 29 
762 HH12   HH12   H  0  0 N N N N N N 43.831 -5.526 23.787 -6.286 0.437  1.629  HH12   762 30 
762 HH21   HH21   H  0  0 N N N N N N 44.973 -2.147 23.694 -4.309 3.277  -0.353 HH21   762 31 
762 HH22   HH22   H  0  0 N N N N N N 44.842 -3.525 22.718 -5.800 3.619  0.342  HH22   762 32 
762 HN3    HN3    H  0  1 N N N N N N 43.740 -0.102 29.742 -0.766 -2.599 -0.869 HN3    762 33 
762 "HC2'" "HC2'" H  0  0 N N N N N N 43.100 -4.089 31.733 1.131  -3.412 0.633  "HC2'" 762 34 
762 "HC3'" "HC3'" H  0  0 N N N N N N 42.795 -3.954 34.182 3.507  -4.017 0.767  "HC3'" 762 35 
762 "HC4'" "HC4'" H  0  0 N N N N N N 43.124 -1.841 35.360 5.243  -2.309 0.442  "HC4'" 762 36 
762 H2B    "H2''" H  0  1 N N N N N N 45.061 -0.429 35.810 5.973  -0.213 1.708  H2B    762 37 
762 H3B    "H3''" H  0  1 N N N N N N 45.408 1.681  37.060 7.712  1.495  1.377  H3B    762 38 
762 H4B    "H4''" H  0  1 N N N N N N 44.384 3.771  36.265 7.624  2.983  -0.580 H4B    762 39 
762 H5B    "H5''" H  0  1 N N N N N N 43.013 3.768  34.224 5.797  2.772  -2.215 H5B    762 40 
762 H6B    "H6''" H  0  1 N N N N N N 42.645 1.682  32.963 4.054  1.065  -1.904 H6B    762 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 
762 C1    C2     DOUB Y N 1  
762 C1    C6     SING Y N 2  
762 C1    C7     SING N N 3  
762 C2    CL2    SING N N 4  
762 C2    C3     SING Y N 5  
762 C3    C4     DOUB Y N 6  
762 C3    HC3    SING N N 7  
762 C4    C5     SING Y N 8  
762 C4    N3     SING Y N 9  
762 C5    C6     DOUB Y N 10 
762 C5    N4     SING Y N 11 
762 C6    HC6    SING N N 12 
762 C7    N1     SING N N 13 
762 C7    N2     DOUB N N 14 
762 N1    HH11   SING N N 15 
762 N1    HH12   SING N N 16 
762 N2    HH21   SING N N 17 
762 N2    HH22   SING N N 18 
762 N3    C8     SING Y N 19 
762 N3    HN3    SING N N 20 
762 N4    C8     DOUB Y N 21 
762 C8    "C1'"  SING Y N 22 
762 "C1'" "C2'"  DOUB Y N 23 
762 "C1'" "C6'"  SING Y N 24 
762 "C2'" "C3'"  SING Y N 25 
762 "C2'" "HC2'" SING N N 26 
762 "C3'" "C4'"  DOUB Y N 27 
762 "C3'" "HC3'" SING N N 28 
762 "C4'" "C5'"  SING Y N 29 
762 "C4'" "HC4'" SING N N 30 
762 "C5'" "C6'"  DOUB Y N 31 
762 "C5'" C1B    SING Y N 32 
762 "C6'" "O6'"  SING N N 33 
762 C1B   C2B    DOUB Y N 34 
762 C1B   C6B    SING Y N 35 
762 C2B   C3B    SING Y N 36 
762 C2B   H2B    SING N N 37 
762 C3B   C4B    DOUB Y N 38 
762 C3B   H3B    SING N N 39 
762 C4B   C5B    SING Y N 40 
762 C4B   H4B    SING N N 41 
762 C5B   C6B    DOUB Y N 42 
762 C5B   H5B    SING N N 43 
762 C6B   H6B    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 
762 SMILES           ACDLabs              10.04 "[O-]c4c(c1ccccc1)cccc4c3nc2cc(c(Cl)cc2n3)\C(=[NH2+])N"                                                                                
762 SMILES_CANONICAL CACTVS               3.341 "NC(=[NH2+])c1cc2nc([nH]c2cc1Cl)c3cccc(c3[O-])c4ccccc4"                                                                                
762 SMILES           CACTVS               3.341 "NC(=[NH2+])c1cc2nc([nH]c2cc1Cl)c3cccc(c3[O-])c4ccccc4"                                                                                
762 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1ccc(cc1)c2cccc(c2[O-])c3[nH]c4cc(c(cc4n3)C(=[NH2+])N)Cl"                                                                            
762 SMILES           "OpenEye OEToolkits" 1.5.0 "c1ccc(cc1)c2cccc(c2[O-])c3[nH]c4cc(c(cc4n3)C(=[NH2+])N)Cl"                                                                            
762 InChI            InChI                1.03  "InChI=1S/C20H15ClN4O/c21-15-10-17-16(9-14(15)19(22)23)24-20(25-17)13-8-4-7-12(18(13)26)11-5-2-1-3-6-11/h1-10,26H,(H3,22,23)(H,24,25)" 
762 InChIKey         InChI                1.03  RPGVMAPDADAHPV-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 
762 "SYSTEMATIC NAME" ACDLabs              10.04 "3-{5-[amino(iminio)methyl]-6-chloro-1H-benzimidazol-2-yl}biphenyl-2-olate"            
762 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "2-[5-(amino-azaniumylidene-methyl)-6-chloro-1H-benzimidazol-2-yl]-6-phenyl-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 
762 "Create component"     2003-03-14 RCSB 
762 "Modify aromatic_flag" 2011-06-04 RCSB 
762 "Modify descriptor"    2011-06-04 RCSB 
762 "Modify synonyms"      2020-06-05 PDBE 
762 "Modify PCM"           2024-09-27 PDBE 
# 
_pdbx_chem_comp_synonyms.ordinal      1 
_pdbx_chem_comp_synonyms.comp_id      762 
_pdbx_chem_comp_synonyms.name         CRA_10762 
_pdbx_chem_comp_synonyms.provenance   ? 
_pdbx_chem_comp_synonyms.type         ? 
# 
_pdbx_chem_comp_pcm.pcm_id                             1 
_pdbx_chem_comp_pcm.comp_id                            762 
_pdbx_chem_comp_pcm.modified_residue_id                SER 
_pdbx_chem_comp_pcm.type                               None 
_pdbx_chem_comp_pcm.category                           "Covalent chemical modification" 
_pdbx_chem_comp_pcm.position                           "Amino-acid side chain" 
_pdbx_chem_comp_pcm.polypeptide_position               "Any position" 
_pdbx_chem_comp_pcm.comp_id_linking_atom               "O6'" 
_pdbx_chem_comp_pcm.modified_residue_id_linking_atom   OG 
_pdbx_chem_comp_pcm.uniprot_specific_ptm_accession     ? 
_pdbx_chem_comp_pcm.uniprot_generic_ptm_accession      ? 
# 
