data_YQU
# 
_chem_comp.id                                    YQU 
_chem_comp.name                                  "(5M)-5-(2-chloro-4-methylphenyl)-1-(2-phenylethyl)-1H-benzimidazole-7-carboxylic acid" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C23 H19 Cl N2 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2023-02-15 
_chem_comp.pdbx_modified_date                    2024-02-16 
_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                        390.862 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     YQU 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        Corina 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        7FUK 
_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.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 
YQU C11  C1  C  0 1 N N N N N N 11.684 -12.440 -18.812 -3.016 -1.175 0.299  C11  YQU 1  
YQU C13  C2  C  0 1 Y N N N N N 10.886 -11.520 -21.010 -4.943 0.179  -0.476 C13  YQU 2  
YQU C15  C3  C  0 1 Y N N N N N 11.552 -10.245 -22.942 -6.348 1.843  0.518  C15  YQU 3  
YQU C16  C4  C  0 1 Y N N N N N 10.678 -9.242  -22.595 -7.465 1.099  0.186  C16  YQU 4  
YQU C17  C5  C  0 1 Y N N N N N 9.906  -9.370  -21.461 -7.321 -0.105 -0.477 C17  YQU 5  
YQU C18  C6  C  0 1 Y N N N N N 10.007 -10.503 -20.675 -6.060 -0.565 -0.808 C18  YQU 6  
YQU C19  C7  C  0 1 Y N N N N N 12.905 -14.380 -17.758 -1.364 -2.916 -0.476 C19  YQU 7  
YQU C21  C8  C  0 1 Y N N N N N 8.406  -17.213 -15.183 3.519  0.449  -0.275 C21  YQU 8  
YQU C22  C9  C  0 1 Y N N N N N 8.180  -18.515 -15.665 4.548  -0.285 0.314  C22  YQU 9  
YQU C23  C10 C  0 1 Y N N N N N 7.410  -19.423 -14.969 5.851  0.165  0.227  C23  YQU 10 
YQU C24  C11 C  0 1 Y N N N N N 6.863  -19.087 -13.741 6.136  1.340  -0.444 C24  YQU 11 
YQU C25  C12 C  0 1 Y N N N N N 7.080  -17.801 -13.251 5.119  2.072  -1.030 C25  YQU 12 
YQU C26  C13 C  0 1 Y N N N N N 7.839  -16.875 -13.955 3.813  1.633  -0.950 C26  YQU 13 
YQU C27  C14 C  0 1 N N N N N N 6.054  -20.090 -12.959 7.560  1.827  -0.535 C27  YQU 14 
YQU C1   C15 C  0 1 Y N N N N N 8.601  -15.104 -16.534 1.113  0.837  0.231  C1   YQU 15 
YQU C12  C16 C  0 1 N N N N N N 11.005 -12.746 -20.145 -3.569 -0.320 -0.842 C12  YQU 16 
YQU C14  C17 C  0 1 Y N N N N N 11.661 -11.376 -22.151 -5.088 1.383  0.187  C14  YQU 17 
YQU C2   C18 C  0 1 Y N N N N N 9.208  -16.208 -15.933 2.118  -0.031 -0.191 C2   YQU 18 
YQU C3   C19 C  0 1 Y N N N N N 10.582 -16.374 -16.070 1.817  -1.344 -0.533 C3   YQU 19 
YQU C4   C20 C  0 1 Y N N N N N 11.349 -15.457 -16.778 0.501  -1.802 -0.455 C4   YQU 20 
YQU C5   C21 C  0 1 Y N N N N N 10.744 -14.348 -17.379 -0.515 -0.930 -0.030 C5   YQU 21 
YQU C6   C22 C  0 1 Y N N N N N 9.347  -14.175 -17.261 -0.205 0.394  0.314  C6   YQU 22 
YQU C7   C23 C  0 1 N N N N N N 8.506  -13.042 -17.782 -1.268 1.313  0.761  C7   YQU 23 
YQU N10  N1  N  0 1 Y N N N N N 11.777 -13.644 -17.989 -1.680 -1.660 -0.057 N10  YQU 24 
YQU N20  N2  N  0 1 Y N N N N N 12.714 -15.449 -17.027 -0.087 -3.001 -0.706 N20  YQU 25 
YQU O8   O1  O  0 1 N N N N N N 9.068  -11.896 -17.663 -1.447 2.492  0.135  O8   YQU 26 
YQU O9   O2  O  0 1 N N N N N N 7.344  -13.186 -18.179 -1.984 1.006  1.694  O9   YQU 27 
YQU CL28 CL1 CL 0 0 N N N N N N 8.829  -19.028 -17.194 4.191  -1.760 1.157  CL28 YQU 28 
YQU H33  H1  H  0 1 N N N N N N 11.098 -11.680 -18.275 -2.955 -0.574 1.206  H33  YQU 29 
YQU H32  H2  H  0 1 N N N N N N 12.696 -12.055 -19.003 -3.677 -2.024 0.470  H32  YQU 30 
YQU H37  H3  H  0 1 N N N N N N 12.155 -10.150 -23.833 -6.461 2.784  1.036  H37  YQU 31 
YQU H38  H4  H  0 1 N N N N N N 10.597 -8.357  -23.209 -8.450 1.459  0.444  H38  YQU 32 
YQU H39  H5  H  0 1 N N N N N N 9.220  -8.583  -21.185 -8.193 -0.687 -0.737 H39  YQU 33 
YQU H40  H6  H  0 1 N N N N N N 9.394  -10.596 -19.791 -5.948 -1.506 -1.327 H40  YQU 34 
YQU H41  H7  H  0 1 N N N N N N 13.874 -14.103 -18.146 -2.070 -3.724 -0.595 H41  YQU 35 
YQU H42  H8  H  0 1 N N N N N N 7.232  -20.404 -15.384 6.649  -0.402 0.684  H42  YQU 36 
YQU H43  H9  H  0 1 N N N N N N 6.648  -17.518 -12.302 5.347  2.990  -1.553 H43  YQU 37 
YQU H44  H10 H  0 1 N N N N N N 7.991  -15.886 -13.548 3.021  2.205  -1.409 H44  YQU 38 
YQU H47  H11 H  0 1 N N N N N N 6.720  -20.661 -12.295 8.027  1.416  -1.430 H47  YQU 39 
YQU H45  H12 H  0 1 N N N N N N 5.299  -19.563 -12.357 7.569  2.915  -0.587 H45  YQU 40 
YQU H46  H13 H  0 1 N N N N N N 5.552  -20.779 -13.655 8.112  1.500  0.346  H46  YQU 41 
YQU H29  H14 H  0 1 N N N N N N 7.534  -14.966 -16.435 1.357  1.855  0.495  H29  YQU 42 
YQU H34  H15 H  0 1 N N N N N N 11.598 -13.503 -20.680 -2.908 0.530  -1.014 H34  YQU 43 
YQU H35  H16 H  0 1 N N N N N N 9.998  -13.141 -19.948 -3.631 -0.921 -1.750 H35  YQU 44 
YQU H36  H17 H  0 1 N N N N N N 12.357 -12.155 -22.426 -4.215 1.964  0.447  H36  YQU 45 
YQU H30  H18 H  0 1 N N N N N N 11.061 -17.230 -15.618 2.601  -2.011 -0.859 H30  YQU 46 
YQU H31  H19 H  0 1 N N N N N N 8.458  -11.215 -17.923 -2.157 3.061  0.463  H31  YQU 47 
# 
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 
YQU C1  C2   DOUB Y N 1  
YQU C1  C6   SING Y N 2  
YQU C2  C3   SING Y N 3  
YQU C2  C21  SING N N 4  
YQU C3  C4   DOUB Y N 5  
YQU C4  C5   SING Y N 6  
YQU C4  N20  SING Y N 7  
YQU C5  C6   DOUB Y N 8  
YQU C5  N10  SING Y N 9  
YQU C6  C7   SING N N 10 
YQU C7  O8   SING N N 11 
YQU C7  O9   DOUB N N 12 
YQU N10 C11  SING N N 13 
YQU N10 C19  SING Y N 14 
YQU C11 C12  SING N N 15 
YQU C12 C13  SING N N 16 
YQU C13 C14  DOUB Y N 17 
YQU C13 C18  SING Y N 18 
YQU C14 C15  SING Y N 19 
YQU C15 C16  DOUB Y N 20 
YQU C16 C17  SING Y N 21 
YQU C17 C18  DOUB Y N 22 
YQU C19 N20  DOUB Y N 23 
YQU C21 C22  DOUB Y N 24 
YQU C21 C26  SING Y N 25 
YQU C22 C23  SING Y N 26 
YQU C22 CL28 SING N N 27 
YQU C23 C24  DOUB Y N 28 
YQU C24 C25  SING Y N 29 
YQU C24 C27  SING N N 30 
YQU C25 C26  DOUB Y N 31 
YQU C11 H33  SING N N 32 
YQU C11 H32  SING N N 33 
YQU C15 H37  SING N N 34 
YQU C16 H38  SING N N 35 
YQU C17 H39  SING N N 36 
YQU C18 H40  SING N N 37 
YQU C19 H41  SING N N 38 
YQU C23 H42  SING N N 39 
YQU C25 H43  SING N N 40 
YQU C26 H44  SING N N 41 
YQU C27 H47  SING N N 42 
YQU C27 H45  SING N N 43 
YQU C27 H46  SING N N 44 
YQU C1  H29  SING N N 45 
YQU C12 H34  SING N N 46 
YQU C12 H35  SING N N 47 
YQU C14 H36  SING N N 48 
YQU C3  H30  SING N N 49 
YQU O8  H31  SING N N 50 
# 
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 
YQU SMILES           ACDLabs              12.01 "Cc1ccc(c2cc3ncn(CCc4ccccc4)c3c(c2)C(=O)O)c(Cl)c1"                                                                                               
YQU InChI            InChI                1.06  "InChI=1S/C23H19ClN2O2/c1-15-7-8-18(20(24)11-15)17-12-19(23(27)28)22-21(13-17)25-14-26(22)10-9-16-5-3-2-4-6-16/h2-8,11-14H,9-10H2,1H3,(H,27,28)" 
YQU InChIKey         InChI                1.06  PJTHFHWPRCRNHR-UHFFFAOYSA-N                                                                                                                      
YQU SMILES_CANONICAL CACTVS               3.385 "Cc1ccc(c(Cl)c1)c2cc3ncn(CCc4ccccc4)c3c(c2)C(O)=O"                                                                                               
YQU SMILES           CACTVS               3.385 "Cc1ccc(c(Cl)c1)c2cc3ncn(CCc4ccccc4)c3c(c2)C(O)=O"                                                                                               
YQU SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "Cc1ccc(c(c1)Cl)c2cc(c3c(c2)ncn3CCc4ccccc4)C(=O)O"                                                                                               
YQU SMILES           "OpenEye OEToolkits" 2.0.7 "Cc1ccc(c(c1)Cl)c2cc(c3c(c2)ncn3CCc4ccccc4)C(=O)O"                                                                                               
# 
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 
YQU "SYSTEMATIC NAME" ACDLabs              12.01 "(5M)-5-(2-chloro-4-methylphenyl)-1-(2-phenylethyl)-1H-benzimidazole-7-carboxylic acid" 
YQU "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "6-(2-chloranyl-4-methyl-phenyl)-3-(2-phenylethyl)benzimidazole-4-carboxylic acid"      
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
YQU "Create component" 2023-02-15 RCSB 
YQU "Initial release"  2024-02-21 RCSB 
# 
