data_YUO
# 
_chem_comp.id                                    YUO 
_chem_comp.name                                  "(5M)-5-(2-chloro-4-methylphenyl)-1-{3-[(methanesulfonyl)amino]propyl}-1H-benzimidazole-7-carboxylic acid" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C19 H20 Cl N3 O4 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2023-02-21 
_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                        421.898 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     YUO 
_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        7FUL 
_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 
YUO C10 C1  C  0 1 Y N N N N N 10.717 -16.154 -15.973 2.489  1.254  0.700  C10 YUO 1  
YUO C11 C2  C  0 1 Y N N N N N 11.534 -15.251 -16.652 1.227  1.841  0.591  C11 YUO 2  
YUO C13 C3  C  0 1 Y N N N N N 13.157 -14.177 -17.529 -0.540 3.103  0.655  C13 YUO 3  
YUO C15 C4  C  0 1 N N N N N N 12.051 -12.213 -18.645 -2.229 1.693  -0.577 C15 YUO 4  
YUO C16 C5  C  0 1 N N N N N N 11.236 -12.300 -19.918 -2.963 0.701  0.328  C16 YUO 5  
YUO C17 C6  C  0 1 N N N N N N 12.008 -12.739 -21.134 -4.345 0.404  -0.257 C17 YUO 6  
YUO C20 C7  C  0 1 N N N N N N 14.378 -10.955 -21.641 -6.872 -1.491 -1.211 C20 YUO 7  
YUO C23 C8  C  0 1 Y N N N N N 10.974 -14.140 -17.297 0.196  1.156  -0.074 C23 YUO 8  
YUO C24 C9  C  0 1 Y N N N N N 9.577  -13.963 -17.246 0.437  -0.112 -0.624 C24 YUO 9  
YUO C25 C10 C  0 1 N N N N N N 8.780  -12.863 -17.856 -0.642 -0.834 -1.322 C25 YUO 10 
YUO C28 C11 C  0 1 Y N N N N N 8.782  -14.886 -16.563 1.701  -0.685 -0.507 C28 YUO 11 
YUO C1  C12 C  0 1 N N N N N N 6.039  -19.824 -13.045 7.938  -2.401 0.611  C1  YUO 12 
YUO C2  C13 C  0 1 Y N N N N N 6.892  -18.831 -13.786 6.574  -1.772 0.489  C2  YUO 13 
YUO C3  C14 C  0 1 Y N N N N N 7.463  -19.163 -15.000 6.453  -0.473 0.032  C3  YUO 14 
YUO C4  C15 C  0 1 Y N N N N N 8.237  -18.254 -15.689 5.205  0.108  -0.082 C4  YUO 15 
YUO C6  C16 C  0 1 Y N N N N N 8.481  -16.970 -15.194 4.067  -0.618 0.266  C6  YUO 16 
YUO C7  C17 C  0 1 Y N N N N N 7.911  -16.640 -13.964 4.195  -1.927 0.726  C7  YUO 17 
YUO C8  C18 C  0 1 Y N N N N N 7.121  -17.556 -13.283 5.447  -2.499 0.830  C8  YUO 18 
YUO C9  C19 C  0 1 Y N N N N N 9.337  -15.983 -15.911 2.723  0.001  0.147  C9  YUO 19 
YUO N12 N1  N  0 1 Y N N N N N 12.916 -15.245 -16.807 0.709  3.025  1.011  N12 YUO 20 
YUO N14 N2  N  0 1 Y N N N N N 12.045 -13.460 -17.869 -0.905 1.977  -0.017 N14 YUO 21 
YUO N18 N3  N  0 1 N N N N N N 11.851 -11.765 -22.212 -5.049 -0.545 0.609  N18 YUO 22 
YUO O21 O1  O  0 1 N N N N N N 12.956 -10.095 -23.620 -7.219 0.548  0.475  O21 YUO 23 
YUO O22 O2  O  0 1 N N N N N N 12.248 -9.516  -21.336 -7.010 -1.719 1.444  O22 YUO 24 
YUO O26 O3  O  0 1 N N N N N N 7.679  -13.079 -18.356 -1.233 -0.302 -2.241 O26 YUO 25 
YUO O27 O4  O  0 1 N N N N N N 9.309  -11.678 -17.772 -0.974 -2.083 -0.941 O27 YUO 26 
YUO S19 S1  S  0 1 N N N N N N 12.809 -10.465 -22.247 -6.681 -0.767 0.442  S19 YUO 27 
YUO CL5 CL1 CL 0 0 N N N N N N 8.921  -18.765 -17.200 5.054  1.740  -0.655 CL5 YUO 28 
YUO H35 H1  H  0 1 N N N N N N 11.165 -17.006 -15.484 3.285  1.776  1.209  H35 YUO 29 
YUO H36 H2  H  0 1 N N N N N N 14.153 -13.888 -17.830 -1.191 3.940  0.862  H36 YUO 30 
YUO H38 H3  H  0 1 N N N N N N 11.637 -11.409 -18.019 -2.117 1.262  -1.572 H38 YUO 31 
YUO H37 H4  H  0 1 N N N N N N 13.091 -11.972 -18.911 -2.802 2.618  -0.643 H37 YUO 32 
YUO H39 H5  H  0 1 N N N N N N 10.420 -13.019 -19.753 -2.390 -0.224 0.394  H39 YUO 33 
YUO H40 H6  H  0 1 N N N N N N 10.813 -11.305 -20.122 -3.075 1.132  1.323  H40 YUO 34 
YUO H42 H7  H  0 1 N N N N N N 13.074 -12.826 -20.876 -4.918 1.329  -0.323 H42 YUO 35 
YUO H41 H8  H  0 1 N N N N N N 11.631 -13.716 -21.470 -4.234 -0.026 -1.252 H41 YUO 36 
YUO H46 H9  H  0 1 N N N N N N 15.061 -10.093 -21.650 -6.326 -2.433 -1.260 H46 YUO 37 
YUO H44 H10 H  0 1 N N N N N N 14.273 -11.329 -20.612 -7.928 -1.672 -1.408 H44 YUO 38 
YUO H45 H11 H  0 1 N N N N N N 14.786 -11.752 -22.281 -6.476 -0.802 -1.957 H45 YUO 39 
YUO H48 H12 H  0 1 N N N N N N 7.711  -14.745 -16.540 1.890  -1.661 -0.928 H48 YUO 40 
YUO H31 H13 H  0 1 N N N N N N 6.671  -20.418 -12.368 8.340  -2.206 1.605  H31 YUO 41 
YUO H29 H14 H  0 1 N N N N N N 5.277  -19.288 -12.460 7.857  -3.477 0.456  H29 YUO 42 
YUO H30 H15 H  0 1 N N N N N N 5.545  -20.492 -13.765 8.603  -1.975 -0.140 H30 YUO 43 
YUO H32 H16 H  0 1 N N N N N N 7.301  -20.147 -15.414 7.335  0.088  -0.237 H32 YUO 44 
YUO H33 H17 H  0 1 N N N N N N 8.086  -15.663 -13.538 3.317  -2.494 0.997  H33 YUO 45 
YUO H34 H18 H  0 1 N N N N N N 6.675  -17.272 -12.342 5.548  -3.515 1.183  H34 YUO 46 
YUO H43 H19 H  0 1 N N N N N N 11.993 -12.256 -23.072 -4.558 -1.044 1.281  H43 YUO 47 
YUO H47 H20 H  0 1 N N N N N N 8.717  -11.039 -18.150 -1.688 -2.516 -1.429 H47 YUO 48 
# 
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 
YUO C1  C2  SING N N 1  
YUO C2  C3  DOUB Y N 2  
YUO C2  C8  SING Y N 3  
YUO C3  C4  SING Y N 4  
YUO C4  CL5 SING N N 5  
YUO C4  C6  DOUB Y N 6  
YUO C6  C7  SING Y N 7  
YUO C6  C9  SING N N 8  
YUO C7  C8  DOUB Y N 9  
YUO C9  C10 DOUB Y N 10 
YUO C9  C28 SING Y N 11 
YUO C10 C11 SING Y N 12 
YUO C11 N12 SING Y N 13 
YUO C11 C23 DOUB Y N 14 
YUO N12 C13 DOUB Y N 15 
YUO C13 N14 SING Y N 16 
YUO N14 C15 SING N N 17 
YUO N14 C23 SING Y N 18 
YUO C15 C16 SING N N 19 
YUO C16 C17 SING N N 20 
YUO C17 N18 SING N N 21 
YUO N18 S19 SING N N 22 
YUO S19 C20 SING N N 23 
YUO S19 O21 DOUB N N 24 
YUO S19 O22 DOUB N N 25 
YUO C23 C24 SING Y N 26 
YUO C24 C25 SING N N 27 
YUO C24 C28 DOUB Y N 28 
YUO C25 O26 DOUB N N 29 
YUO C25 O27 SING N N 30 
YUO C10 H35 SING N N 31 
YUO C13 H36 SING N N 32 
YUO C15 H38 SING N N 33 
YUO C15 H37 SING N N 34 
YUO C16 H39 SING N N 35 
YUO C16 H40 SING N N 36 
YUO C17 H42 SING N N 37 
YUO C17 H41 SING N N 38 
YUO C20 H46 SING N N 39 
YUO C20 H44 SING N N 40 
YUO C20 H45 SING N N 41 
YUO C28 H48 SING N N 42 
YUO C1  H31 SING N N 43 
YUO C1  H29 SING N N 44 
YUO C1  H30 SING N N 45 
YUO C3  H32 SING N N 46 
YUO C7  H33 SING N N 47 
YUO C8  H34 SING N N 48 
YUO N18 H43 SING N N 49 
YUO O27 H47 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 
YUO SMILES           ACDLabs              12.01 "Cc1ccc(c2cc3ncn(CCCNS(C)(=O)=O)c3c(c2)C(=O)O)c(Cl)c1"                                                                                              
YUO InChI            InChI                1.06  "InChI=1S/C19H20ClN3O4S/c1-12-4-5-14(16(20)8-12)13-9-15(19(24)25)18-17(10-13)21-11-23(18)7-3-6-22-28(2,26)27/h4-5,8-11,22H,3,6-7H2,1-2H3,(H,24,25)" 
YUO InChIKey         InChI                1.06  CQJAMPJIDLKVNT-UHFFFAOYSA-N                                                                                                                         
YUO SMILES_CANONICAL CACTVS               3.385 "Cc1ccc(c(Cl)c1)c2cc3ncn(CCCN[S](C)(=O)=O)c3c(c2)C(O)=O"                                                                                            
YUO SMILES           CACTVS               3.385 "Cc1ccc(c(Cl)c1)c2cc3ncn(CCCN[S](C)(=O)=O)c3c(c2)C(O)=O"                                                                                            
YUO SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "Cc1ccc(c(c1)Cl)c2cc(c3c(c2)ncn3CCCNS(=O)(=O)C)C(=O)O"                                                                                              
YUO SMILES           "OpenEye OEToolkits" 2.0.7 "Cc1ccc(c(c1)Cl)c2cc(c3c(c2)ncn3CCCNS(=O)(=O)C)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 
YUO "SYSTEMATIC NAME" ACDLabs              12.01 "(5M)-5-(2-chloro-4-methylphenyl)-1-{3-[(methanesulfonyl)amino]propyl}-1H-benzimidazole-7-carboxylic acid" 
YUO "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "6-(2-chloranyl-4-methyl-phenyl)-3-[3-(methylsulfonylamino)propyl]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 
YUO "Create component" 2023-02-21 RCSB 
YUO "Initial release"  2024-02-21 RCSB 
# 
