data_O9U
# 
_chem_comp.id                                    O9U 
_chem_comp.name                                  "1-[(5-chloro[1,1'-biphenyl]-2-yl)methyl]-4-hydroxy-5,6-dihydropyridin-2(1H)-one" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C18 H16 Cl N O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2023-05-05 
_chem_comp.pdbx_modified_date                    2023-06-09 
_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                        313.778 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     O9U 
_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        7FWM 
_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 
O9U C1   C1  C  0 1 N N N -6.020 -5.881 16.444 -4.544 0.161  -0.033 C1   O9U 1  
O9U C2   C2  C  0 1 N N N -5.329 -6.987 16.049 -3.901 0.626  1.051  C2   O9U 2  
O9U C3   C3  C  0 1 N N N -5.104 -8.081 16.938 -2.518 0.927  0.982  C3   O9U 3  
O9U N4   N1  N  0 1 N N N -5.503 -7.888 18.275 -1.903 1.031  -0.209 N4   O9U 4  
O9U C5   C4  C  0 1 N N N -6.259 -6.789 18.642 -2.673 0.967  -1.452 C5   O9U 5  
O9U C6   C5  C  0 1 N N N -6.561 -5.803 17.776 -3.792 -0.065 -1.319 C6   O9U 6  
O9U O7   O1  O  0 1 N N N -6.190 -4.859 15.607 -5.864 -0.108 0.032  O7   O9U 7  
O9U O8   O2  O  0 1 N N N -4.538 -9.166 16.648 -1.884 1.093  2.008  O8   O9U 8  
O9U C9   C6  C  0 1 N N N -5.233 -8.919 19.244 -0.450 1.211  -0.263 C9   O9U 9  
O9U C10  C7  C  0 1 Y N N -5.037 -8.417 20.643 0.226  -0.134 -0.185 C10  O9U 10 
O9U C11  C8  C  0 1 Y N N -5.872 -8.941 21.672 -0.529 -1.289 -0.206 C11  O9U 11 
O9U C12  C9  C  0 1 Y N N -5.758 -8.490 22.990 0.089  -2.524 -0.135 C12  O9U 12 
O9U C13  C10 C  0 1 Y N N -4.780 -7.520 23.293 1.468  -2.609 -0.043 C13  O9U 13 
O9U C14  C11 C  0 1 Y N N -4.007 -6.974 22.299 2.233  -1.459 -0.021 C14  O9U 14 
O9U C15  C12 C  0 1 Y N N -4.095 -7.429 20.954 1.615  -0.213 -0.098 C15  O9U 15 
O9U C16  C13 C  0 1 Y N N -3.153 -6.744 20.016 2.431  1.026  -0.081 C16  O9U 16 
O9U C17  C14 C  0 1 Y N N -3.035 -5.338 19.995 3.309  1.271  0.973  C17  O9U 17 
O9U C18  C15 C  0 1 Y N N -2.084 -4.679 19.189 4.067  2.424  0.984  C18  O9U 18 
O9U C19  C16 C  0 1 Y N N -1.198 -5.427 18.412 3.955  3.337  -0.050 C19  O9U 19 
O9U C20  C17 C  0 1 Y N N -1.282 -6.814 18.430 3.086  3.099  -1.099 C20  O9U 20 
O9U C21  C18 C  0 1 Y N N -2.240 -7.473 19.210 2.328  1.946  -1.122 C21  O9U 21 
O9U CL22 CL1 CL 0 0 N N N -4.559 -6.922 24.911 2.236  -4.163 0.046  CL22 O9U 22 
O9U H23  H1  H  0 1 N N N -4.943 -7.037 15.042 -4.439 0.771  1.976  H23  O9U 23 
O9U H24  H2  H  0 1 N N N -7.220 -7.184 19.004 -3.105 1.945  -1.661 H24  O9U 24 
O9U H1   H3  H  0 1 N N N -5.722 -6.312 19.475 -2.013 0.682  -2.272 H1   O9U 25 
O9U H2   H4  H  0 1 N N N -6.206 -4.860 18.218 -3.363 -1.067 -1.316 H2   O9U 26 
O9U H25  H5  H  0 1 N N N -7.657 -5.775 17.682 -4.477 0.032  -2.161 H25  O9U 27 
O9U H26  H6  H  0 1 N N N -6.690 -4.176 16.038 -6.303 0.050  0.879  H26  O9U 28 
O9U H27  H7  H  0 1 N N N -6.080 -9.620 19.246 -0.179 1.700  -1.199 H27  O9U 29 
O9U H28  H8  H  0 1 N N N -4.319 -9.449 18.937 -0.129 1.828  0.576  H28  O9U 30 
O9U H29  H9  H  0 1 N N N -6.604 -9.698 21.430 -1.605 -1.228 -0.278 H29  O9U 31 
O9U H30  H10 H  0 1 N N N -6.407 -8.877 23.762 -0.505 -3.425 -0.152 H30  O9U 32 
O9U H31  H11 H  0 1 N N N -3.316 -6.181 22.544 3.308  -1.526 0.051  H31  O9U 33 
O9U H32  H12 H  0 1 N N N -3.694 -4.748 20.616 3.396  0.559  1.781  H32  O9U 34 
O9U H33  H13 H  0 1 N N N -2.041 -3.600 19.173 4.747  2.615  1.800  H33  O9U 35 
O9U H34  H14 H  0 1 N N N -0.455 -4.933 17.803 4.549  4.239  -0.038 H34  O9U 36 
O9U H35  H15 H  0 1 N N N -0.596 -7.394 17.831 3.003  3.815  -1.903 H35  O9U 37 
O9U H36  H16 H  0 1 N N N -2.285 -8.552 19.198 1.652  1.759  -1.944 H36  O9U 38 
# 
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 
O9U C1  C2   DOUB N N 1  
O9U C2  C3   SING N N 2  
O9U C3  N4   SING N N 3  
O9U N4  C5   SING N N 4  
O9U C1  C6   SING N N 5  
O9U C5  C6   SING N N 6  
O9U C1  O7   SING N N 7  
O9U C3  O8   DOUB N N 8  
O9U N4  C9   SING N N 9  
O9U C9  C10  SING N N 10 
O9U C10 C11  DOUB Y N 11 
O9U C11 C12  SING Y N 12 
O9U C12 C13  DOUB Y N 13 
O9U C13 C14  SING Y N 14 
O9U C10 C15  SING Y N 15 
O9U C14 C15  DOUB Y N 16 
O9U C15 C16  SING N N 17 
O9U C16 C17  DOUB Y N 18 
O9U C17 C18  SING Y N 19 
O9U C18 C19  DOUB Y N 20 
O9U C19 C20  SING Y N 21 
O9U C16 C21  SING Y N 22 
O9U C20 C21  DOUB Y N 23 
O9U C13 CL22 SING N N 24 
O9U C2  H23  SING N N 25 
O9U C5  H24  SING N N 26 
O9U C5  H1   SING N N 27 
O9U C6  H2   SING N N 28 
O9U C6  H25  SING N N 29 
O9U O7  H26  SING N N 30 
O9U C9  H27  SING N N 31 
O9U C9  H28  SING N N 32 
O9U C11 H29  SING N N 33 
O9U C12 H30  SING N N 34 
O9U C14 H31  SING N N 35 
O9U C17 H32  SING N N 36 
O9U C18 H33  SING N N 37 
O9U C19 H34  SING N N 38 
O9U C20 H35  SING N N 39 
O9U C21 H36  SING N N 40 
# 
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 
O9U SMILES           ACDLabs              12.01 "Clc1ccc(CN2CCC(O)=CC2=O)c(c1)c1ccccc1"                                                                           
O9U InChI            InChI                1.06  "InChI=1S/C18H16ClNO2/c19-15-7-6-14(12-20-9-8-16(21)11-18(20)22)17(10-15)13-4-2-1-3-5-13/h1-7,10-11,21H,8-9,12H2" 
O9U InChIKey         InChI                1.06  KDZNNGBVIZWMEE-UHFFFAOYSA-N                                                                                       
O9U SMILES_CANONICAL CACTVS               3.385 "OC1=CC(=O)N(CC1)Cc2ccc(Cl)cc2c3ccccc3"                                                                           
O9U SMILES           CACTVS               3.385 "OC1=CC(=O)N(CC1)Cc2ccc(Cl)cc2c3ccccc3"                                                                           
O9U SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "c1ccc(cc1)c2cc(ccc2CN3CCC(=CC3=O)O)Cl"                                                                           
O9U SMILES           "OpenEye OEToolkits" 2.0.7 "c1ccc(cc1)c2cc(ccc2CN3CCC(=CC3=O)O)Cl"                                                                           
# 
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 
O9U "SYSTEMATIC NAME" ACDLabs              12.01 "1-[(5-chloro[1,1'-biphenyl]-2-yl)methyl]-4-hydroxy-5,6-dihydropyridin-2(1H)-one" 
O9U "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "1-[(4-chloranyl-2-phenyl-phenyl)methyl]-4-oxidanyl-2,3-dihydropyridin-6-one"     
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
O9U "Create component" 2023-05-05 RCSB 
O9U "Initial release"  2023-06-14 RCSB 
# 
