data_YEQ
# 
_chem_comp.id                                    YEQ 
_chem_comp.name                                  "4-{(3R)-1-[(1R)-1-(pyrimidin-2-yl)ethyl]piperidin-3-yl}phenol" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C17 H21 N3 O" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2023-12-04 
_chem_comp.pdbx_modified_date                    2024-05-24 
_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                        283.368 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     YEQ 
_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        8V6U 
_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_n_terminal_atom_flag 
_chem_comp_atom.pdbx_backbone_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 
YEQ C10 C1  C 0 1 Y N N N N N 178.205 185.547 140.708 3.162  0.990  -0.898 C10 YEQ 1  
YEQ C15 C2  C 0 1 Y N N N N N 177.769 183.789 142.331 3.280  -0.892 0.580  C15 YEQ 2  
YEQ C20 C3  C 0 1 Y N N N N N 172.473 184.442 135.198 -5.122 -0.032 1.038  C20 YEQ 3  
YEQ C01 C4  C 0 1 N N N N N N 171.533 184.820 138.969 -1.405 2.094  0.688  C01 YEQ 4  
YEQ C02 C5  C 0 1 N N R N N N 173.049 185.224 138.787 -1.660 0.715  0.076  C02 YEQ 5  
YEQ C04 C6  C 0 1 N N N N N N 173.662 183.207 139.659 -1.352 -1.662 0.416  C04 YEQ 6  
YEQ C05 C7  C 0 1 N N N N N N 174.280 182.605 140.980 -0.757 -1.828 -0.984 C05 YEQ 7  
YEQ C06 C8  C 0 1 N N N N N N 175.496 183.260 141.436 0.758  -1.619 -0.916 C06 YEQ 8  
YEQ C07 C9  C 0 1 N N R N N N 176.069 184.088 140.432 1.049  -0.230 -0.341 C07 YEQ 9  
YEQ C08 C10 C 0 1 N N N N N N 175.036 185.199 139.894 0.401  -0.110 1.041  C08 YEQ 10 
YEQ C09 C11 C 0 1 Y N N N N N 177.397 184.483 141.194 2.539  -0.039 -0.216 C09 YEQ 11 
YEQ C11 C12 C 0 1 Y N N N N N 179.334 185.886 141.353 4.527  1.167  -0.785 C11 YEQ 12 
YEQ C12 C13 C 0 1 Y N N N N N 179.698 185.189 142.493 5.273  0.312  0.013  C12 YEQ 13 
YEQ C14 C14 C 0 1 Y N N N N N 178.900 184.127 142.981 4.646  -0.720 0.696  C14 YEQ 14 
YEQ C16 C15 C 0 1 Y N N N N N 173.325 185.093 137.255 -3.145 0.474  -0.016 C16 YEQ 15 
YEQ C18 C16 C 0 1 Y N N N N N 174.640 185.405 135.362 -5.040 0.361  -1.309 C18 YEQ 16 
YEQ C19 C17 C 0 1 Y N N N N N 173.626 184.854 134.588 -5.780 0.051  -0.179 C19 YEQ 17 
YEQ N03 N1  N 0 1 N N N N N N 173.752 184.644 139.581 -1.048 -0.317 0.923  N03 YEQ 18 
YEQ N17 N2  N 0 1 Y N N N N N 174.456 185.520 136.680 -3.736 0.556  -1.191 N17 YEQ 19 
YEQ N21 N3  N 0 1 Y N N N N N 172.361 184.593 136.547 -3.817 0.186  1.080  N21 YEQ 20 
YEQ O13 O1  O 0 1 N N N N N N 180.888 185.538 143.191 6.617  0.484  0.125  O13 YEQ 21 
YEQ H1  H1  H 0 1 N N N N N N 177.911 186.084 139.818 2.582  1.652  -1.523 H1  YEQ 22 
YEQ H2  H2  H 0 1 N N N N N N 177.155 182.979 142.697 2.791  -1.695 1.112  H2  YEQ 23 
YEQ H3  H3  H 0 1 N N N N N N 171.669 184.007 134.623 -5.667 -0.267 1.940  H3  YEQ 24 
YEQ H4  H4  H 0 1 N N N N N N 171.260 184.888 140.032 -1.859 2.860  0.060  H4  YEQ 25 
YEQ H5  H5  H 0 1 N N N N N N 170.899 185.502 138.384 -1.842 2.136  1.685  H5  YEQ 26 
YEQ H6  H6  H 0 1 N N N N N N 171.384 183.788 138.617 -0.331 2.269  0.754  H6  YEQ 27 
YEQ H7  H7  H 0 1 N N N N N N 173.079 186.305 138.990 -1.222 0.674  -0.922 H7  YEQ 28 
YEQ H8  H8  H 0 1 N N N N N N 172.601 182.922 139.611 -2.433 -1.796 0.370  H8  YEQ 29 
YEQ H9  H9  H 0 1 N N N N N N 174.196 182.778 138.798 -0.923 -2.407 1.085  H9  YEQ 30 
YEQ H10 H10 H 0 1 N N N N N N 173.527 182.686 141.778 -0.970 -2.831 -1.353 H10 YEQ 31 
YEQ H11 H11 H 0 1 N N N N N N 174.509 181.545 140.799 -1.196 -1.092 -1.656 H11 YEQ 32 
YEQ H12 H12 H 0 1 N N N N N N 176.228 182.490 141.720 1.203  -2.380 -0.275 H12 YEQ 33 
YEQ H13 H13 H 0 1 N N N N N N 175.257 183.880 142.313 1.181  -1.695 -1.918 H13 YEQ 34 
YEQ H14 H14 H 0 1 N N N N N N 176.357 183.470 139.569 0.639  0.531  -1.003 H14 YEQ 35 
YEQ H15 H15 H 0 1 N N N N N N 175.453 185.659 138.986 0.823  -0.863 1.706  H15 YEQ 36 
YEQ H16 H16 H 0 1 N N N N N N 174.909 185.968 140.670 0.594  0.883  1.447  H16 YEQ 37 
YEQ H17 H17 H 0 1 N N N N N N 179.951 186.693 140.986 5.014  1.970  -1.319 H17 YEQ 38 
YEQ H18 H18 H 0 1 N N N N N N 179.196 183.590 143.870 5.224  -1.386 1.318  H18 YEQ 39 
YEQ H19 H19 H 0 1 N N N N N N 175.562 185.735 134.906 -5.518 0.429  -2.275 H19 YEQ 40 
YEQ H20 H20 H 0 1 N N N N N N 173.747 184.752 133.520 -6.844 -0.122 -0.246 H20 YEQ 41 
YEQ H22 H22 H 0 1 N N N N N N 180.993 184.968 143.944 6.879  1.069  0.849  H22 YEQ 42 
# 
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 
YEQ C19 C20 DOUB Y N 1  
YEQ C19 C18 SING Y N 2  
YEQ C20 N21 SING Y N 3  
YEQ C18 N17 DOUB Y N 4  
YEQ N21 C16 DOUB Y N 5  
YEQ N17 C16 SING Y N 6  
YEQ C16 C02 SING N N 7  
YEQ C02 C01 SING N N 8  
YEQ C02 N03 SING N N 9  
YEQ N03 C04 SING N N 10 
YEQ N03 C08 SING N N 11 
YEQ C04 C05 SING N N 12 
YEQ C08 C07 SING N N 13 
YEQ C07 C09 SING N N 14 
YEQ C07 C06 SING N N 15 
YEQ C10 C09 DOUB Y N 16 
YEQ C10 C11 SING Y N 17 
YEQ C05 C06 SING N N 18 
YEQ C09 C15 SING Y N 19 
YEQ C11 C12 DOUB Y N 20 
YEQ C15 C14 DOUB Y N 21 
YEQ C12 C14 SING Y N 22 
YEQ C12 O13 SING N N 23 
YEQ C10 H1  SING N N 24 
YEQ C15 H2  SING N N 25 
YEQ C20 H3  SING N N 26 
YEQ C01 H4  SING N N 27 
YEQ C01 H5  SING N N 28 
YEQ C01 H6  SING N N 29 
YEQ C02 H7  SING N N 30 
YEQ C04 H8  SING N N 31 
YEQ C04 H9  SING N N 32 
YEQ C05 H10 SING N N 33 
YEQ C05 H11 SING N N 34 
YEQ C06 H12 SING N N 35 
YEQ C06 H13 SING N N 36 
YEQ C07 H14 SING N N 37 
YEQ C08 H15 SING N N 38 
YEQ C08 H16 SING N N 39 
YEQ C11 H17 SING N N 40 
YEQ C14 H18 SING N N 41 
YEQ C18 H19 SING N N 42 
YEQ C19 H20 SING N N 43 
YEQ O13 H22 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 
YEQ SMILES           ACDLabs              12.01 "CC(c1ncccn1)N1CCCC(C1)c1ccc(O)cc1"                                                                                                   
YEQ InChI            InChI                1.06  "InChI=1S/C17H21N3O/c1-13(17-18-9-3-10-19-17)20-11-2-4-15(12-20)14-5-7-16(21)8-6-14/h3,5-10,13,15,21H,2,4,11-12H2,1H3/t13-,15+/m1/s1" 
YEQ InChIKey         InChI                1.06  JDCMEPNJYDYSCB-HIFRSBDPSA-N                                                                                                           
YEQ SMILES_CANONICAL CACTVS               3.385 "C[C@@H](N1CCC[C@@H](C1)c2ccc(O)cc2)c3ncccn3"                                                                                         
YEQ SMILES           CACTVS               3.385 "C[CH](N1CCC[CH](C1)c2ccc(O)cc2)c3ncccn3"                                                                                             
YEQ SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "C[C@H](c1ncccn1)N2CCC[C@@H](C2)c3ccc(cc3)O"                                                                                          
YEQ SMILES           "OpenEye OEToolkits" 2.0.7 "CC(c1ncccn1)N2CCCC(C2)c3ccc(cc3)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 
YEQ "SYSTEMATIC NAME" ACDLabs              12.01 "4-{(3R)-1-[(1R)-1-(pyrimidin-2-yl)ethyl]piperidin-3-yl}phenol"     
YEQ "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "4-[(3~{R})-1-[(1~{R})-1-pyrimidin-2-ylethyl]piperidin-3-yl]phenol" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
YEQ "Create component" 2023-12-04 RCSB 
YEQ "Initial release"  2024-05-29 RCSB 
# 
