data_A1A5U
# 
_chem_comp.id                                    A1A5U 
_chem_comp.name                                  "4-[2-(4-methylphenyl)-5-{[(3R)-pyrrolidin-3-yl]methoxy}pyridin-3-yl]benzonitrile" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C24 H23 N3 O" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2024-09-10 
_chem_comp.pdbx_modified_date                    2025-09-12 
_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                        369.459 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1A5U 
_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        9DBP 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  RCSB 
_chem_comp.pdbx_pcm                              ? 
# 
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 
A1A5U C01 C1  C 0 1 Y N N N N N 9.159  -49.655 -37.939 3.245  3.568  -0.343 C01 A1A5U 1  
A1A5U C02 C2  C 0 1 Y N N N N N 8.329  -50.008 -36.883 1.999  2.991  -0.478 C02 A1A5U 2  
A1A5U C03 C3  C 0 1 Y N N N N N 7.181  -50.779 -37.111 1.744  1.747  0.099  C03 A1A5U 3  
A1A5U C04 C4  C 0 1 Y N N N N N 6.247  -51.185 -35.925 0.409  1.121  -0.043 C04 A1A5U 4  
A1A5U C05 C5  C 0 1 Y N N N N N 6.042  -52.547 -35.623 0.301  -0.274 -0.164 C05 A1A5U 5  
A1A5U C06 C6  C 0 1 Y N N N N N 6.725  -53.683 -36.486 1.513  -1.126 -0.152 C06 A1A5U 6  
A1A5U C07 C7  C 0 1 Y N N N N N 5.928  -54.620 -37.153 1.577  -2.235 0.693  C07 A1A5U 7  
A1A5U C08 C8  C 0 1 Y N N N N N 6.535  -55.635 -37.937 2.702  -3.028 0.704  C08 A1A5U 8  
A1A5U C09 C9  C 0 1 Y N N N N N 7.935  -55.688 -38.048 3.781  -2.722 -0.130 C09 A1A5U 9  
A1A5U C10 C10 C 0 1 N N N N N N 8.568  -56.756 -38.877 4.951  -3.546 -0.120 C10 A1A5U 10 
A1A5U C11 C11 C 0 1 Y N N N N N 8.736  -54.749 -37.388 3.715  -1.611 -0.976 C11 A1A5U 11 
A1A5U C12 C12 C 0 1 Y N N N N N 8.130  -53.742 -36.604 2.587  -0.823 -0.990 C12 A1A5U 12 
A1A5U C13 C13 C 0 1 N N N N N N 9.713  -49.744 -40.493 5.601  3.549  0.501  C13 A1A5U 13 
A1A5U C14 C14 C 0 1 Y N N N N N 8.854  -50.080 -39.241 4.242  2.913  0.357  C14 A1A5U 14 
A1A5U C15 C15 C 0 1 Y N N N N N 5.207  -52.878 -34.559 -0.966 -0.844 -0.296 C15 A1A5U 15 
A1A5U C16 C16 C 0 1 Y N N N N N 4.599  -51.812 -33.804 -2.071 -0.002 -0.301 C16 A1A5U 16 
A1A5U C17 C17 C 0 1 N N N N N N 3.549  -53.387 -32.282 -4.408 0.417  -0.424 C17 A1A5U 17 
A1A5U C18 C18 C 0 1 Y N N N N N 7.726  -50.840 -39.453 3.997  1.676  0.926  C18 A1A5U 18 
A1A5U C19 C19 C 0 1 Y N N N N N 4.856  -50.499 -34.161 -1.883 1.370  -0.176 C19 A1A5U 19 
A1A5U C20 C20 C 0 1 Y N N N N N 6.891  -51.190 -38.395 2.751  1.094  0.808  C20 A1A5U 20 
A1A5U C21 C21 C 0 1 N N R N N N 2.109  -53.597 -32.164 -5.729 -0.340 -0.575 C21 A1A5U 21 
A1A5U C22 C22 C 0 1 N N N N N N 1.523  -52.572 -31.165 -6.913 0.653  -0.628 C22 A1A5U 22 
A1A5U C23 C23 C 0 1 N N N N N N 0.300  -53.023 -30.941 -8.007 -0.068 0.200  C23 A1A5U 23 
A1A5U C24 C24 C 0 1 N N N N N N 1.638  -54.905 -31.464 -5.991 -1.212 0.668  C24 A1A5U 24 
A1A5U N01 N1  N 0 1 Y N N N N N 5.661  -50.217 -35.195 -0.677 1.882  -0.048 N01 A1A5U 25 
A1A5U N02 N2  N 0 1 N N N N N N 9.044  -57.572 -39.510 5.880  -4.200 -0.111 N02 A1A5U 26 
A1A5U N03 N3  N 0 1 N N N N N N 0.604  -54.577 -30.669 -7.235 -0.714 1.293  N03 A1A5U 27 
A1A5U O01 O1  O 0 1 N N N N N N 3.728  -52.037 -32.692 -3.323 -0.514 -0.427 O01 A1A5U 28 
A1A5U H01 H1  H 0 1 N N N N N N 10.038 -49.054 -37.758 3.444  4.531  -0.789 H01 A1A5U 29 
A1A5U H02 H2  H 0 1 N N N N N N 8.570  -49.687 -35.880 1.223  3.501  -1.028 H02 A1A5U 30 
A1A5U H03 H3  H 0 1 N N N N N N 4.852  -54.571 -37.071 0.744  -2.471 1.338  H03 A1A5U 31 
A1A5U H04 H4  H 0 1 N N N N N N 5.923  -56.364 -38.447 2.752  -3.886 1.359  H04 A1A5U 32 
A1A5U H07 H5  H 0 1 N N N N N N 9.811  -54.794 -37.478 4.548  -1.374 -1.622 H07 A1A5U 33 
A1A5U H08 H6  H 0 1 N N N N N N 8.744  -53.015 -36.093 2.536  0.036  -1.644 H08 A1A5U 34 
A1A5U H12 H7  H 0 1 N N N N N N 9.361  -48.802 -40.938 5.622  4.162  1.402  H12 A1A5U 35 
A1A5U H13 H8  H 0 1 N N N N N N 10.767 -49.638 -40.197 6.361  2.771  0.573  H13 A1A5U 36 
A1A5U H11 H9  H 0 1 N N N N N N 9.619  -50.555 -41.230 5.803  4.174  -0.369 H11 A1A5U 37 
A1A5U H14 H10 H 0 1 N N N N N N 5.019  -53.911 -34.305 -1.085 -1.913 -0.391 H14 A1A5U 38 
A1A5U H15 H11 H 0 1 N N N N N N 3.973  -54.071 -33.032 -4.292 1.113  -1.253 H15 A1A5U 39 
A1A5U H16 H12 H 0 1 N N N N N N 4.039  -53.558 -31.312 -4.411 0.968  0.517  H16 A1A5U 40 
A1A5U H17 H13 H 0 1 N N N N N N 7.485  -51.169 -40.453 4.779  1.169  1.472  H17 A1A5U 41 
A1A5U H18 H14 H 0 1 N N N N N N 4.403  -49.694 -33.601 -2.741 2.026  -0.180 H18 A1A5U 42 
A1A5U H19 H15 H 0 1 N N N N N N 6.011  -51.787 -38.581 2.561  0.128  1.253  H19 A1A5U 43 
A1A5U H20 H16 H 0 1 N N N N N N 1.611  -53.496 -33.140 -5.710 -0.957 -1.473 H20 A1A5U 44 
A1A5U H22 H17 H 0 1 N N N N N N 2.110  -52.550 -30.235 -6.642 1.602  -0.165 H22 A1A5U 45 
A1A5U H21 H18 H 0 1 N N N N N N 1.496  -51.565 -31.606 -7.244 0.803  -1.655 H21 A1A5U 46 
A1A5U H1  H19 H 0 1 N N N N N N -0.157 -52.539 -30.065 -8.719 0.651  0.605  H1  A1A5U 47 
A1A5U H23 H20 H 0 1 N N N N N N -0.351 -52.884 -31.817 -8.517 -0.817 -0.405 H23 A1A5U 48 
A1A5U H27 H21 H 0 1 N N N N N N 1.317  -55.641 -32.216 -6.115 -2.253 0.371  H27 A1A5U 49 
A1A5U H26 H22 H 0 1 N N N N N N 2.457  -55.327 -30.863 -5.161 -1.119 1.368  H26 A1A5U 50 
A1A5U H2  H23 H 0 1 N N N N N N -0.197 -55.131 -30.896 -7.760 -1.470 1.707  H2  A1A5U 51 
# 
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 
A1A5U C13 C14 SING N N 1  
A1A5U N02 C10 TRIP N N 2  
A1A5U C18 C14 DOUB Y N 3  
A1A5U C18 C20 SING Y N 4  
A1A5U C14 C01 SING Y N 5  
A1A5U C10 C09 SING N N 6  
A1A5U C20 C03 DOUB Y N 7  
A1A5U C09 C08 DOUB Y N 8  
A1A5U C09 C11 SING Y N 9  
A1A5U C01 C02 DOUB Y N 10 
A1A5U C08 C07 SING Y N 11 
A1A5U C11 C12 DOUB Y N 12 
A1A5U C07 C06 DOUB Y N 13 
A1A5U C03 C02 SING Y N 14 
A1A5U C03 C04 SING N N 15 
A1A5U C12 C06 SING Y N 16 
A1A5U C06 C05 SING N N 17 
A1A5U C04 C05 DOUB Y N 18 
A1A5U C04 N01 SING Y N 19 
A1A5U C05 C15 SING Y N 20 
A1A5U N01 C19 DOUB Y N 21 
A1A5U C15 C16 DOUB Y N 22 
A1A5U C19 C16 SING Y N 23 
A1A5U C16 O01 SING N N 24 
A1A5U O01 C17 SING N N 25 
A1A5U C17 C21 SING N N 26 
A1A5U C21 C24 SING N N 27 
A1A5U C21 C22 SING N N 28 
A1A5U C24 N03 SING N N 29 
A1A5U C22 C23 SING N N 30 
A1A5U C23 N03 SING N N 31 
A1A5U C01 H01 SING N N 32 
A1A5U C02 H02 SING N N 33 
A1A5U C07 H03 SING N N 34 
A1A5U C08 H04 SING N N 35 
A1A5U C11 H07 SING N N 36 
A1A5U C12 H08 SING N N 37 
A1A5U C13 H12 SING N N 38 
A1A5U C13 H13 SING N N 39 
A1A5U C13 H11 SING N N 40 
A1A5U C15 H14 SING N N 41 
A1A5U C17 H15 SING N N 42 
A1A5U C17 H16 SING N N 43 
A1A5U C18 H17 SING N N 44 
A1A5U C19 H18 SING N N 45 
A1A5U C20 H19 SING N N 46 
A1A5U C21 H20 SING N N 47 
A1A5U C22 H22 SING N N 48 
A1A5U C22 H21 SING N N 49 
A1A5U C23 H1  SING N N 50 
A1A5U C23 H23 SING N N 51 
A1A5U C24 H27 SING N N 52 
A1A5U C24 H26 SING N N 53 
A1A5U N03 H2  SING N N 54 
# 
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 
A1A5U SMILES           ACDLabs              14.52   "N#Cc1ccc(cc1)c1cc(cnc1c1ccc(C)cc1)OCC1CCNC1"                                                                                                               
A1A5U InChI            InChI                1.06    "InChI=1S/C24H23N3O/c1-17-2-6-21(7-3-17)24-23(20-8-4-18(13-25)5-9-20)12-22(15-27-24)28-16-19-10-11-26-14-19/h2-9,12,15,19,26H,10-11,14,16H2,1H3/t19-/m1/s1" 
A1A5U InChIKey         InChI                1.06    IQVDLEXWAPYWDT-LJQANCHMSA-N                                                                                                                                 
A1A5U SMILES_CANONICAL CACTVS               3.385   "Cc1ccc(cc1)c2ncc(OC[C@@H]3CCNC3)cc2c4ccc(cc4)C#N"                                                                                                          
A1A5U SMILES           CACTVS               3.385   "Cc1ccc(cc1)c2ncc(OC[CH]3CCNC3)cc2c4ccc(cc4)C#N"                                                                                                            
A1A5U SMILES_CANONICAL "OpenEye OEToolkits" 3.1.0.0 "Cc1ccc(cc1)c2c(cc(cn2)OC[C@@H]3CCNC3)c4ccc(cc4)C#N"                                                                                                        
A1A5U SMILES           "OpenEye OEToolkits" 3.1.0.0 "Cc1ccc(cc1)c2c(cc(cn2)OCC3CCNC3)c4ccc(cc4)C#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 
A1A5U "SYSTEMATIC NAME" ACDLabs              14.52   "4-[2-(4-methylphenyl)-5-{[(3R)-pyrrolidin-3-yl]methoxy}pyridin-3-yl]benzonitrile"           
A1A5U "SYSTEMATIC NAME" "OpenEye OEToolkits" 3.1.0.0 "4-[2-(4-methylphenyl)-5-[[(3~{R})-pyrrolidin-3-yl]methoxy]pyridin-3-yl]benzenecarbonitrile" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
A1A5U "Create component"   2024-09-10 RCSB 
A1A5U "Other modification" 2024-10-31 RCSB 
A1A5U "Initial release"    2025-09-17 RCSB 
# 
