data_A1L9H
# 
_chem_comp.id                                    A1L9H 
_chem_comp.name                                  "(2R)-3-phenyl-2-[(4-propan-2-ylcyclohexyl)carbonylamino]propanoic acid" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C19 H27 N O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         nateglinide 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2025-05-01 
_chem_comp.pdbx_modified_date                    2025-07-11 
_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                        317.423 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1L9H 
_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        9UPD 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBJ 
_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 
A1L9H C10  C1  C 0 1 N N N N N N -0.076 4.435  30.647 0.148  1.228  -0.328 C10  A1L9H 1  
A1L9H N12  N1  N 0 1 N N N N N N 0.207  3.342  29.818 1.185  0.853  0.447  N12  A1L9H 2  
A1L9H C13  C2  C 0 1 N N R N N N 0.674  2.035  30.376 2.558  1.037  -0.029 C13  A1L9H 3  
A1L9H C15  C3  C 0 1 Y N N N N N 2.788  0.699  29.654 3.097  -1.367 0.252  C15  A1L9H 4  
A1L9H C17  C4  C 0 1 Y N N N N N 4.222  -0.763 30.982 1.804  -3.352 0.599  C17  A1L9H 5  
A1L9H C20  C5  C 0 1 Y N N N N N 3.950  1.194  29.049 3.686  -1.945 -0.857 C20  A1L9H 6  
A1L9H C21  C6  C 0 1 N N N N N N -0.493 1.133  30.933 3.016  2.437  0.287  C21  A1L9H 7  
A1L9H C01  C7  C 0 1 N N N N N N -1.631 10.097 28.040 -6.346 0.177  -0.704 C01  A1L9H 8  
A1L9H C02  C8  C 0 1 N N N N N N -1.966 8.896  27.146 -5.367 -0.327 0.357  C02  A1L9H 9  
A1L9H C03  C9  C 0 1 N N N N N N -3.475 8.817  26.881 -5.620 -1.813 0.621  C03  A1L9H 10 
A1L9H C04  C10 C 0 1 N N N N N N -1.387 7.575  27.714 -3.932 -0.135 -0.140 C04  A1L9H 11 
A1L9H C05  C11 C 0 1 N N N N N N -0.078 7.769  28.503 -3.679 1.351  -0.403 C05  A1L9H 12 
A1L9H C06  C12 C 0 1 N N N N N N 0.452  6.514  29.188 -2.245 1.543  -0.900 C06  A1L9H 13 
A1L9H C07  C13 C 0 1 N N N N N N -0.568 5.787  30.072 -1.265 1.039  0.162  C07  A1L9H 14 
A1L9H C08  C14 C 0 1 N N N N N N -1.828 5.564  29.228 -1.519 -0.447 0.425  C08  A1L9H 15 
A1L9H C09  C15 C 0 1 N N N N N N -2.392 6.829  28.601 -2.953 -0.639 0.922  C09  A1L9H 16 
A1L9H C14  C16 C 0 1 N N N N N N 1.404  1.200  29.283 3.478  0.031  0.665  C14  A1L9H 17 
A1L9H C16  C17 C 0 1 Y N N N N N 2.960  -0.288 30.627 2.154  -2.070 0.978  C16  A1L9H 18 
A1L9H C18  C18 C 0 1 Y N N N N N 5.363  -0.261 30.370 2.398  -3.932 -0.507 C18  A1L9H 19 
A1L9H C19  C19 C 0 1 Y N N N N N 5.217  0.721  29.398 3.336  -3.227 -1.237 C19  A1L9H 20 
A1L9H O11  O1  O 0 1 N N N N N N 0.054  4.357  31.870 0.351  1.723  -1.416 O11  A1L9H 21 
A1L9H O22  O2  O 0 1 N N N N N N -0.843 1.329  32.125 4.251  2.834  -0.059 O22  A1L9H 22 
A1L9H O23  O3  O 0 1 N N N N N N -0.975 0.306  30.144 2.272  3.203  0.851  O23  A1L9H 23 
A1L9H H121 H1  H 0 0 N N N N N N 0.094  3.438  28.829 1.022  0.461  1.319  H121 A1L9H 24 
A1L9H H131 H2  H 0 0 N N N N N N 1.381  2.225  31.197 2.594  0.877  -1.107 H131 A1L9H 25 
A1L9H H171 H3  H 0 0 N N N N N N 4.313  -1.528 31.739 1.067  -3.902 1.166  H171 A1L9H 26 
A1L9H H201 H4  H 0 0 N N N N N N 3.864  1.961  28.293 4.419  -1.394 -1.427 H201 A1L9H 27 
A1L9H H011 H5  H 0 0 N N N N N N -0.546 10.133 28.216 -7.368 0.040  -0.350 H011 A1L9H 28 
A1L9H H012 H6  H 0 0 N N N N N N -1.953 11.024 27.544 -6.166 1.235  -0.892 H012 A1L9H 29 
A1L9H H013 H7  H 0 0 N N N N N N -2.155 9.995  29.002 -6.203 -0.385 -1.627 H013 A1L9H 30 
A1L9H H021 H8  H 0 0 N N N N N N -1.476 9.069  26.176 -5.510 0.235  1.280  H021 A1L9H 31 
A1L9H H033 H9  H 0 0 N N N N N N -3.690 7.950  26.239 -6.642 -1.950 0.975  H033 A1L9H 32 
A1L9H H031 H10 H 0 0 N N N N N N -4.010 8.708  27.836 -5.477 -2.375 -0.302 H031 A1L9H 33 
A1L9H H032 H11 H 0 0 N N N N N N -3.807 9.737  26.378 -4.923 -2.172 1.377  H032 A1L9H 34 
A1L9H H041 H12 H 0 0 N N N N N N -1.159 6.925  26.857 -3.789 -0.697 -1.062 H041 A1L9H 35 
A1L9H H052 H13 H 0 0 N N N N N N 0.692  8.128  27.804 -4.377 1.710  -1.159 H052 A1L9H 36 
A1L9H H051 H14 H 0 0 N N N N N N -0.255 8.531  29.276 -3.822 1.913  0.520  H051 A1L9H 37 
A1L9H H062 H15 H 0 0 N N N N N N 0.790  5.815  28.409 -2.101 0.981  -1.823 H062 A1L9H 38 
A1L9H H061 H16 H 0 0 N N N N N N 1.307  6.802  29.817 -2.064 2.601  -1.087 H061 A1L9H 39 
A1L9H H071 H17 H 0 0 N N N N N N -0.827 6.444  30.915 -1.408 1.601  1.084  H071 A1L9H 40 
A1L9H H081 H18 H 0 0 N N N N N N -2.602 5.125  29.874 -1.375 -1.009 -0.498 H081 A1L9H 41 
A1L9H H082 H19 H 0 0 N N N N N N -1.581 4.859  28.420 -0.821 -0.806 1.181  H082 A1L9H 42 
A1L9H H092 H20 H 0 0 N N N N N N -3.262 6.554  27.986 -3.096 -0.077 1.845  H092 A1L9H 43 
A1L9H H091 H21 H 0 0 N N N N N N -2.712 7.504  29.408 -3.134 -1.698 1.110  H091 A1L9H 44 
A1L9H H142 H22 H 0 0 N N N N N N 1.501  1.829  28.386 4.512  0.225  0.379  H142 A1L9H 45 
A1L9H H141 H23 H 0 0 N N N N N N 0.778  0.325  29.052 3.375  0.131  1.746  H141 A1L9H 46 
A1L9H H161 H24 H 0 0 N N N N N N 2.089  -0.696 31.119 1.690  -1.617 1.842  H161 A1L9H 47 
A1L9H H181 H25 H 0 0 N N N N N N 6.342  -0.626 30.643 2.125  -4.934 -0.803 H181 A1L9H 48 
A1L9H H191 H26 H 0 0 N N N N N N 6.092  1.122  28.908 3.796  -3.678 -2.103 H191 A1L9H 49 
A1L9H H1   H27 H 0 1 N N N N N N -1.552 0.737  32.349 4.499  3.741  0.164  H1   A1L9H 50 
# 
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 
A1L9H C02 C01  SING N N 1  
A1L9H C03 C02  SING N N 2  
A1L9H C04 C02  SING N N 3  
A1L9H C05 C04  SING N N 4  
A1L9H C06 C05  SING N N 5  
A1L9H C07 C06  SING N N 6  
A1L9H C09 C08  SING N N 7  
A1L9H C08 C07  SING N N 8  
A1L9H C10 C07  SING N N 9  
A1L9H O11 C10  DOUB N N 10 
A1L9H N12 C10  SING N N 11 
A1L9H C13 N12  SING N N 12 
A1L9H C15 C14  SING N N 13 
A1L9H C16 C15  DOUB Y N 14 
A1L9H C17 C16  SING Y N 15 
A1L9H C18 C17  DOUB Y N 16 
A1L9H C19 C18  SING Y N 17 
A1L9H C20 C19  DOUB Y N 18 
A1L9H C14 C13  SING N N 19 
A1L9H C21 C13  SING N N 20 
A1L9H O22 C21  SING N N 21 
A1L9H O23 C21  DOUB N N 22 
A1L9H C04 C09  SING N N 23 
A1L9H C15 C20  SING Y N 24 
A1L9H N12 H121 SING N N 25 
A1L9H C13 H131 SING N N 26 
A1L9H C17 H171 SING N N 27 
A1L9H C20 H201 SING N N 28 
A1L9H C01 H011 SING N N 29 
A1L9H C01 H012 SING N N 30 
A1L9H C01 H013 SING N N 31 
A1L9H C02 H021 SING N N 32 
A1L9H C03 H033 SING N N 33 
A1L9H C03 H031 SING N N 34 
A1L9H C03 H032 SING N N 35 
A1L9H C04 H041 SING N N 36 
A1L9H C05 H052 SING N N 37 
A1L9H C05 H051 SING N N 38 
A1L9H C06 H062 SING N N 39 
A1L9H C06 H061 SING N N 40 
A1L9H C07 H071 SING N N 41 
A1L9H C08 H081 SING N N 42 
A1L9H C08 H082 SING N N 43 
A1L9H C09 H092 SING N N 44 
A1L9H C09 H091 SING N N 45 
A1L9H C14 H142 SING N N 46 
A1L9H C14 H141 SING N N 47 
A1L9H C16 H161 SING N N 48 
A1L9H C18 H181 SING N N 49 
A1L9H C19 H191 SING N N 50 
A1L9H O22 H1   SING N N 51 
# 
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 
A1L9H InChI            InChI                1.06  "InChI=1S/C19H27NO3/c1-13(2)15-8-10-16(11-9-15)18(21)20-17(19(22)23)12-14-6-4-3-5-7-14/h3-7,13,15-17H,8-12H2,1-2H3,(H,20,21)(H,22,23)/t15-,16+,17-/m0/s1" 
A1L9H InChIKey         InChI                1.06  OELFLUMRDSZNSF-BBWFWOEESA-N                                                                                                                               
A1L9H SMILES_CANONICAL CACTVS               3.385 "CC(C)[C@H]1CC[C@@H](CC1)C(=O)N[C@H](Cc2ccccc2)C(O)=O"                                                                                                    
A1L9H SMILES           CACTVS               3.385 "CC(C)[CH]1CC[CH](CC1)C(=O)N[CH](Cc2ccccc2)C(O)=O"                                                                                                        
A1L9H SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "CC(C)C1CCC(CC1)C(=O)N[C@H](Cc2ccccc2)C(=O)O"                                                                                                             
A1L9H SMILES           "OpenEye OEToolkits" 2.0.7 "CC(C)C1CCC(CC1)C(=O)NC(Cc2ccccc2)C(=O)O"                                                                                                                 
# 
_pdbx_chem_comp_identifier.comp_id           A1L9H 
_pdbx_chem_comp_identifier.type              "SYSTEMATIC NAME" 
_pdbx_chem_comp_identifier.program           "OpenEye OEToolkits" 
_pdbx_chem_comp_identifier.program_version   2.0.7 
_pdbx_chem_comp_identifier.identifier        "(2~{R})-3-phenyl-2-[(4-propan-2-ylcyclohexyl)carbonylamino]propanoic 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 
A1L9H "Create component" 2025-05-01 PDBJ 
A1L9H "Initial release"  2025-07-16 RCSB 
# 
_pdbx_chem_comp_synonyms.ordinal      1 
_pdbx_chem_comp_synonyms.comp_id      A1L9H 
_pdbx_chem_comp_synonyms.name         nateglinide 
_pdbx_chem_comp_synonyms.provenance   AUTHOR 
_pdbx_chem_comp_synonyms.type         ? 
# 
