data_A1D5U
# 
_chem_comp.id                                    A1D5U 
_chem_comp.name                                  Dexmethylphenidate 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C14 H19 N O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2024-01-31 
_chem_comp.pdbx_modified_date                    2025-08-25 
_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                        233.306 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1D5U 
_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        8Y2G 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBC 
_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 
A1D5U C10 C1  C 0 1 N N N N N N 140.115 138.144 137.494 -3.405 -0.843 -0.328 C10 A1D5U 1  
A1D5U C13 C2  C 0 1 Y N N N N N 139.012 133.449 139.766 2.286  -0.413 1.296  C13 A1D5U 2  
A1D5U C15 C3  C 0 1 Y N N N N N 138.253 131.880 141.474 3.931  -1.056 -0.320 C15 A1D5U 3  
A1D5U C17 C4  C 0 1 Y N N N N N 139.803 133.678 142.025 1.785  -0.279 -1.041 C17 A1D5U 4  
A1D5U C01 C5  C 0 1 N N N N N N 144.188 133.968 139.621 -1.314 3.857  -0.202 C01 A1D5U 5  
A1D5U C03 C6  C 0 1 N N N N N N 142.000 134.906 139.601 -0.107 1.827  0.113  C03 A1D5U 6  
A1D5U C05 C7  C 0 1 N N R N N N 140.664 135.384 140.280 0.026  0.408  0.603  C05 A1D5U 7  
A1D5U C06 C8  C 0 1 N N R N N N 139.878 136.322 139.252 -1.023 -0.469 -0.084 C06 A1D5U 8  
A1D5U C07 C9  C 0 1 N N N N N N 138.782 137.188 139.923 -0.796 -1.933 0.301  C07 A1D5U 9  
A1D5U C08 C10 C 0 1 N N N N N N 138.044 138.116 138.929 -1.860 -2.804 -0.372 C08 A1D5U 10 
A1D5U C09 C11 C 0 1 N N N N N N 139.032 138.999 138.158 -3.249 -2.318 0.051  C09 A1D5U 11 
A1D5U C12 C12 C 0 1 Y N N N N N 139.810 134.152 140.693 1.404  -0.109 0.277  C12 A1D5U 12 
A1D5U C14 C13 C 0 1 Y N N N N N 138.244 132.331 140.148 3.550  -0.887 0.998  C14 A1D5U 13 
A1D5U C16 C14 C 0 1 Y N N N N N 139.039 132.561 142.414 3.049  -0.753 -1.339 C16 A1D5U 14 
A1D5U N11 N1  N 0 1 N N N N N N 140.840 137.303 138.550 -2.365 -0.052 0.342  N11 A1D5U 15 
A1D5U O02 O1  O 0 1 N N N N N N 143.055 134.456 140.364 -1.257 2.494  0.295  O02 A1D5U 16 
A1D5U O04 O2  O 0 1 N N N N N N 142.138 134.923 138.405 0.822  2.364  -0.443 O04 A1D5U 17 
A1D5U H1  H1  H 0 1 N N N N N N 139.649 137.477 136.754 -3.306 -0.733 -1.408 H1  A1D5U 18 
A1D5U H2  H2  H 0 1 N N N N N N 140.840 138.801 136.991 -4.387 -0.490 -0.016 H2  A1D5U 19 
A1D5U H3  H3  H 0 1 N N N N N N 138.989 133.776 138.737 1.990  -0.276 2.326  H3  A1D5U 20 
A1D5U H4  H4  H 0 1 N N N N N N 137.665 131.023 141.767 4.919  -1.427 -0.553 H4  A1D5U 21 
A1D5U H5  H5  H 0 1 N N N N N N 140.401 134.188 142.766 1.095  -0.041 -1.837 H5  A1D5U 22 
A1D5U H6  H6  H 0 1 N N N N N N 144.970 133.635 140.320 -1.141 3.859  -1.278 H6  A1D5U 23 
A1D5U H7  H7  H 0 1 N N N N N N 143.876 133.123 138.990 -2.296 4.281  0.009  H7  A1D5U 24 
A1D5U H8  H8  H 0 1 N N N N N N 144.584 134.774 138.985 -0.547 4.456  0.290  H8  A1D5U 25 
A1D5U H9  H9  H 0 1 N N N N N N 140.909 135.972 141.177 -0.127 0.380  1.681  H9  A1D5U 26 
A1D5U H10 H10 H 0 1 N N N N N N 139.407 135.681 138.493 -0.935 -0.361 -1.165 H10 A1D5U 27 
A1D5U H11 H11 H 0 1 N N N N N N 139.254 137.810 140.698 0.194  -2.247 -0.029 H11 A1D5U 28 
A1D5U H12 H12 H 0 1 N N N N N N 138.044 136.518 140.389 -0.869 -2.039 1.384  H12 A1D5U 29 
A1D5U H13 H13 H 0 1 N N N N N N 137.348 138.759 139.488 -1.761 -2.728 -1.455 H13 A1D5U 30 
A1D5U H14 H14 H 0 1 N N N N N N 137.480 137.500 138.214 -1.727 -3.842 -0.066 H14 A1D5U 31 
A1D5U H15 H15 H 0 1 N N N N N N 139.506 139.705 138.856 -3.361 -2.431 1.129  H15 A1D5U 32 
A1D5U H16 H16 H 0 1 N N N N N N 138.488 139.559 137.383 -4.011 -2.907 -0.459 H16 A1D5U 33 
A1D5U H17 H17 H 0 1 N N N N N N 137.643 131.817 139.412 4.240  -1.124 1.794  H17 A1D5U 34 
A1D5U H18 H18 H 0 1 N N N N N N 139.059 132.227 143.441 3.346  -0.885 -2.369 H18 A1D5U 35 
A1D5U H19 H19 H 0 1 N N N N N N 141.568 136.781 138.106 -2.503 0.935  0.184  H19 A1D5U 36 
# 
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 
A1D5U C10 C09 SING N N 1  
A1D5U C10 N11 SING N N 2  
A1D5U C09 C08 SING N N 3  
A1D5U O04 C03 DOUB N N 4  
A1D5U N11 C06 SING N N 5  
A1D5U C08 C07 SING N N 6  
A1D5U C06 C07 SING N N 7  
A1D5U C06 C05 SING N N 8  
A1D5U C03 C05 SING N N 9  
A1D5U C03 O02 SING N N 10 
A1D5U C01 O02 SING N N 11 
A1D5U C13 C14 DOUB Y N 12 
A1D5U C13 C12 SING Y N 13 
A1D5U C14 C15 SING Y N 14 
A1D5U C05 C12 SING N N 15 
A1D5U C12 C17 DOUB Y N 16 
A1D5U C15 C16 DOUB Y N 17 
A1D5U C17 C16 SING Y N 18 
A1D5U C10 H1  SING N N 19 
A1D5U C10 H2  SING N N 20 
A1D5U C13 H3  SING N N 21 
A1D5U C15 H4  SING N N 22 
A1D5U C17 H5  SING N N 23 
A1D5U C01 H6  SING N N 24 
A1D5U C01 H7  SING N N 25 
A1D5U C01 H8  SING N N 26 
A1D5U C05 H9  SING N N 27 
A1D5U C06 H10 SING N N 28 
A1D5U C07 H11 SING N N 29 
A1D5U C07 H12 SING N N 30 
A1D5U C08 H13 SING N N 31 
A1D5U C08 H14 SING N N 32 
A1D5U C09 H15 SING N N 33 
A1D5U C09 H16 SING N N 34 
A1D5U C14 H17 SING N N 35 
A1D5U C16 H18 SING N N 36 
A1D5U N11 H19 SING N N 37 
# 
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 
A1D5U InChI            InChI                1.06  "InChI=1S/C14H19NO2/c1-17-14(16)13(11-7-3-2-4-8-11)12-9-5-6-10-15-12/h2-4,7-8,12-13,15H,5-6,9-10H2,1H3/t12-,13-/m1/s1" 
A1D5U InChIKey         InChI                1.06  DUGOZIWVEXMGBE-CHWSQXEVSA-N                                                                                            
A1D5U SMILES_CANONICAL CACTVS               3.385 "COC(=O)[C@@H]([C@H]1CCCCN1)c2ccccc2"                                                                                  
A1D5U SMILES           CACTVS               3.385 "COC(=O)[CH]([CH]1CCCCN1)c2ccccc2"                                                                                     
A1D5U SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "COC(=O)[C@H](c1ccccc1)[C@H]2CCCCN2"                                                                                   
A1D5U SMILES           "OpenEye OEToolkits" 2.0.7 "COC(=O)C(c1ccccc1)C2CCCCN2"                                                                                           
# 
_pdbx_chem_comp_identifier.comp_id           A1D5U 
_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        "methyl (2~{R})-2-phenyl-2-[(2~{R})-piperidin-2-yl]ethanoate" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
A1D5U "Create component" 2024-01-31 PDBC 
A1D5U "Initial release"  2024-08-14 RCSB 
A1D5U "Modify name"      2024-11-12 PDBC 
A1D5U "Modify synonyms"  2025-08-25 PDBC 
# 
