data_A1A1V
# 
_chem_comp.id                                    A1A1V 
_chem_comp.name                                  "(11S,12R)-Mefloquine" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C17 H16 F6 N2 O" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "(S)-[2,8-bis(trifluoromethyl)quinolin-4-yl][(2R)-piperidin-2-yl]methanol" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2024-08-13 
_chem_comp.pdbx_modified_date                    2025-12-19 
_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                        378.312 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1A1V 
_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        8UWK 
_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 
A1A1V C22 C1  C 0 1 N N N N N N 101.549 134.910 117.248 -1.692 2.946  -0.339 C22 A1A1V 1  
A1A1V C1  C2  C 0 1 N N N N N N 99.645  134.932 124.444 5.653  -0.090 -0.759 C1  A1A1V 2  
A1A1V C5  C3  C 0 1 N N R N N N 100.786 133.719 122.561 3.296  0.226  0.003  C5  A1A1V 3  
A1A1V C3  C4  C 0 1 N N N N N N 101.108 132.933 124.895 3.764  -1.400 -1.732 C3  A1A1V 4  
A1A1V C10 C5  C 0 1 Y N N N N N 100.616 134.146 118.149 -1.011 1.654  0.032  C10 A1A1V 5  
A1A1V C9  C6  C 0 1 Y N N N N N 101.097 133.634 119.348 0.324  1.682  0.431  C9  A1A1V 6  
A1A1V C8  C7  C 0 1 Y N N N N N 100.221 133.025 120.207 0.958  0.521  0.772  C8  A1A1V 7  
A1A1V C12 C8  C 0 1 Y N N N N N 98.474  133.484 118.566 -1.129 -0.636 0.291  C12 A1A1V 8  
A1A1V C17 C9  C 0 1 Y N N N N N 97.107  133.414 118.159 -1.862 -1.834 0.224  C17 A1A1V 9  
A1A1V C16 C10 C 0 1 Y N N N N N 96.172  132.817 118.964 -1.264 -3.011 0.556  C16 A1A1V 10 
A1A1V C13 C11 C 0 1 Y N N N N N 98.847  132.930 119.818 0.226  -0.680 0.705  C13 A1A1V 11 
A1A1V C15 C12 C 0 1 Y N N N N N 96.541  132.277 120.185 0.071  -3.052 0.952  C15 A1A1V 12 
A1A1V O26 O1  O 0 1 N N N N N N 99.892  131.540 122.142 2.734  1.808  1.741  O26 A1A1V 13 
A1A1V C2  C13 C 0 1 N N N N N N 100.075 133.880 125.461 5.243  -1.445 -1.342 C2  A1A1V 14 
A1A1V N4  N1  N 0 1 N N N N N N 101.753 133.527 123.689 2.953  -1.092 -0.547 N4  A1A1V 15 
A1A1V C6  C14 C 0 1 N N N N N N 99.494  134.361 123.038 4.762  0.230  0.444  C6  A1A1V 16 
A1A1V C7  C15 C 0 1 N N S N N N 100.713 132.551 121.566 2.401  0.525  1.206  C7  A1A1V 17 
A1A1V N11 N2  N 0 1 Y N N N N N 99.370  134.088 117.737 -1.691 0.535  -0.024 N11 A1A1V 18 
A1A1V C14 C16 C 0 1 Y N N N N N 97.836  132.326 120.610 0.811  -1.912 1.035  C14 A1A1V 19 
A1A1V C18 C17 C 0 1 N N N N N N 96.696  134.019 116.843 -3.304 -1.815 -0.213 C18 A1A1V 20 
A1A1V F19 F1  F 0 1 N N N N N N 97.263  133.410 115.808 -3.812 -3.118 -0.199 F19 A1A1V 21 
A1A1V F20 F2  F 0 1 N N N N N N 95.382  133.961 116.648 -4.046 -1.015 0.663  F20 A1A1V 22 
A1A1V F21 F3  F 0 1 N N N N N N 97.034  135.298 116.751 -3.392 -1.294 -1.508 F21 A1A1V 23 
A1A1V F23 F4  F 0 1 N N N N N N 101.204 134.820 115.972 -3.057 2.855  -0.045 F23 A1A1V 24 
A1A1V F24 F5  F 0 1 N N N N N N 101.584 136.196 117.556 -1.128 3.998  0.391  F24 A1A1V 25 
A1A1V F25 F6  F 0 1 N N N N N N 102.800 134.474 117.342 -1.525 3.185  -1.707 F25 A1A1V 26 
A1A1V H1  H1  H 0 1 N N N N N N 100.402 135.730 124.421 6.695  -0.130 -0.440 H1  A1A1V 27 
A1A1V H2  H2  H 0 1 N N N N N N 98.679  135.352 124.759 5.534  0.684  -1.517 H2  A1A1V 28 
A1A1V H3  H3  H 0 1 N N N N N N 101.252 134.518 121.965 3.145  0.989  -0.761 H3  A1A1V 29 
A1A1V H4  H4  H 0 1 N N N N N N 100.619 131.988 124.616 3.610  -0.630 -2.488 H4  A1A1V 30 
A1A1V H5  H5  H 0 1 N N N N N N 101.876 132.737 125.657 3.465  -2.368 -2.134 H5  A1A1V 31 
A1A1V H6  H6  H 0 1 N N N N N N 102.144 133.715 119.598 0.857  2.620  0.471  H6  A1A1V 32 
A1A1V H7  H7  H 0 1 N N N N N N 95.142  132.767 118.644 -1.831 -3.928 0.502  H7  A1A1V 33 
A1A1V H8  H8  H 0 1 N N N N N N 95.793  131.811 120.809 0.521  -4.000 1.210  H8  A1A1V 34 
A1A1V H9  H9  H 0 1 N N N N N N 100.247 131.285 122.985 2.622  2.536  1.114  H9  A1A1V 35 
A1A1V H10 H10 H 0 1 N N N N N N 100.502 134.388 126.338 5.846  -1.658 -2.225 H10 A1A1V 36 
A1A1V H11 H11 H 0 1 N N N N N N 99.192  133.300 125.767 5.400  -2.224 -0.597 H11 A1A1V 37 
A1A1V H12 H12 H 0 1 N N N N N N 102.486 132.919 123.384 3.048  -1.812 0.154  H12 A1A1V 38 
A1A1V H14 H14 H 0 1 N N N N N N 99.222  135.174 122.349 4.911  -0.523 1.218  H14 A1A1V 39 
A1A1V H15 H15 H 0 1 N N N N N N 98.697  133.602 123.043 5.021  1.213  0.838  H15 A1A1V 40 
A1A1V H16 H16 H 0 1 N N N N N N 101.732 132.158 121.437 2.552  -0.237 1.971  H16 A1A1V 41 
A1A1V H17 H17 H 0 1 N N N N N N 98.097  131.897 121.566 1.843  -1.956 1.351  H17 A1A1V 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 
A1A1V F19 C18 SING N N 1  
A1A1V F23 C22 SING N N 2  
A1A1V F20 C18 SING N N 3  
A1A1V F21 C18 SING N N 4  
A1A1V C18 C17 SING N N 5  
A1A1V C22 F25 SING N N 6  
A1A1V C22 F24 SING N N 7  
A1A1V C22 C10 SING N N 8  
A1A1V N11 C10 DOUB Y N 9  
A1A1V N11 C12 SING Y N 10 
A1A1V C10 C9  SING Y N 11 
A1A1V C17 C12 DOUB Y N 12 
A1A1V C17 C16 SING Y N 13 
A1A1V C12 C13 SING Y N 14 
A1A1V C16 C15 DOUB Y N 15 
A1A1V C9  C8  DOUB Y N 16 
A1A1V C13 C8  SING Y N 17 
A1A1V C13 C14 DOUB Y N 18 
A1A1V C15 C14 SING Y N 19 
A1A1V C8  C7  SING N N 20 
A1A1V C7  O26 SING N N 21 
A1A1V C7  C5  SING N N 22 
A1A1V C5  C6  SING N N 23 
A1A1V C5  N4  SING N N 24 
A1A1V C6  C1  SING N N 25 
A1A1V N4  C3  SING N N 26 
A1A1V C1  C2  SING N N 27 
A1A1V C3  C2  SING N N 28 
A1A1V C1  H1  SING N N 29 
A1A1V C1  H2  SING N N 30 
A1A1V C5  H3  SING N N 31 
A1A1V C3  H4  SING N N 32 
A1A1V C3  H5  SING N N 33 
A1A1V C9  H6  SING N N 34 
A1A1V C16 H7  SING N N 35 
A1A1V C15 H8  SING N N 36 
A1A1V O26 H9  SING N N 37 
A1A1V C2  H10 SING N N 38 
A1A1V C2  H11 SING N N 39 
A1A1V N4  H12 SING N N 40 
A1A1V C6  H14 SING N N 41 
A1A1V C6  H15 SING N N 42 
A1A1V C7  H16 SING N N 43 
A1A1V C14 H17 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 
A1A1V SMILES           ACDLabs              12.01 "OC(c1cc(nc2c1cccc2C(F)(F)F)C(F)(F)F)C1CCCCN1"                                                                                                    
A1A1V InChI            InChI                1.06  "InChI=1S/C17H16F6N2O/c18-16(19,20)11-5-3-4-9-10(15(26)12-6-1-2-7-24-12)8-13(17(21,22)23)25-14(9)11/h3-5,8,12,15,24,26H,1-2,6-7H2/t12-,15+/m1/s1" 
A1A1V InChIKey         InChI                1.06  XEEQGYMUWCZPDN-DOMZBBRYSA-N                                                                                                                       
A1A1V SMILES_CANONICAL CACTVS               3.385 "O[C@H]([C@H]1CCCCN1)c2cc(nc3c2cccc3C(F)(F)F)C(F)(F)F"                                                                                            
A1A1V SMILES           CACTVS               3.385 "O[CH]([CH]1CCCCN1)c2cc(nc3c2cccc3C(F)(F)F)C(F)(F)F"                                                                                              
A1A1V SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "c1cc2c(cc(nc2c(c1)C(F)(F)F)C(F)(F)F)[C@@H]([C@H]3CCCCN3)O"                                                                                       
A1A1V SMILES           "OpenEye OEToolkits" 2.0.7 "c1cc2c(cc(nc2c(c1)C(F)(F)F)C(F)(F)F)C(C3CCCCN3)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 
A1A1V "SYSTEMATIC NAME" ACDLabs              12.01 "(S)-[2,8-bis(trifluoromethyl)quinolin-4-yl][(2R)-piperidin-2-yl]methanol"        
A1A1V "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "(~{S})-[2,8-bis(trifluoromethyl)quinolin-4-yl]-[(2~{R})-piperidin-2-yl]methanol" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
A1A1V "Create component" 2024-08-13 RCSB 
A1A1V "Initial release"  2025-12-24 RCSB 
# 
_pdbx_chem_comp_synonyms.ordinal      1 
_pdbx_chem_comp_synonyms.comp_id      A1A1V 
_pdbx_chem_comp_synonyms.name         "(S)-[2,8-bis(trifluoromethyl)quinolin-4-yl][(2R)-piperidin-2-yl]methanol" 
_pdbx_chem_comp_synonyms.provenance   PDB 
_pdbx_chem_comp_synonyms.type         "systematic name" 
# 
