data_A1AKM
# 
_chem_comp.id                                    A1AKM 
_chem_comp.name                                  "N-[4-fluoro-5-({(2S,4S)-2-methyl-4-[(5-methyl-1,2,4-oxadiazol-3-yl)methoxy]piperidin-1-yl}methyl)-1,3-thiazol-2-yl]acetamide" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C16 H22 F N5 O3 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2024-04-04 
_chem_comp.pdbx_modified_date                    2025-01-10 
_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                        383.441 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1AKM 
_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        9BA8 
_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 
A1AKM O1  O1  O 0 1 N N N N N N -48.230 45.251 -17.752 3.483  -0.276 0.024  O1  A1AKM 1  
A1AKM C7  C1  C 0 1 N N N N N N -50.438 43.584 -13.773 0.058  -3.722 -0.726 C7  A1AKM 2  
A1AKM O2  O2  O 0 1 Y N N N N N -45.265 48.175 -18.483 6.783  2.257  -0.580 O2  A1AKM 3  
A1AKM C6  C2  C 0 1 N N S N N N -50.637 43.640 -15.276 0.534  -2.597 0.194  C6  A1AKM 4  
A1AKM C1  C3  C 0 1 N N N N N N -58.433 43.229 -15.416 -7.256 3.253  -0.245 C1  A1AKM 5  
A1AKM N1  N1  N 0 1 Y N N N N N -54.667 41.025 -17.234 -4.466 0.001  -0.748 N1  A1AKM 6  
A1AKM C5  C4  C 0 1 N N N N N N -51.396 41.191 -15.426 -1.793 -2.107 0.646  C5  A1AKM 7  
A1AKM C4  C5  C 0 1 Y N N N N N -52.752 41.293 -15.915 -2.876 -1.093 0.377  C4  A1AKM 8  
A1AKM C3  C6  C 0 1 Y N N N N N -53.337 40.711 -17.035 -3.566 -0.965 -0.760 C3  A1AKM 9  
A1AKM C2  C7  C 0 1 Y N N N N N -55.091 41.848 -16.306 -4.568 0.695  0.342  C2  A1AKM 10 
A1AKM F   F1  F 0 1 N N N N N N -52.757 39.909 -17.935 -3.361 -1.760 -1.833 F   A1AKM 11 
A1AKM S   S1  S 0 1 Y N N N N N -53.927 42.275 -15.106 -3.453 0.129  1.507  S   A1AKM 12 
A1AKM N   N2  N 0 1 N N N N N N -56.395 42.297 -16.303 -5.456 1.747  0.535  N   A1AKM 13 
A1AKM C   C8  C 0 1 N N N N N N -56.942 43.129 -15.384 -6.294 2.112  -0.454 C   A1AKM 14 
A1AKM O   O3  O 0 1 N N N N N N -56.266 43.721 -14.556 -6.274 1.523  -1.514 O   A1AKM 15 
A1AKM N2  N3  N 0 1 N N N N N N -50.477 42.273 -15.922 -0.492 -1.548 0.256  N2  A1AKM 16 
A1AKM C11 C9  C 0 1 N N N N N N -50.573 42.400 -17.418 -0.091 -0.466 1.165  C11 A1AKM 17 
A1AKM C10 C10 C 0 1 N N N N N N -49.372 43.189 -17.925 1.192  0.187  0.647  C10 A1AKM 18 
A1AKM C9  C11 C 0 1 N N S N N N -49.433 44.586 -17.358 2.298  -0.868 0.561  C9  A1AKM 19 
A1AKM C8  C12 C 0 1 N N N N N N -49.531 44.575 -15.842 1.836  -2.007 -0.353 C8  A1AKM 20 
A1AKM C12 C13 C 0 1 N N N N N N -48.425 46.496 -18.414 4.356  0.275  1.012  C12 A1AKM 21 
A1AKM C13 C14 C 0 1 Y N N N N N -47.039 47.010 -18.582 5.566  0.869  0.338  C13 A1AKM 22 
A1AKM N4  N4  N 0 1 Y N N N N N -46.609 48.113 -18.045 5.689  2.093  -0.083 N4  A1AKM 23 
A1AKM C14 C15 C 0 1 Y N N N N N -45.062 47.081 -19.230 7.483  1.120  -0.522 C14 A1AKM 24 
A1AKM N3  N5  N 0 1 Y N N N N N -46.112 46.326 -19.325 6.716  0.230  0.061  N3  A1AKM 25 
A1AKM C15 C16 C 0 1 N N N N N N -43.711 46.886 -19.804 8.885  0.903  -1.030 C15 A1AKM 26 
A1AKM H9  H1  H 0 1 N N N N N N -50.562 44.591 -13.348 -0.238 -3.303 -1.689 H9  A1AKM 27 
A1AKM H10 H2  H 0 1 N N N N N N -51.181 42.905 -13.330 0.867  -4.437 -0.875 H10 A1AKM 28 
A1AKM H8  H3  H 0 1 N N N N N N -49.426 43.215 -13.551 -0.795 -4.227 -0.273 H8  A1AKM 29 
A1AKM H7  H4  H 0 1 N N N N N N -51.628 44.055 -15.511 0.707  -2.995 1.194  H7  A1AKM 30 
A1AKM H1  H5  H 0 1 N N N N N N -58.774 43.892 -14.607 -7.129 3.656  0.760  H1  A1AKM 31 
A1AKM H2  H6  H 0 1 N N N N N N -58.752 43.640 -16.385 -7.058 4.035  -0.978 H2  A1AKM 32 
A1AKM H   H7  H 0 1 N N N N N N -58.870 42.229 -15.280 -8.278 2.894  -0.365 H   A1AKM 33 
A1AKM H5  H8  H 0 1 N N N N N N -50.988 40.220 -15.743 -1.781 -2.352 1.708  H5  A1AKM 34 
A1AKM H4  H9  H 0 1 N N N N N N -51.421 41.237 -14.327 -1.989 -3.009 0.067  H4  A1AKM 35 
A1AKM H3  H10 H 0 1 N N N N N N -56.988 41.981 -17.043 -5.471 2.219  1.383  H3  A1AKM 36 
A1AKM H16 H12 H 0 1 N N N N N N -51.501 42.928 -17.685 -0.884 0.280  1.214  H16 A1AKM 37 
A1AKM H17 H13 H 0 1 N N N N N N -50.576 41.399 -17.874 0.086  -0.874 2.160  H17 A1AKM 38 
A1AKM H14 H14 H 0 1 N N N N N N -48.443 42.698 -17.599 1.013  0.608  -0.343 H14 A1AKM 39 
A1AKM H15 H15 H 0 1 N N N N N N -49.397 43.235 -19.024 1.498  0.980  1.330  H15 A1AKM 40 
A1AKM H13 H16 H 0 1 N N N N N N -50.310 45.106 -17.771 2.506  -1.260 1.557  H13 A1AKM 41 
A1AKM H12 H17 H 0 1 N N N N N N -48.562 44.246 -15.437 2.602  -2.782 -0.384 H12 A1AKM 42 
A1AKM H11 H18 H 0 1 N N N N N N -49.741 45.600 -15.503 1.666  -1.621 -1.358 H11 A1AKM 43 
A1AKM H18 H19 H 0 1 N N N N N N -49.028 47.180 -17.799 3.831  1.053  1.567  H18 A1AKM 44 
A1AKM H19 H20 H 0 1 N N N N N N -48.914 46.352 -19.389 4.671  -0.511 1.698  H19 A1AKM 45 
A1AKM H22 H21 H 0 1 N N N N N N -43.686 45.945 -20.374 9.262  1.829  -1.464 H22 A1AKM 46 
A1AKM H20 H22 H 0 1 N N N N N N -43.472 47.726 -20.473 9.528  0.601  -0.203 H20 A1AKM 47 
A1AKM H21 H23 H 0 1 N N N N N N -42.971 46.842 -18.992 8.879  0.121  -1.789 H21 A1AKM 48 
# 
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 
A1AKM C15 C14 SING N N 1  
A1AKM N3  C14 DOUB Y N 2  
A1AKM N3  C13 SING Y N 3  
A1AKM C14 O2  SING Y N 4  
A1AKM C13 C12 SING N N 5  
A1AKM C13 N4  DOUB Y N 6  
A1AKM O2  N4  SING Y N 7  
A1AKM C12 O1  SING N N 8  
A1AKM F   C3  SING N N 9  
A1AKM C10 C11 SING N N 10 
A1AKM C10 C9  SING N N 11 
A1AKM O1  C9  SING N N 12 
A1AKM C11 N2  SING N N 13 
A1AKM C9  C8  SING N N 14 
A1AKM N1  C3  SING Y N 15 
A1AKM N1  C2  DOUB Y N 16 
A1AKM C3  C4  DOUB Y N 17 
A1AKM C2  N   SING N N 18 
A1AKM C2  S   SING Y N 19 
A1AKM N   C   SING N N 20 
A1AKM N2  C5  SING N N 21 
A1AKM N2  C6  SING N N 22 
A1AKM C4  C5  SING N N 23 
A1AKM C4  S   SING Y N 24 
A1AKM C8  C6  SING N N 25 
A1AKM C1  C   SING N N 26 
A1AKM C   O   DOUB N N 27 
A1AKM C6  C7  SING N N 28 
A1AKM C7  H9  SING N N 29 
A1AKM C7  H10 SING N N 30 
A1AKM C7  H8  SING N N 31 
A1AKM C6  H7  SING N N 32 
A1AKM C1  H1  SING N N 33 
A1AKM C1  H2  SING N N 34 
A1AKM C1  H   SING N N 35 
A1AKM C5  H5  SING N N 36 
A1AKM C5  H4  SING N N 37 
A1AKM N   H3  SING N N 38 
A1AKM C11 H16 SING N N 39 
A1AKM C11 H17 SING N N 40 
A1AKM C10 H14 SING N N 41 
A1AKM C10 H15 SING N N 42 
A1AKM C9  H13 SING N N 43 
A1AKM C8  H12 SING N N 44 
A1AKM C8  H11 SING N N 45 
A1AKM C12 H18 SING N N 46 
A1AKM C12 H19 SING N N 47 
A1AKM C15 H22 SING N N 48 
A1AKM C15 H20 SING N N 49 
A1AKM C15 H21 SING N N 50 
# 
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 
A1AKM SMILES           ACDLabs              12.01 "Fc1nc(NC(=O)C)sc1CN1CCC(OCc2nc(C)on2)CC1C"                                                                                                         
A1AKM InChI            InChI                1.06  "InChI=1S/C16H22FN5O3S/c1-9-6-12(24-8-14-19-11(3)25-21-14)4-5-22(9)7-13-15(17)20-16(26-13)18-10(2)23/h9,12H,4-8H2,1-3H3,(H,18,20,23)/t9-,12-/m0/s1" 
A1AKM InChIKey         InChI                1.06  FRVXHWNHGWUTQO-CABZTGNLSA-N                                                                                                                         
A1AKM SMILES_CANONICAL CACTVS               3.385 "C[C@H]1C[C@H](CCN1Cc2sc(NC(C)=O)nc2F)OCc3noc(C)n3"                                                                                                 
A1AKM SMILES           CACTVS               3.385 "C[CH]1C[CH](CCN1Cc2sc(NC(C)=O)nc2F)OCc3noc(C)n3"                                                                                                   
A1AKM SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "Cc1nc(no1)CO[C@H]2CCN([C@H](C2)C)Cc3c(nc(s3)NC(=O)C)F"                                                                                             
A1AKM SMILES           "OpenEye OEToolkits" 2.0.7 "Cc1nc(no1)COC2CCN(C(C2)C)Cc3c(nc(s3)NC(=O)C)F"                                                                                                     
# 
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 
A1AKM "SYSTEMATIC NAME" ACDLabs              12.01 "N-[4-fluoro-5-({(2S,4S)-2-methyl-4-[(5-methyl-1,2,4-oxadiazol-3-yl)methoxy]piperidin-1-yl}methyl)-1,3-thiazol-2-yl]acetamide"              
A1AKM "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "~{N}-[4-fluoranyl-5-[[(2~{S},4~{S})-2-methyl-4-[(5-methyl-1,2,4-oxadiazol-3-yl)methoxy]piperidin-1-yl]methyl]-1,3-thiazol-2-yl]ethanamide" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
A1AKM "Create component" 2024-04-04 RCSB 
A1AKM "Initial release"  2025-01-15 RCSB 
# 
