data_A1BSK
# 
_chem_comp.id                                    A1BSK 
_chem_comp.name                                  "(3R,5S)-1-[(2-chloro-6-methoxyphenyl)acetyl]-N~3~-cyclopropylpiperidine-3,5-dicarboxamide" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C19 H24 Cl N3 O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2025-01-14 
_chem_comp.pdbx_modified_date                    2025-02-21 
_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                        393.865 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1BSK 
_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        7HWW 
_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 
A1BSK N1  N1  N  0 1 N N N N N N 11.217 14.812 18.041 -0.719 -4.777 0.061  N1  A1BSK 1  
A1BSK C4  C1  C  0 1 Y N N N N N 6.161  11.108 25.753 4.716  1.237  1.635  C4  A1BSK 2  
A1BSK C5  C2  C  0 1 Y N N N N N 6.896  12.157 25.240 3.625  0.429  1.369  C5  A1BSK 3  
A1BSK C6  C3  C  0 1 Y N N N N N 7.999  11.960 24.409 3.267  0.157  0.061  C6  A1BSK 4  
A1BSK C7  C4  C  0 1 N N N N N N 8.919  13.092 24.019 2.078  -0.723 -0.228 C7  A1BSK 5  
A1BSK C8  C5  C  0 1 N N N N N N 8.770  13.552 22.580 0.838  0.127  -0.332 C8  A1BSK 6  
A1BSK C10 C6  C  0 1 N N R N N N 10.655 15.740 20.210 -1.526 -2.442 0.189  C10 A1BSK 7  
A1BSK C13 C7  C  0 1 N N S N N N 11.628 15.938 22.444 -2.626 -0.199 0.266  C13 A1BSK 8  
A1BSK C15 C8  C  0 1 N N N N N N 14.385 16.135 25.074 -5.241 2.592  0.104  C15 A1BSK 9  
A1BSK C17 C9  C  0 1 N N N N N N 14.706 15.232 26.204 -5.191 3.930  -0.637 C17 A1BSK 10 
A1BSK O3  O1  O  0 1 N N N N N N 12.950 17.746 23.301 -4.922 -0.060 -0.261 O3  A1BSK 11 
A1BSK C14 C10 C  0 1 N N N N N N 12.749 16.536 23.281 -3.925 0.542  0.078  C14 A1BSK 12 
A1BSK N2  N2  N  0 1 N N N N N N 13.435 15.685 24.058 -3.979 1.872  0.287  N2  A1BSK 13 
A1BSK C16 C11 C  0 1 N N N N N N 13.873 16.442 26.431 -5.427 3.900  0.875  C16 A1BSK 14 
A1BSK C12 C12 C  0 1 N N N N N N 11.989 15.803 20.963 -2.836 -1.684 -0.033 C12 A1BSK 15 
A1BSK C11 C13 C  0 1 N N N N N N 10.745 15.864 18.698 -1.742 -3.910 -0.074 C11 A1BSK 16 
A1BSK O2  O2  O  0 1 N N N N N N 10.314 16.861 18.123 -2.837 -4.312 -0.407 O2  A1BSK 17 
A1BSK C9  C14 C  0 1 N N N N N N 9.862  14.502 20.634 -0.459 -1.903 -0.769 C9  A1BSK 18 
A1BSK C18 C15 C  0 1 N N N N N N 10.945 14.656 22.911 -1.572 0.367  -0.691 C18 A1BSK 19 
A1BSK N   N3  N  0 1 N N N N N N 9.781  14.304 22.088 -0.354 -0.448 -0.588 N   A1BSK 20 
A1BSK O1  O3  O  0 1 N N N N N N 7.816  13.207 21.894 0.912  1.329  -0.184 O1  A1BSK 21 
A1BSK C1  C16 C  0 1 Y N N N N N 8.311  10.640 24.047 4.004  0.696  -0.984 C1  A1BSK 22 
A1BSK O   O4  O  0 1 N N N N N N 9.377  10.508 23.190 3.658  0.426  -2.270 O   A1BSK 23 
A1BSK C   C17 C  0 1 N N N N N N 9.737  9.193  22.765 4.464  1.010  -3.295 C   A1BSK 24 
A1BSK CL  CL1 CL 0 0 N N N N N N 6.398  13.776 25.622 2.704  -0.245 2.678  CL  A1BSK 25 
A1BSK C3  C18 C  0 1 Y N N N N N 6.510  9.816  25.415 5.448  1.778  0.595  C3  A1BSK 26 
A1BSK C2  C19 C  0 1 Y N N N N N 7.570  9.579  24.552 5.097  1.505  -0.714 C2  A1BSK 27 
A1BSK H13 H1  H  0 1 N N N N N N 11.231 14.812 17.041 0.156  -4.457 0.327  H13 A1BSK 28 
A1BSK H12 H2  H  0 1 N N N N N N 11.559 14.019 18.546 -0.860 -5.723 -0.105 H12 A1BSK 29 
A1BSK H7  H3  H  0 1 N N N N N N 5.324  11.295 26.410 4.994  1.449  2.657  H7  A1BSK 30 
A1BSK H8  H4  H  0 1 N N N N N N 8.710  13.948 24.677 2.237  -1.250 -1.169 H8  A1BSK 31 
A1BSK H9  H5  H  0 1 N N N N N N 9.957  12.759 24.168 1.957  -1.446 0.577  H9  A1BSK 32 
A1BSK H   H6  H  0 1 N N N N N N 10.072 16.607 20.554 -1.194 -2.302 1.218  H   A1BSK 33 
A1BSK H1  H7  H  0 1 N N N N N N 10.832 16.697 22.465 -2.285 -0.080 1.295  H1  A1BSK 34 
A1BSK H17 H8  H  0 1 N N N N N N 15.210 16.770 24.719 -6.122 1.966  -0.045 H17 A1BSK 35 
A1BSK H20 H9  H  0 1 N N N N N N 15.732 15.188 26.599 -4.219 4.274  -0.988 H20 A1BSK 36 
A1BSK H21 H10 H  0 1 N N N N N N 14.250 14.232 26.256 -6.038 4.184  -1.274 H21 A1BSK 37 
A1BSK H16 H11 H  0 1 N N N N N N 13.291 14.703 23.938 -3.181 2.353  0.558  H16 A1BSK 38 
A1BSK H18 H12 H  0 1 N N N N N N 14.282 17.294 26.994 -6.429 4.136  1.232  H18 A1BSK 39 
A1BSK H19 H13 H  0 1 N N N N N N 12.800 16.338 26.651 -4.609 4.226  1.518  H19 A1BSK 40 
A1BSK H15 H14 H  0 1 N N N N N N 12.568 14.884 20.793 -3.154 -1.805 -1.069 H15 A1BSK 41 
A1BSK H14 H15 H  0 1 N N N N N N 12.575 16.673 20.631 -3.604 -2.083 0.630  H14 A1BSK 42 
A1BSK H10 H16 H  0 1 N N N N N N 10.343 13.617 20.192 0.501  -2.369 -0.547 H10 A1BSK 43 
A1BSK H11 H17 H  0 1 N N N N N N 8.839  14.597 20.242 -0.745 -2.125 -1.797 H11 A1BSK 44 
A1BSK H23 H18 H  0 1 N N N N N N 11.672 13.832 22.863 -1.950 0.331  -1.713 H23 A1BSK 45 
A1BSK H22 H19 H  0 1 N N N N N N 10.613 14.792 23.951 -1.348 1.398  -0.420 H22 A1BSK 46 
A1BSK H3  H20 H  0 1 N N N N N N 10.602 9.250  22.087 5.492  0.664  -3.189 H3  A1BSK 47 
A1BSK H2  H21 H  0 1 N N N N N N 9.998  8.583  23.642 4.080  0.716  -4.271 H2  A1BSK 48 
A1BSK H4  H22 H  0 1 N N N N N N 8.888  8.733  22.238 4.436  2.096  -3.205 H4  A1BSK 49 
A1BSK H6  H23 H  0 1 N N N N N N 5.955  8.985  25.825 6.299  2.409  0.805  H6  A1BSK 50 
A1BSK H5  H24 H  0 1 N N N N N N 7.820  8.566  24.272 5.672  1.926  -1.526 H5  A1BSK 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 
A1BSK C   O   SING N N 1  
A1BSK O   C1  SING N N 2  
A1BSK C1  C2  DOUB Y N 3  
A1BSK C2  C3  SING Y N 4  
A1BSK C3  C4  DOUB Y N 5  
A1BSK C4  C5  SING Y N 6  
A1BSK CL  C5  SING N N 7  
A1BSK C5  C6  DOUB Y N 8  
A1BSK C1  C6  SING Y N 9  
A1BSK C6  C7  SING N N 10 
A1BSK C7  C8  SING N N 11 
A1BSK O1  C8  DOUB N N 12 
A1BSK C8  N   SING N N 13 
A1BSK N   C9  SING N N 14 
A1BSK C9  C10 SING N N 15 
A1BSK C11 C10 SING N N 16 
A1BSK N1  C11 SING N N 17 
A1BSK O2  C11 DOUB N N 18 
A1BSK C10 C12 SING N N 19 
A1BSK C12 C13 SING N N 20 
A1BSK C13 C14 SING N N 21 
A1BSK C14 O3  DOUB N N 22 
A1BSK N2  C14 SING N N 23 
A1BSK C15 N2  SING N N 24 
A1BSK C15 C16 SING N N 25 
A1BSK C16 C17 SING N N 26 
A1BSK C17 C15 SING N N 27 
A1BSK C18 C13 SING N N 28 
A1BSK N   C18 SING N N 29 
A1BSK N1  H13 SING N N 30 
A1BSK N1  H12 SING N N 31 
A1BSK C4  H7  SING N N 32 
A1BSK C7  H8  SING N N 33 
A1BSK C7  H9  SING N N 34 
A1BSK C10 H   SING N N 35 
A1BSK C13 H1  SING N N 36 
A1BSK C15 H17 SING N N 37 
A1BSK C17 H20 SING N N 38 
A1BSK C17 H21 SING N N 39 
A1BSK N2  H16 SING N N 40 
A1BSK C16 H18 SING N N 41 
A1BSK C16 H19 SING N N 42 
A1BSK C12 H15 SING N N 43 
A1BSK C12 H14 SING N N 44 
A1BSK C9  H10 SING N N 45 
A1BSK C9  H11 SING N N 46 
A1BSK C18 H23 SING N N 47 
A1BSK C18 H22 SING N N 48 
A1BSK C   H3  SING N N 49 
A1BSK C   H2  SING N N 50 
A1BSK C   H4  SING N N 51 
A1BSK C3  H6  SING N N 52 
A1BSK C2  H5  SING N N 53 
# 
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 
A1BSK SMILES           ACDLabs              14.52   "O=C(Cc1c(OC)cccc1Cl)N1CC(CC(C1)C(=O)NC1CC1)C(N)=O"                                                                                                  
A1BSK InChI            InChI                1.06    "InChI=1S/C19H24ClN3O4/c1-27-16-4-2-3-15(20)14(16)8-17(24)23-9-11(18(21)25)7-12(10-23)19(26)22-13-5-6-13/h2-4,11-13H,5-10H2,1H3,(H2,21,25)(H,22,26)" 
A1BSK InChIKey         InChI                1.06    GPQKHKQSBRCPLG-UHFFFAOYSA-N                                                                                                                          
A1BSK SMILES_CANONICAL CACTVS               3.385   "COc1cccc(Cl)c1CC(=O)N2C[C@@H](C[C@@H](C2)C(=O)NC3CC3)C(N)=O"                                                                                        
A1BSK SMILES           CACTVS               3.385   "COc1cccc(Cl)c1CC(=O)N2C[CH](C[CH](C2)C(=O)NC3CC3)C(N)=O"                                                                                            
A1BSK SMILES_CANONICAL "OpenEye OEToolkits" 3.1.0.0 "COc1cccc(c1CC(=O)N2C[C@@H](C[C@@H](C2)C(=O)NC3CC3)C(=O)N)Cl"                                                                                        
A1BSK SMILES           "OpenEye OEToolkits" 3.1.0.0 "COc1cccc(c1CC(=O)N2CC(CC(C2)C(=O)NC3CC3)C(=O)N)Cl"                                                                                                  
# 
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 
A1BSK "SYSTEMATIC NAME" ACDLabs              14.52   "(3R,5S)-1-[(2-chloro-6-methoxyphenyl)acetyl]-N~3~-cyclopropylpiperidine-3,5-dicarboxamide"                 
A1BSK "SYSTEMATIC NAME" "OpenEye OEToolkits" 3.1.0.0 "(3~{R},5~{S})-1-[2-(2-chloranyl-6-methoxy-phenyl)ethanoyl]-~{N}5-cyclopropyl-piperidine-3,5-dicarboxamide" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
A1BSK "Create component" 2025-01-14 RCSB 
A1BSK "Initial release"  2025-02-26 RCSB 
# 
