data_A1ATE
# 
_chem_comp.id                                    A1ATE 
_chem_comp.name                                  "(3S,5R)-1-[4-(1-carbamimidoyl-L-prolyl)piperazine-1-carbonyl]-N-(4-chloro-3-fluorophenyl)-5-(hydroxymethyl)piperidine-3-carboxamide" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C24 H33 Cl F N7 O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2024-05-28 
_chem_comp.pdbx_modified_date                    2025-03-28 
_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                        538.015 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1ATE 
_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        9BXY 
_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 
A1ATE C10 C1  C  0 1 N N N N N N -4.126 15.987 -13.914 4.006   -0.797 -0.310 C10 A1ATE 1  
A1ATE CG  C2  C  0 1 N N S N N N -2.512 10.420 -6.751  -6.707  1.296  -0.159 CG  A1ATE 2  
A1ATE ND1 N1  N  0 1 N N N N N N -2.527 9.137  -6.481  -8.006  0.613  -0.088 ND1 A1ATE 3  
A1ATE CD2 C3  C  0 1 N N N N N N -2.631 11.259 -5.328  -6.929  2.753  0.301  CD2 A1ATE 4  
A1ATE CE1 C4  C  0 1 N N N N N N -3.033 10.436 -4.417  -8.448  2.963  0.067  CE1 A1ATE 5  
A1ATE CE2 C5  C  0 1 N N N N N N -2.502 9.064  -4.900  -9.014  1.564  0.417  CE2 A1ATE 6  
A1ATE CZ  C6  C  0 1 N N N N N N -2.535 7.975  -7.408  -8.243  -0.696 -0.435 CZ  A1ATE 7  
A1ATE NH1 N2  N  0 1 N N N N N N -2.549 8.097  -8.670  -7.267  -1.442 -0.870 NH1 A1ATE 8  
A1ATE NH2 N3  N  0 1 N N N N N N -2.537 6.807  -6.923  -9.510  -1.218 -0.322 NH2 A1ATE 9  
A1ATE C01 C7  C  0 1 N N N N N N -1.178 10.716 -7.470  -5.719  0.616  0.754  C01 A1ATE 10 
A1ATE C03 C8  C  0 1 N N N N N N 0.180  11.684 -9.408  -3.422  0.158  1.467  C03 A1ATE 11 
A1ATE C04 C9  C  0 1 N N N N N N 0.425  13.101 -9.905  -2.433  -0.632 0.601  C04 A1ATE 12 
A1ATE C06 C10 C  0 1 N N N N N N -0.796 15.202 -10.401 -0.618  0.445  -0.639 C06 A1ATE 13 
A1ATE C08 C11 C  0 1 N N N N N N -3.356 15.860 -11.264 1.680   -0.017 0.069  C08 A1ATE 14 
A1ATE C09 C12 C  0 1 N N S N N N -3.083 16.137 -12.759 2.553   -1.105 -0.565 C09 A1ATE 15 
A1ATE C13 C13 C  0 1 Y N N N N N -4.258 15.768 -16.466 5.859   0.691  -0.436 C13 A1ATE 16 
A1ATE C14 C14 C  0 1 Y N N N N N -5.637 15.638 -16.445 6.826   -0.303 -0.350 C14 A1ATE 17 
A1ATE C15 C15 C  0 1 Y N N N N N -6.308 15.509 -17.631 8.130   0.030  -0.031 C15 A1ATE 18 
A1ATE C17 C16 C  0 1 Y N N N N N -5.607 15.500 -18.823 8.470   1.353  0.202  C17 A1ATE 19 
A1ATE C19 C17 C  0 1 Y N N N N N -4.238 15.629 -18.842 7.508   2.343  0.117  C19 A1ATE 20 
A1ATE C20 C18 C  0 1 Y N N N N N -3.558 15.768 -17.653 6.205   2.016  -0.208 C20 A1ATE 21 
A1ATE C21 C19 C  0 1 N N N N N N -2.638 17.577 -12.937 2.202   -2.460 0.055  C21 A1ATE 22 
A1ATE C22 C20 C  0 1 N N R N N N -1.443 18.082 -12.193 0.735   -2.790 -0.232 C22 A1ATE 23 
A1ATE C23 C21 C  0 1 N N N N N N -1.486 17.492 -10.751 -0.158  -1.721 0.405  C23 A1ATE 24 
A1ATE C25 C22 C  0 1 N N N N N N -1.880 12.882 -10.622 -2.914  0.904  -1.351 C25 A1ATE 25 
A1ATE C26 C23 C  0 1 N N N N N N -2.242 11.993 -9.445  -3.904  1.694  -0.486 C26 A1ATE 26 
A1ATE C27 C24 C  0 1 N N N N N N -1.278 19.604 -11.878 0.395   -4.159 0.360  C27 A1ATE 27 
A1ATE F16 F1  F  0 1 N N N N N N -7.654 15.405 -17.611 9.071   -0.935 0.054  F16 A1ATE 28 
A1ATE N02 N4  N  0 1 N N N N N N -1.091 11.450 -8.742  -4.397  0.815  0.585  N02 A1ATE 29 
A1ATE N05 N5  N  0 1 N N N N N N -0.788 13.759 -10.316 -1.940  0.246  -0.469 N05 A1ATE 30 
A1ATE N07 N6  N  0 1 N N N N N N -1.918 16.074 -10.764 0.269   -0.400 -0.075 N07 A1ATE 31 
A1ATE N12 N7  N  0 1 N N N N N N -3.508 15.907 -15.247 4.538   0.357  -0.759 N12 A1ATE 32 
A1ATE O11 O1  O  0 1 N N N N N N -5.285 15.946 -13.725 4.694   -1.584 0.305  O11 A1ATE 33 
A1ATE O24 O2  O  0 1 N N N N N N 0.231  15.699 -10.096 -0.224  1.387  -1.300 O24 A1ATE 34 
A1ATE O27 O3  O  0 1 N N N N N N -0.174 10.320 -6.982  -6.114  -0.112 1.640  O27 A1ATE 35 
A1ATE O28 O4  O  0 1 N N N N N N -0.020 19.724 -11.226 -0.939  -4.518 -0.007 O28 A1ATE 36 
A1ATE CL1 CL1 CL 0 0 N N N N N N -6.428 15.314 -20.389 10.108  1.769  0.603  CL1 A1ATE 37 
A1ATE H1  H1  H  0 1 N N N N N N -3.347 10.730 -7.396  -6.337  1.284  -1.184 H1  A1ATE 38 
A1ATE H2  H2  H  0 1 N N N N N N -1.649 11.671 -5.053  -6.682  2.865  1.357  H2  A1ATE 39 
A1ATE H3  H3  H  0 1 N N N N N N -3.355 12.080 -5.437  -6.345  3.443  -0.308 H3  A1ATE 40 
A1ATE H4  H4  H  0 1 N N N N N N -2.608 10.698 -3.437  -8.845  3.724  0.738  H4  A1ATE 41 
A1ATE H5  H5  H  0 1 N N N N N N -4.131 10.430 -4.351  -8.651  3.219  -0.973 H5  A1ATE 42 
A1ATE H6  H6  H  0 1 N N N N N N -3.152 8.252  -4.542  -9.969  1.406  -0.083 H6  A1ATE 43 
A1ATE H7  H7  H  0 1 N N N N N N -1.476 8.899  -4.538  -9.127  1.460  1.496  H7  A1ATE 44 
A1ATE H8  H8  H  0 1 N N N N N N -2.554 9.056  -8.954  -6.374  -1.073 -0.950 H8  A1ATE 45 
A1ATE H9  H9  H  0 1 N N N N N N -2.533 6.677  -5.931  -10.236 -0.663 0.003  H9  A1ATE 46 
A1ATE H10 H10 H  0 1 N N N N N N -2.542 6.013  -7.531  -9.677  -2.142 -0.566 H10 A1ATE 47 
A1ATE H11 H11 H  0 1 N N N N N N 0.234  11.010 -10.275 -3.941  -0.522 2.142  H11 A1ATE 48 
A1ATE H12 H12 H  0 1 N N N N N N 0.982  11.433 -8.698  -2.887  0.911  2.045  H12 A1ATE 49 
A1ATE H13 H13 H  0 1 N N N N N N 1.112  13.060 -10.763 -1.596  -0.966 1.215  H13 A1ATE 50 
A1ATE H14 H14 H  0 1 N N N N N N 0.885  13.684 -9.094  -2.935  -1.496 0.167  H14 A1ATE 51 
A1ATE H15 H15 H  0 1 N N N N N N -4.064 16.579 -10.826 1.926   0.079  1.126  H15 A1ATE 52 
A1ATE H16 H16 H  0 1 N N N N N N -3.715 14.836 -11.085 1.854   0.933  -0.435 H16 A1ATE 53 
A1ATE H17 H17 H  0 1 N N N N N N -2.226 15.507 -13.038 2.371   -1.138 -1.639 H17 A1ATE 54 
A1ATE H18 H18 H  0 1 N N N N N N -6.174 15.638 -15.508 6.560   -1.333 -0.532 H18 A1ATE 55 
A1ATE H19 H19 H  0 1 N N N N N N -3.702 15.621 -19.780 7.775   3.373  0.300  H19 A1ATE 56 
A1ATE H20 H20 H  0 1 N N N N N N -2.483 15.876 -17.651 5.455   2.789  -0.274 H20 A1ATE 57 
A1ATE H21 H21 H  0 1 N N N N N N -2.429 17.716 -14.008 2.839   -3.232 -0.376 H21 A1ATE 58 
A1ATE H22 H22 H  0 1 N N N N N N -3.487 18.212 -12.644 2.361   -2.419 1.133  H22 A1ATE 59 
A1ATE H23 H23 H  0 1 N N N N N N -0.528 17.727 -12.689 0.571   -2.807 -1.309 H23 A1ATE 60 
A1ATE H24 H24 H  0 1 N N N N N N -0.482 17.557 -10.307 -1.196  -1.895 0.122  H24 A1ATE 61 
A1ATE H25 H25 H  0 1 N N N N N N -2.194 18.077 -10.145 -0.064  -1.765 1.490  H25 A1ATE 62 
A1ATE H26 H26 H  0 1 N N N N N N -2.757 13.488 -10.892 -3.452  0.151  -1.927 H26 A1ATE 63 
A1ATE H27 H27 H  0 1 N N N N N N -1.597 12.246 -11.474 -2.395  1.584  -2.027 H27 A1ATE 64 
A1ATE H28 H28 H  0 1 N N N N N N -2.835 12.585 -8.733  -3.400  2.556  -0.049 H28 A1ATE 65 
A1ATE H29 H29 H  0 1 N N N N N N -2.848 11.154 -9.818  -4.740  2.028  -1.099 H29 A1ATE 66 
A1ATE H30 H30 H  0 1 N N N N N N -1.287 20.192 -12.808 1.091   -4.904 -0.025 H30 A1ATE 67 
A1ATE H31 H31 H  0 1 N N N N N N -2.087 19.950 -11.218 0.473   -4.115 1.446  H31 A1ATE 68 
A1ATE H32 H32 H  0 1 N N N N N N -2.511 15.952 -15.309 4.007   0.956  -1.306 H32 A1ATE 69 
A1ATE H33 H33 H  0 1 N N N N N N 0.138  20.635 -11.007 -1.223  -5.377 0.334  H33 A1ATE 70 
# 
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 
A1ATE CL1 C17 SING N N 1  
A1ATE C19 C17 DOUB Y N 2  
A1ATE C19 C20 SING Y N 3  
A1ATE C17 C15 SING Y N 4  
A1ATE C20 C13 DOUB Y N 5  
A1ATE C15 F16 SING N N 6  
A1ATE C15 C14 DOUB Y N 7  
A1ATE C13 C14 SING Y N 8  
A1ATE C13 N12 SING N N 9  
A1ATE N12 C10 SING N N 10 
A1ATE C10 O11 DOUB N N 11 
A1ATE C10 C09 SING N N 12 
A1ATE C21 C09 SING N N 13 
A1ATE C21 C22 SING N N 14 
A1ATE C09 C08 SING N N 15 
A1ATE C22 C27 SING N N 16 
A1ATE C22 C23 SING N N 17 
A1ATE C27 O28 SING N N 18 
A1ATE C08 N07 SING N N 19 
A1ATE N07 C23 SING N N 20 
A1ATE N07 C06 SING N N 21 
A1ATE C25 N05 SING N N 22 
A1ATE C25 C26 SING N N 23 
A1ATE C06 N05 SING N N 24 
A1ATE C06 O24 DOUB N N 25 
A1ATE N05 C04 SING N N 26 
A1ATE C04 C03 SING N N 27 
A1ATE C26 N02 SING N N 28 
A1ATE C03 N02 SING N N 29 
A1ATE N02 C01 SING N N 30 
A1ATE NH1 CZ  DOUB N N 31 
A1ATE C01 O27 DOUB N N 32 
A1ATE C01 CG  SING N N 33 
A1ATE CZ  NH2 SING N N 34 
A1ATE CZ  ND1 SING N N 35 
A1ATE CG  ND1 SING N N 36 
A1ATE CG  CD2 SING N N 37 
A1ATE ND1 CE2 SING N N 38 
A1ATE CD2 CE1 SING N N 39 
A1ATE CE2 CE1 SING N N 40 
A1ATE CG  H1  SING N N 41 
A1ATE CD2 H2  SING N N 42 
A1ATE CD2 H3  SING N N 43 
A1ATE CE1 H4  SING N N 44 
A1ATE CE1 H5  SING N N 45 
A1ATE CE2 H6  SING N N 46 
A1ATE CE2 H7  SING N N 47 
A1ATE NH1 H8  SING N N 48 
A1ATE NH2 H9  SING N N 49 
A1ATE NH2 H10 SING N N 50 
A1ATE C03 H11 SING N N 51 
A1ATE C03 H12 SING N N 52 
A1ATE C04 H13 SING N N 53 
A1ATE C04 H14 SING N N 54 
A1ATE C08 H15 SING N N 55 
A1ATE C08 H16 SING N N 56 
A1ATE C09 H17 SING N N 57 
A1ATE C14 H18 SING N N 58 
A1ATE C19 H19 SING N N 59 
A1ATE C20 H20 SING N N 60 
A1ATE C21 H21 SING N N 61 
A1ATE C21 H22 SING N N 62 
A1ATE C22 H23 SING N N 63 
A1ATE C23 H24 SING N N 64 
A1ATE C23 H25 SING N N 65 
A1ATE C25 H26 SING N N 66 
A1ATE C25 H27 SING N N 67 
A1ATE C26 H28 SING N N 68 
A1ATE C26 H29 SING N N 69 
A1ATE C27 H30 SING N N 70 
A1ATE C27 H31 SING N N 71 
A1ATE N12 H32 SING N N 72 
A1ATE O28 H33 SING N N 73 
# 
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 
A1ATE SMILES           ACDLabs              12.01 "O=C(N1CC(CC(CO)C1)C(=O)Nc1ccc(Cl)c(F)c1)N1CCN(CC1)C(=O)C1CCCN1C(=N)N"                                                                                                                                                   
A1ATE InChI            InChI                1.06  "InChI=1S/C24H33ClFN7O4/c25-18-4-3-17(11-19(18)26)29-21(35)16-10-15(14-34)12-32(13-16)24(37)31-8-6-30(7-9-31)22(36)20-2-1-5-33(20)23(27)28/h3-4,11,15-16,20,34H,1-2,5-10,12-14H2,(H3,27,28)(H,29,35)/t15-,16+,20+/m1/s1" 
A1ATE InChIKey         InChI                1.06  LGQFHULBQDPCKS-GUXCAODWSA-N                                                                                                                                                                                              
A1ATE SMILES_CANONICAL CACTVS               3.385 "NC(=N)N1CCC[C@H]1C(=O)N2CCN(CC2)C(=O)N3C[C@H](CO)C[C@@H](C3)C(=O)Nc4ccc(Cl)c(F)c4"                                                                                                                                      
A1ATE SMILES           CACTVS               3.385 "NC(=N)N1CCC[CH]1C(=O)N2CCN(CC2)C(=O)N3C[CH](CO)C[CH](C3)C(=O)Nc4ccc(Cl)c(F)c4"                                                                                                                                          
A1ATE SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "[H]/N=C(\N)/N1CCC[C@H]1C(=O)N2CCN(CC2)C(=O)N3C[C@@H](C[C@@H](C3)C(=O)Nc4ccc(c(c4)F)Cl)CO"                                                                                                                               
A1ATE SMILES           "OpenEye OEToolkits" 2.0.7 "c1cc(c(cc1NC(=O)C2CC(CN(C2)C(=O)N3CCN(CC3)C(=O)C4CCCN4C(=N)N)CO)F)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 
A1ATE "SYSTEMATIC NAME" ACDLabs              12.01 "(3S,5R)-1-[4-(1-carbamimidoyl-L-prolyl)piperazine-1-carbonyl]-N-(4-chloro-3-fluorophenyl)-5-(hydroxymethyl)piperidine-3-carboxamide"                                        
A1ATE "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "(3~{S},5~{R})-1-[4-[(2~{S})-1-carbamimidoylpyrrolidin-2-yl]carbonylpiperazin-1-yl]carbonyl-~{N}-(4-chloranyl-3-fluoranyl-phenyl)-5-(hydroxymethyl)piperidine-3-carboxamide" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
A1ATE "Create component" 2024-05-28 RCSB 
A1ATE "Initial release"  2025-04-02 RCSB 
# 
