data_A1ATA
# 
_chem_comp.id                                    A1ATA 
_chem_comp.name                                  "(3S)-1-[4-(5-carbamimidamidopentanoyl)piperazine-1-carbonyl]-N-(4-chloro-3-fluorophenyl)piperidine-3-carboxamide" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C23 H31 Cl F N7 O3" 
_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                        507.989 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1ATA 
_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        9BXG 
_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 
A1ATA C10 C1  C  0 1 N N N N N N -4.464 -16.211 13.619 3.940   0.974  0.417  C10 A1ATA 1  
A1ATA CG  C2  C  0 1 N N S N N N -3.304 -10.673 6.380  -6.420  0.301  -0.811 CG  A1ATA 2  
A1ATA ND1 N1  N  0 1 N N N N N N -3.005 -9.123  5.811  -7.870  0.059  -0.926 ND1 A1ATA 3  
A1ATA CD2 C3  C  0 1 N N N N N N -3.449 -11.510 5.377  -6.301  1.752  -0.283 CD2 A1ATA 4  
A1ATA CE1 C4  C  0 1 N N N N N N -3.708 -10.584 4.137  -7.470  2.451  -1.025 CE1 A1ATA 5  
A1ATA CE2 C5  C  0 1 N N N N N N -2.984 -9.205  4.512  -8.553  1.352  -1.076 CE2 A1ATA 6  
A1ATA CZ  C6  C  0 1 N N N N N N -2.812 -7.894  6.627  -8.482  -1.172 -0.898 CZ  A1ATA 7  
A1ATA NH1 N2  N  0 1 N N N N N N -2.858 -7.918  7.889  -7.767  -2.252 -0.760 NH1 A1ATA 8  
A1ATA NH2 N3  N  0 1 N N N N N N -2.612 -6.818  6.037  -9.849  -1.263 -1.016 NH2 A1ATA 9  
A1ATA C01 C7  C  0 1 N N N N N N -2.058 -11.115 7.065  -5.804  -0.666 0.167  C01 A1ATA 10 
A1ATA C03 C8  C  0 1 N N N N N N -0.692 -12.379 8.657  -3.852  -1.773 1.145  C03 A1ATA 11 
A1ATA C04 C9  C  0 1 N N N N N N -0.696 -12.773 10.120 -2.803  -1.018 1.972  C04 A1ATA 12 
A1ATA C06 C10 C  0 1 N N N N N N -1.358 -15.213 10.420 -0.598  -0.435 1.083  C06 A1ATA 13 
A1ATA C08 C11 C  0 1 N N N N N N -3.855 -16.389 10.866 1.609   0.151  0.201  C08 A1ATA 14 
A1ATA C09 C12 C  0 1 N N S N N N -3.568 -16.395 12.386 2.512   1.216  0.831  C09 A1ATA 15 
A1ATA C13 C13 C  0 1 Y N N N N N -4.437 -15.856 16.257 5.837   -0.455 0.264  C13 A1ATA 16 
A1ATA C14 C14 C  0 1 Y N N N N N -5.823 -15.822 16.317 6.764   0.574  0.164  C14 A1ATA 17 
A1ATA C15 C15 C  0 1 Y N N N N N -6.455 -15.651 17.533 8.043   0.308  -0.290 C15 A1ATA 18 
A1ATA C17 C16 C  0 1 Y N N N N N -5.714 -15.508 18.684 8.398   -0.984 -0.646 C17 A1ATA 19 
A1ATA C19 C17 C  0 1 Y N N N N N -4.320 -15.543 18.629 7.475   -2.009 -0.547 C19 A1ATA 20 
A1ATA C20 C18 C  0 1 Y N N N N N -3.691 -15.719 17.416 6.197   -1.748 -0.093 C20 A1ATA 21 
A1ATA C21 C19 C  0 1 N N N N N N -2.931 -17.737 12.850 2.070   2.602  0.353  C21 A1ATA 22 
A1ATA C22 C20 C  0 1 N N N N N N -1.656 -18.176 12.193 0.630   2.862  0.801  C22 A1ATA 23 
A1ATA C23 C21 C  0 1 N N N N N N -1.755 -17.756 10.723 -0.294  1.816  0.170  C23 A1ATA 24 
A1ATA C25 C22 C  0 1 N N N N N N -3.000 -13.118 10.380 -2.550  0.673  0.106  C25 A1ATA 25 
A1ATA C26 C23 C  0 1 N N N N N N -3.184 -12.713 8.857  -3.598  -0.083 -0.720 C26 A1ATA 26 
A1ATA F16 F1  F  0 1 N N N N N N -7.801 -15.617 17.585 8.946   1.308  -0.389 F16 A1ATA 27 
A1ATA N02 N4  N  0 1 N N N N N N -2.036 -12.076 8.174  -4.467  -0.834 0.196  N02 A1ATA 28 
A1ATA N05 N5  N  0 1 N N N N N N -1.717 -13.773 10.350 -1.935  -0.266 1.055  N05 A1ATA 29 
A1ATA N07 N6  N  0 1 N N N N N N -2.324 -16.357 10.607 0.209   0.477  0.506  N07 A1ATA 30 
A1ATA N12 N7  N  0 1 N N N N N N -3.754 -16.041 14.971 4.544   -0.190 0.729  N12 A1ATA 31 
A1ATA O11 O1  O  0 1 N N N N N N -5.603 -16.213 13.491 4.545   1.824  -0.201 O11 A1ATA 32 
A1ATA O24 O2  O  0 1 N N N N N N -0.187 -15.484 10.305 -0.120  -1.411 1.630  O24 A1ATA 33 
A1ATA O27 O3  O  0 1 N N N N N N -1.029 -10.706 6.655  -6.510  -1.292 0.928  O27 A1ATA 34 
A1ATA CL1 CL1 CL 0 0 N N N N N N -6.545 -15.280 20.260 10.004  -1.315 -1.217 CL1 A1ATA 35 
A1ATA H1  H1  H  0 1 N N N N N N -4.156 -10.641 7.075  -5.941  0.211  -1.786 H1  A1ATA 36 
A1ATA H4  H4  H  0 1 N N N N N N -2.537 -12.108 5.233  -6.446  1.788  0.797  H4  A1ATA 37 
A1ATA H5  H5  H  0 1 N N N N N N -4.304 -12.180 5.549  -5.343  2.191  -0.562 H5  A1ATA 38 
A1ATA H6  H6  H  0 1 N N N N N N -3.269 -11.020 3.227  -7.823  3.315  -0.462 H6  A1ATA 39 
A1ATA H7  H7  H  0 1 N N N N N N -4.786 -10.429 3.985  -7.169  2.742  -2.032 H7  A1ATA 40 
A1ATA H8  H8  H  0 1 N N N N N N -3.526 -8.357  4.068  -9.073  1.388  -2.033 H8  A1ATA 41 
A1ATA H9  H9  H  0 1 N N N N N N -1.946 -9.208  4.147  -9.263  1.494  -0.261 H9  A1ATA 42 
A1ATA H10 H10 H  0 1 N N N N N N -2.719 -7.011  8.286  -8.198  -3.121 -0.740 H10 A1ATA 43 
A1ATA H11 H11 H  0 1 N N N N N N -2.488 -5.976  6.562  -10.381 -0.458 -1.119 H11 A1ATA 44 
A1ATA H12 H12 H  0 1 N N N N N N -2.575 -6.795  5.038  -10.281 -2.131 -0.996 H12 A1ATA 45 
A1ATA H13 H13 H  0 1 N N N N N N -0.059 -11.489 8.530  -3.371  -2.584 0.597  H13 A1ATA 46 
A1ATA H14 H14 H  0 1 N N N N N N -0.280 -13.210 8.066  -4.617  -2.178 1.807  H14 A1ATA 47 
A1ATA H15 H15 H  0 1 N N N N N N 0.287  -13.185 10.391 -3.302  -0.328 2.652  H15 A1ATA 48 
A1ATA H16 H16 H  0 1 N N N N N N -0.906 -11.887 10.737 -2.205  -1.729 2.542  H16 A1ATA 49 
A1ATA H17 H17 H  0 1 N N N N N N -4.358 -17.294 10.496 1.754   0.141  -0.880 H17 A1ATA 50 
A1ATA H18 H18 H  0 1 N N N N N N -4.394 -15.498 10.510 1.855   -0.827 0.613  H18 A1ATA 51 
A1ATA H19 H19 H  0 1 N N N N N N -2.765 -15.654 12.516 2.434   1.164  1.917  H19 A1ATA 52 
A1ATA H20 H20 H  0 1 N N N N N N -6.406 -15.929 15.414 6.487   1.580  0.441  H20 A1ATA 53 
A1ATA H21 H21 H  0 1 N N N N N N -3.738 -15.433 19.532 7.754   -3.015 -0.824 H21 A1ATA 54 
A1ATA H22 H22 H  0 1 N N N N N N -2.612 -15.750 17.369 5.477   -2.550 -0.016 H22 A1ATA 55 
A1ATA H23 H23 H  0 1 N N N N N N -2.730 -17.648 13.928 2.726   3.359  0.780  H23 A1ATA 56 
A1ATA H24 H24 H  0 1 N N N N N N -3.676 -18.528 12.680 2.125   2.645  -0.735 H24 A1ATA 57 
A1ATA H25 H25 H  0 1 N N N N N N -0.795 -17.686 12.671 0.569   2.794  1.887  H25 A1ATA 58 
A1ATA H26 H26 H  0 1 N N N N N N -1.546 -19.268 12.269 0.324   3.858  0.480  H26 A1ATA 59 
A1ATA H27 H27 H  0 1 N N N N N N -0.752 -17.777 10.272 -1.304  1.936  0.563  H27 A1ATA 60 
A1ATA H28 H28 H  0 1 N N N N N N -2.411 -18.459 10.189 -0.304  1.942  -0.912 H28 A1ATA 61 
A1ATA H29 H29 H  0 1 N N N N N N -2.984 -12.232 11.032 -1.785  1.078  -0.555 H29 A1ATA 62 
A1ATA H30 H30 H  0 1 N N N N N N -3.794 -13.804 10.712 -3.030  1.483  0.654  H30 A1ATA 63 
A1ATA H31 H31 H  0 1 N N N N N N -3.431 -13.629 8.300  -4.196  0.629  -1.290 H31 A1ATA 64 
A1ATA H32 H32 H  0 1 N N N N N N -4.030 -12.012 8.803  -3.099  -0.773 -1.401 H32 A1ATA 65 
A1ATA H33 H33 H  0 1 N N N N N N -2.754 -16.058 14.975 4.082   -0.845 1.276  H33 A1ATA 66 
# 
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 
A1ATA C10 C09 SING N N 1  
A1ATA C10 N12 SING N N 2  
A1ATA C10 O11 DOUB N N 3  
A1ATA CG  CD2 SING N N 4  
A1ATA CG  C01 SING N N 5  
A1ATA ND1 CE2 SING N N 6  
A1ATA ND1 CZ  SING N N 7  
A1ATA CD2 CE1 SING N N 8  
A1ATA CE1 CE2 SING N N 9  
A1ATA CZ  NH1 DOUB N N 10 
A1ATA CZ  NH2 SING N N 11 
A1ATA C01 N02 SING N N 12 
A1ATA C01 O27 DOUB N N 13 
A1ATA C03 C04 SING N N 14 
A1ATA C03 N02 SING N N 15 
A1ATA C04 N05 SING N N 16 
A1ATA C06 N05 SING N N 17 
A1ATA C06 N07 SING N N 18 
A1ATA C06 O24 DOUB N N 19 
A1ATA C08 C09 SING N N 20 
A1ATA C08 N07 SING N N 21 
A1ATA C09 C21 SING N N 22 
A1ATA C13 C14 DOUB Y N 23 
A1ATA C13 C20 SING Y N 24 
A1ATA C13 N12 SING N N 25 
A1ATA C14 C15 SING Y N 26 
A1ATA C15 C17 DOUB Y N 27 
A1ATA C15 F16 SING N N 28 
A1ATA C17 C19 SING Y N 29 
A1ATA C17 CL1 SING N N 30 
A1ATA C19 C20 DOUB Y N 31 
A1ATA C21 C22 SING N N 32 
A1ATA C22 C23 SING N N 33 
A1ATA C23 N07 SING N N 34 
A1ATA C25 C26 SING N N 35 
A1ATA C25 N05 SING N N 36 
A1ATA C26 N02 SING N N 37 
A1ATA CG  H1  SING N N 38 
A1ATA CD2 H4  SING N N 39 
A1ATA CD2 H5  SING N N 40 
A1ATA CE1 H6  SING N N 41 
A1ATA CE1 H7  SING N N 42 
A1ATA CE2 H8  SING N N 43 
A1ATA CE2 H9  SING N N 44 
A1ATA NH1 H10 SING N N 45 
A1ATA NH2 H11 SING N N 46 
A1ATA NH2 H12 SING N N 47 
A1ATA C03 H13 SING N N 48 
A1ATA C03 H14 SING N N 49 
A1ATA C04 H15 SING N N 50 
A1ATA C04 H16 SING N N 51 
A1ATA C08 H17 SING N N 52 
A1ATA C08 H18 SING N N 53 
A1ATA C09 H19 SING N N 54 
A1ATA C14 H20 SING N N 55 
A1ATA C19 H21 SING N N 56 
A1ATA C20 H22 SING N N 57 
A1ATA C21 H23 SING N N 58 
A1ATA C21 H24 SING N N 59 
A1ATA C22 H25 SING N N 60 
A1ATA C22 H26 SING N N 61 
A1ATA C23 H27 SING N N 62 
A1ATA C23 H28 SING N N 63 
A1ATA C25 H29 SING N N 64 
A1ATA C25 H30 SING N N 65 
A1ATA C26 H31 SING N N 66 
A1ATA C26 H32 SING N N 67 
A1ATA N12 H33 SING N N 68 
A1ATA ND1 CG  SING N N 69 
# 
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 
A1ATA SMILES           ACDLabs              12.01 "O=C(N1CCCC(C1)C(=O)Nc1ccc(Cl)c(F)c1)N1CCN(CC1)C(=O)C1CCCN1C(=N)N"                                                                                                                                    
A1ATA InChI            InChI                1.06  "InChI=1S/C23H31ClFN7O3/c24-17-6-5-16(13-18(17)25)28-20(33)15-3-1-7-31(14-15)23(35)30-11-9-29(10-12-30)21(34)19-4-2-8-32(19)22(26)27/h5-6,13,15,19H,1-4,7-12,14H2,(H3,26,27)(H,28,33)/t15-,19-/m0/s1" 
A1ATA InChIKey         InChI                1.06  KRLGKLPZGXGHSI-KXBFYZLASA-N                                                                                                                                                                           
A1ATA SMILES_CANONICAL CACTVS               3.385 "NC(=N)N1CCC[C@H]1C(=O)N2CCN(CC2)C(=O)N3CCC[C@@H](C3)C(=O)Nc4ccc(Cl)c(F)c4"                                                                                                                           
A1ATA SMILES           CACTVS               3.385 "NC(=N)N1CCC[CH]1C(=O)N2CCN(CC2)C(=O)N3CCC[CH](C3)C(=O)Nc4ccc(Cl)c(F)c4"                                                                                                                              
A1ATA SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "[H]/N=C(\N)/N1CCC[C@H]1C(=O)N2CCN(CC2)C(=O)N3CCC[C@@H](C3)C(=O)Nc4ccc(c(c4)F)Cl"                                                                                                                     
A1ATA SMILES           "OpenEye OEToolkits" 2.0.7 "c1cc(c(cc1NC(=O)C2CCCN(C2)C(=O)N3CCN(CC3)C(=O)C4CCCN4C(=N)N)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 
A1ATA "SYSTEMATIC NAME" ACDLabs              12.01 "(3S)-1-[4-(1-carbamimidoyl-L-prolyl)piperazine-1-carbonyl]-N-(4-chloro-3-fluorophenyl)piperidine-3-carboxamide"                                     
A1ATA "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "(3~{S})-1-[4-[(2~{S})-1-carbamimidoylpyrrolidin-2-yl]carbonylpiperazin-1-yl]carbonyl-~{N}-(4-chloranyl-3-fluoranyl-phenyl)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 
A1ATA "Create component"   2024-05-28 RCSB 
A1ATA "Modify value order" 2024-05-29 RCSB 
A1ATA "Initial release"    2025-04-02 RCSB 
# 
