data_A1AS8
# 
_chem_comp.id                                    A1AS8 
_chem_comp.name                                  "(3S)-1-[4-(2-carbamimidamidoethyl)piperazine-1-carbonyl]-N-(4-chloro-3-fluorophenyl)piperidine-3-carboxamide" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C20 H29 Cl F N7 O2" 
_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                        453.941 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1AS8 
_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        9BXF 
_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 
A1AS8 C10 C1  C  0 1 N N N N N N -2.635 17.539 -14.602 -3.113 1.002  -0.406 C10 A1AS8 1  
A1AS8 CD  C2  C  0 1 N N N N N N -1.968 10.196 -7.990  7.447  -0.221 0.497  CD  A1AS8 2  
A1AS8 NE  N1  N  0 1 N N N N N N -1.651 10.056 -6.523  8.640  -0.811 1.109  NE  A1AS8 3  
A1AS8 CZ  C3  C  0 1 N N N N N N -1.565 8.655  -5.860  9.565  -0.005 1.730  CZ  A1AS8 4  
A1AS8 NH1 N2  N  0 1 N N N N N N -1.317 8.508  -4.635  9.369  1.355  1.777  NH1 A1AS8 5  
A1AS8 NH2 N3  N  0 1 N N N N N N -1.774 7.637  -6.557  10.626 -0.530 2.274  NH2 A1AS8 6  
A1AS8 C01 C4  C  0 1 N N N N N N -1.899 11.677 -8.463  6.590  -1.327 -0.121 C01 A1AS8 7  
A1AS8 C03 C5  C  0 1 N N N N N N -0.033 12.840 -8.331  4.522  -0.136 0.284  C03 A1AS8 8  
A1AS8 C04 C6  C  0 1 N N N N N N -0.290 14.352 -8.397  3.384  0.625  -0.405 C04 A1AS8 9  
A1AS8 C06 C7  C  0 1 N N N N N N -1.031 16.321 -9.757  1.372  -0.442 -1.316 C06 A1AS8 10 
A1AS8 C08 C8  C  0 1 N N N N N N -1.503 16.732 -12.396 -0.788 0.138  -0.320 C08 A1AS8 11 
A1AS8 C09 C9  C  0 1 N N S N N N -1.493 17.818 -13.523 -1.699 1.242  -0.868 C09 A1AS8 12 
A1AS8 C13 C10 C  0 1 Y N N N N N -3.320 17.315 -17.111 -5.021 -0.409 -0.229 C13 A1AS8 13 
A1AS8 C14 C11 C  0 1 Y N N N N N -4.715 17.327 -16.881 -5.928 0.626  -0.044 C14 A1AS8 14 
A1AS8 C15 C12 C  0 1 Y N N N N N -5.598 17.084 -17.937 -7.188 0.358  0.461  C15 A1AS8 15 
A1AS8 C17 C13 C  0 1 Y N N N N N -5.107 16.827 -19.233 -7.543 -0.942 0.783  C17 A1AS8 16 
A1AS8 C19 C14 C  0 1 Y N N N N N -3.721 16.813 -19.463 -6.640 -1.974 0.600  C19 A1AS8 17 
A1AS8 C20 C15 C  0 1 Y N N N N N -2.839 17.055 -18.410 -5.383 -1.711 0.089  C20 A1AS8 18 
A1AS8 C21 C16 C  0 1 N N N N N N -1.756 19.204 -13.114 -1.216 2.599  -0.351 C21 A1AS8 19 
A1AS8 C22 C17 C  0 1 N N N N N N -1.013 19.356 -11.873 0.209  2.858  -0.846 C22 A1AS8 20 
A1AS8 C23 C18 C  0 1 N N N N N N -1.785 18.592 -10.795 1.141  1.773  -0.298 C23 A1AS8 21 
A1AS8 C25 C19 C  0 1 N N N N N N -0.414 13.828 -10.699 3.537  -1.033 -2.304 C25 A1AS8 22 
A1AS8 C26 C20 C  0 1 N N N N N N -1.004 12.418 -10.445 4.669  -1.728 -1.539 C26 A1AS8 23 
A1AS8 F16 F1  F  0 1 N N N N N N -6.931 17.089 -17.742 -8.071 1.364  0.641  F16 A1AS8 24 
A1AS8 N02 N4  N  0 1 N N N N N N -0.836 11.995 -9.104  5.394  -0.735 -0.735 N02 A1AS8 25 
A1AS8 N05 N5  N  0 1 N N N N N N -0.620 14.846 -9.681  2.711  -0.289 -1.341 N05 A1AS8 26 
A1AS8 N07 N6  N  0 1 N N N N N N -1.422 17.153 -10.963 0.603  0.456  -0.668 N07 A1AS8 27 
A1AS8 N12 N7  N  0 1 N N N N N N -2.325 17.563 -16.047 -3.746 -0.140 -0.740 N12 A1AS8 28 
A1AS8 O11 O1  O  0 1 N N N N N N -3.727 17.344 -14.215 -3.680 1.834  0.269  O11 A1AS8 29 
A1AS8 O24 O2  O  0 1 N N N N N N -1.064 16.925 -8.686  0.857  -1.389 -1.877 O24 A1AS8 30 
A1AS8 CL1 CL1 CL 0 0 N N N N N N -6.248 16.522 -20.558 -9.124 -1.277 1.417  CL1 A1AS8 31 
A1AS8 H1  H1  H  0 1 N N N N N N -2.983 9.812  -8.172  6.870  0.304  1.258  H1  A1AS8 32 
A1AS8 H2  H2  H  0 1 N N N N N N -1.243 9.605  -8.568  7.747  0.483  -0.280 H2  A1AS8 33 
A1AS8 H3  H3  H  0 1 N N N N N N -1.494 10.875 -5.971  8.778  -1.771 1.075  H3  A1AS8 34 
A1AS8 H4  H4  H  0 1 N N N N N N -1.168 9.309  -4.055  8.580  1.746  1.372  H4  A1AS8 35 
A1AS8 H5  H5  H  0 1 N N N N N N -1.269 7.590  -4.241  10.022 1.924  2.215  H5  A1AS8 36 
A1AS8 H6  H6  H  0 1 N N N N N N -1.713 6.796  -6.019  11.278 0.039  2.713  H6  A1AS8 37 
A1AS8 H7  H7  H  0 1 N N N N N N -1.967 12.322 -7.574  7.168  -1.852 -0.883 H7  A1AS8 38 
A1AS8 H8  H8  H  0 1 N N N N N N -2.762 11.865 -9.119  6.290  -2.031 0.655  H8  A1AS8 39 
A1AS8 H9  H9  H  0 1 N N N N N N -0.155 12.535 -7.281  5.101  0.554  0.898  H9  A1AS8 40 
A1AS8 H10 H10 H  0 1 N N N N N N 1.009  12.673 -8.642  4.105  -0.921 0.914  H10 A1AS8 41 
A1AS8 H11 H11 H  0 1 N N N N N N 0.620  14.868 -8.056  2.671  0.974  0.342  H11 A1AS8 42 
A1AS8 H12 H12 H  0 1 N N N N N N -1.122 14.587 -7.717  3.790  1.477  -0.951 H12 A1AS8 43 
A1AS8 H13 H13 H  0 1 N N N N N N -2.437 16.163 -12.509 -0.890 0.085  0.764  H13 A1AS8 44 
A1AS8 H14 H14 H  0 1 N N N N N N -0.645 16.070 -12.583 -1.065 -0.820 -0.760 H14 A1AS8 45 
A1AS8 H15 H15 H  0 1 N N N N N N -0.523 17.767 -14.039 -1.665 1.233  -1.957 H15 A1AS8 46 
A1AS8 H16 H16 H  0 1 N N N N N N -5.098 17.524 -15.891 -5.651 1.640  -0.295 H16 A1AS8 47 
A1AS8 H17 H17 H  0 1 N N N N N N -3.339 16.615 -20.454 -6.919 -2.986 0.852  H17 A1AS8 48 
A1AS8 H18 H18 H  0 1 N N N N N N -1.775 17.043 -18.592 -4.679 -2.517 -0.053 H18 A1AS8 49 
A1AS8 H19 H19 H  0 1 N N N N N N -1.394 19.911 -13.875 -1.877 3.384  -0.720 H19 A1AS8 50 
A1AS8 H20 H20 H  0 1 N N N N N N -2.831 19.364 -12.947 -1.227 2.597  0.739  H20 A1AS8 51 
A1AS8 H21 H21 H  0 1 N N N N N N -0.002 18.936 -11.984 0.225  2.835  -1.936 H21 A1AS8 52 
A1AS8 H22 H22 H  0 1 N N N N N N -0.940 20.420 -11.604 0.543  3.835  -0.498 H22 A1AS8 53 
A1AS8 H23 H23 H  0 1 N N N N N N -1.493 18.945 -9.795  2.135  1.895  -0.727 H23 A1AS8 54 
A1AS8 H24 H24 H  0 1 N N N N N N -2.868 18.730 -10.931 1.198  1.855  0.787  H24 A1AS8 55 
A1AS8 H25 H25 H  0 1 N N N N N N 0.672  13.710 -10.829 3.959  -0.342 -3.034 H25 A1AS8 56 
A1AS8 H26 H26 H  0 1 N N N N N N -0.856 14.205 -11.633 2.926  -1.779 -2.812 H26 A1AS8 57 
A1AS8 H27 H27 H  0 1 N N N N N N -2.079 12.438 -10.677 4.250  -2.492 -0.884 H27 A1AS8 58 
A1AS8 H28 H28 H  0 1 N N N N N N -0.499 11.700 -11.108 5.355  -2.193 -2.248 H28 A1AS8 59 
A1AS8 H30 H30 H  0 1 N N N N N N -1.384 17.759 -16.322 -3.318 -0.776 -1.334 H30 A1AS8 60 
# 
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 
A1AS8 CL1 C17 SING N N 1  
A1AS8 C19 C17 DOUB Y N 2  
A1AS8 C19 C20 SING Y N 3  
A1AS8 C17 C15 SING Y N 4  
A1AS8 C20 C13 DOUB Y N 5  
A1AS8 C15 F16 SING N N 6  
A1AS8 C15 C14 DOUB Y N 7  
A1AS8 C13 C14 SING Y N 8  
A1AS8 C13 N12 SING N N 9  
A1AS8 N12 C10 SING N N 10 
A1AS8 C10 O11 DOUB N N 11 
A1AS8 C10 C09 SING N N 12 
A1AS8 C09 C21 SING N N 13 
A1AS8 C09 C08 SING N N 14 
A1AS8 C21 C22 SING N N 15 
A1AS8 C08 N07 SING N N 16 
A1AS8 C22 C23 SING N N 17 
A1AS8 N07 C23 SING N N 18 
A1AS8 N07 C06 SING N N 19 
A1AS8 C25 C26 SING N N 20 
A1AS8 C25 N05 SING N N 21 
A1AS8 C26 N02 SING N N 22 
A1AS8 C06 N05 SING N N 23 
A1AS8 C06 O24 DOUB N N 24 
A1AS8 N05 C04 SING N N 25 
A1AS8 N02 C01 SING N N 26 
A1AS8 N02 C03 SING N N 27 
A1AS8 C01 CD  SING N N 28 
A1AS8 C04 C03 SING N N 29 
A1AS8 CD  NE  SING N N 30 
A1AS8 NH2 CZ  DOUB N N 31 
A1AS8 NE  CZ  SING N N 32 
A1AS8 CZ  NH1 SING N N 33 
A1AS8 CD  H1  SING N N 34 
A1AS8 CD  H2  SING N N 35 
A1AS8 NE  H3  SING N N 36 
A1AS8 NH1 H4  SING N N 37 
A1AS8 NH1 H5  SING N N 38 
A1AS8 NH2 H6  SING N N 39 
A1AS8 C01 H7  SING N N 40 
A1AS8 C01 H8  SING N N 41 
A1AS8 C03 H9  SING N N 42 
A1AS8 C03 H10 SING N N 43 
A1AS8 C04 H11 SING N N 44 
A1AS8 C04 H12 SING N N 45 
A1AS8 C08 H13 SING N N 46 
A1AS8 C08 H14 SING N N 47 
A1AS8 C09 H15 SING N N 48 
A1AS8 C14 H16 SING N N 49 
A1AS8 C19 H17 SING N N 50 
A1AS8 C20 H18 SING N N 51 
A1AS8 C21 H19 SING N N 52 
A1AS8 C21 H20 SING N N 53 
A1AS8 C22 H21 SING N N 54 
A1AS8 C22 H22 SING N N 55 
A1AS8 C23 H23 SING N N 56 
A1AS8 C23 H24 SING N N 57 
A1AS8 C25 H25 SING N N 58 
A1AS8 C25 H26 SING N N 59 
A1AS8 C26 H27 SING N N 60 
A1AS8 C26 H28 SING N N 61 
A1AS8 N12 H30 SING N N 62 
# 
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 
A1AS8 SMILES           ACDLabs              12.01 "Clc1ccc(cc1F)NC(=O)C1CCCN(C1)C(=O)N1CCN(CCNC(=N)N)CC1"                                                                                                                            
A1AS8 InChI            InChI                1.06  "InChI=1S/C20H29ClFN7O2/c21-16-4-3-15(12-17(16)22)26-18(30)14-2-1-6-29(13-14)20(31)28-10-8-27(9-11-28)7-5-25-19(23)24/h3-4,12,14H,1-2,5-11,13H2,(H,26,30)(H4,23,24,25)/t14-/m0/s1" 
A1AS8 InChIKey         InChI                1.06  FUFZIHQUAXSDER-AWEZNQCLSA-N                                                                                                                                                        
A1AS8 SMILES_CANONICAL CACTVS               3.385 "NC(=N)NCCN1CCN(CC1)C(=O)N2CCC[C@@H](C2)C(=O)Nc3ccc(Cl)c(F)c3"                                                                                                                     
A1AS8 SMILES           CACTVS               3.385 "NC(=N)NCCN1CCN(CC1)C(=O)N2CCC[CH](C2)C(=O)Nc3ccc(Cl)c(F)c3"                                                                                                                       
A1AS8 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "[H]/N=C(/N)\NCCN1CCN(CC1)C(=O)N2CCC[C@@H](C2)C(=O)Nc3ccc(c(c3)F)Cl"                                                                                                               
A1AS8 SMILES           "OpenEye OEToolkits" 2.0.7 "c1cc(c(cc1NC(=O)C2CCCN(C2)C(=O)N3CCN(CC3)CCNC(=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 
A1AS8 "SYSTEMATIC NAME" ACDLabs              12.01 "(3S)-1-[4-(2-carbamimidamidoethyl)piperazine-1-carbonyl]-N-(4-chloro-3-fluorophenyl)piperidine-3-carboxamide"               
A1AS8 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "(3~{S})-1-[4-(2-carbamimidamidoethyl)piperazin-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 
A1AS8 "Create component" 2024-05-28 RCSB 
A1AS8 "Initial release"  2025-04-02 RCSB 
# 
