data_A1AS5
# 
_chem_comp.id                                    A1AS5 
_chem_comp.name                                  "(3S)-1-(N-carbamimidoylglycyl)-N-(4-chloro-3-fluorophenyl)piperidine-3-carboxamide" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C15 H19 Cl F N5 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                        355.795 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1AS5 
_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        9BXB 
_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 
A1AS5 C10 C1  C  0 1 N N N N N N -2.438 16.709 -12.651 -0.950 -0.991 0.244  C10 A1AS5 1  
A1AS5 CD  C2  C  0 1 N N N N N N 0.415  13.851 -8.623  5.091  0.020  -0.215 CD  A1AS5 2  
A1AS5 NE  N1  N  0 1 N N N N N N 0.423  13.139 -7.314  5.871  1.217  0.111  NE  A1AS5 3  
A1AS5 CZ  C3  C  0 1 N N N N N N 1.442  13.512 -6.348  7.241  1.142  0.197  CZ  A1AS5 4  
A1AS5 NH1 N2  N  0 1 N N N N N N 1.439  12.950 -5.246  7.973  2.265  0.503  NH1 A1AS5 5  
A1AS5 NH2 N3  N  0 1 N N N N N N 2.302  14.368 -6.602  7.846  0.007  -0.012 NH2 A1AS5 6  
A1AS5 C06 C4  C  0 1 N N N N N N -0.117 15.302 -8.352  3.626  0.368  -0.246 C06 A1AS5 7  
A1AS5 C08 C5  C  0 1 N N N N N N -1.510 15.521 -10.666 1.280  -0.258 -0.562 C08 A1AS5 8  
A1AS5 C09 C6  C  0 1 N N S N N N -1.120 16.616 -11.772 0.534  -1.221 0.367  C09 A1AS5 9  
A1AS5 C13 C7  C  0 1 Y N N N N N -3.161 16.709 -15.156 -2.833 0.462  0.325  C13 A1AS5 10 
A1AS5 C14 C8  C  0 1 Y N N N N N -4.478 16.589 -14.974 -3.761 -0.550 0.527  C14 A1AS5 11 
A1AS5 C15 C9  C  0 1 Y N N N N N -5.337 16.513 -16.129 -5.106 -0.305 0.317  C15 A1AS5 12 
A1AS5 C17 C10 C  0 1 Y N N N N N -4.812 16.509 -17.396 -5.526 0.950  -0.096 C17 A1AS5 13 
A1AS5 C19 C11 C  0 1 Y N N N N N -3.487 16.582 -17.570 -4.601 1.959  -0.298 C19 A1AS5 14 
A1AS5 C20 C12 C  0 1 Y N N N N N -2.643 16.656 -16.445 -3.257 1.720  -0.082 C20 A1AS5 15 
A1AS5 C21 C13 C  0 1 N N N N N N -0.309 17.695 -11.203 0.862  -2.662 -0.029 C21 A1AS5 16 
A1AS5 C22 C14 C  0 1 N N N N N N -0.255 17.918 -9.764  2.364  -2.907 0.127  C22 A1AS5 17 
A1AS5 C23 C15 C  0 1 N N N N N N -1.531 17.371 -9.155  3.131  -1.964 -0.804 C23 A1AS5 18 
A1AS5 F16 F1  F  0 1 N N N N N N -6.726 16.445 -16.001 -6.011 -1.289 0.512  F16 A1AS5 19 
A1AS5 N07 N4  N  0 1 N N N N N N -1.057 15.984 -9.322  2.713  -0.583 -0.527 N07 A1AS5 20 
A1AS5 N12 N5  N  0 1 N N N N N N -2.175 16.749 -14.088 -1.471 0.217  0.538  N12 A1AS5 21 
A1AS5 O11 O1  O  0 1 N N N N N N -3.585 16.604 -12.192 -1.675 -1.890 -0.125 O11 A1AS5 22 
A1AS5 O24 O2  O  0 1 N N N N N N 0.226  15.908 -7.292  3.267  1.505  -0.019 O24 A1AS5 23 
A1AS5 CL1 CL1 CL 0 0 N N N N N N -5.860 16.409 -18.773 -7.214 1.256  -0.360 CL1 A1AS5 24 
A1AS5 H1  H1  H  0 1 N N N N N N -0.247 13.332 -9.331  5.396  -0.358 -1.191 H1  A1AS5 25 
A1AS5 H2  H2  H  0 1 N N N N N N 1.433  13.893 -9.037  5.267  -0.745 0.542  H2  A1AS5 26 
A1AS5 H3  H3  H  0 1 N N N N N N -0.250 12.429 -7.108  5.420  2.062  0.266  H3  A1AS5 27 
A1AS5 H4  H4  H  0 1 N N N N N N 2.129  13.186 -4.562  7.522  3.110  0.658  H4  A1AS5 28 
A1AS5 H5  H5  H  0 1 N N N N N N 0.746  12.259 -5.039  8.939  2.213  0.563  H5  A1AS5 29 
A1AS5 H6  H6  H  0 1 N N N N N N 2.929  14.509 -5.835  8.813  -0.045 0.049  H6  A1AS5 30 
A1AS5 H7  H7  H  0 1 N N N N N N -2.601 15.382 -10.657 0.905  -0.368 -1.579 H7  A1AS5 31 
A1AS5 H8  H8  H  0 1 N N N N N N -1.021 14.566 -10.908 1.130  0.768  -0.225 H8  A1AS5 32 
A1AS5 H9  H9  H  0 1 N N N N N N -0.423 16.070 -12.425 0.845  -1.047 1.397  H9  A1AS5 33 
A1AS5 H10 H10 H  0 1 N N N N N N -4.893 16.550 -13.978 -3.434 -1.528 0.848  H10 A1AS5 34 
A1AS5 H11 H11 H  0 1 N N N N N N -3.068 16.584 -18.566 -4.930 2.936  -0.620 H11 A1AS5 35 
A1AS5 H12 H12 H  0 1 N N N N N N -1.572 16.672 -16.586 -2.536 2.508  -0.240 H12 A1AS5 36 
A1AS5 H13 H13 H  0 1 N N N N N N 0.726  17.514 -11.530 0.313  -3.350 0.615  H13 A1AS5 37 
A1AS5 H14 H14 H  0 1 N N N N N N -0.676 18.631 -11.650 0.573  -2.828 -1.067 H14 A1AS5 38 
A1AS5 H15 H15 H  0 1 N N N N N N 0.615  17.397 -9.338  2.658  -2.718 1.160  H15 A1AS5 39 
A1AS5 H16 H16 H  0 1 N N N N N N -0.175 18.995 -9.556  2.594  -3.941 -0.132 H16 A1AS5 40 
A1AS5 H17 H17 H  0 1 N N N N N N -1.683 17.665 -8.106  4.202  -2.064 -0.625 H17 A1AS5 41 
A1AS5 H18 H18 H  0 1 N N N N N N -2.435 17.604 -9.736  2.909  -2.214 -1.841 H18 A1AS5 42 
A1AS5 H19 H19 H  0 1 N N N N N N -1.216 16.810 -14.366 -0.903 0.916  0.896  H19 A1AS5 43 
# 
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 
A1AS5 CL1 C17 SING N N 1  
A1AS5 C19 C17 DOUB Y N 2  
A1AS5 C19 C20 SING Y N 3  
A1AS5 C17 C15 SING Y N 4  
A1AS5 C20 C13 DOUB Y N 5  
A1AS5 C15 F16 SING N N 6  
A1AS5 C15 C14 DOUB Y N 7  
A1AS5 C13 C14 SING Y N 8  
A1AS5 C13 N12 SING N N 9  
A1AS5 N12 C10 SING N N 10 
A1AS5 C10 O11 DOUB N N 11 
A1AS5 C10 C09 SING N N 12 
A1AS5 C09 C21 SING N N 13 
A1AS5 C09 C08 SING N N 14 
A1AS5 C21 C22 SING N N 15 
A1AS5 C08 N07 SING N N 16 
A1AS5 C22 C23 SING N N 17 
A1AS5 N07 C23 SING N N 18 
A1AS5 N07 C06 SING N N 19 
A1AS5 CD  C06 SING N N 20 
A1AS5 CD  NE  SING N N 21 
A1AS5 C06 O24 DOUB N N 22 
A1AS5 NE  CZ  SING N N 23 
A1AS5 NH2 CZ  DOUB N N 24 
A1AS5 CZ  NH1 SING N N 25 
A1AS5 CD  H1  SING N N 26 
A1AS5 CD  H2  SING N N 27 
A1AS5 NE  H3  SING N N 28 
A1AS5 NH1 H4  SING N N 29 
A1AS5 NH1 H5  SING N N 30 
A1AS5 NH2 H6  SING N N 31 
A1AS5 C08 H7  SING N N 32 
A1AS5 C08 H8  SING N N 33 
A1AS5 C09 H9  SING N N 34 
A1AS5 C14 H10 SING N N 35 
A1AS5 C19 H11 SING N N 36 
A1AS5 C20 H12 SING N N 37 
A1AS5 C21 H13 SING N N 38 
A1AS5 C21 H14 SING N N 39 
A1AS5 C22 H15 SING N N 40 
A1AS5 C22 H16 SING N N 41 
A1AS5 C23 H17 SING N N 42 
A1AS5 C23 H18 SING N N 43 
A1AS5 N12 H19 SING N N 44 
# 
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 
A1AS5 SMILES           ACDLabs              12.01 "O=C(CNC(=N)N)N1CCCC(C1)C(=O)Nc1ccc(Cl)c(F)c1"                                                                                                       
A1AS5 InChI            InChI                1.06  "InChI=1S/C15H19ClFN5O2/c16-11-4-3-10(6-12(11)17)21-14(24)9-2-1-5-22(8-9)13(23)7-20-15(18)19/h3-4,6,9H,1-2,5,7-8H2,(H,21,24)(H4,18,19,20)/t9-/m0/s1" 
A1AS5 InChIKey         InChI                1.06  NBLPJIDEKHAZOD-VIFPVBQESA-N                                                                                                                          
A1AS5 SMILES_CANONICAL CACTVS               3.385 "NC(=N)NCC(=O)N1CCC[C@@H](C1)C(=O)Nc2ccc(Cl)c(F)c2"                                                                                                  
A1AS5 SMILES           CACTVS               3.385 "NC(=N)NCC(=O)N1CCC[CH](C1)C(=O)Nc2ccc(Cl)c(F)c2"                                                                                                    
A1AS5 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "[H]/N=C(/N)\NCC(=O)N1CCC[C@@H](C1)C(=O)Nc2ccc(c(c2)F)Cl"                                                                                            
A1AS5 SMILES           "OpenEye OEToolkits" 2.0.7 "c1cc(c(cc1NC(=O)C2CCCN(C2)C(=O)CNC(=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 
A1AS5 "SYSTEMATIC NAME" ACDLabs              12.01 "(3S)-1-(N-carbamimidoylglycyl)-N-(4-chloro-3-fluorophenyl)piperidine-3-carboxamide"                  
A1AS5 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "(3~{S})-1-(2-carbamimidamidoethanoyl)-~{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 
A1AS5 "Create component" 2024-05-28 RCSB 
A1AS5 "Initial release"  2025-04-02 RCSB 
# 
