data_A1H8A
# 
_chem_comp.id                                    A1H8A 
_chem_comp.name                                  "(1~{S})-2-[(2-carbamimidamido-1,3-thiazol-5-yl)methyl]-~{N}-[(4-fluorophenyl)methyl]-3-oxidanylidene-1~{H}-isoindole-1-carboxamide" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C21 H19 F N6 O2 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2024-04-12 
_chem_comp.pdbx_modified_date                    2024-08-09 
_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                        438.478 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1H8A 
_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        9EYU 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBE 
# 
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 
A1H8A C1  C1  C 0 1 Y N N N N N 30.608 86.229 7.680  -1.111 4.297  2.002  C1  A1H8A 1  
A1H8A C2  C2  C 0 1 Y N N N N N 31.332 87.142 8.433  -0.072 4.171  1.103  C2  A1H8A 2  
A1H8A C3  C3  C 0 1 Y N N N N N 30.646 88.081 9.204  0.135  2.958  0.445  C3  A1H8A 3  
A1H8A C7  C4  C 0 1 N N N N N N 31.158 89.153 10.087 1.136  2.523  -0.548 C7  A1H8A 4  
A1H8A C8  C5  C 0 1 N N N N N N 30.133 90.897 11.526 1.722  0.472  -1.851 C8  A1H8A 5  
A1H8A C9  C6  C 0 1 Y N N N N N 30.632 92.165 10.903 2.853  -0.214 -1.130 C9  A1H8A 6  
A1H8A C10 C7  C 0 1 Y N N N N N 31.892 92.469 10.500 2.812  -1.432 -0.587 C10 A1H8A 7  
A1H8A C11 C8  C 0 1 Y N N N N N 30.974 94.384 9.977  4.924  -0.975 -0.037 C11 A1H8A 8  
A1H8A C12 C9  C 0 1 N N N N N N 29.852 96.517 9.419  6.440  -2.393 1.160  C12 A1H8A 9  
A1H8A C13 C10 C 0 1 N N N N N N 27.963 88.629 11.285 -1.319 0.312  -1.104 C13 A1H8A 10 
A1H8A C14 C11 C 0 1 N N N N N N 25.726 88.038 12.086 -3.533 -0.596 -1.560 C14 A1H8A 11 
A1H8A C15 C12 C 0 1 Y N N N N N 24.609 87.281 11.410 -4.717 -1.111 -0.781 C15 A1H8A 12 
A1H8A C16 C13 C 0 1 Y N N N N N 23.280 87.533 11.728 -5.719 -0.241 -0.393 C16 A1H8A 13 
A1H8A C19 C14 C 0 1 Y N N N N N 23.873 85.611 9.828  -5.890 -2.927 0.249  C19 A1H8A 14 
A1H8A C20 C15 C 0 1 Y N N N N N 24.889 86.314 10.454 -4.802 -2.453 -0.460 C20 A1H8A 15 
A1H8A F   F1  F 0 1 N N N N N N 21.576 85.210 9.565  -7.952 -2.516 1.341  F   A1H8A 16 
A1H8A C18 C16 C 0 1 Y N N N N N 22.579 85.895 10.176 -6.889 -2.055 0.648  C18 A1H8A 17 
A1H8A C17 C17 C 0 1 Y N N N N N 22.253 86.839 11.111 -6.805 -0.712 0.321  C17 A1H8A 18 
A1H8A N5  N1  N 0 1 N N N N N N 26.637 88.669 11.142 -2.479 -0.184 -0.630 N5  A1H8A 19 
A1H8A O1  O1  O 0 1 N N N N N N 28.518 88.172 12.280 -1.148 0.417  -2.300 O1  A1H8A 20 
A1H8A C6  C18 C 0 1 N N S N N N 28.793 89.218 10.130 -0.235 0.737  -0.147 C6  A1H8A 21 
A1H8A C4  C19 C 0 1 Y N N N N N 29.263 88.102 9.223  -0.717 1.882  0.708  C4  A1H8A 22 
A1H8A C5  C20 C 0 1 Y N N N N N 28.543 87.185 8.464  -1.750 2.018  1.605  C5  A1H8A 23 
A1H8A C   C21 C 0 1 Y N N N N N 29.220 86.250 7.695  -1.949 3.225  2.254  C   A1H8A 24 
A1H8A N   N2  N 0 1 N N N N N N 30.066 89.783 10.593 0.925  1.241  -0.892 N   A1H8A 25 
A1H8A O   O2  O 0 1 N N N N N N 32.313 89.448 10.330 2.025  3.224  -0.991 O   A1H8A 26 
A1H8A S   S1  S 0 1 Y N N N N N 29.610 93.531 10.621 4.463  0.450  -0.861 S   A1H8A 27 
A1H8A N1  N3  N 0 1 Y N N N N N 32.096 93.715 9.969  3.935  -1.813 -0.008 N1  A1H8A 28 
A1H8A N2  N4  N 0 1 N N N N N N 30.917 95.675 9.494  6.178  -1.204 0.516  N2  A1H8A 29 
A1H8A N4  N5  N 0 1 N N N N N N 30.097 97.775 8.881  5.512  -3.303 1.250  N4  A1H8A 30 
A1H8A N3  N6  N 0 1 N N N N N N 28.703 96.057 9.863  7.681  -2.619 1.707  N3  A1H8A 31 
A1H8A H1  H1  H 0 1 N N N N N N 31.127 85.498 7.079  -1.268 5.234  2.514  H1  A1H8A 32 
A1H8A H2  H2  H 0 1 N N N N N N 32.412 87.126 8.423  0.580  5.010  0.908  H2  A1H8A 33 
A1H8A H3  H3  H 0 1 N N N N N N 29.124 91.078 11.926 2.128  1.145  -2.607 H3  A1H8A 34 
A1H8A H4  H4  H 0 1 N N N N N N 30.810 90.623 12.349 1.091  -0.275 -2.332 H4  A1H8A 35 
A1H8A H5  H5  H 0 1 N N N N N N 32.700 91.758 10.594 1.931  -2.055 -0.620 H5  A1H8A 36 
A1H8A H6  H6  H 0 1 N N N N N N 26.298 87.336 12.710 -3.156 -1.385 -2.210 H6  A1H8A 37 
A1H8A H7  H7  H 0 1 N N N N N N 25.285 88.819 12.723 -3.840 0.257  -2.164 H7  A1H8A 38 
A1H8A H8  H8  H 0 1 N N N N N N 23.044 88.283 12.469 -5.654 0.806  -0.648 H8  A1H8A 39 
A1H8A H9  H9  H 0 1 N N N N N N 24.095 84.859 9.085  -5.954 -3.974 0.503  H9  A1H8A 40 
A1H8A H10 H10 H 0 1 N N N N N N 25.916 86.106 10.194 -4.018 -3.131 -0.763 H10 A1H8A 41 
A1H8A H11 H11 H 0 1 N N N N N N 21.221 87.038 11.361 -7.583 -0.031 0.631  H11 A1H8A 42 
A1H8A H12 H12 H 0 1 N N N N N N 26.254 89.152 10.355 -2.616 -0.267 0.327  H12 A1H8A 43 
A1H8A H13 H13 H 0 1 N N N N N N 28.203 89.957 9.569  0.060  -0.103 0.481  H13 A1H8A 44 
A1H8A H14 H14 H 0 1 N N N N N N 27.463 87.201 8.473  -2.406 1.183  1.804  H14 A1H8A 45 
A1H8A H15 H15 H 0 1 N N N N N N 28.665 85.535 7.105  -2.760 3.330  2.960  H15 A1H8A 46 
A1H8A H16 H16 H 0 1 N N N N N N 31.781 96.044 9.151  6.869  -0.526 0.449  H16 A1H8A 47 
A1H8A H17 H17 H 0 1 N N N N N N 29.272 98.340 8.858  5.696  -4.141 1.704  H17 A1H8A 48 
A1H8A H18 H18 H 0 1 N N N N N N 28.645 95.130 10.232 8.372  -1.942 1.640  H18 A1H8A 49 
A1H8A H19 H19 H 0 1 N N N N N N 27.887 96.635 9.831  7.865  -3.457 2.161  H19 A1H8A 50 
# 
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 
A1H8A C1  C   DOUB Y N 1  
A1H8A C1  C2  SING Y N 2  
A1H8A C   C5  SING Y N 3  
A1H8A C2  C3  DOUB Y N 4  
A1H8A C5  C4  DOUB Y N 5  
A1H8A N4  C12 DOUB N N 6  
A1H8A C3  C4  SING Y N 7  
A1H8A C3  C7  SING N N 8  
A1H8A C4  C6  SING N N 9  
A1H8A C12 N2  SING N N 10 
A1H8A C12 N3  SING N N 11 
A1H8A N2  C11 SING N N 12 
A1H8A F   C18 SING N N 13 
A1H8A C19 C18 DOUB Y N 14 
A1H8A C19 C20 SING Y N 15 
A1H8A N1  C11 DOUB Y N 16 
A1H8A N1  C10 SING Y N 17 
A1H8A C11 S   SING Y N 18 
A1H8A C7  O   DOUB N N 19 
A1H8A C7  N   SING N N 20 
A1H8A C6  N   SING N N 21 
A1H8A C6  C13 SING N N 22 
A1H8A C18 C17 SING Y N 23 
A1H8A C20 C15 DOUB Y N 24 
A1H8A C10 C9  DOUB Y N 25 
A1H8A N   C8  SING N N 26 
A1H8A S   C9  SING Y N 27 
A1H8A C9  C8  SING N N 28 
A1H8A C17 C16 DOUB Y N 29 
A1H8A N5  C13 SING N N 30 
A1H8A N5  C14 SING N N 31 
A1H8A C13 O1  DOUB N N 32 
A1H8A C15 C16 SING Y N 33 
A1H8A C15 C14 SING N N 34 
A1H8A C1  H1  SING N N 35 
A1H8A C2  H2  SING N N 36 
A1H8A C8  H3  SING N N 37 
A1H8A C8  H4  SING N N 38 
A1H8A C10 H5  SING N N 39 
A1H8A C14 H6  SING N N 40 
A1H8A C14 H7  SING N N 41 
A1H8A C16 H8  SING N N 42 
A1H8A C19 H9  SING N N 43 
A1H8A C20 H10 SING N N 44 
A1H8A C17 H11 SING N N 45 
A1H8A N5  H12 SING N N 46 
A1H8A C6  H13 SING N N 47 
A1H8A C5  H14 SING N N 48 
A1H8A C   H15 SING N N 49 
A1H8A N2  H16 SING N N 50 
A1H8A N4  H17 SING N N 51 
A1H8A N3  H18 SING N N 52 
A1H8A N3  H19 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 
A1H8A InChI            InChI                1.06  "InChI=1S/C21H19FN6O2S/c22-13-7-5-12(6-8-13)9-25-18(29)17-15-3-1-2-4-16(15)19(30)28(17)11-14-10-26-21(31-14)27-20(23)24/h1-8,10,17H,9,11H2,(H,25,29)(H4,23,24,26,27)/t17-/m0/s1" 
A1H8A InChIKey         InChI                1.06  NPRBZWLUWCOAHM-KRWDZBQOSA-N                                                                                                                                                      
A1H8A SMILES_CANONICAL CACTVS               3.385 "NC(=N)Nc1sc(CN2[C@H](C(=O)NCc3ccc(F)cc3)c4ccccc4C2=O)cn1"                                                                                                                       
A1H8A SMILES           CACTVS               3.385 "NC(=N)Nc1sc(CN2[CH](C(=O)NCc3ccc(F)cc3)c4ccccc4C2=O)cn1"                                                                                                                        
A1H8A SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "[H]/N=C(/N)\Nc1ncc(s1)CN2[C@@H](c3ccccc3C2=O)C(=O)NCc4ccc(cc4)F"                                                                                                                
A1H8A SMILES           "OpenEye OEToolkits" 2.0.7 "c1ccc2c(c1)C(N(C2=O)Cc3cnc(s3)NC(=N)N)C(=O)NCc4ccc(cc4)F"                                                                                                                       
# 
_pdbx_chem_comp_identifier.comp_id           A1H8A 
_pdbx_chem_comp_identifier.type              "SYSTEMATIC NAME" 
_pdbx_chem_comp_identifier.program           "OpenEye OEToolkits" 
_pdbx_chem_comp_identifier.program_version   2.0.7 
_pdbx_chem_comp_identifier.identifier        "(1~{S})-2-[(2-carbamimidamido-1,3-thiazol-5-yl)methyl]-~{N}-[(4-fluorophenyl)methyl]-3-oxidanylidene-1~{H}-isoindole-1-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 
A1H8A "Create component" 2024-04-12 PDBE 
A1H8A "Initial release"  2024-08-14 RCSB 
# 
