data_A1ISH
# 
_chem_comp.id                                    A1ISH 
_chem_comp.name                                  "(E)-N-[(1S)-1-[4,4-bis(fluoranyl)cyclohexyl]-2-oxidanylidene-2-[[5-[(2-oxidanylidene-3H-benzimidazol-1-yl)methyl]-1,3-thiazol-2-yl]amino]ethyl]-3-cyclopropyl-2-fluoranyl-prop-2-enamide" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C25 H26 F3 N5 O3 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2024-10-23 
_chem_comp.pdbx_modified_date                    2025-01-17 
_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                        533.566 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1ISH 
_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        9H4D 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBE 
_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 
A1ISH C1  C1  C 0 1 N N N N N N -12.005 -15.023 -18.729 -2.913 -1.720 -1.102 C1  A1ISH 1  
A1ISH C2  C2  C 0 1 N N N N N N -11.381 -15.148 -20.140 -3.577 -3.094 -1.201 C2  A1ISH 2  
A1ISH C3  C3  C 0 1 N N N N N N -11.093 -13.730 -20.699 -4.985 -3.025 -0.605 C3  A1ISH 3  
A1ISH C14 C4  C 0 1 Y N N N N N -16.542 -11.262 -17.303 1.492  -0.795 0.373  C14 A1ISH 4  
A1ISH C16 C5  C 0 1 Y N N N N N -18.802 -10.376 -17.464 3.854  -1.327 -0.076 C16 A1ISH 5  
A1ISH C17 C6  C 0 1 Y N N N N N -17.928 -9.449  -17.049 3.178  -0.776 -1.086 C17 A1ISH 6  
A1ISH C19 C7  C 0 1 N N N N N N -20.293 -10.194 -17.617 5.303  -1.739 -0.102 C19 A1ISH 7  
A1ISH C21 C8  C 0 1 N N N N N N -21.309 -8.769  -15.825 6.510  -0.352 1.597  C21 A1ISH 8  
A1ISH C23 C9  C 0 1 Y N N N N N -21.217 -10.153 -14.078 7.410  1.227  0.319  C23 A1ISH 9  
A1ISH C24 C10 C 0 1 Y N N N N N -20.728 -10.835 -15.169 6.685  0.360  -0.500 C24 A1ISH 10 
A1ISH C25 C11 C 0 1 Y N N N N N -21.365 -10.730 -12.822 8.073  2.311  -0.237 C25 A1ISH 11 
A1ISH C26 C12 C 0 1 Y N N N N N -20.948 -12.065 -12.748 8.012  2.528  -1.599 C26 A1ISH 12 
A1ISH C27 C13 C 0 1 Y N N N N N -20.415 -12.752 -13.855 7.292  1.669  -2.412 C27 A1ISH 13 
A1ISH C28 C14 C 0 1 Y N N N N N -20.312 -12.158 -15.117 6.629  0.587  -1.867 C28 A1ISH 14 
A1ISH C30 C15 C 0 1 N N N N N N -14.360 -15.685 -15.634 -3.964 1.661  0.072  C30 A1ISH 15 
A1ISH C4  C16 C 0 1 N N N N N N -12.369 -12.862 -20.814 -4.896 -2.606 0.864  C4  A1ISH 16 
A1ISH C5  C17 C 0 1 N N N N N N -13.029 -12.748 -19.420 -4.231 -1.232 0.964  C5  A1ISH 17 
A1ISH C6  C18 C 0 1 N N N N N N -13.288 -14.149 -18.811 -2.824 -1.301 0.367  C6  A1ISH 18 
A1ISH F7  F1  F 0 1 N N N N N N -10.187 -13.078 -19.917 -5.745 -2.087 -1.312 F7  A1ISH 19 
A1ISH F8  F2  F 0 1 N N N N N N -10.573 -13.874 -21.937 -5.592 -4.281 -0.696 F8  A1ISH 20 
A1ISH C9  C19 C 0 1 N N S N N N -13.991 -14.047 -17.433 -2.159 0.073  0.467  C9  A1ISH 21 
A1ISH C10 C20 C 0 1 N N N N N N -15.304 -13.311 -17.576 -0.724 -0.030 0.019  C10 A1ISH 22 
A1ISH N11 N1  N 0 1 N N N N N N -14.303 -15.395 -16.940 -2.871 1.023  -0.391 N11 A1ISH 23 
A1ISH N12 N2  N 0 1 N N N N N N -15.414 -12.002 -17.249 0.198  -0.583 0.832  N12 A1ISH 24 
A1ISH O13 O1  O 0 1 N N N N N N -16.227 -13.962 -17.995 -0.398 0.386  -1.072 O13 A1ISH 25 
A1ISH S15 S1  S 0 1 Y N N N N N -18.077 -11.938 -17.746 2.757  -1.485 1.293  S15 A1ISH 26 
A1ISH N18 N3  N 0 1 Y N N N N N -16.619 -10.056 -16.952 1.915  -0.502 -0.817 N18 A1ISH 27 
A1ISH N20 N4  N 0 1 N N N N N N -20.799 -9.952  -16.268 6.139  -0.616 0.330  N20 A1ISH 28 
A1ISH N22 N5  N 0 1 N N N N N N -21.583 -8.859  -14.495 7.275  0.756  1.623  N22 A1ISH 29 
A1ISH O29 O2  O 0 1 N N N N N N -21.427 -7.767  -16.491 6.198  -1.011 2.571  O29 A1ISH 30 
A1ISH C31 C21 C 0 1 N N N N N N -14.689 -17.065 -15.255 -4.680 2.617  -0.791 C31 A1ISH 31 
A1ISH O32 O3  O 0 1 N N N N N N -14.134 -14.854 -14.782 -4.359 1.449  1.202  O32 A1ISH 32 
A1ISH C33 C22 C 0 1 N N N N N N -15.169 -17.540 -14.099 -5.831 3.148  -0.384 C33 A1ISH 33 
A1ISH F34 F3  F 0 1 N N N N N N -14.520 -17.962 -16.211 -4.169 2.954  -1.995 F34 A1ISH 34 
A1ISH C35 C23 C 0 1 N N N N N N -15.546 -16.841 -12.815 -6.489 2.647  0.876  C35 A1ISH 35 
A1ISH C36 C24 C 0 1 N N N N N N -16.853 -17.322 -12.134 -6.551 3.602  2.069  C36 A1ISH 36 
A1ISH C37 C25 C 0 1 N N N N N N -15.487 -17.762 -11.564 -7.821 3.282  1.279  C37 A1ISH 37 
A1ISH H1  H1  H 0 1 N N N N N N -12.265 -16.023 -18.352 -1.910 -1.769 -1.527 H1  A1ISH 38 
A1ISH H2  H2  H 0 1 N N N N N N -11.282 -14.551 -18.048 -3.505 -0.989 -1.653 H2  A1ISH 39 
A1ISH H4  H3  H 0 1 N N N N N N -10.441 -15.716 -20.077 -3.641 -3.392 -2.248 H4  A1ISH 40 
A1ISH H3  H4  H 0 1 N N N N N N -12.082 -15.671 -20.807 -2.985 -3.825 -0.650 H3  A1ISH 41 
A1ISH H14 H5  H 0 1 N N N N N N -18.162 -8.419  -16.824 3.627  -0.571 -2.047 H14 A1ISH 42 
A1ISH H16 H6  H 0 1 N N N N N N -20.510 -9.335  -18.269 5.453  -2.583 0.571  H16 A1ISH 43 
A1ISH H15 H7  H 0 1 N N N N N N -20.749 -11.101 -18.041 5.580  -2.030 -1.115 H15 A1ISH 44 
A1ISH H18 H8  H 0 1 N N N N N N -21.767 -10.194 -11.975 8.634  2.984  0.394  H18 A1ISH 45 
A1ISH H19 H9  H 0 1 N N N N N N -21.039 -12.587 -11.807 8.528  3.372  -2.033 H19 A1ISH 46 
A1ISH H20 H10 H 0 1 N N N N N N -20.075 -13.769 -13.726 7.249  1.845  -3.477 H20 A1ISH 47 
A1ISH H21 H11 H 0 1 N N N N N N -19.939 -12.686 -15.982 6.069  -0.082 -2.504 H21 A1ISH 48 
A1ISH H6  H12 H 0 1 N N N N N N -12.101 -11.859 -21.178 -5.898 -2.556 1.289  H6  A1ISH 49 
A1ISH H5  H13 H 0 1 N N N N N N -13.072 -13.332 -21.517 -4.304 -3.337 1.415  H5  A1ISH 50 
A1ISH H8  H14 H 0 1 N N N N N N -12.362 -12.183 -18.752 -4.823 -0.501 0.413  H8  A1ISH 51 
A1ISH H7  H15 H 0 1 N N N N N N -13.987 -12.216 -19.518 -4.168 -0.934 2.010  H7  A1ISH 52 
A1ISH H9  H16 H 0 1 N N N N N N -13.984 -14.668 -19.487 -2.231 -2.032 0.918  H9  A1ISH 53 
A1ISH H10 H17 H 0 1 N N N N N N -13.337 -13.517 -16.725 -2.194 0.420  1.500  H10 A1ISH 54 
A1ISH H11 H18 H 0 1 N N N N N N -14.479 -16.122 -17.603 -2.556 1.193  -1.293 H11 A1ISH 55 
A1ISH H13 H19 H 0 1 N N N N N N -14.583 -11.540 -16.939 -0.043 -0.834 1.738  H13 A1ISH 56 
A1ISH H17 H20 H 0 1 N N N N N N -21.972 -8.139  -13.920 7.665  1.158  2.415  H17 A1ISH 57 
A1ISH H22 H21 H 0 1 N N N N N N -15.311 -18.610 -14.082 -6.293 3.939  -0.956 H22 A1ISH 58 
A1ISH H23 H22 H 0 1 N N N N N N -15.260 -15.787 -12.687 -6.352 1.586  1.087  H23 A1ISH 59 
A1ISH H25 H23 H 0 1 N N N N N N -17.476 -16.608 -11.576 -6.456 3.170  3.066  H25 A1ISH 60 
A1ISH H24 H24 H 0 1 N N N N N N -17.498 -18.055 -12.640 -6.116 4.594  1.943  H24 A1ISH 61 
A1ISH H26 H25 H 0 1 N N N N N N -15.160 -18.807 -11.666 -8.222 4.063  0.632  H26 A1ISH 62 
A1ISH H27 H26 H 0 1 N N N N N N -15.138 -17.360 -10.601 -8.561 2.640  1.755  H27 A1ISH 63 
# 
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 
A1ISH C1  C2  SING N N 1  
A1ISH C1  C6  SING N N 2  
A1ISH C2  C3  SING N N 3  
A1ISH C3  C4  SING N N 4  
A1ISH C3  F7  SING N N 5  
A1ISH C3  F8  SING N N 6  
A1ISH C4  C5  SING N N 7  
A1ISH C5  C6  SING N N 8  
A1ISH C6  C9  SING N N 9  
A1ISH C9  C10 SING N N 10 
A1ISH C9  N11 SING N N 11 
A1ISH C10 N12 SING N N 12 
A1ISH C10 O13 DOUB N N 13 
A1ISH N11 C30 SING N N 14 
A1ISH N12 C14 SING N N 15 
A1ISH C14 S15 SING Y N 16 
A1ISH C14 N18 DOUB Y N 17 
A1ISH S15 C16 SING Y N 18 
A1ISH C16 C17 DOUB Y N 19 
A1ISH C16 C19 SING N N 20 
A1ISH C17 N18 SING Y N 21 
A1ISH C19 N20 SING N N 22 
A1ISH N20 C21 SING N N 23 
A1ISH N20 C24 SING N N 24 
A1ISH C21 N22 SING N N 25 
A1ISH C21 O29 DOUB N N 26 
A1ISH N22 C23 SING N N 27 
A1ISH C23 C24 DOUB Y N 28 
A1ISH C23 C25 SING Y N 29 
A1ISH C24 C28 SING Y N 30 
A1ISH C25 C26 DOUB Y N 31 
A1ISH C26 C27 SING Y N 32 
A1ISH C27 C28 DOUB Y N 33 
A1ISH C30 C31 SING N N 34 
A1ISH C30 O32 DOUB N N 35 
A1ISH C31 C33 DOUB N E 36 
A1ISH C31 F34 SING N N 37 
A1ISH C33 C35 SING N N 38 
A1ISH C35 C36 SING N N 39 
A1ISH C35 C37 SING N N 40 
A1ISH C36 C37 SING N N 41 
A1ISH C1  H1  SING N N 42 
A1ISH C1  H2  SING N N 43 
A1ISH C2  H4  SING N N 44 
A1ISH C2  H3  SING N N 45 
A1ISH C17 H14 SING N N 46 
A1ISH C19 H16 SING N N 47 
A1ISH C19 H15 SING N N 48 
A1ISH C25 H18 SING N N 49 
A1ISH C26 H19 SING N N 50 
A1ISH C27 H20 SING N N 51 
A1ISH C28 H21 SING N N 52 
A1ISH C4  H6  SING N N 53 
A1ISH C4  H5  SING N N 54 
A1ISH C5  H8  SING N N 55 
A1ISH C5  H7  SING N N 56 
A1ISH C6  H9  SING N N 57 
A1ISH C9  H10 SING N N 58 
A1ISH N11 H11 SING N N 59 
A1ISH N12 H13 SING N N 60 
A1ISH N22 H17 SING N N 61 
A1ISH C33 H22 SING N N 62 
A1ISH C35 H23 SING N N 63 
A1ISH C36 H25 SING N N 64 
A1ISH C36 H24 SING N N 65 
A1ISH C37 H26 SING N N 66 
A1ISH C37 H27 SING N N 67 
# 
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 
A1ISH InChI            InChI                1.06  "InChI=1S/C25H26F3N5O3S/c26-17(11-14-5-6-14)21(34)31-20(15-7-9-25(27,28)10-8-15)22(35)32-23-29-12-16(37-23)13-33-19-4-2-1-3-18(19)30-24(33)36/h1-4,11-12,14-15,20H,5-10,13H2,(H,30,36)(H,31,34)(H,29,32,35)/b17-11+/t20-/m0/s1" 
A1ISH InChIKey         InChI                1.06  AJOCPADFBVGXDZ-KDMTZKAISA-N                                                                                                                                                                                                     
A1ISH SMILES_CANONICAL CACTVS               3.385 "FC(=C/C1CC1)/C(=O)N[C@@H](C2CCC(F)(F)CC2)C(=O)Nc3sc(CN4C(=O)Nc5ccccc45)cn3"                                                                                                                                                    
A1ISH SMILES           CACTVS               3.385 "FC(=CC1CC1)C(=O)N[CH](C2CCC(F)(F)CC2)C(=O)Nc3sc(CN4C(=O)Nc5ccccc45)cn3"                                                                                                                                                        
A1ISH SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "c1ccc2c(c1)NC(=O)N2Cc3cnc(s3)NC(=O)[C@H](C4CCC(CC4)(F)F)NC(=O)/C(=C\C5CC5)/F"                                                                                                                                                  
A1ISH SMILES           "OpenEye OEToolkits" 2.0.7 "c1ccc2c(c1)NC(=O)N2Cc3cnc(s3)NC(=O)C(C4CCC(CC4)(F)F)NC(=O)C(=CC5CC5)F"                                                                                                                                                         
# 
_pdbx_chem_comp_identifier.comp_id           A1ISH 
_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        "(~{E})-~{N}-[(1~{S})-1-[4,4-bis(fluoranyl)cyclohexyl]-2-oxidanylidene-2-[[5-[(2-oxidanylidene-3~{H}-benzimidazol-1-yl)methyl]-1,3-thiazol-2-yl]amino]ethyl]-3-cyclopropyl-2-fluoranyl-prop-2-enamide" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
A1ISH "Create component" 2024-10-23 PDBE 
A1ISH "Initial release"  2025-01-22 RCSB 
# 
