data_A1CIF
# 
_chem_comp.id                                    A1CIF 
_chem_comp.name                                  "(3R,4R)-4-({(4M)-5-fluoro-4-[4-fluoro-2-methyl-1-(propan-2-yl)-1H-1,3-benzimidazol-6-yl]pyrimidin-2-yl}amino)-1-(methanesulfonyl)piperidin-3-ol" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C21 H26 F2 N6 O3 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2025-07-14 
_chem_comp.pdbx_modified_date                    2025-12-12 
_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                        480.531 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1CIF 
_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        9PE9 
_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 
A1CIF F1  F1  F 0 1 N N N N N N 128.528 4.063  127.035 -2.187 -3.525 1.113  F1  A1CIF 1  
A1CIF C12 C1  C 0 1 Y N N N N N 129.016 3.410  128.102 -1.222 -2.676 0.698  C12 A1CIF 2  
A1CIF C13 C2  C 0 1 Y N N N N N 130.355 3.106  128.091 0.117  -3.017 0.802  C13 A1CIF 3  
A1CIF N2  N1  N 0 1 Y N N N N N 130.963 2.486  129.104 1.037  -2.162 0.384  N2  A1CIF 4  
A1CIF C14 C3  C 0 1 Y N N N N N 130.181 2.186  130.157 0.696  -0.989 -0.129 C14 A1CIF 5  
A1CIF N4  N2  N 0 1 N N N N N N 130.812 1.640  131.215 1.691  -0.124 -0.554 N4  A1CIF 6  
A1CIF C15 C4  C 0 1 N N R N N N 130.252 1.427  132.537 3.099  -0.511 -0.432 C15 A1CIF 7  
A1CIF C19 C5  C 0 1 N N R N N N 129.467 0.122  132.668 3.928  0.247  -1.472 C19 A1CIF 8  
A1CIF O   O1  O 0 1 N N N N N N 128.297 0.263  131.865 3.437  -0.051 -2.781 O   A1CIF 9  
A1CIF C18 C6  C 0 1 N N N N N N 128.980 -0.063 134.093 5.394  -0.186 -1.364 C18 A1CIF 10 
A1CIF N5  N3  N 0 1 N N N N N N 130.149 -0.045 134.991 5.843  0.006  0.021  N5  A1CIF 11 
A1CIF S   S1  S 0 1 N N N N N N 129.989 -0.783 136.429 7.201  0.895  0.352  S   A1CIF 12 
A1CIF O2  O2  O 0 1 N N N N N N 131.285 -0.803 137.025 7.986  0.786  -0.827 O2  A1CIF 13 
A1CIF C20 C7  C 0 1 N N N N N N 128.948 0.224  137.412 6.593  2.591  0.558  C20 A1CIF 14 
A1CIF O1  O3  O 0 1 N N N N N N 129.320 -2.020 136.183 7.665  0.377  1.592  O1  A1CIF 15 
A1CIF C17 C8  C 0 1 N N N N N N 130.855 1.251  134.987 5.064  -0.604 1.107  C17 A1CIF 16 
A1CIF C16 C9  C 0 1 N N N N N N 131.373 1.504  133.578 3.602  -0.167 0.972  C16 A1CIF 17 
A1CIF N3  N4  N 0 1 Y N N N N N 128.856 2.409  130.267 -0.570 -0.622 -0.248 N3  A1CIF 18 
A1CIF C11 C10 C 0 1 Y N N N N N 128.228 3.022  129.244 -1.551 -1.433 0.146  C11 A1CIF 19 
A1CIF C8  C11 C 0 1 Y N N N N N 126.757 3.193  129.404 -2.968 -1.022 0.007  C8  A1CIF 20 
A1CIF C9  C12 C 0 1 Y N N N N N 125.979 3.661  128.335 -3.945 -1.978 -0.293 C9  A1CIF 21 
A1CIF C10 C13 C 0 1 Y N N N N N 124.622 3.835  128.502 -5.254 -1.613 -0.424 C10 A1CIF 22 
A1CIF F   F2  F 0 1 N N N N N N 123.904 4.392  127.510 -6.188 -2.545 -0.713 F   A1CIF 23 
A1CIF C2  C14 C 0 1 Y N N N N N 123.974 3.550  129.681 -5.628 -0.273 -0.259 C2  A1CIF 24 
A1CIF N   N5  N 0 1 Y N N N N N 122.642 3.661  130.071 -6.816 0.379  -0.331 N   A1CIF 25 
A1CIF C7  C15 C 0 1 Y N N N N N 126.128 2.910  130.621 -3.323 0.311  0.179  C7  A1CIF 26 
A1CIF C3  C16 C 0 1 Y N N N N N 124.753 3.100  130.735 -4.650 0.690  0.042  C3  A1CIF 27 
A1CIF N1  N6  N 0 1 Y N N N N N 123.863 2.956  131.808 -5.319 1.894  0.141  N1  A1CIF 28 
A1CIF C4  C17 C 0 1 N N N N N N 124.196 2.607  133.209 -4.721 3.198  0.442  C4  A1CIF 29 
A1CIF C6  C18 C 0 1 N N N N N N 125.139 3.627  133.822 -4.032 3.141  1.807  C6  A1CIF 30 
A1CIF C5  C19 C 0 1 N N N N N N 124.702 1.182  133.317 -3.692 3.547  -0.635 C5  A1CIF 31 
A1CIF C1  C20 C 0 1 Y N N N N N 122.615 3.295  131.332 -6.634 1.647  -0.101 C1  A1CIF 32 
A1CIF C   C21 C 0 1 N N N N N N 121.389 3.215  132.168 -7.724 2.688  -0.096 C   A1CIF 33 
A1CIF H14 H1  H 0 1 N N N N N N 130.941 3.380  127.226 0.406  -3.970 1.219  H14 A1CIF 34 
A1CIF H15 H2  H 0 1 N N N N N N 131.102 0.734  130.906 1.456  0.738  -0.932 H15 A1CIF 35 
A1CIF H   H3  H 0 1 N N N N N N 129.554 2.250  132.750 3.197  -1.583 -0.600 H   A1CIF 36 
A1CIF H1  H4  H 0 1 N N N N N N 130.084 -0.733 132.354 3.850  1.318  -1.289 H1  A1CIF 37 
A1CIF H22 H5  H 0 1 N N N N N N 128.548 0.382  130.957 3.917  0.396  -3.492 H22 A1CIF 38 
A1CIF H20 H6  H 0 1 N N N N N N 128.456 -1.026 134.184 5.485  -1.238 -1.636 H20 A1CIF 39 
A1CIF H21 H7  H 0 1 N N N N N N 128.294 0.754  134.360 6.003  0.419  -2.036 H21 A1CIF 40 
A1CIF H23 H8  H 0 1 N N N N N N 128.813 -0.241 138.399 5.876  2.623  1.379  H23 A1CIF 41 
A1CIF H24 H9  H 0 1 N N N N N N 129.407 1.216  137.534 7.430  3.253  0.782  H24 A1CIF 42 
A1CIF H25 H10 H 0 1 N N N N N N 127.970 0.331  136.920 6.107  2.918  -0.361 H25 A1CIF 43 
A1CIF H18 H11 H 0 1 N N N N N N 131.697 1.219  135.694 5.129  -1.690 1.038  H18 A1CIF 44 
A1CIF H19 H12 H 0 1 N N N N N N 130.162 2.054  135.279 5.459  -0.275 2.069  H19 A1CIF 45 
A1CIF H16 H13 H 0 1 N N N N N N 132.135 0.748  133.338 3.528  0.909  1.132  H16 A1CIF 46 
A1CIF H17 H14 H 0 1 N N N N N N 131.826 2.506  133.540 2.997  -0.688 1.714  H17 A1CIF 47 
A1CIF H13 H15 H 0 1 N N N N N N 126.441 3.884  127.385 -3.661 -3.012 -0.422 H13 A1CIF 48 
A1CIF H12 H16 H 0 1 N N N N N N 126.702 2.549  131.462 -2.570 1.048  0.415  H12 A1CIF 49 
A1CIF H5  H17 H 0 1 N N N N N N 123.261 2.655  133.786 -5.501 3.960  0.460  H5  A1CIF 50 
A1CIF H10 H18 H 0 1 N N N N N N 125.366 3.340  134.859 -3.193 2.447  1.761  H10 A1CIF 51 
A1CIF H11 H19 H 0 1 N N N N N N 126.071 3.662  133.239 -3.669 4.134  2.072  H11 A1CIF 52 
A1CIF H9  H20 H 0 1 N N N N N N 124.663 4.619  133.812 -4.744 2.801  2.559  H9  A1CIF 53 
A1CIF H6  H21 H 0 1 N N N N N N 124.940 0.955  134.367 -4.183 3.588  -1.607 H6  A1CIF 54 
A1CIF H7  H22 H 0 1 N N N N N N 123.926 0.489  132.959 -3.247 4.517  -0.412 H7  A1CIF 55 
A1CIF H8  H23 H 0 1 N N N N N N 125.608 1.067  132.703 -2.912 2.786  -0.653 H8  A1CIF 56 
A1CIF H2  H24 H 0 1 N N N N N N 120.515 3.509  131.568 -8.073 2.845  0.924  H2  A1CIF 57 
A1CIF H3  H25 H 0 1 N N N N N N 121.257 2.184  132.527 -7.333 3.624  -0.494 H3  A1CIF 58 
A1CIF H4  H26 H 0 1 N N N N N N 121.487 3.893  133.028 -8.554 2.348  -0.716 H4  A1CIF 59 
# 
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 
A1CIF C   C1  SING N N 1  
A1CIF C1  N   DOUB Y N 2  
A1CIF N   C2  SING Y N 3  
A1CIF C2  C3  DOUB Y N 4  
A1CIF N1  C3  SING Y N 5  
A1CIF C1  N1  SING Y N 6  
A1CIF C4  N1  SING N N 7  
A1CIF C5  C4  SING N N 8  
A1CIF C6  C4  SING N N 9  
A1CIF C3  C7  SING Y N 10 
A1CIF C7  C8  DOUB Y N 11 
A1CIF C9  C8  SING Y N 12 
A1CIF C10 C9  DOUB Y N 13 
A1CIF C2  C10 SING Y N 14 
A1CIF F   C10 SING N N 15 
A1CIF C8  C11 SING N N 16 
A1CIF C11 C12 DOUB Y N 17 
A1CIF C13 C12 SING Y N 18 
A1CIF N2  C13 DOUB Y N 19 
A1CIF C14 N2  SING Y N 20 
A1CIF N3  C14 DOUB Y N 21 
A1CIF C11 N3  SING Y N 22 
A1CIF N4  C14 SING N N 23 
A1CIF C15 N4  SING N N 24 
A1CIF C15 C16 SING N N 25 
A1CIF C16 C17 SING N N 26 
A1CIF C17 N5  SING N N 27 
A1CIF N5  C18 SING N N 28 
A1CIF C18 C19 SING N N 29 
A1CIF C19 C15 SING N N 30 
A1CIF O   C19 SING N N 31 
A1CIF S   N5  SING N N 32 
A1CIF O1  S   DOUB N N 33 
A1CIF O2  S   DOUB N N 34 
A1CIF C20 S   SING N N 35 
A1CIF C12 F1  SING N N 36 
A1CIF C13 H14 SING N N 37 
A1CIF N4  H15 SING N N 38 
A1CIF C15 H   SING N N 39 
A1CIF C19 H1  SING N N 40 
A1CIF O   H22 SING N N 41 
A1CIF C18 H20 SING N N 42 
A1CIF C18 H21 SING N N 43 
A1CIF C20 H23 SING N N 44 
A1CIF C20 H24 SING N N 45 
A1CIF C20 H25 SING N N 46 
A1CIF C17 H18 SING N N 47 
A1CIF C17 H19 SING N N 48 
A1CIF C16 H16 SING N N 49 
A1CIF C16 H17 SING N N 50 
A1CIF C9  H13 SING N N 51 
A1CIF C7  H12 SING N N 52 
A1CIF C4  H5  SING N N 53 
A1CIF C6  H10 SING N N 54 
A1CIF C6  H11 SING N N 55 
A1CIF C6  H9  SING N N 56 
A1CIF C5  H6  SING N N 57 
A1CIF C5  H7  SING N N 58 
A1CIF C5  H8  SING N N 59 
A1CIF C   H2  SING N N 60 
A1CIF C   H3  SING N N 61 
A1CIF C   H4  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 
A1CIF SMILES           ACDLabs              14.52   "OC1CN(CCC1Nc1nc(c2cc(F)c3nc(C)n(C(C)C)c3c2)c(F)cn1)S(=O)(C)=O"                                                                                                                              
A1CIF InChI            InChI                1.06    "InChI=1S/C21H26F2N6O3S/c1-11(2)29-12(3)25-20-14(22)7-13(8-17(20)29)19-15(23)9-24-21(27-19)26-16-5-6-28(10-18(16)30)33(4,31)32/h7-9,11,16,18,30H,5-6,10H2,1-4H3,(H,24,26,27)/t16-,18-/m1/s1" 
A1CIF InChIKey         InChI                1.06    UKVZKVRVVNTCMR-SJLPKXTDSA-N                                                                                                                                                                  
A1CIF SMILES_CANONICAL CACTVS               3.385   "CC(C)n1c(C)nc2c(F)cc(cc12)c3nc(N[C@@H]4CCN(C[C@H]4O)[S](C)(=O)=O)ncc3F"                                                                                                                     
A1CIF SMILES           CACTVS               3.385   "CC(C)n1c(C)nc2c(F)cc(cc12)c3nc(N[CH]4CCN(C[CH]4O)[S](C)(=O)=O)ncc3F"                                                                                                                        
A1CIF SMILES_CANONICAL "OpenEye OEToolkits" 3.1.0.0 "Cc1nc2c(n1C(C)C)cc(cc2F)c3c(cnc(n3)N[C@@H]4CCN(C[C@H]4O)S(=O)(=O)C)F"                                                                                                                       
A1CIF SMILES           "OpenEye OEToolkits" 3.1.0.0 "Cc1nc2c(n1C(C)C)cc(cc2F)c3c(cnc(n3)NC4CCN(CC4O)S(=O)(=O)C)F"                                                                                                                                
# 
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 
A1CIF "SYSTEMATIC NAME" ACDLabs              14.52   "(3R,4R)-4-({(4M)-5-fluoro-4-[4-fluoro-2-methyl-1-(propan-2-yl)-1H-1,3-benzimidazol-6-yl]pyrimidin-2-yl}amino)-1-(methanesulfonyl)piperidin-3-ol" 
A1CIF "SYSTEMATIC NAME" "OpenEye OEToolkits" 3.1.0.0 "(3~{R},4~{R})-4-[[5-fluoranyl-4-(7-fluoranyl-2-methyl-3-propan-2-yl-benzimidazol-5-yl)pyrimidin-2-yl]amino]-1-methylsulfonyl-piperidin-3-ol"     
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
A1CIF "Create component" 2025-07-14 RCSB 
A1CIF "Initial release"  2025-12-17 RCSB 
# 
