data_A1AHK
# 
_chem_comp.id                                    A1AHK 
_chem_comp.name                                  "N-{1-[(5-cyanopyridin-2-yl)methyl]-1H-pyrazol-3-yl}-2-{4-[1-(trifluoromethyl)cyclopropyl]phenyl}acetamide" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C22 H18 F3 N5 O" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2024-03-08 
_chem_comp.pdbx_modified_date                    2024-04-19 
_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                        425.406 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1AHK 
_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        9AYL 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  RCSB 
# 
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 
A1AHK C10 C1  C 0 1 N N N N N N 132.884 132.621 135.276 -6.212 0.162  -0.822 C10 A1AHK 1  
A1AHK C13 C2  C 0 1 Y N N N N N 133.567 131.251 135.161 -4.858 0.272  -0.171 C13 A1AHK 2  
A1AHK C15 C3  C 0 1 Y N N N N N 134.756 130.938 136.068 -4.012 1.313  -0.505 C15 A1AHK 3  
A1AHK C17 C4  C 0 1 Y N N N N N 135.456 129.587 135.965 -2.770 1.413  0.092  C17 A1AHK 4  
A1AHK C20 C5  C 0 1 N N N N N N 135.706 127.235 134.867 -1.019 0.583  1.676  C20 A1AHK 5  
A1AHK C21 C6  C 0 1 N N N N N N 134.995 126.268 135.806 -0.005 -0.178 0.861  C21 A1AHK 6  
A1AHK C22 C7  C 0 1 Y N N N N N 135.133 124.803 137.915 2.225  -0.928 0.498  C22 A1AHK 7  
A1AHK C24 C8  C 0 1 Y N N N N N 133.837 124.441 138.183 1.967  -1.636 -0.687 C24 A1AHK 8  
A1AHK C26 C9  C 0 1 Y N N N N N 136.328 121.273 139.678 6.361  -0.979 -0.255 C26 A1AHK 9  
A1AHK C28 C10 C 0 1 Y N N N N N 136.009 119.382 137.912 8.144  0.266  0.734  C28 A1AHK 10 
A1AHK C11 C11 C 0 1 N N N N N N 132.375 133.583 134.207 -6.364 -0.835 -1.973 C11 A1AHK 11 
A1AHK C12 C12 C 0 1 N N N N N N 133.615 133.943 135.013 -6.348 0.669  -2.260 C12 A1AHK 12 
A1AHK C14 C13 C 0 1 N N N N N N 131.770 132.597 136.360 -7.411 0.353  0.110  C14 A1AHK 13 
A1AHK C16 C14 C 0 1 Y N N N N N 133.090 130.227 134.129 -4.464 -0.665 0.766  C16 A1AHK 14 
A1AHK C18 C15 C 0 1 Y N N N N N 133.795 128.876 134.015 -3.222 -0.564 1.364  C18 A1AHK 15 
A1AHK C19 C16 C 0 1 Y N N N N N 134.969 128.568 134.942 -2.373 0.473  1.024  C19 A1AHK 16 
A1AHK C23 C17 C 0 1 N N N N N N 135.670 122.383 140.487 5.505  -2.217 -0.296 C23 A1AHK 17 
A1AHK C25 C18 C 0 1 Y N N N N N 133.861 123.491 139.169 3.131  -2.183 -1.106 C25 A1AHK 18 
A1AHK C27 C19 C 0 1 Y N N N N N 135.443 120.476 138.737 7.355  -0.871 0.701  C27 A1AHK 19 
A1AHK C29 C20 C 0 1 Y N N N N N 137.458 119.084 138.025 7.901  1.269  -0.213 C29 A1AHK 20 
A1AHK C30 C21 C 0 1 Y N N N N N 138.346 119.884 138.969 6.875  1.086  -1.142 C30 A1AHK 21 
A1AHK C31 C22 C 0 1 N N N N N N 138.051 117.966 137.186 8.688  2.466  -0.224 C31 A1AHK 22 
A1AHK F01 F1  F 0 1 N N N N N N 132.126 131.794 137.404 -7.449 -0.692 1.039  F01 A1AHK 23 
A1AHK F02 F2  F 0 1 N N N N N N 131.497 133.834 136.860 -7.288 1.572  0.784  F02 A1AHK 24 
A1AHK F03 F3  F 0 1 N N N N N N 130.627 132.096 135.806 -8.591 0.352  -0.642 F03 A1AHK 25 
A1AHK N05 N1  N 0 1 N N N N N N 135.705 125.750 136.963 1.283  -0.220 1.256  N05 A1AHK 26 
A1AHK N06 N2  N 0 1 Y N N N N N 135.129 123.293 139.502 4.092  -1.837 -0.223 N06 A1AHK 27 
A1AHK N07 N3  N 0 1 Y N N N N N 135.908 124.103 138.719 3.502  -1.050 0.774  N07 A1AHK 28 
A1AHK N08 N4  N 0 1 Y N N N N N 137.772 120.975 139.785 6.155  -0.017 -1.134 N08 A1AHK 29 
A1AHK N09 N5  N 0 1 N N N N N N 138.490 117.138 136.568 9.312  3.415  -0.232 N09 A1AHK 30 
A1AHK O04 O1  O 0 1 N N N N N N 133.890 125.967 135.575 -0.349 -0.754 -0.150 O04 A1AHK 31 
A1AHK H1  H1  H 0 1 N N N N N N 135.100 131.672 136.781 -4.322 2.048  -1.234 H1  A1AHK 32 
A1AHK H2  H2  H 0 1 N N N N N N 136.289 129.355 136.611 -2.109 2.227  -0.169 H2  A1AHK 33 
A1AHK H3  H3  H 0 1 N N N N N N 135.679 126.848 133.838 -1.065 0.165  2.682  H3  A1AHK 34 
A1AHK H4  H4  H 0 1 N N N N N N 136.752 127.365 135.183 -0.727 1.632  1.732  H4  A1AHK 35 
A1AHK H5  H5  H 0 1 N N N N N N 132.954 124.835 137.702 1.009  -1.728 -1.177 H5  A1AHK 36 
A1AHK H6  H6  H 0 1 N N N N N N 135.380 118.814 137.243 8.929  0.375  1.467  H6  A1AHK 37 
A1AHK H7  H7  H 0 1 N N N N N N 131.437 134.135 134.367 -5.484 -1.411 -2.259 H7  A1AHK 38 
A1AHK H8  H8  H 0 1 N N N N N N 132.469 133.321 133.143 -7.318 -1.355 -2.066 H8  A1AHK 39 
A1AHK H9  H9  H 0 1 N N N N N N 134.604 133.939 134.532 -7.291 1.137  -2.542 H9  A1AHK 40 
A1AHK H10 H10 H 0 1 N N N N N N 133.572 134.753 135.756 -5.457 1.081  -2.734 H10 A1AHK 41 
A1AHK H11 H11 H 0 1 N N N N N N 132.257 130.459 133.482 -5.126 -1.476 1.031  H11 A1AHK 42 
A1AHK H12 H12 H 0 1 N N N N N N 133.467 128.148 133.288 -2.914 -1.296 2.096  H12 A1AHK 43 
A1AHK H13 H13 H 0 1 N N N N N N 136.412 122.893 141.119 5.688  -2.755 -1.227 H13 A1AHK 44 
A1AHK H14 H14 H 0 1 N N N N N N 134.867 121.977 141.120 5.752  -2.859 0.549  H14 A1AHK 45 
A1AHK H15 H15 H 0 1 N N N N N N 133.003 122.994 139.597 3.267  -2.788 -1.990 H15 A1AHK 46 
A1AHK H16 H16 H 0 1 N N N N N N 134.391 120.708 138.668 7.513  -1.665 1.416  H16 A1AHK 47 
A1AHK H17 H17 H 0 1 N N N N N N 139.399 119.654 139.043 6.675  1.850  -1.878 H17 A1AHK 48 
A1AHK H18 H18 H 0 1 N N N N N N 136.643 126.061 137.116 1.557  0.240  2.064  H18 A1AHK 49 
# 
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 
A1AHK C18 C16 DOUB Y N 1  
A1AHK C18 C19 SING Y N 2  
A1AHK C16 C13 SING Y N 3  
A1AHK C11 C12 SING N N 4  
A1AHK C11 C10 SING N N 5  
A1AHK C20 C19 SING N N 6  
A1AHK C20 C21 SING N N 7  
A1AHK C19 C17 DOUB Y N 8  
A1AHK C12 C10 SING N N 9  
A1AHK C13 C10 SING N N 10 
A1AHK C13 C15 DOUB Y N 11 
A1AHK C10 C14 SING N N 12 
A1AHK O04 C21 DOUB N N 13 
A1AHK C21 N05 SING N N 14 
A1AHK F03 C14 SING N N 15 
A1AHK C17 C15 SING Y N 16 
A1AHK C14 F02 SING N N 17 
A1AHK C14 F01 SING N N 18 
A1AHK N09 C31 TRIP N N 19 
A1AHK N05 C22 SING N N 20 
A1AHK C31 C29 SING N N 21 
A1AHK C28 C29 DOUB Y N 22 
A1AHK C28 C27 SING Y N 23 
A1AHK C22 C24 SING Y N 24 
A1AHK C22 N07 DOUB Y N 25 
A1AHK C29 C30 SING Y N 26 
A1AHK C24 C25 DOUB Y N 27 
A1AHK N07 N06 SING Y N 28 
A1AHK C27 C26 DOUB Y N 29 
A1AHK C30 N08 DOUB Y N 30 
A1AHK C25 N06 SING Y N 31 
A1AHK N06 C23 SING N N 32 
A1AHK C26 N08 SING Y N 33 
A1AHK C26 C23 SING N N 34 
A1AHK C15 H1  SING N N 35 
A1AHK C17 H2  SING N N 36 
A1AHK C20 H3  SING N N 37 
A1AHK C20 H4  SING N N 38 
A1AHK C24 H5  SING N N 39 
A1AHK C28 H6  SING N N 40 
A1AHK C11 H7  SING N N 41 
A1AHK C11 H8  SING N N 42 
A1AHK C12 H9  SING N N 43 
A1AHK C12 H10 SING N N 44 
A1AHK C16 H11 SING N N 45 
A1AHK C18 H12 SING N N 46 
A1AHK C23 H13 SING N N 47 
A1AHK C23 H14 SING N N 48 
A1AHK C25 H15 SING N N 49 
A1AHK C27 H16 SING N N 50 
A1AHK C30 H17 SING N N 51 
A1AHK N05 H18 SING N N 52 
# 
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 
A1AHK SMILES           ACDLabs              12.01 "FC(F)(F)C1(CC1)c1ccc(cc1)CC(=O)Nc1ccn(Cc2ncc(C#N)cc2)n1"                                                                                                    
A1AHK InChI            InChI                1.06  "InChI=1S/C22H18F3N5O/c23-22(24,25)21(8-9-21)17-4-1-15(2-5-17)11-20(31)28-19-7-10-30(29-19)14-18-6-3-16(12-26)13-27-18/h1-7,10,13H,8-9,11,14H2,(H,28,29,31)" 
A1AHK InChIKey         InChI                1.06  LSYANGLAZUZYFX-UHFFFAOYSA-N                                                                                                                                  
A1AHK SMILES_CANONICAL CACTVS               3.385 "FC(F)(F)C1(CC1)c2ccc(CC(=O)Nc3ccn(Cc4ccc(cn4)C#N)n3)cc2"                                                                                                    
A1AHK SMILES           CACTVS               3.385 "FC(F)(F)C1(CC1)c2ccc(CC(=O)Nc3ccn(Cc4ccc(cn4)C#N)n3)cc2"                                                                                                    
A1AHK SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "c1cc(ccc1CC(=O)Nc2ccn(n2)Cc3ccc(cn3)C#N)C4(CC4)C(F)(F)F"                                                                                                    
A1AHK SMILES           "OpenEye OEToolkits" 2.0.7 "c1cc(ccc1CC(=O)Nc2ccn(n2)Cc3ccc(cn3)C#N)C4(CC4)C(F)(F)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 
A1AHK "SYSTEMATIC NAME" ACDLabs              12.01 "N-{1-[(5-cyanopyridin-2-yl)methyl]-1H-pyrazol-3-yl}-2-{4-[1-(trifluoromethyl)cyclopropyl]phenyl}acetamide" 
A1AHK "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "~{N}-[1-[(5-cyanopyridin-2-yl)methyl]pyrazol-3-yl]-2-[4-[1-(trifluoromethyl)cyclopropyl]phenyl]ethanamide" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
A1AHK "Create component" 2024-03-08 RCSB 
A1AHK "Initial release"  2024-04-24 RCSB 
# 
