data_A1AE8
# 
_chem_comp.id                                    A1AE8 
_chem_comp.name                                  "(6S,8R)-N-(3-cyanophenyl)-5-{4-[difluoro(phenyl)methyl]phenyl}-6-methyl-4-oxo-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrazine-3-carboxamide" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C28 H21 F2 N5 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2024-02-21 
_chem_comp.pdbx_modified_date                    2025-01-24 
_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                        497.495 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1AE8 
_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        8W2E 
_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 
A1AE8 N1  N1  N 0 1 Y N N N N N 145.509 155.440 163.374 1.895  3.774  0.247  N1  A1AE8 1  
A1AE8 N3  N2  N 0 1 N N N N N N 142.394 157.149 165.854 5.069  0.394  0.074  N3  A1AE8 2  
A1AE8 C4  C1  C 0 1 Y N N N N N 144.481 157.203 162.779 4.014  3.186  0.266  C4  A1AE8 3  
A1AE8 C5  C2  C 0 1 Y N N N N N 143.935 156.829 164.021 3.238  2.016  0.139  C5  A1AE8 4  
A1AE8 C6  C3  C 0 1 N N N N N N 142.862 157.599 164.669 3.743  0.631  0.043  C6  A1AE8 5  
A1AE8 C7  C4  C 0 1 Y N N N N N 141.286 157.596 166.596 5.552  -0.904 -0.117 C7  A1AE8 6  
A1AE8 C8  C5  C 0 1 Y N N N N N 141.020 156.957 167.805 6.760  -1.107 -0.776 C8  A1AE8 7  
A1AE8 C10 C6  C 0 1 Y N N N N N 139.110 158.371 168.175 6.527  -3.475 -0.507 C10 A1AE8 8  
A1AE8 C13 C7  C 0 1 Y N N N N N 140.449 158.627 166.179 4.830  -1.989 0.354  C13 A1AE8 9  
A1AE8 C15 C8  C 0 1 N N N N N N 144.610 154.769 165.495 0.670  1.636  -0.014 C15 A1AE8 10 
A1AE8 C17 C9  C 0 1 Y N N N N N 146.862 153.350 167.744 -2.475 1.518  -1.251 C17 A1AE8 11 
A1AE8 C20 C10 C 0 1 Y N N N N N 145.071 151.294 168.126 -3.376 0.611  1.206  C20 A1AE8 12 
A1AE8 C21 C11 C 0 1 Y N N N N N 144.957 152.113 167.019 -2.158 1.256  1.118  C21 A1AE8 13 
A1AE8 C22 C12 C 0 1 N N N N N N 146.200 150.582 170.266 -5.475 -0.277 0.173  C22 A1AE8 14 
A1AE8 C24 C13 C 0 1 Y N N N N N 145.533 151.718 172.416 -5.021 -2.575 1.054  C24 A1AE8 15 
A1AE8 C26 C14 C 0 1 Y N N N N N 147.152 152.628 173.925 -4.914 -4.472 -0.403 C26 A1AE8 16 
A1AE8 C28 C15 C 0 1 Y N N N N N 147.854 151.564 171.902 -5.346 -2.295 -1.302 C28 A1AE8 17 
A1AE8 C1  C16 C 0 1 N N N N N N 147.584 152.646 164.673 -1.796 4.386  -0.208 C1  A1AE8 18 
A1AE8 O1  O1  O 0 1 N N N N N N 142.417 158.588 164.099 2.963  -0.294 -0.063 O1  A1AE8 19 
A1AE8 C2  C17 C 0 1 N N S N N N 146.881 153.996 164.709 -0.425 3.778  -0.513 C2  A1AE8 20 
A1AE8 N2  N3  N 0 1 Y N N N N N 145.427 156.368 162.385 3.208  4.219  0.325  N2  A1AE8 21 
A1AE8 O2  O2  O 0 1 N N N N N N 143.685 154.716 166.290 0.660  0.422  0.044  O2  A1AE8 22 
A1AE8 C3  C18 C 0 1 N N N N N N 146.448 154.338 163.287 0.637  4.523  0.294  C3  A1AE8 23 
A1AE8 N4  N4  N 0 1 N N N N N N 137.888 160.988 166.204 3.988  -5.301 1.029  N4  A1AE8 24 
A1AE8 N5  N5  N 0 1 N N N N N N 145.740 154.004 165.655 -0.463 2.352  -0.208 N5  A1AE8 25 
A1AE8 C9  C19 C 0 1 Y N N N N N 139.938 157.350 168.579 7.242  -2.388 -0.967 C9  A1AE8 26 
A1AE8 C11 C20 C 0 1 Y N N N N N 139.362 158.998 166.960 5.316  -3.282 0.161  C11 A1AE8 27 
A1AE8 C12 C21 C 0 1 N N N N N N 138.543 160.104 166.540 4.576  -4.408 0.645  C12 A1AE8 28 
A1AE8 C14 C22 C 0 1 Y N N N N N 144.631 155.670 164.401 1.918  2.411  0.122  C14 A1AE8 29 
A1AE8 C16 C23 C 0 1 Y N N N N N 145.846 153.157 166.819 -1.701 1.708  -0.113 C16 A1AE8 30 
A1AE8 C18 C24 C 0 1 Y N N N N N 146.974 152.529 168.849 -3.697 0.882  -1.154 C18 A1AE8 31 
A1AE8 C19 C25 C 0 1 Y N N N N N 146.078 151.492 169.058 -4.147 0.428  0.073  C19 A1AE8 32 
A1AE8 C23 C26 C 0 1 Y N N N N N 146.536 151.309 171.552 -5.275 -1.756 -0.031 C23 A1AE8 33 
A1AE8 C25 C27 C 0 1 Y N N N N N 145.840 152.376 173.596 -4.838 -3.932 0.867  C25 A1AE8 34 
A1AE8 C27 C28 C 0 1 Y N N N N N 148.159 152.225 173.081 -5.174 -3.654 -1.487 C27 A1AE8 35 
A1AE8 F1  F1  F 0 1 N N N N N N 147.143 149.623 170.021 -6.029 -0.050 1.437  F1  A1AE8 36 
A1AE8 F2  F2  F 0 1 N N N N N N 145.038 149.879 170.428 -6.340 0.217  -0.810 F2  A1AE8 37 
A1AE8 H1  H1  H 0 1 N N N N N N 142.907 156.393 166.260 5.689  1.124  0.229  H1  A1AE8 38 
A1AE8 H2  H2  H 0 1 N N N N N N 144.165 158.068 162.215 5.093  3.226  0.309  H2  A1AE8 39 
A1AE8 H3  H3  H 0 1 N N N N N N 141.658 156.153 168.141 7.324  -0.260 -1.139 H3  A1AE8 40 
A1AE8 H4  H4  H 0 1 N N N N N N 138.278 158.680 168.791 6.907  -4.475 -0.659 H4  A1AE8 41 
A1AE8 H5  H5  H 0 1 N N N N N N 140.645 159.138 165.248 3.894  -1.833 0.870  H5  A1AE8 42 
A1AE8 H6  H6  H 0 1 N N N N N N 147.572 154.150 167.598 -2.125 1.873  -2.209 H6  A1AE8 43 
A1AE8 H7  H7  H 0 1 N N N N N N 144.366 150.488 168.267 -3.730 0.255  2.162  H7  A1AE8 44 
A1AE8 H8  H8  H 0 1 N N N N N N 144.168 151.938 166.303 -1.556 1.398  2.003  H8  A1AE8 45 
A1AE8 H9  H9  H 0 1 N N N N N N 144.501 151.522 172.167 -4.962 -2.154 2.046  H9  A1AE8 46 
A1AE8 H10 H10 H 0 1 N N N N N N 147.390 153.142 174.845 -4.771 -5.532 -0.549 H10 A1AE8 47 
A1AE8 H11 H11 H 0 1 N N N N N N 148.652 151.244 171.248 -5.549 -1.656 -2.149 H11 A1AE8 48 
A1AE8 H12 H12 H 0 1 N N N N N N 147.908 152.374 165.688 -2.075 4.156  0.820  H12 A1AE8 49 
A1AE8 H13 H13 H 0 1 N N N N N N 146.891 151.882 164.292 -1.751 5.467  -0.340 H13 A1AE8 50 
A1AE8 H14 H14 H 0 1 N N N N N N 148.461 152.707 164.012 -2.538 3.968  -0.888 H14 A1AE8 51 
A1AE8 H15 H15 H 0 1 N N N N N N 147.611 154.752 165.034 -0.212 3.906  -1.575 H15 A1AE8 52 
A1AE8 H16 H16 H 0 1 N N N N N N 145.964 153.467 162.821 0.308  4.617  1.329  H16 A1AE8 53 
A1AE8 H17 H17 H 0 1 N N N N N N 147.322 154.635 162.689 0.788  5.515  -0.131 H17 A1AE8 54 
A1AE8 H18 H18 H 0 1 N N N N N N 139.743 156.846 169.514 8.181  -2.539 -1.480 H18 A1AE8 55 
A1AE8 H19 H19 H 0 1 N N N N N N 147.770 152.697 169.559 -4.302 0.738  -2.037 H19 A1AE8 56 
A1AE8 H20 H20 H 0 1 N N N N N N 145.048 152.692 174.259 -4.635 -4.571 1.714  H20 A1AE8 57 
A1AE8 H21 H21 H 0 1 N N N N N N 149.189 152.424 173.337 -5.243 -4.077 -2.479 H21 A1AE8 58 
# 
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 
A1AE8 N2  C4  DOUB Y N 1  
A1AE8 N2  N1  SING Y N 2  
A1AE8 C4  C5  SING Y N 3  
A1AE8 C3  N1  SING N N 4  
A1AE8 C3  C2  SING N N 5  
A1AE8 N1  C14 SING Y N 6  
A1AE8 C5  C14 DOUB Y N 7  
A1AE8 C5  C6  SING N N 8  
A1AE8 O1  C6  DOUB N N 9  
A1AE8 C14 C15 SING N N 10 
A1AE8 C6  N3  SING N N 11 
A1AE8 C1  C2  SING N N 12 
A1AE8 C2  N5  SING N N 13 
A1AE8 C15 N5  SING N N 14 
A1AE8 C15 O2  DOUB N N 15 
A1AE8 N5  C16 SING N N 16 
A1AE8 N3  C7  SING N N 17 
A1AE8 C13 C7  DOUB Y N 18 
A1AE8 C13 C11 SING Y N 19 
A1AE8 N4  C12 TRIP N N 20 
A1AE8 C12 C11 SING N N 21 
A1AE8 C7  C8  SING Y N 22 
A1AE8 C16 C21 DOUB Y N 23 
A1AE8 C16 C17 SING Y N 24 
A1AE8 C11 C10 DOUB Y N 25 
A1AE8 C21 C20 SING Y N 26 
A1AE8 C17 C18 DOUB Y N 27 
A1AE8 C8  C9  DOUB Y N 28 
A1AE8 C20 C19 DOUB Y N 29 
A1AE8 C10 C9  SING Y N 30 
A1AE8 C18 C19 SING Y N 31 
A1AE8 C19 C22 SING N N 32 
A1AE8 F1  C22 SING N N 33 
A1AE8 C22 F2  SING N N 34 
A1AE8 C22 C23 SING N N 35 
A1AE8 C23 C28 DOUB Y N 36 
A1AE8 C23 C24 SING Y N 37 
A1AE8 C28 C27 SING Y N 38 
A1AE8 C24 C25 DOUB Y N 39 
A1AE8 C27 C26 DOUB Y N 40 
A1AE8 C25 C26 SING Y N 41 
A1AE8 N3  H1  SING N N 42 
A1AE8 C4  H2  SING N N 43 
A1AE8 C8  H3  SING N N 44 
A1AE8 C10 H4  SING N N 45 
A1AE8 C13 H5  SING N N 46 
A1AE8 C17 H6  SING N N 47 
A1AE8 C20 H7  SING N N 48 
A1AE8 C21 H8  SING N N 49 
A1AE8 C24 H9  SING N N 50 
A1AE8 C26 H10 SING N N 51 
A1AE8 C28 H11 SING N N 52 
A1AE8 C1  H12 SING N N 53 
A1AE8 C1  H13 SING N N 54 
A1AE8 C1  H14 SING N N 55 
A1AE8 C2  H15 SING N N 56 
A1AE8 C3  H16 SING N N 57 
A1AE8 C3  H17 SING N N 58 
A1AE8 C9  H18 SING N N 59 
A1AE8 C18 H19 SING N N 60 
A1AE8 C25 H20 SING N N 61 
A1AE8 C27 H21 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 
A1AE8 SMILES           ACDLabs              12.01 "FC(F)(c1ccccc1)c1ccc(cc1)N1C(C)Cn2ncc(c2C1=O)C(=O)Nc1cc(C#N)ccc1"                                                                                                                       
A1AE8 InChI            InChI                1.06  "InChI=1S/C28H21F2N5O2/c1-18-17-34-25(24(16-32-34)26(36)33-22-9-5-6-19(14-22)15-31)27(37)35(18)23-12-10-21(11-13-23)28(29,30)20-7-3-2-4-8-20/h2-14,16,18H,17H2,1H3,(H,33,36)/t18-/m0/s1" 
A1AE8 InChIKey         InChI                1.06  XXXBMVUCPXBZMT-SFHVURJKSA-N                                                                                                                                                              
A1AE8 SMILES_CANONICAL CACTVS               3.385 "C[C@H]1Cn2ncc(C(=O)Nc3cccc(c3)C#N)c2C(=O)N1c4ccc(cc4)C(F)(F)c5ccccc5"                                                                                                                   
A1AE8 SMILES           CACTVS               3.385 "C[CH]1Cn2ncc(C(=O)Nc3cccc(c3)C#N)c2C(=O)N1c4ccc(cc4)C(F)(F)c5ccccc5"                                                                                                                    
A1AE8 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "C[C@H]1Cn2c(c(cn2)C(=O)Nc3cccc(c3)C#N)C(=O)N1c4ccc(cc4)C(c5ccccc5)(F)F"                                                                                                                 
A1AE8 SMILES           "OpenEye OEToolkits" 2.0.7 "CC1Cn2c(c(cn2)C(=O)Nc3cccc(c3)C#N)C(=O)N1c4ccc(cc4)C(c5ccccc5)(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 
A1AE8 "SYSTEMATIC NAME" ACDLabs              12.01 "(6S,8R)-N-(3-cyanophenyl)-5-{4-[difluoro(phenyl)methyl]phenyl}-6-methyl-4-oxo-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrazine-3-carboxamide"             
A1AE8 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "(6~{S})-5-[4-[bis(fluoranyl)-phenyl-methyl]phenyl]-~{N}-(3-cyanophenyl)-6-methyl-4-oxidanylidene-6,7-dihydropyrazolo[1,5-a]pyrazine-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 
A1AE8 "Create component" 2024-02-21 RCSB 
A1AE8 "Initial release"  2025-01-29 RCSB 
# 
