data_A1AUX
# 
_chem_comp.id                                    A1AUX 
_chem_comp.name                                  "(5R,7S,8R)-7-(2-fluorophenyl)-3-[(2-fluorophenyl)carbamoyl]-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrimidine-5-carboxylic acid" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C20 H16 F2 N4 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2024-06-12 
_chem_comp.pdbx_modified_date                    2024-10-11 
_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                        398.363 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1AUX 
_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        9C80 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  RCSB 
_chem_comp.pdbx_pcm                              Y 
# 
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 
A1AUX C1  C1  C 0 1 Y N N N N N 25.446 -9.042  11.020 6.837  0.872  -0.073 C1  A1AUX 1  
A1AUX C2  C2  C 0 1 Y N N N N N 26.105 -8.210  11.908 7.058  -0.212 0.758  C2  A1AUX 2  
A1AUX C3  C3  C 0 1 Y N N N N N 27.123 -8.708  12.708 5.989  -0.918 1.278  C3  A1AUX 3  
A1AUX O1  O1  O 0 1 N N N N N N 24.768 -17.022 15.979 -2.664 -4.530 -0.734 O1  A1AUX 4  
A1AUX O2  O2  O 0 1 N N N N N N 23.562 -16.664 17.811 -1.144 -4.105 0.813  O2  A1AUX 5  
A1AUX C11 C4  C 0 1 N N N N N N 23.435 -13.913 17.237 -2.844 -1.450 0.013  C11 A1AUX 6  
A1AUX C12 C5  C 0 1 N N R N N N 23.513 -14.973 16.135 -1.685 -2.270 -0.563 C12 A1AUX 7  
A1AUX C13 C6  C 0 1 N N N N N N 23.956 -16.306 16.728 -1.811 -3.703 -0.111 C13 A1AUX 8  
A1AUX C14 C7  C 0 1 Y N N N N N 23.361 -11.462 17.733 -3.704 0.879  0.191  C14 A1AUX 9  
A1AUX C15 C8  C 0 1 Y N N N N N 24.655 -11.026 18.012 -3.461 1.098  1.533  C15 A1AUX 10 
A1AUX C16 C9  C 0 1 Y N N N N N 24.890 -10.075 18.993 -4.279 1.947  2.256  C16 A1AUX 11 
A1AUX C17 C10 C 0 1 Y N N N N N 23.841 -9.551  19.719 -5.341 2.578  1.636  C17 A1AUX 12 
A1AUX C18 C11 C 0 1 Y N N N N N 22.544 -9.959  19.459 -5.586 2.361  0.294  C18 A1AUX 13 
A1AUX C19 C12 C 0 1 Y N N N N N 22.338 -10.890 18.469 -4.768 1.512  -0.431 C19 A1AUX 14 
A1AUX N   N1  N 0 1 N N N N N N 26.839 -12.329 11.929 3.158  0.935  -0.166 N   A1AUX 15 
A1AUX C   C13 C 0 1 Y N N N N N 25.806 -10.369 10.979 5.545  1.255  -0.382 C   A1AUX 16 
A1AUX O   O3  O 0 1 N N N N N N 26.264 -14.382 12.732 2.411  -1.141 0.100  O   A1AUX 17 
A1AUX C10 C14 C 0 1 N N S N N N 23.078 -12.524 16.694 -2.809 -0.041 -0.598 C10 A1AUX 18 
A1AUX C4  C15 C 0 1 Y N N N N N 27.472 -10.052 12.651 4.695  -0.543 0.969  C4  A1AUX 19 
A1AUX C5  C16 C 0 1 Y N N N N N 26.775 -10.919 11.805 4.468  0.550  0.144  C5  A1AUX 20 
A1AUX C6  C17 C 0 1 N N N N N N 26.098 -13.165 12.722 2.160  0.030  -0.116 C6  A1AUX 21 
A1AUX C7  C18 C 0 1 Y N N N N N 25.093 -12.505 13.670 0.771  0.458  -0.322 C7  A1AUX 22 
A1AUX C8  C19 C 0 1 Y N N N N N 24.473 -13.182 14.727 -0.355 -0.355 -0.304 C8  A1AUX 23 
A1AUX C9  C20 C 0 1 Y N N N N N 24.642 -11.178 13.821 0.324  1.776  -0.581 C9  A1AUX 24 
A1AUX F   F1  F 0 1 N N N N N N 25.190 -11.190 10.099 5.329  2.314  -1.193 F   A1AUX 25 
A1AUX F1  F2  F 0 1 N N N N N N 21.064 -11.238 18.172 -5.007 1.299  -1.744 F1  A1AUX 26 
A1AUX N1  N2  N 0 1 Y N N N N N 23.858 -11.028 14.869 -0.974 1.750  -0.704 N1  A1AUX 27 
A1AUX N2  N3  N 0 1 Y N N N N N 23.779 -12.267 15.438 -1.423 0.440  -0.537 N2  A1AUX 28 
A1AUX N3  N4  N 0 1 N N N N N N 24.446 -14.502 15.109 -0.407 -1.718 -0.090 N3  A1AUX 29 
A1AUX H   H1  H 0 1 N N N N N N 24.669 -8.659  10.375 7.674  1.421  -0.477 H   A1AUX 30 
A1AUX H1  H2  H 0 1 N N N N N N 25.826 -7.169  11.978 8.068  -0.507 1.002  H1  A1AUX 31 
A1AUX H2  H3  H 0 1 N N N N N N 27.648 -8.046  13.380 6.165  -1.763 1.926  H2  A1AUX 32 
A1AUX H10 H4  H 0 1 N N N N N N 24.978 -17.834 16.425 -2.710 -5.440 -0.409 H10 A1AUX 33 
A1AUX H8  H5  H 0 1 N N N N N N 22.666 -14.216 17.963 -3.790 -1.931 -0.232 H8  A1AUX 34 
A1AUX H7  H6  H 0 1 N N N N N N 24.412 -13.855 17.740 -2.739 -1.380 1.096  H7  A1AUX 35 
A1AUX H9  H7  H 0 1 N N N N N N 22.513 -15.097 15.694 -1.717 -2.229 -1.652 H9  A1AUX 36 
A1AUX H12 H8  H 0 1 N N N N N N 25.486 -11.435 17.456 -2.631 0.605  2.018  H12 A1AUX 37 
A1AUX H13 H9  H 0 1 N N N N N N 25.899 -9.743  19.190 -4.088 2.116  3.305  H13 A1AUX 38 
A1AUX H14 H10 H 0 1 N N N N N N 24.032 -8.821  20.492 -5.980 3.240  2.202  H14 A1AUX 39 
A1AUX H15 H11 H 0 1 N N N N N N 21.714 -9.556  20.020 -6.417 2.854  -0.190 H15 A1AUX 40 
A1AUX H4  H12 H 0 1 N N N N N N 27.524 -12.779 11.355 2.969  1.852  -0.417 H4  A1AUX 41 
A1AUX H6  H13 H 0 1 N N N N N N 21.996 -12.516 16.494 -3.142 -0.081 -1.635 H6  A1AUX 42 
A1AUX H3  H14 H 0 1 N N N N N N 28.281 -10.426 13.260 3.861  -1.096 1.375  H3  A1AUX 43 
A1AUX H5  H15 H 0 1 N N N N N N 24.910 -10.374 13.152 0.951  2.652  -0.662 H5  A1AUX 44 
A1AUX H11 H16 H 0 1 N N N N N N 24.252 -15.033 14.284 0.372  -2.183 -0.531 H11 A1AUX 45 
# 
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 
A1AUX F   C   SING N N 1  
A1AUX C   C1  DOUB Y N 2  
A1AUX C   C5  SING Y N 3  
A1AUX C1  C2  SING Y N 4  
A1AUX C5  N   SING N N 5  
A1AUX C5  C4  DOUB Y N 6  
A1AUX C2  C3  DOUB Y N 7  
A1AUX N   C6  SING N N 8  
A1AUX C4  C3  SING Y N 9  
A1AUX C6  O   DOUB N N 10 
A1AUX C6  C7  SING N N 11 
A1AUX C7  C9  SING Y N 12 
A1AUX C7  C8  DOUB Y N 13 
A1AUX C9  N1  DOUB Y N 14 
A1AUX C8  N3  SING N N 15 
A1AUX C8  N2  SING Y N 16 
A1AUX N1  N2  SING Y N 17 
A1AUX N3  C12 SING N N 18 
A1AUX N2  C10 SING N N 19 
A1AUX O1  C13 SING N N 20 
A1AUX C12 C13 SING N N 21 
A1AUX C12 C11 SING N N 22 
A1AUX C10 C11 SING N N 23 
A1AUX C10 C14 SING N N 24 
A1AUX C13 O2  DOUB N N 25 
A1AUX C14 C15 DOUB Y N 26 
A1AUX C14 C19 SING Y N 27 
A1AUX C15 C16 SING Y N 28 
A1AUX F1  C19 SING N N 29 
A1AUX C19 C18 DOUB Y N 30 
A1AUX C16 C17 DOUB Y N 31 
A1AUX C18 C17 SING Y N 32 
A1AUX C1  H   SING N N 33 
A1AUX C2  H1  SING N N 34 
A1AUX C3  H2  SING N N 35 
A1AUX O1  H10 SING N N 36 
A1AUX C11 H8  SING N N 37 
A1AUX C11 H7  SING N N 38 
A1AUX C12 H9  SING N N 39 
A1AUX C15 H12 SING N N 40 
A1AUX C16 H13 SING N N 41 
A1AUX C17 H14 SING N N 42 
A1AUX C18 H15 SING N N 43 
A1AUX N   H4  SING N N 44 
A1AUX C10 H6  SING N N 45 
A1AUX C4  H3  SING N N 46 
A1AUX C9  H5  SING N N 47 
A1AUX N3  H11 SING N N 48 
# 
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 
A1AUX SMILES           ACDLabs              12.01 "Fc1ccccc1NC(=O)c1cnn2C(CC(Nc12)C(=O)O)c1ccccc1F"                                                                                                                          
A1AUX InChI            InChI                1.06  "InChI=1S/C20H16F2N4O3/c21-13-6-2-1-5-11(13)17-9-16(20(28)29)24-18-12(10-23-26(17)18)19(27)25-15-8-4-3-7-14(15)22/h1-8,10,16-17,24H,9H2,(H,25,27)(H,28,29)/t16-,17+/m1/s1" 
A1AUX InChIKey         InChI                1.06  RVBNUMVALXTMOF-SJORKVTESA-N                                                                                                                                                
A1AUX SMILES_CANONICAL CACTVS               3.385 "OC(=O)[C@H]1C[C@H](n2ncc(C(=O)Nc3ccccc3F)c2N1)c4ccccc4F"                                                                                                                  
A1AUX SMILES           CACTVS               3.385 "OC(=O)[CH]1C[CH](n2ncc(C(=O)Nc3ccccc3F)c2N1)c4ccccc4F"                                                                                                                    
A1AUX SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "c1ccc(c(c1)[C@@H]2C[C@@H](Nc3n2ncc3C(=O)Nc4ccccc4F)C(=O)O)F"                                                                                                              
A1AUX SMILES           "OpenEye OEToolkits" 2.0.7 "c1ccc(c(c1)C2CC(Nc3n2ncc3C(=O)Nc4ccccc4F)C(=O)O)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 
A1AUX "SYSTEMATIC NAME" ACDLabs              12.01 "(5R,7S,8R)-7-(2-fluorophenyl)-3-[(2-fluorophenyl)carbamoyl]-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrimidine-5-carboxylic acid"    
A1AUX "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "(5~{R},7~{S})-7-(2-fluorophenyl)-3-[(2-fluorophenyl)carbamoyl]-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrimidine-5-carboxylic acid" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
A1AUX "Create component" 2024-06-12 RCSB 
A1AUX "Modify PCM"       2024-09-27 PDBE 
A1AUX "Initial release"  2024-10-16 RCSB 
# 
_pdbx_chem_comp_pcm.pcm_id                             1 
_pdbx_chem_comp_pcm.comp_id                            A1AUX 
_pdbx_chem_comp_pcm.modified_residue_id                CYS 
_pdbx_chem_comp_pcm.type                               None 
_pdbx_chem_comp_pcm.category                           "Covalent chemical modification" 
_pdbx_chem_comp_pcm.position                           "Amino-acid side chain" 
_pdbx_chem_comp_pcm.polypeptide_position               "Any position" 
_pdbx_chem_comp_pcm.comp_id_linking_atom               C12 
_pdbx_chem_comp_pcm.modified_residue_id_linking_atom   SG 
_pdbx_chem_comp_pcm.uniprot_specific_ptm_accession     ? 
_pdbx_chem_comp_pcm.uniprot_generic_ptm_accession      ? 
# 
