data_A1AU4
# 
_chem_comp.id                                    A1AU4 
_chem_comp.name                                  "(7P,8S)-3-cyclohexyl-7-(3-methylpyridin-2-yl)pyrazolo[1,5-a]pyrimidine" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C18 H20 N4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2024-06-13 
_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                        292.378 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1AU4 
_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        9C8Q 
_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 
A1AU4 C1  C1  C 0 1 Y N N N N N -12.373 14.302 2.490  1.740  -0.852 0.111  C1  A1AU4 1  
A1AU4 C2  C2  C 0 1 Y N N N N N -12.281 12.954 2.775  1.694  -2.159 0.517  C2  A1AU4 2  
A1AU4 C3  C3  C 0 1 Y N N N N N -13.135 12.040 2.143  0.453  -2.766 0.732  C3  A1AU4 3  
A1AU4 C11 C4  C 0 1 N N N N N N -15.949 13.304 -1.863 -3.728 0.826  1.010  C11 A1AU4 4  
A1AU4 C12 C5  C 0 1 Y N N N N N -11.475 15.367 2.943  3.036  -0.183 -0.123 C12 A1AU4 5  
A1AU4 C13 C6  C 0 1 Y N N N N N -10.633 16.072 2.004  3.411  0.900  0.673  C13 A1AU4 6  
A1AU4 C14 C7  C 0 1 Y N N N N N -9.779  17.026 2.545  4.628  1.516  0.440  C14 A1AU4 7  
A1AU4 C15 C8  C 0 1 Y N N N N N -9.777  17.284 3.904  5.433  1.030  -0.580 C15 A1AU4 8  
A1AU4 C16 C9  C 0 1 Y N N N N N -10.653 16.584 4.713  5.000  -0.048 -1.331 C16 A1AU4 9  
A1AU4 C17 C10 C 0 1 N N N N N N -10.693 15.851 0.513  2.502  1.393  1.769  C17 A1AU4 10 
A1AU4 N   N1  N 0 1 Y N N N N N -14.072 12.381 1.259  -0.659 -2.092 0.545  N   A1AU4 11 
A1AU4 C   C11 C 0 1 Y N N N N N -14.206 13.732 1.020  -0.634 -0.813 0.148  C   A1AU4 12 
A1AU4 C10 C12 C 0 1 N N N N N N -17.108 13.264 -2.860 -5.233 0.576  1.118  C10 A1AU4 13 
A1AU4 C4  C13 C 0 1 Y N N N N N -15.118 14.504 0.224  -1.639 0.108  -0.117 C4  A1AU4 14 
A1AU4 C5  C14 C 0 1 Y N N N N N -14.717 15.831 0.440  -1.032 1.295  -0.498 C5  A1AU4 15 
A1AU4 C6  C15 C 0 1 N N N N N N -16.271 14.264 -0.715 -3.122 -0.139 -0.011 C6  A1AU4 16 
A1AU4 C7  C16 C 0 1 N N N N N N -17.567 13.837 -0.020 -3.776 0.087  -1.376 C7  A1AU4 17 
A1AU4 C8  C17 C 0 1 N N N N N N -18.736 13.768 -1.006 -5.281 -0.164 -1.268 C8  A1AU4 18 
A1AU4 C9  C18 C 0 1 N N N N N N -18.420 12.863 -2.191 -5.887 0.801  -0.247 C9  A1AU4 19 
A1AU4 N1  N2  N 0 1 Y N N N N N -13.383 14.666 1.618  0.559  -0.176 -0.080 N1  A1AU4 20 
A1AU4 N2  N3  N 0 1 Y N N N N N -13.694 15.960 1.268  0.272  1.135  -0.475 N2  A1AU4 21 
A1AU4 N3  N4  N 0 1 Y N N N N N -11.492 15.637 4.261  3.839  -0.621 -1.087 N3  A1AU4 22 
A1AU4 H   H1  H 0 1 N N N N N N -11.549 12.603 3.487  2.607  -2.715 0.671  H   A1AU4 23 
A1AU4 H1  H2  H 0 1 N N N N N N -13.027 10.994 2.388  0.407  -3.796 1.052  H1  A1AU4 24 
A1AU4 H12 H3  H 0 1 N N N N N N -15.784 12.295 -1.457 -3.552 1.853  0.689  H12 A1AU4 25 
A1AU4 H13 H4  H 0 1 N N N N N N -15.039 13.646 -2.378 -3.262 0.665  1.983  H13 A1AU4 26 
A1AU4 H14 H5  H 0 1 N N N N N N -9.109  17.572 1.897  4.944  2.357  1.040  H14 A1AU4 27 
A1AU4 H15 H6  H 0 1 N N N N N N -9.105  18.017 4.325  6.388  1.489  -0.786 H15 A1AU4 28 
A1AU4 H16 H7  H 0 1 N N N N N N -10.663 16.812 5.769  5.624  -0.428 -2.126 H16 A1AU4 29 
A1AU4 H19 H8  H 0 1 N N N N N N -9.974  15.068 0.229  1.771  2.085  1.352  H19 A1AU4 30 
A1AU4 H18 H9  H 0 1 N N N N N N -11.708 15.537 0.230  1.984  0.546  2.220  H18 A1AU4 31 
A1AU4 H17 H10 H 0 1 N N N N N N -10.440 16.787 -0.007 3.093  1.903  2.530  H17 A1AU4 32 
A1AU4 H10 H11 H 0 1 N N N N N N -16.873 12.534 -3.649 -5.409 -0.451 1.440  H10 A1AU4 33 
A1AU4 H11 H12 H 0 1 N N N N N N -17.227 14.262 -3.307 -5.665 1.263  1.846  H11 A1AU4 34 
A1AU4 H2  H13 H 0 1 N N N N N N -15.202 16.674 -0.029 -1.548 2.204  -0.769 H2  A1AU4 35 
A1AU4 H3  H14 H 0 1 N N N N N N -16.488 15.234 -1.186 -3.297 -1.165 0.311  H3  A1AU4 36 
A1AU4 H4  H15 H 0 1 N N N N N N -17.807 14.566 0.768  -3.600 1.113  -1.697 H4  A1AU4 37 
A1AU4 H5  H16 H 0 1 N N N N N N -17.421 12.844 0.431  -3.344 -0.601 -2.103 H5  A1AU4 38 
A1AU4 H7  H17 H 0 1 N N N N N N -18.949 14.781 -1.378 -5.747 -0.003 -2.240 H7  A1AU4 39 
A1AU4 H6  H18 H 0 1 N N N N N N -19.621 13.375 -0.483 -5.457 -1.190 -0.946 H6  A1AU4 40 
A1AU4 H8  H19 H 0 1 N N N N N N -19.235 12.938 -2.926 -6.959 0.623  -0.170 H8  A1AU4 41 
A1AU4 H9  H20 H 0 1 N N N N N N -18.339 11.825 -1.837 -5.712 1.828  -0.568 H9  A1AU4 42 
# 
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 
A1AU4 C10 C9  SING N N 1  
A1AU4 C10 C11 SING N N 2  
A1AU4 C9  C8  SING N N 3  
A1AU4 C11 C6  SING N N 4  
A1AU4 C8  C7  SING N N 5  
A1AU4 C6  C7  SING N N 6  
A1AU4 C6  C4  SING N N 7  
A1AU4 C4  C5  SING Y N 8  
A1AU4 C4  C   DOUB Y N 9  
A1AU4 C5  N2  DOUB Y N 10 
A1AU4 C17 C13 SING N N 11 
A1AU4 C   N   SING Y N 12 
A1AU4 C   N1  SING Y N 13 
A1AU4 N   C3  DOUB Y N 14 
A1AU4 N2  N1  SING Y N 15 
A1AU4 N1  C1  SING Y N 16 
A1AU4 C13 C14 DOUB Y N 17 
A1AU4 C13 C12 SING Y N 18 
A1AU4 C3  C2  SING Y N 19 
A1AU4 C1  C2  DOUB Y N 20 
A1AU4 C1  C12 SING N N 21 
A1AU4 C14 C15 SING Y N 22 
A1AU4 C12 N3  DOUB Y N 23 
A1AU4 C15 C16 DOUB Y N 24 
A1AU4 N3  C16 SING Y N 25 
A1AU4 C2  H   SING N N 26 
A1AU4 C3  H1  SING N N 27 
A1AU4 C11 H12 SING N N 28 
A1AU4 C11 H13 SING N N 29 
A1AU4 C14 H14 SING N N 30 
A1AU4 C15 H15 SING N N 31 
A1AU4 C16 H16 SING N N 32 
A1AU4 C17 H19 SING N N 33 
A1AU4 C17 H18 SING N N 34 
A1AU4 C17 H17 SING N N 35 
A1AU4 C10 H10 SING N N 36 
A1AU4 C10 H11 SING N N 37 
A1AU4 C5  H2  SING N N 38 
A1AU4 C6  H3  SING N N 39 
A1AU4 C7  H4  SING N N 40 
A1AU4 C7  H5  SING N N 41 
A1AU4 C8  H7  SING N N 42 
A1AU4 C8  H6  SING N N 43 
A1AU4 C9  H8  SING N N 44 
A1AU4 C9  H9  SING N N 45 
# 
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 
A1AU4 SMILES           ACDLabs              12.01 "Cc1cccnc1c1ccnc2c(cnn12)C1CCCCC1"                                                                                    
A1AU4 InChI            InChI                1.06  "InChI=1S/C18H20N4/c1-13-6-5-10-19-17(13)16-9-11-20-18-15(12-21-22(16)18)14-7-3-2-4-8-14/h5-6,9-12,14H,2-4,7-8H2,1H3" 
A1AU4 InChIKey         InChI                1.06  PHPCKQQVZNFUQL-UHFFFAOYSA-N                                                                                           
A1AU4 SMILES_CANONICAL CACTVS               3.385 Cc1cccnc1c2ccnc3n2ncc3C4CCCCC4                                                                                        
A1AU4 SMILES           CACTVS               3.385 Cc1cccnc1c2ccnc3n2ncc3C4CCCCC4                                                                                        
A1AU4 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 Cc1cccnc1c2ccnc3n2ncc3C4CCCCC4                                                                                        
A1AU4 SMILES           "OpenEye OEToolkits" 2.0.7 Cc1cccnc1c2ccnc3n2ncc3C4CCCCC4                                                                                        
# 
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 
A1AU4 "SYSTEMATIC NAME" ACDLabs              12.01 "(7P,8S)-3-cyclohexyl-7-(3-methylpyridin-2-yl)pyrazolo[1,5-a]pyrimidine" 
A1AU4 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "3-cyclohexyl-7-(3-methylpyridin-2-yl)pyrazolo[1,5-a]pyrimidine"         
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
A1AU4 "Create component" 2024-06-13 RCSB 
A1AU4 "Modify PCM"       2024-09-27 PDBE 
A1AU4 "Initial release"  2024-10-16 RCSB 
# 
_pdbx_chem_comp_pcm.pcm_id                             1 
_pdbx_chem_comp_pcm.comp_id                            A1AU4 
_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               C3 
_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      ? 
# 
