data_OIJ
# 
_chem_comp.id                                    OIJ 
_chem_comp.name                                  "5-[2-(4-fluorophenyl)-7-(4-oxidanylpiperidin-1-yl)pyrazolo[1,5-c]pyrimidin-3-yl]-1,3-dihydroindol-2-one" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C25 H22 F N5 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2022-09-08 
_chem_comp.pdbx_modified_date                    2023-05-15 
_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                        443.473 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     OIJ 
_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        8AYL 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBE 
# 
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.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 
OIJ C1  C1  C 0 1 N N N 155.090 193.520 146.354 6.510  -0.549 0.647  C1  OIJ 1  
OIJ C2  C2  C 0 1 N N N 154.417 193.295 145.089 6.428  0.978  0.593  C2  OIJ 2  
OIJ C3  C3  C 0 1 N N N 155.406 192.866 144.011 5.517  1.396  -0.565 C3  OIJ 3  
OIJ N4  N1  N 0 1 Y N N 156.458 194.914 142.095 1.501  -0.550 -0.378 N4  OIJ 4  
OIJ C5  C4  C 0 1 Y N N 160.180 194.753 144.238 2.005  3.523  -0.415 C5  OIJ 5  
OIJ C6  C5  C 0 1 Y N N 159.917 195.609 143.073 0.772  2.944  -0.399 C6  OIJ 6  
OIJ C7  C6  C 0 1 Y N N 158.554 195.570 142.402 0.688  1.539  -0.388 C7  OIJ 7  
OIJ C8  C7  C 0 1 Y N N 158.033 196.253 141.296 -0.373 0.635  -0.373 C8  OIJ 8  
OIJ C10 C8  C 0 1 Y N N 159.530 197.028 139.347 -2.430 1.459  -1.517 C10 OIJ 9  
OIJ C11 C9  C 0 1 Y N N 160.223 198.062 138.727 -3.772 1.766  -1.509 C11 OIJ 10 
OIJ C12 C10 C 0 1 Y N N 160.208 199.369 139.284 -4.528 1.592  -0.350 C12 OIJ 11 
OIJ C13 C11 C 0 1 N N N 160.490 201.499 139.732 -6.227 1.531  1.161  C13 OIJ 12 
OIJ C14 C12 C 0 1 N N N 159.686 200.990 140.737 -4.980 1.033  1.860  C14 OIJ 13 
OIJ C15 C13 C 0 1 Y N N 159.514 199.616 140.429 -3.909 1.105  0.796  C15 OIJ 14 
OIJ C16 C14 C 0 1 Y N N 158.815 198.570 141.055 -2.570 0.795  0.799  C16 OIJ 15 
OIJ C19 C15 C 0 1 Y N N 155.742 197.529 139.510 -1.780 -2.034 -1.046 C19 OIJ 16 
OIJ C21 C16 C 0 1 Y N N 153.863 197.005 138.124 -2.004 -4.304 -0.314 C21 OIJ 17 
OIJ C22 C17 C 0 1 Y N N 153.809 195.740 138.672 -0.808 -4.207 0.378  C22 OIJ 18 
OIJ C23 C18 C 0 1 Y N N 154.722 195.370 139.640 -0.090 -3.029 0.358  C23 OIJ 19 
OIJ C24 C19 C 0 1 N N N 157.000 192.079 145.778 4.189  -0.734 -0.258 C24 OIJ 20 
OIJ C25 C20 C 0 1 N N N 155.894 192.361 146.780 5.115  -1.128 0.896  C25 OIJ 21 
OIJ C17 C21 C 0 1 Y N N 156.685 195.826 141.128 0.186  -0.660 -0.367 C17 OIJ 22 
OIJ C18 C22 C 0 1 Y N N 155.687 196.265 140.063 -0.576 -1.932 -0.351 C18 OIJ 23 
OIJ C20 C23 C 0 1 Y N N 154.827 197.897 138.541 -2.488 -3.218 -1.024 C20 OIJ 24 
OIJ C4  C24 C 0 1 Y N N 157.854 193.881 144.064 3.050  1.456  -0.406 C4  OIJ 25 
OIJ C9  C25 C 0 1 Y N N 158.819 197.295 140.514 -1.814 0.971  -0.363 C9  OIJ 26 
OIJ F1  F1  F 0 1 N N N 152.966 197.374 137.170 -2.701 -5.462 -0.296 F1  OIJ 27 
OIJ N1  N2  N 0 1 N N N 156.830 192.995 144.572 4.218  0.728  -0.410 N1  OIJ 28 
OIJ N2  N3  N 0 1 Y N N 159.159 193.908 144.719 3.106  2.768  -0.418 N2  OIJ 29 
OIJ N3  N4  N 0 1 N N N 160.786 200.527 138.889 -5.881 1.830  -0.102 N3  OIJ 30 
OIJ N5  N5  N 0 1 Y N N 157.585 194.765 142.863 1.850  0.804  -0.391 N5  OIJ 31 
OIJ O1  O1  O 0 1 N N N 154.076 193.801 147.403 7.385  -0.942 1.706  O1  OIJ 32 
OIJ O2  O2  O 0 1 N N N 160.918 202.826 139.634 -7.332 1.639  1.650  O2  OIJ 33 
OIJ H1  H1  H 0 1 N N N 155.751 194.395 146.260 6.895  -0.926 -0.301 H1  OIJ 34 
OIJ H2  H2  H 0 1 N N N 153.923 194.226 144.774 6.019  1.354  1.531  H2  OIJ 35 
OIJ H3  H3  H 0 1 N N N 153.662 192.506 145.219 7.425  1.390  0.439  H3  OIJ 36 
OIJ H4  H4  H 0 1 N N N 155.296 193.513 143.128 5.376  2.477  -0.548 H4  OIJ 37 
OIJ H5  H5  H 0 1 N N N 155.213 191.821 143.726 5.969  1.100  -1.512 H5  OIJ 38 
OIJ H6  H6  H 0 1 N N N 161.146 194.771 144.721 2.092  4.600  -0.424 H6  OIJ 39 
OIJ H7  H7  H 0 1 N N N 160.689 196.263 142.695 -0.122 3.550  -0.397 H7  OIJ 40 
OIJ H8  H8  H 0 1 N N N 159.543 196.032 138.929 -1.852 1.593  -2.419 H8  OIJ 41 
OIJ H9  H9  H 0 1 N N N 160.775 197.871 137.819 -4.242 2.144  -2.405 H9  OIJ 42 
OIJ H10 H10 H 0 1 N N N 160.175 201.106 141.716 -4.729 1.681  2.700  H10 OIJ 43 
OIJ H11 H11 H 0 1 N N N 158.714 201.505 140.749 -5.116 0.006  2.198  H11 OIJ 44 
OIJ H12 H12 H 0 1 N N N 158.269 198.762 141.967 -2.103 0.417  1.696  H12 OIJ 45 
OIJ H13 H13 H 0 1 N N N 156.498 198.229 139.834 -2.161 -1.186 -1.596 H13 OIJ 46 
OIJ H14 H14 H 0 1 N N N 153.054 195.040 138.345 -0.434 -5.057 0.931  H14 OIJ 47 
OIJ H15 H15 H 0 1 N N N 154.682 194.379 140.068 0.842  -2.954 0.898  H15 OIJ 48 
OIJ H16 H16 H 0 1 N N N 156.944 191.029 145.454 4.533  -1.203 -1.180 H16 OIJ 49 
OIJ H17 H17 H 0 1 N N N 157.977 192.266 146.247 3.172  -1.060 -0.039 H17 OIJ 50 
OIJ H18 H18 H 0 1 N N N 155.243 191.478 146.857 5.177  -2.214 0.958  H18 OIJ 51 
OIJ H19 H19 H 0 1 N N N 156.342 192.573 147.762 4.719  -0.732 1.832  H19 OIJ 52 
OIJ H20 H20 H 0 1 N N N 154.868 198.886 138.110 -3.422 -3.298 -1.562 H20 OIJ 53 
OIJ H21 H21 H 0 1 N N N 161.356 200.632 138.074 -6.500 2.173  -0.766 H21 OIJ 54 
OIJ H22 H22 H 0 1 N N N 154.512 193.949 148.234 8.288  -0.610 1.613  H22 OIJ 55 
# 
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 
OIJ F1  C21 SING N N 1  
OIJ C21 C20 DOUB Y N 2  
OIJ C21 C22 SING Y N 3  
OIJ C20 C19 SING Y N 4  
OIJ C22 C23 DOUB Y N 5  
OIJ C11 C12 DOUB Y N 6  
OIJ C11 C10 SING Y N 7  
OIJ N3  C12 SING N N 8  
OIJ N3  C13 SING N N 9  
OIJ C12 C15 SING Y N 10 
OIJ C10 C9  DOUB Y N 11 
OIJ C19 C18 DOUB Y N 12 
OIJ O2  C13 DOUB N N 13 
OIJ C23 C18 SING Y N 14 
OIJ C13 C14 SING N N 15 
OIJ C18 C17 SING N N 16 
OIJ C15 C14 SING N N 17 
OIJ C15 C16 DOUB Y N 18 
OIJ C9  C16 SING Y N 19 
OIJ C9  C8  SING N N 20 
OIJ C17 C8  SING Y N 21 
OIJ C17 N4  DOUB Y N 22 
OIJ C8  C7  DOUB Y N 23 
OIJ N4  N5  SING Y N 24 
OIJ C7  N5  SING Y N 25 
OIJ C7  C6  SING Y N 26 
OIJ N5  C4  SING Y N 27 
OIJ C6  C5  DOUB Y N 28 
OIJ C3  N1  SING N N 29 
OIJ C3  C2  SING N N 30 
OIJ C4  N1  SING N N 31 
OIJ C4  N2  DOUB Y N 32 
OIJ C5  N2  SING Y N 33 
OIJ N1  C24 SING N N 34 
OIJ C2  C1  SING N N 35 
OIJ C24 C25 SING N N 36 
OIJ C1  C25 SING N N 37 
OIJ C1  O1  SING N N 38 
OIJ C1  H1  SING N N 39 
OIJ C2  H2  SING N N 40 
OIJ C2  H3  SING N N 41 
OIJ C3  H4  SING N N 42 
OIJ C3  H5  SING N N 43 
OIJ C5  H6  SING N N 44 
OIJ C6  H7  SING N N 45 
OIJ C10 H8  SING N N 46 
OIJ C11 H9  SING N N 47 
OIJ C14 H10 SING N N 48 
OIJ C14 H11 SING N N 49 
OIJ C16 H12 SING N N 50 
OIJ C19 H13 SING N N 51 
OIJ C22 H14 SING N N 52 
OIJ C23 H15 SING N N 53 
OIJ C24 H16 SING N N 54 
OIJ C24 H17 SING N N 55 
OIJ C25 H18 SING N N 56 
OIJ C25 H19 SING N N 57 
OIJ C20 H20 SING N N 58 
OIJ N3  H21 SING N N 59 
OIJ O1  H22 SING N N 60 
# 
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 
OIJ InChI            InChI                1.06  "InChI=1S/C25H22FN5O2/c26-18-4-1-15(2-5-18)24-23(16-3-6-20-17(13-16)14-22(33)28-20)21-7-10-27-25(31(21)29-24)30-11-8-19(32)9-12-30/h1-7,10,13,19,32H,8-9,11-12,14H2,(H,28,33)" 
OIJ InChIKey         InChI                1.06  UWIJVELUZWBFEU-UHFFFAOYSA-N                                                                                                                                                    
OIJ SMILES_CANONICAL CACTVS               3.385 "OC1CCN(CC1)c2nccc3n2nc(c4ccc(F)cc4)c3c5ccc6NC(=O)Cc6c5"                                                                                                                       
OIJ SMILES           CACTVS               3.385 "OC1CCN(CC1)c2nccc3n2nc(c4ccc(F)cc4)c3c5ccc6NC(=O)Cc6c5"                                                                                                                       
OIJ SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "c1cc(ccc1c2c(c3ccnc(n3n2)N4CCC(CC4)O)c5ccc6c(c5)CC(=O)N6)F"                                                                                                                   
OIJ SMILES           "OpenEye OEToolkits" 2.0.7 "c1cc(ccc1c2c(c3ccnc(n3n2)N4CCC(CC4)O)c5ccc6c(c5)CC(=O)N6)F"                                                                                                                   
# 
_pdbx_chem_comp_identifier.comp_id           OIJ 
_pdbx_chem_comp_identifier.type              "SYSTEMATIC NAME" 
_pdbx_chem_comp_identifier.program           "OpenEye OEToolkits" 
_pdbx_chem_comp_identifier.program_version   2.0.7 
_pdbx_chem_comp_identifier.identifier        "5-[2-(4-fluorophenyl)-7-(4-oxidanylpiperidin-1-yl)pyrazolo[1,5-c]pyrimidin-3-yl]-1,3-dihydroindol-2-one" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
OIJ "Create component" 2022-09-08 PDBE 
OIJ "Initial release"  2023-04-19 RCSB 
OIJ "Modify formula"   2023-05-15 PDBE 
# 
