data_A1D5C
# 
_chem_comp.id                                    A1D5C 
_chem_comp.name                                  "(3~{Z})-3-(1~{H}-benzimidazol-5-ylmethylidene)-4-[(3~{R})-1-ethanoylpyrrolidin-3-yl]oxy-1~{H}-indol-2-one" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C22 H20 N4 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2024-01-02 
_chem_comp.pdbx_modified_date                    2024-06-07 
_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                        388.419 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1D5C 
_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        8XGY 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBC 
# 
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 
A1D5C C27 C1  C 0 1 Y N N N N N -8.414  31.082 -8.072  -4.832 -0.881 -0.402 C27 A1D5C 1  
A1D5C C28 C2  C 0 1 Y N N N N N -7.210  31.315 -7.523  -3.575 -0.282 -0.460 C28 A1D5C 2  
A1D5C C29 C3  C 0 1 Y N N N N N -3.814  31.867 -4.957  0.192  1.874  0.018  C29 A1D5C 3  
A1D5C C01 C4  C 0 1 N N N N N N -0.792  31.500 -11.510 6.884  -2.984 0.181  C01 A1D5C 4  
A1D5C C02 C5  C 0 1 N N N N N N 0.175   32.281 -10.619 5.997  -1.888 0.712  C02 A1D5C 5  
A1D5C O03 O1  O 0 1 N N N N N N 1.289   32.616 -11.045 6.132  -1.497 1.852  O03 A1D5C 6  
A1D5C N04 N1  N 0 1 N N N N N N -0.251  32.615 -9.256  5.053  -1.342 -0.080 N04 A1D5C 7  
A1D5C C05 C6  C 0 1 N N N N N N 0.554   33.416 -8.114  4.777  -1.725 -1.477 C05 A1D5C 8  
A1D5C C06 C7  C 0 1 N N N N N N -0.399  33.451 -6.838  3.304  -1.311 -1.718 C06 A1D5C 9  
A1D5C C07 C8  C 0 1 N N R N N N -1.198  32.417 -7.054  3.215  0.010  -0.908 C07 A1D5C 10 
A1D5C C08 C9  C 0 1 N N N N N N -1.428  32.310 -8.708  4.123  -0.272 0.308  C08 A1D5C 11 
A1D5C O09 O2  O 0 1 N N N N N N -2.465  32.684 -6.638  1.872  0.254  -0.486 O09 A1D5C 12 
A1D5C C10 C10 C 0 1 Y N N N N N -2.632  32.530 -5.269  1.515  1.550  -0.285 C10 A1D5C 13 
A1D5C C11 C11 C 0 1 Y N N N N N -1.814  33.010 -4.244  2.462  2.557  -0.382 C11 A1D5C 14 
A1D5C C12 C12 C 0 1 Y N N N N N -2.185  32.803 -2.845  2.094  3.875  -0.177 C12 A1D5C 15 
A1D5C C13 C13 C 0 1 Y N N N N N -3.389  32.127 -2.527  0.787  4.203  0.124  C13 A1D5C 16 
A1D5C C14 C14 C 0 1 Y N N N N N -4.197  31.669 -3.587  -0.179 3.208  0.225  C14 A1D5C 17 
A1D5C N15 N2  N 0 1 N N N N N N -5.500  30.941 -3.582  -1.538 3.266  0.510  N15 A1D5C 18 
A1D5C C16 C15 C 0 1 N N N N N N -5.861  30.739 -4.991  -2.094 2.042  0.505  C16 A1D5C 19 
A1D5C O17 O3  O 0 1 N N N N N N -6.878  30.167 -5.345  -3.264 1.786  0.720  O17 A1D5C 20 
A1D5C C18 C16 C 0 1 N N N N N N -4.820  31.303 -5.884  -1.034 1.065  0.198  C18 A1D5C 21 
A1D5C C19 C17 C 0 1 N N N N N N -4.751  31.342 -7.268  -1.159 -0.289 0.093  C19 A1D5C 22 
A1D5C C20 C18 C 0 1 Y N N N N N -5.993  31.000 -8.092  -2.487 -0.910 0.148  C20 A1D5C 23 
A1D5C C21 C19 C 0 1 Y N N N N N -5.981  30.409 -9.380  -2.661 -2.136 0.812  C21 A1D5C 24 
A1D5C C22 C20 C 0 1 Y N N N N N -7.173  30.143 -9.948  -3.891 -2.721 0.869  C22 A1D5C 25 
A1D5C C23 C21 C 0 1 Y N N N N N -8.395  30.510 -9.267  -4.985 -2.112 0.263  C23 A1D5C 26 
A1D5C N24 N3  N 0 1 Y N N N N N -9.655  30.410 -9.553  -6.319 -2.441 0.147  N24 A1D5C 27 
A1D5C C25 C22 C 0 1 Y N N N N N -10.393 30.912 -8.560  -6.922 -1.452 -0.567 C25 A1D5C 28 
A1D5C N26 N4  N 0 1 Y N N N N N -9.649  31.348 -7.583  -6.056 -0.534 -0.880 N26 A1D5C 29 
A1D5C H1  H1  H 0 1 N N N N N N -7.193  31.790 -6.553  -3.444 0.660  -0.971 H1  A1D5C 30 
A1D5C H2  H2  H 0 1 N N N N N N -0.328  31.327 -12.492 7.775  -2.545 -0.269 H2  A1D5C 31 
A1D5C H3  H3  H 0 1 N N N N N N -1.025  30.534 -11.039 7.177  -3.643 0.999  H3  A1D5C 32 
A1D5C H4  H4  H 0 1 N N N N N N -1.719  32.078 -11.640 6.343  -3.558 -0.571 H4  A1D5C 33 
A1D5C H5  H5  H 0 1 N N N N N N 1.493   32.896 -7.874  5.438  -1.186 -2.156 H5  A1D5C 34 
A1D5C H6  H6  H 0 1 N N N N N N 0.777   34.439 -8.451  4.894  -2.801 -1.606 H6  A1D5C 35 
A1D5C H7  H7  H 0 1 N N N N N N 0.175   33.323 -5.908  3.116  -1.133 -2.777 H7  A1D5C 36 
A1D5C H8  H8  H 0 1 N N N N N N -0.968  34.391 -6.791  2.618  -2.059 -1.322 H8  A1D5C 37 
A1D5C H9  H9  H 0 1 N N N N N N -0.806  31.458 -6.684  3.592  0.848  -1.494 H9  A1D5C 38 
A1D5C H10 H10 H 0 1 N N N N N N -2.200  33.023 -9.035  3.520  -0.594 1.157  H10 A1D5C 39 
A1D5C H11 H11 H 0 1 N N N N N N -1.729  31.290 -8.988  4.681  0.628  0.567  H11 A1D5C 40 
A1D5C H12 H12 H 0 1 N N N N N N -0.903  33.537 -4.486  3.488  2.313  -0.617 H12 A1D5C 41 
A1D5C H13 H13 H 0 1 N N N N N N -1.543  33.165 -2.056  2.837  4.655  -0.254 H13 A1D5C 42 
A1D5C H14 H14 H 0 1 N N N N N N -3.680  31.967 -1.499  0.515  5.236  0.282  H14 A1D5C 43 
A1D5C H15 H15 H 0 1 N N N N N N -6.022  30.649 -2.780  -2.025 4.086  0.691  H15 A1D5C 44 
A1D5C H16 H16 H 0 1 N N N N N N -3.828  31.612 -7.760  -0.280 -0.905 -0.030 H16 A1D5C 45 
A1D5C H17 H17 H 0 1 N N N N N N -5.054  30.181 -9.885  -1.816 -2.618 1.281  H17 A1D5C 46 
A1D5C H18 H18 H 0 1 N N N N N N -7.216  29.656 -10.911 -4.016 -3.664 1.382  H18 A1D5C 47 
A1D5C H19 H19 H 0 1 N N N N N N -10.021 30.014 -10.395 -6.748 -3.233 0.508  H19 A1D5C 48 
A1D5C H20 H20 H 0 1 N N N N N N -11.472 30.952 -8.566  -7.971 -1.427 -0.824 H20 A1D5C 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 
A1D5C C01 C02 SING N N 1  
A1D5C O03 C02 DOUB N N 2  
A1D5C C02 N04 SING N N 3  
A1D5C C22 C21 DOUB Y N 4  
A1D5C C22 C23 SING Y N 5  
A1D5C N24 C23 SING Y N 6  
A1D5C N24 C25 SING Y N 7  
A1D5C C21 C20 SING Y N 8  
A1D5C C23 C27 DOUB Y N 9  
A1D5C N04 C08 SING N N 10 
A1D5C N04 C05 SING N N 11 
A1D5C C08 C07 SING N N 12 
A1D5C C25 N26 DOUB Y N 13 
A1D5C C05 C06 SING N N 14 
A1D5C C20 C28 DOUB Y N 15 
A1D5C C20 C19 SING N N 16 
A1D5C C27 N26 SING Y N 17 
A1D5C C27 C28 SING Y N 18 
A1D5C C19 C18 DOUB N Z 19 
A1D5C C07 C06 SING N N 20 
A1D5C C07 O09 SING N N 21 
A1D5C O09 C10 SING N N 22 
A1D5C C18 C16 SING N N 23 
A1D5C C18 C29 SING N N 24 
A1D5C O17 C16 DOUB N N 25 
A1D5C C10 C29 DOUB Y N 26 
A1D5C C10 C11 SING Y N 27 
A1D5C C16 N15 SING N N 28 
A1D5C C29 C14 SING Y N 29 
A1D5C C11 C12 DOUB Y N 30 
A1D5C C14 N15 SING N N 31 
A1D5C C14 C13 DOUB Y N 32 
A1D5C C12 C13 SING Y N 33 
A1D5C C28 H1  SING N N 34 
A1D5C C01 H2  SING N N 35 
A1D5C C01 H3  SING N N 36 
A1D5C C01 H4  SING N N 37 
A1D5C C05 H5  SING N N 38 
A1D5C C05 H6  SING N N 39 
A1D5C C06 H7  SING N N 40 
A1D5C C06 H8  SING N N 41 
A1D5C C07 H9  SING N N 42 
A1D5C C08 H10 SING N N 43 
A1D5C C08 H11 SING N N 44 
A1D5C C11 H12 SING N N 45 
A1D5C C12 H13 SING N N 46 
A1D5C C13 H14 SING N N 47 
A1D5C N15 H15 SING N N 48 
A1D5C C19 H16 SING N N 49 
A1D5C C21 H17 SING N N 50 
A1D5C C22 H18 SING N N 51 
A1D5C N24 H19 SING N N 52 
A1D5C C25 H20 SING N N 53 
# 
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 
A1D5C InChI            InChI                1.06  "InChI=1S/C22H20N4O3/c1-13(27)26-8-7-15(11-26)29-20-4-2-3-18-21(20)16(22(28)25-18)9-14-5-6-17-19(10-14)24-12-23-17/h2-6,9-10,12,15H,7-8,11H2,1H3,(H,23,24)(H,25,28)/b16-9-/t15-/m1/s1" 
A1D5C InChIKey         InChI                1.06  VSPYYDBQSOJOEX-AVIKPIRVSA-N                                                                                                                                                            
A1D5C SMILES_CANONICAL CACTVS               3.385 "CC(=O)N1CC[C@H](C1)Oc2cccc3NC(=O)C(=C/c4ccc5[nH]cnc5c4)\c23"                                                                                                                          
A1D5C SMILES           CACTVS               3.385 "CC(=O)N1CC[CH](C1)Oc2cccc3NC(=O)C(=Cc4ccc5[nH]cnc5c4)c23"                                                                                                                             
A1D5C SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "CC(=O)N1CC[C@H](C1)Oc2cccc3c2/C(=C/c4ccc5c(c4)nc[nH]5)/C(=O)N3"                                                                                                                       
A1D5C SMILES           "OpenEye OEToolkits" 2.0.7 "CC(=O)N1CCC(C1)Oc2cccc3c2C(=Cc4ccc5c(c4)nc[nH]5)C(=O)N3"                                                                                                                              
# 
_pdbx_chem_comp_identifier.comp_id           A1D5C 
_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        "(3~{Z})-3-(1~{H}-benzimidazol-5-ylmethylidene)-4-[(3~{R})-1-ethanoylpyrrolidin-3-yl]oxy-1~{H}-indol-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 
A1D5C "Create component" 2024-01-02 PDBC 
A1D5C "Initial release"  2024-06-12 RCSB 
# 
