data_A1IGE
# 
_chem_comp.id                                    A1IGE 
_chem_comp.name                                  "(3~{a}~{S})-1-(2-methoxypyridin-4-yl)-6,7-dimethyl-3~{a}-oxidanyl-2,3-dihydropyrrolo[2,3-b]quinolin-4-one" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C19 H19 N3 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2024-06-27 
_chem_comp.pdbx_modified_date                    2025-07-04 
_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                        337.372 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1IGE 
_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        9FU2 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBE 
_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 
A1IGE C25  C1  C 0 1 N N N N N N -17.648 30.444 5.643  4.526  3.385  -0.037 C25  A1IGE 1  
A1IGE C24  C2  C 0 1 Y N N N N N -16.934 31.762 5.480  3.892  2.018  -0.069 C24  A1IGE 2  
A1IGE C23  C3  C 0 1 Y N N N N N -17.080 32.731 6.469  2.519  1.905  -0.113 C23  A1IGE 3  
A1IGE C21  C4  C 0 1 N N N N N N -15.102 35.593 5.075  2.114  -1.833 -0.176 C21  A1IGE 4  
A1IGE C18  C5  C 0 1 N N N N N N -18.573 35.163 13.269 -6.992 1.156  -0.117 C18  A1IGE 5  
A1IGE C16  C6  C 0 1 Y N N N N N -17.819 36.290 11.312 -4.704 0.517  -0.088 C16  A1IGE 6  
A1IGE C14  C7  C 0 1 Y N N N N N -18.427 38.428 10.881 -3.177 2.199  0.335  C14  A1IGE 7  
A1IGE C1   C8  C 0 1 N N N N N N -15.884 31.005 3.275  6.197  1.039  -0.015 C1   A1IGE 8  
A1IGE C5   C9  C 0 1 Y N N N N N -16.433 33.961 6.374  1.925  0.643  -0.136 C5   A1IGE 9  
A1IGE C12  C10 C 0 1 Y N N N N N -17.063 37.304 9.283  -2.372 -0.023 -0.037 C12  A1IGE 10 
A1IGE C3   C11 C 0 1 Y N N N N N -15.490 33.271 4.253  4.137  -0.371 -0.094 C3   A1IGE 11 
A1IGE C8   C12 C 0 1 N N S N N N -15.968 36.580 5.793  0.717  -1.917 0.408  C8   A1IGE 12 
A1IGE C9   C13 C 0 1 N N N N N N -15.246 37.899 6.078  -0.089 -3.000 -0.341 C9   A1IGE 13 
A1IGE C2   C14 C 0 1 Y N N N N N -16.122 32.036 4.350  4.698  0.888  -0.061 C2   A1IGE 14 
A1IGE C4   C15 C 0 1 Y N N N N N -15.646 34.232 5.250  2.750  -0.505 -0.133 C4   A1IGE 15 
A1IGE N6   N1  N 0 1 N N N N N N -16.561 34.868 7.428  0.569  0.514  -0.182 N6   A1IGE 16 
A1IGE C7   C16 C 0 1 N N N N N N -16.339 36.108 7.177  -0.006 -0.637 0.012  C7   A1IGE 17 
A1IGE C10  C17 C 0 1 N N N N N N -15.898 38.429 7.349  -1.493 -2.372 -0.427 C10  A1IGE 18 
A1IGE N11  N2  N 0 1 N N N N N N -16.446 37.218 7.991  -1.327 -0.940 -0.140 N11  A1IGE 19 
A1IGE C13  C18 C 0 1 Y N N N N N -17.745 38.445 9.683  -2.119 1.321  0.241  C13  A1IGE 20 
A1IGE N15  N3  N 0 1 Y N N N N N -18.474 37.373 11.705 -4.420 1.784  0.171  N15  A1IGE 21 
A1IGE O17  O1  O 0 1 N N N N N N -17.861 35.149 12.032 -5.997 0.138  -0.248 O17  A1IGE 22 
A1IGE C19  C19 C 0 1 Y N N N N N -17.101 36.199 10.130 -3.694 -0.426 -0.203 C19  A1IGE 23 
A1IGE O20  O2  O 0 1 N N N N N N -17.184 36.741 5.061  0.727  -2.131 1.821  O20  A1IGE 24 
A1IGE O22  O3  O 0 1 N N N N N N -14.097 35.828 4.435  2.672  -2.799 -0.654 O22  A1IGE 25 
A1IGE H25B H1  H 0 0 N N N N N N -18.646 30.508 5.184  4.706  3.726  -1.056 H25B A1IGE 26 
A1IGE H25A H2  H 0 0 N N N N N N -17.068 29.650 5.151  3.858  4.083  0.468  H25A A1IGE 27 
A1IGE H25C H3  H 0 0 N N N N N N -17.751 30.213 6.713  5.472  3.333  0.502  H25C A1IGE 28 
A1IGE H23  H4  H 0 1 N N N N N N -17.706 32.525 7.325  1.904  2.793  -0.129 H23  A1IGE 29 
A1IGE H18A H5  H 0 0 N N N N N N -18.518 34.168 13.736 -6.819 1.931  -0.864 H18A A1IGE 30 
A1IGE H18C H6  H 0 0 N N N N N N -18.125 35.909 13.942 -7.979 0.720  -0.268 H18C A1IGE 31 
A1IGE H18B H7  H 0 0 N N N N N N -19.626 35.423 13.083 -6.936 1.593  0.879  H18B A1IGE 32 
A1IGE H14  H8  H 0 1 N N N N N N -18.957 39.322 11.174 -2.988 3.241  0.545  H14  A1IGE 33 
A1IGE H1B  H9  H 0 1 N N N N N N -15.007 30.396 3.538  6.528  1.061  1.023  H1B  A1IGE 34 
A1IGE H1A  H10 H 0 1 N N N N N N -16.768 30.356 3.187  6.663  0.196  -0.527 H1A  A1IGE 35 
A1IGE H1C  H11 H 0 1 N N N N N N -15.704 31.511 2.315  6.484  1.967  -0.508 H1C  A1IGE 36 
A1IGE H3   H12 H 0 1 N N N N N N -14.871 33.488 3.395  4.768  -1.247 -0.090 H3   A1IGE 37 
A1IGE H9B  H13 H 0 1 N N N N N N -14.171 37.727 6.236  0.321  -3.168 -1.337 H9B  A1IGE 38 
A1IGE H9A  H14 H 0 1 N N N N N N -15.386 38.605 5.247  -0.115 -3.929 0.229  H9A  A1IGE 39 
A1IGE H10B H15 H 0 0 N N N N N N -15.155 38.915 7.998  -1.900 -2.504 -1.429 H10B A1IGE 40 
A1IGE H10A H16 H 0 0 N N N N N N -16.700 39.144 7.110  -2.153 -2.832 0.308  H10A A1IGE 41 
A1IGE H13  H17 H 0 1 N N N N N N -17.741 39.331 9.066  -1.106 1.669  0.379  H13  A1IGE 42 
A1IGE H19  H18 H 0 1 N N N N N N -16.581 35.289 9.871  -3.930 -1.457 -0.418 H19  A1IGE 43 
A1IGE H20  H19 H 0 1 N N N N N N -16.987 37.039 4.181  1.226  -1.466 2.316  H20  A1IGE 44 
# 
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 
A1IGE C1  C2   SING N N 1  
A1IGE C2  C3   DOUB Y N 2  
A1IGE C3  C4   SING Y N 3  
A1IGE C4  C5   DOUB Y N 4  
A1IGE C5  N6   SING N N 5  
A1IGE N6  C7   DOUB N N 6  
A1IGE C7  C8   SING N N 7  
A1IGE C8  C9   SING N N 8  
A1IGE C9  C10  SING N N 9  
A1IGE C10 N11  SING N N 10 
A1IGE N11 C12  SING N N 11 
A1IGE C12 C13  DOUB Y N 12 
A1IGE C13 C14  SING Y N 13 
A1IGE C14 N15  DOUB Y N 14 
A1IGE N15 C16  SING Y N 15 
A1IGE C16 O17  SING N N 16 
A1IGE O17 C18  SING N N 17 
A1IGE C16 C19  DOUB Y N 18 
A1IGE C8  O20  SING N N 19 
A1IGE C8  C21  SING N N 20 
A1IGE C21 O22  DOUB N N 21 
A1IGE C5  C23  SING Y N 22 
A1IGE C23 C24  DOUB Y N 23 
A1IGE C24 C25  SING N N 24 
A1IGE C24 C2   SING Y N 25 
A1IGE C21 C4   SING N N 26 
A1IGE N11 C7   SING N N 27 
A1IGE C19 C12  SING Y N 28 
A1IGE C25 H25B SING N N 29 
A1IGE C25 H25A SING N N 30 
A1IGE C25 H25C SING N N 31 
A1IGE C23 H23  SING N N 32 
A1IGE C18 H18A SING N N 33 
A1IGE C18 H18C SING N N 34 
A1IGE C18 H18B SING N N 35 
A1IGE C14 H14  SING N N 36 
A1IGE C1  H1B  SING N N 37 
A1IGE C1  H1A  SING N N 38 
A1IGE C1  H1C  SING N N 39 
A1IGE C3  H3   SING N N 40 
A1IGE C9  H9B  SING N N 41 
A1IGE C9  H9A  SING N N 42 
A1IGE C10 H10B SING N N 43 
A1IGE C10 H10A SING N N 44 
A1IGE C13 H13  SING N N 45 
A1IGE C19 H19  SING N N 46 
A1IGE O20 H20  SING N N 47 
# 
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 
A1IGE InChI            InChI                1.06  "InChI=1S/C19H19N3O3/c1-11-8-14-15(9-12(11)2)21-18-19(24,17(14)23)5-7-22(18)13-4-6-20-16(10-13)25-3/h4,6,8-10,24H,5,7H2,1-3H3/t19-/m1/s1" 
A1IGE InChIKey         InChI                1.06  DUDYNUXUMAKUPK-LJQANCHMSA-N                                                                                                               
A1IGE SMILES_CANONICAL CACTVS               3.385 "COc1cc(ccn1)N2CC[C@@]3(O)C(=O)c4cc(C)c(C)cc4N=C23"                                                                                       
A1IGE SMILES           CACTVS               3.385 "COc1cc(ccn1)N2CC[C]3(O)C(=O)c4cc(C)c(C)cc4N=C23"                                                                                         
A1IGE SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "Cc1cc2c(cc1C)N=C3[C@](C2=O)(CCN3c4ccnc(c4)OC)O"                                                                                          
A1IGE SMILES           "OpenEye OEToolkits" 2.0.7 "Cc1cc2c(cc1C)N=C3C(C2=O)(CCN3c4ccnc(c4)OC)O"                                                                                             
# 
_pdbx_chem_comp_identifier.comp_id           A1IGE 
_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~{a}~{S})-1-(2-methoxypyridin-4-yl)-6,7-dimethyl-3~{a}-oxidanyl-2,3-dihydropyrrolo[2,3-b]quinolin-4-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 
A1IGE "Create component" 2024-06-27 PDBE 
A1IGE "Initial release"  2025-07-09 RCSB 
# 
