data_A1JBI
# 
_chem_comp.id                                    A1JBI 
_chem_comp.name                                  "3-[(3-chloranyl-2-methoxy-phenyl)amino]-2-[3-[[(2~{S})-1,4-dioxan-2-yl]methoxy]pyridin-4-yl]-1,5,6,7-tetrahydropyrrolo[3,2-c]pyridin-4-one" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C24 H25 Cl N4 O5" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2025-04-28 
_chem_comp.pdbx_modified_date                    2025-10-10 
_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                        484.932 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1JBI 
_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        9QXN 
_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 
A1JBI C1  C1  C  0 1 N N N N N N 26.680 4.058  52.489 -1.693 -3.496 0.903  C1  A1JBI 1  
A1JBI C2  C2  C  0 1 N N N N N N 25.077 5.706  51.506 0.281  -4.860 1.472  C2  A1JBI 2  
A1JBI C3  C3  C  0 1 N N N N N N 24.055 4.621  51.253 0.841  -4.682 0.060  C3  A1JBI 3  
A1JBI C4  C4  C  0 1 Y N N N N N 24.357 3.484  52.157 0.373  -3.355 -0.482 C4  A1JBI 4  
A1JBI C8  C5  C  0 1 Y N N N N N 28.285 0.014  54.636 -3.145 1.175  0.476  C8  A1JBI 5  
A1JBI C9  C6  C  0 1 N N N N N N 29.687 1.901  55.005 -3.612 2.222  -1.608 C9  A1JBI 6  
A1JBI C10 C7  C  0 1 Y N N N N N 29.005 -1.155 54.418 -3.247 2.002  1.584  C10 A1JBI 7  
A1JBI C11 C8  C  0 1 Y N N N N N 28.532 -2.119 53.554 -2.372 1.848  2.644  C11 A1JBI 8  
A1JBI C12 C9  C  0 1 Y N N N N N 27.336 -1.917 52.891 -1.394 0.872  2.603  C12 A1JBI 9  
A1JBI C13 C10 C  0 1 Y N N N N N 26.599 -0.759 53.082 -1.286 0.043  1.502  C13 A1JBI 10 
A1JBI C14 C11 C  0 1 Y N N N N N 24.113 1.616  53.349 0.128  -1.423 -1.563 C14 A1JBI 11 
A1JBI C15 C12 C  0 1 Y N N N N N 23.404 0.490  53.984 0.421  -0.296 -2.468 C15 A1JBI 12 
A1JBI C16 C13 C  0 1 Y N N N N N 23.961 -0.178 55.074 -0.227 -0.176 -3.704 C16 A1JBI 13 
A1JBI C17 C14 C  0 1 Y N N N N N 23.235 -1.181 55.681 0.078  0.893  -4.519 C17 A1JBI 14 
A1JBI C18 C15 C  0 1 Y N N N N N 21.453 -0.901 54.275 1.598  1.731  -2.994 C18 A1JBI 15 
A1JBI C19 C16 C  0 1 Y N N N N N 22.104 0.119  53.603 1.356  0.693  -2.113 C19 A1JBI 16 
A1JBI C20 C17 C  0 1 N N N N N N 20.109 0.998  52.592 2.943  1.674  -0.639 C20 A1JBI 17 
A1JBI C21 C18 C  0 1 N N S N N N 19.785 2.025  51.541 3.574  1.434  0.734  C21 A1JBI 18 
A1JBI C24 C19 C  0 1 N N N N N N 20.007 1.562  50.146 4.486  2.612  1.090  C24 A1JBI 19 
A1JBI O1  O1  O  0 1 N N N N N N 27.821 3.799  52.872 -2.843 -3.153 1.101  O1  A1JBI 20 
A1JBI N1  N1  N  0 1 N N N N N N 26.415 5.181  51.793 -1.135 -4.537 1.567  N1  A1JBI 21 
A1JBI C5  C20 C  0 1 Y N N N N N 25.584 3.236  52.727 -0.838 -2.805 -0.073 C5  A1JBI 22 
A1JBI C6  C21 C  0 1 Y N N N N N 25.461 2.066  53.481 -0.990 -1.548 -0.778 C6  A1JBI 23 
A1JBI N2  N2  N  0 1 N N N N N N 26.419 1.436  54.238 -2.056 -0.650 -0.679 N2  A1JBI 24 
A1JBI C7  C22 C  0 1 Y N N N N N 27.080 0.220  53.956 -2.164 0.187  0.436  C7  A1JBI 25 
A1JBI O2  O2  O  0 1 N N N N N N 28.745 0.961  55.508 -4.005 1.324  -0.568 O2  A1JBI 26 
A1JBI CL1 CL1 CL 0 0 N N N N N N 30.486 -1.385 55.294 -4.473 3.230  1.640  CL1 A1JBI 27 
A1JBI N3  N3  N  0 1 Y N N N N N 23.479 2.526  52.535 0.935  -2.527 -1.363 N3  A1JBI 28 
A1JBI N4  N4  N  0 1 Y N N N N N 22.004 -1.541 55.311 0.966  1.798  -4.151 N4  A1JBI 29 
A1JBI O3  O3  O  0 1 N N N N N N 21.520 0.759  52.539 2.009  0.630  -0.923 O3  A1JBI 30 
A1JBI O4  O4  O  0 1 N N N N N N 20.541 3.194  51.840 4.351  0.233  0.700  O4  A1JBI 31 
A1JBI C22 C23 C  0 1 N N N N N N 20.306 4.229  50.896 5.023  -0.050 1.931  C22 A1JBI 32 
A1JBI C23 C24 C  0 1 N N N N N N 20.583 3.746  49.516 5.935  1.128  2.287  C23 A1JBI 33 
A1JBI O5  O5  O  0 1 N N N N N N 19.775 2.610  49.216 5.159  2.329  2.321  O5  A1JBI 34 
A1JBI H1  H1  H  0 1 N N N N N N 25.136 6.346  50.613 0.426  -5.895 1.779  H1  A1JBI 35 
A1JBI H2  H2  H  0 1 N N N N N N 24.745 6.306  52.366 0.835  -4.212 2.151  H2  A1JBI 36 
A1JBI H3  H3  H  0 1 N N N N N N 23.045 5.004  51.460 1.930  -4.697 0.094  H3  A1JBI 37 
A1JBI H4  H4  H  0 1 N N N N N N 24.114 4.290  50.206 0.482  -5.489 -0.579 H4  A1JBI 38 
A1JBI H5  H5  H  0 1 N N N N N N 29.971 2.600  55.805 -4.385 2.248  -2.377 H5  A1JBI 39 
A1JBI H6  H6  H  0 1 N N N N N N 30.581 1.369  54.649 -3.478 3.221  -1.195 H6  A1JBI 40 
A1JBI H7  H7  H  0 1 N N N N N N 29.237 2.461  54.172 -2.675 1.881  -2.048 H7  A1JBI 41 
A1JBI H8  H8  H  0 1 N N N N N N 29.093 -3.028 53.396 -2.453 2.493  3.507  H8  A1JBI 42 
A1JBI H9  H9  H  0 1 N N N N N N 26.970 -2.674 52.213 -0.710 0.759  3.431  H9  A1JBI 43 
A1JBI H10 H10 H  0 1 N N N N N N 25.664 -0.615 52.562 -0.521 -0.718 1.472  H10 A1JBI 44 
A1JBI H11 H11 H  0 1 N N N N N N 24.944 0.086  55.436 -0.955 -0.911 -4.015 H11 A1JBI 45 
A1JBI H12 H12 H  0 1 N N N N N N 23.690 -1.708 56.507 -0.418 0.992  -5.473 H12 A1JBI 46 
A1JBI H13 H13 H  0 1 N N N N N N 20.464 -1.190 53.951 2.317  2.494  -2.734 H13 A1JBI 47 
A1JBI H14 H14 H  0 1 N N N N N N 19.829 1.377  53.586 2.425  2.633  -0.638 H14 A1JBI 48 
A1JBI H15 H15 H  0 1 N N N N N N 19.562 0.066  52.387 3.722  1.682  -1.401 H15 A1JBI 49 
A1JBI H16 H16 H  0 1 N N N N N N 18.717 2.270  51.642 2.790  1.340  1.485  H16 A1JBI 50 
A1JBI H17 H17 H  0 1 N N N N N N 19.319 0.731  49.930 5.221  2.756  0.298  H17 A1JBI 51 
A1JBI H18 H18 H  0 1 N N N N N N 21.046 1.215  50.044 3.888  3.516  1.200  H18 A1JBI 52 
A1JBI H19 H19 H  0 1 N N N N N N 27.196 5.699  51.443 -1.702 -5.089 2.128  H19 A1JBI 53 
A1JBI H20 H20 H  0 1 N N N N N N 26.679 1.892  55.089 -2.721 -0.607 -1.384 H20 A1JBI 54 
A1JBI H21 H21 H  0 1 N N N N N N 22.517 2.486  52.264 1.783  -2.681 -1.806 H21 A1JBI 55 
A1JBI H22 H22 H  0 1 N N N N N N 20.965 5.081  51.121 4.288  -0.194 2.722  H22 A1JBI 56 
A1JBI H23 H23 H  0 1 N N N N N N 19.256 4.550  50.964 5.621  -0.954 1.820  H23 A1JBI 57 
A1JBI H24 H24 H  0 1 N N N N N N 21.644 3.468  49.435 6.385  0.957  3.265  H24 A1JBI 58 
A1JBI H25 H25 H  0 1 N N N N N N 20.359 4.550  48.799 6.719  1.221  1.536  H25 A1JBI 59 
# 
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 
A1JBI O5  C23 SING N N 1  
A1JBI O5  C24 SING N N 2  
A1JBI C23 C22 SING N N 3  
A1JBI C24 C21 SING N N 4  
A1JBI C22 O4  SING N N 5  
A1JBI C3  C2  SING N N 6  
A1JBI C3  C4  SING N N 7  
A1JBI C2  N1  SING N N 8  
A1JBI C21 O4  SING N N 9  
A1JBI C21 C20 SING N N 10 
A1JBI N1  C1  SING N N 11 
A1JBI C4  N3  SING Y N 12 
A1JBI C4  C5  DOUB Y N 13 
A1JBI C1  C5  SING N N 14 
A1JBI C1  O1  DOUB N N 15 
A1JBI N3  C14 SING Y N 16 
A1JBI O3  C20 SING N N 17 
A1JBI O3  C19 SING N N 18 
A1JBI C5  C6  SING Y N 19 
A1JBI C12 C13 DOUB Y N 20 
A1JBI C12 C11 SING Y N 21 
A1JBI C13 C7  SING Y N 22 
A1JBI C14 C6  DOUB Y N 23 
A1JBI C14 C15 SING N N 24 
A1JBI C6  N2  SING N N 25 
A1JBI C11 C10 DOUB Y N 26 
A1JBI C19 C15 DOUB Y N 27 
A1JBI C19 C18 SING Y N 28 
A1JBI C7  N2  SING N N 29 
A1JBI C7  C8  DOUB Y N 30 
A1JBI C15 C16 SING Y N 31 
A1JBI C18 N4  DOUB Y N 32 
A1JBI C10 C8  SING Y N 33 
A1JBI C10 CL1 SING N N 34 
A1JBI C8  O2  SING N N 35 
A1JBI C9  O2  SING N N 36 
A1JBI C16 C17 DOUB Y N 37 
A1JBI N4  C17 SING Y N 38 
A1JBI C2  H1  SING N N 39 
A1JBI C2  H2  SING N N 40 
A1JBI C3  H3  SING N N 41 
A1JBI C3  H4  SING N N 42 
A1JBI C9  H5  SING N N 43 
A1JBI C9  H6  SING N N 44 
A1JBI C9  H7  SING N N 45 
A1JBI C11 H8  SING N N 46 
A1JBI C12 H9  SING N N 47 
A1JBI C13 H10 SING N N 48 
A1JBI C16 H11 SING N N 49 
A1JBI C17 H12 SING N N 50 
A1JBI C18 H13 SING N N 51 
A1JBI C20 H14 SING N N 52 
A1JBI C20 H15 SING N N 53 
A1JBI C21 H16 SING N N 54 
A1JBI C24 H17 SING N N 55 
A1JBI C24 H18 SING N N 56 
A1JBI N1  H19 SING N N 57 
A1JBI N2  H20 SING N N 58 
A1JBI N3  H21 SING N N 59 
A1JBI C22 H22 SING N N 60 
A1JBI C22 H23 SING N N 61 
A1JBI C23 H24 SING N N 62 
A1JBI C23 H25 SING N N 63 
# 
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 
A1JBI InChI            InChI                1.06  "InChI=1S/C24H25ClN4O5/c1-31-23-16(25)3-2-4-18(23)29-22-20-17(6-8-27-24(20)30)28-21(22)15-5-7-26-11-19(15)34-13-14-12-32-9-10-33-14/h2-5,7,11,14,28-29H,6,8-10,12-13H2,1H3,(H,27,30)/t14-/m0/s1" 
A1JBI InChIKey         InChI                1.06  VYQVHWNNPKOJEA-AWEZNQCLSA-N                                                                                                                                                                      
A1JBI SMILES_CANONICAL CACTVS               3.385 "COc1c(Cl)cccc1Nc2c([nH]c3CCNC(=O)c23)c4ccncc4OC[C@@H]5COCCO5"                                                                                                                                   
A1JBI SMILES           CACTVS               3.385 "COc1c(Cl)cccc1Nc2c([nH]c3CCNC(=O)c23)c4ccncc4OC[CH]5COCCO5"                                                                                                                                     
A1JBI SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "COc1c(cccc1Cl)Nc2c3c([nH]c2c4ccncc4OC[C@@H]5COCCO5)CCNC3=O"                                                                                                                                     
A1JBI SMILES           "OpenEye OEToolkits" 2.0.7 "COc1c(cccc1Cl)Nc2c3c([nH]c2c4ccncc4OCC5COCCO5)CCNC3=O"                                                                                                                                          
# 
_pdbx_chem_comp_identifier.comp_id           A1JBI 
_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-[(3-chloranyl-2-methoxy-phenyl)amino]-2-[3-[[(2~{S})-1,4-dioxan-2-yl]methoxy]pyridin-4-yl]-1,5,6,7-tetrahydropyrrolo[3,2-c]pyridin-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 
A1JBI "Create component" 2025-04-28 PDBE 
A1JBI "Initial release"  2025-10-15 RCSB 
# 
