data_A1H62
# 
_chem_comp.id                                    A1H62 
_chem_comp.name                                  "4-[3-[[(1~{S})-1-(3-bromophenyl)-3-[2-(2-morpholin-4-ylethoxy)ethylamino]-3-oxidanylidene-propyl]carbamoyl]-1,4,6,7-tetrahydropyrazolo[4,3-c]pyridin-5-yl]-5-cyano-thieno[2,3-b]pyridine-2-carboxylic acid" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C33 H35 Br N8 O6 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2024-03-27 
_chem_comp.pdbx_modified_date                    2025-02-21 
_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                        751.650 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1H62 
_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        9ETI 
_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 
A1H62 C2   C1  C  0 1 N N N N N N -19.515 -38.034 53.401 -4.180 -4.932 1.692  C2   A1H62 1  
A1H62 O1   O1  O  0 1 N N N N N N -19.781 -36.748 53.683 -4.312 -5.812 2.706  O1   A1H62 2  
A1H62 O3   O2  O  0 1 N N N N N N -18.918 -38.331 52.378 -3.369 -5.137 0.810  O3   A1H62 3  
A1H62 C41  C2  C  0 1 N N N N N N -13.454 -28.015 62.064 9.473  -4.135 1.638  C41  A1H62 4  
A1H62 C42  C3  C  0 1 N N N N N N -14.795 -27.324 62.376 9.709  -3.329 0.358  C42  A1H62 5  
A1H62 C43  C4  C  0 1 Y N N N N N -16.466 -34.610 59.400 1.127  3.106  -0.628 C43  A1H62 6  
A1H62 C44  C5  C  0 1 Y N N N N N -15.884 -34.580 58.128 0.821  3.906  -1.714 C44  A1H62 7  
A1H62 C45  C6  C  0 1 Y N N N N N -14.680 -35.242 57.890 0.601  5.259  -1.536 C45  A1H62 8  
A1H62 C46  C7  C  0 1 Y N N N N N -14.042 -35.916 58.932 0.687  5.813  -0.272 C46  A1H62 9  
A1H62 C47  C8  C  0 1 Y N N N N N -14.608 -35.932 60.214 0.992  5.013  0.814  C47  A1H62 10 
A1H62 C49  C9  C  0 1 Y N N N N N -15.820 -35.279 60.445 1.212  3.659  0.635  C49  A1H62 11 
A1H62 C11  C10 C  0 1 Y N N N N N -21.635 -41.801 57.871 -7.014 0.354  0.367  C11  A1H62 12 
A1H62 C12  C11 C  0 1 N N N N N N -22.209 -42.260 59.115 -7.239 1.510  -0.447 C12  A1H62 13 
A1H62 C14  C12 C  0 1 Y N N N N N -21.535 -40.435 57.475 -6.050 -0.597 0.002  C14  A1H62 14 
A1H62 C16  C13 C  0 1 N N N N N N -23.234 -39.433 58.997 -5.524 -1.552 -2.079 C16  A1H62 15 
A1H62 C17  C14 C  0 1 N N N N N N -22.900 -39.246 60.504 -5.007 -1.174 -3.475 C17  A1H62 16 
A1H62 C18  C15 C  0 1 Y N N N N N -21.981 -38.065 60.658 -3.611 -0.629 -3.316 C18  A1H62 17 
A1H62 C19  C16 C  0 1 Y N N N N N -21.262 -37.560 59.656 -3.105 -0.231 -2.121 C19  A1H62 18 
A1H62 C20  C17 C  0 1 N N N N N N -21.268 -38.099 58.253 -3.871 -0.279 -0.828 C20  A1H62 19 
A1H62 C21  C18 C  0 1 Y N N N N N -20.507 -36.441 60.240 -1.796 0.202  -2.381 C21  A1H62 20 
A1H62 C24  C19 C  0 1 N N N N N N -19.567 -35.513 59.587 -0.828 0.729  -1.398 C24  A1H62 21 
A1H62 C27  C20 C  0 1 N N S N N N -17.786 -33.873 59.658 1.361  1.630  -0.823 C27  A1H62 22 
A1H62 C28  C21 C  0 1 N N N N N N -17.433 -32.628 60.504 2.784  1.403  -1.335 C28  A1H62 23 
A1H62 C29  C22 C  0 1 N N N N N N -18.608 -31.714 60.731 3.060  -0.077 -1.413 C29  A1H62 24 
A1H62 C4   C23 C  0 1 Y N N N N N -19.930 -39.106 54.341 -5.020 -3.731 1.651  C4   A1H62 25 
A1H62 C5   C24 C  0 1 Y N N N N N -20.591 -38.911 55.496 -4.972 -2.800 0.690  C5   A1H62 26 
A1H62 C6   C25 C  0 1 Y N N N N N -20.890 -40.202 56.238 -5.862 -1.729 0.842  C6   A1H62 27 
A1H62 C7   C26 C  0 1 Y N N N N N -20.386 -41.258 55.472 -6.651 -1.837 1.995  C7   A1H62 28 
A1H62 S8   S1  S  0 1 Y N N N N N -19.563 -40.785 53.980 -6.227 -3.315 2.855  S8   A1H62 29 
A1H62 N9   N1  N  0 1 Y N N N N N -20.492 -42.538 55.895 -7.555 -0.897 2.292  N9   A1H62 30 
A1H62 C10  C27 C  0 1 Y N N N N N -21.090 -42.814 57.068 -7.749 0.160  1.542  C10  A1H62 31 
A1H62 N13  N2  N  0 1 N N N N N N -22.638 -42.657 60.115 -7.417 2.427  -1.094 N13  A1H62 32 
A1H62 N15  N3  N  0 1 N N N N N N -21.995 -39.376 58.220 -5.301 -0.438 -1.147 N15  A1H62 33 
A1H62 N22  N4  N  0 1 Y N N N N N -20.844 -36.402 61.465 -1.597 0.046  -3.680 N22  A1H62 34 
A1H62 N23  N5  N  0 1 Y N N N N N -21.739 -37.379 61.739 -2.654 -0.440 -4.236 N23  A1H62 35 
A1H62 O25  O3  O  0 1 N N N N N N -19.582 -35.441 58.369 -1.141 0.820  -0.226 O25  A1H62 36 
A1H62 N26  N6  N  0 1 N N N N N N -18.724 -34.767 60.334 0.401  1.108  -1.798 N26  A1H62 37 
A1H62 O30  O4  O  0 1 N N N N N N -19.384 -31.932 61.649 2.202  -0.871 -1.090 O30  A1H62 38 
A1H62 N31  N7  N  0 1 N N N N N N -18.747 -30.676 59.880 4.260  -0.517 -1.841 N31  A1H62 39 
A1H62 C32  C28 C  0 1 N N N N N N -19.853 -29.740 60.039 4.527  -1.956 -1.916 C32  A1H62 40 
A1H62 C33  C29 C  0 1 N N N N N N -19.286 -28.325 60.326 5.951  -2.183 -2.429 C33  A1H62 41 
A1H62 O34  O5  O  0 1 N N N N N N -18.115 -28.179 59.492 6.887  -1.674 -1.477 O34  A1H62 42 
A1H62 C35  C30 C  0 1 N N N N N N -17.362 -26.983 59.753 8.254  -1.837 -1.861 C35  A1H62 43 
A1H62 C36  C31 C  0 1 N N N N N N -16.999 -27.056 61.257 9.162  -1.259 -0.774 C36  A1H62 44 
A1H62 N37  N8  N  0 1 N N N N N N -15.797 -27.900 61.457 9.008  -2.041 0.460  N37  A1H62 45 
A1H62 C38  C32 C  0 1 N N N N N N -16.005 -29.337 61.750 9.479  -1.282 1.627  C38  A1H62 46 
A1H62 C39  C33 C  0 1 N N N N N N -14.648 -30.068 61.631 9.245  -2.108 2.895  C39  A1H62 47 
A1H62 O40  O6  O  0 1 N N N N N N -13.608 -29.405 62.370 9.908  -3.368 2.765  O40  A1H62 48 
A1H62 BR48 BR1 BR 0 0 N N N N N N -13.759 -36.836 61.595 1.110  5.770  2.543  BR48 A1H62 49 
A1H62 H1   H1  H  0 1 N N N N N N -19.440 -36.194 52.990 -3.739 -6.591 2.688  H1   A1H62 50 
A1H62 H2   H2  H  0 1 N N N N N N -12.654 -27.580 62.682 8.411  -4.357 1.738  H2   A1H62 51 
A1H62 H3   H3  H  0 1 N N N N N N -13.205 -27.889 61.000 10.038 -5.066 1.591  H3   A1H62 52 
A1H62 H4   H4  H  0 1 N N N N N N -14.709 -26.240 62.211 10.777 -3.152 0.231  H4   A1H62 53 
A1H62 H5   H5  H  0 1 N N N N N N -15.085 -27.515 63.420 9.328  -3.885 -0.498 H5   A1H62 54 
A1H62 H6   H6  H  0 1 N N N N N N -16.369 -34.042 57.327 0.754  3.474  -2.701 H6   A1H62 55 
A1H62 H7   H7  H  0 1 N N N N N N -14.243 -35.233 56.903 0.363  5.884  -2.384 H7   A1H62 56 
A1H62 H8   H8  H  0 1 N N N N N N -13.108 -36.427 58.750 0.516  6.870  -0.133 H8   A1H62 57 
A1H62 H9   H9  H  0 1 N N N N N N -16.259 -35.290 61.432 1.451  3.034  1.483  H9   A1H62 58 
A1H62 H10  H10 H  0 1 N N N N N N -23.912 -38.632 58.668 -6.591 -1.770 -2.135 H10  A1H62 59 
A1H62 H11  H11 H  0 1 N N N N N N -23.719 -40.409 58.846 -4.992 -2.434 -1.722 H11  A1H62 60 
A1H62 H12  H12 H  0 1 N N N N N N -23.827 -39.068 61.068 -4.989 -2.057 -4.113 H12  A1H62 61 
A1H62 H13  H13 H  0 1 N N N N N N -22.406 -40.151 60.887 -5.653 -0.414 -3.914 H13  A1H62 62 
A1H62 H14  H14 H  0 1 N N N N N N -20.233 -38.258 57.917 -3.531 -1.125 -0.230 H14  A1H62 63 
A1H62 H15  H15 H  0 1 N N N N N N -21.763 -37.378 57.586 -3.718 0.647  -0.275 H15  A1H62 64 
A1H62 H16  H16 H  0 1 N N N N N N -18.207 -33.543 58.697 1.230  1.114  0.128  H16  A1H62 65 
A1H62 H17  H17 H  0 1 N N N N N N -17.057 -32.964 61.482 2.888  1.844  -2.326 H17  A1H62 66 
A1H62 H18  H18 H  0 1 N N N N N N -16.646 -32.063 59.983 3.495  1.870  -0.653 H18  A1H62 67 
A1H62 H19  H19 H  0 1 N N N N N N -20.880 -37.936 55.859 -4.292 -2.870 -0.146 H19  A1H62 68 
A1H62 H20  H20 H  0 1 N N N N N N -21.152 -43.840 57.399 -8.493 0.887  1.831  H20  A1H62 69 
A1H62 H21  H21 H  0 1 N N N N N N -22.152 -37.549 62.634 -2.744 -0.638 -5.181 H21  A1H62 70 
A1H62 H22  H22 H  0 1 N N N N N N -18.742 -34.825 61.332 0.651  1.035  -2.733 H22  A1H62 71 
A1H62 H23  H23 H  0 1 N N N N N N -18.089 -30.549 59.138 4.945  0.118  -2.099 H23  A1H62 72 
A1H62 H24  H24 H  0 1 N N N N N N -20.451 -29.717 59.116 4.423  -2.397 -0.925 H24  A1H62 73 
A1H62 H25  H25 H  0 1 N N N N N N -20.488 -30.059 60.879 3.817  -2.422 -2.598 H25  A1H62 74 
A1H62 H26  H26 H  0 1 N N N N N N -20.032 -27.557 60.072 6.120  -3.251 -2.569 H26  A1H62 75 
A1H62 H27  H27 H  0 1 N N N N N N -19.011 -28.233 61.387 6.082  -1.666 -3.380 H27  A1H62 76 
A1H62 H28  H28 H  0 1 N N N N N N -16.451 -26.958 59.137 8.471  -2.897 -1.990 H28  A1H62 77 
A1H62 H29  H29 H  0 1 N N N N N N -17.970 -26.090 59.545 8.432  -1.313 -2.800 H29  A1H62 78 
A1H62 H30  H30 H  0 1 N N N N N N -16.796 -26.042 61.631 10.199 -1.303 -1.105 H30  A1H62 79 
A1H62 H31  H31 H  0 1 N N N N N N -17.843 -27.490 61.813 8.886  -0.221 -0.584 H31  A1H62 80 
A1H62 H33  H33 H  0 1 N N N N N N -16.400 -29.453 62.770 10.543 -1.072 1.520  H33  A1H62 81 
A1H62 H34  H34 H  0 1 N N N N N N -16.719 -29.762 61.029 8.928  -0.343 1.698  H34  A1H62 82 
A1H62 H35  H35 H  0 1 N N N N N N -14.761 -31.091 62.019 9.645  -1.573 3.756  H35  A1H62 83 
A1H62 H36  H36 H  0 1 N N N N N N -14.359 -30.108 60.570 8.176  -2.272 3.031  H36  A1H62 84 
# 
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 
A1H62 O1  C2   SING N N 1  
A1H62 C2  O3   DOUB N N 2  
A1H62 C2  C4   SING N N 3  
A1H62 C4  S8   SING Y N 4  
A1H62 C4  C5   DOUB Y N 5  
A1H62 C5  C6   SING Y N 6  
A1H62 C6  C14  DOUB Y N 7  
A1H62 C6  C7   SING Y N 8  
A1H62 C7  S8   SING Y N 9  
A1H62 C7  N9   DOUB Y N 10 
A1H62 N9  C10  SING Y N 11 
A1H62 C10 C11  DOUB Y N 12 
A1H62 C11 C12  SING N N 13 
A1H62 C11 C14  SING Y N 14 
A1H62 C12 N13  TRIP N N 15 
A1H62 C14 N15  SING N N 16 
A1H62 N15 C20  SING N N 17 
A1H62 N15 C16  SING N N 18 
A1H62 C16 C17  SING N N 19 
A1H62 C17 C18  SING N N 20 
A1H62 C18 N23  SING Y N 21 
A1H62 C18 C19  DOUB Y N 22 
A1H62 C19 C20  SING N N 23 
A1H62 C19 C21  SING Y N 24 
A1H62 C21 N22  DOUB Y N 25 
A1H62 C21 C24  SING N N 26 
A1H62 N22 N23  SING Y N 27 
A1H62 C24 O25  DOUB N N 28 
A1H62 C24 N26  SING N N 29 
A1H62 N26 C27  SING N N 30 
A1H62 C27 C28  SING N N 31 
A1H62 C27 C43  SING N N 32 
A1H62 C28 C29  SING N N 33 
A1H62 C29 O30  DOUB N N 34 
A1H62 C29 N31  SING N N 35 
A1H62 N31 C32  SING N N 36 
A1H62 C32 C33  SING N N 37 
A1H62 C33 O34  SING N N 38 
A1H62 O34 C35  SING N N 39 
A1H62 C35 C36  SING N N 40 
A1H62 C36 N37  SING N N 41 
A1H62 N37 C42  SING N N 42 
A1H62 N37 C38  SING N N 43 
A1H62 C38 C39  SING N N 44 
A1H62 C39 O40  SING N N 45 
A1H62 O40 C41  SING N N 46 
A1H62 C41 C42  SING N N 47 
A1H62 C43 C49  DOUB Y N 48 
A1H62 C43 C44  SING Y N 49 
A1H62 C44 C45  DOUB Y N 50 
A1H62 C45 C46  SING Y N 51 
A1H62 C46 C47  DOUB Y N 52 
A1H62 C47 BR48 SING N N 53 
A1H62 C47 C49  SING Y N 54 
A1H62 O1  H1   SING N N 55 
A1H62 C41 H2   SING N N 56 
A1H62 C41 H3   SING N N 57 
A1H62 C42 H4   SING N N 58 
A1H62 C42 H5   SING N N 59 
A1H62 C44 H6   SING N N 60 
A1H62 C45 H7   SING N N 61 
A1H62 C46 H8   SING N N 62 
A1H62 C49 H9   SING N N 63 
A1H62 C16 H10  SING N N 64 
A1H62 C16 H11  SING N N 65 
A1H62 C17 H12  SING N N 66 
A1H62 C17 H13  SING N N 67 
A1H62 C20 H14  SING N N 68 
A1H62 C20 H15  SING N N 69 
A1H62 C27 H16  SING N N 70 
A1H62 C28 H17  SING N N 71 
A1H62 C28 H18  SING N N 72 
A1H62 C5  H19  SING N N 73 
A1H62 C10 H20  SING N N 74 
A1H62 N23 H21  SING N N 75 
A1H62 N26 H22  SING N N 76 
A1H62 N31 H23  SING N N 77 
A1H62 C32 H24  SING N N 78 
A1H62 C32 H25  SING N N 79 
A1H62 C33 H26  SING N N 80 
A1H62 C33 H27  SING N N 81 
A1H62 C35 H28  SING N N 82 
A1H62 C35 H29  SING N N 83 
A1H62 C36 H30  SING N N 84 
A1H62 C36 H31  SING N N 85 
A1H62 C38 H33  SING N N 86 
A1H62 C38 H34  SING N N 87 
A1H62 C39 H35  SING N N 88 
A1H62 C39 H36  SING N N 89 
# 
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 
A1H62 InChI            InChI                1.06  "InChI=1S/C33H35BrN8O6S/c34-22-3-1-2-20(14-22)26(16-28(43)36-5-10-47-11-7-41-8-12-48-13-9-41)38-31(44)29-24-19-42(6-4-25(24)39-40-29)30-21(17-35)18-37-32-23(30)15-27(49-32)33(45)46/h1-3,14-15,18,26H,4-13,16,19H2,(H,36,43)(H,38,44)(H,39,40)(H,45,46)/t26-/m0/s1" 
A1H62 InChIKey         InChI                1.06  RJANKZNKWUTXJN-SANMLTNESA-N                                                                                                                                                                                                                                          
A1H62 SMILES_CANONICAL CACTVS               3.385 "OC(=O)c1sc2ncc(C#N)c(N3CCc4[nH]nc(C(=O)N[C@@H](CC(=O)NCCOCCN5CCOCC5)c6cccc(Br)c6)c4C3)c2c1"                                                                                                                                                                         
A1H62 SMILES           CACTVS               3.385 "OC(=O)c1sc2ncc(C#N)c(N3CCc4[nH]nc(C(=O)N[CH](CC(=O)NCCOCCN5CCOCC5)c6cccc(Br)c6)c4C3)c2c1"                                                                                                                                                                           
A1H62 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "c1cc(cc(c1)Br)[C@H](CC(=O)NCCOCCN2CCOCC2)NC(=O)c3c4c([nH]n3)CCN(C4)c5c6cc(sc6ncc5C#N)C(=O)O"                                                                                                                                                                        
A1H62 SMILES           "OpenEye OEToolkits" 2.0.7 "c1cc(cc(c1)Br)C(CC(=O)NCCOCCN2CCOCC2)NC(=O)c3c4c([nH]n3)CCN(C4)c5c6cc(sc6ncc5C#N)C(=O)O"                                                                                                                                                                            
# 
_pdbx_chem_comp_identifier.comp_id           A1H62 
_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        "4-[3-[[(1~{S})-1-(3-bromophenyl)-3-[2-(2-morpholin-4-ylethoxy)ethylamino]-3-oxidanylidene-propyl]carbamoyl]-1,4,6,7-tetrahydropyrazolo[4,3-c]pyridin-5-yl]-5-cyano-thieno[2,3-b]pyridine-2-carboxylic acid" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
A1H62 "Create component" 2024-03-27 PDBE 
A1H62 "Initial release"  2025-02-26 RCSB 
# 
