data_A1ISP
# 
_chem_comp.id                                    A1ISP 
_chem_comp.name                                  "2-[(3S)-2,6-bis(oxidanylidene)piperidin-3-yl]-5-[(1S,2R,5S)-2-(ethylamino)-8-azabicyclo[3.2.1]octan-8-yl]isoindole-1,3-dione" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C22 H26 N4 O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2024-10-25 
_chem_comp.pdbx_modified_date                    2025-06-20 
_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                        410.466 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1ISP 
_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        9H59 
_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 
A1ISP C1  C1  C 0 1 N N N N N N 155.996 140.047 80.216 -6.902 3.361  0.154  C1  A1ISP 1  
A1ISP C2  C2  C 0 1 N N N N N N 155.219 140.654 79.096 -6.893 1.911  -0.334 C2  A1ISP 2  
A1ISP C3  C3  C 0 1 N N R N N N 152.975 141.417 78.422 -5.506 -0.055 -0.607 C3  A1ISP 3  
A1ISP N4  N1  N 0 1 N N N N N N 149.197 137.806 86.783 6.105  1.142  -0.386 N4  A1ISP 4  
A1ISP C5  C4  C 0 1 N N N N N N 153.734 143.775 78.857 -4.969 -0.925 1.680  C5  A1ISP 5  
A1ISP C7  C5  C 0 1 N N N N N N 151.270 144.179 78.461 -3.665 -2.494 0.250  C7  A1ISP 6  
A1ISP C8  C6  C 0 1 N N N N N N 150.741 142.749 78.203 -3.997 -1.958 -1.159 C8  A1ISP 7  
A1ISP C9  C7  C 0 1 N N S N N N 151.647 141.848 79.033 -4.065 -0.422 -0.992 C9  A1ISP 8  
A1ISP C10 C8  C 0 1 Y N N N N N 151.887 142.516 81.473 -1.860 -0.199 -0.147 C10 A1ISP 9  
A1ISP C11 C9  C 0 1 Y N N N N N 152.536 143.417 82.305 -1.485 -0.479 -1.456 C11 A1ISP 10 
A1ISP C12 C10 C 0 1 Y N N N N N 152.513 143.249 83.674 -0.148 -0.530 -1.805 C12 A1ISP 11 
A1ISP C13 C11 C 0 1 Y N N N N N 151.832 142.161 84.178 0.826  -0.300 -0.843 C13 A1ISP 12 
A1ISP C14 C12 C 0 1 Y N N N N N 151.185 141.253 83.352 0.450  -0.015 0.487  C14 A1ISP 13 
A1ISP C15 C13 C 0 1 Y N N N N N 151.200 141.413 81.990 -0.889 0.034  0.829  C15 A1ISP 14 
A1ISP C16 C14 C 0 1 N N N N N N 150.550 140.223 84.212 1.713  0.174  1.232  C16 A1ISP 15 
A1ISP C17 C15 C 0 1 N N S N N N 150.161 140.086 86.713 4.153  0.116  0.754  C17 A1ISP 16 
A1ISP C22 C16 C 0 1 N N N N N N 151.638 141.729 85.579 2.301  -0.275 -0.859 C22 A1ISP 17 
A1ISP C18 C17 C 0 1 N N N N N N 148.742 140.592 86.955 4.861  -1.213 0.472  C18 A1ISP 18 
A1ISP C19 C18 C 0 1 N N N N N N 147.736 139.675 86.289 6.354  -1.045 0.764  C19 A1ISP 19 
A1ISP C20 C19 C 0 1 N N N N N N 147.904 138.285 86.795 6.891  0.112  -0.038 C20 A1ISP 20 
A1ISP C21 C20 C 0 1 N N N N N N 150.336 138.569 86.652 4.808  1.206  -0.052 C21 A1ISP 21 
A1ISP C4  C21 C 0 1 N N N N N N 153.669 142.641 77.836 -5.969 -0.981 0.522  C4  A1ISP 22 
A1ISP C6  C22 C 0 1 N N R N N N 152.381 144.007 79.487 -3.564 -1.233 1.139  C6  A1ISP 23 
A1ISP N1  N2  N 0 1 N N N N N N 153.807 140.804 79.459 -5.553 1.340  -0.148 N1  A1ISP 24 
A1ISP N2  N3  N 0 1 N N N N N N 151.970 142.755 80.117 -3.207 -0.145 0.191  N2  A1ISP 25 
A1ISP N3  N4  N 0 1 N N N N N N 150.754 140.654 85.525 2.740  0.006  0.381  N3  A1ISP 26 
A1ISP O1  O1  O 0 1 N N N N N N 149.948 139.231 83.887 1.806  0.436  2.415  O1  A1ISP 27 
A1ISP O2  O2  O 0 1 N N N N N N 147.001 137.614 87.260 8.055  0.111  -0.375 O2  A1ISP 28 
A1ISP O3  O3  O 0 1 N N N N N N 151.424 138.049 86.525 4.150  2.161  -0.406 O3  A1ISP 29 
A1ISP O4  O4  O 0 1 N N N N N N 152.118 142.186 86.588 3.002  -0.476 -1.831 O4  A1ISP 30 
A1ISP H1  H1  H 0 1 N N N N N N 157.050 139.945 79.919 -7.897 3.785  0.016  H1  A1ISP 31 
A1ISP H2  H2  H 0 1 N N N N N N 155.926 140.693 81.103 -6.638 3.390  1.211  H2  A1ISP 32 
A1ISP H3  H3  H 0 1 N N N N N N 155.584 139.055 80.452 -6.178 3.941  -0.418 H3  A1ISP 33 
A1ISP H4  H4  H 0 1 N N N N N N 155.296 140.005 78.211 -7.618 1.331  0.238  H4  A1ISP 34 
A1ISP H5  H5  H 0 1 N N N N N N 155.638 141.644 78.862 -7.158 1.882  -1.391 H5  A1ISP 35 
A1ISP H6  H6  H 0 1 N N N N N N 152.783 140.692 77.617 -6.158 -0.176 -1.472 H6  A1ISP 36 
A1ISP H7  H7  H 0 1 N N N N N N 149.318 136.818 86.878 6.492  1.870  -0.896 H7  A1ISP 37 
A1ISP H8  H8  H 0 1 N N N N N N 154.457 143.512 79.643 -4.979 0.071  2.123  H8  A1ISP 38 
A1ISP H9  H9  H 0 1 N N N N N N 154.060 144.697 78.352 -5.240 -1.663 2.435  H9  A1ISP 39 
A1ISP H10 H10 H 0 1 N N N N N N 151.665 144.619 77.533 -4.464 -3.145 0.605  H10 A1ISP 40 
A1ISP H11 H11 H 0 1 N N N N N N 150.471 144.821 78.860 -2.716 -3.029 0.240  H11 A1ISP 41 
A1ISP H12 H12 H 0 1 N N N N N N 149.695 142.657 78.532 -3.209 -2.229 -1.862 H12 A1ISP 42 
A1ISP H13 H13 H 0 1 N N N N N N 150.814 142.495 77.135 -4.958 -2.346 -1.496 H13 A1ISP 43 
A1ISP H14 H14 H 0 1 N N N N N N 151.089 140.971 79.394 -3.732 0.104  -1.887 H14 A1ISP 44 
A1ISP H15 H15 H 0 1 N N N N N N 153.063 144.257 81.877 -2.242 -0.659 -2.204 H15 A1ISP 45 
A1ISP H16 H16 H 0 1 N N N N N N 153.012 143.947 84.330 0.137  -0.749 -2.823 H16 A1ISP 46 
A1ISP H17 H17 H 0 1 N N N N N N 150.699 140.712 81.339 -1.182 0.252  1.845  H17 A1ISP 47 
A1ISP H18 H18 H 0 1 N N N N N N 150.759 140.429 87.570 4.231  0.353  1.815  H18 A1ISP 48 
A1ISP H19 H19 H 0 1 N N N N N N 148.642 141.605 86.538 4.450  -1.991 1.115  H19 A1ISP 49 
A1ISP H20 H20 H 0 1 N N N N N N 148.546 140.620 88.037 4.720  -1.489 -0.572 H20 A1ISP 50 
A1ISP H21 H21 H 0 1 N N N N N N 147.895 139.689 85.201 6.489  -0.845 1.827  H21 A1ISP 51 
A1ISP H22 H22 H 0 1 N N N N N N 146.718 140.025 86.515 6.888  -1.955 0.493  H22 A1ISP 52 
A1ISP H23 H23 H 0 1 N N N N N N 154.692 142.366 77.538 -6.950 -0.662 0.874  H23 A1ISP 53 
A1ISP H24 H24 H 0 1 N N N N N N 153.109 142.984 76.953 -6.034 -2.003 0.148  H24 A1ISP 54 
A1ISP H25 H25 H 0 1 N N N N N N 152.404 144.846 80.198 -2.833 -1.351 1.939  H25 A1ISP 55 
A1ISP H26 H26 H 0 1 N N N N N N 153.754 141.374 80.279 -5.258 1.414  0.814  H26 A1ISP 56 
# 
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 
A1ISP C4  C3  SING N N 1  
A1ISP C4  C5  SING N N 2  
A1ISP C8  C7  SING N N 3  
A1ISP C8  C9  SING N N 4  
A1ISP C3  C9  SING N N 5  
A1ISP C3  N1  SING N N 6  
A1ISP C7  C6  SING N N 7  
A1ISP C5  C6  SING N N 8  
A1ISP C9  N2  SING N N 9  
A1ISP C2  N1  SING N N 10 
A1ISP C2  C1  SING N N 11 
A1ISP C6  N2  SING N N 12 
A1ISP N2  C10 SING N N 13 
A1ISP C10 C15 DOUB Y N 14 
A1ISP C10 C11 SING Y N 15 
A1ISP C15 C14 SING Y N 16 
A1ISP C11 C12 DOUB Y N 17 
A1ISP C14 C13 DOUB Y N 18 
A1ISP C14 C16 SING N N 19 
A1ISP C12 C13 SING Y N 20 
A1ISP O1  C16 DOUB N N 21 
A1ISP C13 C22 SING N N 22 
A1ISP C16 N3  SING N N 23 
A1ISP N3  C22 SING N N 24 
A1ISP N3  C17 SING N N 25 
A1ISP C22 O4  DOUB N N 26 
A1ISP C19 C20 SING N N 27 
A1ISP C19 C18 SING N N 28 
A1ISP O3  C21 DOUB N N 29 
A1ISP C21 C17 SING N N 30 
A1ISP C21 N4  SING N N 31 
A1ISP C17 C18 SING N N 32 
A1ISP N4  C20 SING N N 33 
A1ISP C20 O2  DOUB N N 34 
A1ISP C1  H1  SING N N 35 
A1ISP C1  H2  SING N N 36 
A1ISP C1  H3  SING N N 37 
A1ISP C2  H4  SING N N 38 
A1ISP C2  H5  SING N N 39 
A1ISP C3  H6  SING N N 40 
A1ISP N4  H7  SING N N 41 
A1ISP C5  H8  SING N N 42 
A1ISP C5  H9  SING N N 43 
A1ISP C7  H10 SING N N 44 
A1ISP C7  H11 SING N N 45 
A1ISP C8  H12 SING N N 46 
A1ISP C8  H13 SING N N 47 
A1ISP C9  H14 SING N N 48 
A1ISP C11 H15 SING N N 49 
A1ISP C12 H16 SING N N 50 
A1ISP C15 H17 SING N N 51 
A1ISP C17 H18 SING N N 52 
A1ISP C18 H19 SING N N 53 
A1ISP C18 H20 SING N N 54 
A1ISP C19 H21 SING N N 55 
A1ISP C19 H22 SING N N 56 
A1ISP C4  H23 SING N N 57 
A1ISP C4  H24 SING N N 58 
A1ISP C6  H25 SING N N 59 
A1ISP N1  H26 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 
A1ISP InChI            InChI                1.06  "InChI=1S/C22H26N4O4/c1-2-23-16-7-4-12-5-8-17(16)25(12)13-3-6-14-15(11-13)22(30)26(21(14)29)18-9-10-19(27)24-20(18)28/h3,6,11-12,16-18,23H,2,4-5,7-10H2,1H3,(H,24,27,28)/t12-,16+,17-,18-/m0/s1" 
A1ISP InChIKey         InChI                1.06  QAKJEKTXKXAPBP-LSZYVWPRSA-N                                                                                                                                                                      
A1ISP SMILES_CANONICAL CACTVS               3.385 "CCN[C@@H]1CC[C@H]2CC[C@@H]1N2c3ccc4C(=O)N([C@H]5CCC(=O)NC5=O)C(=O)c4c3"                                                                                                                         
A1ISP SMILES           CACTVS               3.385 "CCN[CH]1CC[CH]2CC[CH]1N2c3ccc4C(=O)N([CH]5CCC(=O)NC5=O)C(=O)c4c3"                                                                                                                               
A1ISP SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "CCN[C@@H]1CC[C@H]2CC[C@@H]1N2c3ccc4c(c3)C(=O)N(C4=O)[C@H]5CCC(=O)NC5=O"                                                                                                                         
A1ISP SMILES           "OpenEye OEToolkits" 2.0.7 "CCNC1CCC2CCC1N2c3ccc4c(c3)C(=O)N(C4=O)C5CCC(=O)NC5=O"                                                                                                                                           
# 
_pdbx_chem_comp_identifier.comp_id           A1ISP 
_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        "2-[(3~{S})-2,6-bis(oxidanylidene)piperidin-3-yl]-5-[(1~{S},2~{R},5~{S})-2-(ethylamino)-8-azabicyclo[3.2.1]octan-8-yl]isoindole-1,3-dione" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
A1ISP "Create component" 2024-10-25 PDBE 
A1ISP "Initial release"  2025-06-25 RCSB 
# 
