data_LRX
# 
_chem_comp.id                                    LRX 
_chem_comp.name                                  "squarunkin A" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C25 H32 F3 N5 O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "ethyl 4-[[3,4-bis(oxidanylidene)-2-[2-[4-[3-(trifluoromethyl)phenyl]piperazin-1-yl]ethylamino]cyclobuten-1-yl]amino]piperidine-1-carboxylate" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2022-07-11 
_chem_comp.pdbx_modified_date                    2025-01-10 
_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                        523.548 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     LRX 
_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        8ADP 
_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_backbone_atom_flag 
_chem_comp_atom.pdbx_n_terminal_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 
LRX C1  C1  C 0 1 N N N N N N 41.088 -10.482 -22.519 9.677   -0.872 1.052  C1  LRX 1  
LRX F1  F1  F 0 1 N N N N N N 42.165 -10.345 -21.727 11.002  -0.424 1.073  F1  LRX 2  
LRX F2  F2  F 0 1 N N N N N N 40.173 -9.854  -21.757 9.630   -2.164 0.517  F2  LRX 3  
LRX F3  F3  F 0 1 N N N N N N 41.296 -9.658  -23.599 9.169   -0.888 2.355  F3  LRX 4  
LRX C4  C2  C 0 1 Y N N N N N 40.784 -11.896 -22.959 8.848   0.055  0.201  C4  LRX 5  
LRX C5  C3  C 0 1 Y N N N N N 41.047 -12.351 -24.286 9.428   0.719  -0.865 C5  LRX 6  
LRX C6  C4  C 0 1 Y N N N N N 40.786 -13.701 -24.598 8.671   1.570  -1.648 C6  LRX 7  
LRX C7  C5  C 0 1 Y N N N N N 40.211 -14.578 -23.633 7.332   1.761  -1.369 C7  LRX 8  
LRX C8  C6  C 0 1 Y N N N N N 39.939 -14.111 -22.307 6.746   1.096  -0.299 C8  LRX 9  
LRX C9  C7  C 0 1 Y N N N N N 40.241 -12.760 -21.992 7.508   0.237  0.482  C9  LRX 10 
LRX N10 N1  N 0 1 N N N N N N 39.316 -15.003 -21.370 5.392   1.286  -0.014 N10 LRX 11 
LRX C11 C8  C 0 1 N N N N N N 39.362 -16.472 -21.349 4.780   2.225  -0.964 C11 LRX 12 
LRX C12 C9  C 0 1 N N N N N N 39.478 -16.956 -19.844 3.321   2.467  -0.570 C12 LRX 13 
LRX C13 C10 C 0 1 N N N N N N 38.551 -14.438 -20.212 4.670   0.005  -0.005 C13 LRX 14 
LRX C14 C11 C 0 1 N N N N N N 37.564 -15.449 -19.528 3.211   0.248  0.389  C14 LRX 15 
LRX N15 N2  N 0 1 N N N N N N 38.290 -16.542 -18.922 2.600   1.187  -0.561 N15 LRX 16 
LRX C16 C12 C 0 1 N N N N N N 37.378 -17.721 -18.637 1.176   1.387  -0.261 C16 LRX 17 
LRX C17 C13 C 0 1 N N N N N N 37.329 -18.698 -19.899 0.415   0.082  -0.503 C17 LRX 18 
LRX N18 N3  N 0 1 N N N N N N 38.624 -19.493 -20.132 -1.005  0.281  -0.203 N18 LRX 19 
LRX C19 C14 C 0 1 N N N N N N 39.279 -20.393 -19.282 -1.890  -0.758 -0.349 C19 LRX 20 
LRX C20 C15 C 0 1 N N N N N N 39.952 -21.731 -19.356 -3.270  -0.918 -0.165 C20 LRX 21 
LRX C21 C16 C 0 1 N N N N N N 40.266 -21.703 -17.965 -3.243  -2.332 -0.567 C21 LRX 22 
LRX C22 C17 C 0 1 N N N N N N 39.631 -20.398 -17.751 -1.783  -2.163 -0.768 C22 LRX 23 
LRX O23 O1  O 0 1 N N N N N N 39.421 -19.591 -16.853 -0.875  -2.887 -1.129 O23 LRX 24 
LRX O24 O2  O 0 1 N N N N N N 40.932 -22.615 -17.239 -4.052  -3.232 -0.686 O24 LRX 25 
LRX N25 N4  N 0 1 N N N N N N 40.326 -22.576 -20.430 -4.272  -0.072 0.239  N25 LRX 26 
LRX C26 C18 C 0 1 N N N N N N 41.700 -23.251 -20.569 -5.650  -0.559 0.330  C26 LRX 27 
LRX C27 C19 C 0 1 N N N N N N 41.716 -24.706 -19.896 -6.426  0.290  1.339  C27 LRX 28 
LRX C28 C20 C 0 1 N N N N N N 41.520 -25.862 -20.781 -7.857  -0.244 1.458  C28 LRX 29 
LRX C29 C21 C 0 1 N N N N N N 42.314 -23.366 -21.964 -6.318  -0.459 -1.043 C29 LRX 30 
LRX C30 C22 C 0 1 N N N N N N 43.118 -24.701 -22.240 -7.748  -1.002 -0.952 C30 LRX 31 
LRX N31 N5  N 0 1 N N N N N N 42.263 -25.948 -21.973 -8.457  -0.287 0.118  N31 LRX 32 
LRX C32 C23 C 0 1 N N N N N N 42.182 -27.154 -22.833 -9.637  0.317  -0.126 C32 LRX 33 
LRX O33 O3  O 0 1 N N N N N N 42.341 -27.099 -24.069 -10.124 0.273  -1.238 O33 LRX 34 
LRX O34 O4  O 0 1 N N N N N N 41.819 -28.428 -22.198 -10.277 0.968  0.864  O34 LRX 35 
LRX C35 C24 C 0 1 N N N N N N 41.297 -29.580 -22.931 -11.543 1.595  0.529  C35 LRX 36 
LRX C36 C25 C 0 1 N N N N N N 42.418 -30.526 -23.397 -12.116 2.282  1.771  C36 LRX 37 
LRX H1  H1  H 0 1 N N N N N N 41.437 -11.677 -25.034 10.475  0.572  -1.086 H1  LRX 38 
LRX H2  H2  H 0 1 N N N N N N 41.025 -14.076 -25.582 9.127   2.087  -2.479 H2  LRX 39 
LRX H3  H3  H 0 1 N N N N N N 39.980 -15.598 -23.903 6.741   2.426  -1.980 H3  LRX 40 
LRX H4  H4  H 0 1 N N N N N N 40.051 -12.391 -20.995 7.055   -0.285 1.312  H4  LRX 41 
LRX H5  H5  H 0 1 N N N N N N 38.443 -16.877 -21.798 5.324   3.169  -0.943 H5  LRX 42 
LRX H6  H6  H 0 1 N N N N N N 40.235 -16.823 -21.919 4.820   1.804  -1.969 H6  LRX 43 
LRX H7  H7  H 0 1 N N N N N N 39.543 -18.054 -19.843 3.282   2.914  0.424  H7  LRX 44 
LRX H8  H8  H 0 1 N N N N N N 40.401 -16.534 -19.420 2.857   3.141  -1.290 H8  LRX 45 
LRX H9  H9  H 0 1 N N N N N N 39.274 -14.099 -19.456 4.709   -0.441 -0.998 H9  LRX 46 
LRX H10 H10 H 0 1 N N N N N N 37.967 -13.578 -20.573 5.135   -0.668 0.716  H10 LRX 47 
LRX H11 H11 H 0 1 N N N N N N 36.989 -14.923 -18.752 2.668   -0.697 0.369  H11 LRX 48 
LRX H12 H12 H 0 1 N N N N N N 36.875 -15.850 -20.286 3.171   0.669  1.394  H12 LRX 49 
LRX H14 H14 H 0 1 N N N N N N 36.364 -17.353 -18.423 1.063   1.685  0.782  H14 LRX 50 
LRX H15 H15 H 0 1 N N N N N N 37.759 -18.273 -17.765 0.774   2.167  -0.907 H15 LRX 51 
LRX H16 H16 H 0 1 N N N N N N 37.130 -18.093 -20.796 0.528   -0.216 -1.545 H16 LRX 52 
LRX H17 H17 H 0 1 N N N N N N 36.507 -19.414 -19.749 0.817   -0.698 0.144  H17 LRX 53 
LRX H18 H18 H 0 1 N N N N N N 38.443 -20.023 -20.960 -1.320  1.148  0.098  H18 LRX 54 
LRX H22 H22 H 0 1 N N N N N N 40.212 -22.026 -21.257 -4.067  0.849  0.465  H22 LRX 55 
LRX H23 H23 H 0 1 N N N N N N 42.400 -22.645 -19.974 -5.647  -1.599 0.657  H23 LRX 56 
LRX H24 H24 H 0 1 N N N N N N 40.916 -24.729 -19.141 -5.936  0.238  2.312  H24 LRX 57 
LRX H25 H25 H 0 1 N N N N N N 42.691 -24.830 -19.402 -6.450  1.326  1.000  H25 LRX 58 
LRX H26 H26 H 0 1 N N N N N N 40.457 -25.874 -21.063 -7.838  -1.247 1.883  H26 LRX 59 
LRX H27 H27 H 0 1 N N N N N N 41.753 -26.761 -20.192 -8.441  0.415  2.101  H27 LRX 60 
LRX H28 H28 H 0 1 N N N N N N 43.002 -22.519 -22.103 -6.344  0.583  -1.360 H28 LRX 61 
LRX H29 H29 H 0 1 N N N N N N 41.499 -23.301 -22.700 -5.751  -1.046 -1.767 H29 LRX 62 
LRX H30 H30 H 0 1 N N N N N N 44.000 -24.727 -21.584 -8.260  -0.843 -1.901 H30 LRX 63 
LRX H31 H31 H 0 1 N N N N N N 43.442 -24.710 -23.291 -7.720  -2.068 -0.724 H31 LRX 64 
LRX H32 H32 H 0 1 N N N N N N 40.747 -29.220 -23.813 -11.386 2.335  -0.255 H32 LRX 65 
LRX H33 H33 H 0 1 N N N N N N 40.612 -30.137 -22.275 -12.243 0.836  0.178  H33 LRX 66 
LRX H34 H34 H 0 1 N N N N N N 41.979 -31.375 -23.942 -12.273 1.541  2.555  H34 LRX 67 
LRX H35 H35 H 0 1 N N N N N N 43.106 -29.981 -24.060 -11.417 3.040  2.122  H35 LRX 68 
LRX H36 H36 H 0 1 N N N N N N 42.971 -30.898 -22.522 -13.067 2.752  1.520  H36 LRX 69 
# 
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 
LRX C6  C5  DOUB Y N 1  
LRX C6  C7  SING Y N 2  
LRX C5  C4  SING Y N 3  
LRX O33 C32 DOUB N N 4  
LRX C7  C8  DOUB Y N 5  
LRX F3  C1  SING N N 6  
LRX C36 C35 SING N N 7  
LRX C4  C1  SING N N 8  
LRX C4  C9  DOUB Y N 9  
LRX C35 O34 SING N N 10 
LRX C32 O34 SING N N 11 
LRX C32 N31 SING N N 12 
LRX C1  F2  SING N N 13 
LRX C1  F1  SING N N 14 
LRX C8  C9  SING Y N 15 
LRX C8  N10 SING N N 16 
LRX C30 N31 SING N N 17 
LRX C30 C29 SING N N 18 
LRX N31 C28 SING N N 19 
LRX C29 C26 SING N N 20 
LRX N10 C11 SING N N 21 
LRX N10 C13 SING N N 22 
LRX C11 C12 SING N N 23 
LRX C28 C27 SING N N 24 
LRX C26 N25 SING N N 25 
LRX C26 C27 SING N N 26 
LRX N25 C20 SING N N 27 
LRX C13 C14 SING N N 28 
LRX N18 C17 SING N N 29 
LRX N18 C19 SING N N 30 
LRX C17 C16 SING N N 31 
LRX C12 N15 SING N N 32 
LRX C14 N15 SING N N 33 
LRX C20 C19 DOUB N N 34 
LRX C20 C21 SING N N 35 
LRX C19 C22 SING N N 36 
LRX N15 C16 SING N N 37 
LRX C21 C22 SING N N 38 
LRX C21 O24 DOUB N N 39 
LRX C22 O23 DOUB N N 40 
LRX C5  H1  SING N N 41 
LRX C6  H2  SING N N 42 
LRX C7  H3  SING N N 43 
LRX C9  H4  SING N N 44 
LRX C11 H5  SING N N 45 
LRX C11 H6  SING N N 46 
LRX C12 H7  SING N N 47 
LRX C12 H8  SING N N 48 
LRX C13 H9  SING N N 49 
LRX C13 H10 SING N N 50 
LRX C14 H11 SING N N 51 
LRX C14 H12 SING N N 52 
LRX C16 H14 SING N N 53 
LRX C16 H15 SING N N 54 
LRX C17 H16 SING N N 55 
LRX C17 H17 SING N N 56 
LRX N18 H18 SING N N 57 
LRX N25 H22 SING N N 58 
LRX C26 H23 SING N N 59 
LRX C27 H24 SING N N 60 
LRX C27 H25 SING N N 61 
LRX C28 H26 SING N N 62 
LRX C28 H27 SING N N 63 
LRX C29 H28 SING N N 64 
LRX C29 H29 SING N N 65 
LRX C30 H30 SING N N 66 
LRX C30 H31 SING N N 67 
LRX C35 H32 SING N N 68 
LRX C35 H33 SING N N 69 
LRX C36 H34 SING N N 70 
LRX C36 H35 SING N N 71 
LRX C36 H36 SING N N 72 
# 
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 
LRX InChI            InChI                1.06  "InChI=1S/C25H32F3N5O4/c1-2-37-24(36)33-9-6-18(7-10-33)30-21-20(22(34)23(21)35)29-8-11-31-12-14-32(15-13-31)19-5-3-4-17(16-19)25(26,27)28/h3-5,16,18,29-30H,2,6-15H2,1H3" 
LRX InChIKey         InChI                1.06  ZKITWOVRRSBKFG-UHFFFAOYSA-N                                                                                                                                               
LRX SMILES_CANONICAL CACTVS               3.385 "CCOC(=O)N1CCC(CC1)NC2=C(NCCN3CCN(CC3)c4cccc(c4)C(F)(F)F)C(=O)C2=O"                                                                                                       
LRX SMILES           CACTVS               3.385 "CCOC(=O)N1CCC(CC1)NC2=C(NCCN3CCN(CC3)c4cccc(c4)C(F)(F)F)C(=O)C2=O"                                                                                                       
LRX SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "CCOC(=O)N1CCC(CC1)NC2=C(C(=O)C2=O)NCCN3CCN(CC3)c4cccc(c4)C(F)(F)F"                                                                                                       
LRX SMILES           "OpenEye OEToolkits" 2.0.7 "CCOC(=O)N1CCC(CC1)NC2=C(C(=O)C2=O)NCCN3CCN(CC3)c4cccc(c4)C(F)(F)F"                                                                                                       
# 
_pdbx_chem_comp_identifier.comp_id           LRX 
_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        "ethyl 4-[[3,4-bis(oxidanylidene)-2-[2-[4-[3-(trifluoromethyl)phenyl]piperazin-1-yl]ethylamino]cyclobuten-1-yl]amino]piperidine-1-carboxylate" 
# 
_pdbx_chem_comp_synonyms.ordinal      1 
_pdbx_chem_comp_synonyms.comp_id      LRX 
_pdbx_chem_comp_synonyms.name         "ethyl 4-[[3,4-bis(oxidanylidene)-2-[2-[4-[3-(trifluoromethyl)phenyl]piperazin-1-yl]ethylamino]cyclobuten-1-yl]amino]piperidine-1-carboxylate" 
_pdbx_chem_comp_synonyms.provenance   PDB 
_pdbx_chem_comp_synonyms.type         ? 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
LRX "Create component"  2022-07-11 PDBE 
LRX "Modify descriptor" 2022-08-22 RCSB 
LRX "Initial release"   2025-01-15 RCSB 
# 
