data_SQ3
# 
_chem_comp.id                                    SQ3 
_chem_comp.name                                  "(1R,2S,5S)-3-[(2,4-dichlorophenoxy)acetyl]-N-{(2S)-1-hydroxy-3-[(3S)-2-oxopyrrolidin-3-yl]propan-2-yl}-6,6-dimethyl-3-azabicyclo[3.1.0]hexane-2-carboxamide" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C23 H29 Cl2 N3 O5" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2023-08-28 
_chem_comp.pdbx_modified_date                    2024-08-23 
_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                        498.399 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     SQ3 
_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        8TY5 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  RCSB 
# 
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 
SQ3 C11 C1  C  0 1 N N N N N N -9.011  -17.260 -18.313 2.046  -0.616 0.107  C11 SQ3 1  
SQ3 C12 C2  C  0 1 N N N N N N -9.505  -15.939 -17.793 0.636  -0.355 -0.354 C12 SQ3 2  
SQ3 C13 C3  C  0 1 N N N N N N -7.911  -14.853 -19.375 -0.221 -2.522 0.661  C13 SQ3 3  
SQ3 C14 C4  C  0 1 N N S N N N -9.056  -13.560 -17.654 -1.773 -1.163 -0.444 C14 SQ3 4  
SQ3 C15 C5  C  0 1 N N N N N N -10.473 -13.086 -17.845 -2.593 -0.703 0.733  C15 SQ3 5  
SQ3 C16 C6  C  0 1 N N S N N N -7.286  -13.453 -19.389 -1.133 -3.502 -0.108 C16 SQ3 6  
SQ3 C17 C7  C  0 1 N N S N N N -12.455 -12.072 -16.884 -4.641 0.210  1.687  C17 SQ3 7  
SQ3 C18 C8  C  0 1 N N N N N N -6.592  -12.918 -18.095 -1.144 -3.429 -1.636 C18 SQ3 8  
SQ3 C19 C9  C  0 1 N N N N N N -13.373 -12.868 -15.918 -5.688 1.221  1.215  C19 SQ3 9  
SQ3 C20 C10 C  0 1 N N S N N N -13.507 -14.328 -16.375 -4.986 2.477  0.695  C20 SQ3 10 
SQ3 C21 C11 C  0 1 N N N N N N -14.322 -14.520 -17.657 -6.025 3.528  0.240  C21 SQ3 11 
SQ3 C22 C12 C  0 1 N N N N N N -15.066 -15.844 -17.448 -6.143 3.221  -1.269 C22 SQ3 12 
SQ3 C23 C13 C  0 1 N N N N N N -5.555  -12.035 -18.801 -1.672 -4.648 -2.396 C23 SQ3 13 
SQ3 C24 C14 C  0 1 N N N N N N -14.223 -15.203 -15.385 -4.201 2.164  -0.559 C24 SQ3 14 
SQ3 C25 C15 C  0 1 N N N N N N -5.979  -14.257 -17.639 0.000  -2.674 -2.314 C25 SQ3 15 
SQ3 C3  C16 C  0 1 Y N N N N N -10.845 -18.783 -18.741 4.203  0.382  0.035  C3  SQ3 16 
SQ3 C34 C17 C  0 1 N N R N N N -8.093  -12.651 -18.421 -2.156 -2.606 -0.836 C34 SQ3 17 
SQ3 C4  C18 C  0 1 Y N N N N N -10.283 -19.879 -18.101 4.671  -0.712 0.749  C4  SQ3 18 
SQ3 C5  C19 C  0 1 Y N N N N N -11.092 -20.914 -17.659 6.008  -0.794 1.087  C5  SQ3 19 
SQ3 C6  C20 C  0 1 Y N N N N N -12.467 -20.889 -17.893 6.880  0.213  0.716  C6  SQ3 20 
SQ3 C7  C21 C  0 1 Y N N N N N -13.030 -19.790 -18.573 6.417  1.305  0.004  C7  SQ3 21 
SQ3 C8  C22 C  0 1 N N N N N N -12.424 -10.573 -16.553 -5.343 -0.993 2.321  C8  SQ3 22 
SQ3 C9  C23 C  0 1 Y N N N N N -12.216 -18.734 -18.993 5.080  1.391  -0.338 C9  SQ3 23 
SQ3 N13 N1  N  0 1 N N N N N N -8.867  -14.867 -18.261 -0.339 -1.243 -0.078 N13 SQ3 24 
SQ3 N16 N2  N  0 1 N N N N N N -11.078 -12.542 -16.795 -3.844 -0.237 0.543  N16 SQ3 25 
SQ3 N23 N3  N  0 1 N N N N N N -15.031 -16.068 -16.007 -4.869 2.595  -1.643 N23 SQ3 26 
SQ3 O1  O1  O  0 1 N N N N N N -10.028 -17.773 -19.153 2.889  0.462  -0.304 O1  SQ3 27 
SQ3 O26 O2  O  0 1 N N N N N N -14.048 -15.108 -14.181 -3.125 1.604  -0.584 O26 SQ3 28 
SQ3 O33 O3  O  0 1 N N N N N N -10.426 -15.898 -16.999 0.378  0.655  -0.975 O33 SQ3 29 
SQ3 O38 O4  O  0 1 N N N N N N -11.028 -13.213 -18.926 -2.128 -0.751 1.852  O38 SQ3 30 
SQ3 O9  O5  O  0 1 N N N N N N -13.731 -9.970  -16.684 -6.284 -1.538 1.395  O9  SQ3 31 
SQ3 CL1 CL1 CL 0 0 N N N N N N -12.902 -17.309 -19.862 4.498  2.762  -1.230 CL1 SQ3 32 
SQ3 CL2 CL2 CL 0 0 N N N N N N -13.446 -22.308 -17.288 8.560  0.106  1.143  CL2 SQ3 33 
SQ3 H1  H1  H  0 1 N N N N N N -8.825  -17.951 -17.477 2.064  -0.697 1.194  H1  SQ3 34 
SQ3 H2  H2  H  0 1 N N N N N N -8.082  -17.119 -18.885 2.406  -1.547 -0.332 H2  SQ3 35 
SQ3 H3  H3  H  0 1 N N N N N N -8.430  -15.048 -20.325 -0.571 -2.402 1.686  H3  SQ3 36 
SQ3 H4  H4  H  0 1 N N N N N N -7.134  -15.615 -19.219 0.811  -2.873 0.651  H4  SQ3 37 
SQ3 H5  H5  H  0 1 N N N N N N -8.795  -13.574 -16.586 -1.912 -0.490 -1.290 H5  SQ3 38 
SQ3 H6  H6  H  0 1 N N N N N N -6.998  -13.011 -20.354 -1.431 -4.419 0.401  H6  SQ3 39 
SQ3 H7  H7  H  0 1 N N N N N N -12.829 -12.201 -17.910 -3.989 0.679  2.423  H7  SQ3 40 
SQ3 H8  H8  H  0 1 N N N N N N -12.940 -12.844 -14.907 -6.284 0.780  0.416  H8  SQ3 41 
SQ3 H9  H9  H  0 1 N N N N N N -14.369 -12.402 -15.901 -6.338 1.487  2.049  H9  SQ3 42 
SQ3 H10 H10 H  0 1 N N N N N N -12.498 -14.733 -16.541 -4.331 2.892  1.462  H10 SQ3 43 
SQ3 H11 H11 H  0 1 N N N N N N -13.659 -14.581 -18.533 -6.979 3.378  0.745  H11 SQ3 44 
SQ3 H12 H12 H  0 1 N N N N N N -15.033 -13.692 -17.792 -5.654 4.540  0.404  H12 SQ3 45 
SQ3 H13 H13 H  0 1 N N N N N N -16.104 -15.765 -17.803 -6.969 2.532  -1.450 H13 SQ3 46 
SQ3 H14 H14 H  0 1 N N N N N N -14.558 -16.662 -17.980 -6.290 4.143  -1.832 H14 SQ3 47 
SQ3 H15 H15 H  0 1 N N N N N N -4.925  -11.536 -18.050 -2.112 -5.353 -1.691 H15 SQ3 48 
SQ3 H16 H16 H  0 1 N N N N N N -4.925  -12.659 -19.452 -2.429 -4.330 -3.112 H16 SQ3 49 
SQ3 H17 H17 H  0 1 N N N N N N -6.072  -11.277 -19.408 -0.850 -5.129 -2.926 H17 SQ3 50 
SQ3 H18 H18 H  0 1 N N N N N N -5.421  -14.105 -16.704 0.632  -3.380 -2.853 H18 SQ3 51 
SQ3 H19 H19 H  0 1 N N N N N N -6.782  -14.990 -17.472 -0.410 -1.946 -3.014 H19 SQ3 52 
SQ3 H20 H20 H  0 1 N N N N N N -5.297  -14.632 -18.417 0.593  -2.158 -1.559 H20 SQ3 53 
SQ3 H21 H21 H  0 1 N N N N N N -8.405  -11.628 -18.677 -3.214 -2.863 -0.883 H21 SQ3 54 
SQ3 H22 H22 H  0 1 N N N N N N -9.215  -19.925 -17.947 3.990  -1.498 1.040  H22 SQ3 55 
SQ3 H23 H23 H  0 1 N N N N N N -10.654 -21.747 -17.129 6.372  -1.646 1.643  H23 SQ3 56 
SQ3 H24 H24 H  0 1 N N N N N N -14.092 -19.764 -18.770 7.100  2.090  -0.285 H24 SQ3 57 
SQ3 H25 H25 H  0 1 N N N N N N -12.074 -10.443 -15.518 -4.603 -1.752 2.577  H25 SQ3 58 
SQ3 H26 H26 H  0 1 N N N N N N -11.729 -10.070 -17.241 -5.864 -0.675 3.224  H26 SQ3 59 
SQ3 H27 H27 H  0 1 N N N N N N -10.582 -12.454 -15.931 -4.215 -0.199 -0.352 H27 SQ3 60 
SQ3 H28 H28 H  0 1 N N N N N N -15.550 -16.784 -15.540 -4.550 2.506  -2.555 H28 SQ3 61 
SQ3 H29 H29 H  0 1 N N N N N N -13.676 -9.045  -16.473 -6.767 -2.305 1.730  H29 SQ3 62 
# 
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 
SQ3 CL1 C9  SING N N 1  
SQ3 C16 C13 SING N N 2  
SQ3 C16 C34 SING N N 3  
SQ3 C16 C18 SING N N 4  
SQ3 C13 N13 SING N N 5  
SQ3 O1  C3  SING N N 6  
SQ3 O1  C11 SING N N 7  
SQ3 C9  C3  DOUB Y N 8  
SQ3 C9  C7  SING Y N 9  
SQ3 O38 C15 DOUB N N 10 
SQ3 C23 C18 SING N N 11 
SQ3 C3  C4  SING Y N 12 
SQ3 C7  C6  DOUB Y N 13 
SQ3 C34 C18 SING N N 14 
SQ3 C34 C14 SING N N 15 
SQ3 C11 C12 SING N N 16 
SQ3 N13 C12 SING N N 17 
SQ3 N13 C14 SING N N 18 
SQ3 C4  C5  DOUB Y N 19 
SQ3 C18 C25 SING N N 20 
SQ3 C6  C5  SING Y N 21 
SQ3 C6  CL2 SING N N 22 
SQ3 C15 C14 SING N N 23 
SQ3 C15 N16 SING N N 24 
SQ3 C12 O33 DOUB N N 25 
SQ3 C21 C22 SING N N 26 
SQ3 C21 C20 SING N N 27 
SQ3 C22 N23 SING N N 28 
SQ3 C17 N16 SING N N 29 
SQ3 C17 C8  SING N N 30 
SQ3 C17 C19 SING N N 31 
SQ3 O9  C8  SING N N 32 
SQ3 C20 C19 SING N N 33 
SQ3 C20 C24 SING N N 34 
SQ3 N23 C24 SING N N 35 
SQ3 C24 O26 DOUB N N 36 
SQ3 C11 H1  SING N N 37 
SQ3 C11 H2  SING N N 38 
SQ3 C13 H3  SING N N 39 
SQ3 C13 H4  SING N N 40 
SQ3 C14 H5  SING N N 41 
SQ3 C16 H6  SING N N 42 
SQ3 C17 H7  SING N N 43 
SQ3 C19 H8  SING N N 44 
SQ3 C19 H9  SING N N 45 
SQ3 C20 H10 SING N N 46 
SQ3 C21 H11 SING N N 47 
SQ3 C21 H12 SING N N 48 
SQ3 C22 H13 SING N N 49 
SQ3 C22 H14 SING N N 50 
SQ3 C23 H15 SING N N 51 
SQ3 C23 H16 SING N N 52 
SQ3 C23 H17 SING N N 53 
SQ3 C25 H18 SING N N 54 
SQ3 C25 H19 SING N N 55 
SQ3 C25 H20 SING N N 56 
SQ3 C34 H21 SING N N 57 
SQ3 C4  H22 SING N N 58 
SQ3 C5  H23 SING N N 59 
SQ3 C7  H24 SING N N 60 
SQ3 C8  H25 SING N N 61 
SQ3 C8  H26 SING N N 62 
SQ3 N16 H27 SING N N 63 
SQ3 N23 H28 SING N N 64 
SQ3 O9  H29 SING N N 65 
# 
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 
SQ3 SMILES           ACDLabs              12.01 "CC1(C)C2C(C(=O)NC(CC3CCNC3=O)CO)N(CC21)C(=O)COc1ccc(Cl)cc1Cl"                                                                                                                                                           
SQ3 InChI            InChI                1.06  "InChI=1S/C23H29Cl2N3O5/c1-23(2)15-9-28(18(30)11-33-17-4-3-13(24)8-16(17)25)20(19(15)23)22(32)27-14(10-29)7-12-5-6-26-21(12)31/h3-4,8,12,14-15,19-20,29H,5-7,9-11H2,1-2H3,(H,26,31)(H,27,32)/t12-,14-,15-,19-,20-/m0/s1" 
SQ3 InChIKey         InChI                1.06  GDZSJNGXWJGQFB-ZUHDPNGNSA-N                                                                                                                                                                                              
SQ3 SMILES_CANONICAL CACTVS               3.385 "CC1(C)[C@H]2CN([C@@H]([C@@H]12)C(=O)N[C@H](CO)C[C@@H]3CCNC3=O)C(=O)COc4ccc(Cl)cc4Cl"                                                                                                                                    
SQ3 SMILES           CACTVS               3.385 "CC1(C)[CH]2CN([CH]([CH]12)C(=O)N[CH](CO)C[CH]3CCNC3=O)C(=O)COc4ccc(Cl)cc4Cl"                                                                                                                                            
SQ3 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "CC1([C@@H]2[C@H]1[C@H](N(C2)C(=O)COc3ccc(cc3Cl)Cl)C(=O)N[C@@H](C[C@@H]4CCNC4=O)CO)C"                                                                                                                                    
SQ3 SMILES           "OpenEye OEToolkits" 2.0.7 "CC1(C2C1C(N(C2)C(=O)COc3ccc(cc3Cl)Cl)C(=O)NC(CC4CCNC4=O)CO)C"                                                                                                                                                           
# 
loop_
_pdbx_chem_comp_identifier.comp_id 
_pdbx_chem_comp_identifier.type 
_pdbx_chem_comp_identifier.program 
_pdbx_chem_comp_identifier.program_version 
_pdbx_chem_comp_identifier.identifier 
SQ3 "SYSTEMATIC NAME" ACDLabs              12.01 "(1R,2S,5S)-3-[(2,4-dichlorophenoxy)acetyl]-N-{(2S)-1-hydroxy-3-[(3S)-2-oxopyrrolidin-3-yl]propan-2-yl}-6,6-dimethyl-3-azabicyclo[3.1.0]hexane-2-carboxamide"                                        
SQ3 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "(1~{R},2~{S},5~{S})-3-[2-[2,4-bis(chloranyl)phenoxy]ethanoyl]-6,6-dimethyl-~{N}-[(2~{S})-1-oxidanyl-3-[(3~{S})-2-oxidanylidenepyrrolidin-3-yl]propan-2-yl]-3-azabicyclo[3.1.0]hexane-2-carboxamide" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
SQ3 "Create component" 2023-08-28 RCSB 
SQ3 "Initial release"  2024-08-28 RCSB 
# 
