data_ZGW
# 
_chem_comp.id                                    ZGW 
_chem_comp.name                                  Nirmatrelvir 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C23 H32 F3 N5 O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "(1R,2S,5S)-N-{(1S)-1-cyano-2-[(3S)-2-oxopyrrolidin-3-yl]ethyl}-6,6-dimethyl-3-[3-methyl-N-(trifluoroacetyl)-L-valyl]-3-azabicyclo[3.1.0]hexane-2-carboxamide" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2023-03-09 
_chem_comp.pdbx_modified_date                    2025-03-27 
_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                        499.526 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     ZGW 
_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        8GFU 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  RCSB 
_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 
ZGW C1  C1  C 0 1 N N N N N N 13.354 1.115  16.993 -4.875 -1.700 1.463  C1  ZGW 1  
ZGW C2  C2  C 0 1 N N S N N N 13.019 -0.313 17.113 -4.318 -0.504 0.810  C2  ZGW 2  
ZGW C3  C3  C 0 1 N N N N N N 13.721 -1.157 16.032 -5.419 0.206  0.021  C3  ZGW 3  
ZGW C4  C4  C 0 1 N N S N N N 13.878 -2.632 16.402 -4.871 1.513  -0.556 C4  ZGW 4  
ZGW C5  C5  C 0 1 N N N N N N 14.722 -2.982 17.648 -4.507 2.496  0.580  C5  ZGW 5  
ZGW C6  C6  C 0 1 N N N N N N 15.447 -4.287 17.265 -4.909 3.854  -0.037 C6  ZGW 6  
ZGW C8  C7  C 0 1 N N N N N N 14.576 -3.387 15.267 -5.944 2.235  -1.342 C8  ZGW 7  
ZGW C11 C8  C 0 1 N N N N N N 10.850 -1.072 18.146 -1.981 -1.027 0.357  C11 ZGW 8  
ZGW C12 C9  C 0 1 N N S N N N 9.388  -1.484 17.907 -0.876 -1.437 -0.581 C12 ZGW 9  
ZGW C14 C10 C 0 1 N N N N N N 9.767  -3.862 18.246 1.270  -0.122 -0.220 C14 ZGW 10 
ZGW C15 C11 C 0 1 N N S N N N 9.514  -5.158 19.042 2.543  0.036  0.571  C15 ZGW 11 
ZGW C16 C12 C 0 1 N N N N N N 10.795 -5.765 19.717 2.247  0.791  1.868  C16 ZGW 12 
ZGW C17 C13 C 0 1 N N N N N N 11.849 -6.241 18.697 3.559  1.076  2.603  C17 ZGW 13 
ZGW C18 C14 C 0 1 N N N N N N 11.422 -4.691 20.628 1.549  2.113  1.541  C18 ZGW 14 
ZGW C19 C15 C 0 1 N N N N N N 10.361 -6.959 20.595 1.338  -0.059 2.758  C19 ZGW 15 
ZGW C21 C16 C 0 1 N N N N N N 7.551  -6.390 18.298 4.838  0.637  0.016  C21 ZGW 16 
ZGW C24 C17 C 0 1 N N N N N N 8.177  -2.592 19.767 0.660  -2.284 0.968  C24 ZGW 17 
ZGW C25 C18 C 0 1 N N S N N N 7.745  -1.142 19.714 0.120  -3.524 0.223  C25 ZGW 18 
ZGW C26 C19 C 0 1 N N N N N N 6.962  -0.651 18.513 0.394  -3.639 -1.278 C26 ZGW 19 
ZGW C27 C20 C 0 1 N N N N N N 6.130  0.601  18.743 0.270  -5.026 -1.913 C27 ZGW 20 
ZGW C28 C21 C 0 1 N N N N N N 6.319  -1.619 17.528 1.485  -2.741 -1.865 C28 ZGW 21 
ZGW C29 C22 C 0 1 N N R N N N 8.470  -0.455 18.572 -0.892 -2.965 -0.799 C29 ZGW 22 
ZGW C32 C23 C 0 1 N N N N N N 6.938  -7.280 17.201 5.843  1.410  -0.798 C32 ZGW 23 
ZGW F33 F1  F 0 1 N N N N N N 7.480  -8.511 17.263 7.135  1.088  -0.371 F33 ZGW 24 
ZGW F34 F2  F 0 1 N N N N N N 7.218  -6.766 15.990 5.702  1.079  -2.150 F34 ZGW 25 
ZGW F35 F3  F 0 1 N N N N N N 5.597  -7.401 17.302 5.624  2.782  -0.628 F35 ZGW 26 
ZGW N10 N1  N 0 1 N N N N N N 11.556 -0.475 17.146 -3.243 -0.902 -0.102 N10 ZGW 27 
ZGW N13 N2  N 0 1 N N N N N N 9.108  -2.746 18.622 0.447  -1.160 0.027  N13 ZGW 28 
ZGW N20 N3  N 0 1 N N N N N N 8.851  -6.130 18.169 3.520  0.788  -0.220 N20 ZGW 29 
ZGW N31 N4  N 0 1 N N N N N N 13.641 2.238  16.905 -5.305 -2.623 1.967  N31 ZGW 30 
ZGW N7  N5  N 0 1 N N N N N N 15.531 -4.176 15.808 -5.945 3.542  -1.028 N7  ZGW 31 
ZGW O22 O1  O 0 1 N N N N N N 6.812  -5.970 19.191 5.215  -0.122 0.884  O22 ZGW 32 
ZGW O23 O2  O 0 1 N N N N N N 10.556 -3.853 17.279 0.985  0.686  -1.079 O23 ZGW 33 
ZGW O30 O3  O 0 1 N N N N N N 11.402 -1.323 19.227 -1.737 -0.810 1.525  O30 ZGW 34 
ZGW O9  O4  O 0 1 N N N N N N 14.314 -3.271 14.063 -6.692 1.711  -2.140 O9  ZGW 35 
ZGW H1  H1  H 0 1 N N N N N N 13.408 -0.660 18.082 -3.920 0.171  1.568  H1  ZGW 36 
ZGW H2  H2  H 0 1 N N N N N N 14.722 -0.735 15.859 -5.756 -0.437 -0.792 H2  ZGW 37 
ZGW H3  H3  H 0 1 N N N N N N 13.131 -1.093 15.106 -6.257 0.425  0.683  H3  ZGW 38 
ZGW H4  H4  H 0 1 N N N N N N 12.875 -3.063 16.537 -4.002 1.316  -1.184 H4  ZGW 39 
ZGW H5  H5  H 0 1 N N N N N N 15.447 -2.183 17.864 -5.089 2.288  1.478  H5  ZGW 40 
ZGW H6  H6  H 0 1 N N N N N N 14.076 -3.138 18.524 -3.439 2.465  0.795  H6  ZGW 41 
ZGW H7  H7  H 0 1 N N N N N N 14.864 -5.170 17.565 -5.309 4.514  0.732  H7  ZGW 42 
ZGW H8  H8  H 0 1 N N N N N N 16.447 -4.336 17.720 -4.049 4.317  -0.522 H8  ZGW 43 
ZGW H9  H9  H 0 1 N N N N N N 9.174  -1.567 16.831 -0.974 -0.916 -1.534 H9  ZGW 44 
ZGW H10 H10 H 0 1 N N N N N N 8.818  -4.905 19.856 2.947  -0.948 0.808  H10 ZGW 45 
ZGW H11 H11 H 0 1 N N N N N N 12.717 -6.654 19.232 4.206  1.681  1.969  H11 ZGW 46 
ZGW H12 H12 H 0 1 N N N N N N 11.411 -7.018 18.054 3.348  1.614  3.527  H12 ZGW 47 
ZGW H13 H13 H 0 1 N N N N N N 12.170 -5.390 18.078 4.056  0.134  2.836  H13 ZGW 48 
ZGW H14 H14 H 0 1 N N N N N N 10.675 -4.347 21.358 0.614  1.910  1.018  H14 ZGW 49 
ZGW H15 H15 H 0 1 N N N N N N 12.284 -5.119 21.160 1.338  2.651  2.465  H15 ZGW 50 
ZGW H16 H16 H 0 1 N N N N N N 11.755 -3.840 20.016 2.196  2.718  0.907  H16 ZGW 51 
ZGW H17 H17 H 0 1 N N N N N N 9.609  -6.624 21.324 1.863  -0.969 3.049  H17 ZGW 52 
ZGW H18 H18 H 0 1 N N N N N N 9.929  -7.745 19.958 1.070  0.507  3.650  H18 ZGW 53 
ZGW H19 H19 H 0 1 N N N N N N 11.236 -7.359 21.128 0.434  -0.322 2.208  H19 ZGW 54 
ZGW H20 H20 H 0 1 N N N N N N 7.310  -3.260 19.656 0.123  -2.141 1.906  H20 ZGW 55 
ZGW H21 H21 H 0 1 N N N N N N 8.689  -2.811 20.716 1.728  -2.389 1.155  H21 ZGW 56 
ZGW H22 H22 H 0 1 N N N N N N 7.637  -0.596 20.663 -0.060 -4.426 0.807  H22 ZGW 57 
ZGW H23 H23 H 0 1 N N N N N N 6.645  1.257  19.460 -0.370 -4.966 -2.794 H23 ZGW 58 
ZGW H24 H24 H 0 1 N N N N N N 5.997  1.133  17.789 1.258  -5.382 -2.205 H24 ZGW 59 
ZGW H25 H25 H 0 1 N N N N N N 5.146  0.318  19.146 -0.168 -5.717 -1.193 H25 ZGW 60 
ZGW H26 H26 H 0 1 N N N N N N 5.227  -1.603 17.657 1.801  -2.016 -1.116 H26 ZGW 61 
ZGW H27 H27 H 0 1 N N N N N N 6.571  -1.318 16.501 2.338  -3.352 -2.163 H27 ZGW 62 
ZGW H28 H28 H 0 1 N N N N N N 6.695  -2.636 17.715 1.093  -2.216 -2.736 H28 ZGW 63 
ZGW H29 H29 H 0 1 N N N N N N 8.859  0.561  18.734 -1.854 -3.436 -1.003 H29 ZGW 64 
ZGW H30 H30 H 0 1 N N N N N N 11.038 -0.117 16.370 -3.438 -1.076 -1.036 H30 ZGW 65 
ZGW H31 H31 H 0 1 N N N N N N 9.382  -6.605 17.467 3.217  1.394  -0.914 H31 ZGW 66 
ZGW H32 H32 H 0 1 N N N N N N 16.230 -4.640 15.264 -6.554 4.195  -1.408 H32 ZGW 67 
# 
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 
ZGW O9  C8  DOUB N N 1  
ZGW C8  N7  SING N N 2  
ZGW C8  C4  SING N N 3  
ZGW N7  C6  SING N N 4  
ZGW F34 C32 SING N N 5  
ZGW C3  C4  SING N N 6  
ZGW C3  C2  SING N N 7  
ZGW C4  C5  SING N N 8  
ZGW N31 C1  TRIP N N 9  
ZGW C1  C2  SING N N 10 
ZGW C2  N10 SING N N 11 
ZGW N10 C11 SING N N 12 
ZGW C32 F33 SING N N 13 
ZGW C32 F35 SING N N 14 
ZGW C32 C21 SING N N 15 
ZGW C6  C5  SING N N 16 
ZGW O23 C14 DOUB N N 17 
ZGW C28 C26 SING N N 18 
ZGW C12 C11 SING N N 19 
ZGW C12 C29 SING N N 20 
ZGW C12 N13 SING N N 21 
ZGW C11 O30 DOUB N N 22 
ZGW N20 C21 SING N N 23 
ZGW N20 C15 SING N N 24 
ZGW C14 N13 SING N N 25 
ZGW C14 C15 SING N N 26 
ZGW C21 O22 DOUB N N 27 
ZGW C26 C29 SING N N 28 
ZGW C26 C27 SING N N 29 
ZGW C26 C25 SING N N 30 
ZGW C29 C25 SING N N 31 
ZGW N13 C24 SING N N 32 
ZGW C17 C16 SING N N 33 
ZGW C15 C16 SING N N 34 
ZGW C25 C24 SING N N 35 
ZGW C16 C19 SING N N 36 
ZGW C16 C18 SING N N 37 
ZGW C2  H1  SING N N 38 
ZGW C3  H2  SING N N 39 
ZGW C3  H3  SING N N 40 
ZGW C4  H4  SING N N 41 
ZGW C5  H5  SING N N 42 
ZGW C5  H6  SING N N 43 
ZGW C6  H7  SING N N 44 
ZGW C6  H8  SING N N 45 
ZGW C12 H9  SING N N 46 
ZGW C15 H10 SING N N 47 
ZGW C17 H11 SING N N 48 
ZGW C17 H12 SING N N 49 
ZGW C17 H13 SING N N 50 
ZGW C18 H14 SING N N 51 
ZGW C18 H15 SING N N 52 
ZGW C18 H16 SING N N 53 
ZGW C19 H17 SING N N 54 
ZGW C19 H18 SING N N 55 
ZGW C19 H19 SING N N 56 
ZGW C24 H20 SING N N 57 
ZGW C24 H21 SING N N 58 
ZGW C25 H22 SING N N 59 
ZGW C27 H23 SING N N 60 
ZGW C27 H24 SING N N 61 
ZGW C27 H25 SING N N 62 
ZGW C28 H26 SING N N 63 
ZGW C28 H27 SING N N 64 
ZGW C28 H28 SING N N 65 
ZGW C29 H29 SING N N 66 
ZGW N10 H30 SING N N 67 
ZGW N20 H31 SING N N 68 
ZGW N7  H32 SING N N 69 
# 
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 
ZGW SMILES           ACDLabs              12.01 "CC1(C)C2C(C(=O)NC(C#N)CC3CCNC3=O)N(CC21)C(=O)C(NC(=O)C(F)(F)F)C(C)(C)C"                                                                                                                                            
ZGW InChI            InChI                1.06  "InChI=1S/C23H32F3N5O4/c1-21(2,3)16(30-20(35)23(24,25)26)19(34)31-10-13-14(22(13,4)5)15(31)18(33)29-12(9-27)8-11-6-7-28-17(11)32/h11-16H,6-8,10H2,1-5H3,(H,28,32)(H,29,33)(H,30,35)/t11-,12-,13-,14-,15-,16+/m0/s1" 
ZGW InChIKey         InChI                1.06  LIENCHBZNNMNKG-OJFNHCPVSA-N                                                                                                                                                                                         
ZGW SMILES_CANONICAL CACTVS               3.385 "CC(C)(C)[C@H](NC(=O)C(F)(F)F)C(=O)N1C[C@H]2[C@@H]([C@H]1C(=O)N[C@@H](C[C@@H]3CCNC3=O)C#N)C2(C)C"                                                                                                                   
ZGW SMILES           CACTVS               3.385 "CC(C)(C)[CH](NC(=O)C(F)(F)F)C(=O)N1C[CH]2[CH]([CH]1C(=O)N[CH](C[CH]3CCNC3=O)C#N)C2(C)C"                                                                                                                            
ZGW SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "CC1([C@@H]2[C@H]1[C@H](N(C2)C(=O)[C@H](C(C)(C)C)NC(=O)C(F)(F)F)C(=O)N[C@@H](C[C@@H]3CCNC3=O)C#N)C"                                                                                                                 
ZGW SMILES           "OpenEye OEToolkits" 2.0.7 "CC1(C2C1C(N(C2)C(=O)C(C(C)(C)C)NC(=O)C(F)(F)F)C(=O)NC(CC3CCNC3=O)C#N)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 
ZGW "SYSTEMATIC NAME" ACDLabs              12.01 "(1R,2S,5S)-N-{(1S)-1-cyano-2-[(3S)-2-oxopyrrolidin-3-yl]ethyl}-6,6-dimethyl-3-[3-methyl-N-(trifluoroacetyl)-L-valyl]-3-azabicyclo[3.1.0]hexane-2-carboxamide"                                                            
ZGW "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "(1~{R},2~{S},5~{S})-~{N}-[(1~{S})-1-cyano-2-[(3~{S})-2-oxidanylidenepyrrolidin-3-yl]ethyl]-3-[(2~{S})-3,3-dimethyl-2-[2,2,2-tris(fluoranyl)ethanoylamino]butanoyl]-6,6-dimethyl-3-azabicyclo[3.1.0]hexane-2-carboxamide" 
# 
_pdbx_chem_comp_synonyms.ordinal      1 
_pdbx_chem_comp_synonyms.comp_id      ZGW 
_pdbx_chem_comp_synonyms.name         "(1R,2S,5S)-N-{(1S)-1-cyano-2-[(3S)-2-oxopyrrolidin-3-yl]ethyl}-6,6-dimethyl-3-[3-methyl-N-(trifluoroacetyl)-L-valyl]-3-azabicyclo[3.1.0]hexane-2-carboxamide" 
_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 
ZGW "Create component" 2023-03-09 RCSB 
ZGW "Initial release"  2023-07-12 RCSB 
ZGW "Modify PCM"       2025-03-14 PDBJ 
ZGW "Modify PCM"       2025-03-27 PDBJ 
# 
