data_GC5
# 
_chem_comp.id                                    GC5 
_chem_comp.name                                  "S-[2-[3-[[(2R)-3,3-dimethyl-2-oxidanyl-4-phosphonooxy-butanoyl]amino]propanoylamino]ethyl] (Z)-hex-2-enethioate" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C17 H31 N2 O8 P S" 
_chem_comp.mon_nstd_parent_comp_id               PNS 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2022-01-28 
_chem_comp.pdbx_modified_date                    2023-03-23 
_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                        454.475 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     GC5 
_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        7QV0 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBE 
# 
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.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 
GC5 C4   C1  C 0 1 N N N 4.341   -11.699 19.960 -10.895 -0.298 -1.561 C4   GC5 1  
GC5 C5   C2  C 0 1 N N N 4.440   -12.802 18.934 -10.775 -1.116 -2.849 C5   GC5 2  
GC5 C10  C3  C 0 1 N N N 1.566   -9.254  20.005 -7.367  0.877  0.379  C10  GC5 3  
GC5 C28  C4  C 0 1 N N N -7.824  -10.376 13.751 5.710   -0.232 -0.166 C28  GC5 4  
GC5 C1   C5  C 0 1 N N N 2.836   -8.678  20.590 -8.703  1.328  0.797  C1   GC5 5  
GC5 C2   C6  C 0 1 N N N 4.038   -9.228  20.313 -9.718  1.287  -0.062 C2   GC5 6  
GC5 C3   C7  C 0 1 N N N 4.217   -10.344 19.311 -9.599  0.482  -1.330 C3   GC5 7  
GC5 O1   O1  O 0 1 N N N 1.228   -10.426 20.307 -7.159  0.587  -0.785 O1   GC5 8  
GC5 O23  O2  O 0 1 N N N -9.101  -13.751 12.494 5.673   2.949  0.633  O23  GC5 9  
GC5 P24  P1  P 0 1 N N N -8.952  -12.262 12.317 6.799   2.207  -0.247 P24  GC5 10 
GC5 O26  O3  O 0 1 N N N -8.326  -11.739 11.051 7.931   1.820  0.625  O26  GC5 11 
GC5 O27  O4  O 0 1 N N N -8.008  -11.766 13.517 6.169   0.889  -0.924 O27  GC5 12 
GC5 C29  C8  C 0 1 N N N -6.411  -10.108 14.246 5.174   -1.305 -1.116 C29  GC5 13 
GC5 C30  C9  C 0 1 N N N -6.388  -10.217 15.761 4.013   -0.730 -1.931 C30  GC5 14 
GC5 C31  C10 C 0 1 N N N -5.434  -11.106 13.648 6.290   -1.751 -2.063 C31  GC5 15 
GC5 C32  C11 C 0 1 N N R -6.065  -8.698  13.771 4.682   -2.505 -0.305 C32  GC5 16 
GC5 O33  O5  O 0 1 N N N -6.987  -7.771  14.350 5.755   -3.013 0.491  O33  GC5 17 
GC5 C34  C12 C 0 1 N N N -4.656  -8.279  14.086 3.550   -2.076 0.592  C34  GC5 18 
GC5 O35  O6  O 0 1 N N N -3.801  -8.336  13.223 3.738   -1.938 1.782  O35  GC5 19 
GC5 N36  N1  N 0 1 N N N -4.385  -7.832  15.304 2.329   -1.845 0.071  N36  GC5 20 
GC5 C37  C13 C 0 1 N N N -3.355  -6.839  15.496 1.242   -1.374 0.934  C37  GC5 21 
GC5 C38  C14 C 0 1 N N N -2.294  -7.291  16.490 -0.028  -1.192 0.101  C38  GC5 22 
GC5 C39  C15 C 0 1 N N N -1.252  -6.207  16.557 -1.146  -0.707 0.988  C39  GC5 23 
GC5 O40  O7  O 0 1 N N N -1.062  -5.494  15.592 -0.946  -0.525 2.170  O40  GC5 24 
GC5 N41  N2  N 0 1 N N N -0.585  -6.072  17.696 -2.368  -0.477 0.467  N41  GC5 25 
GC5 C42  C16 C 0 1 N N N 0.846   -5.850  17.718 -3.454  -0.005 1.330  C42  GC5 26 
GC5 C43  C17 C 0 1 N N N 1.497   -6.664  18.824 -4.724  0.176  0.496  C43  GC5 27 
GC5 S44  S1  S 0 1 N N N 0.584   -8.218  18.909 -6.067  0.758  1.562  S44  GC5 28 
GC5 O25  O8  O 0 1 N Y N -10.411 -11.587 12.445 7.325   3.203  -1.397 O25  GC5 29 
GC5 H1   H1  H 0 1 N N N 3.456   -11.875 20.589 -11.728 0.399  -1.650 H1   GC5 30 
GC5 H2   H2  H 0 1 N N N 5.245   -11.713 20.587 -11.071 -0.969 -0.720 H2   GC5 31 
GC5 H3   H3  H 0 1 N N N 4.529   -13.772 19.445 -10.600 -0.445 -3.690 H3   GC5 32 
GC5 H4   H4  H 0 1 N N N 3.537   -12.800 18.306 -9.942  -1.813 -2.760 H4   GC5 33 
GC5 H5   H5  H 0 1 N N N 5.326   -12.637 18.303 -11.698 -1.671 -3.014 H5   GC5 34 
GC5 H281 H6  H 0 0 N N N -7.991  -9.825  12.814 6.537   -0.641 0.414  H281 GC5 35 
GC5 H282 H7  H 0 0 N N N -8.545  -10.037 14.509 4.915   0.086  0.508  H282 GC5 36 
GC5 H8   H8  H 0 1 N N N 2.781   -7.816  21.238 -8.860  1.692  1.801  H8   GC5 37 
GC5 H9   H9  H 0 1 N Y N 4.909   -8.854  20.830 -10.626 1.832  0.149  H9   GC5 38 
GC5 H10  H10 H 0 1 N N N 5.129   -10.149 18.728 -8.767  -0.215 -1.241 H10  GC5 39 
GC5 H11  H11 H 0 1 N N N 3.347   -10.355 18.638 -9.424  1.152  -2.171 H11  GC5 40 
GC5 HOP1 H12 H 0 0 N N N -8.756  -14.197 11.730 4.900   3.231  0.125  HOP1 GC5 41 
GC5 H301 H13 H 0 0 N N N -7.096  -9.494  16.192 4.362   0.128  -2.505 H301 GC5 42 
GC5 H302 H14 H 0 0 N N N -6.677  -11.235 16.060 3.634   -1.493 -2.612 H302 GC5 43 
GC5 H303 H15 H 0 0 N N N -5.374  -10.001 16.129 3.216   -0.417 -1.257 H303 GC5 44 
GC5 H311 H16 H 0 0 N N N -4.420  -10.894 14.019 7.080   -2.236 -1.490 H311 GC5 45 
GC5 H312 H17 H 0 0 N N N -5.726  -12.125 13.941 5.887   -2.454 -2.793 H312 GC5 46 
GC5 H313 H18 H 0 0 N N N -5.449  -11.021 12.551 6.696   -0.883 -2.581 H313 GC5 47 
GC5 H32  H19 H 0 1 N N N -6.185  -8.679  12.678 4.333   -3.284 -0.983 H32  GC5 48 
GC5 H33  H20 H 0 1 N N N -7.876  -8.040  14.148 6.115   -2.372 1.120  H33  GC5 49 
GC5 H36  H21 H 0 1 N N N -4.894  -8.183  16.090 2.169   -1.991 -0.874 H36  GC5 50 
GC5 H371 H22 H 0 0 N N N -2.871  -6.640  14.528 1.059   -2.106 1.720  H371 GC5 51 
GC5 H372 H23 H 0 0 N N N -3.820  -5.915  15.871 1.522   -0.420 1.382  H372 GC5 52 
GC5 H381 H24 H 0 0 N N N -2.746  -7.440  17.482 0.155   -0.461 -0.686 H381 GC5 53 
GC5 H382 H25 H 0 0 N N N -1.837  -8.232  16.150 -0.308  -2.146 -0.348 H382 GC5 54 
GC5 H41  H26 H 0 1 N N N -1.083  -6.125  18.561 -2.527  -0.623 -0.478 H41  GC5 55 
GC5 H421 H27 H 0 0 N N N 1.273   -6.149  16.750 -3.637  -0.737 2.116  H421 GC5 56 
GC5 H422 H28 H 0 0 N N N 1.043   -4.782  17.891 -3.174  0.948  1.778  H422 GC5 57 
GC5 H431 H29 H 0 0 N N N 2.554   -6.855  18.585 -4.541  0.908  -0.290 H431 GC5 58 
GC5 H432 H30 H 0 0 N N N 1.429   -6.129  19.782 -5.004  -0.777 0.048  H432 GC5 59 
GC5 HOP2 H31 H 0 0 N Y N -10.560 -11.012 11.704 7.718   4.020  -1.061 HOP2 GC5 60 
# 
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 
GC5 O26 P24  DOUB N N 1  
GC5 P24 O23  SING N N 2  
GC5 P24 O27  SING N N 3  
GC5 O35 C34  DOUB N N 4  
GC5 O27 C28  SING N N 5  
GC5 C31 C29  SING N N 6  
GC5 C28 C29  SING N N 7  
GC5 C32 C34  SING N N 8  
GC5 C32 C29  SING N N 9  
GC5 C32 O33  SING N N 10 
GC5 C34 N36  SING N N 11 
GC5 C29 C30  SING N N 12 
GC5 N36 C37  SING N N 13 
GC5 C37 C38  SING N N 14 
GC5 O40 C39  DOUB N N 15 
GC5 C38 C39  SING N N 16 
GC5 C39 N41  SING N N 17 
GC5 N41 C42  SING N N 18 
GC5 C42 C43  SING N N 19 
GC5 C43 S44  SING N N 20 
GC5 S44 C10  SING N N 21 
GC5 C5  C4   SING N N 22 
GC5 C3  C4   SING N N 23 
GC5 C3  C2   SING N N 24 
GC5 C10 O1   DOUB N N 25 
GC5 C10 C1   SING N N 26 
GC5 C2  C1   DOUB N Z 27 
GC5 P24 O25  SING N N 28 
GC5 C4  H1   SING N N 29 
GC5 C4  H2   SING N N 30 
GC5 C5  H3   SING N N 31 
GC5 C5  H4   SING N N 32 
GC5 C5  H5   SING N N 33 
GC5 C28 H281 SING N N 34 
GC5 C28 H282 SING N N 35 
GC5 C1  H8   SING N N 36 
GC5 C2  H9   SING N N 37 
GC5 C3  H10  SING N N 38 
GC5 C3  H11  SING N N 39 
GC5 O23 HOP1 SING N N 40 
GC5 C30 H301 SING N N 41 
GC5 C30 H302 SING N N 42 
GC5 C30 H303 SING N N 43 
GC5 C31 H311 SING N N 44 
GC5 C31 H312 SING N N 45 
GC5 C31 H313 SING N N 46 
GC5 C32 H32  SING N N 47 
GC5 O33 H33  SING N N 48 
GC5 N36 H36  SING N N 49 
GC5 C37 H371 SING N N 50 
GC5 C37 H372 SING N N 51 
GC5 C38 H381 SING N N 52 
GC5 C38 H382 SING N N 53 
GC5 N41 H41  SING N N 54 
GC5 C42 H421 SING N N 55 
GC5 C42 H422 SING N N 56 
GC5 C43 H431 SING N N 57 
GC5 C43 H432 SING N N 58 
GC5 O25 HOP2 SING N N 59 
# 
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 
GC5 InChI            InChI                1.06  "InChI=1S/C17H31N2O8PS/c1-4-5-6-7-14(21)29-11-10-18-13(20)8-9-19-16(23)15(22)17(2,3)12-27-28(24,25)26/h6-7,15,22H,4-5,8-12H2,1-3H3,(H,18,20)(H,19,23)(H2,24,25,26)/b7-6-/t15-/m0/s1" 
GC5 InChIKey         InChI                1.06  IGFUSVMDVYHKKE-XHPSBEMXSA-N                                                                                                                                                          
GC5 SMILES_CANONICAL CACTVS               3.385 "CCC\C=C/C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)CO[P](O)(O)=O"                                                                                                                         
GC5 SMILES           CACTVS               3.385 "CCCC=CC(=O)SCCNC(=O)CCNC(=O)[CH](O)C(C)(C)CO[P](O)(O)=O"                                                                                                                            
GC5 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "CCC/C=C\C(=O)SCCNC(=O)CCNC(=O)[C@@H](C(C)(C)COP(=O)(O)O)O"                                                                                                                          
GC5 SMILES           "OpenEye OEToolkits" 2.0.7 "CCCC=CC(=O)SCCNC(=O)CCNC(=O)C(C(C)(C)COP(=O)(O)O)O"                                                                                                                                 
# 
_pdbx_chem_comp_identifier.comp_id           GC5 
_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        "~{S}-[2-[3-[[(2~{R})-3,3-dimethyl-2-oxidanyl-4-phosphonooxy-butanoyl]amino]propanoylamino]ethyl] (~{Z})-hex-2-enethioate" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
GC5 "Create component"  2022-01-28 PDBE 
GC5 "Modify descriptor" 2022-08-22 RCSB 
GC5 "Initial release"   2023-02-01 RCSB 
GC5 "Modify descriptor" 2023-03-23 PDBE 
# 
