data_YGQ
# 
_chem_comp.id                                    YGQ 
_chem_comp.name                                  "Gonyautoxin II" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C10 H17 N7 O8 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2023-12-04 
_chem_comp.pdbx_modified_date                    2025-11-11 
_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                        395.349 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     YGQ 
_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        8V69 
_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 
YGQ C01 C1  C 0 1 N N N N N N -48.887 17.109 9.665  -0.419 0.575  1.378  C01 YGQ 1  
YGQ C02 C2  C 0 1 N N R N N N -50.287 17.008 10.432 -1.013 0.930  -0.014 C02 YGQ 2  
YGQ C03 C3  C 0 1 N N N N N N -51.375 16.784 9.236  0.180  1.656  -0.697 C03 YGQ 3  
YGQ C04 C4  C 0 1 N N S N N N -50.448 16.344 8.017  1.405  0.968  -0.099 C04 YGQ 4  
YGQ C06 C5  C 0 1 N N N N N N -48.289 15.079 8.338  1.790  -0.707 1.702  C06 YGQ 5  
YGQ C08 C6  C 0 1 N N R N N N -49.822 14.104 6.792  2.027  -1.422 -0.568 C08 YGQ 6  
YGQ C09 C7  C 0 1 N N S N N N -50.877 15.217 6.981  2.101  0.014  -1.075 C09 YGQ 7  
YGQ C11 C8  C 0 1 N N N N N N -50.474 17.045 5.732  3.614  1.538  -0.352 C11 YGQ 8  
YGQ C14 C9  C 0 1 N N N N N N -50.600 12.861 7.350  0.601  -1.944 -0.760 C14 YGQ 9  
YGQ C16 C10 C 0 1 N N N N N N -52.379 12.771 9.053  -0.647 -3.961 -0.504 C16 YGQ 10 
YGQ N05 N1  N 0 1 N N N N N N -49.194 16.142 8.647  0.968  0.212  1.084  N05 YGQ 11 
YGQ N07 N2  N 0 1 N N N N N N -48.515 14.136 7.482  2.385  -1.526 0.850  N07 YGQ 12 
YGQ N10 N3  N 0 1 N N N N N N -50.892 15.797 5.627  3.493  0.484  -1.095 N10 YGQ 13 
YGQ N12 N4  N 0 1 N N N N N N -50.225 17.481 7.071  2.451  1.930  0.260  N12 YGQ 14 
YGQ N13 N5  N 0 1 N N N N N N -50.357 17.865 4.626  4.805  2.206  -0.191 N13 YGQ 15 
YGQ N18 N6  N 0 1 N N N N N N -53.291 12.592 8.012  -0.767 -5.264 -0.177 N18 YGQ 16 
YGQ N19 N7  N 0 1 N N N N N N -47.054 15.131 9.054  1.973  -0.765 3.064  N19 YGQ 17 
YGQ O15 O1  O 0 1 N N N N N N -51.110 13.248 8.653  0.546  -3.347 -0.391 O15 YGQ 18 
YGQ O17 O2  O 0 1 N N N N N N -52.667 12.576 10.229 -1.615 -3.342 -0.900 O17 YGQ 19 
YGQ O20 O3  O 0 1 N N N N N N -52.317 15.796 9.465  0.139  1.469  -2.113 O20 YGQ 20 
YGQ O21 O4  O 0 1 N N N N N N -52.106 17.912 8.868  0.173  3.048  -0.375 O21 YGQ 21 
YGQ O22 O5  O 0 1 N N N N N N -50.547 18.121 11.194 -2.135 1.806  0.118  O22 YGQ 22 
YGQ O24 O6  O 0 1 N N N N N N -52.818 17.776 11.777 -4.471 2.112  0.038  O24 YGQ 23 
YGQ O25 O7  O 0 1 N N N N N N -51.642 19.541 12.987 -3.372 0.056  -0.862 O25 YGQ 24 
YGQ O26 O8  O 0 1 N N N N N N -51.049 17.257 13.410 -3.648 0.414  1.451  O26 YGQ 25 
YGQ S23 S1  S 0 1 N N N N N N -51.666 18.195 12.515 -3.480 1.095  0.101  S23 YGQ 26 
YGQ H1  H1  H 0 1 N N N N N N -48.037 16.807 10.294 -0.457 1.438  2.042  H1  YGQ 27 
YGQ H2  H2  H 0 1 N N N N N N -48.701 18.112 9.254  -0.952 -0.269 1.817  H2  YGQ 28 
YGQ H3  H3  H 0 1 N N N N N N -50.274 16.097 11.049 -1.288 0.030  -0.563 H3  YGQ 29 
YGQ H4  H4  H 0 1 N N N N N N -49.662 13.954 5.714  2.711  -2.039 -1.150 H4  YGQ 30 
YGQ H5  H5  H 0 1 N N N N N N -51.853 14.792 7.260  1.650  0.089  -2.065 H5  YGQ 31 
YGQ H6  H6  H 0 1 N N N N N N -51.431 12.599 6.678  -0.082 -1.375 -0.130 H6  YGQ 32 
YGQ H7  H7  H 0 1 N N N N N N -49.922 12.000 7.447  0.311  -1.831 -1.805 H7  YGQ 33 
YGQ H8  H8  H 0 1 N N N N N N -49.945 18.404 7.334  2.340  2.707  0.829  H8  YGQ 34 
YGQ H9  H9  H 0 1 N N N N N N -50.591 17.517 3.718  4.847  2.991  0.377  H9  YGQ 35 
YGQ H10 H10 H 0 1 N N N N N N -50.038 18.807 4.733  5.602  1.891  -0.644 H10 YGQ 36 
YGQ H11 H11 H 0 1 N N N N N N -54.224 12.293 8.211  -1.627 -5.706 -0.259 H11 YGQ 37 
YGQ H12 H12 H 0 1 N N N N N N -53.011 12.763 7.067  0.005  -5.758 0.138  H12 YGQ 38 
YGQ H13 H13 H 0 1 N N N N N N -46.354 14.434 8.896  1.512  -0.137 3.642  H13 YGQ 39 
YGQ H14 H14 H 0 1 N N N N N N -46.889 15.864 9.714  2.564  -1.432 3.446  H14 YGQ 40 
YGQ H15 H15 H 0 1 N N N N N N -52.874 16.051 10.191 -0.655 1.827  -2.534 H15 YGQ 41 
YGQ H16 H16 H 0 1 N N N N N N -52.568 18.251 9.625  -0.602 3.524  -0.702 H16 YGQ 42 
YGQ H17 H17 H 0 1 N N N N N N -50.727 17.715 14.177 -4.479 -0.071 1.547  H17 YGQ 43 
# 
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 
YGQ N13 C11 SING N N 1  
YGQ N10 C11 DOUB N N 2  
YGQ N10 C09 SING N N 3  
YGQ C11 N12 SING N N 4  
YGQ C08 C09 SING N N 5  
YGQ C08 C14 SING N N 6  
YGQ C08 N07 SING N N 7  
YGQ C09 C04 SING N N 8  
YGQ N12 C04 SING N N 9  
YGQ C14 O15 SING N N 10 
YGQ N07 C06 DOUB N N 11 
YGQ N18 C16 SING N N 12 
YGQ C04 N05 SING N N 13 
YGQ C04 C03 SING N N 14 
YGQ C06 N05 SING N N 15 
YGQ C06 N19 SING N N 16 
YGQ N05 C01 SING N N 17 
YGQ O15 C16 SING N N 18 
YGQ O21 C03 SING N N 19 
YGQ C16 O17 DOUB N N 20 
YGQ C03 O20 SING N N 21 
YGQ C03 C02 SING N N 22 
YGQ C01 C02 SING N N 23 
YGQ C02 O22 SING N N 24 
YGQ O22 S23 SING N N 25 
YGQ O24 S23 DOUB N N 26 
YGQ S23 O25 DOUB N N 27 
YGQ S23 O26 SING N N 28 
YGQ C01 H1  SING N N 29 
YGQ C01 H2  SING N N 30 
YGQ C02 H3  SING N N 31 
YGQ C08 H4  SING N N 32 
YGQ C09 H5  SING N N 33 
YGQ C14 H6  SING N N 34 
YGQ C14 H7  SING N N 35 
YGQ N12 H8  SING N N 36 
YGQ N13 H9  SING N N 37 
YGQ N13 H10 SING N N 38 
YGQ N18 H11 SING N N 39 
YGQ N18 H12 SING N N 40 
YGQ N19 H13 SING N N 41 
YGQ N19 H14 SING N N 42 
YGQ O20 H15 SING N N 43 
YGQ O21 H16 SING N N 44 
YGQ O26 H17 SING N N 45 
# 
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 
YGQ SMILES           ACDLabs              12.01 "NC(=O)OCC1N=C(N)N2CC(OS(=O)(=O)O)C(O)(O)C32NC(N)=NC13"                                                                                                                                
YGQ InChI            InChI                1.06  "InChI=1S/C10H17N7O8S/c11-6-15-5-3(2-24-8(13)18)14-7(12)17-1-4(25-26(21,22)23)10(19,20)9(5,17)16-6/h3-5,19-20H,1-2H2,(H2,12,14)(H2,13,18)(H3,11,15,16)(H,21,22,23)/t3-,4+,5-,9-/m0/s1" 
YGQ InChIKey         InChI                1.06  ARSXTTJGWGCRRR-XXKOCQOQSA-N                                                                                                                                                            
YGQ SMILES_CANONICAL CACTVS               3.385 "NC(=O)OC[C@@H]1N=C(N)N2C[C@@H](O[S](O)(=O)=O)C(O)(O)[C@@]23NC(=N[C@@H]13)N"                                                                                                           
YGQ SMILES           CACTVS               3.385 "NC(=O)OC[CH]1N=C(N)N2C[CH](O[S](O)(=O)=O)C(O)(O)[C]23NC(=N[CH]13)N"                                                                                                                   
YGQ SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "C1[C@H](C([C@@]23N1C(=N[C@H]([C@@H]2N=C(N3)N)COC(=O)N)N)(O)O)OS(=O)(=O)O"                                                                                                             
YGQ SMILES           "OpenEye OEToolkits" 2.0.7 "C1C(C(C23N1C(=NC(C2N=C(N3)N)COC(=O)N)N)(O)O)OS(=O)(=O)O"                                                                                                                              
# 
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 
YGQ "SYSTEMATIC NAME" ACDLabs              12.01 "[(3aS,4R,7R,9R,10aS)-2,6-diamino-10,10-dihydroxy-9-(sulfooxy)-3a,4,9,10-tetrahydro-1H,8H-pyrrolo[1,2-c]purin-4-yl]methyl carbamate"                        
YGQ "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "[(3~{a}~{S},4~{R},9~{R},10~{a}~{S})-2,6-bis(azanyl)-10,10-bis(oxidanyl)-9-sulfooxy-3~{a},4,8,9-tetrahydro-1~{H}-pyrrolo[1,2-c]purin-4-yl]methyl carbamate" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
YGQ "Create component" 2023-12-04 RCSB 
YGQ "Initial release"  2025-05-07 RCSB 
YGQ "Modify name"      2025-11-11 RCSB 
# 
