data_YGU
# 
_chem_comp.id                                    YGU 
_chem_comp.name                                  "(3aS,4R,7R,9R,10aS)-2,6-diamino-10,10-dihydroxy-4-(hydroxymethyl)-3a,4,9,10-tetrahydro-1H,8H-pyrrolo[1,2-c]purin-9-yl hydrogen sulfate" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C9 H16 N6 O7 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                    2025-05-02 
_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                        352.324 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     YGU 
_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        8V65 
_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 
YGU C01 C1  C 0 1 N N N N N N 9.538  50.999 11.851 0.462  1.403  0.256  C01 YGU 1  
YGU C02 C2  C 0 1 N N R N N N 10.333 52.111 11.080 1.286  0.487  -0.686 C02 YGU 2  
YGU C03 C3  C 0 1 N N N N N N 11.151 52.843 12.283 0.171  -0.327 -1.404 C03 YGU 3  
YGU C04 C4  C 0 1 N N S N N N 10.988 51.852 13.531 -0.857 -0.513 -0.290 C04 YGU 4  
YGU C06 C5  C 0 1 N N N N N N 11.064 49.404 13.072 -1.647 0.862  1.625  C06 YGU 5  
YGU C08 C6  C 0 1 N N R N N N 12.613 50.162 14.727 -3.107 0.603  -0.252 C08 YGU 6  
YGU C09 C7  C 0 1 N N S N N N 12.201 51.653 14.515 -2.302 -0.574 -0.795 C09 YGU 7  
YGU C11 C8  C 0 1 N N N N N N 10.440 52.292 15.779 -1.871 -2.454 0.394  C11 YGU 8  
YGU C14 C9  C 0 1 N N N N N N 14.121 50.182 14.451 -2.692 1.874  -0.996 C14 YGU 9  
YGU N05 N1  N 0 1 N N N N N N 10.528 50.692 12.846 -0.716 0.623  0.632  N05 YGU 10 
YGU N07 N2  N 0 1 N N N N N N 11.995 49.104 13.934 -2.893 0.802  1.185  N07 YGU 11 
YGU N10 N3  N 0 1 N N N N N N 11.736 51.990 15.878 -2.812 -1.840 -0.251 N10 YGU 12 
YGU N12 N4  N 0 1 N N N N N N 9.903  52.254 14.469 -0.676 -1.783 0.416  N12 YGU 13 
YGU N13 N5  N 0 1 N N N N N N 9.664  52.642 16.865 -2.055 -3.673 1.001  N13 YGU 14 
YGU N16 N6  N 0 1 N N N N N N 10.485 48.394 12.303 -1.313 1.132  2.931  N16 YGU 15 
YGU O15 O1  O 0 1 N N N N N N 14.307 50.534 13.100 -3.540 2.955  -0.600 O15 YGU 16 
YGU O17 O2  O 0 1 N N N N N N 12.488 53.085 12.003 -0.383 0.415  -2.492 O17 YGU 17 
YGU O18 O3  O 0 1 N N N N N N 10.601 54.063 12.661 0.670  -1.589 -1.853 O18 YGU 18 
YGU O19 O4  O 0 1 N N N N N N 9.566  52.991 10.395 2.146  -0.374 0.063  O19 YGU 19 
YGU O21 O5  O 0 1 N N N N N N 11.190 54.553 9.534  3.543  1.269  1.225  O21 YGU 20 
YGU O22 O6  O 0 1 N N N N N N 8.914  54.624 8.695  4.324  -0.912 0.788  O22 YGU 21 
YGU O23 O7  O 0 1 N N N N N N 10.365 52.775 8.125  3.906  0.738  -1.043 O23 YGU 22 
YGU S20 S1  S 0 1 N N N N N N 10.066 53.855 9.007  3.571  0.142  0.203  S20 YGU 23 
YGU H1  H1  H 0 1 N N N N N N 8.608  51.384 12.295 1.046  1.655  1.142  H1  YGU 24 
YGU H2  H2  H 0 1 N N N N N N 9.308  50.134 11.212 0.162  2.311  -0.266 H2  YGU 25 
YGU H3  H3  H 0 1 N N N N N N 11.068 51.621 10.424 1.858  1.079  -1.401 H3  YGU 26 
YGU H4  H4  H 0 1 N N N N N N 12.471 49.930 15.793 -4.167 0.418  -0.431 H4  YGU 27 
YGU H5  H5  H 0 1 N N N N N N 13.063 52.262 14.205 -2.324 -0.578 -1.885 H5  YGU 28 
YGU H6  H6  H 0 1 N N N N N N 14.549 49.187 14.641 -1.658 2.116  -0.753 H6  YGU 29 
YGU H7  H7  H 0 1 N N N N N N 14.611 50.922 15.101 -2.785 1.714  -2.070 H7  YGU 30 
YGU H8  H8  H 0 1 N N N N N N 8.958  52.461 14.217 0.146  -2.095 0.827  H8  YGU 31 
YGU H9  H9  H 0 1 N N N N N N 10.069 52.678 17.778 -2.920 -4.111 0.958  H9  YGU 32 
YGU H10 H10 H 0 1 N N N N N N 8.696  52.860 16.739 -1.321 -4.096 1.473  H10 YGU 33 
YGU H11 H11 H 0 1 N N N N N N 10.785 47.446 12.415 -2.010 1.291  3.586  H11 YGU 34 
YGU H12 H12 H 0 1 N N N N N N 9.770  48.618 11.640 -0.381 1.163  3.197  H12 YGU 35 
YGU H13 H13 H 0 1 N N N N N N 15.236 50.554 12.902 -3.334 3.795  -1.033 H13 YGU 36 
YGU H14 H14 H 0 1 N N N N N N 12.896 53.511 12.748 0.256  0.636  -3.184 H14 YGU 37 
YGU H15 H15 H 0 1 N N N N N N 11.118 54.440 13.363 1.389  -1.521 -2.496 H15 YGU 38 
YGU H16 H16 H 0 1 N N N N N N 11.990 54.167 9.196  4.407  1.671  1.391  H16 YGU 39 
# 
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 
YGU O23 S20 DOUB N N 1  
YGU O22 S20 DOUB N N 2  
YGU S20 O21 SING N N 3  
YGU S20 O19 SING N N 4  
YGU O19 C02 SING N N 5  
YGU C02 C01 SING N N 6  
YGU C02 C03 SING N N 7  
YGU C01 N05 SING N N 8  
YGU O17 C03 SING N N 9  
YGU C03 O18 SING N N 10 
YGU C03 C04 SING N N 11 
YGU N16 C06 SING N N 12 
YGU N05 C06 SING N N 13 
YGU N05 C04 SING N N 14 
YGU C06 N07 DOUB N N 15 
YGU O15 C14 SING N N 16 
YGU C04 N12 SING N N 17 
YGU C04 C09 SING N N 18 
YGU N07 C08 SING N N 19 
YGU C14 C08 SING N N 20 
YGU N12 C11 SING N N 21 
YGU C09 C08 SING N N 22 
YGU C09 N10 SING N N 23 
YGU C11 N10 DOUB N N 24 
YGU C11 N13 SING N N 25 
YGU C01 H1  SING N N 26 
YGU C01 H2  SING N N 27 
YGU C02 H3  SING N N 28 
YGU C08 H4  SING N N 29 
YGU C09 H5  SING N N 30 
YGU C14 H6  SING N N 31 
YGU C14 H7  SING N N 32 
YGU N12 H8  SING N N 33 
YGU N13 H9  SING N N 34 
YGU N13 H10 SING N N 35 
YGU N16 H11 SING N N 36 
YGU N16 H12 SING N N 37 
YGU O15 H13 SING N N 38 
YGU O17 H14 SING N N 39 
YGU O18 H15 SING N N 40 
YGU O21 H16 SING N N 41 
# 
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 
YGU SMILES           ACDLabs              12.01 "O=S(=O)(O)OC1CN2C(N)=NC(CO)C3N=C(N)NC32C1(O)O"                                                                                                                    
YGU InChI            InChI                1.06  "InChI=1S/C9H16N6O7S/c10-6-13-5-3(2-16)12-7(11)15-1-4(22-23(19,20)21)9(17,18)8(5,15)14-6/h3-5,16-18H,1-2H2,(H2,11,12)(H3,10,13,14)(H,19,20,21)/t3-,4+,5-,8-/m0/s1" 
YGU InChIKey         InChI                1.06  AJLCXXKDNUGKKH-WVBYAZCYSA-N                                                                                                                                        
YGU SMILES_CANONICAL CACTVS               3.385 "NC1=N[C@H]2[C@H](CO)N=C(N)N3C[C@@H](O[S](O)(=O)=O)C(O)(O)[C@]23N1"                                                                                                
YGU SMILES           CACTVS               3.385 "NC1=N[CH]2[CH](CO)N=C(N)N3C[CH](O[S](O)(=O)=O)C(O)(O)[C]23N1"                                                                                                     
YGU SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "C1[C@H](C([C@@]23N1C(=N[C@H]([C@@H]2N=C(N3)N)CO)N)(O)O)OS(=O)(=O)O"                                                                                               
YGU SMILES           "OpenEye OEToolkits" 2.0.7 "C1C(C(C23N1C(=NC(C2N=C(N3)N)CO)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 
YGU "SYSTEMATIC NAME" ACDLabs              12.01 "(3aS,4R,7R,9R,10aS)-2,6-diamino-10,10-dihydroxy-4-(hydroxymethyl)-3a,4,9,10-tetrahydro-1H,8H-pyrrolo[1,2-c]purin-9-yl hydrogen sulfate"                            
YGU "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "[(3~{a}~{S},4~{R},9~{R},10~{a}~{S})-2,6-bis(azanyl)-4-(hydroxymethyl)-10,10-bis(oxidanyl)-3~{a},4,8,9-tetrahydro-1~{H}-pyrrolo[1,2-c]purin-9-yl] hydrogen sulfate" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
YGU "Create component" 2023-12-04 RCSB 
YGU "Initial release"  2025-05-07 RCSB 
# 
