data_YH9
# 
_chem_comp.id                                    YH9 
_chem_comp.name                                  "({[(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]methoxy}carbonyl)sulfamic acid" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C10 H17 N7 O11 S2" 
_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                        475.412 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     YH9 
_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        8V67 
_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 
YH9 C01 C1  C 0 1 N N N N N N -48.869 17.160 9.492  1.494  -0.745 -1.378 C01 YH9 1  
YH9 C02 C2  C 0 1 N N R N N N -50.167 17.061 10.337 1.480  -1.423 0.020  C02 YH9 2  
YH9 C03 C3  C 0 1 N N N N N N -51.285 16.847 9.151  2.637  -0.682 0.748  C03 YH9 3  
YH9 C04 C4  C 0 1 N N S N N N -50.446 16.404 7.816  2.607  0.716  0.136  C04 YH9 4  
YH9 C06 C5  C 0 1 N N N N N N -48.262 15.135 8.276  1.370  1.802  -1.733 C06 YH9 5  
YH9 C08 C6  C 0 1 N N R N N N -49.675 14.089 6.697  0.740  2.359  0.507  C08 YH9 6  
YH9 C09 C7  C 0 1 N N S N N N -50.814 15.213 6.857  2.030  1.778  1.077  C09 YH9 7  
YH9 C11 C8  C 0 1 N N N N N N -50.618 17.035 5.533  4.104  2.428  0.440  C11 YH9 8  
YH9 C14 C9  C 0 1 N N N N N N -50.367 12.767 7.200  -0.379 1.327  0.659  C14 YH9 9  
YH9 C16 C10 C 0 1 N N N N N N -52.211 12.871 8.952  -2.730 1.128  0.300  C16 YH9 10 
YH9 N05 N1  N 0 1 N N N N N N -49.202 16.253 8.438  1.788  0.659  -1.084 N05 YH9 11 
YH9 N07 N2  N 0 1 N N N N N N -48.412 14.199 7.456  0.873  2.712  -0.910 N07 YH9 12 
YH9 N10 N3  N 0 1 N N N N N N -50.910 15.764 5.493  3.078  2.806  1.135  N10 YH9 13 
YH9 N12 N4  N 0 1 N N N N N N -50.363 17.521 6.827  3.953  1.209  -0.168 N12 YH9 14 
YH9 N13 N5  N 0 1 N N N N N N -50.611 17.810 4.385  5.246  3.185  0.322  N13 YH9 15 
YH9 N18 N6  N 0 1 N N N N N N -53.569 12.629 9.304  -3.929 1.608  -0.084 N18 YH9 16 
YH9 N23 N7  N 0 1 N N N N N N -47.061 15.246 9.075  1.462  1.979  -3.093 N23 YH9 17 
YH9 O15 O1  O 0 1 N N N N N N -51.789 12.961 7.578  -1.637 1.911  0.229  O15 YH9 18 
YH9 O17 O2  O 0 1 N N N N N N -51.358 13.004 9.838  -2.635 -0.012 0.711  O17 YH9 19 
YH9 O20 O3  O 0 1 N N N N N N -54.964 11.671 11.321 -6.367 1.441  -0.433 O20 YH9 20 
YH9 O21 O4  O 0 1 N N N N N N -55.398 13.900 10.713 -4.922 -0.591 -0.602 O21 YH9 21 
YH9 O22 O5  O 0 1 N N N N N N -53.287 13.312 11.802 -5.520 0.348  1.476  O22 YH9 22 
YH9 O24 O6  O 0 1 N N N N N N -51.960 18.013 8.871  3.887  -1.322 0.487  O24 YH9 23 
YH9 O25 O7  O 0 1 N N N N N N -52.123 15.773 9.404  2.388  -0.621 2.154  O25 YH9 24 
YH9 O26 O8  O 0 1 N N N N N N -50.364 18.073 11.206 1.756  -2.820 -0.087 O26 YH9 25 
YH9 O28 O9  O 0 1 N N N N N N -52.208 16.942 12.343 -0.407 -3.120 0.801  O28 YH9 26 
YH9 O29 O10 O 0 1 N N N N N N -51.307 18.933 13.364 -0.110 -3.550 -1.497 O29 YH9 27 
YH9 O30 O11 O 0 1 N N N N N N -52.514 19.086 11.282 0.966  -5.040 -0.021 O30 YH9 28 
YH9 S19 S1  S 0 1 N N N N N N -54.378 12.926 10.936 -5.274 0.645  0.004  S19 YH9 29 
YH9 S27 S2  S 0 1 N N N N N N -51.741 18.279 12.176 0.512  -3.697 -0.116 S27 YH9 30 
YH9 H1  H1  H 0 1 N N N N N N -47.986 16.826 10.056 2.275  -1.176 -2.005 H1  YH9 31 
YH9 H2  H2  H 0 1 N N N N N N -48.701 18.180 9.117  0.521  -0.841 -1.860 H2  YH9 32 
YH9 H3  H3  H 0 1 N N N N N N -50.121 16.108 10.885 0.529  -1.253 0.526  H3  YH9 33 
YH9 H4  H4  H 0 1 N N N N N N -49.454 13.979 5.625  0.476  3.254  1.070  H4  YH9 34 
YH9 H5  H5  H 0 1 N N N N N N -51.758 14.745 7.174  1.848  1.352  2.063  H5  YH9 35 
YH9 H6  H6  H 0 1 N N N N N N -50.318 12.018 6.396  -0.155 0.454  0.046  H6  YH9 36 
YH9 H7  H7  H 0 1 N N N N N N -49.819 12.397 8.079  -0.457 1.027  1.704  H7  YH9 37 
YH9 H8  H8  H 0 1 N N N N N N -50.157 18.473 7.052  4.619  0.752  -0.705 H8  YH9 38 
YH9 H9  H9  H 0 1 N N N N N N -50.833 17.397 3.502  5.990  2.861  -0.210 H9  YH9 39 
YH9 H10 H10 H 0 1 N N N N N N -50.384 18.782 4.440  5.308  4.043  0.770  H10 YH9 40 
YH9 H11 H11 H 0 1 N N N N N N -54.152 12.255 8.583  -4.005 2.518  -0.412 H11 YH9 41 
YH9 H12 H12 H 0 1 N N N N N N -46.332 14.569 8.978  1.837  1.278  -3.649 H12 YH9 42 
YH9 H13 H13 H 0 1 N N N N N N -46.960 16.000 9.724  1.153  2.805  -3.497 H13 YH9 43 
YH9 H14 H14 H 0 1 N N N N N N -52.190 18.449 9.683  3.944  -2.226 0.826  H14 YH9 44 
YH9 H15 H15 H 0 1 N N N N N N -51.605 14.983 9.505  2.329  -1.486 2.581  H15 YH9 45 
YH9 H16 H16 H 0 1 N N N N N N -53.164 12.650 12.472 -6.290 -0.213 1.640  H16 YH9 46 
YH9 H17 H17 H 0 1 N N N N N N -51.616 19.831 13.363 -0.915 -4.071 -1.624 H17 YH9 47 
# 
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 
YH9 N13 C11 SING N N 1  
YH9 N10 C11 DOUB N N 2  
YH9 N10 C09 SING N N 3  
YH9 C11 N12 SING N N 4  
YH9 C08 C09 SING N N 5  
YH9 C08 C14 SING N N 6  
YH9 C08 N07 SING N N 7  
YH9 N12 C04 SING N N 8  
YH9 C09 C04 SING N N 9  
YH9 C14 O15 SING N N 10 
YH9 N07 C06 DOUB N N 11 
YH9 O15 C16 SING N N 12 
YH9 C04 N05 SING N N 13 
YH9 C04 C03 SING N N 14 
YH9 C06 N05 SING N N 15 
YH9 C06 N23 SING N N 16 
YH9 N05 C01 SING N N 17 
YH9 O24 C03 SING N N 18 
YH9 C16 N18 SING N N 19 
YH9 C16 O17 DOUB N N 20 
YH9 C03 O25 SING N N 21 
YH9 C03 C02 SING N N 22 
YH9 N18 S19 SING N N 23 
YH9 C01 C02 SING N N 24 
YH9 C02 O26 SING N N 25 
YH9 O21 S19 DOUB N N 26 
YH9 S19 O20 DOUB N N 27 
YH9 S19 O22 SING N N 28 
YH9 O26 S27 SING N N 29 
YH9 O30 S27 DOUB N N 30 
YH9 S27 O28 DOUB N N 31 
YH9 S27 O29 SING N N 32 
YH9 C01 H1  SING N N 33 
YH9 C01 H2  SING N N 34 
YH9 C02 H3  SING N N 35 
YH9 C08 H4  SING N N 36 
YH9 C09 H5  SING N N 37 
YH9 C14 H6  SING N N 38 
YH9 C14 H7  SING N N 39 
YH9 N12 H8  SING N N 40 
YH9 N13 H9  SING N N 41 
YH9 N13 H10 SING N N 42 
YH9 N18 H11 SING N N 43 
YH9 N23 H12 SING N N 44 
YH9 N23 H13 SING N N 45 
YH9 O24 H14 SING N N 46 
YH9 O25 H15 SING N N 47 
YH9 O22 H16 SING N N 48 
YH9 O29 H17 SING N N 49 
# 
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 
YH9 SMILES           ACDLabs              12.01 "O=S(=O)(O)NC(=O)OCC1N=C(N)N2CC(OS(=O)(=O)O)C(O)(O)C32NC(N)=NC13"                                                                                                                                               
YH9 InChI            InChI                1.06  "InChI=1S/C10H17N7O11S2/c11-6-14-5-3(2-27-8(18)16-29(21,22)23)13-7(12)17-1-4(28-30(24,25)26)10(19,20)9(5,17)15-6/h3-5,19-20H,1-2H2,(H2,12,13)(H,16,18)(H3,11,14,15)(H,21,22,23)(H,24,25,26)/t3-,4+,5-,9-/m0/s1" 
YH9 InChIKey         InChI                1.06  OKSSKVHGKYJNLL-XXKOCQOQSA-N                                                                                                                                                                                     
YH9 SMILES_CANONICAL CACTVS               3.385 "NC1=N[C@H]2[C@H](COC(=O)N[S](O)(=O)=O)N=C(N)N3C[C@@H](O[S](O)(=O)=O)C(O)(O)[C@]23N1"                                                                                                                           
YH9 SMILES           CACTVS               3.385 "NC1=N[CH]2[CH](COC(=O)N[S](O)(=O)=O)N=C(N)N3C[CH](O[S](O)(=O)=O)C(O)(O)[C]23N1"                                                                                                                                
YH9 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "C1[C@H](C([C@@]23N1C(=N[C@H]([C@@H]2N=C(N3)N)COC(=O)NS(=O)(=O)O)N)(O)O)OS(=O)(=O)O"                                                                                                                            
YH9 SMILES           "OpenEye OEToolkits" 2.0.7 "C1C(C(C23N1C(=NC(C2N=C(N3)N)COC(=O)NS(=O)(=O)O)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 
YH9 "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]methoxy}carbonyl)sulfamic acid"                    
YH9 "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]methoxycarbonylsulfamic acid" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
YH9 "Create component" 2023-12-04 RCSB 
YH9 "Initial release"  2025-05-07 RCSB 
# 
