data_A1BGE
# 
_chem_comp.id                                    A1BGE 
_chem_comp.name                                  "5'-deoxy-5'-({5-[(3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl]pentyl}sulfamamido)adenosine" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C20 H31 N9 O6 S2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2024-11-10 
_chem_comp.pdbx_modified_date                    2025-04-04 
_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                        557.647 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1BGE 
_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        9DRK 
_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 
A1BGE C11 C1  C 0 1 N N R N N N -5.000 0.189   9.567  4.935  0.074  0.127  C11 A1BGE 1  
A1BGE C02 C2  C 0 1 Y N N N N N -6.695 -0.886  14.086 5.090  -4.820 0.274  C02 A1BGE 2  
A1BGE C04 C3  C 0 1 Y N N N N N -8.313 -0.626  12.403 7.169  -3.817 0.278  C04 A1BGE 3  
A1BGE C06 C4  C 0 1 Y N N N N N -6.171 -0.356  11.772 5.342  -2.423 0.208  C06 A1BGE 4  
A1BGE C07 C5  C 0 1 Y N N N N N -5.725 -0.613  13.095 4.498  -3.547 0.226  C07 A1BGE 5  
A1BGE C09 C6  C 0 1 Y N N N N N -3.954 -0.251  11.884 3.232  -1.788 0.150  C09 A1BGE 6  
A1BGE C12 C7  C 0 1 N N R N N N -3.669 0.882   9.048  5.186  0.533  -1.332 C12 A1BGE 7  
A1BGE C14 C8  C 0 1 N N S N N N -2.847 -0.298  8.505  4.977  2.064  -1.230 C14 A1BGE 8  
A1BGE C16 C9  C 0 1 N N R N N N -3.984 -1.178  7.957  4.136  2.246  0.049  C16 A1BGE 9  
A1BGE C17 C10 C 0 1 N N N N N N -3.535 -2.636  7.856  2.822  2.954  -0.289 C17 A1BGE 10 
A1BGE C22 C11 C 0 1 N N N N N N -4.632 -6.944  8.525  -1.032 2.414  0.377  C22 A1BGE 11 
A1BGE C23 C12 C 0 1 N N N N N N -4.486 -6.729  10.018 -2.306 2.232  -0.451 C23 A1BGE 12 
A1BGE C24 C13 C 0 1 N N N N N N -3.755 -7.839  10.727 -3.005 0.937  -0.034 C24 A1BGE 13 
A1BGE C25 C14 C 0 1 N N N N N N -4.461 -8.286  11.943 -4.279 0.756  -0.862 C25 A1BGE 14 
A1BGE C26 C15 C 0 1 N N N N N N -3.647 -8.035  13.202 -4.978 -0.540 -0.445 C26 A1BGE 15 
A1BGE C27 C16 C 0 1 N N S N N N -3.647 -9.278  14.069 -6.252 -0.721 -1.273 C27 A1BGE 16 
A1BGE C29 C17 C 0 1 N N N N N N -3.203 -10.511 16.220 -8.944 -0.440 -1.319 C29 A1BGE 17 
A1BGE C30 C18 C 0 1 N N R N N N -2.082 -10.928 15.258 -8.509 -1.857 -0.899 C30 A1BGE 18 
A1BGE C31 C19 C 0 1 N N S N N N -2.447 -10.236 13.890 -6.984 -2.017 -0.872 C31 A1BGE 19 
A1BGE C33 C20 C 0 1 N N N N N N -0.237 -9.538  14.620 -7.827 -2.352 1.231  C33 A1BGE 20 
A1BGE N01 N1  N 0 1 N N N N N N -6.424 -1.154  15.398 4.310  -5.963 0.294  N01 A1BGE 21 
A1BGE N03 N2  N 0 1 Y N N N N N -8.023 -0.894  13.702 6.417  -4.902 0.296  N03 A1BGE 22 
A1BGE N05 N3  N 0 1 Y N N N N N -7.483 -0.353  11.389 6.659  -2.604 0.238  N05 A1BGE 23 
A1BGE N08 N4  N 0 1 Y N N N N N -4.324 -0.540  13.129 3.224  -3.089 0.189  N08 A1BGE 24 
A1BGE N10 N5  N 0 1 Y N N N N N -5.057 -0.127  10.993 4.515  -1.330 0.161  N10 A1BGE 25 
A1BGE N18 N6  N 0 1 N N N N N N -4.504 -3.366  7.134  2.085  3.229  0.947  N18 A1BGE 26 
A1BGE N21 N7  N 0 1 N N N N N N -5.146 -5.822  7.742  -0.362 3.654  -0.023 N21 A1BGE 27 
A1BGE N32 N8  N 0 1 N N N N N N -1.246 -9.463  13.603 -6.683 -2.328 0.534  N32 A1BGE 28 
A1BGE N34 N9  N 0 1 N N N N N N -0.740 -10.424 15.624 -8.916 -2.095 0.495  N34 A1BGE 29 
A1BGE O13 O1  O 0 1 N N N N N N -4.017 1.743   7.983  6.521  0.227  -1.740 O13 A1BGE 30 
A1BGE O15 O2  O 0 1 N N N N N N -1.970 0.025   7.510  6.233  2.734  -1.106 O15 A1BGE 31 
A1BGE O20 O3  O 0 1 N N N N N N -2.875 -5.097  6.720  0.302  4.321  2.259  O20 A1BGE 32 
A1BGE O35 O4  O 0 1 N N N N N N 0.840  -8.983  14.612 -7.872 -2.586 2.424  O35 A1BGE 33 
A1BGE O36 O5  O 0 1 N N N N N N -4.818 -5.145  5.345  1.290  5.464  0.267  O36 A1BGE 34 
A1BGE O37 O6  O 0 1 N N N N N N -5.066 -0.996  8.848  3.866  0.935  0.576  O37 A1BGE 35 
A1BGE S19 S1  S 0 1 N N N N N N -4.275 -4.906  6.628  0.822  4.301  0.936  S19 A1BGE 36 
A1BGE S28 S2  S 0 1 N N N N N N -3.578 -8.776  15.808 -7.484 0.583  -0.868 S28 A1BGE 37 
A1BGE H1  H1  H 0 1 N N N N N N -5.844 0.844   9.305  5.827  0.221  0.735  H1  A1BGE 38 
A1BGE H2  H2  H 0 1 N N N N N N -9.363 -0.634  12.152 8.243  -3.928 0.296  H2  A1BGE 39 
A1BGE H3  H3  H 0 1 N N N N N N -2.925 -0.124  11.581 2.351  -1.164 0.115  H3  A1BGE 40 
A1BGE H4  H4  H 0 1 N N N N N N -3.147 1.392   9.872  4.461  0.086  -2.011 H4  A1BGE 41 
A1BGE H5  H5  H 0 1 N N N N N N -2.352 -0.816  9.340  4.433  2.433  -2.100 H5  A1BGE 42 
A1BGE H6  H6  H 0 1 N N N N N N -4.252 -0.820  6.952  4.696  2.828  0.780  H6  A1BGE 43 
A1BGE H7  H7  H 0 1 N N N N N N -3.430 -3.060  8.865  3.036  3.892  -0.801 H7  A1BGE 44 
A1BGE H8  H8  H 0 1 N N N N N N -2.568 -2.689  7.334  2.221  2.315  -0.936 H8  A1BGE 45 
A1BGE H9  H9  H 0 1 N N N N N N -5.315 -7.793  8.377  -1.290 2.464  1.434  H9  A1BGE 46 
A1BGE H10 H10 H 0 1 N N N N N N -3.639 -7.199  8.127  -0.364 1.569  0.206  H10 A1BGE 47 
A1BGE H11 H11 H 0 1 N N N N N N -3.934 -5.792  10.180 -2.973 3.077  -0.280 H11 A1BGE 48 
A1BGE H12 H12 H 0 1 N N N N N N -5.492 -6.642  10.455 -2.047 2.182  -1.509 H12 A1BGE 49 
A1BGE H13 H13 H 0 1 N N N N N N -3.657 -8.693  10.041 -2.337 0.092  -0.205 H13 A1BGE 50 
A1BGE H14 H14 H 0 1 N N N N N N -2.755 -7.480  11.010 -3.263 0.987  1.023  H14 A1BGE 51 
A1BGE H15 H15 H 0 1 N N N N N N -5.413 -7.740  12.021 -4.946 1.600  -0.691 H15 A1BGE 52 
A1BGE H16 H16 H 0 1 N N N N N N -4.662 -9.364  11.860 -4.021 0.705  -1.920 H16 A1BGE 53 
A1BGE H17 H17 H 0 1 N N N N N N -2.613 -7.783  12.924 -4.310 -1.384 -0.616 H17 A1BGE 54 
A1BGE H18 H18 H 0 1 N N N N N N -4.090 -7.199  13.763 -5.236 -0.489 0.612  H18 A1BGE 55 
A1BGE H19 H19 H 0 1 N N N N N N -4.588 -9.832  13.936 -6.022 -0.718 -2.339 H19 A1BGE 56 
A1BGE H20 H20 H 0 1 N N N N N N -4.092 -11.142 16.071 -9.130 -0.395 -2.392 H20 A1BGE 57 
A1BGE H21 H21 H 0 1 N N N N N N -2.865 -10.594 17.263 -9.827 -0.125 -0.762 H21 A1BGE 58 
A1BGE H22 H22 H 0 1 N N N N N N -2.074 -12.021 15.132 -8.960 -2.601 -1.556 H22 A1BGE 59 
A1BGE H23 H23 H 0 1 N N N N N N -2.655 -10.990 13.117 -6.679 -2.838 -1.520 H23 A1BGE 60 
A1BGE H24 H24 H 0 1 N N N N N N -7.280 -1.320  15.888 3.343  -5.891 0.274  H24 A1BGE 61 
A1BGE H25 H25 H 0 1 N N N N N N -5.842 -1.965  15.459 4.730  -6.837 0.327  H25 A1BGE 62 
A1BGE H26 H26 H 0 1 N N N N N N -4.692 -2.832  6.310  2.336  2.783  1.771  H26 A1BGE 63 
A1BGE H27 H27 H 0 1 N N N N N N -5.481 -5.164  8.417  -0.613 4.096  -0.849 H27 A1BGE 64 
A1BGE H28 H28 H 0 1 N N N N N N -1.134 -8.925  12.767 -5.798 -2.490 0.897  H28 A1BGE 65 
A1BGE H29 H29 H 0 1 N N N N N N -0.250 -10.670 16.461 -9.827 -2.070 0.828  H29 A1BGE 66 
A1BGE H30 H30 H 0 1 N N N N N N -4.525 2.472   8.318  6.726  0.495  -2.646 H30 A1BGE 67 
A1BGE H31 H31 H 0 1 N N N N N N -1.275 0.568   7.864  6.824  2.604  -1.860 H31 A1BGE 68 
# 
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 
A1BGE O36 S19 DOUB N N 1  
A1BGE S19 O20 DOUB N N 2  
A1BGE S19 N18 SING N N 3  
A1BGE S19 N21 SING N N 4  
A1BGE N18 C17 SING N N 5  
A1BGE O15 C14 SING N N 6  
A1BGE N21 C22 SING N N 7  
A1BGE C17 C16 SING N N 8  
A1BGE C16 C14 SING N N 9  
A1BGE C16 O37 SING N N 10 
A1BGE O13 C12 SING N N 11 
A1BGE C14 C12 SING N N 12 
A1BGE C22 C23 SING N N 13 
A1BGE O37 C11 SING N N 14 
A1BGE C12 C11 SING N N 15 
A1BGE C11 N10 SING N N 16 
A1BGE C23 C24 SING N N 17 
A1BGE C24 C25 SING N N 18 
A1BGE N10 C06 SING Y N 19 
A1BGE N10 C09 SING Y N 20 
A1BGE N05 C06 DOUB Y N 21 
A1BGE N05 C04 SING Y N 22 
A1BGE C06 C07 SING Y N 23 
A1BGE C09 N08 DOUB Y N 24 
A1BGE C25 C26 SING N N 25 
A1BGE C04 N03 DOUB Y N 26 
A1BGE C07 N08 SING Y N 27 
A1BGE C07 C02 DOUB Y N 28 
A1BGE C26 C27 SING N N 29 
A1BGE N32 C31 SING N N 30 
A1BGE N32 C33 SING N N 31 
A1BGE N03 C02 SING Y N 32 
A1BGE C31 C27 SING N N 33 
A1BGE C31 C30 SING N N 34 
A1BGE C27 S28 SING N N 35 
A1BGE C02 N01 SING N N 36 
A1BGE O35 C33 DOUB N N 37 
A1BGE C33 N34 SING N N 38 
A1BGE C30 N34 SING N N 39 
A1BGE C30 C29 SING N N 40 
A1BGE S28 C29 SING N N 41 
A1BGE C11 H1  SING N N 42 
A1BGE C04 H2  SING N N 43 
A1BGE C09 H3  SING N N 44 
A1BGE C12 H4  SING N N 45 
A1BGE C14 H5  SING N N 46 
A1BGE C16 H6  SING N N 47 
A1BGE C17 H7  SING N N 48 
A1BGE C17 H8  SING N N 49 
A1BGE C22 H9  SING N N 50 
A1BGE C22 H10 SING N N 51 
A1BGE C23 H11 SING N N 52 
A1BGE C23 H12 SING N N 53 
A1BGE C24 H13 SING N N 54 
A1BGE C24 H14 SING N N 55 
A1BGE C25 H15 SING N N 56 
A1BGE C25 H16 SING N N 57 
A1BGE C26 H17 SING N N 58 
A1BGE C26 H18 SING N N 59 
A1BGE C27 H19 SING N N 60 
A1BGE C29 H20 SING N N 61 
A1BGE C29 H21 SING N N 62 
A1BGE C30 H22 SING N N 63 
A1BGE C31 H23 SING N N 64 
A1BGE N01 H24 SING N N 65 
A1BGE N01 H25 SING N N 66 
A1BGE N18 H26 SING N N 67 
A1BGE N21 H27 SING N N 68 
A1BGE N32 H28 SING N N 69 
A1BGE N34 H29 SING N N 70 
A1BGE O13 H30 SING N N 71 
A1BGE O15 H31 SING N N 72 
# 
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 
A1BGE SMILES           ACDLabs              14.52   "O=C1NC2C(CCCCCNS(=O)(=O)NCC3OC(n4cnc5c(N)ncnc54)C(O)C3O)SCC2N1"                                                                                                                                                                              
A1BGE InChI            InChI                1.06    "InChI=1S/C20H31N9O6S2/c21-17-14-18(23-8-22-17)29(9-24-14)19-16(31)15(30)11(35-19)6-26-37(33,34)25-5-3-1-2-4-12-13-10(7-36-12)27-20(32)28-13/h8-13,15-16,19,25-26,30-31H,1-7H2,(H2,21,22,23)(H2,27,28,32)/t10-,11+,12-,13-,15+,16+,19+/m0/s1" 
A1BGE InChIKey         InChI                1.06    XESGTLMEDWYNFU-SQGSUPJISA-N                                                                                                                                                                                                                   
A1BGE SMILES_CANONICAL CACTVS               3.385   "Nc1ncnc2n(cnc12)[C@@H]3O[C@H](CN[S](=O)(=O)NCCCCC[C@@H]4SC[C@@H]5NC(=O)N[C@H]45)[C@@H](O)[C@H]3O"                                                                                                                                            
A1BGE SMILES           CACTVS               3.385   "Nc1ncnc2n(cnc12)[CH]3O[CH](CN[S](=O)(=O)NCCCCC[CH]4SC[CH]5NC(=O)N[CH]45)[CH](O)[CH]3O"                                                                                                                                                       
A1BGE SMILES_CANONICAL "OpenEye OEToolkits" 3.1.0.0 "c1nc(c2c(n1)n(cn2)[C@H]3[C@@H]([C@@H]([C@H](O3)CNS(=O)(=O)NCCCCC[C@H]4[C@@H]5[C@H](CS4)NC(=O)N5)O)O)N"                                                                                                                                       
A1BGE SMILES           "OpenEye OEToolkits" 3.1.0.0 "c1nc(c2c(n1)n(cn2)C3C(C(C(O3)CNS(=O)(=O)NCCCCCC4C5C(CS4)NC(=O)N5)O)O)N"                                                                                                                                                                      
# 
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 
A1BGE "SYSTEMATIC NAME" ACDLabs              14.52   "5'-deoxy-5'-({5-[(3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl]pentyl}sulfamamido)adenosine"                                                                                               
A1BGE "SYSTEMATIC NAME" "OpenEye OEToolkits" 3.1.0.0 "(3~{a}~{S},4~{S},6~{a}~{R})-4-[5-[[(2~{R},3~{S},4~{R},5~{R})-5-(6-aminopurin-9-yl)-3,4-bis(oxidanyl)oxolan-2-yl]methylsulfamoylamino]pentyl]-1,3,3~{a},4,6,6~{a}-hexahydrothieno[3,4-d]imidazol-2-one" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
A1BGE "Create component" 2024-11-10 RCSB 
A1BGE "Initial release"  2025-04-09 RCSB 
# 
