data_A1AH3
# 
_chem_comp.id                                    A1AH3 
_chem_comp.name                                  "{(2R,3S,4R,5R)-5-[(8S)-4-aminopyrrolo[2,1-f][1,2,4]triazin-7-yl]-5-cyano-3,4-dihydroxyoxolan-2-yl}methyl [(2R,3S,4R,5R)-3,4,5-trihydroxyoxolan-2-yl]methyl dihydrogen diphosphate" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C17 H23 N5 O14 P2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2024-03-12 
_chem_comp.pdbx_modified_date                    2024-04-26 
_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                        583.337 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1AH3 
_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        9AZX 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  RCSB 
# 
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 
A1AH3 N1  N1  N 0 1 N N N N N N -22.160 11.540 -17.154 3.773  -0.736 3.369  N1  A1AH3 1  
A1AH3 N3  N2  N 0 1 Y N N N N N -18.870 10.774 -17.927 3.826  -2.543 -0.065 N3  A1AH3 2  
A1AH3 C4  C1  C 0 1 N N N N N N -21.500 10.911 -16.470 4.056  -0.257 2.379  C4  A1AH3 3  
A1AH3 C5  C2  C 0 1 N N R N N N -20.189 10.759 -13.465 2.717  1.890  0.920  C5  A1AH3 4  
A1AH3 C6  C3  C 0 1 N N N N N N -19.295 9.969  -12.521 1.794  2.607  -0.067 C6  A1AH3 5  
A1AH3 C7  C4  C 0 1 N N N N N N -16.925 5.906  -8.425  -5.593 0.031  -0.818 C7  A1AH3 6  
A1AH3 C8  C5  C 0 1 N N R N N N -16.942 4.400  -8.537  -6.049 -1.097 0.109  C8  A1AH3 7  
A1AH3 C10 C6  C 0 1 N N R N N N -15.061 3.435  -9.630  -8.055 -1.679 1.363  C10 A1AH3 8  
A1AH3 C13 C7  C 0 1 Y N N N N N -20.038 7.614  -16.695 6.608  -0.275 -0.049 C13 A1AH3 9  
A1AH3 C15 C8  C 0 1 Y N N N N N -18.691 8.391  -18.315 6.082  -2.302 -0.816 C15 A1AH3 10 
A1AH3 C17 C9  C 0 1 Y N N N N N -17.818 8.672  -19.399 5.963  -3.590 -1.387 C17 A1AH3 11 
A1AH3 C1  C10 C 0 1 N N S N N N -21.657 10.343 -13.495 3.963  2.752  1.216  C1  A1AH3 12 
A1AH3 C11 C11 C 0 1 N N R N N N -16.310 3.147  -10.447 -6.782 -1.574 2.232  C11 A1AH3 13 
A1AH3 C12 C12 C 0 1 Y N N N N N -20.011 9.029  -16.629 5.327  -0.552 0.311  C12 A1AH3 14 
A1AH3 C14 C13 C 0 1 Y N N N N N -19.209 7.240  -17.755 7.100  -1.370 -0.762 C14 A1AH3 15 
A1AH3 C16 C14 C 0 1 Y N N N N N -18.049 10.947 -18.928 3.782  -3.726 -0.614 C16 A1AH3 16 
A1AH3 C2  C15 C 0 1 N N R N N N -21.613 9.292  -14.606 5.111  1.725  1.334  C2  A1AH3 17 
A1AH3 C3  C16 C 0 1 N N R N N N -20.710 9.956  -15.669 4.423  0.363  1.095  C3  A1AH3 18 
A1AH3 C9  C17 C 0 1 N N S N N N -15.617 3.699  -8.232  -7.562 -1.357 -0.065 C9  A1AH3 19 
A1AH3 N2  N3  N 0 1 Y N N N N N -19.193 9.467  -17.625 4.995  -1.774 -0.146 N2  A1AH3 20 
A1AH3 N4  N4  N 0 1 Y N N N N N -17.495 9.964  -19.670 4.822  -4.248 -1.263 N4  A1AH3 21 
A1AH3 N5  N5  N 0 1 N N N N N N -17.278 7.699  -20.143 7.024  -4.155 -2.065 N5  A1AH3 22 
A1AH3 O1  O1  O 0 1 N N N N N N -22.511 11.428 -13.850 3.800  3.464  2.445  O1  A1AH3 23 
A1AH3 O10 O2  O 0 1 N N N N N N -19.938 8.189  -8.855  -3.462 0.938  -3.140 O10 A1AH3 24 
A1AH3 O11 O3  O 0 1 N N N N N N -17.510 8.838  -8.283  -3.911 2.619  -1.311 O11 A1AH3 25 
A1AH3 O12 O4  O 0 1 N N N N N N -17.764 7.190  -12.917 -0.050 2.312  -2.764 O12 A1AH3 26 
A1AH3 O13 O5  O 0 1 N N N N N N -19.787 6.306  -11.622 -1.048 3.636  -0.861 O13 A1AH3 27 
A1AH3 O14 O6  O 0 1 N N N N N N -22.890 8.944  -15.127 5.692  1.770  2.639  O14 A1AH3 28 
A1AH3 O2  O7  O 0 1 N N N N N N -19.721 10.569 -14.845 3.235  0.676  0.333  O2  A1AH3 29 
A1AH3 O3  O8  O 0 1 N N N N N N -19.808 8.627  -12.344 0.611  1.830  -0.265 O3  A1AH3 30 
A1AH3 O4  O9  O 0 1 N N N N N N -18.117 7.939  -10.579 -1.803 1.242  -1.123 O4  A1AH3 31 
A1AH3 O5  O10 O 0 1 N N N N N N -18.277 6.409  -8.600  -4.174 0.177  -0.727 O5  A1AH3 32 
A1AH3 O6  O11 O 0 1 N N N N N N -17.314 4.008  -9.880  -5.900 -0.703 1.491  O6  A1AH3 33 
A1AH3 O7  O12 O 0 1 N N N N N N -16.177 3.425  -11.809 -7.094 -1.001 3.504  O7  A1AH3 34 
A1AH3 O8  O13 O 0 1 N N N N N N -14.089 2.391  -9.695  -8.594 -3.001 1.422  O8  A1AH3 35 
A1AH3 O9  O14 O 0 1 N N N N N N -15.832 2.503  -7.486  -7.781 -2.472 -0.933 O9  A1AH3 36 
A1AH3 P1  P1  P 0 1 N N N N N N -18.846 7.413  -11.901 -0.583 2.285  -1.245 P1  A1AH3 37 
A1AH3 P2  P2  P 0 1 N N N N N N -18.477 7.952  -8.980  -3.350 1.274  -1.570 P2  A1AH3 38 
A1AH3 H4  H1  H 0 1 N N N N N N -20.129 11.825 -13.201 2.182  1.666  1.844  H4  A1AH3 39 
A1AH3 H5  H2  H 0 1 N N N N N N -18.280 9.916  -12.942 1.524  3.585  0.333  H5  A1AH3 40 
A1AH3 H6  H3  H 0 1 N N N N N N -19.261 10.476 -11.545 2.309  2.734  -1.019 H6  A1AH3 41 
A1AH3 H7  H4  H 0 1 N N N N N N -16.272 6.326  -9.204  -5.868 -0.210 -1.845 H7  A1AH3 42 
A1AH3 H8  H5  H 0 1 N N N N N N -16.548 6.198  -7.433  -6.074 0.963  -0.521 H8  A1AH3 43 
A1AH3 H9  H6  H 0 1 N N N N N N -17.695 4.015  -7.834  -5.482 -2.006 -0.091 H9  A1AH3 44 
A1AH3 H11 H7  H 0 1 N N N N N N -14.617 4.370  -10.002 -8.799 -0.949 1.686  H11 A1AH3 45 
A1AH3 H16 H8  H 0 1 N N N N N N -20.594 6.951  -16.049 7.150  0.631  0.176  H16 A1AH3 46 
A1AH3 H2  H9  H 0 1 N N N N N N -21.948 9.882  -12.539 4.153  3.444  0.395  H2  A1AH3 47 
A1AH3 H12 H10 H 0 1 N N N N N N -16.594 2.095  -10.297 -6.328 -2.556 2.359  H12 A1AH3 48 
A1AH3 H17 H11 H 0 1 N N N N N N -19.009 6.230  -18.079 8.087  -1.470 -1.188 H17 A1AH3 49 
A1AH3 H18 H12 H 0 1 N N N N N N -17.791 11.964 -19.184 2.872  -4.302 -0.540 H18 A1AH3 50 
A1AH3 H3  H13 H 0 1 N N N N N N -21.102 8.396  -14.224 5.868  1.909  0.571  H3  A1AH3 51 
A1AH3 H10 H14 H 0 1 N N N N N N -14.950 4.388  -7.693  -8.061 -0.468 -0.451 H10 A1AH3 52 
A1AH3 H19 H15 H 0 1 N N N N N N -16.677 8.101  -20.833 7.859  -3.667 -2.152 H19 A1AH3 53 
A1AH3 H20 H16 H 0 1 N N N N N N -16.749 7.086  -19.557 6.937  -5.039 -2.454 H20 A1AH3 54 
A1AH3 H1  H17 H 0 1 N N N N N N -22.522 12.066 -13.146 4.577  3.975  2.709  H1  A1AH3 55 
A1AH3 H22 H18 H 0 1 N N N N N N -20.090 8.943  -8.297  -3.112 0.070  -3.383 H22 A1AH3 56 
A1AH3 H23 H19 H 0 1 N N N N N N -17.834 6.310  -13.267 0.272  1.458  -3.083 H23 A1AH3 57 
A1AH3 H21 H20 H 0 1 N N N N N N -22.787 8.291  -15.809 6.086  2.624  2.864  H21 A1AH3 58 
A1AH3 H13 H21 H 0 1 N N N N N N -16.991 3.223  -12.255 -6.331 -0.911 4.092  H13 A1AH3 59 
A1AH3 H14 H22 H 0 1 N N N N N N -13.793 2.288  -10.592 -8.864 -3.276 2.309  H14 A1AH3 60 
A1AH3 H15 H23 H 0 1 N N N N N N -14.997 2.086  -7.309  -8.715 -2.680 -1.077 H15 A1AH3 61 
# 
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 
A1AH3 O1  C1  SING N N 1  
A1AH3 C1  C2  SING N N 2  
A1AH3 C2  C3  SING N N 3  
A1AH3 C3  C4  SING N N 4  
A1AH3 C4  N1  TRIP N N 5  
A1AH3 C3  O2  SING N N 6  
A1AH3 O2  C5  SING N N 7  
A1AH3 C5  C6  SING N N 8  
A1AH3 C6  O3  SING N N 9  
A1AH3 O3  P1  SING N N 10 
A1AH3 P1  O4  SING N N 11 
A1AH3 O4  P2  SING N N 12 
A1AH3 P2  O5  SING N N 13 
A1AH3 O5  C7  SING N N 14 
A1AH3 C7  C8  SING N N 15 
A1AH3 C8  C9  SING N N 16 
A1AH3 C9  C10 SING N N 17 
A1AH3 C10 C11 SING N N 18 
A1AH3 C11 O6  SING N N 19 
A1AH3 C11 O7  SING N N 20 
A1AH3 C10 O8  SING N N 21 
A1AH3 C9  O9  SING N N 22 
A1AH3 P2  O10 SING N N 23 
A1AH3 P2  O11 DOUB N N 24 
A1AH3 P1  O12 SING N N 25 
A1AH3 P1  O13 DOUB N N 26 
A1AH3 C3  C12 SING N N 27 
A1AH3 C12 C13 DOUB Y N 28 
A1AH3 C13 C14 SING Y N 29 
A1AH3 C14 C15 DOUB Y N 30 
A1AH3 C15 N2  SING Y N 31 
A1AH3 N2  N3  SING Y N 32 
A1AH3 N3  C16 DOUB Y N 33 
A1AH3 C16 N4  SING Y N 34 
A1AH3 N4  C17 DOUB Y N 35 
A1AH3 C17 N5  SING N N 36 
A1AH3 C2  O14 SING N N 37 
A1AH3 C1  C5  SING N N 38 
A1AH3 C8  O6  SING N N 39 
A1AH3 C12 N2  SING Y N 40 
A1AH3 C15 C17 SING Y N 41 
A1AH3 C5  H4  SING N N 42 
A1AH3 C6  H5  SING N N 43 
A1AH3 C6  H6  SING N N 44 
A1AH3 C7  H7  SING N N 45 
A1AH3 C7  H8  SING N N 46 
A1AH3 C8  H9  SING N N 47 
A1AH3 C10 H11 SING N N 48 
A1AH3 C13 H16 SING N N 49 
A1AH3 C1  H2  SING N N 50 
A1AH3 C11 H12 SING N N 51 
A1AH3 C14 H17 SING N N 52 
A1AH3 C16 H18 SING N N 53 
A1AH3 C2  H3  SING N N 54 
A1AH3 C9  H10 SING N N 55 
A1AH3 N5  H19 SING N N 56 
A1AH3 N5  H20 SING N N 57 
A1AH3 O1  H1  SING N N 58 
A1AH3 O10 H22 SING N N 59 
A1AH3 O12 H23 SING N N 60 
A1AH3 O14 H21 SING N N 61 
A1AH3 O7  H13 SING N N 62 
A1AH3 O8  H14 SING N N 63 
A1AH3 O9  H15 SING N N 64 
# 
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 
A1AH3 SMILES           ACDLabs              12.01 "OC1C(O)C(O)OC1COP(=O)(O)OP(=O)(O)OCC1OC(C#N)(C(O)C1O)c1ccc2c(N)ncnn21"                                                                                                                                                                            
A1AH3 InChI            InChI                1.06  "InChI=1S/C17H23N5O14P2/c18-5-17(10-2-1-7-15(19)20-6-21-22(7)10)14(26)12(24)9(35-17)4-33-38(30,31)36-37(28,29)32-3-8-11(23)13(25)16(27)34-8/h1-2,6,8-9,11-14,16,23-27H,3-4H2,(H,28,29)(H,30,31)(H2,19,20,21)/t8-,9-,11-,12-,13-,14-,16-,17+/m1/s1" 
A1AH3 InChIKey         InChI                1.06  OXUMWBCVIOHGKL-AFOAYCNSSA-N                                                                                                                                                                                                                        
A1AH3 SMILES_CANONICAL CACTVS               3.385 "Nc1ncnn2c1ccc2[C@@]3(O[C@H](CO[P](O)(=O)O[P](O)(=O)OC[C@H]4O[C@@H](O)[C@H](O)[C@@H]4O)[C@@H](O)[C@H]3O)C#N"                                                                                                                                       
A1AH3 SMILES           CACTVS               3.385 "Nc1ncnn2c1ccc2[C]3(O[CH](CO[P](O)(=O)O[P](O)(=O)OC[CH]4O[CH](O)[CH](O)[CH]4O)[CH](O)[CH]3O)C#N"                                                                                                                                                   
A1AH3 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "c1cc(n2c1c(ncn2)N)[C@]3([C@@H]([C@@H]([C@H](O3)COP(=O)(O)OP(=O)(O)OC[C@@H]4[C@H]([C@H]([C@@H](O4)O)O)O)O)O)C#N"                                                                                                                                   
A1AH3 SMILES           "OpenEye OEToolkits" 2.0.7 "c1cc(n2c1c(ncn2)N)C3(C(C(C(O3)COP(=O)(O)OP(=O)(O)OCC4C(C(C(O4)O)O)O)O)O)C#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 
A1AH3 "SYSTEMATIC NAME" ACDLabs              12.01 "{(2R,3S,4R,5R)-5-[(8S)-4-aminopyrrolo[2,1-f][1,2,4]triazin-7-yl]-5-cyano-3,4-dihydroxyoxolan-2-yl}methyl [(2R,3S,4R,5R)-3,4,5-trihydroxyoxolan-2-yl]methyl dihydrogen diphosphate (non-preferred name)"                           
A1AH3 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "[[(2~{R},3~{S},4~{R},5~{R})-5-(4-azanylpyrrolo[2,1-f][1,2,4]triazin-7-yl)-5-cyano-3,4-bis(oxidanyl)oxolan-2-yl]methoxy-oxidanyl-phosphoryl] [(2~{R},3~{S},4~{R},5~{R})-3,4,5-tris(oxidanyl)oxolan-2-yl]methyl hydrogen phosphate" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
A1AH3 "Create component" 2024-03-12 RCSB 
A1AH3 "Initial release"  2024-05-01 RCSB 
# 
