data_9GM
# 
_chem_comp.id                                    9GM 
_chem_comp.name                                  "2-amino-9-{5-O-[(S)-hydroxy{[(R)-hydroxy(phosphonoamino)phosphoryl]oxy}phosphoryl]-alpha-L-xylofuranosyl}-1,9-dihydro-6H-purin-6-one" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C10 H17 N6 O13 P3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2017-05-10 
_chem_comp.pdbx_modified_date                    2017-12-01 
_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                        522.196 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     9GM 
_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        5VPY 
_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.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 
9GM C1  C1  C 0 1 N N N 16.890 -7.382 10.668 7.241  -1.314 0.880  C1  9GM 1  
9GM C2  C2  C 0 1 Y N N 17.140 -6.101 12.472 5.073  -0.801 0.271  C2  9GM 2  
9GM C3  C3  C 0 1 Y N N 17.747 -5.059 11.817 4.946  -2.038 -0.371 C3  9GM 3  
9GM C4  C4  C 0 1 Y N N 17.594 -4.467 13.871 3.062  -0.993 -0.612 C4  9GM 4  
9GM C5  C5  C 0 1 N N R 16.305 -6.523 14.749 3.525  1.170  0.605  C5  9GM 5  
9GM C6  C6  C 0 1 N N S 16.238 -5.402 16.620 1.608  1.851  -0.501 C6  9GM 6  
9GM N2  N1  N 0 1 N N N 16.671 -7.268 11.969 6.223  -0.483 0.876  N2  9GM 7  
9GM O1  O1  O 0 1 N N N 15.453 -5.638 15.443 2.098  1.286  0.734  O1  9GM 8  
9GM O4  O2  O 0 1 N N N 18.652 -1.950 17.522 -2.819 2.633  -0.932 O4  9GM 9  
9GM O5  O3  O 0 1 N N N 16.240 -1.260 17.995 -3.127 0.415  0.233  O5  9GM 10 
9GM O6  O4  O 0 1 N N N 17.517 0.456  19.091 -5.556 0.809  1.160  O6  9GM 11 
9GM P1  P1  P 0 1 N N N 17.363 -2.412 18.119 -2.300 1.795  0.172  P1  9GM 12 
9GM O7  O5  O 0 1 N N N 15.521 1.106  17.603 -5.133 0.430  -1.300 O7  9GM 13 
9GM O8  O6  O 0 1 N N N 14.236 0.159  22.296 -6.998 -1.657 -1.407 O8  9GM 14 
9GM O9  O7  O 0 1 N N N 14.491 2.231  21.003 -7.310 -1.373 1.082  O9  9GM 15 
9GM P2  P2  P 0 1 N N N 16.124 0.187  18.640 -4.681 0.033  0.053  P2  9GM 16 
9GM O10 O8  O 0 1 N N N 16.506 0.953  21.737 -6.636 -3.661 0.255  O10 9GM 17 
9GM O11 O9  O 0 1 N N N 15.512 -7.631 17.541 2.439  4.129  -0.116 O11 9GM 18 
9GM O12 O10 O 0 1 N N N 18.488 -7.198 15.792 4.640  1.638  -1.516 O12 9GM 19 
9GM N1  N2  N 0 1 N N N 16.503 -8.492 10.021 8.401  -0.945 1.514  N1  9GM 20 
9GM N3  N3  N 0 1 Y N N 18.035 -4.029 12.709 3.695  -2.095 -0.891 N3  9GM 21 
9GM N4  N4  N 0 1 Y N N 17.044 -5.734 13.779 3.874  -0.162 0.105  N4  9GM 22 
9GM C7  C7  C 0 1 N N N 15.655 -4.328 17.472 0.236  2.496  -0.290 C7  9GM 23 
9GM O2  O11 O 0 1 N N N 16.574 -3.304 17.114 -0.743 1.476  -0.083 O2  9GM 24 
9GM O3  O12 O 0 1 N N N 17.338 -2.998 19.486 -2.466 2.582  1.567  O3  9GM 25 
9GM N5  N5  N 0 1 N N N 15.090 -0.053 19.863 -4.877 -1.627 0.245  N5  9GM 26 
9GM P3  P3  P 0 1 N N N 15.075 0.844  21.234 -6.491 -2.069 0.064  P3  9GM 27 
9GM C8  C8  C 0 1 N N S 16.579 -6.792 17.136 2.668  2.926  -0.853 C8  9GM 28 
9GM C9  C9  C 0 1 N N S 17.093 -7.335 15.802 3.983  2.244  -0.401 C9  9GM 29 
9GM C10 C10 C 0 1 N N N 17.974 -5.180 10.424 6.046  -2.927 -0.351 C10 9GM 30 
9GM O13 O13 O 0 1 N N N 18.477 -4.361 9.648  5.979  -4.015 -0.898 O13 9GM 31 
9GM N6  N6  N 0 1 N N N 17.475 -6.386 9.924  7.176  -2.535 0.276  N6  9GM 32 
9GM H1  H1  H 0 1 N N N 17.655 -3.902 14.790 2.047  -0.768 -0.905 H1  9GM 33 
9GM H2  H2  H 0 1 N N N 15.683 -7.242 14.195 4.000  1.341  1.571  H2  9GM 34 
9GM H3  H3  H 0 1 N N N 17.195 -4.994 16.262 1.558  1.091  -1.280 H3  9GM 35 
9GM H4  H4  H 0 1 N N N 17.856 1.217  18.635 -5.314 0.597  2.071  H4  9GM 36 
9GM H5  H5  H 0 1 N N N 13.541 0.743  22.576 -6.505 -2.076 -2.125 H5  9GM 37 
9GM H6  H6  H 0 1 N N N 16.749 1.869  21.806 -7.542 -3.987 0.164  H6  9GM 38 
9GM H7  H7  H 0 1 N N N 15.165 -7.324 18.370 3.077  4.831  -0.302 H7  9GM 39 
9GM H8  H8  H 0 1 N N N 18.865 -7.738 16.477 4.949  2.268  -2.181 H8  9GM 40 
9GM H9  H9  H 0 1 N N N 16.051 -9.230 10.521 8.460  -0.081 1.951  H9  9GM 41 
9GM H10 H10 H 0 1 N N N 16.667 -8.581 9.039  9.160  -1.548 1.525  H10 9GM 42 
9GM H11 H11 H 0 1 N N N 14.621 -4.082 17.190 0.272  3.149  0.582  H11 9GM 43 
9GM H12 H12 H 0 1 N N N 15.695 -4.573 18.544 -0.029 3.081  -1.171 H12 9GM 44 
9GM H13 H13 H 0 1 N N N 18.218 -3.008 19.843 -2.145 2.091  2.336  H13 9GM 45 
9GM H14 H14 H 0 1 N N N 14.176 0.039  19.468 -4.288 -2.137 -0.395 H14 9GM 46 
9GM H15 H15 H 0 1 N N N 17.389 -6.749 17.879 2.680  3.124  -1.924 H15 9GM 47 
9GM H16 H16 H 0 1 N N N 16.807 -8.394 15.716 4.642  2.965  0.083  H16 9GM 48 
9GM H17 H17 H 0 1 N N N 17.550 -6.537 8.938  7.946  -3.125 0.297  H17 9GM 49 
# 
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 
9GM O13 C10 DOUB N N 1  
9GM N6  C10 SING N N 2  
9GM N6  C1  SING N N 3  
9GM N1  C1  SING N N 4  
9GM C10 C3  SING N N 5  
9GM C1  N2  DOUB N N 6  
9GM C3  C2  DOUB Y N 7  
9GM C3  N3  SING Y N 8  
9GM N2  C2  SING N N 9  
9GM C2  N4  SING Y N 10 
9GM N3  C4  DOUB Y N 11 
9GM N4  C4  SING Y N 12 
9GM N4  C5  SING N N 13 
9GM C5  O1  SING N N 14 
9GM C5  C9  SING N N 15 
9GM O1  C6  SING N N 16 
9GM O12 C9  SING N N 17 
9GM C9  C8  SING N N 18 
9GM C6  C8  SING N N 19 
9GM C6  C7  SING N N 20 
9GM O2  C7  SING N N 21 
9GM O2  P1  SING N N 22 
9GM C8  O11 SING N N 23 
9GM O4  P1  DOUB N N 24 
9GM O7  P2  DOUB N N 25 
9GM O5  P1  SING N N 26 
9GM O5  P2  SING N N 27 
9GM P1  O3  SING N N 28 
9GM P2  O6  SING N N 29 
9GM P2  N5  SING N N 30 
9GM N5  P3  SING N N 31 
9GM O9  P3  DOUB N N 32 
9GM P3  O10 SING N N 33 
9GM P3  O8  SING N N 34 
9GM C4  H1  SING N N 35 
9GM C5  H2  SING N N 36 
9GM C6  H3  SING N N 37 
9GM O6  H4  SING N N 38 
9GM O8  H5  SING N N 39 
9GM O10 H6  SING N N 40 
9GM O11 H7  SING N N 41 
9GM O12 H8  SING N N 42 
9GM N1  H9  SING N N 43 
9GM N1  H10 SING N N 44 
9GM C7  H11 SING N N 45 
9GM C7  H12 SING N N 46 
9GM O3  H13 SING N N 47 
9GM N5  H14 SING N N 48 
9GM C8  H15 SING N N 49 
9GM C9  H16 SING N N 50 
9GM N6  H17 SING N N 51 
# 
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 
9GM SMILES           ACDLabs              12.01 "C2(=Nc1n(cnc1C(=O)N2)C3OC(C(O)C3O)COP(=O)(OP(O)(=O)NP(O)(=O)O)O)N" 
9GM InChI            InChI                1.03  
"InChI=1S/C10H17N6O13P3/c11-10-13-7-4(8(19)14-10)12-2-16(7)9-6(18)5(17)3(28-9)1-27-32(25,26)29-31(23,24)15-30(20,21)22/h2-3,5-6,9,17-18H,1H2,(H,25,26)(H3,11,13,14,19)(H4,15,20,21,22,23,24)/t3-,5+,6-,9+/m0/s1" 
9GM InChIKey         InChI                1.03  UQABYHGXWYXDTK-FULWYAMNSA-N 
9GM SMILES_CANONICAL CACTVS               3.385 "NC1=Nc2n(cnc2C(=O)N1)[C@@H]3O[C@@H](CO[P](O)(=O)O[P](O)(=O)N[P](O)(O)=O)[C@@H](O)[C@@H]3O" 
9GM SMILES           CACTVS               3.385 "NC1=Nc2n(cnc2C(=O)N1)[CH]3O[CH](CO[P](O)(=O)O[P](O)(=O)N[P](O)(O)=O)[CH](O)[CH]3O" 
9GM SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "c1nc2c(n1[C@H]3[C@H]([C@@H]([C@@H](O3)COP(=O)(O)OP(=O)(NP(=O)(O)O)O)O)O)N=C(NC2=O)N" 
9GM SMILES           "OpenEye OEToolkits" 2.0.6 "c1nc2c(n1C3C(C(C(O3)COP(=O)(O)OP(=O)(NP(=O)(O)O)O)O)O)N=C(NC2=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 
9GM "SYSTEMATIC NAME" ACDLabs              12.01 "2-amino-9-{5-O-[(S)-hydroxy{[(R)-hydroxy(phosphonoamino)phosphoryl]oxy}phosphoryl]-alpha-L-xylofuranosyl}-1,9-dihydro-6H-purin-6-one"                                               
9GM "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "[[[[(2~{S},3~{S},4~{S},5~{R})-5-(2-azanyl-6-oxidanylidene-1~{H}-purin-9-yl)-3,4-bis(oxidanyl)oxolan-2-yl]methoxy-oxidanyl-phosphoryl]oxy-oxidanyl-phosphoryl]amino]phosphonic 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 
9GM "Create component" 2017-05-10 RCSB 
9GM "Initial release"  2017-12-06 RCSB 
# 
