data_9ZA
# 
_chem_comp.id                                    9ZA 
_chem_comp.name                                  "[(2~{R},3~{S},4~{R},5~{R})-5-(6-aminopurin-9-yl)-3,4-bis(oxidanyl)oxolan-2-yl]methoxy-~{N}-[(2~{S})-1-methoxy-1-oxidanylidene-propan-2-yl]phosphonamidic acid" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C14 H21 N6 O8 P" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2017-06-28 
_chem_comp.pdbx_modified_date                    2017-10-13 
_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                        432.326 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     9ZA 
_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        5WA8 
_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 
9ZA O3P   O1  O 0 1 N N N -30.926 3.732  -22.638 3.471  -2.635 -0.892 O3P   9ZA 1  
9ZA P     P1  P 0 1 N N N -31.593 3.841  -23.978 3.156  -1.690 0.373  P     9ZA 2  
9ZA O2P   O2  O 0 1 N N N -32.375 2.669  -24.516 2.861  -2.530 1.555  O2P   9ZA 3  
9ZA "O5'" O3  O 0 1 N N N -30.405 4.200  -24.991 1.883  -0.761 0.044  "O5'" 9ZA 4  
9ZA "C5'" C1  C 0 1 N N N -30.569 3.983  -26.388 1.225  0.037  1.032  "C5'" 9ZA 5  
9ZA "C4'" C2  C 0 1 N N R -29.589 4.893  -27.108 0.062  0.791  0.386  "C4'" 9ZA 6  
9ZA "C3'" C3  C 0 1 N N S -30.023 6.364  -27.141 -0.610 1.727  1.416  "C3'" 9ZA 7  
9ZA "O3'" O4  O 0 1 N N N -29.042 7.178  -26.475 -0.132 3.065  1.263  "O3'" 9ZA 8  
9ZA "C2'" C4  C 0 1 N N R -30.138 6.668  -28.633 -2.114 1.646  1.071  "C2'" 9ZA 9  
9ZA "O2'" O5  O 0 1 N N N -29.690 7.968  -29.024 -2.612 2.933  0.698  "O2'" 9ZA 10 
9ZA "C1'" C5  C 0 1 N N R -29.241 5.596  -29.229 -2.173 0.672  -0.127 "C1'" 9ZA 11 
9ZA "O4'" O6  O 0 1 N N N -29.508 4.440  -28.460 -0.977 -0.131 -0.011 "O4'" 9ZA 12 
9ZA N9    N1  N 0 1 Y N N -29.552 5.253  -30.623 -3.366 -0.174 -0.038 N9    9ZA 13 
9ZA C4    C6  C 0 1 Y N N -28.621 5.065  -31.546 -4.623 0.146  -0.484 C4    9ZA 14 
9ZA C5    C7  C 0 1 Y N N -29.352 4.720  -32.752 -5.433 -0.963 -0.187 C5    9ZA 15 
9ZA N7    N2  N 0 1 Y N N -30.660 4.728  -32.452 -4.644 -1.885 0.415  N7    9ZA 16 
9ZA C8    C8  C 0 1 Y N N -30.775 5.037  -31.138 -3.429 -1.426 0.498  C8    9ZA 17 
9ZA N3    N3  N 0 1 Y N N -27.273 5.145  -31.538 -5.166 1.200  -1.085 N3    9ZA 18 
9ZA C2    C9  C 0 1 Y N N -26.599 4.898  -32.671 -6.444 1.210  -1.398 C2    9ZA 19 
9ZA N1    N4  N 0 1 Y N N -27.204 4.576  -33.831 -7.245 0.192  -1.138 N1    9ZA 20 
9ZA C6    C10 C 0 1 Y N N -28.544 4.475  -33.945 -6.793 -0.903 -0.537 C6    9ZA 21 
9ZA N6    N5  N 0 1 N N N -29.146 4.162  -35.121 -7.640 -1.965 -0.269 N6    9ZA 22 
9ZA N2    N6  N 0 1 N N N -32.694 5.164  -24.000 4.492  -0.718 0.693  N2    9ZA 23 
9ZA C3    C11 C 0 1 N N S -32.432 6.350  -23.212 4.814  0.132  -0.461 C3    9ZA 24 
9ZA C7    C12 C 0 1 N N N -33.423 7.380  -23.608 6.308  0.303  -0.557 C7    9ZA 25 
9ZA C9    C13 C 0 1 N N N -31.038 6.935  -23.414 4.154  1.501  -0.286 C9    9ZA 26 
9ZA O10   O7  O 0 1 N N N -34.063 7.334  -24.640 7.030  -0.229 0.252  O10   9ZA 27 
9ZA O11   O8  O 0 1 N N N -33.619 8.467  -22.707 6.836  1.045  -1.543 O11   9ZA 28 
9ZA C12   C14 C 0 1 N N N -34.479 9.534  -23.112 8.283  1.166  -1.574 C12   9ZA 29 
9ZA H1    H1  H 0 1 N N N -31.093 2.873  -22.269 3.673  -2.151 -1.704 H1    9ZA 30 
9ZA H2    H2  H 0 1 N N N -31.599 4.227  -26.688 0.846  -0.607 1.825  H2    9ZA 31 
9ZA H3    H3  H 0 1 N N N -30.355 2.932  -26.633 1.934  0.751  1.451  H3    9ZA 32 
9ZA H4    H4  H 0 1 N N N -28.606 4.822  -26.620 0.411  1.362  -0.474 H4    9ZA 33 
9ZA H5    H5  H 0 1 N N N -31.009 6.468  -26.665 -0.429 1.371  2.430  H5    9ZA 34 
9ZA H6    H6  H 0 1 N N N -29.012 6.948  -25.554 -0.522 3.694  1.885  H6    9ZA 35 
9ZA H7    H7  H 0 1 N N N -31.175 6.500  -28.960 -2.679 1.249  1.914  H7    9ZA 36 
9ZA H8    H8  H 0 1 N N N -30.259 8.627  -28.645 -2.543 3.598  1.395  H8    9ZA 37 
9ZA H9    H9  H 0 1 N N N -28.188 5.901  -29.136 -2.168 1.224  -1.066 H9    9ZA 38 
9ZA H10   H10 H 0 1 N N N -31.704 5.100  -30.590 -2.595 -1.956 0.934  H10   9ZA 39 
9ZA H11   H11 H 0 1 N N N -25.521 4.960  -32.653 -6.853 2.082  -1.885 H11   9ZA 40 
9ZA H12   H12 H 0 1 N N N -28.451 4.032  -35.828 -8.576 -1.914 -0.521 H12   9ZA 41 
9ZA H13   H13 H 0 1 N N N -29.672 3.318  -35.012 -7.299 -2.759 0.170  H13   9ZA 42 
9ZA H14   H14 H 0 1 N N N -32.765 5.462  -24.952 4.344  -0.161 1.522  H14   9ZA 43 
9ZA H15   H15 H 0 1 N N N -32.562 6.118  -22.145 4.442  -0.337 -1.372 H15   9ZA 44 
9ZA H16   H16 H 0 1 N N N -30.920 7.828  -22.783 4.525  1.970  0.625  H16   9ZA 45 
9ZA H17   H17 H 0 1 N N N -30.282 6.186  -23.134 4.393  2.131  -1.143 H17   9ZA 46 
9ZA H18   H18 H 0 1 N N N -30.906 7.212  -24.470 3.073  1.377  -0.217 H18   9ZA 47 
9ZA H19   H19 H 0 1 N N N -34.527 10.290 -22.314 8.630  1.622  -0.646 H19   9ZA 48 
9ZA H20   H20 H 0 1 N N N -34.085 9.994  -24.030 8.728  0.177  -1.682 H20   9ZA 49 
9ZA H21   H21 H 0 1 N N N -35.488 9.139  -23.304 8.577  1.791  -2.417 H21   9ZA 50 
# 
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 
9ZA N6    C6    SING N N 1  
9ZA C6    N1    DOUB Y N 2  
9ZA C6    C5    SING Y N 3  
9ZA N1    C2    SING Y N 4  
9ZA C5    N7    SING Y N 5  
9ZA C5    C4    DOUB Y N 6  
9ZA C2    N3    DOUB Y N 7  
9ZA N7    C8    DOUB Y N 8  
9ZA C4    N3    SING Y N 9  
9ZA C4    N9    SING Y N 10 
9ZA C8    N9    SING Y N 11 
9ZA N9    "C1'" SING N N 12 
9ZA "C1'" "C2'" SING N N 13 
9ZA "C1'" "O4'" SING N N 14 
9ZA "O2'" "C2'" SING N N 15 
9ZA "C2'" "C3'" SING N N 16 
9ZA "O4'" "C4'" SING N N 17 
9ZA "C3'" "C4'" SING N N 18 
9ZA "C3'" "O3'" SING N N 19 
9ZA "C4'" "C5'" SING N N 20 
9ZA "C5'" "O5'" SING N N 21 
9ZA "O5'" P     SING N N 22 
9ZA O10   C7    DOUB N N 23 
9ZA O2P   P     DOUB N N 24 
9ZA N2    P     SING N N 25 
9ZA N2    C3    SING N N 26 
9ZA P     O3P   SING N N 27 
9ZA C7    C3    SING N N 28 
9ZA C7    O11   SING N N 29 
9ZA C9    C3    SING N N 30 
9ZA C12   O11   SING N N 31 
9ZA O3P   H1    SING N N 32 
9ZA "C5'" H2    SING N N 33 
9ZA "C5'" H3    SING N N 34 
9ZA "C4'" H4    SING N N 35 
9ZA "C3'" H5    SING N N 36 
9ZA "O3'" H6    SING N N 37 
9ZA "C2'" H7    SING N N 38 
9ZA "O2'" H8    SING N N 39 
9ZA "C1'" H9    SING N N 40 
9ZA C8    H10   SING N N 41 
9ZA C2    H11   SING N N 42 
9ZA N6    H12   SING N N 43 
9ZA N6    H13   SING N N 44 
9ZA N2    H14   SING N N 45 
9ZA C3    H15   SING N N 46 
9ZA C9    H16   SING N N 47 
9ZA C9    H17   SING N N 48 
9ZA C9    H18   SING N N 49 
9ZA C12   H19   SING N N 50 
9ZA C12   H20   SING N N 51 
9ZA C12   H21   SING N N 52 
# 
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 
9ZA SMILES           ACDLabs              12.01 "OP(=O)(OCC1C(O)C(O)C(O1)n3c2ncnc(c2nc3)N)NC(C(OC)=O)C"                                                                                                                                       
9ZA InChI            InChI                1.03  "InChI=1S/C14H21N6O8P/c1-6(14(23)26-2)19-29(24,25)27-3-7-9(21)10(22)13(28-7)20-5-18-8-11(15)16-4-17-12(8)20/h4-7,9-10,13,21-22H,3H2,1-2H3,(H2,15,16,17)(H2,19,24,25)/t6-,7+,9+,10+,13+/m0/s1" 
9ZA InChIKey         InChI                1.03  KHSIAISBDZSYJB-WFMPWKQPSA-N                                                                                                                                                                   
9ZA SMILES_CANONICAL CACTVS               3.385 "COC(=O)[C@H](C)N[P](O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)n2cnc3c(N)ncnc23"                                                                                                                  
9ZA SMILES           CACTVS               3.385 "COC(=O)[CH](C)N[P](O)(=O)OC[CH]1O[CH]([CH](O)[CH]1O)n2cnc3c(N)ncnc23"                                                                                                                        
9ZA SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "C[C@@H](C(=O)OC)NP(=O)(O)OC[C@@H]1[C@H]([C@H]([C@@H](O1)n2cnc3c2ncnc3N)O)O"                                                                                                                  
9ZA SMILES           "OpenEye OEToolkits" 2.0.6 "CC(C(=O)OC)NP(=O)(O)OCC1C(C(C(O1)n2cnc3c2ncnc3N)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 
9ZA "SYSTEMATIC NAME" ACDLabs              12.01 "methyl (2S)-2-{[(S)-{[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl]methoxy}(hydroxy)phosphoryl]amino}propanoate (non-preferred name)" 
9ZA "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "[(2~{R},3~{S},4~{R},5~{R})-5-(6-aminopurin-9-yl)-3,4-bis(oxidanyl)oxolan-2-yl]methoxy-~{N}-[(2~{S})-1-methoxy-1-oxidanylidene-propan-2-yl]phosphonamidic 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 
9ZA "Create component" 2017-06-28 RCSB 
9ZA "Initial release"  2017-10-18 RCSB 
# 
