data_6ZA
#

_chem_comp.id                                   6ZA
_chem_comp.name                                 "2-amino-9-[(2R,4aR,6R,7R,7aS)-2,7-dihydroxy-2-sulfanylidenetetrahydro-2H,4H-2lambda~5~-furo[3,2-d][1,3,2]dioxaphosphinin-6-yl]-3,9-dihydro-6H-purin-6-one"
_chem_comp.type                                 NON-POLYMER
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C10 H12 N5 O6 P S"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        ?
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2016-07-28
_chem_comp.pdbx_modified_date                   2019-12-11
_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                       361.271
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    6ZA
_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       5L0N
_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
6ZA  N12   N1   N  0  1  N  N  N  10.170  57.453  21.907  -5.524   0.647   0.311  N12   6ZA   1  
6ZA  C15   C1   C  0  1  N  N  R   5.841  60.240  18.259   1.744  -0.592  -1.090  C15   6ZA   2  
6ZA  C17   C2   C  0  1  N  N  R   6.593  58.037  18.227  -0.458  -0.028  -0.839  C17   6ZA   3  
6ZA  C20   C3   C  0  1  Y  N  N   8.150  56.281  17.934  -1.843  -1.960   0.008  C20   6ZA   4  
6ZA  C21   C4   C  0  1  Y  N  N   9.329  56.540  19.722  -3.771  -1.014   0.273  C21   6ZA   5  
6ZA  C22   C5   C  0  1  N  N  N  10.309  56.475  20.904  -5.160  -0.625   0.537  C22   6ZA   6  
6ZA  S01   S1   S  0  1  N  N  N   2.212  62.263  20.490   5.514   1.320   0.105  S01   6ZA   7  
6ZA  P02   P1   P  0  1  N  N  R   4.015  61.673  20.365   4.229   0.003   0.398  P02   6ZA   8  
6ZA  O03   O1   O  0  1  N  N  N   6.881  59.549  17.920   0.424  -1.034  -1.394  O03   6ZA   9  
6ZA  O04   O2   O  0  1  N  N  N   4.035  59.996  20.028   2.770   0.692   0.641  O04   6ZA  10  
6ZA  O05   O3   O  0  1  N  N  N   4.729  62.338  18.929   4.091  -0.939  -0.918  O05   6ZA  11  
6ZA  O06   O4   O  0  1  N  N  N   4.137  57.722  18.688   0.512   2.022   0.090  O06   6ZA  12  
6ZA  O07   O5   O  0  1  N  N  N   4.998  61.924  21.577   4.636  -0.889   1.675  O07   6ZA  13  
6ZA  O08   O6   O  0  1  N  N  N  11.162  55.628  21.002  -5.968  -1.440   0.953  O08   6ZA  14  
6ZA  N09   N2   N  0  1  Y  N  N   7.654  57.384  18.591  -1.692  -0.656  -0.359  N09   6ZA  15  
6ZA  N10   N3   N  0  1  N  N  N   8.238  58.529  20.744  -3.366   1.230  -0.398  N10   6ZA  16  
6ZA  N11   N4   N  0  1  Y  N  N   9.194  55.780  18.629  -3.073  -2.169   0.382  N11   6ZA  17  
6ZA  N13   N5   N  0  1  N  N  N   9.063  59.439  22.868  -5.093   2.819  -0.349  N13   6ZA  18  
6ZA  C14   C6   C  0  1  N  N  S   5.283  59.431  19.647   1.624  -0.127   0.387  C14   6ZA  19  
6ZA  C16   C7   C  0  1  N  N  R   5.381  58.161  19.339   0.292   0.633   0.345  C16   6ZA  20  
6ZA  C18   C8   C  0  1  N  N  N   6.044  61.710  18.532   2.847  -1.627  -1.194  C18   6ZA  21  
6ZA  C19   C9   C  0  1  Y  N  N   8.374  57.521  19.693  -2.897  -0.043  -0.200  C19   6ZA  22  
6ZA  C23   C10  C  0  1  N  N  N   9.162  58.459  21.840  -4.664   1.536  -0.137  C23   6ZA  23  
6ZA  H151  H1   H  0  0  N  N  N   5.040  60.142  17.511   1.992   0.269  -1.710  H151  6ZA  24  
6ZA  H171  H3   H  0  0  N  N  N   6.145  57.597  17.324  -0.692   0.719  -1.597  H171  6ZA  25  
6ZA  H201  H4   H  0  0  N  N  N   7.765  55.879  17.008  -1.062  -2.706  -0.008  H201  6ZA  26  
6ZA  H061  H6   H  0  0  N  N  N   3.418  57.782  19.306  -0.301   2.535  -0.017  H061  6ZA  27  
6ZA  H071  H7   H  0  0  N  N  N   5.856  61.576  21.367   5.486  -1.341   1.584  H071  6ZA  28  
6ZA  H101  H8   H  0  0  N  N  N   7.532  59.236  20.701  -2.766   1.918  -0.728  H101  6ZA  29  
6ZA  H131  H9   H  0  0  N  N  N   9.701  59.422  23.638  -6.016   3.057  -0.169  H131  6ZA  30  
6ZA  H132  H10  H  0  0  N  N  N   8.356  60.144  22.820  -4.474   3.489  -0.679  H132  6ZA  31  
6ZA  H141  H11  H  0  0  N  N  N   6.016  59.675  20.430   1.587  -0.976   1.070  H141  6ZA  32  
6ZA  H161  H13  H  0  0  N  N  N   5.625  57.516  20.196  -0.261   0.496   1.275  H161  6ZA  33  
6ZA  H181  H14  H  0  0  N  N  N   6.770  61.834  19.349   2.687  -2.417  -0.461  H181  6ZA  34  
6ZA  H182  H15  H  0  0  N  N  N   6.425  62.202  17.625   2.869  -2.047  -2.200  H182  6ZA  35  
#   #
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
6ZA  N12  C22   SING  N  N   1  
6ZA  N12  C23   DOUB  N  N   2  
6ZA  C15  O03   SING  N  N   3  
6ZA  C15  C18   SING  N  N   4  
6ZA  C17  O03   SING  N  N   5  
6ZA  C17  N09   SING  N  N   6  
6ZA  C17  C16   SING  N  N   7  
6ZA  C20  N09   SING  Y  N   8  
6ZA  C20  N11   DOUB  Y  N   9  
6ZA  C21  C22   SING  N  N  10  
6ZA  C21  N11   SING  Y  N  11  
6ZA  C21  C19   DOUB  Y  N  12  
6ZA  C22  O08   DOUB  N  N  13  
6ZA  S01  P02   DOUB  N  N  14  
6ZA  P02  O04   SING  N  N  15  
6ZA  P02  O05   SING  N  N  16  
6ZA  P02  O07   SING  N  N  17  
6ZA  O04  C14   SING  N  N  18  
6ZA  O05  C18   SING  N  N  19  
6ZA  O06  C16   SING  N  N  20  
6ZA  N09  C19   SING  Y  N  21  
6ZA  N10  C19   SING  N  N  22  
6ZA  N10  C23   SING  N  N  23  
6ZA  N13  C23   SING  N  N  24  
6ZA  C14  C16   SING  N  N  25  
6ZA  C15  H151  SING  N  N  26  
6ZA  C17  H171  SING  N  N  27  
6ZA  C20  H201  SING  N  N  28  
6ZA  O06  H061  SING  N  N  29  
6ZA  O07  H071  SING  N  N  30  
6ZA  N10  H101  SING  N  N  31  
6ZA  N13  H131  SING  N  N  32  
6ZA  N13  H132  SING  N  N  33  
6ZA  C14  H141  SING  N  N  34  
6ZA  C16  H161  SING  N  N  35  
6ZA  C18  H181  SING  N  N  36  
6ZA  C18  H182  SING  N  N  37  
6ZA  C15  C14   SING  N  N  38  
#   #
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
6ZA  SMILES            ACDLabs               12.01  "N=4C(c3ncn(C2OC1COP(=S)(OC1C2O)O)c3NC=4N)=O"  
6ZA  InChI             InChI                 1.03   "InChI=1S/C10H12N5O6PS/c11-10-13-7-4(8(17)14-10)12-2-15(7)9-5(16)6-3(20-9)1-19-22(18,23)21-6/h2-3,5-6,9,16H,1H2,(H,18,23)(H3,11,13,14,17)/t3-,5-,6-,9-,22-/m1/s1"  
6ZA  InChIKey          InChI                 1.03   JZAJZXRXCHCRMU-KVBUDSETSA-N  
6ZA  SMILES_CANONICAL  CACTVS                3.385  "NC1=NC(=O)c2ncn([C@@H]3O[C@@H]4CO[P@@](O)(=S)O[C@H]4[C@H]3O)c2N1"  
6ZA  SMILES            CACTVS                3.385  "NC1=NC(=O)c2ncn([CH]3O[CH]4CO[P](O)(=S)O[CH]4[CH]3O)c2N1"  
6ZA  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.5  "c1nc2c(n1[C@H]3[C@@H]([C@H]4[C@H](O3)COP(=S)(O4)O)O)NC(=NC2=O)N"  
6ZA  SMILES            "OpenEye OEToolkits"  2.0.5  "c1nc2c(n1C3C(C4C(O3)COP(=S)(O4)O)O)NC(=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
6ZA  "SYSTEMATIC NAME"  ACDLabs               12.01  "2-amino-9-[(2R,4aR,6R,7R,7aS)-2,7-dihydroxy-2-sulfanylidenetetrahydro-2H,4H-2lambda~5~-furo[3,2-d][1,3,2]dioxaphosphinin-6-yl]-3,9-dihydro-6H-purin-6-one"  
6ZA  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  2.0.5  "9-[(4~{a}~{R},6~{R},7~{R},7~{a}~{S})-2,7-bis(oxidanyl)-2-sulfanylidene-4~{a},6,7,7~{a}-tetrahydro-4~{H}-furo[3,2-d][1,3,2]dioxaphosphinin-6-yl]-2-azanyl-3~{H}-purin-6-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
6ZA  "Create component"    2016-07-28  RCSB  
6ZA  "Modify formula"      2016-07-28  RCSB  
6ZA  "Modify formula"      2016-07-29  RCSB  
6ZA  "Initial release"     2017-08-02  RCSB  
6ZA  "Other modification"  2019-12-11  RCSB  
##
