data_AUJ
#

_chem_comp.id                                   AUJ
_chem_comp.name                                 "2-[3-[(4-azanyl-2-methyl-pyrimidin-5-yl)methyl]-2-[(1~{S})-1-(dioxidanyl)-1-oxidanyl-ethyl]-4-methyl-1,3-thiazol-5-yl]ethyl phosphono hydrogen phosphate"
_chem_comp.type                                 NON-POLYMER
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C14 H23 N4 O10 P2 S"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        ?
_chem_comp.pdbx_formal_charge                   1
_chem_comp.pdbx_initial_date                    2017-07-26
_chem_comp.pdbx_modified_date                   2022-05-19
_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                       501.366
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    AUJ
_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  Y
_chem_comp.pdbx_model_coordinates_db_code       5WKC
_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
AUJ  CAB   C1   C  0  1  N  N  N   0.820  478.249  50.910  ?  ?  ?  CAB   AUJ   1  
AUJ  OAH   O1   O  0  1  N  N  N   1.000  475.935  45.615  ?  ?  ?  OAH   AUJ   2  
AUJ  OAG   O2   O  0  1  N  N  N   1.582  484.649  48.261  ?  ?  ?  OAG   AUJ   3  
AUJ  CAC   C2   C  0  1  N  N  N  -1.068  476.935  45.354  ?  ?  ?  CAC   AUJ   4  
AUJ  OAI   O3   O  0  1  N  N  N  -2.625  485.226  48.320  ?  ?  ?  OAI   AUJ   5  
AUJ  OAK   O4   O  0  1  N  N  N  -0.017  485.384  49.406  ?  ?  ?  OAK   AUJ   6  
AUJ  CAA   C3   C  0  1  N  N  N   7.160  476.695  49.643  ?  ?  ?  CAA   AUJ   7  
AUJ  CAN   C4   C  0  1  N  N  N   0.023  481.901  48.480  ?  ?  ?  CAN   AUJ   8  
AUJ  CAO   C5   C  0  1  N  N  N   0.030  480.752  49.419  ?  ?  ?  CAO   AUJ   9  
AUJ  CAP   C6   C  0  1  N  N  N   1.582  476.089  49.020  ?  ?  ?  CAP   AUJ  10  
AUJ  CAX   C7   C  0  1  Y  N  N   0.664  478.320  49.432  ?  ?  ?  CAX   AUJ  11  
AUJ  CAZ   C8   C  0  1  Y  N  N   0.226  479.408  48.783  ?  ?  ?  CAZ   AUJ  12  
AUJ  NAD   N1   N  0  1  N  N  N   3.451  476.750  46.722  ?  ?  ?  NAD   AUJ  13  
AUJ  OAF   O5   O  0  1  N  N  N  -2.281  485.865  46.263  ?  ?  ?  OAF   AUJ  14  
AUJ  OAJ   O6   O  0  1  N  N  N  -2.712  483.595  46.632  ?  ?  ?  OAJ   AUJ  15  
AUJ  OAS   O7   O  0  1  N  N  N   0.001  483.096  49.175  ?  ?  ?  OAS   AUJ  16  
AUJ  OAT   O8   O  0  1  N  N  N  -0.570  484.614  47.246  ?  ?  ?  OAT   AUJ  17  
AUJ  SAU   S1   S  0  1  Y  N  N  -0.102  479.070  47.125  ?  ?  ?  SAU   AUJ  18  
AUJ  CBA   C9   C  0  1  Y  N  N   0.286  477.407  47.354  ?  ?  ?  CBA   AUJ  19  
AUJ  CBC   C10  C  0  1  N  N  S  -0.100  476.352  46.329  ?  ?  ?  CBC   AUJ  20  
AUJ  NBB   N2   N  1  1  Y  N  N   0.890  477.233  48.615  ?  ?  ?  NBB   AUJ  21  
AUJ  PBD   P1   P  0  1  N  N  N  -2.084  484.828  47.116  ?  ?  ?  PBD   AUJ  22  
AUJ  PBE   P2   P  0  1  N  N  N   0.265  484.405  48.488  ?  ?  ?  PBE   AUJ  23  
AUJ  N1    N3   N  0  1  Y  N  N   4.970  476.257  50.496  ?  ?  ?  N1    AUJ  24  
AUJ  C2    C11  C  0  1  Y  N  N   5.693  476.539  49.481  ?  ?  ?  C2    AUJ  25  
AUJ  N3    N4   N  0  1  Y  N  N   5.175  476.704  48.207  ?  ?  ?  N3    AUJ  26  
AUJ  C4    C12  C  0  1  Y  N  N   3.940  476.577  47.999  ?  ?  ?  C4    AUJ  27  
AUJ  C5    C13  C  0  1  Y  N  N   3.058  476.248  49.159  ?  ?  ?  C5    AUJ  28  
AUJ  C6    C14  C  0  1  Y  N  N   3.606  476.102  50.353  ?  ?  ?  C6    AUJ  29  
AUJ  OBC1  O9   O  0  0  N  N  N  -0.747  475.251  46.917  ?  ?  ?  OBC1  AUJ  30  
AUJ  OC11  O10  O  0  0  N  N  N  -0.239  473.927  46.675  ?  ?  ?  OC11  AUJ  31  
AUJ  H1    H1   H  0  1  N  N  N   0.589  479.230  51.351  ?  ?  ?  H1    AUJ  32  
AUJ  H2    H2   H  0  1  N  N  N   0.131  477.493  51.315  ?  ?  ?  H2    AUJ  33  
AUJ  H3    H3   H  0  1  N  N  N   1.855  477.971  51.156  ?  ?  ?  H3    AUJ  34  
AUJ  H4    H4   H  0  1  N  N  N   1.639  475.557  46.208  ?  ?  ?  H4    AUJ  35  
AUJ  H5    H5   H  0  1  N  N  N  -1.965  477.281  45.889  ?  ?  ?  H5    AUJ  36  
AUJ  H6    H6   H  0  1  N  N  N  -0.599  477.785  44.836  ?  ?  ?  H6    AUJ  37  
AUJ  H7    H7   H  0  1  N  N  N  -1.353  476.169  44.618  ?  ?  ?  H7    AUJ  38  
AUJ  H8    H8   H  0  1  N  N  N  -2.984  486.101  48.233  ?  ?  ?  H8    AUJ  39  
AUJ  H9    H9   H  0  1  N  N  N   0.767  485.893  49.578  ?  ?  ?  H9    AUJ  40  
AUJ  H10   H10  H  0  1  N  N  N   7.614  476.929  48.669  ?  ?  ?  H10   AUJ  41  
AUJ  H11   H11  H  0  1  N  N  N   7.366  477.513  50.349  ?  ?  ?  H11   AUJ  42  
AUJ  H12   H12  H  0  1  N  N  N   7.587  475.759  50.032  ?  ?  ?  H12   AUJ  43  
AUJ  H13   H13  H  0  1  N  N  N  -0.869  481.839  47.839  ?  ?  ?  H13   AUJ  44  
AUJ  H14   H14  H  0  1  N  N  N   0.927  481.863  47.855  ?  ?  ?  H14   AUJ  45  
AUJ  H15   H15  H  0  1  N  N  N   0.844  480.908  50.142  ?  ?  ?  H15   AUJ  46  
AUJ  H16   H16  H  0  1  N  N  N  -0.934  480.740  49.949  ?  ?  ?  H16   AUJ  47  
AUJ  H17   H17  H  0  1  N  N  N   1.181  475.778  49.996  ?  ?  ?  H17   AUJ  48  
AUJ  H18   H18  H  0  1  N  N  N   1.395  475.299  48.278  ?  ?  ?  H18   AUJ  49  
AUJ  H19   H19  H  0  1  N  N  N   4.205  476.967  46.102  ?  ?  ?  H19   AUJ  50  
AUJ  H20   H20  H  0  1  N  N  N   3.003  475.908  46.420  ?  ?  ?  H20   AUJ  51  
AUJ  H21   H21  H  0  1  N  N  N  -3.142  483.763  45.802  ?  ?  ?  H21   AUJ  52  
AUJ  H23   H23  H  0  1  N  N  N   2.992  475.864  51.209  ?  ?  ?  H23   AUJ  53  
AUJ  H24   H24  H  0  1  N  N  N  -0.776  473.292  47.135  ?  ?  ?  H24   AUJ  54  
#   #
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
AUJ  CAC   CBC   SING  N  N   1  
AUJ  OAH   CBC   SING  N  N   2  
AUJ  OAF   PBD   DOUB  N  N   3  
AUJ  CBC   OBC1  SING  N  N   4  
AUJ  CBC   CBA   SING  N  N   5  
AUJ  OAJ   PBD   SING  N  N   6  
AUJ  OC11  OBC1  SING  N  N   7  
AUJ  NAD   C4    SING  N  N   8  
AUJ  PBD   OAT   SING  N  N   9  
AUJ  PBD   OAI   SING  N  N  10  
AUJ  SAU   CBA   SING  Y  N  11  
AUJ  SAU   CAZ   SING  Y  N  12  
AUJ  OAT   PBE   SING  N  N  13  
AUJ  CBA   NBB   DOUB  Y  N  14  
AUJ  C4    N3    DOUB  Y  N  15  
AUJ  C4    C5    SING  Y  N  16  
AUJ  N3    C2    SING  Y  N  17  
AUJ  OAG   PBE   DOUB  N  N  18  
AUJ  CAN   OAS   SING  N  N  19  
AUJ  CAN   CAO   SING  N  N  20  
AUJ  PBE   OAS   SING  N  N  21  
AUJ  PBE   OAK   SING  N  N  22  
AUJ  NBB   CAP   SING  N  N  23  
AUJ  NBB   CAX   SING  Y  N  24  
AUJ  CAZ   CAO   SING  N  N  25  
AUJ  CAZ   CAX   DOUB  Y  N  26  
AUJ  CAP   C5    SING  N  N  27  
AUJ  C5    C6    DOUB  Y  N  28  
AUJ  CAX   CAB   SING  N  N  29  
AUJ  C2    CAA   SING  N  N  30  
AUJ  C2    N1    DOUB  Y  N  31  
AUJ  C6    N1    SING  Y  N  32  
AUJ  CAB   H1    SING  N  N  33  
AUJ  CAB   H2    SING  N  N  34  
AUJ  CAB   H3    SING  N  N  35  
AUJ  OAH   H4    SING  N  N  36  
AUJ  CAC   H5    SING  N  N  37  
AUJ  CAC   H6    SING  N  N  38  
AUJ  CAC   H7    SING  N  N  39  
AUJ  OAI   H8    SING  N  N  40  
AUJ  OAK   H9    SING  N  N  41  
AUJ  CAA   H10   SING  N  N  42  
AUJ  CAA   H11   SING  N  N  43  
AUJ  CAA   H12   SING  N  N  44  
AUJ  CAN   H13   SING  N  N  45  
AUJ  CAN   H14   SING  N  N  46  
AUJ  CAO   H15   SING  N  N  47  
AUJ  CAO   H16   SING  N  N  48  
AUJ  CAP   H17   SING  N  N  49  
AUJ  CAP   H18   SING  N  N  50  
AUJ  NAD   H19   SING  N  N  51  
AUJ  NAD   H20   SING  N  N  52  
AUJ  OAJ   H21   SING  N  N  53  
AUJ  C6    H23   SING  N  N  54  
AUJ  OC11  H24   SING  N  N  55  
#   #
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
AUJ  InChI             InChI                 1.03   "InChI=1S/C14H23N4O10P2S/c1-8-11(4-5-26-30(24,25)28-29(21,22)23)31-13(14(3,19)27-20)18(8)7-10-6-16-9(2)17-12(10)15/h6,19-20H,4-5,7H2,1-3H3,(H,24,25)(H2,15,16,17)(H2,21,22,23)/t14-/m0/s1"  
AUJ  InChIKey          InChI                 1.03   IMARWCCDLODQKU-AWEZNQCLSA-N  
AUJ  SMILES_CANONICAL  CACTVS                3.385  "Cc1ncc(Cn2c(C)c(CCO[P](O)(=O)O[P](O)(O)=O)sc2[C@@](C)(O)OO)c(N)n1"  
AUJ  SMILES            CACTVS                3.385  "Cc1ncc(Cn2c(C)c(CCO[P](O)(=O)O[P](O)(O)=O)sc2[C](C)(O)OO)c(N)n1"  
AUJ  SMILES_CANONICAL  "OpenEye OEToolkits"  1.7.6  "Cc1ncc(c(n1)N)C[N]2=C(SC(=C2C)CCOP(=O)(O)OP(=O)(O)O)[C@@](C)(O)OO"  
AUJ  SMILES            "OpenEye OEToolkits"  1.7.6  "Cc1ncc(c(n1)N)C[N]2=C(SC(=C2C)CCOP(=O)(O)OP(=O)(O)O)C(C)(O)OO"  
#
_pdbx_chem_comp_identifier.comp_id          AUJ
_pdbx_chem_comp_identifier.type             "SYSTEMATIC NAME"
_pdbx_chem_comp_identifier.program          "OpenEye OEToolkits"
_pdbx_chem_comp_identifier.program_version  1.7.6
_pdbx_chem_comp_identifier.identifier       "2-[3-[(4-azanyl-2-methyl-pyrimidin-5-yl)methyl]-2-[(1S)-1-(dioxidanyl)-1-oxidanyl-ethyl]-4-methyl-1,3-thiazol-5-yl]ethyl phosphono 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
AUJ  "Create component"    2017-07-26  RCSB  
AUJ  "Other modification"  2017-08-01  RCSB  
AUJ  "Initial release"     2018-02-14  RCSB  
AUJ  "Modify charge"       2022-05-19  RCSB  
##
