data_XQA
#

_chem_comp.id                                   XQA
_chem_comp.name                                 UDP-di-N-acetyl-alpha-bacillosamine
_chem_comp.type                                 non-polymer
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C19 H30 N4 O16 P2"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        ?
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2020-12-31
_chem_comp.pdbx_modified_date                   2021-02-26
_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                       632.406
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    XQA
_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       7L7Z
_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
XQA  O74    O1   O  0  1  N  N  N   -4.842  -14.545  15.697  -5.846  -4.730   0.193  O74    XQA   1  
XQA  C74    C1   C  0  1  N  N  N   -5.347  -14.195  16.762  -5.134  -4.487   1.143  C74    XQA   2  
XQA  C84    C2   C  0  1  N  N  N   -4.526  -13.322  17.655  -4.692  -5.600   2.059  C84    XQA   3  
XQA  N4A    N1   N  0  1  N  N  N   -6.582  -14.465  17.277  -4.732  -3.222   1.378  N4A    XQA   4  
XQA  "C4'"  C3   C  0  1  N  N  S   -7.728  -15.092  16.651  -5.156  -2.141   0.485  "C4'"  XQA   5  
XQA  "C3'"  C4   C  0  1  N  N  S   -7.511  -16.574  16.363  -5.121  -0.809   1.241  "C3'"  XQA   6  
XQA  "O3'"  O2   O  0  1  N  N  N   -6.308  -16.885  15.611  -6.058  -0.846   2.319  "O3'"  XQA   7  
XQA  "C5'"  C5   C  0  1  N  N  R   -9.040  -14.952  17.516  -4.205  -2.064  -0.713  "C5'"  XQA   8  
XQA  "C6'"  C6   C  0  1  N  N  N   -9.542  -13.580  17.990  -4.279  -3.369  -1.508  "C6'"  XQA   9  
XQA  "O5'"  O3   O  0  1  N  N  N  -10.168  -15.465  16.793  -4.586  -0.973  -1.553  "O5'"  XQA  10  
XQA  "C1'"  C7   C  0  1  N  N  R  -10.011  -16.788  16.348  -4.527   0.304  -0.913  "C1'"  XQA  11  
XQA  "C2'"  C8   C  0  1  N  N  R   -8.731  -17.016  15.566  -5.490   0.323   0.276  "C2'"  XQA  12  
XQA  "N2'"  N2   N  0  1  N  N  N   -8.664  -18.421  15.190  -5.388   1.609   0.969  "N2'"  XQA  13  
XQA  "C7'"  C9   C  0  1  N  N  N   -8.480  -18.782  13.913  -6.106   2.666   0.538  "C7'"  XQA  14  
XQA  "C8'"  C10  C  0  1  N  N  N   -8.289  -20.256  13.626  -6.000   3.989   1.251  "C8'"  XQA  15  
XQA  "O7'"  O4   O  0  1  N  N  N   -8.437  -17.918  13.034  -6.836   2.551  -0.423  "O7'"  XQA  16  
XQA  "O1'"  O5   O  0  1  N  N  N  -10.001  -17.593  17.510  -3.196   0.545  -0.452  "O1'"  XQA  17  
XQA  PB     P1   P  0  1  N  N  N  -11.401  -18.215  17.996  -2.075   1.270  -1.351  PB     XQA  18  
XQA  O2B    O6   O  0  1  N  N  N  -10.974  -18.850  19.270  -1.730   0.350  -2.626  O2B    XQA  19  
XQA  O1B    O7   O  0  1  N  N  N  -12.563  -17.244  17.907  -2.584   2.581  -1.812  O1B    XQA  20  
XQA  O3A    O8   O  0  1  N  N  N  -11.738  -19.215  16.774  -0.743   1.491  -0.473  O3A    XQA  21  
XQA  PA     P2   P  0  1  N  N  N  -11.634  -20.779  16.674   0.532   2.465  -0.601  PA     XQA  22  
XQA  O2A    O9   O  0  1  N  N  N  -12.363  -21.276  15.443   0.937   2.564  -2.021  O2A    XQA  23  
XQA  O1A    O10  O  0  1  N  N  N  -10.170  -21.134  16.663   0.148   3.928  -0.049  O1A    XQA  24  
XQA  O5B    O11  O  0  1  N  N  N  -12.345  -21.391  17.971   1.752   1.869   0.264  O5B    XQA  25  
XQA  C5B    C11  C  0  1  N  N  N  -13.685  -21.198  18.391   3.058   2.449   0.272  C5B    XQA  26  
XQA  C4B    C12  C  0  1  N  N  R  -13.928  -22.115  19.592   3.971   1.639   1.194  C4B    XQA  27  
XQA  C2B    C13  C  0  1  N  N  S  -13.695  -23.586  19.319   5.351   2.317   1.293  C2B    XQA  28  
XQA  O3B    O12  O  0  1  N  N  N  -12.872  -24.225  20.308   5.636   2.675   2.647  O3B    XQA  29  
XQA  C3B    C14  C  0  1  N  N  R  -15.104  -24.145  19.295   6.342   1.236   0.798  C3B    XQA  30  
XQA  "O2'"  O13  O  0  1  N  N  N  -15.194  -25.497  19.708   7.523   1.221   1.602  "O2'"  XQA  31  
XQA  C1B    C15  C  0  1  N  N  R  -15.845  -23.191  20.206   5.525  -0.066   0.991  C1B    XQA  32  
XQA  O4B    O14  O  0  1  N  N  N  -15.297  -21.910  19.898   4.179   0.326   0.646  O4B    XQA  33  
XQA  N1     N3   N  0  1  N  N  N  -17.273  -23.193  19.969   6.006  -1.116   0.089  N1     XQA  34  
XQA  C2     C16  C  0  1  N  N  N  -18.130  -23.630  20.987   6.572  -2.225   0.599  C2     XQA  35  
XQA  O2     O15  O  0  1  N  N  N  -17.687  -24.029  22.093   6.677  -2.343   1.805  O2     XQA  36  
XQA  C6     C17  C  0  1  N  N  N  -17.753  -22.761  18.773   5.871  -0.962  -1.264  C6     XQA  37  
XQA  C5     C18  C  0  1  N  N  N  -19.135  -22.819  18.553   6.315  -1.929  -2.095  C5     XQA  38  
XQA  C4     C19  C  0  1  N  N  N  -19.977  -23.264  19.566   6.914  -3.088  -1.545  C4     XQA  39  
XQA  O4     O16  O  0  1  N  N  N  -21.240  -23.298  19.393   7.322  -3.974  -2.274  O4     XQA  40  
XQA  N3     N4   N  0  1  N  N  N  -19.477  -23.696  20.739   7.023  -3.205  -0.206  N3     XQA  41  
XQA  H1     H1   H  0  1  N  N  N   -3.552  -13.127  17.183  -3.754  -6.019   1.694  H1     XQA  42  
XQA  H2     H2   H  0  1  N  N  N   -5.051  -12.369  17.819  -4.548  -5.207   3.065  H2     XQA  43  
XQA  H3     H3   H  0  1  N  N  N   -4.372  -13.827  18.620  -5.455  -6.378   2.078  H3     XQA  44  
XQA  H4     H4   H  0  1  N  N  N   -6.716  -14.189  18.229  -4.161  -3.027   2.138  H4     XQA  45  
XQA  H5     H5   H  0  1  N  N  N   -7.921  -14.591  15.691  -6.169  -2.335   0.134  H5     XQA  46  
XQA  H6     H6   H  0  1  N  N  N   -7.499  -17.119  17.318  -4.119  -0.639   1.635  H6     XQA  47  
XQA  H7     H7   H  0  1  N  N  N   -5.741  -16.123  15.591  -6.089  -0.033   2.841  H7     XQA  48  
XQA  H8     H8   H  0  1  N  N  N   -8.893  -15.571  18.414  -3.186  -1.912  -0.359  H8     XQA  49  
XQA  H9     H9   H  0  1  N  N  N  -10.465  -13.709  18.574  -5.299  -3.521  -1.862  H9     XQA  50  
XQA  H10    H10  H  0  1  N  N  N   -8.774  -13.106  18.618  -3.603  -3.315  -2.360  H10    XQA  51  
XQA  H11    H11  H  0  1  N  N  N   -9.746  -12.943  17.117  -3.990  -4.202  -0.867  H11    XQA  52  
XQA  H12    H12  H  0  1  N  N  N  -10.861  -17.070  15.709  -4.812   1.080  -1.624  H12    XQA  53  
XQA  H13    H13  H  0  1  N  N  N   -8.778  -16.406  14.652  -6.511   0.179  -0.079  H13    XQA  54  
XQA  H14    H14  H  0  1  N  N  N   -8.756  -19.125  15.894  -4.804   1.701   1.738  H14    XQA  55  
XQA  H15    H15  H  0  1  N  N  N   -8.115  -20.401  12.550  -5.202   4.581   0.803  H15    XQA  56  
XQA  H16    H16  H  0  1  N  N  N   -7.422  -20.630  14.191  -6.944   4.527   1.161  H16    XQA  57  
XQA  H17    H17  H  0  1  N  N  N   -9.191  -20.808  13.929  -5.779   3.818   2.305  H17    XQA  58  
XQA  H18    H18  H  0  1  N  N  N  -11.534  -18.550  19.977  -1.390  -0.527  -2.398  H18    XQA  59  
XQA  H19    H19  H  0  1  N  N  N   -9.966  -21.615  15.869  -0.128   3.939   0.878  H19    XQA  60  
XQA  H20    H20  H  0  1  N  N  N  -13.840  -20.149  18.682   3.464   2.442  -0.739  H20    XQA  61  
XQA  H21    H21  H  0  1  N  N  N  -14.375  -21.457  17.575   2.997   3.476   0.632  H21    XQA  62  
XQA  H22    H22  H  0  1  N  N  N  -13.289  -21.793  20.428   3.522   1.560   2.184  H22    XQA  63  
XQA  H23    H23  H  0  1  N  N  N  -13.246  -23.700  18.321   5.391   3.197   0.651  H23    XQA  64  
XQA  H24    H24  H  0  1  N  N  N  -12.001  -23.846  20.289   6.493   3.106   2.768  H24    XQA  65  
XQA  H25    H25  H  0  1  N  N  N  -15.505  -24.038  18.276   6.590   1.388  -0.252  H25    XQA  66  
XQA  H26    H26  H  0  1  N  N  N  -16.100  -25.781  19.669   8.022   2.049   1.584  H26    XQA  67  
XQA  H27    H27  H  0  1  N  N  N  -15.636  -23.455  21.253   5.573  -0.400   2.027  H27    XQA  68  
XQA  H28    H28  H  0  1  N  N  N  -17.086  -22.383  18.012   5.412  -0.071  -1.665  H28    XQA  69  
XQA  H29    H29  H  0  1  N  N  N  -19.545  -22.519  17.600   6.215  -1.820  -3.164  H29    XQA  70  
XQA  H30    H30  H  0  1  N  N  N  -20.092  -24.068  21.434   7.432  -3.996   0.179  H30    XQA  71  
#   #
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
XQA  "O7'"  "C7'"  DOUB  N  N   1  
XQA  "C8'"  "C7'"  SING  N  N   2  
XQA  "C7'"  "N2'"  SING  N  N   3  
XQA  "N2'"  "C2'"  SING  N  N   4  
XQA  O2A    PA     DOUB  N  N   5  
XQA  "C2'"  "C1'"  SING  N  N   6  
XQA  "C2'"  "C3'"  SING  N  N   7  
XQA  "O3'"  "C3'"  SING  N  N   8  
XQA  O74    C74    DOUB  N  N   9  
XQA  "C1'"  "O5'"  SING  N  N  10  
XQA  "C1'"  "O1'"  SING  N  N  11  
XQA  "C3'"  "C4'"  SING  N  N  12  
XQA  "C4'"  N4A    SING  N  N  13  
XQA  "C4'"  "C5'"  SING  N  N  14  
XQA  O1A    PA     SING  N  N  15  
XQA  PA     O3A    SING  N  N  16  
XQA  PA     O5B    SING  N  N  17  
XQA  C74    N4A    SING  N  N  18  
XQA  C74    C84    SING  N  N  19  
XQA  O3A    PB     SING  N  N  20  
XQA  "O5'"  "C5'"  SING  N  N  21  
XQA  "O1'"  PB     SING  N  N  22  
XQA  "C5'"  "C6'"  SING  N  N  23  
XQA  O1B    PB     DOUB  N  N  24  
XQA  O5B    C5B    SING  N  N  25  
XQA  PB     O2B    SING  N  N  26  
XQA  C5B    C4B    SING  N  N  27  
XQA  C5     C6     DOUB  N  N  28  
XQA  C5     C4     SING  N  N  29  
XQA  C6     N1     SING  N  N  30  
XQA  C3B    C2B    SING  N  N  31  
XQA  C3B    "O2'"  SING  N  N  32  
XQA  C3B    C1B    SING  N  N  33  
XQA  C2B    C4B    SING  N  N  34  
XQA  C2B    O3B    SING  N  N  35  
XQA  O4     C4     DOUB  N  N  36  
XQA  C4     N3     SING  N  N  37  
XQA  C4B    O4B    SING  N  N  38  
XQA  O4B    C1B    SING  N  N  39  
XQA  N1     C1B    SING  N  N  40  
XQA  N1     C2     SING  N  N  41  
XQA  N3     C2     SING  N  N  42  
XQA  C2     O2     DOUB  N  N  43  
XQA  C84    H1     SING  N  N  44  
XQA  C84    H2     SING  N  N  45  
XQA  C84    H3     SING  N  N  46  
XQA  N4A    H4     SING  N  N  47  
XQA  "C4'"  H5     SING  N  N  48  
XQA  "C3'"  H6     SING  N  N  49  
XQA  "O3'"  H7     SING  N  N  50  
XQA  "C5'"  H8     SING  N  N  51  
XQA  "C6'"  H9     SING  N  N  52  
XQA  "C6'"  H10    SING  N  N  53  
XQA  "C6'"  H11    SING  N  N  54  
XQA  "C1'"  H12    SING  N  N  55  
XQA  "C2'"  H13    SING  N  N  56  
XQA  "N2'"  H14    SING  N  N  57  
XQA  "C8'"  H15    SING  N  N  58  
XQA  "C8'"  H16    SING  N  N  59  
XQA  "C8'"  H17    SING  N  N  60  
XQA  O2B    H18    SING  N  N  61  
XQA  O1A    H19    SING  N  N  62  
XQA  C5B    H20    SING  N  N  63  
XQA  C5B    H21    SING  N  N  64  
XQA  C4B    H22    SING  N  N  65  
XQA  C2B    H23    SING  N  N  66  
XQA  O3B    H24    SING  N  N  67  
XQA  C3B    H25    SING  N  N  68  
XQA  "O2'"  H26    SING  N  N  69  
XQA  C1B    H27    SING  N  N  70  
XQA  C6     H28    SING  N  N  71  
XQA  C5     H29    SING  N  N  72  
XQA  N3     H30    SING  N  N  73  
#   #
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
XQA  SMILES            ACDLabs               12.01  "O=C(NC3C(C)OC(OP(O)(=O)OP(OCC1OC(C(C1O)O)N2C(=O)NC(C=C2)=O)(=O)O)C(C3O)NC(C)=O)C"  
XQA  InChI             InChI                 1.03   "InChI=1S/C19H30N4O16P2/c1-7-12(20-8(2)24)15(28)13(21-9(3)25)18(36-7)38-41(33,34)39-40(31,32)35-6-10-14(27)16(29)17(37-10)23-5-4-11(26)22-19(23)30/h4-5,7,10,12-18,27-29H,6H2,1-3H3,(H,20,24)(H,21,25)(H,31,32)(H,33,34)(H,22,26,30)/t7-,10-,12-,13-,14-,15+,16-,17-,18-/m1/s1"  
XQA  InChIKey          InChI                 1.03   KCAODEOZHCZEBC-TUHJILAWSA-N  
XQA  SMILES_CANONICAL  CACTVS                3.385  "C[C@H]1O[C@H](O[P](O)(=O)O[P](O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2O)N3C=CC(=O)NC3=O)[C@H](NC(C)=O)[C@@H](O)[C@@H]1NC(C)=O"  
XQA  SMILES            CACTVS                3.385  "C[CH]1O[CH](O[P](O)(=O)O[P](O)(=O)OC[CH]2O[CH]([CH](O)[CH]2O)N3C=CC(=O)NC3=O)[CH](NC(C)=O)[CH](O)[CH]1NC(C)=O"  
XQA  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.7  "C[C@@H]1[C@H]([C@@H]([C@H]([C@H](O1)OP(=O)(O)OP(=O)(O)OC[C@@H]2[C@H]([C@H]([C@@H](O2)N3C=CC(=O)NC3=O)O)O)NC(=O)C)O)NC(=O)C"  
XQA  SMILES            "OpenEye OEToolkits"  2.0.7  "CC1C(C(C(C(O1)OP(=O)(O)OP(=O)(O)OCC2C(C(C(O2)N3C=CC(=O)NC3=O)O)O)NC(=O)C)O)NC(=O)C"  
#   #
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
XQA  "SYSTEMATIC NAME"  ACDLabs               12.01  "(2R,3R,4S,5S,6R)-3,5-bis(acetylamino)-4-hydroxy-6-methyltetrahydro-2H-pyran-2-yl [(2R,3S,4R,5R)-5-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-3,4-dihydroxytetrahydrofuran-2-yl]methyl dihydrogen diphosphate (non-preferred name)"  
XQA  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  2.0.7  "[[(2~{R},3~{S},4~{R},5~{R})-5-[2,4-bis(oxidanylidene)pyrimidin-1-yl]-3,4-bis(oxidanyl)oxolan-2-yl]methoxy-oxidanyl-phosphoryl] [(2~{R},3~{R},4~{S},5~{S},6~{R})-3,5-diacetamido-6-methyl-4-oxidanyl-oxan-2-yl] 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
XQA  "Create component"  2020-12-31  RCSB  
XQA  "Initial release"   2021-03-03  RCSB  
##
