data_B9X
#

_chem_comp.id                                   B9X
_chem_comp.name                                 "[(2R,3S,5R)-5-(6-aminopurin-9-yl)-2-(phosphonooxymethyl)oxolan-3-yl] 3-(2-ethoxyethoxy)propanoate"
_chem_comp.type                                 NON-POLYMER
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C17 H26 N5 O9 P"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        ?
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2019-03-14
_chem_comp.pdbx_modified_date                   2019-08-23
_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                       475.390
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    B9X
_chem_comp.pdbx_model_coordinates_details       ?
_chem_comp.pdbx_model_coordinates_missing_flag  Y
_chem_comp.pdbx_ideal_coordinates_details       Corina
_chem_comp.pdbx_ideal_coordinates_missing_flag  N
_chem_comp.pdbx_model_coordinates_db_code       6ISH
_chem_comp.pdbx_subcomponent_list               ?
_chem_comp.pdbx_processing_site                 PDBJ
#   #
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
B9X  O9   O1   O  0  1  N  N  N  -53.158  -25.783  -59.207   -2.099   0.814   1.707  O9   B9X   1  
B9X  C10  C1   C  0  1  N  N  N  -52.080  -25.345  -59.572   -2.182   0.700   0.507  C10  B9X   2  
B9X  O1   O2   O  0  1  N  N  N  -51.049  -25.134  -58.558   -1.069   0.644  -0.241  O1   B9X   3  
B9X  C5   C2   C  0  1  N  N  S  -50.949  -23.810  -58.030    0.201   0.726   0.459  C5   B9X   4  
B9X  C8   C3   C  0  1  N  N  R  -50.999  -23.798  -56.506    1.270   1.380  -0.437  C8   B9X   5  
B9X  C9   C4   C  0  1  N  N  N  -50.050  -22.751  -55.960    1.798   2.653   0.228  C9   B9X   6  
B9X  P    P1   P  0  1  N  N  N  -49.115  -21.848  -53.693    3.448   4.691  -0.286  P    B9X   7  
B9X  O    O3   O  0  1  N  N  N  -52.313  -23.416  -56.090    2.338   0.430  -0.590  O    B9X   8  
B9X  C7   C5   C  0  1  N  N  R  -53.092  -23.137  -57.251    1.762  -0.883  -0.424  C7   B9X   9  
B9X  C6   C6   C  0  1  N  N  N  -52.121  -22.932  -58.398    0.757  -0.692   0.741  C6   B9X  10  
B9X  N2   N1   N  0  1  Y  N  N  -53.926  -21.921  -57.204    2.793  -1.857  -0.059  N2   B9X  11  
B9X  C1   C7   C  0  1  Y  N  N  -55.241  -21.943  -57.344    2.737  -3.213  -0.260  C1   B9X  12  
B9X  N1   N2   N  0  1  Y  N  N  -56.123  -22.960  -57.500    1.847  -4.047  -0.788  N1   B9X  13  
B9X  C    C8   C  0  1  Y  N  N  -57.431  -22.701  -57.603    2.088  -5.341  -0.839  C    B9X  14  
B9X  C4   C9   C  0  1  Y  N  N  -53.521  -20.648  -57.089    3.989  -1.581   0.536  C4   B9X  15  
B9X  N3   N3   N  0  1  Y  N  N  -54.604  -19.842  -57.132    4.660  -2.682   0.715  N3   B9X  16  
B9X  C2   C10  C  0  1  Y  N  N  -55.678  -20.635  -57.289    3.942  -3.730   0.245  C2   B9X  17  
B9X  C3   C11  C  0  1  Y  N  N  -57.033  -20.386  -57.398    4.153  -5.117   0.168  C3   B9X  18  
B9X  N4   N4   N  0  1  N  N  N  -57.474  -19.105  -57.345    5.321  -5.683   0.648  N4   B9X  19  
B9X  N    N5   N  0  1  Y  N  N  -57.885  -21.434  -57.552    3.205  -5.872  -0.377  N    B9X  20  
B9X  C11  C12  C  0  1  N  N  N  -51.825  -25.025  -61.034   -3.536   0.615  -0.150  C11  B9X  21  
B9X  C12  C13  C  0  1  N  N  N  -52.656  -25.918  -61.959   -4.627   0.697   0.919  C12  B9X  22  
B9X  O6   O4   O  0  1  N  N  N  -53.739  -25.167  -62.517   -5.911   0.616   0.296  O6   B9X  23  
B9X  C13  C14  C  0  1  N  N  N  -54.897  -25.032  -61.683   -7.006   0.683   1.212  C13  B9X  24  
B9X  C14  C15  C  0  1  N  N  N  -54.994  -23.612  -61.123   -8.323   0.587   0.439  C14  B9X  25  
B9X  O7   O5   O  0  1  N  N  N  -56.230  -23.018  -61.538   -8.423  -0.698  -0.176  O7   B9X  26  
B9X  C15  C16  C  0  1  N  N  N  -56.186  -21.595  -61.651   -9.623  -0.892  -0.927  C15  B9X  27  
B9X  C16  C17  C  0  1  N  N  N  -57.481  -21.099  -62.283   -9.622  -2.295  -1.537  C16  B9X  28  
B9X  O10  O6   O  0  1  N  N  N  -50.108  -22.777  -54.543    2.701   3.314  -0.660  O10  B9X  29  
B9X  O11  O7   O  0  1  N  N  N  -48.268  -21.038  -54.647    4.483   5.076  -1.458  O11  B9X  30  
B9X  O12  O8   O  0  1  N  N  N  -48.234  -22.773  -52.891    2.359   5.865  -0.125  O12  B9X  31  
B9X  H1   H1   H  0  1  N  N  N  -50.016  -23.332  -58.364    0.087   1.285   1.388  H1   B9X  32  
B9X  H2   H2   H  0  1  N  N  N  -50.730  -24.790  -56.115    0.842   1.617  -1.411  H2   B9X  33  
B9X  H3   H3   H  0  1  N  N  N  -49.025  -22.972  -56.292    0.963   3.316   0.456  H3   B9X  34  
B9X  H4   H4   H  0  1  N  N  N  -50.347  -21.757  -56.324    2.318   2.393   1.149  H4   B9X  35  
B9X  H5   H5   H  0  1  N  N  N  -53.731  -24.001  -57.485    1.246  -1.194  -1.332  H5   B9X  36  
B9X  H6   H6   H  0  1  N  N  N  -51.815  -21.878  -58.470    1.266  -0.725   1.704  H6   B9X  37  
B9X  H7   H7   H  0  1  N  N  N  -52.567  -23.251  -59.352   -0.038  -1.437   0.696  H7   B9X  38  
B9X  H8   H8   H  0  1  N  N  N  -58.130  -23.515  -57.728    1.344  -5.991  -1.275  H8   B9X  39  
B9X  H9   H9   H  0  1  N  N  N  -52.497  -20.321  -56.980    4.328  -0.595   0.816  H9   B9X  40  
B9X  H10  H10  H  0  1  N  N  N  -58.470  -19.091  -57.435    6.005  -5.121   1.044  H10  B9X  41  
B9X  H11  H11  H  0  1  N  N  N  -57.213  -18.699  -56.470    5.455  -6.642   0.589  H11  B9X  42  
B9X  H12  H12  H  0  1  N  N  N  -50.758  -25.179  -61.252   -3.652   1.442  -0.851  H12  B9X  43  
B9X  H13  H13  H  0  1  N  N  N  -52.089  -23.974  -61.221   -3.621  -0.330  -0.685  H13  B9X  44  
B9X  H14  H14  H  0  1  N  N  N  -53.058  -26.765  -61.384   -4.511  -0.130   1.620  H14  B9X  45  
B9X  H15  H15  H  0  1  N  N  N  -52.018  -26.296  -62.771   -4.542   1.642   1.454  H15  B9X  46  
B9X  H16  H16  H  0  1  N  N  N  -55.797  -25.249  -62.277   -6.939  -0.144   1.919  H16  B9X  47  
B9X  H17  H17  H  0  1  N  N  N  -54.827  -25.746  -60.849   -6.970   1.628   1.753  H17  B9X  48  
B9X  H18  H18  H  0  1  N  N  N  -54.955  -23.648  -60.024   -9.158   0.727   1.126  H18  B9X  49  
B9X  H19  H19  H  0  1  N  N  N  -54.154  -23.011  -61.500   -8.351   1.361  -0.329  H19  B9X  50  
B9X  H20  H20  H  0  1  N  N  N  -55.334  -21.303  -62.282  -10.485  -0.783  -0.269  H20  B9X  51  
B9X  H21  H21  H  0  1  N  N  N  -56.071  -21.151  -60.651   -9.677  -0.150  -1.723  H21  B9X  52  
B9X  H22  H22  H  0  1  N  N  N  -57.450  -20.003  -62.371   -9.567  -3.038  -0.741  H22  B9X  53  
B9X  H23  H23  H  0  1  N  N  N  -57.595  -21.544  -63.282  -10.537  -2.443  -2.110  H23  B9X  54  
B9X  H24  H24  H  0  1  N  N  N  -58.333  -21.392  -61.652   -8.760  -2.404  -2.196  H24  B9X  55  
B9X  H25  H25  H  0  1  N  N  N  -47.676  -20.484  -54.153    4.969   5.896  -1.300  H25  B9X  56  
B9X  H26  H26  H  0  1  N  N  N  -48.769  -23.281  -52.292    1.838   6.031  -0.923  H26  B9X  57  
B9X  O2   O9   O  0  1  N  N  N        ?        ?        ?    4.184   4.523   0.986  O2   B9X  58  
#   #
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
B9X  O6   C12  SING  N  N   1  
B9X  O6   C13  SING  N  N   2  
B9X  C16  C15  SING  N  N   3  
B9X  C12  C11  SING  N  N   4  
B9X  C13  C14  SING  N  N   5  
B9X  C15  O7   SING  N  N   6  
B9X  O7   C14  SING  N  N   7  
B9X  C11  C10  SING  N  N   8  
B9X  C10  O9   DOUB  N  N   9  
B9X  C10  O1   SING  N  N  10  
B9X  O1   C5   SING  N  N  11  
B9X  C6   C5   SING  N  N  12  
B9X  C6   C7   SING  N  N  13  
B9X  C5   C8   SING  N  N  14  
B9X  C    N    DOUB  Y  N  15  
B9X  C    N1   SING  Y  N  16  
B9X  N    C3   SING  Y  N  17  
B9X  N1   C1   DOUB  Y  N  18  
B9X  C3   N4   SING  N  N  19  
B9X  C3   C2   DOUB  Y  N  20  
B9X  C1   C2   SING  Y  N  21  
B9X  C1   N2   SING  Y  N  22  
B9X  C2   N3   SING  Y  N  23  
B9X  C7   N2   SING  N  N  24  
B9X  C7   O    SING  N  N  25  
B9X  N2   C4   SING  Y  N  26  
B9X  N3   C4   DOUB  Y  N  27  
B9X  C8   O    SING  N  N  28  
B9X  C8   C9   SING  N  N  29  
B9X  C9   O10  SING  N  N  30  
B9X  O11  P    SING  N  N  31  
B9X  O10  P    SING  N  N  32  
B9X  P    O12  SING  N  N  33  
B9X  C5   H1   SING  N  N  34  
B9X  C8   H2   SING  N  N  35  
B9X  C9   H3   SING  N  N  36  
B9X  C9   H4   SING  N  N  37  
B9X  C7   H5   SING  N  N  38  
B9X  C6   H6   SING  N  N  39  
B9X  C6   H7   SING  N  N  40  
B9X  C    H8   SING  N  N  41  
B9X  C4   H9   SING  N  N  42  
B9X  N4   H10  SING  N  N  43  
B9X  N4   H11  SING  N  N  44  
B9X  C11  H12  SING  N  N  45  
B9X  C11  H13  SING  N  N  46  
B9X  C12  H14  SING  N  N  47  
B9X  C12  H15  SING  N  N  48  
B9X  C13  H16  SING  N  N  49  
B9X  C13  H17  SING  N  N  50  
B9X  C14  H18  SING  N  N  51  
B9X  C14  H19  SING  N  N  52  
B9X  C15  H20  SING  N  N  53  
B9X  C15  H21  SING  N  N  54  
B9X  C16  H22  SING  N  N  55  
B9X  C16  H23  SING  N  N  56  
B9X  C16  H24  SING  N  N  57  
B9X  O11  H25  SING  N  N  58  
B9X  O12  H26  SING  N  N  59  
B9X  P    O2   DOUB  N  N  60  
#   #
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
B9X  InChI             InChI                 1.03   "InChI=1S/C17H26N5O9P/c1-2-27-5-6-28-4-3-14(23)31-11-7-13(30-12(11)8-29-32(24,25)26)22-10-21-15-16(18)19-9-20-17(15)22/h9-13H,2-8H2,1H3,(H2,18,19,20)(H2,24,25,26)/t11-,12+,13+/m0/s1"  
B9X  InChIKey          InChI                 1.03   YOZZSXDAZQISJN-YNEHKIRRSA-N  
B9X  SMILES_CANONICAL  CACTVS                3.385  "CCOCCOCCC(=O)O[C@H]1C[C@@H](O[C@@H]1CO[P](O)(O)=O)n2cnc3c(N)ncnc23"  
B9X  SMILES            CACTVS                3.385  "CCOCCOCCC(=O)O[CH]1C[CH](O[CH]1CO[P](O)(O)=O)n2cnc3c(N)ncnc23"  
B9X  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.6  "CCOCCOCCC(=O)O[C@H]1C[C@@H](O[C@@H]1COP(=O)(O)O)n2cnc3c2ncnc3N"  
B9X  SMILES            "OpenEye OEToolkits"  2.0.6  "CCOCCOCCC(=O)OC1CC(OC1COP(=O)(O)O)n2cnc3c2ncnc3N"  
#
_pdbx_chem_comp_identifier.comp_id          B9X
_pdbx_chem_comp_identifier.type             "SYSTEMATIC NAME"
_pdbx_chem_comp_identifier.program          "OpenEye OEToolkits"
_pdbx_chem_comp_identifier.program_version  2.0.6
_pdbx_chem_comp_identifier.identifier       "[(2~{R},3~{S},5~{R})-5-(6-aminopurin-9-yl)-2-(phosphonooxymethyl)oxolan-3-yl] 3-(2-ethoxyethoxy)propanoate"
#   #
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
B9X  "Create component"  2019-03-14  PDBJ  
B9X  "Initial release"   2019-08-28  RCSB  
##
