data_SDL
#

_chem_comp.id                                   SDL
_chem_comp.name                                 "2-azanyl-9-[(2~{R},3~{R},4~{S},5~{R})-5-(hydroxymethyl)-3,4-bis(oxidanyl)oxolan-2-yl]-7-prop-2-enyl-1~{H}-purine-6,8-dione"
_chem_comp.type                                 NON-POLYMER
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C13 H17 N5 O6"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        Loxoribine
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2016-07-26
_chem_comp.pdbx_modified_date                   2021-03-01
_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                       339.304
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    SDL
_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       5GMG
_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
SDL  O5   O1   O  0  1  N  N  N   -8.966  -32.722  34.519  -0.522  -2.154   0.201  O5   SDL   1  
SDL  C5   C1   C  0  1  N  N  N   -7.972  -32.010  34.129   0.250  -1.213   0.220  C5   SDL   2  
SDL  N1   N1   N  0  1  N  N  N   -7.475  -31.050  34.906   1.587  -1.306   0.359  N1   SDL   3  
SDL  C10  C2   C  0  1  N  N  N   -7.931  -30.673  36.234   2.354  -2.544   0.513  C10  SDL   4  
SDL  C11  C3   C  0  1  N  N  N   -8.952  -29.560  36.198   2.758  -3.057  -0.846  C11  SDL   5  
SDL  C12  C4   C  0  1  N  N  N   -9.432  -29.052  35.074   4.019  -3.292  -1.109  C12  SDL   6  
SDL  C6   C5   C  0  1  N  N  N   -6.480  -30.542  34.167   2.112  -0.011   0.330  C6   SDL   7  
SDL  C9   C6   C  0  1  N  N  N   -6.411  -31.270  32.885   1.039   0.858   0.169  C9   SDL   8  
SDL  N4   N2   N  0  1  N  N  N   -5.466  -30.892  31.992   1.260   2.176   0.107  N4   SDL   9  
SDL  C8   C7   C  0  1  N  N  N   -4.614  -29.882  32.260   2.477   2.665   0.204  C8   SDL  10  
SDL  N3   N3   N  0  1  N  N  N   -3.707  -29.572  31.310   2.658   4.023   0.135  N3   SDL  11  
SDL  N2   N4   N  0  1  N  N  N   -4.639  -29.200  33.428   3.562   1.859   0.372  N2   SDL  12  
SDL  C7   C8   C  0  1  N  N  N   -5.520  -29.436  34.422   3.407   0.518   0.426  C7   SDL  13  
SDL  O4   O2   O  0  1  N  N  N   -5.512  -28.753  35.493   4.372  -0.216   0.569  O4   SDL  14  
SDL  N    N5   N  0  1  N  N  N   -7.396  -32.173  32.927  -0.100   0.082   0.098  N    SDL  15  
SDL  C4   C9   C  0  1  N  N  R   -7.761  -33.191  31.927  -1.465   0.584  -0.072  C4   SDL  16  
SDL  C3   C10  C  0  1  N  N  R   -7.843  -32.773  30.469  -2.074   0.052  -1.388  C3   SDL  17  
SDL  O2   O3   O  0  1  N  N  N   -9.114  -32.274  30.030  -1.968   1.034  -2.421  O2   SDL  18  
SDL  C2   C11  C  0  1  N  N  S   -7.495  -34.088  29.807  -3.556  -0.210  -1.037  C2   SDL  19  
SDL  O1   O4   O  0  1  N  N  N   -8.633  -34.960  29.750  -4.412   0.602  -1.842  O1   SDL  20  
SDL  O3   O5   O  0  1  N  N  N   -6.712  -34.148  32.025  -2.324   0.067   0.968  O3   SDL  21  
SDL  C1   C12  C  0  1  N  N  R   -6.456  -34.688  30.732  -3.667   0.194   0.450  C1   SDL  22  
SDL  C    C13  C  0  1  N  N  N   -5.041  -34.354  30.287  -4.614  -0.752   1.189  C    SDL  23  
SDL  O    O6   O  0  1  N  N  N   -4.847  -32.936  30.215  -4.794  -0.294   2.531  O    SDL  24  
SDL  H1   H1   H  0  1  N  N  N   -8.384  -31.553  36.715   3.247  -2.347   1.106  H1   SDL  25  
SDL  H2   H2   H  0  1  N  N  N   -7.064  -30.339  36.823   1.741  -3.291   1.016  H2   SDL  26  
SDL  H3   H3   H  0  1  N  N  N   -9.308  -29.159  37.136   2.007  -3.230  -1.602  H3   SDL  27  
SDL  H4   H4   H  0  1  N  N  N  -10.161  -28.256  35.109   4.770  -3.118  -0.353  H4   SDL  28  
SDL  H5   H5   H  0  1  N  N  N   -9.094  -29.433  34.122   4.309  -3.659  -2.083  H5   SDL  29  
SDL  H7   H7   H  0  1  N  N  N   -3.687  -30.084  30.451   1.895   4.609   0.016  H7   SDL  30  
SDL  H8   H8   H  0  1  N  N  N   -3.055  -28.830  31.465   3.550   4.398   0.206  H8   SDL  31  
SDL  H9   H9   H  0  1  N  N  N   -8.717  -33.653  32.214  -1.471   1.674  -0.062  H9   SDL  32  
SDL  H10  H10  H  0  1  N  N  N   -7.051  -32.040  30.258  -1.583  -0.873  -1.690  H10  SDL  33  
SDL  H11  H11  H  0  1  N  N  N   -9.299  -31.450  30.465  -2.335   0.752  -3.270  H11  SDL  34  
SDL  H12  H12  H  0  1  N  N  N   -7.066  -33.915  28.809  -3.797  -1.266  -1.165  H12  SDL  35  
SDL  H13  H13  H  0  1  N  N  N   -8.387  -35.776  29.331  -5.355   0.477  -1.663  H13  SDL  36  
SDL  H14  H14  H  0  1  N  N  N   -6.577  -35.781  30.745  -4.012   1.224   0.538  H14  SDL  37  
SDL  H15  H15  H  0  1  N  N  N   -4.863  -34.792  29.294  -5.578  -0.773   0.680  H15  SDL  38  
SDL  H16  H16  H  0  1  N  N  N   -4.327  -34.779  31.008  -4.189  -1.756   1.202  H16  SDL  39  
SDL  H17  H17  H  0  1  N  N  N   -3.958  -32.751  29.936  -5.385  -0.847   3.060  H17  SDL  40  
SDL  H6   H6   H  0  1  N  N  N   -3.962  -28.476  33.563   4.448   2.248   0.440  H6   SDL  41  
#   #
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
SDL  O1   C2   SING  N  N   1  
SDL  C2   C3   SING  N  N   2  
SDL  C2   C1   SING  N  N   3  
SDL  O2   C3   SING  N  N   4  
SDL  O    C    SING  N  N   5  
SDL  C    C1   SING  N  N   6  
SDL  C3   C4   SING  N  N   7  
SDL  C1   O3   SING  N  N   8  
SDL  N3   C8   SING  N  N   9  
SDL  C4   O3   SING  N  N  10  
SDL  C4   N    SING  N  N  11  
SDL  N4   C8   DOUB  N  N  12  
SDL  N4   C9   SING  N  N  13  
SDL  C8   N2   SING  N  N  14  
SDL  C9   N    SING  N  N  15  
SDL  C9   C6   DOUB  N  N  16  
SDL  N    C5   SING  N  N  17  
SDL  N2   C7   SING  N  N  18  
SDL  C5   O5   DOUB  N  N  19  
SDL  C5   N1   SING  N  N  20  
SDL  C6   C7   SING  N  N  21  
SDL  C6   N1   SING  N  N  22  
SDL  C7   O4   DOUB  N  N  23  
SDL  N1   C10  SING  N  N  24  
SDL  C12  C11  DOUB  N  N  25  
SDL  C11  C10  SING  N  N  26  
SDL  C10  H1   SING  N  N  27  
SDL  C10  H2   SING  N  N  28  
SDL  C11  H3   SING  N  N  29  
SDL  C12  H4   SING  N  N  30  
SDL  C12  H5   SING  N  N  31  
SDL  N3   H7   SING  N  N  32  
SDL  N3   H8   SING  N  N  33  
SDL  C4   H9   SING  N  N  34  
SDL  C3   H10  SING  N  N  35  
SDL  O2   H11  SING  N  N  36  
SDL  C2   H12  SING  N  N  37  
SDL  O1   H13  SING  N  N  38  
SDL  C1   H14  SING  N  N  39  
SDL  C    H15  SING  N  N  40  
SDL  C    H16  SING  N  N  41  
SDL  O    H17  SING  N  N  42  
SDL  N2   H6   SING  N  N  43  
#   #
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
SDL  InChI             InChI                 1.03   "InChI=1S/C13H17N5O6/c1-2-3-17-6-9(15-12(14)16-10(6)22)18(13(17)23)11-8(21)7(20)5(4-19)24-11/h2,5,7-8,11,19-21H,1,3-4H2,(H3,14,15,16,22)/t5-,7-,8-,11-/m1/s1"  
SDL  InChIKey          InChI                 1.03   VDCRFBBZFHHYGT-IOSLPCCCSA-N  
SDL  SMILES_CANONICAL  CACTVS                3.385  "NC1=NC2=C(N(CC=C)C(=O)N2[C@@H]3O[C@H](CO)[C@@H](O)[C@H]3O)C(=O)N1"  
SDL  SMILES            CACTVS                3.385  "NC1=NC2=C(N(CC=C)C(=O)N2[CH]3O[CH](CO)[CH](O)[CH]3O)C(=O)N1"  
SDL  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.5  "C=CCN1C2=C(N=C(NC2=O)N)N(C1=O)[C@H]3[C@@H]([C@@H]([C@H](O3)CO)O)O"  
SDL  SMILES            "OpenEye OEToolkits"  2.0.5  "C=CCN1C2=C(N=C(NC2=O)N)N(C1=O)C3C(C(C(O3)CO)O)O"  
#
_pdbx_chem_comp_identifier.comp_id          SDL
_pdbx_chem_comp_identifier.type             "SYSTEMATIC NAME"
_pdbx_chem_comp_identifier.program          "OpenEye OEToolkits"
_pdbx_chem_comp_identifier.program_version  2.0.5
_pdbx_chem_comp_identifier.identifier       "2-azanyl-9-[(2~{R},3~{R},4~{S},5~{R})-5-(hydroxymethyl)-3,4-bis(oxidanyl)oxolan-2-yl]-7-prop-2-enyl-1~{H}-purine-6,8-dione"
#   #
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
SDL  "Create component"  2016-07-26  PDBJ  
SDL  "Initial release"   2016-11-02  RCSB  
SDL  "Modify synonyms"   2021-03-01  PDBE  
#
_pdbx_chem_comp_synonyms.ordinal     1
_pdbx_chem_comp_synonyms.comp_id     SDL
_pdbx_chem_comp_synonyms.name        Loxoribine
_pdbx_chem_comp_synonyms.provenance  ?
_pdbx_chem_comp_synonyms.type        ?
##
