data_WC7
#

_chem_comp.id                                   WC7
_chem_comp.name                                 "6-[2-deoxy-5-O-(trihydroxy-lambda~5~-phosphanyl)-beta-D-erythro-pentofuranosyl]thieno[2,3-c]pyridine-7(6H)-thione"
_chem_comp.type                                 "DNA linking"
_chem_comp.pdbx_type                            ATOMN
_chem_comp.formula                              "C12 H14 N O6 P S2"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        ?
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2020-10-12
_chem_comp.pdbx_modified_date                   2021-06-18
_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                       363.346
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    WC7
_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       7KEF
_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
WC7  C1     C1   C  0  1  N  N  N  181.961   2.147  50.537  -1.552  -0.336   1.491  C1     WC7   1  
WC7  C2     C2   C  0  1  N  N  N  180.699   2.755  50.541  -2.588  -1.084   1.895  C2     WC7   2  
WC7  C3     C3   C  0  1  Y  N  N  179.573   2.062  50.115  -3.804  -1.155   1.060  C3     WC7   3  
WC7  N1     N1   N  0  1  N  N  N  182.199   0.883  50.134  -1.599   0.368   0.321  N1     WC7   4  
WC7  C4     C4   C  0  1  Y  N  N  179.775   0.685  49.672  -3.812  -0.427  -0.128  C4     WC7   5  
WC7  C5     C5   C  0  1  N  N  N  181.127   0.075  49.683  -2.681   0.344  -0.474  C5     WC7   6  
WC7  C6     C6   C  0  1  Y  N  N  178.191   2.501  50.040  -4.995  -1.859   1.271  C6     WC7   7  
WC7  C8     C7   C  0  1  Y  N  N  177.359   1.480  49.550  -5.919  -1.724   0.329  C8     WC7   8  
WC7  "C1'"  C8   C  0  1  N  N  R  183.566   0.336  50.192  -0.439   1.171  -0.076  "C1'"  WC7   9  
WC7  "C2'"  C9   C  0  1  N  N  N  184.375   0.571  48.933  -0.166   2.276   0.969  "C2'"  WC7  10  
WC7  "C3'"  C10  C  0  1  N  N  S  185.458   1.566  49.278   1.375   2.361   1.031  "C3'"  WC7  11  
WC7  "C4'"  C11  C  0  1  N  N  R  185.440   1.657  50.790   1.851   1.298   0.016  "C4'"  WC7  12  
WC7  "C5'"  C12  C  0  1  N  N  N  185.296   3.102  51.225   3.110   0.597   0.530  "C5'"  WC7  13  
WC7  "O3'"  O1   O  0  1  N  N  N  186.726   1.112  48.792   1.821   3.661   0.640  "O3'"  WC7  14  
WC7  "O4'"  O2   O  0  1  N  N  N  184.296   0.942  51.264   0.756   0.361  -0.078  "O4'"  WC7  15  
WC7  "O5'"  O3   O  0  1  N  N  N  186.116   3.306  52.364   3.600  -0.298  -0.471  "O5'"  WC7  16  
WC7  OP1    O4   O  0  1  N  N  N  188.440   2.789  51.458   4.771  -2.016   0.959  OP1    WC7  17  
WC7  OP2    O5   O  0  1  N  N  N  187.492   5.224  51.529   5.095  -2.179  -1.539  OP2    WC7  18  
WC7  P      P1   P  0  1  N  N  N  187.608   3.848  52.144   4.915  -1.204  -0.270  P      WC7  19  
WC7  S1     S1   S  0  1  N  N  N  181.358  -1.427  49.200  -2.681   1.242  -1.932  S1     WC7  20  
WC7  S3     S2   S  0  1  Y  N  N  178.300   0.042  49.207  -5.351  -0.660  -0.947  S3     WC7  21  
WC7  H1     H1   H  0  1  N  N  N  182.802   2.732  50.881  -0.664  -0.285   2.103  H1     WC7  22  
WC7  H2     H2   H  0  1  N  N  N  180.600   3.776  50.880  -2.534  -1.631   2.825  H2     WC7  23  
WC7  H3     H3   H  0  1  N  N  N  177.847   3.485  50.324  -5.151  -2.473   2.145  H3     WC7  24  
WC7  H4     H4   H  0  1  N  N  N  176.292   1.569  49.405  -6.888  -2.201   0.345  H4     WC7  25  
WC7  H5     H5   H  0  1  N  N  N  183.505  -0.749  50.363  -0.601   1.610  -1.061  H5     WC7  26  
WC7  H6     H6   H  0  1  N  N  N  183.729   0.976  48.140  -0.588   3.225   0.640  H6     WC7  27  
WC7  H7     H7   H  0  1  N  N  N  184.825  -0.373  48.592  -0.572   1.992   1.940  H7     WC7  28  
WC7  H8     H8   H  0  1  N  N  N  185.206   2.547  48.849   1.731   2.119   2.032  H8     WC7  29  
WC7  H9     H9   H  0  1  N  N  N  186.369   1.234  51.201   2.043   1.758  -0.953  H9     WC7  30  
WC7  H10    H10  H  0  1  N  N  N  185.616   3.769  50.411   3.874   1.341   0.757  H10    WC7  31  
WC7  H11    H11  H  0  1  N  N  N  184.247   3.311  51.479   2.870   0.035   1.433  H11    WC7  32  
WC7  H12    H12  H  0  1  N  N  N  187.397   1.746  49.016   1.500   4.374   1.209  H12    WC7  33  
WC7  H14    H14  H  0  1  N  N  N  187.996   5.255  50.724   5.869  -2.755  -1.485  H14    WC7  34  
WC7  OP3    OP3  O  0  1  N  Y  N  188.175   4.027  53.635   6.207  -0.253  -0.137  OP3    WC7  35  
WC7  H16    H16  H  0  1  N  Y  N  188.906   3.435  53.769   6.363   0.309  -0.908  H16    WC7  36  
#   #
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
WC7  "O3'"  "C3'"  SING  N  N   1  
WC7  "C2'"  "C3'"  SING  N  N   2  
WC7  "C2'"  "C1'"  SING  N  N   3  
WC7  S1     C5     DOUB  N  N   4  
WC7  S3     C8     SING  Y  N   5  
WC7  S3     C4     SING  Y  N   6  
WC7  "C3'"  "C4'"  SING  N  N   7  
WC7  C8     C6     DOUB  Y  N   8  
WC7  C4     C5     SING  N  N   9  
WC7  C4     C3     DOUB  Y  N  10  
WC7  C5     N1     SING  N  N  11  
WC7  C6     C3     SING  Y  N  12  
WC7  C3     C2     SING  N  N  13  
WC7  N1     "C1'"  SING  N  N  14  
WC7  N1     C1     SING  N  N  15  
WC7  "C1'"  "O4'"  SING  N  N  16  
WC7  C1     C2     DOUB  N  N  17  
WC7  "C4'"  "C5'"  SING  N  N  18  
WC7  "C4'"  "O4'"  SING  N  N  19  
WC7  "C5'"  "O5'"  SING  N  N  20  
WC7  OP1    P      DOUB  N  N  21  
WC7  OP2    P      SING  N  N  22  
WC7  P      "O5'"  SING  N  N  23  
WC7  C1     H1     SING  N  N  24  
WC7  C2     H2     SING  N  N  25  
WC7  C6     H3     SING  N  N  26  
WC7  C8     H4     SING  N  N  27  
WC7  "C1'"  H5     SING  N  N  28  
WC7  "C2'"  H6     SING  N  N  29  
WC7  "C2'"  H7     SING  N  N  30  
WC7  "C3'"  H8     SING  N  N  31  
WC7  "C4'"  H9     SING  N  N  32  
WC7  "C5'"  H10    SING  N  N  33  
WC7  "C5'"  H11    SING  N  N  34  
WC7  "O3'"  H12    SING  N  N  35  
WC7  OP2    H14    SING  N  N  36  
WC7  P      OP3    SING  N  N  37  
WC7  OP3    H16    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
WC7  SMILES            ACDLabs               12.01  "C1=Cc3c(C(N1C2OC(C(C2)O)COP(=O)(O)O)=S)scc3"  
WC7  InChI             InChI                 1.03   "InChI=1S/C12H14NO6PS2/c14-8-5-10(19-9(8)6-18-20(15,16)17)13-3-1-7-2-4-22-11(7)12(13)21/h1-4,8-10,14H,5-6H2,(H2,15,16,17)/t8-,9+,10+/m0/s1"  
WC7  InChIKey          InChI                 1.03   UPLSSFOPUAAIGQ-IVZWLZJFSA-N  
WC7  SMILES_CANONICAL  CACTVS                3.385  "O[C@H]1C[C@@H](O[C@@H]1CO[P](O)(O)=O)N2C=Cc3ccsc3C2=S"  
WC7  SMILES            CACTVS                3.385  "O[CH]1C[CH](O[CH]1CO[P](O)(O)=O)N2C=Cc3ccsc3C2=S"  
WC7  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.7  "c1csc2c1C=CN(C2=S)[C@H]3C[C@@H]([C@H](O3)COP(=O)(O)O)O"  
WC7  SMILES            "OpenEye OEToolkits"  2.0.7  "c1csc2c1C=CN(C2=S)C3CC(C(O3)COP(=O)(O)O)O"  
#   #
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
WC7  "SYSTEMATIC NAME"  ACDLabs               12.01  "6-(2-deoxy-5-O-phosphono-beta-D-erythro-pentofuranosyl)thieno[2,3-c]pyridine-7(6H)-thione"  
WC7  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  2.0.7  "[(2~{R},3~{S},5~{R})-3-oxidanyl-5-(7-sulfanylidenethieno[2,3-c]pyridin-6-yl)oxolan-2-yl]methyl dihydrogen 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
WC7  "Create component"  2020-10-12  RCSB  
WC7  "Initial release"   2021-06-23  RCSB  
##
