data_7CI
#

_chem_comp.id                                   7CI
_chem_comp.name                                 7-cyano-7-deazainosine
_chem_comp.type                                 NON-POLYMER
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C12 H12 N4 O5"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        ?
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2018-02-22
_chem_comp.pdbx_modified_date                   2019-03-29
_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                       292.247
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    7CI
_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       6FTF
_chem_comp.pdbx_subcomponent_list               ?
_chem_comp.pdbx_processing_site                 EBI
#   #
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
7CI  C1    C1   C  0  1  N  N  R  -25.465  97.038  52.660   1.189   0.383  -0.421  C1    7CI   1  
7CI  N1    N1   N  0  1  Y  N  N  -24.315  96.824  51.703  -0.179  -0.104  -0.223  N1    7CI   2  
7CI  O1    O1   O  0  1  N  N  N  -24.982  97.599  53.861   2.083  -0.715  -0.705  O1    7CI   3  
7CI  C2    C2   C  0  1  Y  N  N  -24.422  96.905  50.388  -1.301   0.671  -0.313  C2    7CI   4  
7CI  N2    N2   N  0  1  N  N  N  -25.501  97.222  49.632  -1.506   1.972  -0.575  N2    7CI   5  
7CI  O2    O2   O  0  1  N  N  N  -27.466  95.939  53.284   1.388   2.352   1.030  O2    7CI   6  
7CI  C3    C3   C  0  1  N  N  N  -25.328  97.329  48.299  -2.707   2.476  -0.603  C3    7CI   7  
7CI  N3    N3   N  0  1  N  N  N  -24.094  97.026  47.703  -3.815   1.727  -0.372  N3    7CI   8  
7CI  O3    O3   O  0  1  N  N  N  -26.151  94.415  55.025   3.845   2.055   0.226  O3    7CI   9  
7CI  C4    C4   C  0  1  N  N  N  -23.004  96.666  48.449  -3.699   0.407  -0.101  C4    7CI  10  
7CI  N4    N4   N  0  1  N  N  N  -19.772  95.673  50.963  -3.203  -3.621   0.721  N4    7CI  11  
7CI  C5    C5   C  0  1  Y  N  N  -23.127  96.624  49.854  -2.403  -0.153  -0.067  C5    7CI  12  
7CI  O5    O4   O  0  1  N  N  N  -21.947  96.370  47.821  -4.684  -0.279   0.109  O5    7CI  13  
7CI  C6    C6   C  0  1  Y  N  N  -22.238  96.349  50.977  -1.863  -1.497   0.182  C6    7CI  14  
7CI  C7    C7   C  0  1  Y  N  N  -23.054  96.506  52.088  -0.508  -1.390   0.070  C7    7CI  15  
7CI  C8    C8   C  0  1  N  N  N  -20.893  95.983  50.961  -2.611  -2.681   0.483  C8    7CI  16  
7CI  C9    C9   C  0  1  N  N  R  -26.121  95.756  53.041   1.752   0.977   0.895  C9    7CI  17  
7CI  C10   C10  C  0  1  N  N  S  -25.391  95.367  54.219   3.280   0.828   0.690  C10   7CI  18  
7CI  C11   C11  C  0  1  N  N  R  -25.250  96.721  54.946   3.411  -0.268  -0.386  C11   7CI  19  
7CI  C12   C12  C  0  1  N  N  N  -24.055  96.782  55.980   4.237  -1.435   0.158  C12   7CI  20  
7CI  O4    O5   O  0  1  N  N  N  -22.905  96.258  55.411   4.438  -2.399  -0.877  O4    7CI  21  
7CI  H1    H1   H  0  1  N  N  N  -26.205  97.704  52.192   1.222   1.122  -1.221  H1    7CI  22  
7CI  HO2   H2   H  0  1  N  N  N  -27.861  95.109  53.524   1.718   2.769   1.839  HO2   7CI  23  
7CI  H3    H3   H  0  1  N  N  N  -26.152  97.653  47.680  -2.826   3.528  -0.817  H3    7CI  24  
7CI  HN3   H4   H  0  1  N  N  N  -24.009  97.074  46.708  -4.693   2.140  -0.402  HN3   7CI  25  
7CI  HO3   H5   H  0  1  N  N  N  -25.646  94.176  55.794   4.800   2.019   0.081  HO3   7CI  26  
7CI  H7    H6   H  0  1  N  N  N  -22.731  96.391  53.112   0.194  -2.202   0.192  H7    7CI  27  
7CI  H9    H7   H  0  1  N  N  N  -25.964  95.017  52.241   1.417   0.401   1.757  H9    7CI  28  
7CI  H10   H8   H  0  1  N  N  N  -24.397  94.970  53.966   3.760   0.512   1.617  H10   7CI  29  
7CI  H11   H9   H  0  1  N  N  N  -26.191  96.975  55.456   3.888   0.143  -1.276  H11   7CI  30  
7CI  H122  H10  H  0  0  N  N  N  -23.875  97.829  56.266   5.202  -1.067   0.504  H122  7CI  31  
7CI  H121  H11  H  0  0  N  N  N  -24.317  96.197  56.874   3.706  -1.899   0.989  H121  7CI  32  
7CI  HO4   H12  H  0  1  N  N  N  -22.193  96.299  56.039   4.955  -3.169  -0.602  HO4   7CI  33  
#   #
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
7CI  N3   C3    SING  N  N   1  
7CI  N3   C4    SING  N  N   2  
7CI  O5   C4    DOUB  N  N   3  
7CI  C3   N2    DOUB  N  N   4  
7CI  C4   C5    SING  N  N   5  
7CI  N2   C2    SING  N  N   6  
7CI  C5   C2    DOUB  Y  N   7  
7CI  C5   C6    SING  Y  N   8  
7CI  C2   N1    SING  Y  N   9  
7CI  C8   N4    TRIP  N  N  10  
7CI  C8   C6    SING  N  N  11  
7CI  C6   C7    DOUB  Y  N  12  
7CI  N1   C7    SING  Y  N  13  
7CI  N1   C1    SING  N  N  14  
7CI  C1   C9    SING  N  N  15  
7CI  C1   O1    SING  N  N  16  
7CI  C9   O2    SING  N  N  17  
7CI  C9   C10   SING  N  N  18  
7CI  O1   C11   SING  N  N  19  
7CI  C10  C11   SING  N  N  20  
7CI  C10  O3    SING  N  N  21  
7CI  C11  C12   SING  N  N  22  
7CI  O4   C12   SING  N  N  23  
7CI  C1   H1    SING  N  N  24  
7CI  O2   HO2   SING  N  N  25  
7CI  C3   H3    SING  N  N  26  
7CI  N3   HN3   SING  N  N  27  
7CI  O3   HO3   SING  N  N  28  
7CI  C7   H7    SING  N  N  29  
7CI  C9   H9    SING  N  N  30  
7CI  C10  H10   SING  N  N  31  
7CI  C11  H11   SING  N  N  32  
7CI  C12  H122  SING  N  N  33  
7CI  C12  H121  SING  N  N  34  
7CI  O4   HO4   SING  N  N  35  
#   #
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
7CI  InChI             InChI                 1.03   "InChI=1S/C12H12N4O5/c13-1-5-2-16(10-7(5)11(20)15-4-14-10)12-9(19)8(18)6(3-17)21-12/h2,4,6,8-9,12,17-19H,3H2,(H,14,15,20)/t6-,8-,9-,12-/m1/s1"  
7CI  InChIKey          InChI                 1.03   SKDKFLFSBDYEDO-WOUKDFQISA-N  
7CI  SMILES_CANONICAL  CACTVS                3.385  "OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)n2cc(C#N)c3C(=O)NC=Nc23"  
7CI  SMILES            CACTVS                3.385  "OC[CH]1O[CH]([CH](O)[CH]1O)n2cc(C#N)c3C(=O)NC=Nc23"  
7CI  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.6  "c1c(c2c(n1[C@H]3[C@@H]([C@@H]([C@H](O3)CO)O)O)N=CNC2=O)C#N"  
7CI  SMILES            "OpenEye OEToolkits"  2.0.6  "c1c(c2c(n1C3C(C(C(O3)CO)O)O)N=CNC2=O)C#N"  
#
_pdbx_chem_comp_identifier.comp_id          7CI
_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       "7-[(2~{R},3~{R},4~{S},5~{R})-5-(hydroxymethyl)-3,4-bis(oxidanyl)oxolan-2-yl]-4-oxidanylidene-3~{H}-pyrrolo[2,3-d]pyrimidine-5-carbonitrile"
#   #
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
7CI  "Create component"  2018-02-22  EBI   
7CI  "Initial release"   2019-04-03  RCSB  
##
