data_G5N
#

_chem_comp.id                                   G5N
_chem_comp.name                                 "5'-O-(N-(L-aspartyl)-sulfamoyl)cytidine"
_chem_comp.type                                 NON-POLYMER
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C13 H19 N5 O10 S"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        ?
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2018-08-29
_chem_comp.pdbx_modified_date                   2019-12-13
_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                       437.382
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    G5N
_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       6HHX
_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
G5N  S      S1   S  0  1  N  N  N  -18.447  -2.035  -12.905  -2.072   2.700   0.419  S      G5N   1  
G5N  O1S    O1   O  0  1  N  N  N  -18.752  -2.369  -11.559  -2.092   3.663  -0.627  O1S    G5N   2  
G5N  O2S    O2   O  0  1  N  N  N  -17.642  -0.906  -13.221  -2.767   2.872   1.646  O2S    G5N   3  
G5N  C2     C1   C  0  1  N  N  N  -24.154   1.382  -12.163   2.375  -1.700  -0.314  C2     G5N   4  
G5N  C4     C2   C  0  1  N  N  N  -23.638   0.942   -9.917   3.360  -3.667   0.392  C4     G5N   5  
G5N  C5     C3   C  0  1  N  N  N  -22.412   0.308  -10.283   4.309  -2.927   1.125  C5     G5N   6  
G5N  C6     C4   C  0  1  N  N  N  -22.109   0.249  -11.592   4.245  -1.574   1.103  C6     G5N   7  
G5N  N      N1   N  0  1  N  N  N  -18.479  -6.812  -14.659  -2.739  -2.248   0.739  N      G5N   8  
G5N  CA     C5   C  0  1  N  N  S  -17.860  -5.504  -14.953  -3.195  -1.117  -0.080  CA     G5N   9  
G5N  C      C6   C  0  1  N  N  N  -18.538  -4.536  -13.976  -2.691   0.171   0.518  C      G5N  10  
G5N  O      O3   O  0  1  N  N  N  -19.621  -4.739  -13.426  -2.345   0.206   1.680  O      G5N  11  
G5N  CB     C7   C  0  1  N  N  N  -18.061  -4.997  -16.390  -4.724  -1.099  -0.117  CB     G5N  12  
G5N  CG     C8   C  0  1  N  N  N  -17.051  -5.653  -17.330  -5.225  -2.331  -0.826  CG     G5N  13  
G5N  OD1    O4   O  0  1  N  N  N  -17.458  -6.057  -18.447  -4.438  -3.141  -1.257  OD1    G5N  14  
G5N  OD2    O5   O  0  1  N  N  N  -15.863  -5.732  -16.938  -6.543  -2.529  -0.978  OD2    G5N  15  
G5N  "C1'"  C9   C  0  1  N  N  R  -22.560   0.828  -13.964   3.186   0.497   0.345  "C1'"  G5N  16  
G5N  "C2'"  C10  C  0  1  N  N  R  -21.519   1.917  -14.281   3.408   1.025  -1.096  "C2'"  G5N  17  
G5N  "C3'"  C11  C  0  1  N  N  S  -20.245   1.104  -14.547   2.682   2.392  -1.056  "C3'"  G5N  18  
G5N  "C4'"  C12  C  0  1  N  N  R  -20.802  -0.203  -15.098   1.709   2.268   0.133  "C4'"  G5N  19  
G5N  "C5'"  C13  C  0  1  N  N  N  -19.912  -1.414  -14.971   0.273   2.489  -0.345  "C5'"  G5N  20  
G5N  N1     N2   N  0  1  N  N  N  -22.946   0.784  -12.541   3.267  -0.965   0.376  N1     G5N  21  
G5N  N3     N3   N  0  1  N  N  N  -24.467   1.451  -10.841   2.426  -3.031  -0.303  N3     G5N  22  
G5N  N3S    N4   N  0  1  N  N  N  -17.864  -3.289  -13.700  -2.626   1.285  -0.238  N3S    G5N  23  
G5N  N4     N5   N  0  1  N  N  N  -23.986   1.049   -8.637   3.402  -5.042   0.395  N4     G5N  24  
G5N  O2     O6   O  0  1  N  N  N  -24.900   1.822  -13.036   1.504  -1.138  -0.956  O2     G5N  25  
G5N  "O2'"  O7   O  0  1  N  N  N  -21.952   2.651  -15.422   4.800   1.194  -1.369  "O2'"  G5N  26  
G5N  "O3'"  O8   O  0  1  N  N  N  -19.410   1.735  -15.510   3.618   3.449  -0.831  "O3'"  G5N  27  
G5N  "O4'"  O9   O  0  1  N  N  N  -21.998  -0.423  -14.328   1.851   0.940   0.667  "O4'"  G5N  28  
G5N  "O5'"  O10  O  0  1  N  N  N  -19.873  -1.749  -13.557  -0.609   2.488   0.779  "O5'"  G5N  29  
G5N  H1     H1   H  0  1  N  N  N  -21.752  -0.109   -9.536   5.076  -3.430   1.694  H1     G5N  30  
G5N  H2     H2   H  0  1  N  N  N  -21.191  -0.228  -11.903   4.961  -0.985   1.657  H2     G5N  31  
G5N  H3     H3   H  0  1  N  N  N  -18.298  -7.061  -13.707  -1.732  -2.321   0.727  H3     G5N  32  
G5N  H4     H4   H  0  1  N  N  N  -19.466  -6.754  -14.806  -3.084  -2.173   1.684  H4     G5N  33  
G5N  H6     H6   H  0  1  N  N  N  -16.783  -5.542  -14.733  -2.808  -1.223  -1.093  H6     G5N  34  
G5N  H7     H7   H  0  1  N  N  N  -17.922  -3.906  -16.413  -5.112  -1.082   0.901  H7     G5N  35  
G5N  H8     H8   H  0  1  N  N  N  -19.080  -5.244  -16.723  -5.064  -0.210  -0.650  H8     G5N  36  
G5N  H9     H9   H  0  1  N  N  N  -15.333  -6.140  -17.613  -6.816  -3.334  -1.439  H9     G5N  37  
G5N  H10    H10  H  0  1  N  N  N  -23.456   1.024  -14.571   3.912   0.936   1.030  H10    G5N  38  
G5N  H11    H11  H  0  1  N  N  N  -21.376   2.569  -13.407   2.947   0.362  -1.828  H11    G5N  39  
G5N  H12    H12  H  0  1  N  N  N  -19.711   0.921  -13.603   2.133   2.560  -1.982  H12    G5N  40  
G5N  H13    H13  H  0  1  N  N  N  -21.060  -0.059  -16.158   1.962   3.003   0.897  H13    G5N  41  
G5N  H14    H14  H  0  1  N  N  N  -20.326  -2.253  -15.549   0.205   3.447  -0.860  H14    G5N  42  
G5N  H15    H15  H  0  1  N  N  N  -18.900  -1.182  -15.335  -0.009   1.688  -1.029  H15    G5N  43  
G5N  H16    H16  H  0  1  N  N  N  -16.929  -3.202  -14.045  -2.903   1.257  -1.168  H16    G5N  44  
G5N  H17    H17  H  0  1  N  N  N  -24.844   1.499   -8.388   4.087  -5.505   0.903  H17    G5N  45  
G5N  H18    H18  H  0  1  N  N  N  -23.390   0.680   -7.924   2.747  -5.549  -0.110  H18    G5N  46  
G5N  H19    H19  H  0  1  N  N  N  -22.740   3.135  -15.207   4.990   1.523  -2.258  H19    G5N  47  
G5N  H20    H20  H  0  1  N  N  N  -19.071   2.547  -15.152   4.289   3.533  -1.523  H20    G5N  48  
#   #
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
G5N  OD1    CG     DOUB  N  N   1  
G5N  CG     OD2    SING  N  N   2  
G5N  CG     CB     SING  N  N   3  
G5N  CB     CA     SING  N  N   4  
G5N  "O3'"  "C3'"  SING  N  N   5  
G5N  "O2'"  "C2'"  SING  N  N   6  
G5N  "C4'"  "C5'"  SING  N  N   7  
G5N  "C4'"  "C3'"  SING  N  N   8  
G5N  "C4'"  "O4'"  SING  N  N   9  
G5N  "C5'"  "O5'"  SING  N  N  10  
G5N  CA     N      SING  N  N  11  
G5N  CA     C      SING  N  N  12  
G5N  "C3'"  "C2'"  SING  N  N  13  
G5N  "O4'"  "C1'"  SING  N  N  14  
G5N  "C2'"  "C1'"  SING  N  N  15  
G5N  C      N3S    SING  N  N  16  
G5N  C      O      DOUB  N  N  17  
G5N  "C1'"  N1     SING  N  N  18  
G5N  N3S    S      SING  N  N  19  
G5N  "O5'"  S      SING  N  N  20  
G5N  O2S    S      DOUB  N  N  21  
G5N  O2     C2     DOUB  N  N  22  
G5N  S      O1S    DOUB  N  N  23  
G5N  N1     C2     SING  N  N  24  
G5N  N1     C6     SING  N  N  25  
G5N  C2     N3     SING  N  N  26  
G5N  C6     C5     DOUB  N  N  27  
G5N  N3     C4     DOUB  N  N  28  
G5N  C5     C4     SING  N  N  29  
G5N  C4     N4     SING  N  N  30  
G5N  C5     H1     SING  N  N  31  
G5N  C6     H2     SING  N  N  32  
G5N  N      H3     SING  N  N  33  
G5N  N      H4     SING  N  N  34  
G5N  CA     H6     SING  N  N  35  
G5N  CB     H7     SING  N  N  36  
G5N  CB     H8     SING  N  N  37  
G5N  OD2    H9     SING  N  N  38  
G5N  "C1'"  H10    SING  N  N  39  
G5N  "C2'"  H11    SING  N  N  40  
G5N  "C3'"  H12    SING  N  N  41  
G5N  "C4'"  H13    SING  N  N  42  
G5N  "C5'"  H14    SING  N  N  43  
G5N  "C5'"  H15    SING  N  N  44  
G5N  N3S    H16    SING  N  N  45  
G5N  N4     H17    SING  N  N  46  
G5N  N4     H18    SING  N  N  47  
G5N  "O2'"  H19    SING  N  N  48  
G5N  "O3'"  H20    SING  N  N  49  
#   #
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
G5N  InChI             InChI                 1.03   "InChI=1S/C13H19N5O10S/c14-5(3-8(19)20)11(23)17-29(25,26)27-4-6-9(21)10(22)12(28-6)18-2-1-7(15)16-13(18)24/h1-2,5-6,9-10,12,21-22H,3-4,14H2,(H,17,23)(H,19,20)(H2,15,16,24)/t5-,6+,9+,10+,12+/m0/s1"  
G5N  InChIKey          InChI                 1.03   QNLPAFNBQADGSM-TUVSRKGYSA-N  
G5N  SMILES_CANONICAL  CACTVS                3.385  "N[C@@H](CC(O)=O)C(=O)N[S](=O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N2C=CC(=NC2=O)N"  
G5N  SMILES            CACTVS                3.385  "N[CH](CC(O)=O)C(=O)N[S](=O)(=O)OC[CH]1O[CH]([CH](O)[CH]1O)N2C=CC(=NC2=O)N"  
G5N  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.6  "C1=CN(C(=O)N=C1N)[C@H]2[C@@H]([C@@H]([C@H](O2)COS(=O)(=O)NC(=O)[C@H](CC(=O)O)N)O)O"  
G5N  SMILES            "OpenEye OEToolkits"  2.0.6  "C1=CN(C(=O)N=C1N)C2C(C(C(O2)COS(=O)(=O)NC(=O)C(CC(=O)O)N)O)O"  
#
_pdbx_chem_comp_identifier.comp_id          G5N
_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       "(3~{S})-3-azanyl-4-[[(2~{R},3~{S},4~{R},5~{R})-5-(4-azanyl-2-oxidanylidene-pyrimidin-1-yl)-3,4-bis(oxidanyl)oxolan-2-yl]methoxysulfonylamino]-4-oxidanylidene-butanoic acid"
#   #
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
G5N  "Create component"  2018-08-29  EBI   
G5N  "Initial release"   2019-12-18  RCSB  
##
