data_NCN
#

_chem_comp.id                                   NCN
_chem_comp.name                                 "NICOTINATE MONONUCLEOTIDE"
_chem_comp.type                                 NON-POLYMER
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C11 H14 N O9 P"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        NAMN
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    1999-07-08
_chem_comp.pdbx_modified_date                   2020-06-17
_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                       335.204
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    NCN
_chem_comp.pdbx_model_coordinates_details       ?
_chem_comp.pdbx_model_coordinates_missing_flag  N
_chem_comp.pdbx_ideal_coordinates_details       ?
_chem_comp.pdbx_ideal_coordinates_missing_flag  Y
_chem_comp.pdbx_model_coordinates_db_code       1QPN
_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
NCN  P       P     P   0  1  N  N  N  17.605  80.675  18.332  -4.622  -0.997   0.193  P       NCN   1  
NCN  O1P     O1P   O   0  1  N  N  N  16.847  81.811  17.606  -4.390  -1.552  -1.230  O1P     NCN   2  
NCN  O2P     O2P   O   0  1  N  N  N  16.705  79.429  18.759  -5.656   0.149   0.136  O2P     NCN   3  
NCN  O3P     O3P   O  -1  1  N  N  N  18.855  80.251  17.519  -5.175  -2.173   1.144  O3P     NCN   4  
NCN  "O5'"   O5*   O   0  1  N  N  N  18.124  81.355  19.797  -3.233  -0.438   0.784  "O5'"   NCN   5  
NCN  "C5'"   C5*   C   0  1  N  N  N  19.397  82.050  19.913  -2.736   0.513  -0.160  "C5'"   NCN   6  
NCN  "C4'"   C4*   C   0  1  N  N  R  19.443  83.573  19.524  -1.410   1.086   0.344  "C4'"   NCN   7  
NCN  "O4'"   O4*   O   0  1  N  N  N  18.516  84.383  20.273  -0.392   0.058   0.363  "O4'"   NCN   8  
NCN  "C3'"   C3*   C   0  1  N  N  S  20.831  84.302  19.819  -0.870   2.153  -0.634  "C3'"   NCN   9  
NCN  "O3'"   O3*   O   0  1  N  N  N  22.079  83.860  19.094  -1.194   3.466  -0.172  "O3'"   NCN  10  
NCN  "C2'"   C2*   C   0  1  N  N  R  20.464  85.725  19.411   0.660   1.938  -0.624  "C2'"   NCN  11  
NCN  "O2'"   O2*   O   0  1  N  N  N  20.712  86.022  17.967   1.328   3.112  -0.157  "O2'"   NCN  12  
NCN  "C1'"   C1*   C   0  1  N  N  R  19.006  85.820  20.117   0.867   0.766   0.362  "C1'"   NCN  13  
NCN  N1      N1    N   1  1  Y  N  N  18.901  86.363  21.572   1.946  -0.108  -0.105  N1      NCN  14  
NCN  C6      C6    C   0  1  Y  N  N  19.465  85.562  22.620   1.689  -0.994  -1.049  C6      NCN  15  
NCN  C5      C5    C   0  1  Y  N  N  19.375  85.996  23.971   2.676  -1.841  -1.521  C5      NCN  16  
NCN  C4      C4    C   0  1  Y  N  N  18.735  87.186  24.266   3.952  -1.755  -0.993  C4      NCN  17  
NCN  C3      C3    C   0  1  Y  N  N  18.166  88.004  23.283   4.194  -0.805   0.008  C3      NCN  18  
NCN  C2      C2    C   0  1  Y  N  N  18.249  87.589  21.938   3.144   0.016   0.425  C2      NCN  19  
NCN  C7      C7    C   0  1  N  N  N  17.498  89.275  23.820   5.537  -0.670   0.607  C7      NCN  20  
NCN  O7      O7    O   0  1  N  N  N  16.820  89.203  24.947   6.543  -1.465   0.192  O7      NCN  21  
NCN  O8      O8    O   0  1  N  N  N  17.629  90.351  23.078   5.735   0.157   1.474  O8      NCN  22  
NCN  HOP1    1HOP  H   0  0  N  N  N  17.383  82.553  17.351       ?       ?       ?  HOP1    NCN  23  
NCN  "H5'1"  1H5*  H   0  0  N  N  N  19.788  81.925  20.949  -3.459   1.320  -0.278  "H5'1"  NCN  24  
NCN  "H5'2"  2H5*  H   0  0  N  N  N  20.169  81.499  19.326  -2.578   0.023  -1.121  "H5'2"  NCN  25  
NCN  "H4'"   H4*   H   0  1  N  N  N  19.216  83.515  18.433  -1.536   1.514   1.338  "H4'"   NCN  26  
NCN  "H3'"   H3*   H   0  1  N  N  N  21.150  84.096  20.867  -1.272   1.992  -1.635  "H3'"   NCN  27  
NCN  "HO'3"  3HO*  H   0  0  N  N  N  22.905  84.294  19.269  -0.808   4.088  -0.803  "HO'3"  NCN  28  
NCN  "H2'"   H2*   H   0  1  N  N  N  21.089  86.584  19.746   1.014   1.667  -1.618  "H2'"   NCN  29  
NCN  "HO'2"  2HO*  H   0  0  N  N  N  20.483  86.908  17.712   1.112   3.821  -0.778  "HO'2"  NCN  30  
NCN  "H1'"   H1*   H   0  1  N  N  N  18.450  86.529  19.461   1.091   1.144   1.359  "H1'"   NCN  31  
NCN  H6      H6    H   0  1  N  N  N  19.969  84.609  22.386   0.692  -1.060  -1.460  H6      NCN  32  
NCN  H5      H5    H   0  1  N  N  N  19.805  85.404  24.796   2.453  -2.562  -2.294  H5      NCN  33  
NCN  H4      H4    H   0  1  N  N  N  18.676  87.493  25.323   4.741  -2.404  -1.343  H4      NCN  34  
NCN  H2      H2    H   0  1  N  N  N  17.798  88.231  21.162   3.315   0.753   1.196  H2      NCN  35  
NCN  HO7     HO7   H   0  1  N  N  N  16.406  89.990  25.279   7.422  -1.376   0.584  HO7     NCN  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
NCN  P      O1P     SING  N  N   1  
NCN  P      O2P     DOUB  N  N   2  
NCN  P      O3P     SING  N  N   3  
NCN  P      "O5'"   SING  N  N   4  
NCN  O1P    HOP1    SING  N  N   5  
NCN  "O5'"  "C5'"   SING  N  N   6  
NCN  "C5'"  "C4'"   SING  N  N   7  
NCN  "C5'"  "H5'1"  SING  N  N   8  
NCN  "C5'"  "H5'2"  SING  N  N   9  
NCN  "C4'"  "O4'"   SING  N  N  10  
NCN  "C4'"  "C3'"   SING  N  N  11  
NCN  "C4'"  "H4'"   SING  N  N  12  
NCN  "O4'"  "C1'"   SING  N  N  13  
NCN  "C3'"  "O3'"   SING  N  N  14  
NCN  "C3'"  "C2'"   SING  N  N  15  
NCN  "C3'"  "H3'"   SING  N  N  16  
NCN  "O3'"  "HO'3"  SING  N  N  17  
NCN  "C2'"  "O2'"   SING  N  N  18  
NCN  "C2'"  "C1'"   SING  N  N  19  
NCN  "C2'"  "H2'"   SING  N  N  20  
NCN  "O2'"  "HO'2"  SING  N  N  21  
NCN  "C1'"  N1      SING  N  N  22  
NCN  "C1'"  "H1'"   SING  N  N  23  
NCN  N1     C6      SING  Y  N  24  
NCN  N1     C2      DOUB  Y  N  25  
NCN  C6     C5      DOUB  Y  N  26  
NCN  C6     H6      SING  N  N  27  
NCN  C5     C4      SING  Y  N  28  
NCN  C5     H5      SING  N  N  29  
NCN  C4     C3      DOUB  Y  N  30  
NCN  C4     H4      SING  N  N  31  
NCN  C3     C2      SING  Y  N  32  
NCN  C3     C7      SING  N  N  33  
NCN  C2     H2      SING  N  N  34  
NCN  C7     O7      SING  N  N  35  
NCN  C7     O8      DOUB  N  N  36  
NCN  O7     HO7     SING  N  N  37  
#   #
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
NCN  SMILES            ACDLabs               10.04  "[O-]P(=O)(O)OCC2OC([n+]1cc(ccc1)C(=O)O)C(O)C2O"  
NCN  SMILES_CANONICAL  CACTVS                3.341  "O[C@H]1[C@@H](O)[C@@H](O[C@@H]1CO[P](O)([O-])=O)[n+]2cccc(c2)C(O)=O"  
NCN  SMILES            CACTVS                3.341  "O[CH]1[CH](O)[CH](O[CH]1CO[P](O)([O-])=O)[n+]2cccc(c2)C(O)=O"  
NCN  SMILES_CANONICAL  "OpenEye OEToolkits"  1.5.0  "c1cc(c[n+](c1)[C@H]2[C@@H]([C@@H]([C@H](O2)CO[P@@](=O)(O)[O-])O)O)C(=O)O"  
NCN  SMILES            "OpenEye OEToolkits"  1.5.0  "c1cc(c[n+](c1)C2C(C(C(O2)COP(=O)(O)[O-])O)O)C(=O)O"  
NCN  InChI             InChI                 1.03   "InChI=1S/C11H14NO9P/c13-8-7(5-20-22(17,18)19)21-10(9(8)14)12-3-1-2-6(4-12)11(15)16/h1-4,7-10,13-14H,5H2,(H2-,15,16,17,18,19)/t7-,8-,9-,10-/m1/s1"  
NCN  InChIKey          InChI                 1.03   JOUIQRNQJGXQDC-ZYUZMQFOSA-N  
#   #
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
NCN  "SYSTEMATIC NAME"  ACDLabs               10.04  "3-carboxy-1-[5-O-(hydroxyphosphinato)-beta-D-ribofuranosyl]pyridinium"  
NCN  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  1.5.0  "[(2R,3S,4R,5R)-5-(3-carboxypyridin-1-ium-1-yl)-3,4-dihydroxy-oxolan-2-yl]methyl hydrogen 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
NCN  "Create component"   1999-07-08  RCSB  
NCN  "Modify descriptor"  2011-06-04  RCSB  
NCN  "Modify synonyms"    2020-06-05  PDBE  
#
_pdbx_chem_comp_synonyms.ordinal     1
_pdbx_chem_comp_synonyms.comp_id     NCN
_pdbx_chem_comp_synonyms.name        NAMN
_pdbx_chem_comp_synonyms.provenance  ?
_pdbx_chem_comp_synonyms.type        ?
##
