data_NRN
#

_chem_comp.id                                   NRN
_chem_comp.name                                 "(1S,2R,3S,4R)-4-(6-aminopurin-9-yl)cyclopentane-1,2,3-triol"
_chem_comp.type                                 NON-POLYMER
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C10 H13 N5 O3"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        noraristeromycin
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2015-07-31
_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                       251.242
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    NRN
_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       5AXB
_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
NRN  N6   N1   N  0  1  N  N  N  -30.774  -41.251  31.703  -4.724   1.195  -0.697  N6   NRN   1  
NRN  C6   C1   C  0  1  Y  N  N  -31.168  -40.910  30.438  -3.783   0.319  -0.184  C6   NRN   2  
NRN  N1   N2   N  0  1  Y  N  N  -30.274  -40.766  29.416  -4.157  -0.813   0.402  N1   NRN   3  
NRN  C5   C2   C  0  1  Y  N  N  -32.512  -40.694  30.130  -2.410   0.604  -0.275  C5   NRN   4  
NRN  N7   N3   N  0  1  Y  N  N  -33.655  -40.771  30.837  -1.681   1.623  -0.790  N7   NRN   5  
NRN  C8   C3   C  0  1  Y  N  N  -34.688  -40.496  30.034  -0.414   1.386  -0.605  C8   NRN   6  
NRN  N9   N4   N  0  1  Y  N  N  -34.202  -40.277  28.794  -0.253   0.197   0.041  N9   NRN   7  
NRN  C4   C4   C  0  1  Y  N  N  -32.864  -40.409  28.823  -1.503  -0.323   0.264  C4   NRN   8  
NRN  N3   N5   N  0  1  Y  N  N  -31.930  -40.274  27.835  -1.971  -1.427   0.836  N3   NRN   9  
NRN  C2   C5   C  0  1  Y  N  N  -30.636  -40.453  28.160  -3.266  -1.655   0.894  C2   NRN  10  
NRN  C1A  C6   C  0  1  N  N  R  -34.936  -40.025  27.538   1.022  -0.414   0.426  C1A  NRN  11  
NRN  C2A  C7   C  0  1  N  N  S  -35.884  -41.212  27.233   1.892  -0.649  -0.821  C2A  NRN  12  
NRN  O2A  O1   O  0  1  N  N  N  -35.219  -42.337  26.649   2.211  -2.036  -0.942  O2A  NRN  13  
NRN  C5A  C8   C  0  1  N  N  N  -35.880  -38.842  27.537   1.812   0.543   1.342  C5A  NRN  14  
NRN  C4A  C9   C  0  1  N  N  S  -36.664  -39.172  26.249   3.288   0.345   0.917  C4A  NRN  15  
NRN  O5A  O2   O  0  1  N  N  N  -37.891  -38.448  26.108   4.069   1.495   1.246  O5A  NRN  16  
NRN  C3A  C10  C  0  1  N  N  R  -36.981  -40.651  26.335   3.181   0.175  -0.621  C3A  NRN  17  
NRN  O3A  O3   O  0  1  N  N  N  -36.998  -41.185  25.010   4.313  -0.536  -1.125  O3A  NRN  18  
NRN  H1   H1   H  0  1  N  N  N  -29.781  -41.364  31.724  -5.668   0.985  -0.631  H1   NRN  19  
NRN  H2   H2   H  0  1  N  N  N  -31.041  -40.529  32.341  -4.438   2.021  -1.118  H2   NRN  20  
NRN  H3   H3   H  0  1  N  N  N  -35.727  -40.456  30.326   0.390   2.036  -0.919  H3   NRN  21  
NRN  H4   H4   H  0  1  N  N  N  -29.877  -40.343  27.400  -3.614  -2.562   1.366  H4   NRN  22  
NRN  H5   H5   H  0  1  N  N  N  -34.223  -39.920  26.707   0.842  -1.359   0.939  H5   NRN  23  
NRN  H6   H6   H  0  1  N  N  N  -36.348  -41.520  28.182   1.366  -0.308  -1.713  H6   NRN  24  
NRN  H7   H7   H  0  1  N  N  N  -34.547  -42.651  27.242   2.758  -2.249  -1.710  H7   NRN  25  
NRN  H8   H8   H  0  1  N  N  N  -35.344  -37.885  27.461   1.502   1.575   1.174  H8   NRN  26  
NRN  H9   H9   H  0  1  N  N  N  -36.529  -38.830  28.425   1.674   0.270   2.388  H9   NRN  27  
NRN  H10  H10  H  0  1  N  N  N  -36.012  -38.992  25.381   3.704  -0.552   1.376  H10  NRN  28  
NRN  H11  H11  H  0  1  N  N  N  -37.706  -37.518  26.053   4.982   1.453   0.930  H11  NRN  29  
NRN  H12  H12  H  0  1  N  N  N  -37.957  -40.789  26.823   3.092   1.147  -1.106  H12  NRN  30  
NRN  H13  H13  H  0  1  N  N  N  -37.196  -42.114  25.045   5.157  -0.090  -0.973  H13  NRN  31  
#   #
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
NRN  O3A  C3A  SING  N  N   1  
NRN  O5A  C4A  SING  N  N   2  
NRN  C4A  C3A  SING  N  N   3  
NRN  C4A  C5A  SING  N  N   4  
NRN  C3A  C2A  SING  N  N   5  
NRN  O2A  C2A  SING  N  N   6  
NRN  C2A  C1A  SING  N  N   7  
NRN  C5A  C1A  SING  N  N   8  
NRN  C1A  N9   SING  N  N   9  
NRN  N3   C2   DOUB  Y  N  10  
NRN  N3   C4   SING  Y  N  11  
NRN  C2   N1   SING  Y  N  12  
NRN  N9   C4   SING  Y  N  13  
NRN  N9   C8   SING  Y  N  14  
NRN  C4   C5   DOUB  Y  N  15  
NRN  N1   C6   DOUB  Y  N  16  
NRN  C8   N7   DOUB  Y  N  17  
NRN  C5   C6   SING  Y  N  18  
NRN  C5   N7   SING  Y  N  19  
NRN  C6   N6   SING  N  N  20  
NRN  N6   H1   SING  N  N  21  
NRN  N6   H2   SING  N  N  22  
NRN  C8   H3   SING  N  N  23  
NRN  C2   H4   SING  N  N  24  
NRN  C1A  H5   SING  N  N  25  
NRN  C2A  H6   SING  N  N  26  
NRN  O2A  H7   SING  N  N  27  
NRN  C5A  H8   SING  N  N  28  
NRN  C5A  H9   SING  N  N  29  
NRN  C4A  H10  SING  N  N  30  
NRN  O5A  H11  SING  N  N  31  
NRN  C3A  H12  SING  N  N  32  
NRN  O3A  H13  SING  N  N  33  
#   #
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
NRN  InChI             InChI                 1.03   "InChI=1S/C10H13N5O3/c11-9-6-10(13-2-12-9)15(3-14-6)4-1-5(16)8(18)7(4)17/h2-5,7-8,16-18H,1H2,(H2,11,12,13)/t4-,5+,7+,8-/m1/s1"  
NRN  InChIKey          InChI                 1.03   VFKHECGAEJNAMV-HETMPLHPSA-N  
NRN  SMILES_CANONICAL  CACTVS                3.385  "Nc1ncnc2n(cnc12)[C@@H]3C[C@H](O)[C@@H](O)[C@H]3O"  
NRN  SMILES            CACTVS                3.385  "Nc1ncnc2n(cnc12)[CH]3C[CH](O)[CH](O)[CH]3O"  
NRN  SMILES_CANONICAL  "OpenEye OEToolkits"  1.9.2  "c1nc(c2c(n1)n(cn2)[C@@H]3C[C@@H]([C@H]([C@H]3O)O)O)N"  
NRN  SMILES            "OpenEye OEToolkits"  1.9.2  "c1nc(c2c(n1)n(cn2)C3CC(C(C3O)O)O)N"  
#
_pdbx_chem_comp_identifier.comp_id          NRN
_pdbx_chem_comp_identifier.type             "SYSTEMATIC NAME"
_pdbx_chem_comp_identifier.program          "OpenEye OEToolkits"
_pdbx_chem_comp_identifier.program_version  1.9.2
_pdbx_chem_comp_identifier.identifier       "(1S,2R,3S,4R)-4-(6-aminopurin-9-yl)cyclopentane-1,2,3-triol"
#   #
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
NRN  "Create component"  2015-07-31  PDBJ  
NRN  "Initial release"   2016-07-27  RCSB  
NRN  "Modify synonyms"   2021-03-01  PDBE  
#
_pdbx_chem_comp_synonyms.ordinal     1
_pdbx_chem_comp_synonyms.comp_id     NRN
_pdbx_chem_comp_synonyms.name        noraristeromycin
_pdbx_chem_comp_synonyms.provenance  ?
_pdbx_chem_comp_synonyms.type        ?
##
