data_ANU
#

_chem_comp.id                                   ANU
_chem_comp.name                                 "2,2'-Anhydro-(1-beta-D-arabinofuranosyl)uracil"
_chem_comp.type                                 NON-POLYMER
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C9 H10 N2 O5"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        "Anhydrouridine; 2,2'-ANHYDROURIDINE; CYCLOURIDINE"
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2004-12-14
_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                       226.186
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    ANU
_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       1ZL2
_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
ANU  "O3'"  O1   O  0  1  N  N  N   8.031  -0.931  93.230  -2.893  -2.143   0.098  "O3'"  ANU   1  
ANU  "C3'"  C1   C  0  1  N  N  R   9.208  -1.010  92.422  -1.906  -1.125   0.277  "C3'"  ANU   2  
ANU  "C2'"  C2   C  0  1  N  N  S   9.711   0.398  92.092  -0.723  -1.326  -0.699  "C2'"  ANU   3  
ANU  O2     O2   O  0  1  N  N  N  10.501   0.327  90.896   0.451  -1.748   0.041  O2     ANU   4  
ANU  C2     C3   C  0  1  N  N  N  11.754   0.787  91.164   1.394  -0.782   0.010  C2     ANU   5  
ANU  N3     N1   N  0  1  N  N  N  12.835   0.997  90.300   2.600  -0.814   0.560  N3     ANU   6  
ANU  C4     C4   C  0  1  N  N  N  14.086   1.382  90.799   3.444   0.218   0.453  C4     ANU   7  
ANU  O4     O3   O  0  1  N  N  N  15.035   1.510  90.021   4.549   0.164   0.970  O4     ANU   8  
ANU  C5     C5   C  0  1  N  N  N  14.269   1.573  92.161   3.048   1.374  -0.266  C5     ANU   9  
ANU  C6     C6   C  0  1  N  N  N  13.197   1.373  93.029   1.818   1.396  -0.820  C6     ANU  10  
ANU  N1     N2   N  0  1  N  N  N  11.944   0.982  92.541   0.994   0.315  -0.676  N1     ANU  11  
ANU  "C1'"  C7   C  0  1  N  N  R  10.656   0.744  93.229  -0.377   0.105  -1.174  "C1'"  ANU  12  
ANU  "O4'"  O4   O  0  1  N  N  N  10.726  -0.417  94.076  -1.264   1.004  -0.487  "O4'"  ANU  13  
ANU  "C4'"  C8   C  0  1  N  N  R  10.342  -1.558  93.288  -2.455   0.258  -0.158  "C4'"  ANU  14  
ANU  "C5'"  C9   C  0  1  N  N  N  11.518  -2.042  92.432  -3.208   0.925   0.994  "C5'"  ANU  15  
ANU  "O5'"  O5   O  0  1  N  N  N  12.567  -2.499  93.288  -3.801   2.142   0.534  "O5'"  ANU  16  
ANU  H1     H1   H  0  1  N  N  N   7.725  -1.808  93.431  -3.694  -2.011   0.623  H1     ANU  17  
ANU  H2     H2   H  0  1  N  N  N   9.068  -1.612  91.512  -1.561  -1.098   1.310  H2     ANU  18  
ANU  H3     H3   H  0  1  N  N  N   8.881   1.117  92.019  -0.971  -1.995  -1.523  H3     ANU  19  
ANU  H4     H4   H  0  1  N  N  N  15.233   1.874  92.545   3.715   2.218  -0.366  H4     ANU  20  
ANU  H5     H5   H  0  1  N  N  N  13.334   1.521  94.090   1.487   2.262  -1.374  H5     ANU  21  
ANU  H6     H6   H  0  1  N  N  N  10.313   1.638  93.771  -0.437   0.202  -2.258  H6     ANU  22  
ANU  H7     H7   H  0  1  N  N  N   9.973  -2.378  93.921  -3.099   0.158  -1.032  H7     ANU  23  
ANU  H8     H8   H  0  1  N  N  N  11.186  -2.867  91.784  -3.988   0.255   1.355  H8     ANU  24  
ANU  H9     H9   H  0  1  N  N  N  11.886  -1.213  91.810  -2.513   1.144   1.804  H9     ANU  25  
ANU  H10    H10  H  0  1  N  N  N  13.298  -2.800  92.761  -4.296   2.619   1.214  H10    ANU  26  
#   #
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
ANU  O4     C4     DOUB  N  N   1  
ANU  N3     C4     SING  N  N   2  
ANU  N3     C2     DOUB  N  N   3  
ANU  C4     C5     SING  N  N   4  
ANU  O2     C2     SING  N  N   5  
ANU  O2     "C2'"  SING  N  N   6  
ANU  C2     N1     SING  N  N   7  
ANU  "C2'"  "C3'"  SING  N  N   8  
ANU  "C2'"  "C1'"  SING  N  N   9  
ANU  C5     C6     DOUB  N  N  10  
ANU  "C3'"  "O3'"  SING  N  N  11  
ANU  "C3'"  "C4'"  SING  N  N  12  
ANU  "C5'"  "C4'"  SING  N  N  13  
ANU  "C5'"  "O5'"  SING  N  N  14  
ANU  N1     C6     SING  N  N  15  
ANU  N1     "C1'"  SING  N  N  16  
ANU  "C1'"  "O4'"  SING  N  N  17  
ANU  "C4'"  "O4'"  SING  N  N  18  
ANU  "O3'"  H1     SING  N  N  19  
ANU  "C3'"  H2     SING  N  N  20  
ANU  "C2'"  H3     SING  N  N  21  
ANU  C5     H4     SING  N  N  22  
ANU  C6     H5     SING  N  N  23  
ANU  "C1'"  H6     SING  N  N  24  
ANU  "C4'"  H7     SING  N  N  25  
ANU  "C5'"  H8     SING  N  N  26  
ANU  "C5'"  H9     SING  N  N  27  
ANU  "O5'"  H10    SING  N  N  28  
#   #
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
ANU  InChI             InChI                 1.03   "InChI=1S/C9H10N2O5/c12-3-4-6(14)7-8(15-4)11-2-1-5(13)10-9(11)16-7/h1-2,4,6-8,12,14H,3H2/t4-,6-,7+,8-/m1/s1"  
ANU  InChIKey          InChI                 1.03   UUGITDASWNOAGG-CCXZUQQUSA-N  
ANU  SMILES_CANONICAL  CACTVS                3.385  "OC[C@H]1O[C@@H]2[C@@H](OC3=NC(=O)C=CN23)[C@@H]1O"  
ANU  SMILES            CACTVS                3.385  "OC[CH]1O[CH]2[CH](OC3=NC(=O)C=CN23)[CH]1O"  
ANU  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.6  "C1=CN2[C@H]3[C@H]([C@@H]([C@H](O3)CO)O)OC2=NC1=O"  
ANU  SMILES            "OpenEye OEToolkits"  2.0.6  "C1=CN2C3C(C(C(O3)CO)O)OC2=NC1=O"  
#
_pdbx_chem_comp_identifier.comp_id          ANU
_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       "(2~{R},4~{R},5~{R},6~{S})-4-(hydroxymethyl)-5-oxidanyl-3,7-dioxa-1,9-diazatricyclo[6.4.0.0^{2,6}]dodeca-8,11-dien-10-one"
#   #
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
ANU  "Create component"    2004-12-14  RCSB  
ANU  "Modify descriptor"   2011-06-04  RCSB  
ANU  "Other modification"  2017-10-09  RCSB  
ANU  "Modify synonyms"     2020-06-05  PDBE  
#   #
loop_
_pdbx_chem_comp_synonyms.ordinal
_pdbx_chem_comp_synonyms.comp_id
_pdbx_chem_comp_synonyms.name
_pdbx_chem_comp_synonyms.provenance
_pdbx_chem_comp_synonyms.type
1  ANU  Anhydrouridine         ?  ?  
2  ANU  "2,2'-ANHYDROURIDINE"  ?  ?  
3  ANU  CYCLOURIDINE           ?  ?  
##
