data_N5O
#

_chem_comp.id                                   N5O
_chem_comp.name                                 "5'-N-(2-HYDROXYL)ETHYL CARBOXYAMIDO ADENOSINE"
_chem_comp.type                                 NON-POLYMER
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C12 H16 N6 O5"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        "(2S,3S,4R,5R)-5-(6-AMINO-9H-PURIN-9-YL)-3,4-DIHYDROXY-N-(2-HYDROXYETHYL)TETRAHYDROFURAN-2-CARBOXAMIDE"
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2006-06-28
_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                       324.293
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    N5O
_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  N
_chem_comp.pdbx_model_coordinates_db_code       ?
_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
N5O  O53     O53   O  0  1  N  N  N  -118.108  -37.356  63.631  -6.683  -0.437   1.004  O53     N5O   1  
N5O  C52     C52   C  0  1  N  N  N  -118.461  -36.229  62.824  -6.693   0.466  -0.103  C52     N5O   2  
N5O  C51     C51   C  0  1  N  N  N  -119.487  -36.648  61.769  -5.385   1.259  -0.126  C51     N5O   3  
N5O  "N5'"   N5*   N  0  1  N  N  N  -119.149  -37.979  61.244  -4.266   0.348  -0.380  "N5'"   N5O   4  
N5O  "C5'"   C5*   C  0  1  N  N  N  -118.710  -37.918  59.989  -3.008   0.828  -0.443  "C5'"   N5O   5  
N5O  "O5'"   O5*   O  0  1  N  N  N  -118.710  -36.744  59.302  -2.802   2.013  -0.291  "O5'"   N5O   6  
N5O  "C4'"   C4*   C  0  1  N  N  S  -118.201  -39.190  59.307  -1.857  -0.109  -0.704  "C4'"   N5O   7  
N5O  "O4'"   O4*   O  0  1  N  N  N  -119.181  -39.649  58.361  -0.621   0.631  -0.812  "O4'"   N5O   8  
N5O  "C3'"   C3*   C  0  1  N  N  S  -116.933  -38.872  58.513  -1.647  -1.054   0.500  "C3'"   N5O   9  
N5O  "O3'"   O3*   O  0  1  N  N  N  -115.787  -39.196  59.304  -2.264  -2.320   0.256  "O3'"   N5O  10  
N5O  "C2'"   C2*   C  0  1  N  N  R  -117.026  -39.839  57.334  -0.110  -1.209   0.593  "C2'"   N5O  11  
N5O  "O2'"   O2*   O  0  1  N  N  N  -116.482  -41.108  57.705   0.267  -2.575   0.413  "O2'"   N5O  12  
N5O  "C1'"   C1*   C  0  1  N  N  R  -118.535  -39.972  57.118   0.424  -0.335  -0.564  "C1'"   N5O  13  
N5O  N9      N9    N  0  1  Y  N  N  -118.995  -39.046  56.056   1.659   0.342  -0.163  N9      N5O  14  
N5O  C8      C8    C  0  1  Y  N  N  -119.511  -37.832  56.240   1.757   1.593   0.369  C8      N5O  15  
N5O  N7      N7    N  0  1  Y  N  N  -119.835  -37.299  55.064   3.004   1.879   0.607  N7      N5O  16  
N5O  C5      C5    C  0  1  Y  N  N  -119.522  -38.184  54.123   3.783   0.830   0.250  C5      N5O  17  
N5O  C4      C4    C  0  1  Y  N  N  -118.985  -39.298  54.750   2.930  -0.167  -0.255  C4      N5O  18  
N5O  N3      N3    N  0  1  Y  N  N  -118.599  -40.351  54.012   3.455  -1.310  -0.683  N3      N5O  19  
N5O  C2      C2    C  0  1  Y  N  N  -118.716  -40.371  52.694   4.755  -1.509  -0.642  C2      N5O  20  
N5O  N1      N1    N  0  1  Y  N  N  -119.216  -39.356  52.010   5.597  -0.600  -0.182  N1      N5O  21  
N5O  C6      C6    C  0  1  Y  N  N  -119.634  -38.241  52.626   5.165   0.573   0.267  C6      N5O  22  
N5O  N6      N6    N  0  1  N  N  N  -120.111  -37.209  51.936   6.054   1.519   0.746  N6      N5O  23  
N5O  HO53    HO53  H  0  0  N  N  N  -118.030  -38.127  63.082  -7.523  -0.916   0.982  HO53    N5O  24  
N5O  H521    1H52  H  0  0  N  N  N  -117.560  -35.845  62.323  -7.533   1.153  -0.003  H521    N5O  25  
N5O  H522    2H52  H  0  0  N  N  N  -118.894  -35.445  63.462  -6.793  -0.098  -1.031  H522    N5O  26  
N5O  H511    1H51  H  0  0  N  N  N  -119.477  -35.920  60.945  -5.242   1.752   0.835  H511    N5O  27  
N5O  H512    2H51  H  0  0  N  N  N  -120.487  -36.680  62.226  -5.429   2.009  -0.916  H512    N5O  28  
N5O  "HN5'"  HN5*  H  0  0  N  N  N  -119.238  -38.827  61.766  -4.430  -0.600  -0.501  "HN5'"  N5O  29  
N5O  "H4'"   H4*   H  0  1  N  N  N  -118.005  -39.949  60.079  -2.035  -0.685  -1.612  "H4'"   N5O  30  
N5O  "H3'"   H3*   H  0  1  N  N  N  -116.846  -37.817  58.216  -2.043  -0.606   1.411  "H3'"   N5O  31  
N5O  "HO3'"  HO3*  H  0  0  N  N  N  -115.024  -39.268  58.742  -3.210  -2.153   0.146  "HO3'"  N5O  32  
N5O  "H2'"   H2*   H  0  1  N  N  N  -116.480  -39.497  56.442   0.253  -0.836   1.551  "H2'"   N5O  33  
N5O  "HO2'"  HO2*  H  0  0  N  N  N  -116.361  -41.641  56.928  -0.145  -3.076   1.130  "HO2'"  N5O  34  
N5O  "H1'"   H1*   H  0  1  N  N  N  -118.783  -40.996  56.802   0.596  -0.944  -1.451  "H1'"   N5O  35  
N5O  H8      H8    H  0  1  N  N  N  -119.646  -37.353  57.198   0.923   2.251   0.564  H8      N5O  36  
N5O  H2      H2    H  0  1  N  N  N  -118.391  -41.250  52.157   5.149  -2.449  -0.998  H2      N5O  37  
N5O  HN61    1HN6  H  0  0  N  N  N  -120.211  -37.162  50.942   7.005   1.329   0.757  HN61    N5O  38  
N5O  HN62    2HN6  H  0  0  N  N  N  -120.352  -36.489  52.586   5.727   2.374   1.068  HN62    N5O  39  
#   #
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
N5O  O53    C52     SING  N  N   1  
N5O  O53    HO53    SING  N  N   2  
N5O  C52    C51     SING  N  N   3  
N5O  C52    H521    SING  N  N   4  
N5O  C52    H522    SING  N  N   5  
N5O  C51    "N5'"   SING  N  N   6  
N5O  C51    H511    SING  N  N   7  
N5O  C51    H512    SING  N  N   8  
N5O  "N5'"  "C5'"   SING  N  N   9  
N5O  "N5'"  "HN5'"  SING  N  N  10  
N5O  "C5'"  "O5'"   DOUB  N  N  11  
N5O  "C5'"  "C4'"   SING  N  N  12  
N5O  "C4'"  "O4'"   SING  N  N  13  
N5O  "C4'"  "C3'"   SING  N  N  14  
N5O  "C4'"  "H4'"   SING  N  N  15  
N5O  "O4'"  "C1'"   SING  N  N  16  
N5O  "C3'"  "O3'"   SING  N  N  17  
N5O  "C3'"  "C2'"   SING  N  N  18  
N5O  "C3'"  "H3'"   SING  N  N  19  
N5O  "O3'"  "HO3'"  SING  N  N  20  
N5O  "C2'"  "O2'"   SING  N  N  21  
N5O  "C2'"  "C1'"   SING  N  N  22  
N5O  "C2'"  "H2'"   SING  N  N  23  
N5O  "O2'"  "HO2'"  SING  N  N  24  
N5O  "C1'"  N9      SING  N  N  25  
N5O  "C1'"  "H1'"   SING  N  N  26  
N5O  N9     C8      SING  Y  N  27  
N5O  N9     C4      SING  Y  N  28  
N5O  C8     N7      DOUB  Y  N  29  
N5O  C8     H8      SING  N  N  30  
N5O  N7     C5      SING  Y  N  31  
N5O  C5     C4      DOUB  Y  N  32  
N5O  C5     C6      SING  Y  N  33  
N5O  C4     N3      SING  Y  N  34  
N5O  N3     C2      DOUB  Y  N  35  
N5O  C2     N1      SING  Y  N  36  
N5O  C2     H2      SING  N  N  37  
N5O  N1     C6      DOUB  Y  N  38  
N5O  C6     N6      SING  N  N  39  
N5O  N6     HN61    SING  N  N  40  
N5O  N6     HN62    SING  N  N  41  
#   #
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
N5O  SMILES            ACDLabs               10.04  "O=C(NCCO)C3OC(n2cnc1c(ncnc12)N)C(O)C3O"  
N5O  SMILES_CANONICAL  CACTVS                3.341  "Nc1ncnc2n(cnc12)[C@@H]3O[C@@H]([C@@H](O)[C@H]3O)C(=O)NCCO"  
N5O  SMILES            CACTVS                3.341  "Nc1ncnc2n(cnc12)[CH]3O[CH]([CH](O)[CH]3O)C(=O)NCCO"  
N5O  SMILES_CANONICAL  "OpenEye OEToolkits"  1.5.0  "c1nc(c2c(n1)n(cn2)[C@H]3[C@@H]([C@@H]([C@H](O3)C(=O)NCCO)O)O)N"  
N5O  SMILES            "OpenEye OEToolkits"  1.5.0  "c1nc(c2c(n1)n(cn2)C3C(C(C(O3)C(=O)NCCO)O)O)N"  
N5O  InChI             InChI                 1.03   "InChI=1S/C12H16N6O5/c13-9-5-10(16-3-15-9)18(4-17-5)12-7(21)6(20)8(23-12)11(22)14-1-2-19/h3-4,6-8,12,19-21H,1-2H2,(H,14,22)(H2,13,15,16)/t6-,7+,8-,12+/m0/s1"  
N5O  InChIKey          InChI                 1.03   YLPQAZPIFSHMAY-FLNNQWSLSA-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
N5O  "SYSTEMATIC NAME"  ACDLabs               10.04  "(2S,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxy-N-(2-hydroxyethyl)tetrahydrofuran-2-carboxamide (non-preferred name)"  
N5O  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  1.5.0  "(2S,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxy-N-(2-hydroxyethyl)oxolane-2-carboxamide"  
#   #
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
N5O  "Create component"   2006-06-28  RCSB  
N5O  "Modify descriptor"  2011-06-04  RCSB  
N5O  "Modify synonyms"    2020-06-05  PDBE  
#
_pdbx_chem_comp_synonyms.ordinal     1
_pdbx_chem_comp_synonyms.comp_id     N5O
_pdbx_chem_comp_synonyms.name        "(2S,3S,4R,5R)-5-(6-AMINO-9H-PURIN-9-YL)-3,4-DIHYDROXY-N-(2-HYDROXYETHYL)TETRAHYDROFURAN-2-CARBOXAMIDE"
_pdbx_chem_comp_synonyms.provenance  ?
_pdbx_chem_comp_synonyms.type        ?
##
