data_N5A
#

_chem_comp.id                                   N5A
_chem_comp.name                                 "5'-N-[(2-AMINO)ETHYL CARBOXAMIDO] ADENOSINE"
_chem_comp.type                                 NON-POLYMER
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C12 H17 N7 O4"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        "(2S,3S,4R,5R)-N-(2-AMINOETHYL)-5-(6-AMINO-9H-PURIN-9-YL)-3,4-DIHYDROXYTETRAHYDROFURAN-2-CARBOXAMIDE"
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2006-06-26
_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                       323.308
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    N5A
_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
N5A  N53     N53   N  0  1  N  N  N  -144.568  -38.051  78.869   7.680   1.130  -0.467  N53     N5A   1  
N5A  C52     C52   C  0  1  N  N  N  -143.903  -36.979  79.625   6.558   0.195  -0.316  C52     N5A   2  
N5A  C51     C51   C  0  1  N  N  N  -142.755  -37.576  80.440   5.290   0.974   0.040  C51     N5A   3  
N5A  "N5'"   N5*   N  0  1  N  N  N  -143.291  -38.619  81.327   4.170   0.041   0.192  "N5'"   N5A   4  
N5A  "C5'"   C5*   C  0  1  N  N  N  -143.590  -38.376  82.601   2.945   0.505   0.507  "C5'"   N5A   5  
N5A  "O5'"   O5*   O  0  1  N  N  N  -143.433  -37.282  83.130   2.768   1.694   0.665  "O5'"   N5A   6  
N5A  "C4'"   C4*   C  0  1  N  N  S  -144.143  -39.527  83.449   1.793  -0.455   0.662  "C4'"   N5A   7  
N5A  "O4'"   O4*   O  0  1  N  N  N  -143.126  -40.084  84.299   0.589   0.251   1.032  "O4'"   N5A   8  
N5A  "C3'"   C3*   C  0  1  N  N  S  -145.248  -39.058  84.394   1.434  -1.102  -0.699  "C3'"   N5A   9  
N5A  "O3'"   O3*   O  0  1  N  N  N  -146.495  -39.043  83.693   2.233  -2.261  -0.947  "O3'"   N5A  10  
N5A  "C2'"   C2*   C  0  1  N  N  R  -145.236  -40.249  85.348  -0.052  -1.489  -0.491  "C2'"   N5A  11  
N5A  "O2'"   O2*   O  0  1  N  N  N  -145.732  -41.408  84.671  -0.164  -2.868  -0.133  "O2'"   N5A  12  
N5A  "C1'"   C1*   C  0  1  N  N  R  -143.728  -40.379  85.573  -0.519  -0.591   0.671  "C1'"   N5A  13  
N5A  N9      N9    N  0  1  Y  N  N  -143.260  -39.356  86.536  -1.652   0.233   0.244  N9      N5A  14  
N5A  C8      C8    C  0  1  Y  N  N  -142.778  -38.151  86.241  -1.587   1.504  -0.243  C8      N5A  15  
N5A  N7      N7    N  0  1  Y  N  N  -142.415  -37.532  87.363  -2.783   1.935  -0.524  N7      N5A  16  
N5A  C5      C5    C  0  1  Y  N  N  -142.669  -38.346  88.384  -3.689   0.970  -0.236  C5      N5A  17  
N5A  C4      C4    C  0  1  Y  N  N  -143.210  -39.512  87.856  -2.974  -0.136   0.255  C4      N5A  18  
N5A  N3      N3    N  0  1  Y  N  N  -143.536  -40.521  88.675  -3.641  -1.226   0.621  N3      N5A  19  
N5A  C2      C2    C  0  1  Y  N  N  -143.345  -40.416  89.978  -4.952  -1.277   0.516  C2      N5A  20  
N5A  N1      N1    N  0  1  Y  N  N  -142.836  -39.321  90.515  -5.666  -0.266   0.055  N1      N5A  21  
N5A  C6      C6    C  0  1  Y  N  N  -142.489  -38.269  89.757  -5.087   0.867  -0.329  C6      N5A  22  
N5A  N6      N6    N  0  1  N  N  N  -141.993  -37.170  90.321  -5.844   1.921  -0.811  N6      N5A  23  
N5A  H531    1H53  H  0  0  N  N  N  -143.990  -38.867  78.870   7.853   1.526   0.444  H531    N5A  24  
N5A  H532    2H53  H  0  0  N  N  N  -144.719  -37.751  77.927   8.490   0.576  -0.701  H532    N5A  25  
N5A  H521    1H52  H  0  0  N  N  N  -144.626  -36.500  80.301   6.403  -0.342  -1.251  H521    N5A  26  
N5A  H522    2H52  H  0  0  N  N  N  -143.507  -36.227  78.927   6.782  -0.516   0.479  H522    N5A  27  
N5A  H511    1H51  H  0  0  N  N  N  -142.276  -36.788  81.040   5.444   1.511   0.976  H511    N5A  28  
N5A  H512    2H51  H  0  0  N  N  N  -142.009  -38.015  79.761   5.065   1.685  -0.754  H512    N5A  29  
N5A  "HN5'"  HN5*  H  0  0  N  N  N  -143.435  -39.539  80.962   4.311  -0.911   0.065  "HN5'"  N5A  30  
N5A  "H4'"   H4*   H  0  1  N  N  N  -144.522  -40.265  82.727   2.030  -1.221   1.401  "H4'"   N5A  31  
N5A  "H3'"   H3*   H  0  1  N  N  N  -145.118  -38.061  84.841   1.538  -0.380  -1.510  "H3'"   N5A  32  
N5A  "HO3'"  HO3*  H  0  0  N  N  N  -147.210  -39.040  84.318   3.141  -1.953  -1.067  "HO3'"  N5A  33  
N5A  "H2'"   H2*   H  0  1  N  N  N  -145.841  -40.139  86.260  -0.632  -1.281  -1.390  "H2'"   N5A  34  
N5A  "HO2'"  HO2*  H  0  0  N  N  N  -145.842  -41.213  83.748   0.141  -3.380  -0.894  "HO2'"  N5A  35  
N5A  "H1'"   H1*   H  0  1  N  N  N  -143.473  -41.376  85.961  -0.808  -1.207   1.523  "H1'"   N5A  36  
N5A  H8      H8    H  0  1  N  N  N  -142.694  -37.739  85.246  -0.677   2.071  -0.377  H8      N5A  37  
N5A  H2      H2    H  0  1  N  N  N  -143.611  -41.244  90.619  -5.463  -2.179   0.818  H2      N5A  38  
N5A  HN61    1HN6  H  0  0  N  N  N  -141.841  -37.043  91.301  -5.409   2.743  -1.089  HN61    N5A  39  
N5A  HN62    2HN6  H  0  0  N  N  N  -141.796  -36.491  89.613  -6.808   1.838  -0.871  HN62    N5A  40  
#   #
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
N5A  N53    C52     SING  N  N   1  
N5A  N53    H531    SING  N  N   2  
N5A  N53    H532    SING  N  N   3  
N5A  C52    C51     SING  N  N   4  
N5A  C52    H521    SING  N  N   5  
N5A  C52    H522    SING  N  N   6  
N5A  C51    "N5'"   SING  N  N   7  
N5A  C51    H511    SING  N  N   8  
N5A  C51    H512    SING  N  N   9  
N5A  "N5'"  "C5'"   SING  N  N  10  
N5A  "N5'"  "HN5'"  SING  N  N  11  
N5A  "C5'"  "O5'"   DOUB  N  N  12  
N5A  "C5'"  "C4'"   SING  N  N  13  
N5A  "C4'"  "O4'"   SING  N  N  14  
N5A  "C4'"  "C3'"   SING  N  N  15  
N5A  "C4'"  "H4'"   SING  N  N  16  
N5A  "O4'"  "C1'"   SING  N  N  17  
N5A  "C3'"  "O3'"   SING  N  N  18  
N5A  "C3'"  "C2'"   SING  N  N  19  
N5A  "C3'"  "H3'"   SING  N  N  20  
N5A  "O3'"  "HO3'"  SING  N  N  21  
N5A  "C2'"  "O2'"   SING  N  N  22  
N5A  "C2'"  "C1'"   SING  N  N  23  
N5A  "C2'"  "H2'"   SING  N  N  24  
N5A  "O2'"  "HO2'"  SING  N  N  25  
N5A  "C1'"  N9      SING  N  N  26  
N5A  "C1'"  "H1'"   SING  N  N  27  
N5A  N9     C8      SING  Y  N  28  
N5A  N9     C4      SING  Y  N  29  
N5A  C8     N7      DOUB  Y  N  30  
N5A  C8     H8      SING  N  N  31  
N5A  N7     C5      SING  Y  N  32  
N5A  C5     C4      DOUB  Y  N  33  
N5A  C5     C6      SING  Y  N  34  
N5A  C4     N3      SING  Y  N  35  
N5A  N3     C2      DOUB  Y  N  36  
N5A  C2     N1      SING  Y  N  37  
N5A  C2     H2      SING  N  N  38  
N5A  N1     C6      DOUB  Y  N  39  
N5A  C6     N6      SING  N  N  40  
N5A  N6     HN61    SING  N  N  41  
N5A  N6     HN62    SING  N  N  42  
#   #
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
N5A  SMILES            ACDLabs               10.04  "O=C(NCCN)C3OC(n2cnc1c(ncnc12)N)C(O)C3O"  
N5A  SMILES_CANONICAL  CACTVS                3.341  "NCCNC(=O)[C@H]1O[C@H]([C@H](O)[C@@H]1O)n2cnc3c(N)ncnc23"  
N5A  SMILES            CACTVS                3.341  "NCCNC(=O)[CH]1O[CH]([CH](O)[CH]1O)n2cnc3c(N)ncnc23"  
N5A  SMILES_CANONICAL  "OpenEye OEToolkits"  1.5.0  "c1nc(c2c(n1)n(cn2)[C@H]3[C@@H]([C@@H]([C@H](O3)C(=O)NCCN)O)O)N"  
N5A  SMILES            "OpenEye OEToolkits"  1.5.0  "c1nc(c2c(n1)n(cn2)C3C(C(C(O3)C(=O)NCCN)O)O)N"  
N5A  InChI             InChI                 1.03   "InChI=1S/C12H17N7O4/c13-1-2-15-11(22)8-6(20)7(21)12(23-8)19-4-18-5-9(14)16-3-17-10(5)19/h3-4,6-8,12,20-21H,1-2,13H2,(H,15,22)(H2,14,16,17)/t6-,7+,8-,12+/m0/s1"  
N5A  InChIKey          InChI                 1.03   XZUQLQNOMFGRFJ-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
N5A  "SYSTEMATIC NAME"  ACDLabs               10.04  "(2S,3S,4R,5R)-N-(2-aminoethyl)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-carboxamide (non-preferred name)"  
N5A  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  1.5.0  "(2S,3S,4R,5R)-N-(2-aminoethyl)-5-(6-aminopurin-9-yl)-3,4-dihydroxy-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
N5A  "Create component"   2006-06-26  RCSB  
N5A  "Modify descriptor"  2011-06-04  RCSB  
N5A  "Modify synonyms"    2020-06-05  PDBE  
#
_pdbx_chem_comp_synonyms.ordinal     1
_pdbx_chem_comp_synonyms.comp_id     N5A
_pdbx_chem_comp_synonyms.name        "(2S,3S,4R,5R)-N-(2-AMINOETHYL)-5-(6-AMINO-9H-PURIN-9-YL)-3,4-DIHYDROXYTETRAHYDROFURAN-2-CARBOXAMIDE"
_pdbx_chem_comp_synonyms.provenance  ?
_pdbx_chem_comp_synonyms.type        ?
##
