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                    2008-10-14 
_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 InChI            InChI                1.02b InChI=1/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/f/h15H,14H2 
N5A InChIKey         InChI                1.02b XZUQLQNOMFGRFJ-WTLSYCDADD                                                                                                                                                 
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                                                                                                                              
# 
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                                   
# 
