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                    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                        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 InChI            InChI                1.02b InChI=1/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/f/h14H,13H2 
N5O InChIKey         InChI                1.02b YLPQAZPIFSHMAY-NLVLOVCBDE                                                                                                                                              
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                                                                                                                           
# 
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                                    
# 
