data_A3S
# 
_chem_comp.id                                    A3S 
_chem_comp.name                                  "SERINE-3'-AMINOADENOSINE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C13 H19 N7 O5" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "N'-L-SERYL-3'-AMINO-(3'-DEOXY)-ADENOSINE" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2004-06-24 
_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                        353.334 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A3S 
_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        1TKY 
_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 
A3S "O5'"  "O5'"  O 0 1 N N N 13.784 12.887 43.539 1.900  -3.657 -1.249 "O5'"  A3S 1  
A3S "C5'"  "C5'"  C 0 1 N N N 14.145 12.035 42.455 1.987  -2.739 -0.158 "C5'"  A3S 2  
A3S "C4'"  "C4'"  C 0 1 N N S 15.118 10.977 42.924 1.261  -1.442 -0.522 "C4'"  A3S 3  
A3S "O4'"  "O4'"  O 0 1 N N N 16.321 11.628 43.420 -0.159 -1.681 -0.657 "O4'"  A3S 4  
A3S "C1'"  "C1'"  C 0 1 N N R 16.542 11.258 44.767 -0.781 -0.387 -0.504 "C1'"  A3S 5  
A3S N9     N9     N 0 1 Y N N 17.046 12.427 45.486 -2.191 -0.536 -0.133 N9     A3S 6  
A3S C4     C4     C 0 1 Y N N 18.133 12.463 46.326 -3.173 0.411  -0.277 C4     A3S 7  
A3S N3     N3     N 0 1 Y N N 18.950 11.446 46.647 -3.219 1.650  -0.755 N3     A3S 8  
A3S C2     C2     C 0 1 Y N N 19.893 11.850 47.497 -4.350 2.323  -0.765 C2     A3S 9  
A3S N1     N1     N 0 1 Y N N 20.096 13.066 48.024 -5.482 1.814  -0.315 N1     A3S 10 
A3S C6     C6     C 0 1 Y N N 19.255 14.067 47.681 -5.535 0.581  0.177  C6     A3S 11 
A3S N6     N6     N 0 1 N N N 19.452 15.277 48.209 -6.726 0.056  0.647  N6     A3S 12 
A3S C5     C5     C 0 1 Y N N 18.214 13.767 46.783 -4.353 -0.178 0.209  C5     A3S 13 
A3S N7     N7     N 0 1 Y N N 17.200 14.542 46.235 -4.034 -1.427 0.624  N7     A3S 14 
A3S C8     C8     C 0 1 Y N N 16.539 13.704 45.474 -2.765 -1.640 0.425  C8     A3S 15 
A3S "C2'"  "C2'"  C 0 1 N N R 15.196 10.770 45.297 0.005  0.297  0.636  "C2'"  A3S 16 
A3S "O2'"  "O2'"  O 0 1 N N N 15.386 9.880  46.380 0.160  1.694  0.373  "O2'"  A3S 17 
A3S "C3'"  "C3'"  C 0 1 N N S 14.616 10.092 44.061 1.378  -0.411 0.622  "C3'"  A3S 18 
A3S N8     N8     N 0 1 N N N 15.140 8.769  44.021 2.449  0.548  0.341  N8     A3S 19 
A3S N      N      N 0 1 N N N 16.067 6.257  44.132 5.949  1.012  1.334  N      A3S 20 
A3S CA     CA     C 0 1 N N S 15.373 6.557  42.884 4.813  1.268  0.438  CA     A3S 21 
A3S CB     CB     C 0 1 N N N 14.294 5.502  42.624 5.266  1.116  -1.015 CB     A3S 22 
A3S OG     OG     O 0 1 N N N 13.540 5.246  43.796 6.227  2.127  -1.324 OG     A3S 23 
A3S C      C      C 0 1 N N N 14.751 7.950  42.925 3.712  0.281  0.727  C      A3S 24 
A3S O      O      O 0 1 N N N 13.968 8.321  42.049 3.963  -0.754 1.308  O      A3S 25 
A3S "H5'"  "H5'"  H 0 1 N N N 13.173 13.552 43.244 2.369  -4.458 -0.979 "H5'"  A3S 26 
A3S "H5'1" "1H5'" H 0 0 N N N 14.543 12.611 41.587 3.034  -2.522 0.052  "H5'1" A3S 27 
A3S "H5'2" "2H5'" H 0 0 N N N 13.251 11.589 41.960 1.523  -3.179 0.725  "H5'2" A3S 28 
A3S "H4'"  "H4'"  H 0 1 N N N 15.285 10.327 42.034 1.665  -1.029 -1.446 "H4'"  A3S 29 
A3S "H1'"  "H1'"  H 0 1 N N N 17.299 10.449 44.891 -0.691 0.188  -1.426 "H1'"  A3S 30 
A3S H2     H2     H 0 1 N N N 20.606 11.068 47.808 -4.352 3.330  -1.157 H2     A3S 31 
A3S HN61   1HN6   H 0 0 N N N 20.410 15.570 48.017 -6.752 -0.846 1.004  HN61   A3S 32 
A3S HN62   2HN6   H 0 0 N N N 18.817 16.032 47.950 -7.536 0.590  0.619  HN62   A3S 33 
A3S H8     H8     H 0 1 N N N 15.661 14.034 44.893 -2.245 -2.555 0.665  H8     A3S 34 
A3S "H2'"  "H2'"  H 0 1 N N N 14.529 11.562 45.709 -0.495 0.143  1.592  "H2'"  A3S 35 
A3S H1     H1     H 0 1 N N N 14.548 9.576  46.710 -0.725 2.082  0.394  H1     A3S 36 
A3S "H3'"  "H3'"  H 0 1 N N N 13.506 9.994  44.022 1.558  -0.915 1.573  "H3'"  A3S 37 
A3S HN8    HN8    H 0 1 N N N 15.768 8.423  44.747 2.248  1.376  -0.123 HN8    A3S 38 
A3S HN1    1HN    H 0 1 N N N 16.446 5.310  44.142 5.584  1.020  2.275  HN1    A3S 39 
A3S HN2    2HN    H 0 1 N N N 16.786 6.960  44.305 6.255  0.068  1.151  HN2    A3S 40 
A3S HA     HA     H 0 1 N N N 16.116 6.536  42.053 4.445  2.281  0.599  HA     A3S 41 
A3S HB1    1HB    H 0 1 N N N 14.728 4.566  42.202 5.716  0.133  -1.155 HB1    A3S 42 
A3S HB2    2HB    H 0 1 N N N 13.639 5.787  41.768 4.406  1.218  -1.677 HB2    A3S 43 
A3S HOG    HOG    H 0 1 N N N 12.871 4.592  43.635 6.486  1.996  -2.246 HOG    A3S 44 
# 
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 
A3S "O5'" "C5'"  SING N N 1  
A3S "O5'" "H5'"  SING N N 2  
A3S "C5'" "C4'"  SING N N 3  
A3S "C5'" "H5'1" SING N N 4  
A3S "C5'" "H5'2" SING N N 5  
A3S "C4'" "O4'"  SING N N 6  
A3S "C4'" "C3'"  SING N N 7  
A3S "C4'" "H4'"  SING N N 8  
A3S "O4'" "C1'"  SING N N 9  
A3S "C1'" N9     SING N N 10 
A3S "C1'" "C2'"  SING N N 11 
A3S "C1'" "H1'"  SING N N 12 
A3S N9    C4     SING Y N 13 
A3S N9    C8     SING Y N 14 
A3S C4    N3     SING Y N 15 
A3S C4    C5     DOUB Y N 16 
A3S N3    C2     DOUB Y N 17 
A3S C2    N1     SING Y N 18 
A3S C2    H2     SING N N 19 
A3S N1    C6     DOUB Y N 20 
A3S C6    N6     SING N N 21 
A3S C6    C5     SING Y N 22 
A3S N6    HN61   SING N N 23 
A3S N6    HN62   SING N N 24 
A3S C5    N7     SING Y N 25 
A3S N7    C8     DOUB Y N 26 
A3S C8    H8     SING N N 27 
A3S "C2'" "O2'"  SING N N 28 
A3S "C2'" "C3'"  SING N N 29 
A3S "C2'" "H2'"  SING N N 30 
A3S "O2'" H1     SING N N 31 
A3S "C3'" N8     SING N N 32 
A3S "C3'" "H3'"  SING N N 33 
A3S N8    C      SING N N 34 
A3S N8    HN8    SING N N 35 
A3S N     CA     SING N N 36 
A3S N     HN1    SING N N 37 
A3S N     HN2    SING N N 38 
A3S CA    CB     SING N N 39 
A3S CA    C      SING N N 40 
A3S CA    HA     SING N N 41 
A3S CB    OG     SING N N 42 
A3S CB    HB1    SING N N 43 
A3S CB    HB2    SING N N 44 
A3S OG    HOG    SING N N 45 
A3S C     O      DOUB N N 46 
# 
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 
A3S SMILES           ACDLabs              10.04 O=C(NC3C(OC(n2cnc1c(ncnc12)N)C3O)CO)C(N)CO                                                                                                                                       
A3S InChI            InChI                1.02b InChI=1/C13H19N7O5/c14-5(1-21)12(24)19-7-6(2-22)25-13(9(7)23)20-4-18-8-10(15)16-3-17-11(8)20/h3-7,9,13,21-23H,1-2,14H2,(H,19,24)(H2,15,16,17)/t5-,6+,7+,9+,13+/m0/s1/f/h19H,15H2 
A3S InChIKey         InChI                1.02b ITDKSTILAWHDJI-NCORPVENDA                                                                                                                                                        
A3S SMILES_CANONICAL CACTVS               3.341 N[C@@H](CO)C(=O)N[C@H]1[C@@H](O)[C@@H](O[C@@H]1CO)n2cnc3c(N)ncnc23                                                                                                               
A3S SMILES           CACTVS               3.341 N[CH](CO)C(=O)N[CH]1[CH](O)[CH](O[CH]1CO)n2cnc3c(N)ncnc23                                                                                                                        
A3S SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1nc(c2c(n1)n(cn2)[C@H]3[C@@H]([C@@H]([C@H](O3)CO)NC(=O)[C@H](CO)N)O)N                                                                                                           
A3S SMILES           "OpenEye OEToolkits" 1.5.0 c1nc(c2c(n1)n(cn2)C3C(C(C(O3)CO)NC(=O)C(CO)N)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 
A3S "SYSTEMATIC NAME" ACDLabs              10.04 "3'-deoxy-3'-(L-serylamino)adenosine"                                                                             
A3S "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (2S)-2-amino-N-[(2S,3S,4R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl]-3-hydroxy-propanamide 
# 
