data_5AS
# 
_chem_comp.id                                    5AS 
_chem_comp.name                                  "5'-O-(N-ETHYL-SULFAMOYL)ADENOSINE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C12 H18 N6 O6 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2004-01-16 
_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                        374.373 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     5AS 
_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        1RZY 
_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 
5AS S      S    S 0 1 N N N 11.531 6.973  60.564 0.250  -0.247 -4.445 S      5AS 1  
5AS N1S    N1S  N 0 1 N N N 10.616 5.598  60.484 1.647  0.572  -4.101 N1S    5AS 2  
5AS O2S    O2S  O 0 1 N N N 12.712 6.784  59.699 -0.697 0.743  -4.816 O2S    5AS 3  
5AS O3S    O3S  O 0 1 N N N 11.870 7.218  61.965 0.640  -1.354 -5.247 O3S    5AS 4  
5AS "O5'"  O5*  O 0 1 N N N 10.733 8.277  60.109 -0.261 -0.841 -3.141 "O5'"  5AS 5  
5AS "C5'"  C5*  C 0 1 N N N 10.616 8.639  58.645 -1.125 0.133  -2.554 "C5'"  5AS 6  
5AS "C4'"  C4*  C 0 1 N N R 9.364  9.441  58.391 -1.677 -0.403 -1.232 "C4'"  5AS 7  
5AS "O4'"  O4*  O 0 1 N N N 9.558  10.134 57.162 -0.598 -0.646 -0.314 "O4'"  5AS 8  
5AS "C3'"  C3*  C 0 1 N N S 8.096  8.554  58.277 -2.604 0.644  -0.586 "C3'"  5AS 9  
5AS "O3'"  O3*  O 0 1 N N N 7.082  8.897  59.214 -3.925 0.123  -0.427 "O3'"  5AS 10 
5AS "C2'"  C2*  C 0 1 N N R 7.563  8.688  56.872 -1.957 0.918  0.796  "C2'"  5AS 11 
5AS "O2'"  O2*  O 0 1 N N N 6.192  9.077  56.896 -2.956 1.031  1.811  "O2'"  5AS 12 
5AS "C1'"  C1*  C 0 1 N N R 8.526  9.733  56.306 -1.095 -0.352 1.008  "C1'"  5AS 13 
5AS N9     N9   N 0 1 Y N N 8.475  10.244 54.955 0.012  -0.080 1.927  N9     5AS 14 
5AS C8     C8   C 0 1 Y N N 8.958  9.633  53.827 1.228  0.437  1.593  C8     5AS 15 
5AS N7     N7   N 0 1 Y N N 8.827  10.368 52.768 1.971  0.547  2.656  N7     5AS 16 
5AS C5     C5   C 0 1 Y N N 8.220  11.552 53.180 1.281  0.109  3.736  C5     5AS 17 
5AS C6     C6   C 0 1 Y N N 7.808  12.742 52.523 1.563  -0.006 5.108  C6     5AS 18 
5AS N6     N6   N 0 1 N N N 7.980  12.933 51.193 2.791  0.379  5.614  N6     5AS 19 
5AS N1     N1   N 0 1 Y N N 7.227  13.706 53.301 0.621  -0.495 5.908  N1     5AS 20 
5AS C2     C2   C 0 1 Y N N 7.057  13.522 54.614 -0.554 -0.866 5.434  C2     5AS 21 
5AS N3     N3   N 0 1 Y N N 7.399  12.450 55.361 -0.861 -0.775 4.158  N3     5AS 22 
5AS C4     C4   C 0 1 Y N N 7.989  11.463 54.589 0.014  -0.293 3.282  C4     5AS 23 
5AS C10    C10  C 0 1 N N N 9.164  5.544  60.639 2.791  -0.139 -3.525 C10    5AS 24 
5AS C11    C11  C 0 1 N N N 8.810  6.361  61.846 3.944  0.842  -3.305 C11    5AS 25 
5AS H1S    H1S  H 0 1 N N N 11.007 4.945  61.163 1.708  1.523  -4.280 H1S    5AS 26 
5AS "H5'1" 1H5* H 0 0 N N N 11.526 9.166  58.276 -0.565 1.050  -2.368 "H5'1" 5AS 27 
5AS "H5'2" 2H5* H 0 0 N N N 10.668 7.737  57.991 -1.950 0.344  -3.233 "H5'2" 5AS 28 
5AS "H4'"  H4*  H 0 1 N N N 9.197  10.131 59.250 -2.228 -1.327 -1.409 "H4'"  5AS 29 
5AS "H3'"  H3*  H 0 1 N N N 8.386  7.502  58.509 -2.624 1.555  -1.185 "H3'"  5AS 30 
5AS "HO'3" 3HO* H 0 0 N N N 6.305  8.353  59.144 -4.439 0.799  0.034  "HO'3" 5AS 31 
5AS "H2'"  H2*  H 0 1 N N N 7.540  7.760  56.253 -1.333 1.811  0.765  "H2'"  5AS 32 
5AS "HO'2" 2HO* H 0 0 N N N 5.856  9.161  56.011 -3.456 1.838  1.623  "HO'2" 5AS 33 
5AS "H1'"  H1*  H 0 1 N N N 7.688  10.230 55.764 -1.707 -1.174 1.380  "H1'"  5AS 34 
5AS H8     H8   H 0 1 N N N 9.415  8.630  53.775 1.530  0.715  0.594  H8     5AS 35 
5AS H61    1H6  H 0 1 N N N 7.684  13.787 50.721 2.973  0.294  6.563  H61    5AS 36 
5AS H62    2H6  H 0 1 N N N 7.545  12.147 50.709 3.470  0.735  5.020  H62    5AS 37 
5AS H2     H2   H 0 1 N N N 6.574  14.358 55.147 -1.290 -1.258 6.120  H2     5AS 38 
5AS H101   1H10 H 0 0 N N N 8.616  5.863  59.721 3.109  -0.927 -4.207 H101   5AS 39 
5AS H102   2H10 H 0 0 N N N 8.770  4.502  60.688 2.502  -0.579 -2.570 H102   5AS 40 
5AS H111   1H11 H 0 0 N N N 7.702  6.319  61.964 4.795  0.312  -2.876 H111   5AS 41 
5AS H112   2H11 H 0 0 N N N 9.357  6.041  62.763 4.233  1.282  -4.259 H112   5AS 42 
5AS H113   3H11 H 0 0 N N N 9.203  7.403  61.796 3.625  1.630  -2.623 H113   5AS 43 
# 
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 
5AS S     N1S    SING N N 1  
5AS S     O2S    DOUB N N 2  
5AS S     O3S    DOUB N N 3  
5AS S     "O5'"  SING N N 4  
5AS N1S   C10    SING N N 5  
5AS N1S   H1S    SING N N 6  
5AS "O5'" "C5'"  SING N N 7  
5AS "C5'" "C4'"  SING N N 8  
5AS "C5'" "H5'1" SING N N 9  
5AS "C5'" "H5'2" SING N N 10 
5AS "C4'" "O4'"  SING N N 11 
5AS "C4'" "C3'"  SING N N 12 
5AS "C4'" "H4'"  SING N N 13 
5AS "O4'" "C1'"  SING N N 14 
5AS "C3'" "O3'"  SING N N 15 
5AS "C3'" "C2'"  SING N N 16 
5AS "C3'" "H3'"  SING N N 17 
5AS "O3'" "HO'3" SING N N 18 
5AS "C2'" "O2'"  SING N N 19 
5AS "C2'" "C1'"  SING N N 20 
5AS "C2'" "H2'"  SING N N 21 
5AS "O2'" "HO'2" SING N N 22 
5AS "C1'" N9     SING N N 23 
5AS "C1'" "H1'"  SING N N 24 
5AS N9    C8     SING Y N 25 
5AS N9    C4     SING Y N 26 
5AS C8    N7     DOUB Y N 27 
5AS C8    H8     SING N N 28 
5AS N7    C5     SING Y N 29 
5AS C5    C6     DOUB Y N 30 
5AS C5    C4     SING Y N 31 
5AS C6    N6     SING N N 32 
5AS C6    N1     SING Y N 33 
5AS N6    H61    SING N N 34 
5AS N6    H62    SING N N 35 
5AS N1    C2     DOUB Y N 36 
5AS C2    N3     SING Y N 37 
5AS C2    H2     SING N N 38 
5AS N3    C4     DOUB Y N 39 
5AS C10   C11    SING N N 40 
5AS C10   H101   SING N N 41 
5AS C10   H102   SING N N 42 
5AS C11   H111   SING N N 43 
5AS C11   H112   SING N N 44 
5AS C11   H113   SING N N 45 
# 
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 
5AS SMILES           ACDLabs              10.04 O=S(=O)(OCC3OC(n2cnc1c(ncnc12)N)C(O)C3O)NCC                                                                                                                             
5AS InChI            InChI                1.02b InChI=1/C12H18N6O6S/c1-2-17-25(21,22)23-3-6-8(19)9(20)12(24-6)18-5-16-7-10(13)14-4-15-11(7)18/h4-6,8-9,12,17,19-20H,2-3H2,1H3,(H2,13,14,15)/t6-,8-,9-,12-/m1/s1/f/h13H2 
5AS InChIKey         InChI                1.02b ONCSLXAPOGUODU-OERJKDTPDQ                                                                                                                                               
5AS SMILES_CANONICAL CACTVS               3.341 CCN[S](=O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)n2cnc3c(N)ncnc23                                                                                                          
5AS SMILES           CACTVS               3.341 CCN[S](=O)(=O)OC[CH]1O[CH]([CH](O)[CH]1O)n2cnc3c(N)ncnc23                                                                                                               
5AS SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CCNS(=O)(=O)OC[C@@H]1[C@H]([C@H](C(O1)n2cnc3c2ncnc3N)O)O                                                                                                                
5AS SMILES           "OpenEye OEToolkits" 1.5.0 CCNS(=O)(=O)OCC1C(C(C(O1)n2cnc3c2ncnc3N)O)O                                                                                                                             
# 
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 
5AS "SYSTEMATIC NAME" ACDLabs              10.04 "5'-O-(ethylsulfamoyl)adenosine"                                                      
5AS "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2R,3S,4R)-5-(6-aminopurin-9-yl)-3,4-dihydroxy-oxolan-2-yl]methyl N-ethylsulfamate" 
# 
