data_GSU
# 
_chem_comp.id                                    GSU 
_chem_comp.name                                  "O5'-(L-GLUTAMYL-SULFAMOYL)-ADENOSINE" 
_chem_comp.type                                  "L-PEPTIDE LINKING" 
_chem_comp.pdbx_type                             ATOMP 
_chem_comp.formula                               "C15 H21 N7 O9 S" 
_chem_comp.mon_nstd_parent_comp_id               GLU 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2005-06-06 
_chem_comp.pdbx_modified_date                    2009-01-07 
_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                        475.434 
_chem_comp.one_letter_code                       E 
_chem_comp.three_letter_code                     GSU 
_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 
GSU C2     C2   C 0 1 Y N N 31.424 74.878 54.371 6.574  1.453  -0.348 C2     GSU 1  
GSU S      S    S 0 1 N N N 39.330 78.838 54.728 -2.539 -2.672 -0.548 S      GSU 2  
GSU N      N    N 0 1 N N N 40.745 82.225 52.568 -2.730 2.320  -0.849 N      GSU 3  
GSU CA     CA   C 0 1 N N S 39.309 82.410 52.896 -3.275 1.235  -0.021 CA     GSU 4  
GSU CB     CB   C 0 1 N N N 38.647 82.379 51.510 -4.798 1.365  0.051  CB     GSU 5  
GSU CG     CG   C 0 1 N N N 37.259 82.956 51.378 -5.166 2.657  0.783  CG     GSU 6  
GSU CD     CD   C 0 1 N N N 36.839 83.047 49.934 -6.666 2.785  0.854  CD     GSU 7  
GSU OE1    OE1  O 0 1 N N N 36.573 84.115 49.402 -7.221 3.848  1.456  OE1    GSU 8  
GSU OE2    OE2  O 0 1 N N N 36.793 81.906 49.284 -7.368 1.930  0.369  OE2    GSU 9  
GSU C      C    C 0 1 N N N 38.744 81.233 53.710 -2.912 -0.094 -0.631 C      GSU 10 
GSU O      O    O 0 1 N N N 37.589 81.163 54.129 -2.597 -0.158 -1.801 O      GSU 11 
GSU N10    N10  N 0 1 N N N 39.637 80.239 53.918 -2.938 -1.211 0.122  N10    GSU 12 
GSU O1S    O1S  O 0 1 N N N 38.921 79.146 56.098 -2.611 -3.615 0.511  O1S    GSU 13 
GSU O2S    O2S  O 0 1 N N N 40.539 78.008 54.695 -3.264 -2.747 -1.768 O2S    GSU 14 
GSU "O5'"  O5*  O 0 1 N N N 38.136 78.038 54.054 -1.071 -2.605 -0.944 "O5'"  GSU 15 
GSU "C5'"  C5*  C 0 1 N N N 38.218 77.808 52.686 -0.313 -2.709 0.263  "C5'"  GSU 16 
GSU "C4'"  C4*  C 0 1 N N R 36.901 77.573 51.963 1.180  -2.649 -0.066 "C4'"  GSU 17 
GSU "O4'"  O4*  O 0 1 N N N 36.110 76.630 52.692 1.518  -1.345 -0.569 "O4'"  GSU 18 
GSU "C1'"  C1*  C 0 1 N N R 34.929 77.284 53.165 2.856  -1.051 -0.113 "C1'"  GSU 19 
GSU N9     N9   N 0 1 Y N N 34.483 76.722 54.521 3.100  0.394  -0.128 N9     GSU 20 
GSU C4     C4   C 0 1 Y N N 33.354 75.977 54.753 4.323  1.010  -0.200 C4     GSU 21 
GSU N3     N3   N 0 1 Y N N 32.423 75.605 53.822 5.581  0.590  -0.286 N3     GSU 22 
GSU N1     N1   N 0 1 Y N N 31.279 74.523 55.656 6.379  2.759  -0.336 N1     GSU 23 
GSU C6     C6   C 0 1 Y N N 32.240 74.917 56.573 5.155  3.272  -0.258 C6     GSU 24 
GSU N6     N6   N 0 1 N N N 32.096 74.563 57.864 4.961  4.642  -0.245 N6     GSU 25 
GSU C5     C5   C 0 1 Y N N 33.347 75.694 56.101 4.063  2.391  -0.189 C5     GSU 26 
GSU N7     N7   N 0 1 Y N N 34.431 76.229 56.713 2.720  2.543  -0.103 N7     GSU 27 
GSU C8     C8   C 0 1 Y N N 35.081 76.831 55.742 2.152  1.373  -0.068 C8     GSU 28 
GSU "C2'"  C2*  C 0 1 N N R 35.227 78.819 53.150 2.871  -1.595 1.339  "C2'"  GSU 29 
GSU "O2'"  O2*  O 0 1 N N N 34.043 79.617 53.114 4.202  -1.914 1.750  "O2'"  GSU 30 
GSU "C3'"  C3*  C 0 1 N N S 36.122 78.884 51.926 2.008  -2.878 1.214  "C3'"  GSU 31 
GSU "O3'"  O3*  O 0 1 N N N 35.339 78.987 50.733 2.843  -4.030 1.078  "O3'"  GSU 32 
GSU HC2    H2   H 0 1 N N N 30.651 74.544 53.695 7.585  1.079  -0.413 HC2    GSU 33 
GSU H      1HN  H 0 1 N N N 41.271 82.994 52.931 -1.743 2.136  -0.954 H      GSU 34 
GSU H2     2HN  H 0 1 N Y N 40.858 82.183 51.575 -3.142 2.220  -1.765 H2     GSU 35 
GSU HA     HA   H 0 1 N N N 39.140 83.320 53.490 -2.857 1.300  0.983  HA     GSU 36 
GSU HB2    1HB  H 0 1 N N N 38.530 81.310 51.278 -5.209 1.389  -0.958 HB2    GSU 37 
GSU HB3    2HB  H 0 1 N N N 39.296 82.957 50.835 -5.210 0.512  0.590  HB3    GSU 38 
GSU HG2    1HG  H 0 1 N N N 37.261 83.970 51.804 -4.755 2.633  1.792  HG2    GSU 39 
GSU HG3    2HG  H 0 1 N N N 36.551 82.306 51.914 -4.754 3.510  0.243  HG3    GSU 40 
GSU HE1    HE1  H 0 1 N N N 36.343 83.967 48.492 -8.183 3.930  1.501  HE1    GSU 41 
GSU H10    H10  H 0 1 N N N 40.558 80.365 53.550 -3.189 -1.159 1.058  H10    GSU 42 
GSU "H5'1" 1H5* H 0 0 N N N 38.789 76.875 52.575 -0.572 -1.885 0.927  "H5'1" GSU 43 
GSU "H5'2" 2H5* H 0 0 N N N 38.685 78.695 52.233 -0.539 -3.656 0.754  "H5'2" GSU 44 
GSU "H4'"  H4*  H 0 1 N N N 37.109 77.199 50.950 1.427  -3.408 -0.808 "H4'"  GSU 45 
GSU "H1'"  H1*  H 0 1 N N N 34.062 77.095 52.515 3.593  -1.570 -0.725 "H1'"  GSU 46 
GSU HN61   1HN6 H 0 0 N N N 32.872 74.907 58.392 4.063  5.004  -0.187 HN61   GSU 47 
GSU HN62   2HN6 H 0 0 N N N 32.060 73.566 57.935 5.724  5.240  -0.293 HN62   GSU 48 
GSU H8     H8   H 0 1 N N N 36.007 77.365 55.897 1.088  1.202  0.000  H8     GSU 49 
GSU "H2'"  H2*  H 0 1 N N N 35.699 79.236 54.052 2.414  -0.882 2.026  "H2'"  GSU 50 
GSU "HO2'" *HO2 H 0 0 N N N 33.753 79.794 54.001 4.142  -2.245 2.656  "HO2'" GSU 51 
GSU "H3'"  H3*  H 0 1 N N N 36.784 79.762 51.929 1.353  -2.983 2.078  "H3'"  GSU 52 
GSU "HO3'" *HO3 H 0 0 N N N 34.417 79.010 50.960 3.377  -4.085 1.882  "HO3'" GSU 53 
# 
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 
GSU C2    N3     SING Y N 1  
GSU C2    N1     DOUB Y N 2  
GSU C2    HC2    SING N N 3  
GSU S     N10    SING N N 4  
GSU S     O1S    DOUB N N 5  
GSU S     O2S    DOUB N N 6  
GSU S     "O5'"  SING N N 7  
GSU N     CA     SING N N 8  
GSU N     H      SING N N 9  
GSU N     H2     SING N N 10 
GSU CA    CB     SING N N 11 
GSU CA    C      SING N N 12 
GSU CA    HA     SING N N 13 
GSU CB    CG     SING N N 14 
GSU CB    HB2    SING N N 15 
GSU CB    HB3    SING N N 16 
GSU CG    CD     SING N N 17 
GSU CG    HG2    SING N N 18 
GSU CG    HG3    SING N N 19 
GSU CD    OE1    SING N N 20 
GSU CD    OE2    DOUB N N 21 
GSU OE1   HE1    SING N N 22 
GSU C     O      DOUB N N 23 
GSU C     N10    SING N N 24 
GSU N10   H10    SING N N 25 
GSU "O5'" "C5'"  SING N N 26 
GSU "C5'" "C4'"  SING N N 27 
GSU "C5'" "H5'1" SING N N 28 
GSU "C5'" "H5'2" SING N N 29 
GSU "C4'" "O4'"  SING N N 30 
GSU "C4'" "C3'"  SING N N 31 
GSU "C4'" "H4'"  SING N N 32 
GSU "O4'" "C1'"  SING N N 33 
GSU "C1'" N9     SING N N 34 
GSU "C1'" "C2'"  SING N N 35 
GSU "C1'" "H1'"  SING N N 36 
GSU N9    C4     SING Y N 37 
GSU N9    C8     SING Y N 38 
GSU C4    N3     DOUB Y N 39 
GSU C4    C5     SING Y N 40 
GSU N1    C6     SING Y N 41 
GSU C6    N6     SING N N 42 
GSU C6    C5     DOUB Y N 43 
GSU N6    HN61   SING N N 44 
GSU N6    HN62   SING N N 45 
GSU C5    N7     SING Y N 46 
GSU N7    C8     DOUB Y N 47 
GSU C8    H8     SING N N 48 
GSU "C2'" "O2'"  SING N N 49 
GSU "C2'" "C3'"  SING N N 50 
GSU "C2'" "H2'"  SING N N 51 
GSU "O2'" "HO2'" SING N N 52 
GSU "C3'" "O3'"  SING N N 53 
GSU "C3'" "H3'"  SING N N 54 
GSU "O3'" "HO3'" SING N N 55 
# 
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 
GSU SMILES           ACDLabs              10.04 "O=C(O)CCC(N)C(=O)NS(=O)(=O)OCC3OC(n2cnc1c(ncnc12)N)C(O)C3O" 
GSU InChI            InChI                1.02b 
"InChI=1/C15H21N7O9S/c16-6(1-2-8(23)24)14(27)21-32(28,29)30-3-7-10(25)11(26)15(31-7)22-5-20-9-12(17)18-4-19-13(9)22/h4-7,10-11,15,25-26H,1-3,16H2,(H,21,27)(H,23,24)(H2,17,18,19)/t6-,7+,10+,11+,15+/m0/s1/f/h21,23H,17H2" 
GSU InChIKey         InChI                1.02b YBRKRYFZKHICLS-HUWOCBDLDB 
GSU SMILES_CANONICAL CACTVS               3.341 "N[C@@H](CCC(O)=O)C(=O)N[S](=O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)n2cnc3c(N)ncnc23" 
GSU SMILES           CACTVS               3.341 "N[CH](CCC(O)=O)C(=O)N[S](=O)(=O)OC[CH]1O[CH]([CH](O)[CH]1O)n2cnc3c(N)ncnc23" 
GSU SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1nc(c2c(n1)n(cn2)[C@H]3[C@@H]([C@@H]([C@H](O3)COS(=O)(=O)NC(=O)[C@H](CCC(=O)O)N)O)O)N" 
GSU SMILES           "OpenEye OEToolkits" 1.5.0 "c1nc(c2c(n1)n(cn2)C3C(C(C(O3)COS(=O)(=O)NC(=O)C(CCC(=O)O)N)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 
GSU "SYSTEMATIC NAME" ACDLabs              10.04 "5'-O-(L-alpha-glutamylsulfamoyl)adenosine"                                                                                 
GSU "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(4S)-4-amino-5-[[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxy-oxolan-2-yl]methoxysulfonylamino]-5-oxo-pentanoic acid" 
# 
