data_SLU
# 
_chem_comp.id                                    SLU 
_chem_comp.name                                  
;5'-O-[N-(DEHYDROLUCIFERYL)-SULFAMOYL] ADENOSINE
;
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C21 H18 N8 O8 S3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2005-09-06 
_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                        606.611 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     SLU 
_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        2D1S 
_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 
SLU O39  O39  O 0 1 N N N 17.325 26.177 11.450 0.295  -2.576 -2.642 O39  SLU 1  
SLU C16  C16  C 0 1 N N N 16.264 25.981 10.856 -0.567 -2.295 -1.832 C16  SLU 2  
SLU C14  C14  C 0 1 Y N N 16.096 24.710 10.113 -1.537 -1.226 -2.129 C14  SLU 3  
SLU N15  N15  N 0 1 Y N N 17.122 23.880 9.859  -2.483 -0.915 -1.259 N15  SLU 4  
SLU C13  C13  C 0 1 Y N N 14.873 24.282 9.615  -1.477 -0.534 -3.326 C13  SLU 5  
SLU S12  S12  S 0 1 Y N N 15.023 22.795 8.826  -2.807 0.570  -3.154 S12  SLU 6  
SLU C11  C11  C 0 1 Y N N 16.687 22.835 9.176  -3.344 0.048  -1.533 C11  SLU 7  
SLU C8   C8   C 0 1 Y N N 17.641 21.765 8.720  -4.461 0.556  -0.717 C8   SLU 8  
SLU S9   S9   S 0 1 Y N N 19.320 21.866 9.022  -5.629 1.855  -1.096 S9   SLU 9  
SLU C4   C4   C 0 1 Y N N 19.468 20.333 8.374  -6.560 1.762  0.414  C4   SLU 10 
SLU C5   C5   C 0 1 Y N N 20.635 19.569 8.189  -7.644 2.427  0.931  C5   SLU 11 
SLU C6   C6   C 0 1 Y N N 20.541 18.277 7.636  -8.121 2.078  2.186  C6   SLU 12 
SLU O10  O10  O 0 1 N N N 21.670 17.528 7.451  -9.194 2.723  2.717  O10  SLU 13 
SLU C3   C3   C 0 1 Y N N 18.165 19.737 7.992  -5.897 0.723  1.113  C3   SLU 14 
SLU N7   N7   N 0 1 Y N N 17.161 20.597 8.283  -4.857 0.165  0.476  N7   SLU 15 
SLU C2   C2   C 0 1 Y N N 18.136 18.459 7.448  -6.415 0.399  2.390  C2   SLU 16 
SLU C1   C1   C 0 1 Y N N 19.313 17.741 7.265  -7.489 1.060  2.896  C1   SLU 17 
SLU N40  N40  N 0 1 N N N 15.163 26.714 10.942 -0.636 -2.962 -0.663 N40  SLU 18 
SLU S17  S17  S 0 1 N N N 15.068 28.075 11.751 0.454  -4.163 -0.329 S17  SLU 19 
SLU O18  O18  O 0 1 N N N 13.983 28.834 11.171 0.144  -4.613 0.983  O18  SLU 20 
SLU O19  O19  O 0 1 N N N 14.945 27.889 13.141 0.495  -4.980 -1.491 O19  SLU 21 
SLU O20  O20  O 0 1 N N N 16.416 28.919 11.602 1.828  -3.516 -0.230 O20  SLU 22 
SLU C21  C21  C 0 1 N N N 16.862 29.185 10.272 1.873  -2.832 1.024  C21  SLU 23 
SLU C22  C22  C 0 1 N N R 18.202 29.864 10.376 3.236  -2.155 1.187  C22  SLU 24 
SLU C23  C23  C 0 1 N N S 18.806 30.175 9.018  3.326  -1.447 2.557  C23  SLU 25 
SLU O27  O27  O 0 1 N N N 18.218 31.354 8.446  4.021  -2.267 3.500  O27  SLU 26 
SLU C24  C24  C 0 1 N N R 20.278 30.315 9.377  4.129  -0.159 2.263  C24  SLU 27 
SLU O28  O28  O 0 1 N N N 20.522 31.600 9.973  5.344  -0.142 3.016  O28  SLU 28 
SLU C25  C25  C 0 1 N N R 20.452 29.263 10.463 4.425  -0.241 0.749  C25  SLU 29 
SLU O26  O26  O 0 1 N N N 19.160 29.000 11.000 3.393  -1.099 0.215  O26  SLU 30 
SLU N35  N35  N 0 1 Y N N 20.969 27.985 9.896  4.347  1.089  0.140  N35  SLU 31 
SLU C32  C32  C 0 1 Y N N 22.244 27.823 9.588  5.363  2.008  0.064  C32  SLU 32 
SLU N31  N31  N 0 1 Y N N 23.306 28.634 9.640  6.632  2.038  0.458  N31  SLU 33 
SLU C30  C30  C 0 1 Y N N 24.486 28.173 9.233  7.379  3.099  0.233  C30  SLU 34 
SLU N29  N29  N 0 1 Y N N 24.667 26.929 8.748  6.919  4.171  -0.385 N29  SLU 35 
SLU C33  C33  C 0 1 Y N N 22.362 26.469 9.096  4.824  3.128  -0.593 C33  SLU 36 
SLU C34  C34  C 0 1 Y N N 23.674 26.026 8.653  5.663  4.233  -0.815 C34  SLU 37 
SLU N38  N38  N 0 1 N N N 23.874 24.780 8.175  5.190  5.361  -1.462 N38  SLU 38 
SLU N37  N37  N 0 1 Y N N 21.154 25.902 9.121  3.534  2.836  -0.886 N37  SLU 39 
SLU C36  C36  C 0 1 Y N N 20.318 26.822 9.629  3.251  1.642  -0.453 C36  SLU 40 
SLU H13  H13  H 0 1 N N N 13.947 24.828 9.718  -0.787 -0.649 -4.149 H13  SLU 41 
SLU H5   H5   H 0 1 N N N 21.597 19.971 8.469  -8.121 3.214  0.366  H5   SLU 42 
SLU H10  H10  H 0 1 N N N 21.787 17.354 6.524  -9.980 2.234  2.439  H10  SLU 43 
SLU H2   H2   H 0 1 N N N 17.191 18.019 7.165  -5.951 -0.385 2.970  H2   SLU 44 
SLU H1   H1   H 0 1 N N N 19.273 16.754 6.829  -7.861 0.790  3.873  H1   SLU 45 
SLU H40  H40  H 0 1 N N N 14.344 26.390 10.469 -1.324 -2.738 -0.016 H40  SLU 46 
SLU H211 1H21 H 0 0 N N N 16.142 29.826 9.742  1.722  -3.546 1.833  H211 SLU 47 
SLU H212 2H21 H 0 0 N N N 16.955 28.245 9.708  1.087  -2.077 1.054  H212 SLU 48 
SLU H22  H22  H 0 1 N N N 18.011 30.784 10.948 4.036  -2.887 1.085  H22  SLU 49 
SLU H23  H23  H 0 1 N N N 18.635 29.420 8.237  2.331  -1.202 2.927  H23  SLU 50 
SLU H27  H27  H 0 1 N N N 18.088 32.005 9.125  4.047  -1.775 4.332  H27  SLU 51 
SLU H24  H24  H 0 1 N N N 20.944 30.207 8.508  3.530  0.724  2.486  H24  SLU 52 
SLU H28  H28  H 0 1 N N N 20.576 31.507 10.917 5.093  -0.152 3.950  H28  SLU 53 
SLU H25  H25  H 0 1 N N N 21.162 29.632 11.217 5.408  -0.679 0.577  H25  SLU 54 
SLU H30  H30  H 0 1 N N N 25.342 28.829 9.295  8.406  3.091  0.565  H30  SLU 55 
SLU H381 1H38 H 0 0 N N N 23.177 24.069 8.081  5.778  6.120  -1.606 H381 SLU 56 
SLU H382 2H38 H 0 0 N N N 24.840 24.690 7.931  4.273  5.393  -1.775 H382 SLU 57 
SLU H36  H36  H 0 1 N N N 19.265 26.659 9.803  2.290  1.160  -0.551 H36  SLU 58 
# 
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 
SLU O39 C16  DOUB N N 1  
SLU C16 C14  SING N N 2  
SLU C16 N40  SING N N 3  
SLU C14 N15  SING Y N 4  
SLU C14 C13  DOUB Y N 5  
SLU N15 C11  DOUB Y N 6  
SLU C13 S12  SING Y N 7  
SLU C13 H13  SING N N 8  
SLU S12 C11  SING Y N 9  
SLU C11 C8   SING N N 10 
SLU C8  S9   SING Y N 11 
SLU C8  N7   DOUB Y N 12 
SLU S9  C4   SING Y N 13 
SLU C4  C5   SING Y N 14 
SLU C4  C3   DOUB Y N 15 
SLU C5  C6   DOUB Y N 16 
SLU C5  H5   SING N N 17 
SLU C6  O10  SING N N 18 
SLU C6  C1   SING Y N 19 
SLU O10 H10  SING N N 20 
SLU C3  N7   SING Y N 21 
SLU C3  C2   SING Y N 22 
SLU C2  C1   DOUB Y N 23 
SLU C2  H2   SING N N 24 
SLU C1  H1   SING N N 25 
SLU N40 S17  SING N N 26 
SLU N40 H40  SING N N 27 
SLU S17 O18  DOUB N N 28 
SLU S17 O19  DOUB N N 29 
SLU S17 O20  SING N N 30 
SLU O20 C21  SING N N 31 
SLU C21 C22  SING N N 32 
SLU C21 H211 SING N N 33 
SLU C21 H212 SING N N 34 
SLU C22 C23  SING N N 35 
SLU C22 O26  SING N N 36 
SLU C22 H22  SING N N 37 
SLU C23 O27  SING N N 38 
SLU C23 C24  SING N N 39 
SLU C23 H23  SING N N 40 
SLU O27 H27  SING N N 41 
SLU C24 O28  SING N N 42 
SLU C24 C25  SING N N 43 
SLU C24 H24  SING N N 44 
SLU O28 H28  SING N N 45 
SLU C25 O26  SING N N 46 
SLU C25 N35  SING N N 47 
SLU C25 H25  SING N N 48 
SLU N35 C32  SING Y N 49 
SLU N35 C36  SING Y N 50 
SLU C32 N31  SING Y N 51 
SLU C32 C33  DOUB Y N 52 
SLU N31 C30  DOUB Y N 53 
SLU C30 N29  SING Y N 54 
SLU C30 H30  SING N N 55 
SLU N29 C34  DOUB Y N 56 
SLU C33 C34  SING Y N 57 
SLU C33 N37  SING Y N 58 
SLU C34 N38  SING N N 59 
SLU N38 H381 SING N N 60 
SLU N38 H382 SING N N 61 
SLU N37 C36  DOUB Y N 62 
SLU C36 H36  SING N N 63 
# 
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 
SLU SMILES           ACDLabs              10.04 O=S(=O)(OCC3OC(n1c2ncnc(N)c2nc1)C(O)C3O)NC(=O)c4nc(sc4)c5nc6ccc(O)cc6s5 
SLU InChI            InChI                1.02b 
InChI=1/C21H18N8O8S3/c22-16-13-17(24-6-23-16)29(7-25-13)21-15(32)14(31)11(37-21)4-36-40(34,35)28-18(33)10-5-38-19(27-10)20-26-9-2-1-8(30)3-12(9)39-20/h1-3,5-7,11,14-15,21,30-32H,4H2,(H,28,33)(H2,22,23,24)/t11-,14-,15-,21-/m1/s1/f/h28H,22H2 
SLU InChIKey         InChI                1.02b LJLYTUYNVSHXQB-FSJMTMCGDQ 
SLU SMILES_CANONICAL CACTVS               3.341 Nc1ncnc2n(cnc12)[C@@H]3O[C@H](CO[S](=O)(=O)NC(=O)c4csc(n4)c5sc6cc(O)ccc6n5)[C@@H](O)[C@H]3O 
SLU SMILES           CACTVS               3.341 Nc1ncnc2n(cnc12)[CH]3O[CH](CO[S](=O)(=O)NC(=O)c4csc(n4)c5sc6cc(O)ccc6n5)[CH](O)[CH]3O 
SLU SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1cc2c(cc1O)sc(n2)c3nc(cs3)C(=O)NS(=O)(=O)OC[C@@H]4[C@H]([C@H]([C@@H](O4)n5cnc6c5ncnc6N)O)O 
SLU SMILES           "OpenEye OEToolkits" 1.5.0 c1cc2c(cc1O)sc(n2)c3nc(cs3)C(=O)NS(=O)(=O)OCC4C(C(C(O4)n5cnc6c5ncnc6N)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 
SLU "SYSTEMATIC NAME" ACDLabs              10.04 "5'-O-({[2-(6-hydroxy-1,3-benzothiazol-2-yl)-1,3-thiazol-4-yl]carbonyl}sulfamoyl)adenosine"                                                         
SLU "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxy-oxolan-2-yl]methyl N-[[2-(6-hydroxy-1,3-benzothiazol-2-yl)-1,3-thiazol-4-yl]carbonyl]sulfamate" 
# 
