data_HSS # _chem_comp.id HSS _chem_comp.name "5'-O-[(L-HISTIDYLAMINO)SULFONYL]ADENOSINE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C16 H21 N9 O7 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "5'-O-[N-(L-HISTIDYL)SULFAMOYL]ADENOSINE" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2007-05-25 _chem_comp.pdbx_modified_date 2020-06-17 _chem_comp.pdbx_ambiguous_flag ? _chem_comp.pdbx_release_status REL _chem_comp.pdbx_replaced_by ? _chem_comp.pdbx_replaces ? _chem_comp.formula_weight 483.459 _chem_comp.one_letter_code ? _chem_comp.three_letter_code HSS _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details "Corina V3.40" _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 HSS C4 C4 C 0 1 Y N N -0.061 41.146 165.380 -4.213 -1.128 -0.249 C4 HSS 1 HSS C5 C5 C 0 1 Y N N -0.943 41.328 164.323 -3.856 -2.487 -0.254 C5 HSS 2 HSS C6 C6 C 0 1 Y N N -1.907 42.321 164.431 -4.881 -3.442 -0.366 C6 HSS 3 HSS C8 C8 C 0 1 Y N N 0.479 39.803 163.784 -2.026 -1.339 -0.068 C8 HSS 4 HSS N1 N1 N 0 1 Y N N -1.952 43.058 165.550 -6.136 -3.016 -0.462 N1 HSS 5 HSS N3 N3 N 0 1 Y N N -0.171 41.916 166.471 -5.496 -0.797 -0.354 N3 HSS 6 HSS N11 N11 N 0 1 Y N N 9.466 34.650 159.971 5.741 -3.338 -0.195 N11 HSS 7 HSS CE1 CE1 C 0 1 Y N N 10.726 34.624 159.547 6.158 -4.195 0.761 CE1 HSS 8 HSS N12 N12 N 0 1 Y N N 11.280 35.799 159.835 6.127 -3.583 1.914 N12 HSS 9 HSS CD2 CD2 C 0 1 Y N N 10.364 36.550 160.439 5.694 -2.327 1.736 CD2 HSS 10 HSS CG CG C 0 1 Y N N 9.242 35.841 160.521 5.447 -2.153 0.423 CG HSS 11 HSS CB CB C 0 1 N N N 7.912 36.326 161.098 4.945 -0.895 -0.237 CB HSS 12 HSS CA CA C 0 1 N N S 6.924 36.687 159.986 3.418 -0.850 -0.153 CA HSS 13 HSS N N N 0 1 N N N 7.448 37.842 159.243 2.851 -1.954 -0.939 N HSS 14 HSS C C C 0 1 N N N 5.576 37.041 160.619 2.923 0.463 -0.703 C HSS 15 HSS O O O 0 1 N N N 5.096 38.159 160.430 2.488 0.522 -1.834 O HSS 16 HSS N1S N1S N 0 1 N N N 5.031 36.116 161.408 2.964 1.572 0.062 N1S HSS 17 HSS S S S 0 1 N N N 3.493 36.381 161.895 2.421 3.015 -0.543 S HSS 18 HSS O2S O2S O 0 1 N N N 2.605 36.872 160.787 2.563 3.967 0.502 O2S HSS 19 HSS O3S O3S O 0 1 N N N 2.937 35.439 162.918 3.023 3.168 -1.821 O3S HSS 20 HSS "O5'" O5* O 0 1 N N N 3.559 37.562 162.702 0.926 2.867 -0.787 "O5'" HSS 21 HSS "C5'" C5* C 0 1 N N N 4.302 37.570 163.925 0.136 2.895 0.403 "C5'" HSS 22 HSS "C4'" C4* C 0 1 N N R 3.540 38.194 165.099 -1.342 2.738 0.040 "C4'" HSS 23 HSS "O4'" O4* O 0 1 N N N 3.053 39.524 164.857 -1.576 1.426 -0.500 "O4'" HSS 24 HSS "C3'" C3* C 0 1 N N S 2.280 37.420 165.473 -2.210 2.875 1.305 "C3'" HSS 25 HSS "O3'" O3* O 0 1 N N N 2.677 36.245 166.184 -3.119 3.970 1.172 "O3'" HSS 26 HSS "C2'" C2* C 0 1 N N R 1.682 38.420 166.462 -2.983 1.535 1.381 "C2'" HSS 27 HSS "O2'" O2* O 0 1 N N N 2.367 38.355 167.715 -4.341 1.752 1.768 "O2'" HSS 28 HSS "C1'" C1* C 0 1 N N R 1.979 39.762 165.789 -2.899 1.028 -0.081 "C1'" HSS 29 HSS N9 N9 N 0 1 Y N N 0.804 40.209 165.009 -3.039 -0.429 -0.131 N9 HSS 30 HSS N7 N7 N 0 1 Y N N -0.586 40.480 163.362 -2.507 -2.546 -0.141 N7 HSS 31 HSS C2 C2 C 0 1 Y N N -1.103 42.850 166.540 -6.423 -1.727 -0.452 C2 HSS 32 HSS N6 N6 N 0 1 N N N -2.748 42.569 163.431 -4.590 -4.795 -0.378 N6 HSS 33 HSS H8 H8 H 0 1 N N N 0.999 39.042 163.220 -0.978 -1.095 0.027 H8 HSS 34 HSS HN11 HN11 H 0 0 N N N 8.803 33.906 159.891 5.668 -3.525 -1.144 HN11 HSS 35 HSS HE1 HE1 H 0 1 N N N 11.214 33.795 159.055 6.465 -5.218 0.599 HE1 HSS 36 HSS HD2 HD2 H 0 1 N N N 10.506 37.558 160.799 5.566 -1.584 2.510 HD2 HSS 37 HSS HB1 1HB H 0 1 N N N 7.478 35.525 161.714 5.362 -0.026 0.271 HB1 HSS 38 HSS HB2 2HB H 0 1 N N N 8.101 37.226 161.702 5.251 -0.886 -1.283 HB2 HSS 39 HSS HA HA H 0 1 N N N 6.792 35.839 159.297 3.108 -0.948 0.887 HA HSS 40 HSS HN1 1HN H 0 1 N N N 7.567 38.614 159.867 1.847 -1.985 -0.847 HN1 HSS 41 HSS HN2 2HN H 0 1 N N N 8.330 37.604 158.836 3.124 -1.886 -1.908 HN2 HSS 42 HSS HN1S HN1S H 0 0 N N N 5.537 35.300 161.688 3.312 1.526 0.966 HN1S HSS 43 HSS "H5'1" 1H5* H 0 0 N N N 4.542 36.529 164.187 0.438 2.078 1.059 "H5'1" HSS 44 HSS "H5'2" 2H5* H 0 0 N N N 5.200 38.183 163.757 0.285 3.845 0.916 "H5'2" HSS 45 HSS "H4'" H4* H 0 1 N N N 4.305 38.181 165.889 -1.625 3.495 -0.691 "H4'" HSS 46 HSS "H3'" H3* H 0 1 N N N 1.625 37.108 164.646 -1.582 3.006 2.186 "H3'" HSS 47 HSS "HO3'" HO3* H 0 0 N N N 2.765 35.521 165.576 -3.691 4.102 1.941 "HO3'" HSS 48 HSS "H2'" H2* H 0 1 N N N 0.617 38.243 166.672 -2.491 0.841 2.063 "H2'" HSS 49 HSS "HO2'" HO2* H 0 0 N N N 3.305 38.341 167.563 -4.442 2.153 2.642 "HO2'" HSS 50 HSS "H1'" H1* H 0 1 N N N 2.229 40.522 166.543 -3.658 1.509 -0.698 "H1'" HSS 51 HSS H2 H2 H 0 1 N N N -1.172 43.459 167.429 -7.457 -1.424 -0.533 H2 HSS 52 HSS HN61 1HN6 H 0 0 N N N -3.681 42.631 163.787 -3.670 -5.094 -0.308 HN61 HSS 53 HSS HN62 2HN6 H 0 0 N N N -2.500 43.433 162.994 -5.306 -5.444 -0.456 HN62 HSS 54 # # 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 HSS C4 C5 SING Y N 1 HSS C4 N9 SING Y N 2 HSS C4 N3 DOUB Y N 3 HSS C5 N7 SING Y N 4 HSS C5 C6 DOUB Y N 5 HSS C6 N6 SING N N 6 HSS C6 N1 SING Y N 7 HSS C8 N7 DOUB Y N 8 HSS C8 N9 SING Y N 9 HSS C8 H8 SING N N 10 HSS N1 C2 DOUB Y N 11 HSS N3 C2 SING Y N 12 HSS N11 CE1 SING Y N 13 HSS N11 CG SING Y N 14 HSS N11 HN11 SING N N 15 HSS CE1 N12 DOUB Y N 16 HSS CE1 HE1 SING N N 17 HSS N12 CD2 SING Y N 18 HSS CD2 CG DOUB Y N 19 HSS CD2 HD2 SING N N 20 HSS CG CB SING N N 21 HSS CB CA SING N N 22 HSS CB HB1 SING N N 23 HSS CB HB2 SING N N 24 HSS CA N SING N N 25 HSS CA C SING N N 26 HSS CA HA SING N N 27 HSS N HN1 SING N N 28 HSS N HN2 SING N N 29 HSS C O DOUB N N 30 HSS C N1S SING N N 31 HSS N1S S SING N N 32 HSS N1S HN1S SING N N 33 HSS S O2S DOUB N N 34 HSS S "O5'" SING N N 35 HSS S O3S DOUB N N 36 HSS "O5'" "C5'" SING N N 37 HSS "C5'" "C4'" SING N N 38 HSS "C5'" "H5'1" SING N N 39 HSS "C5'" "H5'2" SING N N 40 HSS "C4'" "O4'" SING N N 41 HSS "C4'" "C3'" SING N N 42 HSS "C4'" "H4'" SING N N 43 HSS "O4'" "C1'" SING N N 44 HSS "C3'" "O3'" SING N N 45 HSS "C3'" "C2'" SING N N 46 HSS "C3'" "H3'" SING N N 47 HSS "O3'" "HO3'" SING N N 48 HSS "C2'" "C1'" SING N N 49 HSS "C2'" "O2'" SING N N 50 HSS "C2'" "H2'" SING N N 51 HSS "O2'" "HO2'" SING N N 52 HSS "C1'" N9 SING N N 53 HSS "C1'" "H1'" SING N N 54 HSS C2 H2 SING N N 55 HSS N6 HN61 SING N N 56 HSS N6 HN62 SING N N 57 # # 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 HSS SMILES ACDLabs 10.04 "O=C(NS(=O)(=O)OCC3OC(n2cnc1c(ncnc12)N)C(O)C3O)C(N)Cc4cncn4" HSS SMILES_CANONICAL CACTVS 3.341 "N[C@@H](Cc1[nH]cnc1)C(=O)N[S](=O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2O)n3cnc4c(N)ncnc34" HSS SMILES CACTVS 3.341 "N[CH](Cc1[nH]cnc1)C(=O)N[S](=O)(=O)OC[CH]2O[CH]([CH](O)[CH]2O)n3cnc4c(N)ncnc34" HSS SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1c([nH]cn1)C[C@@H](C(=O)NS(=O)(=O)OC[C@@H]2[C@H]([C@H]([C@@H](O2)n3cnc4c3ncnc4N)O)O)N" HSS SMILES "OpenEye OEToolkits" 1.5.0 "c1c([nH]cn1)CC(C(=O)NS(=O)(=O)OCC2C(C(C(O2)n3cnc4c3ncnc4N)O)O)N" HSS InChI InChI 1.03 "InChI=1S/C16H21N9O7S/c17-8(1-7-2-19-4-20-7)15(28)24-33(29,30)31-3-9-11(26)12(27)16(32-9)25-6-23-10-13(18)21-5-22-14(10)25/h2,4-6,8-9,11-12,16,26-27H,1,3,17H2,(H,19,20)(H,24,28)(H2,18,21,22)/t8-,9+,11+,12+,16+/m0/s1" HSS InChIKey InChI 1.03 WRXPXUSZYDNAQP-LEJQEAHTSA-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 HSS "SYSTEMATIC NAME" ACDLabs 10.04 "5'-O-(L-histidylsulfamoyl)adenosine" HSS "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxy-oxolan-2-yl]methyl N-[(2S)-2-amino-3-(3H-imidazol-4-yl)propanoyl]sulfamate" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site HSS "Create component" 2007-05-25 RCSB HSS "Modify descriptor" 2011-06-04 RCSB HSS "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id HSS _pdbx_chem_comp_synonyms.name "5'-O-[N-(L-HISTIDYL)SULFAMOYL]ADENOSINE" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##