data_5CA # _chem_comp.id 5CA _chem_comp.name "5'-O-(N-(L-CYSTEINYL)-SULFAMOYL)ADENOSINE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C13 H19 N7 O7 S2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2003-01-07 _chem_comp.pdbx_modified_date 2011-06-04 _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 449.463 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 5CA _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 1NJ1 _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 5CA N N N 0 1 N N N -35.976 -79.826 -41.089 -2.753 3.037 -0.518 N 5CA 1 5CA CA CA C 0 1 N N R -34.520 -79.919 -41.026 -3.451 2.018 0.277 CA 5CA 2 5CA CB CB C 0 1 N N N -33.881 -78.549 -40.980 -4.924 2.407 0.424 CB 5CA 3 5CA SG SG S 0 1 N N N -34.861 -77.405 -40.007 -5.045 4.013 1.258 SG 5CA 4 5CA C C C 0 1 N N N -34.146 -80.651 -39.771 -3.350 0.684 -0.417 C 5CA 5 5CA O O O 0 1 N N N -34.916 -81.110 -38.964 -3.093 0.634 -1.601 O 5CA 6 5CA N3S N3S N 0 1 N N N -32.912 -81.225 -39.893 -3.546 -0.453 0.279 N3S 5CA 7 5CA S S S 0 1 N N N -32.261 -82.296 -38.890 -3.435 -1.919 -0.483 S 5CA 8 5CA O1S O1S O 0 1 N N N -33.181 -83.435 -38.714 -3.636 -2.897 0.529 O1S 5CA 9 5CA O2S O2S O 0 1 N N N -30.916 -82.576 -39.492 -4.205 -1.796 -1.671 O2S 5CA 10 5CA "O5'" O5* O 0 1 N N N -32.040 -81.571 -37.477 -1.993 -2.087 -0.940 "O5'" 5CA 11 5CA "C5'" C5* C 0 1 N N N -31.475 -80.250 -37.387 -1.224 -2.392 0.225 "C5'" 5CA 12 5CA "C4'" C4* C 0 1 N N R -30.327 -80.198 -36.402 0.244 -2.574 -0.167 "C4'" 5CA 13 5CA "O4'" O4* O 0 1 N N N -30.798 -80.442 -35.051 0.788 -1.322 -0.618 "O4'" 5CA 14 5CA "C3'" C3* C 0 1 N N S -29.237 -81.223 -36.630 1.063 -3.018 1.060 "C3'" 5CA 15 5CA "O3'" O3* O 0 1 N N N -28.275 -80.693 -37.544 1.676 -4.288 0.828 "O3'" 5CA 16 5CA "C2'" C2* C 0 1 N N R -28.675 -81.488 -35.242 2.142 -1.914 1.212 "C2'" 5CA 17 5CA "O2'" O2* O 0 1 N N N -27.565 -80.671 -34.924 3.410 -2.484 1.546 "O2'" 5CA 18 5CA "C1'" C1* C 0 1 N N R -29.841 -81.192 -34.316 2.172 -1.292 -0.207 "C1'" 5CA 19 5CA N9 N9 N 0 1 Y N N -30.532 -82.374 -33.732 2.667 0.086 -0.160 N9 5CA 20 5CA C8 C8 C 0 1 Y N N -31.191 -83.411 -34.368 1.910 1.210 -0.007 C8 5CA 21 5CA N7 N7 N 0 1 Y N N -31.709 -84.300 -33.538 2.674 2.264 -0.008 N7 5CA 22 5CA C5 C5 C 0 1 Y N N -31.376 -83.828 -32.279 3.965 1.884 -0.161 C5 5CA 23 5CA C6 C6 C 0 1 Y N N -31.632 -84.310 -30.951 5.193 2.564 -0.234 C6 5CA 24 5CA N6 N6 N 0 1 N N N -32.315 -85.424 -30.689 5.244 3.944 -0.142 N6 5CA 25 5CA N1 N1 N 0 1 Y N N -31.151 -83.589 -29.888 6.303 1.851 -0.393 N1 5CA 26 5CA C2 C2 C 0 1 Y N N -30.453 -82.446 -30.130 6.264 0.535 -0.481 C2 5CA 27 5CA N3 N3 N 0 1 Y N N -30.155 -81.898 -31.336 5.137 -0.144 -0.418 N3 5CA 28 5CA C4 C4 C 0 1 Y N N -30.646 -82.640 -32.375 3.977 0.482 -0.255 C4 5CA 29 5CA H H H 0 1 N N N -36.280 -79.245 -41.871 -3.208 3.065 -1.418 H 5CA 30 5CA HN2 HN2 H 0 1 N N N -36.407 -80.750 -41.120 -2.933 3.925 -0.074 HN2 5CA 31 5CA HA HA H 0 1 N N N -34.160 -80.452 -41.937 -2.993 1.951 1.263 HA 5CA 32 5CA HB1 1HB H 0 1 N N N -33.687 -78.153 -42.004 -5.382 2.475 -0.563 HB1 5CA 33 5CA HB2 2HB H 0 1 N N N -32.829 -78.600 -40.614 -5.442 1.651 1.014 HB2 5CA 34 5CA HG HG H 0 1 N N N -34.460 -76.544 -39.978 -6.381 4.162 1.285 HG 5CA 35 5CA H3S H3S H 0 1 N N N -32.475 -80.852 -40.736 -3.752 -0.413 1.226 H3S 5CA 36 5CA "H5'1" 1H5* H 0 0 N N N -32.254 -79.490 -37.144 -1.310 -1.575 0.941 "H5'1" 5CA 37 5CA "H5'2" 2H5* H 0 0 N N N -31.168 -79.870 -38.389 -1.596 -3.312 0.675 "H5'2" 5CA 38 5CA "H4'" H4* H 0 1 N N N -29.906 -79.177 -36.552 0.327 -3.320 -0.958 "H4'" 5CA 39 5CA "H3'" H3* H 0 1 N N N -29.588 -82.175 -37.092 0.430 -3.057 1.947 "H3'" 5CA 40 5CA H3T H3T H 0 1 N N N -27.591 -81.336 -37.687 2.220 -4.482 1.604 H3T 5CA 41 5CA "H2'" H2* H 0 1 N N N -28.287 -82.530 -35.156 1.843 -1.175 1.954 "H2'" 5CA 42 5CA "HO'2" 2HO* H 0 0 N N N -27.214 -80.836 -34.057 3.325 -2.852 2.436 "HO'2" 5CA 43 5CA "H1'" H1* H 0 1 N N N -29.404 -80.647 -33.447 2.785 -1.895 -0.878 "H1'" 5CA 44 5CA H8 H8 H 0 1 N N N -31.296 -83.521 -35.460 0.836 1.223 0.100 H8 5CA 45 5CA H61 1H6 H 0 1 N N N -31.865 -86.181 -31.203 4.427 4.453 -0.025 H61 5CA 46 5CA H62 2H6 H 0 1 N N N -32.497 -85.766 -29.746 6.098 4.402 -0.193 H62 5CA 47 5CA H2 H2 H 0 1 N N N -30.086 -81.900 -29.245 7.190 -0.006 -0.610 H2 5CA 48 # 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 5CA N CA SING N N 1 5CA N H SING N N 2 5CA N HN2 SING N N 3 5CA CA CB SING N N 4 5CA CA C SING N N 5 5CA CA HA SING N N 6 5CA CB SG SING N N 7 5CA CB HB1 SING N N 8 5CA CB HB2 SING N N 9 5CA SG HG SING N N 10 5CA C O DOUB N N 11 5CA C N3S SING N N 12 5CA N3S S SING N N 13 5CA N3S H3S SING N N 14 5CA S O1S DOUB N N 15 5CA S O2S DOUB N N 16 5CA S "O5'" SING N N 17 5CA "O5'" "C5'" SING N N 18 5CA "C5'" "C4'" SING N N 19 5CA "C5'" "H5'1" SING N N 20 5CA "C5'" "H5'2" SING N N 21 5CA "C4'" "O4'" SING N N 22 5CA "C4'" "C3'" SING N N 23 5CA "C4'" "H4'" SING N N 24 5CA "O4'" "C1'" SING N N 25 5CA "C3'" "O3'" SING N N 26 5CA "C3'" "C2'" SING N N 27 5CA "C3'" "H3'" SING N N 28 5CA "O3'" H3T SING N N 29 5CA "C2'" "O2'" SING N N 30 5CA "C2'" "C1'" SING N N 31 5CA "C2'" "H2'" SING N N 32 5CA "O2'" "HO'2" SING N N 33 5CA "C1'" N9 SING N N 34 5CA "C1'" "H1'" SING N N 35 5CA N9 C8 SING Y N 36 5CA N9 C4 SING Y N 37 5CA C8 N7 DOUB Y N 38 5CA C8 H8 SING N N 39 5CA N7 C5 SING Y N 40 5CA C5 C6 DOUB Y N 41 5CA C5 C4 SING Y N 42 5CA C6 N6 SING N N 43 5CA C6 N1 SING Y N 44 5CA N6 H61 SING N N 45 5CA N6 H62 SING N N 46 5CA N1 C2 DOUB Y N 47 5CA C2 N3 SING Y N 48 5CA C2 H2 SING N N 49 5CA N3 C4 DOUB Y N 50 # 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 5CA SMILES ACDLabs 10.04 "O=C(NS(=O)(=O)OCC3OC(n2cnc1c(ncnc12)N)C(O)C3O)C(N)CS" 5CA SMILES_CANONICAL CACTVS 3.341 "N[C@@H](CS)C(=O)N[S](=O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)n2cnc3c(N)ncnc23" 5CA SMILES CACTVS 3.341 "N[CH](CS)C(=O)N[S](=O)(=O)OC[CH]1O[CH]([CH](O)[CH]1O)n2cnc3c(N)ncnc23" 5CA 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](CS)N)O)O)N" 5CA SMILES "OpenEye OEToolkits" 1.5.0 "c1nc(c2c(n1)n(cn2)C3C(C(C(O3)COS(=O)(=O)NC(=O)C(CS)N)O)O)N" 5CA InChI InChI 1.03 "InChI=1S/C13H19N7O7S2/c14-5(2-28)12(23)19-29(24,25)26-1-6-8(21)9(22)13(27-6)20-4-18-7-10(15)16-3-17-11(7)20/h3-6,8-9,13,21-22,28H,1-2,14H2,(H,19,23)(H2,15,16,17)/t5-,6+,8+,9+,13+/m0/s1" 5CA InChIKey InChI 1.03 FTSDEWPMACCNGN-YTMOPEAISA-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 5CA "SYSTEMATIC NAME" ACDLabs 10.04 "5'-O-(L-cysteinylsulfamoyl)adenosine" 5CA "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxy-oxolan-2-yl]methyl N-[(2R)-2-amino-3-sulfanyl-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 5CA "Create component" 2003-01-07 RCSB 5CA "Modify descriptor" 2011-06-04 RCSB #