data_DSH # _chem_comp.id DSH _chem_comp.name "5'-S-(3-aminopropyl)-5'-thioadenosine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C13 H20 N6 O3 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2011-05-12 _chem_comp.pdbx_modified_date 2011-09-16 _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 340.401 _chem_comp.one_letter_code ? _chem_comp.three_letter_code DSH _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details Corina _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 3RW9 _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 DSH N N N 0 1 N N N 10.463 36.918 34.229 8.108 -2.381 -0.244 N DSH 1 DSH N1 N1 N 0 1 Y N N 11.649 24.572 34.355 -5.791 -0.935 -0.400 N1 DSH 2 DSH C2 C2 C 0 1 Y N N 11.741 25.509 35.306 -5.344 0.240 -0.804 C2 DSH 3 DSH N3 N3 N 0 1 Y N N 12.227 26.723 35.040 -4.071 0.571 -0.745 N3 DSH 4 DSH C4 C4 C 0 1 Y N N 12.628 27.040 33.794 -3.171 -0.282 -0.267 C4 DSH 5 DSH C5 C5 C 0 1 Y N N 12.538 26.084 32.796 -3.597 -1.546 0.176 C5 DSH 6 DSH C6 C6 C 0 1 Y N N 12.037 24.831 33.095 -4.965 -1.852 0.093 C6 DSH 7 DSH N6 N6 N 0 1 N N N 11.944 23.886 32.133 -5.443 -3.081 0.514 N6 DSH 8 DSH N7 N7 N 0 1 Y N N 12.999 26.637 31.664 -2.496 -2.208 0.608 N7 DSH 9 DSH C8 C8 C 0 1 Y N N 13.361 27.905 31.955 -1.449 -1.450 0.461 C8 DSH 10 DSH N9 N9 N 0 1 Y N N 13.145 28.141 33.255 -1.813 -0.251 -0.075 N9 DSH 11 DSH CA CA C 0 1 N N N 10.514 36.999 32.901 7.188 -1.511 0.502 CA DSH 12 DSH CB CB C 0 1 N N N 10.866 35.944 32.173 5.969 -1.195 -0.366 CB DSH 13 DSH SD SD S 0 1 N N N 12.829 34.132 32.306 3.566 0.087 -0.619 SD DSH 14 DSH CG CG C 0 1 N N N 11.221 34.631 32.832 5.011 -0.289 0.410 CG DSH 15 DSH "C1'" "C1'" C 0 1 N N R 13.398 29.430 33.958 -0.919 0.866 -0.389 "C1'" DSH 16 DSH "C2'" "C2'" C 0 1 N N R 14.698 30.082 33.532 -0.884 1.883 0.781 "C2'" DSH 17 DSH "O2'" "O2'" O 0 1 N N N 15.768 29.602 34.352 -1.947 2.830 0.664 "O2'" DSH 18 DSH "C3'" "C3'" C 0 1 N N S 14.435 31.557 33.795 0.490 2.566 0.576 "C3'" DSH 19 DSH "O3'" "O3'" O 0 1 N N N 14.699 31.815 35.178 0.335 3.803 -0.121 "O3'" DSH 20 DSH "C4'" "C4'" C 0 1 N N S 12.944 31.719 33.576 1.287 1.562 -0.279 "C4'" DSH 21 DSH "O4'" "O4'" O 0 1 N N N 12.388 30.387 33.620 0.449 0.412 -0.481 "O4'" DSH 22 DSH "C5'" "C5'" C 0 1 N N N 12.634 32.376 32.236 2.565 1.151 0.456 "C5'" DSH 23 DSH HN HN H 0 1 N N N 10.182 37.800 34.607 8.922 -2.605 0.309 HN DSH 24 DSH HNA HNA H 0 1 N N N 9.802 36.216 34.495 7.641 -3.219 -0.555 HNA DSH 25 DSH H2 H2 H 0 1 N N N 11.415 25.278 36.309 -6.050 0.957 -1.199 H2 DSH 26 DSH HN6 HN6 H 0 1 N N N 11.565 23.047 32.524 -6.390 -3.281 0.451 HN6 DSH 27 DSH HN6A HN6A H 0 0 N N N 11.345 24.213 31.402 -4.830 -3.743 0.872 HN6A DSH 28 DSH H8 H8 H 0 1 N N N 13.762 28.617 31.249 -0.440 -1.730 0.725 H8 DSH 29 DSH HA HA H 0 1 N N N 9.498 37.265 32.575 6.865 -2.019 1.411 HA DSH 30 DSH HB HB H 0 1 N N N 10.007 35.730 31.520 6.292 -0.687 -1.275 HB DSH 31 DSH HG HG H 0 1 N N N 11.213 34.754 33.925 4.688 -0.797 1.319 HG DSH 32 DSH HGA HGA H 0 1 N N N 10.486 33.865 32.545 5.521 0.638 0.674 HGA DSH 33 DSH "H1'" "H1'" H 0 1 N N N 13.417 29.177 35.028 -1.227 1.355 -1.313 "H1'" DSH 34 DSH "H2'" "H2'" H 0 1 N N N 14.985 29.875 32.490 -0.925 1.371 1.742 "H2'" DSH 35 DSH "HO2'" "HO2'" H 0 0 N N N 16.582 30.012 34.083 -1.967 3.488 1.373 "HO2'" DSH 36 DSH "H3'" "H3'" H 0 1 N N N 15.044 32.221 33.164 0.982 2.728 1.535 "H3'" DSH 37 DSH "HO3'" "HO3'" H 0 0 N N N 14.541 32.733 35.365 -0.209 4.452 0.346 "HO3'" DSH 38 DSH "H4'" "H4'" H 0 1 N N N 12.511 32.374 34.347 1.538 2.010 -1.240 "H4'" DSH 39 DSH "H5'" "H5'" H 0 1 N N N 11.593 32.147 31.963 2.303 0.607 1.364 "H5'" DSH 40 DSH "H5'A" "H5'A" H 0 0 N N N 13.323 31.974 31.478 3.135 2.042 0.718 "H5'A" DSH 41 DSH HAA HAA H 0 1 N N N 11.252 37.782 32.674 7.698 -0.584 0.765 HAA DSH 42 DSH HBA HBA H 0 1 N N N 11.762 36.251 31.613 5.460 -2.122 -0.629 HBA DSH 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 DSH N CA SING N N 1 DSH N1 C2 DOUB Y N 2 DSH N1 C6 SING Y N 3 DSH C2 N3 SING Y N 4 DSH N3 C4 DOUB Y N 5 DSH C4 C5 SING Y N 6 DSH C4 N9 SING Y N 7 DSH C5 C6 DOUB Y N 8 DSH C5 N7 SING Y N 9 DSH C6 N6 SING N N 10 DSH N7 C8 DOUB Y N 11 DSH C8 N9 SING Y N 12 DSH N9 "C1'" SING N N 13 DSH CA CB SING N N 14 DSH CB CG SING N N 15 DSH SD CG SING N N 16 DSH SD "C5'" SING N N 17 DSH "C1'" "C2'" SING N N 18 DSH "C1'" "O4'" SING N N 19 DSH "C2'" "O2'" SING N N 20 DSH "C2'" "C3'" SING N N 21 DSH "C3'" "O3'" SING N N 22 DSH "C3'" "C4'" SING N N 23 DSH "C4'" "O4'" SING N N 24 DSH "C4'" "C5'" SING N N 25 DSH N HN SING N N 26 DSH N HNA SING N N 27 DSH C2 H2 SING N N 28 DSH N6 HN6 SING N N 29 DSH N6 HN6A SING N N 30 DSH C8 H8 SING N N 31 DSH CA HA SING N N 32 DSH CB HB SING N N 33 DSH CG HG SING N N 34 DSH CG HGA SING N N 35 DSH "C1'" "H1'" SING N N 36 DSH "C2'" "H2'" SING N N 37 DSH "O2'" "HO2'" SING N N 38 DSH "C3'" "H3'" SING N N 39 DSH "O3'" "HO3'" SING N N 40 DSH "C4'" "H4'" SING N N 41 DSH "C5'" "H5'" SING N N 42 DSH "C5'" "H5'A" SING N N 43 DSH CA HAA SING N N 44 DSH CB HBA 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 DSH SMILES ACDLabs 12.01 "n2c1c(ncnc1n(c2)C3OC(C(O)C3O)CSCCCN)N" DSH SMILES_CANONICAL CACTVS 3.370 "NCCCSC[C@H]1O[C@H]([C@H](O)[C@@H]1O)n2cnc3c(N)ncnc23" DSH SMILES CACTVS 3.370 "NCCCSC[CH]1O[CH]([CH](O)[CH]1O)n2cnc3c(N)ncnc23" DSH SMILES_CANONICAL "OpenEye OEToolkits" 1.7.2 "c1nc(c2c(n1)n(cn2)[C@H]3[C@@H]([C@@H]([C@H](O3)CSCCCN)O)O)N" DSH SMILES "OpenEye OEToolkits" 1.7.2 "c1nc(c2c(n1)n(cn2)C3C(C(C(O3)CSCCCN)O)O)N" DSH InChI InChI 1.03 "InChI=1S/C13H20N6O3S/c14-2-1-3-23-4-7-9(20)10(21)13(22-7)19-6-18-8-11(15)16-5-17-12(8)19/h5-7,9-10,13,20-21H,1-4,14H2,(H2,15,16,17)/t7-,9-,10-,13-/m1/s1" DSH InChIKey InChI 1.03 FUSRAALGPJJIRO-QYVSTXNMSA-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 DSH "SYSTEMATIC NAME" ACDLabs 12.01 "5'-S-(3-aminopropyl)-5'-thioadenosine" DSH "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.2 "(2R,3R,4S,5S)-2-(6-aminopurin-9-yl)-5-(3-azanylpropylsulfanylmethyl)oxolane-3,4-diol" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site DSH "Create component" 2011-05-12 RCSB DSH "Modify aromatic_flag" 2011-06-04 RCSB DSH "Modify descriptor" 2011-06-04 RCSB #