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 
# 
