data_S4M
# 
_chem_comp.id                                    S4M 
_chem_comp.name                                  "5'-[(S)-(3-AMINOPROPYL)(METHYL)-LAMBDA~4~-SULFANYL]-5'-DEOXYADENOSINE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C14 H24 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                     2006-11-29 
_chem_comp.pdbx_modified_date                    2008-10-14 
_chem_comp.pdbx_ambiguous_flag                   ? 
_chem_comp.pdbx_release_status                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        356.444 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     S4M 
_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        2O0L 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBJ 
# 
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 
S4M CA     CA   C 0 1 N N N 20.419 7.069  48.810 8.347  2.436  -1.649 CA     S4M 1  
S4M N      N    N 0 1 N N N 20.664 6.864  47.389 8.676  1.732  -2.859 N      S4M 2  
S4M CB     CB   C 0 1 N N N 19.087 6.438  49.163 6.846  2.654  -1.490 CB     S4M 3  
S4M CG     CG   C 0 1 N N N 19.210 4.933  49.365 6.498  3.379  -0.197 CG     S4M 4  
S4M SD     SD   S 0 1 N N N 18.526 3.934  48.005 4.751  3.592  -0.032 SD     S4M 5  
S4M CE     CE   C 0 1 N N N 16.814 4.509  47.999 4.502  4.482  1.475  CE     S4M 6  
S4M "C5'"  C5*  C 0 1 N N N 18.439 2.379  48.996 4.092  1.980  0.223  "C5'"  S4M 7  
S4M "C4'"  C4*  C 0 1 N N S 17.844 1.157  48.283 2.595  2.031  0.465  "C4'"  S4M 8  
S4M "O4'"  O4*  O 0 1 N N N 18.273 -0.135 48.751 1.933  2.574  -0.689 "O4'"  S4M 9  
S4M "C1'"  C1*  C 0 1 N N R 17.268 -1.094 48.440 0.622  1.976  -0.784 "C1'"  S4M 10 
S4M "C2'"  C2*  C 0 1 N N R 15.988 -0.344 48.781 0.518  0.913  0.310  "C2'"  S4M 11 
S4M "O2'"  O2*  O 0 1 N N N 14.899 -0.969 48.119 -0.210 1.445  1.415  "O2'"  S4M 12 
S4M "C3'"  C3*  C 0 1 N N S 16.317 1.090  48.326 1.969  0.663  0.677  "C3'"  S4M 13 
S4M "O3'"  O3*  O 0 1 N N N 15.958 1.285  46.978 2.143  0.197  1.998  "O3'"  S4M 14 
S4M N9     N9   N 0 1 Y N N 17.521 -2.377 49.162 0.424  1.450  -2.136 N9     S4M 15 
S4M C8     C8   C 0 1 Y N N 17.322 -2.632 50.490 1.390  0.903  -2.940 C8     S4M 16 
S4M N7     N7   N 0 1 Y N N 17.695 -3.905 50.760 0.910  0.517  -4.103 N7     S4M 17 
S4M C5     C5   C 0 1 Y N N 18.195 -4.453 49.632 -0.426 0.827  -4.052 C5     S4M 18 
S4M C6     C6   C 0 1 Y N N 18.712 -5.707 49.338 -1.462 0.665  -4.967 C6     S4M 19 
S4M N6     N6   N 0 1 N N N 18.837 -6.646 50.272 -1.225 0.085  -6.225 N6     S4M 20 
S4M C4     C4   C 0 1 Y N N 18.084 -3.500 48.611 -0.749 1.408  -2.837 C4     S4M 21 
S4M N3     N3   N 0 1 Y N N 18.487 -3.797 47.338 -1.956 1.836  -2.437 N3     S4M 22 
S4M C2     C2   C 0 1 Y N N 19.018 -5.024 47.040 -2.875 1.627  -3.404 C2     S4M 23 
S4M N1     N1   N 0 1 Y N N 19.105 -5.977 48.036 -2.709 1.075  -4.630 N1     S4M 24 
S4M HA1    1HA  H 0 1 N N N 21.221 6.600  49.398 8.884  3.389  -1.660 HA1    S4M 25 
S4M HA2    2HA  H 0 1 N N N 20.398 8.145  49.038 8.729  1.836  -0.817 HA2    S4M 26 
S4M HN1    1HN  H 0 1 N N N 19.791 6.817  46.903 9.375  2.115  -3.476 HN1    S4M 27 
S4M HN2    2HN  H 0 1 N N N 21.204 7.626  47.031 8.073  0.989  -3.175 HN2    S4M 28 
S4M HB1    1HB  H 0 1 N N N 18.719 6.890  50.096 6.344  1.679  -1.504 HB1    S4M 29 
S4M HB2    2HB  H 0 1 N N N 18.391 6.617  48.330 6.457  3.220  -2.346 HB2    S4M 30 
S4M HG1    1HG  H 0 1 N N N 18.665 4.670  50.284 6.833  2.814  0.678  HG1    S4M 31 
S4M HG2    2HG  H 0 1 N N N 20.285 4.707  49.415 6.940  4.379  -0.162 HG2    S4M 32 
S4M HSD    HSD  H 0 1 N N N 19.092 3.911  46.835 4.206  4.220  -1.092 HSD    S4M 33 
S4M HE1    1HE  H 0 1 N N N 16.462 4.626  49.035 5.427  5.006  1.722  HE1    S4M 34 
S4M HE2    2HE  H 0 1 N N N 16.754 5.477  47.480 3.689  5.193  1.325  HE2    S4M 35 
S4M HE3    3HE  H 0 1 N N N 16.182 3.774  47.478 4.246  3.768  2.259  HE3    S4M 36 
S4M "H5'1" 1H5* H 0 0 N N N 19.467 2.119  49.289 4.315  1.390  -0.666 "H5'1" S4M 37 
S4M "H5'2" 2H5* H 0 0 N N N 17.761 2.596  49.835 4.603  1.548  1.083  "H5'2" S4M 38 
S4M "H4'"  H4*  H 0 1 N N N 18.232 1.337  47.269 2.399  2.693  1.317  "H4'"  S4M 39 
S4M "H1'"  H1*  H 0 1 N N N 17.229 -1.440 47.397 -0.125 2.769  -0.673 "H1'"  S4M 40 
S4M "H2'"  H2*  H 0 1 N N N 15.680 -0.342 49.837 -0.000 0.001  -0.003 "H2'"  S4M 41 
S4M "HO2'" HO2* H 0 0 N N N 14.191 -1.109 48.736 0.161  2.324  1.609  "HO2'" S4M 42 
S4M "H3'"  H3*  H 0 1 N N N 15.809 1.808  48.987 2.403  -0.065 -0.019 "H3'"  S4M 43 
S4M "HO3'" HO3* H 0 0 N N N 15.012 1.329  46.905 2.579  -0.665 1.928  "HO3'" S4M 44 
S4M H8     H8   H 0 1 N N N 16.929 -1.929 51.210 2.421  0.814  -2.623 H8     S4M 45 
S4M HN61   1HN6 H 0 0 N N N 18.868 -7.546 49.838 -0.293 -0.186 -6.475 HN61   S4M 46 
S4M HN62   2HN6 H 0 0 N N N 19.681 -6.494 50.786 -1.971 0.035  -6.893 HN62   S4M 47 
S4M H2     H2   H 0 1 N N N 19.364 -5.243 46.041 -3.885 1.945  -3.168 H2     S4M 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 
S4M CA    N      SING N N 1  
S4M CA    CB     SING N N 2  
S4M CA    HA1    SING N N 3  
S4M CA    HA2    SING N N 4  
S4M N     HN1    SING N N 5  
S4M N     HN2    SING N N 6  
S4M CB    CG     SING N N 7  
S4M CB    HB1    SING N N 8  
S4M CB    HB2    SING N N 9  
S4M CG    SD     SING N N 10 
S4M CG    HG1    SING N N 11 
S4M CG    HG2    SING N N 12 
S4M SD    CE     SING N N 13 
S4M SD    "C5'"  SING N N 14 
S4M SD    HSD    SING N N 15 
S4M CE    HE1    SING N N 16 
S4M CE    HE2    SING N N 17 
S4M CE    HE3    SING N N 18 
S4M "C5'" "C4'"  SING N N 19 
S4M "C5'" "H5'1" SING N N 20 
S4M "C5'" "H5'2" SING N N 21 
S4M "C4'" "C3'"  SING N N 22 
S4M "C4'" "O4'"  SING N N 23 
S4M "C4'" "H4'"  SING N N 24 
S4M "O4'" "C1'"  SING N N 25 
S4M "C1'" "C2'"  SING N N 26 
S4M "C1'" N9     SING N N 27 
S4M "C1'" "H1'"  SING N N 28 
S4M "C2'" "O2'"  SING N N 29 
S4M "C2'" "C3'"  SING N N 30 
S4M "C2'" "H2'"  SING N N 31 
S4M "O2'" "HO2'" SING N N 32 
S4M "C3'" "O3'"  SING N N 33 
S4M "C3'" "H3'"  SING N N 34 
S4M "O3'" "HO3'" SING N N 35 
S4M N9    C4     SING Y N 36 
S4M N9    C8     SING Y N 37 
S4M C8    N7     DOUB Y N 38 
S4M C8    H8     SING N N 39 
S4M N7    C5     SING Y N 40 
S4M C5    C4     DOUB Y N 41 
S4M C5    C6     SING Y N 42 
S4M C6    N1     DOUB Y N 43 
S4M C6    N6     SING N N 44 
S4M N6    HN61   SING N N 45 
S4M N6    HN62   SING N N 46 
S4M C4    N3     SING Y N 47 
S4M N3    C2     DOUB Y N 48 
S4M C2    N1     SING Y N 49 
S4M C2    H2     SING N 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 
S4M SMILES           ACDLabs              10.04 n2c1c(ncnc1n(c2)C3OC(C(O)C3O)CS(CCCN)C)N                                                                                                                                    
S4M InChI            InChI                1.02b InChI=1/C14H24N6O3S/c1-24(4-2-3-15)5-8-10(21)11(22)14(23-8)20-7-19-9-12(16)17-6-18-13(9)20/h6-8,10-11,14,21-22,24H,2-5,15H2,1H3,(H2,16,17,18)/t8-,10-,11-,14-/m1/s1/f/h16H2 
S4M InChIKey         InChI                1.02b KIZZALRCMBIHBH-YBZXCFIQDM                                                                                                                                                   
S4M SMILES_CANONICAL CACTVS               3.341 C[SH](CCCN)C[C@H]1O[C@H]([C@H](O)[C@@H]1O)n2cnc3c(N)ncnc23                                                                                                                  
S4M SMILES           CACTVS               3.341 C[SH](CCCN)C[CH]1O[CH]([CH](O)[CH]1O)n2cnc3c(N)ncnc23                                                                                                                       
S4M SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C[S@@H](CCCN)C[C@@H]1[C@H]([C@H]([C@@H](O1)n2cnc3c2ncnc3N)O)O                                                                                                               
S4M SMILES           "OpenEye OEToolkits" 1.5.0 CS(CCCN)CC1C(C(C(O1)n2cnc3c2ncnc3N)O)O                                                                                                                                      
# 
_pdbx_chem_comp_identifier.comp_id           S4M 
_pdbx_chem_comp_identifier.type              "SYSTEMATIC NAME" 
_pdbx_chem_comp_identifier.program           ACDLabs 
_pdbx_chem_comp_identifier.program_version   10.04 
_pdbx_chem_comp_identifier.identifier        "5'-[(S)-(3-aminopropyl)(methyl)-lambda~4~-sulfanyl]-5'-deoxyadenosine" 
# 
