data_LMS
# 
_chem_comp.id                                    LMS 
_chem_comp.name                                  "[(2R,3S,4R,5R)-5-(6-AMINO-9H-PURIN-9-YL)-3,4-DIHYDROXYTETRAHYDRO-2-FURANYL]METHYL SULFAMATE" 
_chem_comp.type                                  "RNA LINKING" 
_chem_comp.pdbx_type                             ATOMN 
_chem_comp.formula                               "C10 H14 N6 O6 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2002-09-11 
_chem_comp.pdbx_modified_date                    2009-01-07 
_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                        346.320 
_chem_comp.one_letter_code                       N 
_chem_comp.three_letter_code                     LMS 
_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                  EBI 
# 
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 
LMS N9     N9   N 0 1 Y N N 34.326 43.711 75.183 1.690  -0.166 0.095  N9     LMS 1  
LMS C8     C8   C 0 1 Y N N 34.444 44.958 75.754 1.476  -1.398 -0.447 C8     LMS 2  
LMS N7     N7   N 0 1 Y N N 34.326 44.953 77.063 2.609  -2.021 -0.598 N7     LMS 3  
LMS C5     C5   C 0 1 Y N N 34.125 43.616 77.376 3.619  -1.230 -0.163 C5     LMS 4  
LMS C6     C6   C 0 1 Y N N 33.907 42.946 78.601 5.015  -1.366 -0.083 C6     LMS 5  
LMS N6     N6   N 0 1 N N N 33.835 43.556 79.788 5.640  -2.524 -0.510 N6     LMS 6  
LMS N1     N1   N 0 1 Y N N 33.752 41.608 78.562 5.722  -0.356 0.414  N1     LMS 7  
LMS C2     C2   C 0 1 Y N N 33.795 40.991 77.374 5.134  0.753  0.824  C2     LMS 8  
LMS N3     N3   N 0 1 Y N N 33.977 41.506 76.160 3.830  0.925  0.768  N3     LMS 9  
LMS C4     C4   C 0 1 Y N N 34.138 42.838 76.230 3.042  -0.030 0.286  C4     LMS 10 
LMS N      N    N 0 1 N Y N 34.746 48.120 70.025 -4.233 -2.142 -0.948 N      LMS 11 
LMS S      S    S 0 1 N N N 35.161 48.006 71.607 -4.725 -0.988 0.133  S      LMS 12 
LMS HA     HA   H 0 1 N N N 33.523 42.522 70.101 -0.624 4.258  -0.465 HA     LMS 13 
LMS HB     HB   H 0 1 N N N 31.916 43.017 74.067 1.194  3.526  -1.470 HB     LMS 14 
LMS H8     H8   H 0 1 N N N 34.617 45.856 75.180 0.509  -1.799 -0.712 H8     LMS 15 
LMS H2     H2   H 0 1 N N N 33.663 39.920 77.406 5.747  1.550  1.222  H2     LMS 16 
LMS O1P    O1P  O 0 1 N N N 36.592 48.315 71.791 -5.422 -0.004 -0.620 O1P    LMS 17 
LMS O2P    O2P  O 0 1 N N N 34.161 48.717 72.436 -5.306 -1.685 1.227  O2P    LMS 18 
LMS "O5'"  O5*  O 0 1 N N N 34.973 46.471 71.984 -3.473 -0.311 0.671  "O5'"  LMS 19 
LMS "C5'"  C5*  C 0 1 N N N 35.786 45.455 71.376 -2.861 0.595  -0.249 "C5'"  LMS 20 
LMS "C4'"  C4*  C 0 1 N N R 35.278 44.080 71.751 -1.618 1.214  0.394  "C4'"  LMS 21 
LMS "O4'"  O4*  O 0 1 N N N 35.531 43.836 73.168 -0.619 0.201  0.598  "O4'"  LMS 22 
LMS "C3'"  C3*  C 0 1 N N S 33.781 43.829 71.536 -1.013 2.272  -0.548 "C3'"  LMS 23 
LMS "O3'"  O3*  O 0 1 N N N 33.570 42.507 71.050 -0.996 3.554  0.084  "O3'"  LMS 24 
LMS "C2'"  C2*  C 0 1 N N R 33.217 43.941 72.950 0.431  1.774  -0.800 "C2'"  LMS 25 
LMS "O2'"  O2*  O 0 1 N N N 32.038 43.186 73.140 1.357  2.862  -0.786 "O2'"  LMS 26 
LMS "C1'"  C1*  C 0 1 N N R 34.355 43.338 73.768 0.666  0.833  0.409  "C1'"  LMS 27 
LMS "H5'1" 1H5* H 0 0 N N N 35.748 45.568 70.283 -2.573 0.057  -1.153 "H5'1" LMS 28 
LMS "H5'2" 2H5* H 0 0 N N N 36.821 45.564 71.733 -3.568 1.384  -0.506 "H5'2" LMS 29 
LMS "H4'"  H4*  H 0 1 N N N 35.822 43.407 71.072 -1.883 1.671  1.347  "H4'"  LMS 30 
LMS "H3'"  H3*  H 0 1 N N N 33.323 44.519 70.812 -1.572 2.316  -1.483 "H3'"  LMS 31 
LMS "H2'"  H2*  H 0 1 N N N 32.929 44.970 73.212 0.495  1.224  -1.739 "H2'"  LMS 32 
LMS "H1'"  H1*  H 0 1 N N N 34.281 42.241 73.762 0.946  1.406  1.293  "H1'"  LMS 33 
LMS H6N1   1H6N H 0 0 N N N 33.817 42.870 80.515 5.114  -3.254 -0.871 H6N1   LMS 34 
LMS H6N2   2H6N H 0 0 N N N 34.632 44.147 79.908 6.605  -2.606 -0.449 H6N2   LMS 35 
LMS HN1    1HN  H 0 1 N N N 33.750 48.143 69.942 -3.288 -2.270 -1.124 HN1    LMS 36 
LMS HN2    2HN  H 0 1 N N N 35.132 48.958 69.639 -4.890 -2.690 -1.406 HN2    LMS 37 
# 
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 
LMS "C1'" N9     SING Y N 1  
LMS N9    C8     SING Y N 2  
LMS C8    N7     DOUB Y N 3  
LMS N7    C5     SING N N 4  
LMS C5    C6     DOUB Y N 5  
LMS C6    N6     SING Y N 6  
LMS C6    N1     SING Y N 7  
LMS N1    C2     DOUB N N 8  
LMS C2    N3     SING Y N 9  
LMS N9    C4     SING N N 10 
LMS C5    C4     SING N N 11 
LMS N3    C4     DOUB Y N 12 
LMS "O5'" S      SING Y N 13 
LMS O1P   S      DOUB N N 14 
LMS O2P   S      DOUB Y N 15 
LMS N     S      SING N N 16 
LMS "O3'" HA     SING N N 17 
LMS "O2'" HB     SING N N 18 
LMS C8    H8     SING N N 19 
LMS C2    H2     SING N N 20 
LMS "O5'" "C5'"  SING N N 21 
LMS "C5'" "C4'"  SING N N 22 
LMS "C4'" "O4'"  SING N N 23 
LMS "C4'" "C3'"  SING N N 24 
LMS "C3'" "O3'"  SING N N 25 
LMS "C3'" "C2'"  SING N N 26 
LMS "C2'" "O2'"  SING N N 27 
LMS "O4'" "C1'"  SING N N 28 
LMS "C2'" "C1'"  SING N N 29 
LMS "C5'" "H5'1" SING N N 30 
LMS "C5'" "H5'2" SING N N 31 
LMS "C4'" "H4'"  SING N N 32 
LMS "C3'" "H3'"  SING N N 33 
LMS "C2'" "H2'"  SING N N 34 
LMS "C1'" "H1'"  SING N N 35 
LMS N6    H6N1   SING N N 36 
LMS N6    H6N2   SING N N 37 
LMS N     HN1    SING N N 38 
LMS N     HN2    SING N N 39 
# 
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 
LMS SMILES           ACDLabs              10.04 "O=S(=O)(OCC3OC(n2cnc1c(ncnc12)N)C(O)C3O)N"                                                                                                                                
LMS InChI            InChI                1.02b "InChI=1/C10H14N6O6S/c11-8-5-9(14-2-13-8)16(3-15-5)10-7(18)6(17)4(22-10)1-21-23(12,19)20/h2-4,6-7,10,17-18H,1H2,(H2,11,13,14)(H2,12,19,20)/t4-,6-,7-,10-/m1/s1/f/h11-12H2" 
LMS InChIKey         InChI                1.02b GNZLUJQJDPRUTD-HWUFLDOKDC                                                                                                                                                  
LMS SMILES_CANONICAL CACTVS               3.341 "Nc1ncnc2n(cnc12)[C@@H]3O[C@H](CO[S](N)(=O)=O)[C@@H](O)[C@H]3O"                                                                                                            
LMS SMILES           CACTVS               3.341 "Nc1ncnc2n(cnc12)[CH]3O[CH](CO[S](N)(=O)=O)[CH](O)[CH]3O"                                                                                                                  
LMS 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)N)O)O)N"                                                                                                        
LMS SMILES           "OpenEye OEToolkits" 1.5.0 "c1nc(c2c(n1)n(cn2)C3C(C(C(O3)COS(=O)(=O)N)O)O)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 
LMS "SYSTEMATIC NAME" ACDLabs              10.04 "5'-O-sulfamoyladenosine"                                                         
LMS "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxy-oxolan-2-yl]methyl sulfamate" 
# 
