data_SMS
# 
_chem_comp.id                                    SMS 
_chem_comp.name                                  "SULFAMIC ACID 2,3-O-(1-METHYLETHYLIDENE)-4,5-O-SULFONYL-BETA-FRUCTOPYRANOSE ESTER" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C9 H15 N O10 S2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2000-04-12 
_chem_comp.pdbx_modified_date                    2008-10-14 
_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                        361.346 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     SMS 
_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        1EOU 
_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 
SMS S2   S2   S 0 1 N N N -5.749 1.335  16.839 -0.891 -0.177 -3.751 S2   SMS 1  
SMS N1   N1   N 0 1 N N N -5.326 -0.162 16.621 -2.528 0.069  -3.757 N1   SMS 2  
SMS O10  O10  O 0 1 N N N -7.140 1.465  16.914 -0.401 0.454  -4.926 O10  SMS 3  
SMS O9   O9   O 0 1 N N N -5.009 1.771  17.937 -0.707 -1.546 -3.416 O9   SMS 4  
SMS O8   O8   O 0 1 N N N -5.257 1.991  15.498 -0.315 0.614  -2.586 O8   SMS 5  
SMS C1   C1   C 0 1 N N N -5.500 3.402  15.260 -0.325 -0.253 -1.451 C1   SMS 6  
SMS C2   C2   C 0 1 N N S -4.952 3.684  13.851 0.243  0.485  -0.238 C2   SMS 7  
SMS C3   C3   C 0 1 N N S -3.446 3.382  13.550 0.525  -0.519 0.889  C3   SMS 8  
SMS C4   C4   C 0 1 N N S -2.605 4.666  13.442 0.894  0.178  2.203  C4   SMS 9  
SMS C5   C5   C 0 1 N N R -3.259 5.803  12.561 0.015  1.419  2.436  C5   SMS 10 
SMS C6   C6   C 0 1 N N N -4.756 5.656  12.445 -0.075 2.279  1.186  C6   SMS 11 
SMS O3   O3   O 0 1 N N N -5.294 5.059  13.665 -0.634 1.520  0.120  O3   SMS 12 
SMS O5   O5   O 0 1 N N N -3.006 7.021  13.268 -1.286 0.873  2.808  O5   SMS 13 
SMS S1   S1   S 0 1 N N N -2.369 6.826  14.635 -1.011 -0.521 3.385  S1   SMS 14 
SMS O7   O7   O 0 1 N N N -1.063 7.275  14.570 -1.589 -1.443 2.471  O7   SMS 15 
SMS O6   O6   O 0 1 N N N -3.179 7.427  15.628 -1.299 -0.435 4.774  O6   SMS 16 
SMS O4   O4   O 0 1 N N N -2.452 5.260  14.726 0.509  -0.719 3.281  O4   SMS 17 
SMS O2   O2   O 0 1 N N N -3.460 2.803  12.258 1.743  -1.155 0.415  O2   SMS 18 
SMS C7   C7   C 0 1 N N N -4.678 2.079  12.118 2.385  -0.220 -0.464 C7   SMS 19 
SMS C9   C9   C 0 1 N N N -4.561 0.639  12.607 3.753  0.163  0.104  C9   SMS 20 
SMS C8   C8   C 0 1 N N N -5.085 2.136  10.667 2.562  -0.852 -1.846 C8   SMS 21 
SMS O1   O1   O 0 1 N N N -5.619 2.857  12.928 1.557  0.955  -0.570 O1   SMS 22 
SMS HN11 1HN1 H 0 0 N N N -4.311 -0.256 16.566 -3.080 -0.356 -4.431 HN11 SMS 23 
SMS HN12 2HN1 H 0 0 N N N -5.784 -0.565 15.803 -2.935 0.638  -3.085 HN12 SMS 24 
SMS HC11 1HC1 H 0 0 N N N -6.565 3.701  15.394 0.284  -1.132 -1.661 HC11 SMS 25 
SMS HC12 2HC1 H 0 0 N N N -5.075 4.068  16.046 -1.348 -0.564 -1.240 HC12 SMS 26 
SMS HC3  HC3  H 0 1 N N N -3.010 2.749  14.358 -0.289 -1.231 1.019  HC3  SMS 27 
SMS HC4  HC4  H 0 1 N N N -1.649 4.327  12.977 1.955  0.424  2.242  HC4  SMS 28 
SMS HC5  HC5  H 0 1 N N N -2.834 5.766  11.530 0.416  2.008  3.260  HC5  SMS 29 
SMS HC61 1HC6 H 0 0 N N N -5.253 6.622  12.197 -0.708 3.144  1.387  HC61 SMS 30 
SMS HC62 2HC6 H 0 0 N N N -5.050 5.084  11.534 0.921  2.618  0.906  HC62 SMS 31 
SMS HC91 1HC9 H 0 0 N N N -5.514 0.072  12.497 4.378  -0.726 0.178  HC91 SMS 32 
SMS HC92 2HC9 H 0 0 N N N -3.719 0.110  12.100 4.230  0.888  -0.555 HC92 SMS 33 
SMS HC93 3HC9 H 0 0 N N N -4.190 0.601  13.657 3.625  0.601  1.093  HC93 SMS 34 
SMS HC81 1HC8 H 0 0 N N N -6.038 1.569  10.557 2.757  -0.070 -2.580 HC81 SMS 35 
SMS HC82 2HC8 H 0 0 N N N -5.154 3.178  10.278 3.401  -1.547 -1.823 HC82 SMS 36 
SMS HC83 3HC8 H 0 0 N N N -4.285 1.774  9.979  1.653  -1.388 -2.119 HC83 SMS 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 
SMS S2 N1   SING N N 1  
SMS S2 O10  DOUB N N 2  
SMS S2 O9   DOUB N N 3  
SMS S2 O8   SING N N 4  
SMS N1 HN11 SING N N 5  
SMS N1 HN12 SING N N 6  
SMS O8 C1   SING N N 7  
SMS C1 C2   SING N N 8  
SMS C1 HC11 SING N N 9  
SMS C1 HC12 SING N N 10 
SMS C2 C3   SING N N 11 
SMS C2 O3   SING N N 12 
SMS C2 O1   SING N N 13 
SMS C3 C4   SING N N 14 
SMS C3 O2   SING N N 15 
SMS C3 HC3  SING N N 16 
SMS C4 C5   SING N N 17 
SMS C4 O4   SING N N 18 
SMS C4 HC4  SING N N 19 
SMS C5 C6   SING N N 20 
SMS C5 O5   SING N N 21 
SMS C5 HC5  SING N N 22 
SMS C6 O3   SING N N 23 
SMS C6 HC61 SING N N 24 
SMS C6 HC62 SING N N 25 
SMS O5 S1   SING N N 26 
SMS S1 O7   DOUB N N 27 
SMS S1 O6   DOUB N N 28 
SMS S1 O4   SING N N 29 
SMS O2 C7   SING N N 30 
SMS C7 C9   SING N N 31 
SMS C7 C8   SING N N 32 
SMS C7 O1   SING N N 33 
SMS C9 HC91 SING N N 34 
SMS C9 HC92 SING N N 35 
SMS C9 HC93 SING N N 36 
SMS C8 HC81 SING N N 37 
SMS C8 HC82 SING N N 38 
SMS C8 HC83 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 
SMS SMILES           ACDLabs              10.04 O=S(=O)(OCC12OCC3OS(=O)(=O)OC3C2OC(O1)(C)C)N                                                                                                   
SMS InChI            InChI                1.02b InChI=1/C9H15NO10S2/c1-8(2)17-7-6-5(18-22(13,14)19-6)3-15-9(7,20-8)4-16-21(10,11)12/h5-7H,3-4H2,1-2H3,(H2,10,11,12)/t5-,6-,7+,9+/m1/s1/f/h10H2 
SMS InChIKey         InChI                1.02b GGOAQSGCBDRTHT-AELMUIKQDP                                                                                                                      
SMS SMILES_CANONICAL CACTVS               3.341 CC1(C)O[C@H]2[C@@H]3O[S](=O)(=O)O[C@@H]3CO[C@@]2(CO[S](N)(=O)=O)O1                                                                             
SMS SMILES           CACTVS               3.341 CC1(C)O[CH]2[CH]3O[S](=O)(=O)O[CH]3CO[C]2(CO[S](N)(=O)=O)O1                                                                                    
SMS SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC1(O[C@H]2[C@H]3[C@@H](CO[C@]2(O1)COS(=O)(=O)N)OS(=O)(=O)O3)C                                                                                 
SMS SMILES           "OpenEye OEToolkits" 1.5.0 CC1(OC2C3C(COC2(O1)COS(=O)(=O)N)OS(=O)(=O)O3)C                                                                                                 
# 
_pdbx_chem_comp_identifier.comp_id           SMS 
_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        "[(3aR,5aS,8aS,8bS)-7,7-dimethyl-2,2-dioxidotetrahydro-5aH-[1,3,2]dioxathiolo[4,5-d][1,3]dioxolo[4,5-b]pyran-5a-yl]methyl sulfamate" 
# 
