data_LKS
# 
_chem_comp.id                                    LKS 
_chem_comp.name                                  "N-(1-IMINIO-2-PHENYLETHYL)-5-THIOHEXOPYRANOSYLAMINE BROMIDE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C14 H20 N2 O4 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         2-C-PHENYL-N-(5-THIO-A/B-D-MANNOPYRANOSYL)ACETAMIDINIUM 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2003-10-08 
_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                        312.385 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     LKS 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        "OpenEye/OEToolkits V1.4.2" 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        1R34 
_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 
LKS C5  C5  C 0 1 N N R 29.937 66.929 7.304  -0.884 -1.487 1.332  C5  LKS 1  
LKS S1  S1  S 0 1 N N N 29.448 66.070 8.722  -0.875 -2.920 0.201  S1  LKS 2  
LKS C1  C1  C 0 1 N N S 30.661 65.098 9.062  0.880  -3.402 0.294  C1  LKS 3  
LKS N1  N1  N 0 1 N N N 30.564 64.920 10.519 1.172  -4.044 1.555  N1  LKS 4  
LKS C2  C2  C 0 1 N N S 32.223 65.736 9.089  1.826  -2.224 0.059  C2  LKS 5  
LKS O2  O2  O 0 1 N N N 33.252 65.142 9.726  1.673  -1.789 -1.296 O2  LKS 6  
LKS C3  C3  C 0 1 N N S 32.418 66.626 7.759  1.615  -1.047 1.017  C3  LKS 7  
LKS O3  O3  O 0 1 N N N 33.614 66.107 7.096  2.537  -0.008 0.674  O3  LKS 8  
LKS C4  C4  C 0 1 N N S 31.328 66.518 6.752  0.200  -0.460 0.976  C4  LKS 9  
LKS O4  O4  O 0 1 N N N 31.558 67.372 5.591  0.136  0.596  1.943  O4  LKS 10 
LKS C6  C6  C 0 1 N N N 28.797 66.804 6.362  -2.283 -0.866 1.294  C6  LKS 11 
LKS O6  O6  O 0 1 N N N 27.618 67.155 6.999  -3.225 -1.869 1.621  O6  LKS 12 
LKS C7  C7  C 0 1 N N N 29.909 63.964 11.153 2.074  -5.072 1.731  C7  LKS 13 
LKS C8  C8  C 0 1 N N N 29.546 63.432 12.548 2.234  -5.597 3.148  C8  LKS 14 
LKS C9  C9  C 0 1 Y N N 28.211 64.049 12.985 3.337  -4.880 3.883  C9  LKS 15 
LKS C10 C10 C 0 1 Y N N 27.100 63.166 13.436 4.631  -5.376 3.822  C10 LKS 16 
LKS C11 C11 C 0 1 Y N N 25.800 63.732 13.842 5.652  -4.712 4.502  C11 LKS 17 
LKS C14 C14 C 0 1 Y N N 27.980 65.549 12.954 3.041  -3.735 4.609  C14 LKS 18 
LKS C13 C13 C 0 1 Y N N 26.692 66.134 13.358 4.062  -3.072 5.289  C13 LKS 19 
LKS C12 C12 C 0 1 Y N N 25.599 65.234 13.801 5.368  -3.560 5.236  C12 LKS 20 
LKS N2  N2  N 0 1 N N N 29.406 63.234 10.361 2.807  -5.626 0.814  N2  LKS 21 
LKS H5  H5  H 0 1 N N N 30.134 68.005 7.520  -0.726 -1.854 2.353  H5  LKS 22 
LKS H1  H1  H 0 1 N N N 30.569 64.278 8.313  1.027  -4.140 -0.502 H1  LKS 23 
LKS HN1 HN1 H 0 1 N N N 30.211 65.802 10.891 0.665  -3.689 2.360  HN1 LKS 24 
LKS H2  H2  H 0 1 N N N 32.324 66.387 9.989  2.867  -2.560 0.144  H2  LKS 25 
LKS HO2 HO2 H 0 1 N N N 34.131 65.501 9.741  2.339  -2.267 -1.810 HO2 LKS 26 
LKS H3  H3  H 0 1 N N N 32.457 67.690 8.090  1.861  -1.345 2.043  H3  LKS 27 
LKS HO3 HO3 H 0 1 N N N 33.729 66.632 6.312  3.094  -0.364 -0.033 HO3 LKS 28 
LKS H4  H4  H 0 1 N N N 31.335 65.438 6.475  0.003  0.005  0.002  H4  LKS 29 
LKS HO4 HO4 H 0 1 N N N 32.410 67.120 5.253  0.402  1.402  1.478  HO4 LKS 30 
LKS H61 1H6 H 0 1 N N N 28.740 65.788 5.906  -2.488 -0.486 0.295  H61 LKS 31 
LKS H62 2H6 H 0 1 N N N 28.959 67.392 5.428  -2.346 -0.057 2.019  H62 LKS 32 
LKS HO6 HO6 H 0 1 N N N 26.888 67.075 6.396  -2.884 -2.709 1.267  HO6 LKS 33 
LKS H81 1H8 H 0 1 N N N 30.358 63.604 13.293 1.285  -5.486 3.686  H81 LKS 34 
LKS H82 2H8 H 0 1 N N N 29.532 62.318 12.587 2.445  -6.673 3.116  H82 LKS 35 
LKS H10 H10 H 0 1 N N N 27.243 62.073 13.470 4.862  -6.272 3.253  H10 LKS 36 
LKS H11 H11 H 0 1 N N N 24.998 63.049 14.168 6.669  -5.092 4.461  H11 LKS 37 
LKS H14 H14 H 0 1 N N N 28.776 66.238 12.626 2.027  -3.348 4.656  H14 LKS 38 
LKS H13 H13 H 0 1 N N N 26.548 67.227 13.329 3.841  -2.175 5.860  H13 LKS 39 
LKS H12 H12 H 0 1 N N N 24.636 65.682 14.100 6.163  -3.044 5.765  H12 LKS 40 
LKS HN2 HN2 H 0 1 N N N 29.563 63.465 9.401  2.619  -5.188 -0.093 HN2 LKS 41 
# 
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 
LKS C5  S1  SING N N 1  
LKS C5  C4  SING N N 2  
LKS C5  C6  SING N N 3  
LKS C5  H5  SING N N 4  
LKS S1  C1  SING N N 5  
LKS C1  N1  SING N N 6  
LKS C1  C2  SING N N 7  
LKS C1  H1  SING N N 8  
LKS N1  C7  SING N N 9  
LKS N1  HN1 SING N N 10 
LKS C2  O2  SING N N 11 
LKS C2  C3  SING N N 12 
LKS C2  H2  SING N N 13 
LKS O2  HO2 SING N N 14 
LKS C3  O3  SING N N 15 
LKS C3  C4  SING N N 16 
LKS C3  H3  SING N N 17 
LKS O3  HO3 SING N N 18 
LKS C4  O4  SING N N 19 
LKS C4  H4  SING N N 20 
LKS O4  HO4 SING N N 21 
LKS C6  O6  SING N N 22 
LKS C6  H61 SING N N 23 
LKS C6  H62 SING N N 24 
LKS O6  HO6 SING N N 25 
LKS C7  C8  SING N N 26 
LKS C7  N2  DOUB N N 27 
LKS C8  C9  SING N N 28 
LKS C8  H81 SING N N 29 
LKS C8  H82 SING N N 30 
LKS C9  C10 DOUB Y N 31 
LKS C9  C14 SING Y N 32 
LKS C10 C11 SING Y N 33 
LKS C10 H10 SING N N 34 
LKS C11 C12 DOUB Y N 35 
LKS C11 H11 SING N N 36 
LKS C14 C13 DOUB Y N 37 
LKS C14 H14 SING N N 38 
LKS C13 C12 SING Y N 39 
LKS C13 H13 SING N N 40 
LKS C12 H12 SING N N 41 
LKS HN2 N2  SING N N 42 
# 
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 
LKS SMILES           ACDLabs              10.04 [N@H]=C(NC1SC(C(O)C(O)C1O)CO)Cc2ccccc2                                                                                                                           
LKS InChI            InChI                1.02b InChI=1/C14H20N2O4S/c15-10(6-8-4-2-1-3-5-8)16-14-13(20)12(19)11(18)9(7-17)21-14/h1-5,9,11-14,17-20H,6-7H2,(H2,15,16)/t9-,11-,12+,13+,14+/m1/s1/f/h15-16H/b15-10- 
LKS InChIKey         InChI                1.02b WKJQYOUTPMBFSL-PKPAJUTEDW                                                                                                                                        
LKS SMILES_CANONICAL CACTVS               3.341 OC[C@H]1S[C@H](NC(=N)Cc2ccccc2)[C@@H](O)[C@@H](O)[C@@H]1O                                                                                                        
LKS SMILES           CACTVS               3.341 OC[CH]1S[CH](NC(=N)Cc2ccccc2)[CH](O)[CH](O)[CH]1O                                                                                                                
LKS SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 [H]/N=C(/Cc1ccccc1)\N[C@@H]2[C@H]([C@H]([C@@H]([C@H](S2)CO)O)O)O                                                                                                 
LKS SMILES           "OpenEye OEToolkits" 1.5.0 [H]N=C(Cc1ccccc1)NC2C(C(C(C(S2)CO)O)O)O                                                                                                                          
# 
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 
LKS "SYSTEMATIC NAME" ACDLabs              10.04 N-[(1Z)-2-phenylethanimidoyl]-5-thio-alpha-D-mannopyranosylamine                         
LKS "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 2-phenyl-N-[(2S,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)thian-2-yl]ethanimidamide 
# 
