data_SUW
# 
_chem_comp.id                                    SUW 
_chem_comp.name                                  ME-A-9-N-(NAPHTHYL-2-CARBONYL)-AMINO-9-DEOXY-NEU5AC 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C23 H28 N2 O9" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2003-02-14 
_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                        476.476 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     SUW 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   Y 
_chem_comp.pdbx_ideal_coordinates_details        ? 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        1OD7 
_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 
SUW CX1  CX1  C 0 1 N N N 61.349 25.381 16.232 1.103  0.924  -0.152 CX1  SUW 1  
SUW O1A  O1A  O 0 1 N N N 60.566 24.732 15.487 1.806  -0.076 -0.129 O1A  SUW 2  
SUW O1B  O1B  O 0 1 N N N 61.479 25.178 17.475 -0.053 1.029  -0.852 O1B  SUW 3  
SUW CX2  CX2  C 0 1 N N R 62.192 26.472 15.595 1.397  2.203  0.584  CX2  SUW 4  
SUW OX2  OX2  O 0 1 N N N 63.179 25.738 14.927 1.381  3.204  -0.434 OX2  SUW 5  
SUW CO2  CO2  C 0 1 N N N ?      ?      ?      2.362  2.944  -1.424 CO2  SUW 6  
SUW CX3  CX3  C 0 1 N N N 61.504 27.366 14.560 0.290  2.556  1.574  CX3  SUW 7  
SUW CX4  CX4  C 0 1 N N S 60.714 28.480 15.277 0.313  1.659  2.807  CX4  SUW 8  
SUW OX4  OX4  O 0 1 N N N 60.263 29.447 14.344 -0.610 2.191  3.755  OX4  SUW 9  
SUW CX5  CX5  C 0 1 N N R 61.534 29.220 16.351 1.719  1.606  3.411  CX5  SUW 10 
SUW NX5  NX5  N 0 1 N N N 60.621 30.165 16.974 1.761  0.640  4.486  NX5  SUW 11 
SUW C10  C10  C 0 1 N N N 60.943 31.461 17.057 2.042  0.978  5.795  C10  SUW 12 
SUW O10  O10  O 0 1 N N N 61.940 31.967 16.502 2.287  2.101  6.221  O10  SUW 13 
SUW C11  C11  C 0 1 N N N 60.044 32.350 17.880 2.030  -0.179 6.738  C11  SUW 14 
SUW CX6  CX6  C 0 1 N N R 62.105 28.170 17.328 2.761  1.277  2.330  CX6  SUW 15 
SUW OX6  OX6  O 0 1 N N N 62.913 27.190 16.600 2.660  2.184  1.225  OX6  SUW 16 
SUW CX7  CX7  C 0 1 N N R 62.941 28.706 18.455 4.188  1.393  2.859  CX7  SUW 17 
SUW OX7  OX7  O 0 1 N N N 63.977 29.479 17.892 4.348  2.704  3.406  OX7  SUW 18 
SUW CX8  CX8  C 0 1 N N R 63.623 27.589 19.254 5.265  1.176  1.787  CX8  SUW 19 
SUW OX8  OX8  O 0 1 N N N 62.734 26.523 19.615 5.047  -0.097 1.170  OX8  SUW 20 
SUW CX9  CX9  C 0 1 N N N 64.306 28.237 20.497 6.707  1.208  2.292  CX9  SUW 21 
SUW NX6  NX6  N 0 1 N N N 65.158 27.287 21.212 6.986  0.181  3.260  NX6  SUW 22 
SUW C12  C12  C 0 1 N N N 66.441 27.051 20.863 7.408  0.464  4.553  C12  SUW 23 
SUW O12  O12  O 0 1 N N N 67.048 27.931 20.258 7.584  1.595  4.998  O12  SUW 24 
SUW C25  C25  C 0 1 Y N N 66.420 24.737 21.933 8.591  -0.579 6.451  C25  SUW 25 
SUW C26  C26  C 0 1 Y N N 67.136 25.745 21.208 7.680  -0.709 5.423  C26  SUW 26 
SUW C27  C27  C 0 1 Y N N 68.487 25.486 20.831 7.013  -1.887 5.175  C27  SUW 27 
SUW C28  C28  C 0 1 Y N N 69.118 24.255 21.163 7.267  -2.990 5.991  C28  SUW 28 
SUW C2B  C2B  C 0 1 Y N N 68.412 23.251 21.881 8.186  -2.903 7.048  C2B  SUW 29 
SUW C21  C21  C 0 1 Y N N 69.037 22.015 22.216 8.454  -4.002 7.880  C21  SUW 30 
SUW C22  C22  C 0 1 Y N N 68.311 21.028 22.936 9.371  -3.898 8.926  C22  SUW 31 
SUW C23  C23  C 0 1 Y N N 66.956 21.269 23.327 10.032 -2.694 9.156  C23  SUW 32 
SUW C24  C24  C 0 1 Y N N 66.322 22.499 22.997 9.778  -1.592 8.340  C24  SUW 33 
SUW C2A  C2A  C 0 1 Y N N 67.034 23.499 22.276 8.858  -1.679 7.282  C2A  SUW 34 
SUW H1B  H1B  H 0 1 N N N 62.069 25.667 18.036 -0.261 0.204  -1.341 H1B  SUW 35 
SUW HO21 1HO2 H 0 0 N N N 0.786  -0.584 -0.532 3.186  3.653  -1.318 HO21 SUW 36 
SUW HO22 2HO2 H 0 0 N N N -0.803 -0.353 0.688  1.912  3.037  -2.416 HO22 SUW 37 
SUW HO23 3HO2 H 0 0 N N N -0.898 0.517  -0.409 2.740  1.927  -1.292 HO23 SUW 38 
SUW HX31 1HX3 H 0 0 N N N 62.264 27.819 13.906 -0.698 2.515  1.097  HX31 SUW 39 
SUW HX32 2HX3 H 0 0 N N N 60.812 26.759 13.958 0.405  3.602  1.892  HX32 SUW 40 
SUW HX4  HX4  H 0 1 N N N 59.873 27.970 15.770 -0.032 0.652  2.546  HX4  SUW 41 
SUW HA   HA   H 0 1 N N N 59.273 29.459 14.333 -0.820 3.091  3.461  HA   SUW 42 
SUW HX5  HX5  H 0 1 N N N 62.396 29.777 15.954 1.947  2.578  3.869  HX5  SUW 43 
SUW HB   HB   H 0 1 N N N 59.753 29.846 17.340 1.575  -0.334 4.267  HB   SUW 44 
SUW H111 1H11 H 0 0 N N N 59.375 31.729 18.493 2.997  -0.316 7.249  H111 SUW 45 
SUW H112 2H11 H 0 0 N N N 60.658 32.985 18.536 1.289  -0.057 7.544  H112 SUW 46 
SUW H113 3H11 H 0 0 N N N 59.444 32.985 17.211 1.803  -1.156 6.282  H113 SUW 47 
SUW HX6  HX6  H 0 1 N N N 61.210 27.725 17.788 2.626  0.252  1.963  HX6  SUW 48 
SUW HX7  HX7  H 0 1 N N N 62.279 29.277 19.123 4.328  0.696  3.691  HX7  SUW 49 
SUW HC   HC   H 0 1 N N N 64.669 28.880 17.516 5.289  2.799  3.613  HC   SUW 50 
SUW HX8  HX8  H 0 1 N N N 64.379 27.106 18.617 5.156  1.924  0.992  HX8  SUW 51 
SUW HD   HD   H 0 1 N N N 61.797 26.825 19.513 4.231  -0.012 0.657  HD   SUW 52 
SUW HX91 1HX9 H 0 0 N N N 64.922 29.084 20.162 7.404  1.046  1.463  HX91 SUW 53 
SUW HX92 2HX9 H 0 0 N N N 63.514 28.568 21.185 6.944  2.171  2.755  HX92 SUW 54 
SUW HE   HE   H 0 1 N N N 64.776 26.794 21.988 6.925  -0.786 2.947  HE   SUW 55 
SUW H25  H25  H 0 1 N N N 65.414 24.917 22.219 9.102  0.367  6.621  H25  SUW 56 
SUW H27  H27  H 0 1 N N N 69.030 26.223 20.294 6.297  -1.980 4.362  H27  SUW 57 
SUW H28  H28  H 0 1 N N N 70.124 24.084 20.872 6.738  -3.921 5.793  H28  SUW 58 
SUW H21  H21  H 0 1 N N N 70.042 21.832 21.928 7.949  -4.953 7.719  H21  SUW 59 
SUW H22  H22  H 0 1 N N N 68.776 20.107 23.185 9.568  -4.756 9.562  H22  SUW 60 
SUW H23  H23  H 0 1 N N N 66.421 20.527 23.866 10.745 -2.614 9.970  H23  SUW 61 
SUW H24  H24  H 0 1 N N N 65.316 22.671 23.289 10.306 -0.661 8.538  H24  SUW 62 
# 
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 
SUW CX1 O1A  DOUB N N 1  
SUW CX1 O1B  SING N N 2  
SUW CX1 CX2  SING N N 3  
SUW O1B H1B  SING N N 4  
SUW CX2 OX2  SING N N 5  
SUW CX2 CX3  SING N N 6  
SUW CX2 OX6  SING N N 7  
SUW OX2 CO2  SING N N 8  
SUW CO2 HO21 SING N N 9  
SUW CO2 HO22 SING N N 10 
SUW CO2 HO23 SING N N 11 
SUW CX3 CX4  SING N N 12 
SUW CX3 HX31 SING N N 13 
SUW CX3 HX32 SING N N 14 
SUW CX4 OX4  SING N N 15 
SUW CX4 CX5  SING N N 16 
SUW CX4 HX4  SING N N 17 
SUW OX4 HA   SING N N 18 
SUW CX5 NX5  SING N N 19 
SUW CX5 CX6  SING N N 20 
SUW CX5 HX5  SING N N 21 
SUW NX5 C10  SING N N 22 
SUW NX5 HB   SING N N 23 
SUW C10 O10  DOUB N N 24 
SUW C10 C11  SING N N 25 
SUW C11 H111 SING N N 26 
SUW C11 H112 SING N N 27 
SUW C11 H113 SING N N 28 
SUW CX6 OX6  SING N N 29 
SUW CX6 CX7  SING N N 30 
SUW CX6 HX6  SING N N 31 
SUW CX7 OX7  SING N N 32 
SUW CX7 CX8  SING N N 33 
SUW CX7 HX7  SING N N 34 
SUW OX7 HC   SING N N 35 
SUW CX8 OX8  SING N N 36 
SUW CX8 CX9  SING N N 37 
SUW CX8 HX8  SING N N 38 
SUW OX8 HD   SING N N 39 
SUW CX9 NX6  SING N N 40 
SUW CX9 HX91 SING N N 41 
SUW CX9 HX92 SING N N 42 
SUW NX6 C12  SING N N 43 
SUW NX6 HE   SING N N 44 
SUW C12 O12  DOUB N N 45 
SUW C12 C26  SING N N 46 
SUW C25 C26  DOUB Y N 47 
SUW C25 C2A  SING Y N 48 
SUW C25 H25  SING N N 49 
SUW C26 C27  SING Y N 50 
SUW C27 C28  DOUB Y N 51 
SUW C27 H27  SING N N 52 
SUW C28 C2B  SING Y N 53 
SUW C28 H28  SING N N 54 
SUW C2B C21  DOUB Y N 55 
SUW C2B C2A  SING Y N 56 
SUW C21 C22  SING Y N 57 
SUW C21 H21  SING N N 58 
SUW C22 C23  DOUB Y N 59 
SUW C22 H22  SING N N 60 
SUW C23 C24  SING Y N 61 
SUW C23 H23  SING N N 62 
SUW C24 C2A  DOUB Y N 63 
SUW C24 H24  SING N N 64 
# 
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 
SUW SMILES           ACDLabs              10.04 O=C(c2cc1ccccc1cc2)NCC(O)C(O)C3OC(OC)(C(=O)O)CC(O)C3NC(=O)C 
SUW InChI            InChI                1.02b 
InChI=1/C23H28N2O9/c1-12(26)25-18-16(27)10-23(33-2,22(31)32)34-20(18)19(29)17(28)11-24-21(30)15-8-7-13-5-3-4-6-14(13)9-15/h3-9,16-20,27-29H,10-11H2,1-2H3,(H,24,30)(H,25,26)(H,31,32)/t16-,17+,18+,19+,20+,23+/m0/s1/f/h24-25,31H 
SUW InChIKey         InChI                1.02b NCJJDBXUFQPTHE-MFTGUYEQDO 
SUW SMILES_CANONICAL CACTVS               3.341 CO[C@@]1(C[C@H](O)[C@@H](NC(C)=O)[C@@H](O1)[C@H](O)[C@H](O)CNC(=O)c2ccc3ccccc3c2)C(O)=O 
SUW SMILES           CACTVS               3.341 CO[C]1(C[CH](O)[CH](NC(C)=O)[CH](O1)[CH](O)[CH](O)CNC(=O)c2ccc3ccccc3c2)C(O)=O 
SUW SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC(=O)N[C@@H]1[C@H](C[C@@](O[C@H]1[C@@H]([C@@H](CNC(=O)c2ccc3ccccc3c2)O)O)(C(=O)O)OC)O 
SUW SMILES           "OpenEye OEToolkits" 1.5.0 CC(=O)NC1C(CC(OC1C(C(CNC(=O)c2ccc3ccccc3c2)O)O)(C(=O)O)OC)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 
SUW "SYSTEMATIC NAME" ACDLabs              10.04 "methyl 5-(acetylamino)-3,5,9-trideoxy-9-[(naphthalen-2-ylcarbonyl)amino]-D-glycero-alpha-D-galacto-non-2-ulopyranosidonic acid"         
SUW "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2R,4S,5R,6R)-5-acetamido-6-[(1R,2R)-1,2-dihydroxy-3-(naphthalen-2-ylcarbonylamino)propyl]-4-hydroxy-2-methoxy-oxane-2-carboxylic acid" 
# 
