data_W72
# 
_chem_comp.id                                    W72 
_chem_comp.name                                  "6-DEOXY-6-[(2R,3R,4R)-3,4-DIHYDROXY-2-(HYDROXYMETHYL)PYRROLIDIN-1-YL]-L-GULONIC ACID" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C11 H21 N O9" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2006-03-08 
_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                        311.286 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     W72 
_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        ? 
_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 
W72 C1   C1   C 0 1 N N R 31.533 66.020 7.220  -4.546 -0.127 -0.306 C1   W72 1  
W72 O1   O1   O 0 1 N N N 31.582 67.060 6.283  -5.433 0.060  -1.411 O1   W72 2  
W72 C2   C2   C 0 1 N N R 32.631 66.129 8.283  -4.010 -1.574 -0.285 C2   W72 3  
W72 O2   O2   O 0 1 N N N 33.808 65.505 8.004  -4.334 -2.205 0.955  O2   W72 4  
W72 C3   C3   C 0 1 N N N 31.964 65.575 9.508  -2.480 -1.437 -0.436 C3   W72 5  
W72 N4   N4   N 0 1 N N N 30.578 65.102 9.172  -2.175 -0.065 0.050  N4   W72 6  
W72 C5   C5   C 0 1 N N R 30.346 66.040 8.115  -3.294 0.762  -0.468 C5   W72 7  
W72 C6   C6   C 0 1 N N N 28.990 65.882 7.352  -3.439 2.042  0.358  C6   W72 8  
W72 O6   O6   O 0 1 N N N 27.709 65.874 7.857  -3.780 1.705  1.703  O6   W72 9  
W72 C7   C7   C 0 1 N N N 29.753 65.256 10.303 -0.961 0.371  -0.652 C7   W72 10 
W72 C8   C8   C 0 1 N N S 29.873 64.095 11.248 0.256  -0.344 -0.062 C8   W72 11 
W72 O8   O8   O 0 1 N N N 29.512 62.949 10.497 0.369  -0.026 1.326  O8   W72 12 
W72 C9   C9   C 0 1 N N R 29.004 64.095 12.486 1.520  0.111  -0.794 C9   W72 13 
W72 O9   O9   O 0 1 N N N 29.449 65.255 13.202 1.615  1.535  -0.740 O9   W72 14 
W72 C10  C10  C 0 1 N N S 27.549 64.133 11.907 2.748  -0.509 -0.124 C10  W72 15 
W72 O10  O10  O 0 1 N N N 27.106 65.434 12.258 2.747  -0.183 1.267  O10  W72 16 
W72 C11  C11  C 0 1 N N R 26.462 63.223 12.487 4.017  0.043  -0.776 C11  W72 17 
W72 O11  O11  O 0 1 N N N 26.308 62.026 11.685 3.998  1.471  -0.722 O11  W72 18 
W72 C12  C12  C 0 1 N N N 26.555 62.820 13.988 5.226  -0.471 -0.037 C12  W72 19 
W72 O12  O12  O 0 1 N N N 27.323 63.439 14.874 5.506  -1.784 -0.041 O12  W72 20 
W72 O13  O13  O 0 1 N N N 25.784 61.895 14.206 5.943  0.298  0.558  O13  W72 21 
W72 H1   H1   H 0 1 N N N 31.583 65.144 6.556  -5.055 0.102  0.630  H1   W72 22 
W72 HO1  HO1  H 0 1 N N N 31.593 67.895 6.736  -6.194 -0.517 -1.258 HO1  W72 23 
W72 H2   H2   H 0 1 N N N 32.974 67.170 8.379  -4.423 -2.142 -1.118 H2   W72 24 
W72 HO2  HO2  H 0 1 N N N 33.876 65.360 7.068  -3.977 -3.103 0.913  HO2  W72 25 
W72 H31  1H3  H 0 1 N N N 31.900 66.364 10.272 -1.970 -2.180 0.176  H31  W72 26 
W72 H32  2H3  H 0 1 N N N 32.553 64.729 9.891  -2.190 -1.540 -1.482 H32  W72 27 
W72 H5   H5   H 0 1 N N N 30.225 67.034 8.570  -3.133 1.004  -1.519 H5   W72 28 
W72 H61  1H6  H 0 1 N N N 29.072 64.820 7.079  -4.224 2.664  -0.071 H61  W72 29 
W72 H62  2H6  H 0 1 N N N 28.986 66.736 6.658  -2.496 2.589  0.348  H62  W72 30 
W72 HO6  HO6  H 0 1 N N N 27.742 65.872 8.806  -3.861 2.537  2.188  HO6  W72 31 
W72 H71  1H7  H 0 1 N N N 28.709 65.310 9.960  -1.047 0.128  -1.712 H71  W72 32 
W72 H72  2H7  H 0 1 N N N 30.050 66.173 10.833 -0.841 1.448  -0.535 H72  W72 33 
W72 H8   H8   H 0 1 N N N 30.902 64.135 11.634 0.136  -1.421 -0.179 H8   W72 34 
W72 HO8  HO8  H 0 1 N N N 29.431 63.183 9.580  0.473  0.934  1.385  HO8  W72 35 
W72 H9   H9   H 0 1 N N N 29.049 63.248 13.186 1.473  -0.211 -1.835 H9   W72 36 
W72 HO9  HO9  H 0 1 N N N 29.547 65.041 14.122 1.654  1.777  0.196  HO9  W72 37 
W72 H10  H10  H 0 1 N N N 27.647 63.818 10.858 2.720  -1.592 -0.244 H10  W72 38 
W72 HO10 HO10 H 0 0 N N N 27.007 65.492 13.201 2.772  0.782  1.328  HO10 W72 39 
W72 H11  H11  H 0 1 N N N 25.578 63.877 12.444 4.062  -0.281 -1.816 H11  W72 40 
W72 HO11 HO11 H 0 0 N N N 26.274 62.263 10.766 3.959  1.715  0.212  HO11 W72 41 
W72 HO12 HO12 H 0 0 N N N 27.190 63.054 15.732 6.282  -2.114 0.433  HO12 W72 42 
# 
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 
W72 C1  O1   SING N N 1  
W72 C1  C2   SING N N 2  
W72 C1  C5   SING N N 3  
W72 C1  H1   SING N N 4  
W72 O1  HO1  SING N N 5  
W72 C2  O2   SING N N 6  
W72 C2  C3   SING N N 7  
W72 C2  H2   SING N N 8  
W72 O2  HO2  SING N N 9  
W72 C3  N4   SING N N 10 
W72 C3  H31  SING N N 11 
W72 C3  H32  SING N N 12 
W72 N4  C5   SING N N 13 
W72 N4  C7   SING N N 14 
W72 C5  C6   SING N N 15 
W72 C5  H5   SING N N 16 
W72 C6  O6   SING N N 17 
W72 C6  H61  SING N N 18 
W72 C6  H62  SING N N 19 
W72 O6  HO6  SING N N 20 
W72 C7  C8   SING N N 21 
W72 C7  H71  SING N N 22 
W72 C7  H72  SING N N 23 
W72 C8  O8   SING N N 24 
W72 C8  C9   SING N N 25 
W72 C8  H8   SING N N 26 
W72 O8  HO8  SING N N 27 
W72 C9  O9   SING N N 28 
W72 C9  C10  SING N N 29 
W72 C9  H9   SING N N 30 
W72 O9  HO9  SING N N 31 
W72 C10 O10  SING N N 32 
W72 C10 C11  SING N N 33 
W72 C10 H10  SING N N 34 
W72 O10 HO10 SING N N 35 
W72 C11 O11  SING N N 36 
W72 C11 C12  SING N N 37 
W72 C11 H11  SING N N 38 
W72 O11 HO11 SING N N 39 
W72 C12 O12  SING N N 40 
W72 C12 O13  DOUB N N 41 
W72 O12 HO12 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 
W72 SMILES           ACDLabs              10.04 O=C(O)C(O)C(O)C(O)C(O)CN1C(C(O)C(O)C1)CO                                                                                                    
W72 InChI            InChI                1.02b InChI=1/C11H21NO9/c13-3-4-7(16)5(14)1-12(4)2-6(15)8(17)9(18)10(19)11(20)21/h4-10,13-19H,1-3H2,(H,20,21)/t4-,5-,6+,7-,8-,9+,10-/m1/s1/f/h20H 
W72 InChIKey         InChI                1.02b ULVYPTHABPSARY-KWHAKUTRDX                                                                                                                   
W72 SMILES_CANONICAL CACTVS               3.341 OC[C@@H]1[C@@H](O)[C@H](O)CN1C[C@H](O)[C@@H](O)[C@H](O)[C@@H](O)C(O)=O                                                                      
W72 SMILES           CACTVS               3.341 OC[CH]1[CH](O)[CH](O)CN1C[CH](O)[CH](O)[CH](O)[CH](O)C(O)=O                                                                                 
W72 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C1[C@H]([C@@H]([C@H]([N@@]1C[C@@H]([C@H]([C@@H]([C@H](C(=O)O)O)O)O)O)CO)O)O                                                                 
W72 SMILES           "OpenEye OEToolkits" 1.5.0 C1C(C(C(N1CC(C(C(C(C(=O)O)O)O)O)O)CO)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 
W72 "SYSTEMATIC NAME" ACDLabs              10.04 "6-deoxy-6-[(2R,3R,4R)-3,4-dihydroxy-2-(hydroxymethyl)pyrrolidin-1-yl]-L-idonic acid"                               
W72 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2R,3S,4R,5S)-6-[(1S,2R,3R,4R)-3,4-dihydroxy-2-(hydroxymethyl)pyrrolidin-1-yl]-2,3,4,5-tetrahydroxy-hexanoic acid" 
# 
