data_233
# 
_chem_comp.id                                    233 
_chem_comp.name                                  "[5-(3,4,5-TRIHYDROXY-6-HYDROXYMETHYL-TETRAHYDRO-PYRAN-2-YLCARBAMOYL)-PENTYL]-CARBAMIC ACID METHYL ESTER" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C14 H26 N2 O8" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         BMSC-0013 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2002-08-13 
_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                        350.365 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     233 
_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        1MD2 
_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 
233 C1  C1  C 0 1 N N R -11.105 19.645 2.352  0.359  0.160  -3.162 C1  233 1  
233 C2  C2  C 0 1 N N R -10.906 18.397 3.222  1.461  -0.061 -4.201 C2  233 2  
233 C3  C3  C 0 1 N N S -11.363 18.733 4.652  1.063  0.633  -5.508 C3  233 3  
233 C4  C4  C 0 1 N N R -10.614 20.000 5.172  -0.328 0.140  -5.919 C4  233 4  
233 C5  C5  C 0 1 N N R -10.764 21.139 4.167  -1.295 0.345  -4.751 C5  233 5  
233 C6  C6  C 0 1 N N N -9.963  22.409 4.487  -2.695 -0.113 -5.165 C6  233 6  
233 O2  O2  O 0 1 N N N -11.739 17.352 2.687  2.689  0.491  -3.720 O2  233 7  
233 O3  O3  O 0 1 N N N -11.015 17.640 5.489  2.007  0.314  -6.531 O3  233 8  
233 O4  O4  O 0 1 N N N -9.208  19.677 5.295  -0.266 -1.248 -6.251 O4  233 9  
233 O5  O5  O 0 1 N N N -10.357 20.751 2.841  -0.861 -0.414 -3.625 O5  233 10 
233 O6  O6  O 0 1 N N N -10.348 23.488 3.644  -3.602 0.083  -4.078 O6  233 11 
233 N1  N1  N 0 1 N N N -10.847 19.291 0.981  0.746  -0.471 -1.899 N1  233 12 
233 O7  O7  O 0 1 N N N -12.241 20.827 0.141  -0.385 1.030  -0.722 O7  233 13 
233 C7  C7  C 0 1 N N N -11.479 19.866 -0.026 0.319  0.043  -0.729 C7  233 14 
233 C8  C8  C 0 1 N N N -11.189 19.263 -1.388 0.718  -0.607 0.570  C8  233 15 
233 C9  C9  C 0 1 N N N -12.212 18.137 -1.656 0.104  0.168  1.738  C9  233 16 
233 C10 C10 C 0 1 N N N -13.635 18.478 -1.215 0.509  -0.491 3.057  C10 233 17 
233 C11 C11 C 0 1 N N N -14.663 17.669 -1.973 -0.104 0.284  4.225  C11 233 18 
233 C12 C12 C 0 1 N N N -15.577 16.824 -1.071 0.300  -0.375 5.544  C12 233 19 
233 N13 N13 N 0 1 N N N -15.656 15.466 -1.608 -0.287 0.367  6.662  N13 233 20 
233 C14 C14 C 0 1 N N N -16.352 15.013 -2.629 -0.064 -0.034 7.929  C14 233 21 
233 O15 O15 O 0 1 N N N -16.122 13.606 -2.946 0.623  -1.012 8.145  O15 233 22 
233 O16 O16 O 0 1 N N N -17.331 15.773 -3.375 -0.604 0.648  8.957  O16 233 23 
233 C17 C17 C 0 1 N N N -16.904 16.855 -4.203 -0.364 0.215  10.322 C17 233 24 
233 H1  H1  H 0 1 N N N -12.160 20.000 2.404  0.220  1.229  -3.004 H1  233 25 
233 H2  H2  H 0 1 N N N -9.839  18.072 3.231  1.587  -1.129 -4.379 H2  233 26 
233 H3  H3  H 0 1 N N N -12.461 18.922 4.659  1.039  1.713  -5.356 H3  233 27 
233 H4  H4  H 0 1 N N N -11.039 20.312 6.154  -0.675 0.707  -6.784 H4  233 28 
233 H5  H5  H 0 1 N N N -11.853 21.366 4.231  -1.324 1.402  -4.486 H5  233 29 
233 H9  H9  H 0 1 N N N -10.043 22.682 5.564  -3.028 0.466  -6.026 H9  233 30 
233 H10 H10 H 0 1 N N N -8.864  22.223 4.438  -2.667 -1.171 -5.428 H10 233 31 
233 H6  H6  H 0 1 N N N -11.615 16.579 3.225  2.902  0.026  -2.899 H6  233 32 
233 H7  H7  H 0 1 N N N -11.297 17.847 6.372  2.866  0.641  -6.231 H7  233 33 
233 H8  H8  H 0 1 N N N -8.752  20.448 5.611  0.352  -1.331 -6.989 H8  233 34 
233 H11 H11 H 0 1 N N N -9.852  24.273 3.842  -4.469 -0.218 -4.380 H11 233 35 
233 H12 H12 H 0 1 N N N -10.168 18.582 0.703  1.310  -1.261 -1.904 H12 233 36 
233 H13 H13 H 0 1 N N N -11.172 20.027 -2.199 1.804  -0.601 0.661  H13 233 37 
233 H14 H14 H 0 1 N N N -10.134 18.914 -1.485 0.357  -1.635 0.588  H14 233 38 
233 H15 H15 H 0 1 N N N -12.194 17.838 -2.730 -0.981 0.163  1.647  H15 233 39 
233 H16 H16 H 0 1 N N N -11.875 17.181 -1.190 0.465  1.197  1.720  H16 233 40 
233 H17 H17 H 0 1 N N N -13.758 18.362 -0.112 1.595  -0.486 3.148  H17 233 41 
233 H18 H18 H 0 1 N N N -13.835 19.571 -1.298 0.148  -1.519 3.075  H18 233 42 
233 H19 H19 H 0 1 N N N -15.268 18.328 -2.638 -1.190 0.279  4.134  H19 233 43 
233 H20 H20 H 0 1 N N N -14.170 17.029 -2.741 0.256  1.312  4.207  H20 233 44 
233 H21 H21 H 0 1 N N N -15.252 16.839 -0.004 1.386  -0.370 5.635  H21 233 45 
233 H22 H22 H 0 1 N N N -16.582 17.285 -0.935 -0.060 -1.403 5.562  H22 233 46 
233 H23 H23 H 0 1 N N N -15.130 14.695 -1.195 -0.836 1.148  6.490  H23 233 47 
233 H24 H24 H 0 1 N N N -17.658 17.440 -4.778 -0.878 0.885  11.011 H24 233 48 
233 H25 H25 H 0 1 N N N -16.304 17.561 -3.582 -0.741 -0.798 10.453 H25 233 49 
233 H26 H26 H 0 1 N N N -16.133 16.475 -4.913 0.706  0.234  10.526 H26 233 50 
# 
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 
233 C1  C2  SING N N 1  
233 C1  O5  SING N N 2  
233 C1  N1  SING N N 3  
233 C1  H1  SING N N 4  
233 C2  C3  SING N N 5  
233 C2  O2  SING N N 6  
233 C2  H2  SING N N 7  
233 C3  C4  SING N N 8  
233 C3  O3  SING N N 9  
233 C3  H3  SING N N 10 
233 C4  C5  SING N N 11 
233 C4  O4  SING N N 12 
233 C4  H4  SING N N 13 
233 C5  C6  SING N N 14 
233 C5  O5  SING N N 15 
233 C5  H5  SING N N 16 
233 C6  O6  SING N N 17 
233 C6  H9  SING N N 18 
233 C6  H10 SING N N 19 
233 O2  H6  SING N N 20 
233 O3  H7  SING N N 21 
233 O4  H8  SING N N 22 
233 O6  H11 SING N N 23 
233 N1  C7  SING N N 24 
233 N1  H12 SING N N 25 
233 O7  C7  DOUB N N 26 
233 C7  C8  SING N N 27 
233 C8  C9  SING N N 28 
233 C8  H13 SING N N 29 
233 C8  H14 SING N N 30 
233 C9  C10 SING N N 31 
233 C9  H15 SING N N 32 
233 C9  H16 SING N N 33 
233 C10 C11 SING N N 34 
233 C10 H17 SING N N 35 
233 C10 H18 SING N N 36 
233 C11 C12 SING N N 37 
233 C11 H19 SING N N 38 
233 C11 H20 SING N N 39 
233 C12 N13 SING N N 40 
233 C12 H21 SING N N 41 
233 C12 H22 SING N N 42 
233 N13 C14 SING N N 43 
233 N13 H23 SING N N 44 
233 C14 O15 DOUB N N 45 
233 C14 O16 SING N N 46 
233 O16 C17 SING N N 47 
233 C17 H24 SING N N 48 
233 C17 H25 SING N N 49 
233 C17 H26 SING N N 50 
# 
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 
233 SMILES           ACDLabs              10.04 O=C(NC1OC(C(O)C(O)C1O)CO)CCCCCNC(=O)OC                                                                                                                                    
233 InChI            InChI                1.02b InChI=1/C14H26N2O8/c1-23-14(22)15-6-4-2-3-5-9(18)16-13-12(21)11(20)10(19)8(7-17)24-13/h8,10-13,17,19-21H,2-7H2,1H3,(H,15,22)(H,16,18)/t8-,10+,11+,12-,13-/m1/s1/f/h15-16H 
233 InChIKey         InChI                1.02b YTYAKGJMNHDUDF-ANVNNGRGDQ                                                                                                                                                 
233 SMILES_CANONICAL CACTVS               3.341 COC(=O)NCCCCCC(=O)N[C@@H]1O[C@H](CO)[C@H](O)[C@H](O)[C@H]1O                                                                                                               
233 SMILES           CACTVS               3.341 COC(=O)NCCCCCC(=O)N[CH]1O[CH](CO)[CH](O)[CH](O)[CH]1O                                                                                                                     
233 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 COC(=O)NCCCCCC(=O)N[C@H]1[C@@H]([C@H]([C@H]([C@H](O1)CO)O)O)O                                                                                                             
233 SMILES           "OpenEye OEToolkits" 1.5.0 COC(=O)NCCCCCC(=O)NC1C(C(C(C(O1)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 
233 "SYSTEMATIC NAME" ACDLabs              10.04 N-{6-[(methoxycarbonyl)amino]hexanoyl}-beta-D-galactopyranosylamine                                      
233 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "methyl N-[6-oxo-6-[[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]amino]hexyl]carbamate" 
# 
