data_DEB
# 
_chem_comp.id                                    DEB 
_chem_comp.name                                  "6-DEOXYERYTHRONOLIDE B" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C21 H38 O6" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     1999-07-08 
_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                        386.523 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     DEB 
_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        1OXA 
_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 
DEB C1   C1   C 0 1 N N N -12.867 7.840  16.299 2.111  0.242  0.167  C1   DEB 1  
DEB C2   C2   C 0 1 N N R -12.026 6.746  15.654 2.299  -0.434 -1.165 C2   DEB 2  
DEB C3   C3   C 0 1 N N S -11.106 7.367  14.592 1.662  0.463  -2.203 C3   DEB 3  
DEB C4   C4   C 0 1 N N R -11.878 8.042  13.445 0.435  -0.288 -2.820 C4   DEB 4  
DEB C5   C5   C 0 1 N N S -10.878 8.851  12.580 -0.652 0.636  -3.141 C5   DEB 5  
DEB C6   C6   C 0 1 N N S -11.290 9.903  11.521 -1.977 0.233  -2.432 C6   DEB 6  
DEB C7   C7   C 0 1 N N N -12.347 10.864 12.083 -1.647 0.062  -0.914 C7   DEB 7  
DEB C8   C8   C 0 1 N N R -12.077 11.629 13.389 -2.907 -0.495 -0.141 C8   DEB 8  
DEB C9   C9   C 0 1 N N N -13.302 12.457 13.797 -3.088 0.251  1.147  C9   DEB 9  
DEB C10  C10  C 0 1 N N R -14.627 11.736 14.090 -2.249 -0.111 2.390  C10  DEB 10 
DEB C11  C11  C 0 1 N N S -14.413 10.637 15.174 -0.798 0.304  2.107  C11  DEB 11 
DEB C12  C12  C 0 1 N N R -15.619 9.733  15.499 0.196  -0.394 3.020  C12  DEB 12 
DEB C13  C13  C 0 1 N N R -15.220 8.711  16.595 1.640  0.009  2.557  C13  DEB 13 
DEB C14  C14  C 0 1 N N N -16.441 7.906  17.050 2.611  -0.470 3.676  C14  DEB 14 
DEB C15  C15  C 0 1 N N N -16.175 7.024  18.255 4.031  -0.001 3.356  C15  DEB 15 
DEB O16  O16  O 0 1 N N N -14.286 7.825  16.109 1.940  -0.548 1.328  O16  DEB 16 
DEB O17  O17  O 0 1 N N N -12.352 8.699  17.020 2.048  1.432  0.274  O17  DEB 17 
DEB C18  C18  C 0 1 N N N -11.222 5.997  16.706 3.769  -0.476 -1.446 C18  DEB 18 
DEB O19  O19  O 0 1 N N N -10.247 6.360  14.053 2.592  0.798  -3.232 O19  DEB 19 
DEB C20  C20  C 0 1 N N N -12.640 7.006  12.610 0.919  -0.974 -4.183 C20  DEB 20 
DEB O21  O21  O 0 1 N N N -9.901  7.969  12.021 -0.938 0.664  -4.526 O21  DEB 21 
DEB C22  C22  C 0 1 N N N -11.797 9.235  10.257 -2.537 -1.053 -3.045 C22  DEB 22 
DEB C23  C23  C 0 1 N N N -10.851 12.512 13.286 -2.751 -2.026 0.151  C23  DEB 23 
DEB O24  O24  O 0 1 N N N -13.225 13.683 13.877 -3.945 1.079  1.217  O24  DEB 24 
DEB C25  C25  C 0 1 N N N -15.707 12.735 14.512 -2.706 0.730  3.527  C25  DEB 25 
DEB O26  O26  O 0 1 N N N -13.920 11.231 16.385 -0.653 1.762  2.233  O26  DEB 26 
DEB C27  C27  C 0 1 N N N -16.106 9.012  14.245 0.075  -1.860 2.760  C27  DEB 27 
DEB H2   H2   H 0 1 N N N -12.699 6.008  15.158 1.811  -1.425 -1.097 H2   DEB 28 
DEB H3   H3   H 0 1 N N N -10.513 8.161  15.103 1.254  1.406  -1.823 H3   DEB 29 
DEB H4   H4   H 0 1 N N N -12.641 8.737  13.864 0.076  -1.076 -2.143 H4   DEB 30 
DEB H5   H5   H 0 1 N N N -10.528 9.554  13.371 -0.436 1.616  -2.798 H5   DEB 31 
DEB H6   H6   H 0 1 N N N -10.381 10.495 11.261 -2.681 1.038  -2.486 H6   DEB 32 
DEB H71  1H7  H 0 1 N N N -12.608 11.602 11.289 -0.797 -0.652 -0.737 H71  DEB 33 
DEB H72  2H7  H 0 1 N N N -13.306 10.306 12.193 -1.468 0.993  -0.411 H72  DEB 34 
DEB H8   H8   H 0 1 N N N -11.876 10.869 14.180 -3.822 -0.398 -0.780 H8   DEB 35 
DEB H10  H10  H 0 1 N N N -14.978 11.237 13.156 -2.373 -1.141 2.629  H10  DEB 36 
DEB H11  H11  H 0 1 N N N -13.668 9.948  14.710 -0.567 0.116  0.972  H11  DEB 37 
DEB H12  H12  H 0 1 N N N -16.455 10.365 15.877 -0.052 -0.145 4.002  H12  DEB 38 
DEB H13  H13  H 0 1 N N N -14.797 9.284  17.452 1.715  1.138  2.562  H13  DEB 39 
DEB H141 1H14 H 0 0 N N N -17.308 8.580  17.239 2.592  -1.559 3.731  H141 DEB 40 
DEB H142 2H14 H 0 0 N N N -16.853 7.305  16.205 2.297  -0.053 4.633  H142 DEB 41 
DEB H151 1H15 H 0 0 N N N -17.063 6.438  18.586 4.710  -0.337 4.139  H151 DEB 42 
DEB H152 2H15 H 0 0 N N N -15.307 6.349  18.065 4.345  -0.418 2.399  H152 DEB 43 
DEB H153 3H15 H 0 0 N N N -15.763 7.624  19.099 4.050  1.087  3.301  H153 DEB 44 
DEB H181 1H18 H 0 0 N N N -10.606 5.196  16.233 4.273  -1.037 -0.659 H181 DEB 45 
DEB H182 2H18 H 0 0 N N N -10.600 6.688  17.321 3.941  -0.962 -2.407 H182 DEB 46 
DEB H183 3H18 H 0 0 N N N -11.874 5.594  17.515 4.162  0.539  -1.477 H183 DEB 47 
DEB HO9  HO9  H 0 1 N N N -9.678  6.744  13.396 3.329  1.256  -2.804 HO9  DEB 48 
DEB H201 1H20 H 0 0 N N N -13.199 7.495  11.778 1.725  -1.677 -3.971 H201 DEB 49 
DEB H202 2H20 H 0 0 N N N -11.963 6.203  12.233 0.083  -1.507 -4.638 H202 DEB 50 
DEB H203 3H20 H 0 0 N N N -13.310 6.379  13.243 1.277  -0.207 -4.870 H203 DEB 51 
DEB HO1  HO1  H 0 1 N N N -9.288  8.464  11.490 -1.661 1.294  -4.649 HO1  DEB 52 
DEB H221 1H22 H 0 0 N N N -12.093 9.992  9.494  -3.464 -1.322 -2.539 H221 DEB 53 
DEB H222 2H22 H 0 0 N N N -11.054 8.510  9.848  -2.735 -0.894 -4.105 H222 DEB 54 
DEB H223 3H22 H 0 0 N N N -12.627 8.523  10.473 -1.812 -1.858 -2.927 H223 DEB 55 
DEB H231 1H23 H 0 0 N N N -10.655 13.066 14.233 -3.631 -2.386 0.683  H231 DEB 56 
DEB H232 2H23 H 0 0 N N N -9.956  11.927 12.967 -2.649 -2.567 -0.789 H232 DEB 57 
DEB H233 3H23 H 0 0 N N N -10.925 13.207 12.417 -1.863 -2.190 0.762  H233 DEB 58 
DEB H251 1H25 H 0 0 N N N -16.668 12.211 14.724 -3.761 0.538  3.721  H251 DEB 59 
DEB H252 2H25 H 0 0 N N N -15.377 13.359 15.375 -2.123 0.487  4.416  H252 DEB 60 
DEB H253 3H25 H 0 0 N N N -15.836 13.546 13.757 -2.567 1.782  3.279  H253 DEB 61 
DEB HO6  HO6  H 0 1 N N N -13.789 10.561 17.045 -1.251 2.159  1.584  HO6  DEB 62 
DEB H271 1H27 H 0 0 N N N -16.978 8.358  14.480 0.774  -2.401 3.397  H271 DEB 63 
DEB H272 2H27 H 0 0 N N N -16.335 9.726  13.420 -0.942 -2.185 2.979  H272 DEB 64 
DEB H273 3H27 H 0 0 N N N -15.284 8.443  13.750 0.304  -2.064 1.714  H273 DEB 65 
# 
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 
DEB C1  C2   SING N N 1  
DEB C1  O16  SING N N 2  
DEB C1  O17  DOUB N N 3  
DEB C2  C3   SING N N 4  
DEB C2  C18  SING N N 5  
DEB C2  H2   SING N N 6  
DEB C3  C4   SING N N 7  
DEB C3  O19  SING N N 8  
DEB C3  H3   SING N N 9  
DEB C4  C5   SING N N 10 
DEB C4  C20  SING N N 11 
DEB C4  H4   SING N N 12 
DEB C5  C6   SING N N 13 
DEB C5  O21  SING N N 14 
DEB C5  H5   SING N N 15 
DEB C6  C7   SING N N 16 
DEB C6  C22  SING N N 17 
DEB C6  H6   SING N N 18 
DEB C7  C8   SING N N 19 
DEB C7  H71  SING N N 20 
DEB C7  H72  SING N N 21 
DEB C8  C9   SING N N 22 
DEB C8  C23  SING N N 23 
DEB C8  H8   SING N N 24 
DEB C9  C10  SING N N 25 
DEB C9  O24  DOUB N N 26 
DEB C10 C11  SING N N 27 
DEB C10 C25  SING N N 28 
DEB C10 H10  SING N N 29 
DEB C11 C12  SING N N 30 
DEB C11 O26  SING N N 31 
DEB C11 H11  SING N N 32 
DEB C12 C13  SING N N 33 
DEB C12 C27  SING N N 34 
DEB C12 H12  SING N N 35 
DEB C13 C14  SING N N 36 
DEB C13 O16  SING N N 37 
DEB C13 H13  SING N N 38 
DEB C14 C15  SING N N 39 
DEB C14 H141 SING N N 40 
DEB C14 H142 SING N N 41 
DEB C15 H151 SING N N 42 
DEB C15 H152 SING N N 43 
DEB C15 H153 SING N N 44 
DEB C18 H181 SING N N 45 
DEB C18 H182 SING N N 46 
DEB C18 H183 SING N N 47 
DEB O19 HO9  SING N N 48 
DEB C20 H201 SING N N 49 
DEB C20 H202 SING N N 50 
DEB C20 H203 SING N N 51 
DEB O21 HO1  SING N N 52 
DEB C22 H221 SING N N 53 
DEB C22 H222 SING N N 54 
DEB C22 H223 SING N N 55 
DEB C23 H231 SING N N 56 
DEB C23 H232 SING N N 57 
DEB C23 H233 SING N N 58 
DEB C25 H251 SING N N 59 
DEB C25 H252 SING N N 60 
DEB C25 H253 SING N N 61 
DEB O26 HO6  SING N N 62 
DEB C27 H271 SING N N 63 
DEB C27 H272 SING N N 64 
DEB C27 H273 SING N N 65 
# 
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 
DEB SMILES           ACDLabs              10.04 O=C1OC(C(C(O)C(C(=O)C(CC(C)C(O)C(C)C(O)C1C)C)C)C)CC                                                                                                                         
DEB InChI            InChI                1.02b InChI=1/C21H38O6/c1-8-16-12(4)19(24)13(5)17(22)10(2)9-11(3)18(23)14(6)20(25)15(7)21(26)27-16/h10-16,18-20,23-25H,8-9H2,1-7H3/t10-,11+,12+,13+,14-,15-,16-,18+,19+,20+/m1/s1 
DEB InChIKey         InChI                1.02b HQZOLNNEQAKEHT-IBBGRPSABV                                                                                                                                                   
DEB SMILES_CANONICAL CACTVS               3.341 CC[C@H]1OC(=O)[C@H](C)[C@@H](O)[C@H](C)[C@@H](O)[C@@H](C)C[C@@H](C)C(=O)[C@H](C)[C@@H](O)[C@H]1C                                                                            
DEB SMILES           CACTVS               3.341 CC[CH]1OC(=O)[CH](C)[CH](O)[CH](C)[CH](O)[CH](C)C[CH](C)C(=O)[CH](C)[CH](O)[CH]1C                                                                                           
DEB SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC[C@@H]1[C@@H]([C@@H]([C@H](C(=O)[C@@H](C[C@@H]([C@@H]([C@H]([C@@H]([C@H](C(=O)O1)C)O)C)O)C)C)C)O)C                                                                        
DEB SMILES           "OpenEye OEToolkits" 1.5.0 CCC1C(C(C(C(=O)C(CC(C(C(C(C(C(=O)O1)C)O)C)O)C)C)C)O)C                                                                                                                       
# 
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 
DEB "SYSTEMATIC NAME" ACDLabs              10.04 (3R,4S,5R,6S,7S,9R,11R,12S,13R,14R)-14-ethyl-4,6,12-trihydroxy-3,5,7,9,11,13-hexamethyloxacyclotetradecane-2,10-dione    
DEB "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (3R,4S,5R,6S,7S,9R,11R,12S,13R,14R)-14-ethyl-4,6,12-trihydroxy-3,5,7,9,11,13-hexamethyl-1-oxacyclotetradecane-2,10-dione 
# 
