data_PRDCC_900040
# 
_chem_comp.id                                    PRD_900040 
_chem_comp.name                                  DEOXY-2-FLUORO-B-D-CELLOTRIOSIDE 
_chem_comp.type                                  saccharide 
_chem_comp.formula                               "C18 H31 F O15" 
_chem_comp.pdbx_release_status                   REF_ONLY 
_chem_comp.formula_weight                        506.428 
_chem_comp.pdbx_type                             ? 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    ? 
_chem_comp.pdbx_initial_date                     ? 
_chem_comp.pdbx_modified_date                    ? 
_chem_comp.pdbx_ambiguous_flag                   ? 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     ? 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   ? 
_chem_comp.pdbx_ideal_coordinates_details        ? 
_chem_comp.pdbx_ideal_coordinates_missing_flag   ? 
_chem_comp.pdbx_model_coordinates_db_code        ? 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_pcm                              ? 
_chem_comp.pdbx_processing_site                  ? 
# 
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_comp_id 
_chem_comp_atom.pdbx_residue_numbering 
_chem_comp_atom.pdbx_component_atom_id 
_chem_comp_atom.pdbx_polymer_type 
_chem_comp_atom.pdbx_ref_id 
_chem_comp_atom.pdbx_component_id 
_chem_comp_atom.pdbx_ordinal 
_chem_comp_atom.pdbx_backbone_atom_flag 
_chem_comp_atom.pdbx_n_terminal_atom_flag 
_chem_comp_atom.pdbx_c_terminal_atom_flag 
PRD_900040 C1A  C1  C 0 1 N N S 62.363 41.848 35.097 -6.493 0.657  -0.312 G2F 1 C1   polymer 1 1 1  ? ? ? 
PRD_900040 C2A  C2  C 0 1 N N R 60.922 42.295 34.927 -5.313 1.632  -0.286 G2F 1 C2   polymer 1 1 2  ? ? ? 
PRD_900040 C3A  C3  C 0 1 N N S 60.810 43.776 34.712 -4.036 0.887  -0.683 G2F 1 C3   polymer 1 1 3  ? ? ? 
PRD_900040 C4A  C4  C 0 1 N N S 61.427 44.486 35.932 -3.832 -0.297 0.268  G2F 1 C4   polymer 1 1 4  ? ? ? 
PRD_900040 C5A  C5  C 0 1 N N R 62.881 44.033 36.012 -5.069 -1.198 0.220  G2F 1 C5   polymer 1 1 5  ? ? ? 
PRD_900040 C6A  C6  C 0 1 N N N 63.555 44.598 37.272 -4.899 -2.351 1.212  G2F 1 C6   polymer 1 1 6  ? ? ? 
PRD_900040 O4   O15 O 0 1 N Y N 63.068 42.037 33.860 -6.675 0.164  -1.640 G2F 1 O4   polymer 1 1 7  ? ? ? 
PRD_900040 O3A  O1  O 0 1 N N N 59.427 44.089 34.598 -2.918 1.771  -0.591 G2F 1 O3   polymer 1 1 8  ? ? ? 
PRD_900040 O4A  O2  O 0 1 N N N 61.386 45.888 35.697 -2.683 -1.043 -0.138 G2F 1 O4   polymer 1 1 9  ? ? ? 
PRD_900040 O5A  O3  O 0 1 N N N 62.949 42.598 36.152 -6.226 -0.435 0.570  G2F 1 O5   polymer 1 1 10 ? ? ? 
PRD_900040 O6A  O4  O 0 1 N N N 64.949 44.301 37.245 -5.999 -3.254 1.085  G2F 1 O6   polymer 1 1 11 ? ? ? 
PRD_900040 F2A  F1  F 0 1 N N N 60.422 41.613 33.812 -5.548 2.674  -1.189 G2F 1 F2   polymer 1 1 12 ? ? ? 
PRD_900040 C2B  C8  C 0 1 N N R 61.293 48.122 36.434 -0.326 -1.543 0.055  BGC 2 C2   polymer 1 1 13 ? ? ? 
PRD_900040 C3B  C9  C 0 1 N N R 60.682 49.070 37.493 0.988  -1.031 0.653  BGC 2 C3   polymer 1 1 14 ? ? ? 
PRD_900040 C4B  C10 C 0 1 N N S 59.200 48.805 37.538 1.226  0.406  0.180  BGC 2 C4   polymer 1 1 15 ? ? ? 
PRD_900040 C5B  C11 C 0 1 N N R 58.982 47.343 37.888 0.028  1.271  0.582  BGC 2 C5   polymer 1 1 16 ? ? ? 
PRD_900040 C6B  C12 C 0 1 N N N 57.584 46.908 38.017 0.230  2.696  0.061  BGC 2 C6   polymer 1 1 17 ? ? ? 
PRD_900040 C1B  C7  C 0 1 N N S 60.957 46.688 36.787 -1.463 -0.603 0.462  BGC 2 C1   polymer 1 1 18 ? ? ? 
PRD_900040 O2B  O5  O 0 1 N N N 62.712 48.241 36.396 -0.594 -2.858 0.548  BGC 2 O2   polymer 1 1 19 ? ? ? 
PRD_900040 O3B  O6  O 0 1 N N N 60.943 50.438 37.117 2.067  -1.861 0.218  BGC 2 O3   polymer 1 1 20 ? ? ? 
PRD_900040 O4B  O7  O 0 1 N N N 58.623 49.658 38.522 2.412  0.920  0.789  BGC 2 O4   polymer 1 1 21 ? ? ? 
PRD_900040 O5B  O8  O 0 1 N N N 59.563 46.514 36.856 -1.165 0.722  0.019  BGC 2 O5   polymer 1 1 22 ? ? ? 
PRD_900040 O6B  O9  O 0 1 N N N 56.897 47.125 36.775 -0.829 3.531  0.534  BGC 2 O6   polymer 1 1 23 ? ? ? 
PRD_900040 C2C  C14 C 0 1 N N R 56.822 50.857 39.398 4.784  1.379  0.715  BGC 3 C2   polymer 1 1 24 ? ? ? 
PRD_900040 C3C  C15 C 0 1 N N S 55.659 51.797 39.055 6.066  1.070  -0.066 BGC 3 C3   polymer 1 1 25 ? ? ? 
PRD_900040 C4C  C16 C 0 1 N N S 56.061 52.852 38.056 6.251  -0.448 -0.141 BGC 3 C4   polymer 1 1 26 ? ? ? 
PRD_900040 C5C  C17 C 0 1 N N R 56.743 52.213 36.852 5.012  -1.074 -0.788 BGC 3 C5   polymer 1 1 27 ? ? ? 
PRD_900040 C6C  C18 C 0 1 N N N 57.190 53.225 35.838 5.164  -2.596 -0.812 BGC 3 C6   polymer 1 1 28 ? ? ? 
PRD_900040 C1C  C13 C 0 1 N N S 57.481 50.346 38.141 3.602  0.683  0.035  BGC 3 C1   polymer 1 1 29 ? ? ? 
PRD_900040 O2C  O10 O 0 1 N N N 56.387 49.772 40.207 4.562  2.791  0.729  BGC 3 O2   polymer 1 1 30 ? ? ? 
PRD_900040 O3C  O11 O 0 1 N N N 55.187 52.383 40.265 7.185  1.656  0.602  BGC 3 O3   polymer 1 1 31 ? ? ? 
PRD_900040 O4C  O12 O 0 1 N N N 54.930 53.578 37.614 7.405  -0.750 -0.928 BGC 3 O4   polymer 1 1 32 ? ? ? 
PRD_900040 O5C  O13 O 0 1 N N N 57.855 51.444 37.305 3.852  -0.723 -0.030 BGC 3 O5   polymer 1 1 33 ? ? ? 
PRD_900040 O6C  O14 O 0 1 N N N 58.118 54.107 36.430 4.063  -3.173 -1.517 BGC 3 O6   polymer 1 1 34 ? ? ? 
PRD_900040 H1A  H1  H 0 1 N N N 62.365 40.780 35.359 -7.398 1.172  0.012  G2F 1 H1   polymer 1 1 35 ? ? ? 
PRD_900040 H2A  H2  H 0 1 N N N 60.357 42.020 35.830 -5.200 2.040  0.719  G2F 1 H2   polymer 1 1 36 ? ? ? 
PRD_900040 H3A  H3  H 0 1 N N N 61.358 44.066 33.804 -4.130 0.521  -1.706 G2F 1 H3   polymer 1 1 37 ? ? ? 
PRD_900040 H4A  H4  H 0 1 N N N 60.887 44.206 36.848 -3.689 0.071  1.283  G2F 1 H4   polymer 1 1 38 ? ? ? 
PRD_900040 H5A  H5  H 0 1 N N N 63.427 44.369 35.118 -5.189 -1.599 -0.786 G2F 1 H5   polymer 1 1 39 ? ? ? 
PRD_900040 H6A1 H6  H 0 1 N N N 63.414 45.688 37.304 -3.969 -2.878 0.999  G2F 1 H61  polymer 1 1 40 ? ? ? 
PRD_900040 H6A2 H7  H 0 1 N N N 63.101 44.143 38.165 -4.869 -1.956 2.227  G2F 1 H62  polymer 1 1 41 ? ? ? 
PRD_900040 HO4  H31 H 0 1 N N N 63.970 41.758 33.963 -7.406 -0.462 -1.731 G2F 1 HO1  polymer 1 1 42 ? ? ? 
PRD_900040 HOA3 H8  H 0 1 N N N 59.324 45.023 34.461 -2.983 2.549  -1.162 G2F 1 HO3  polymer 1 1 43 ? ? ? 
PRD_900040 HOA6 H9  H 0 1 N N N 65.363 44.651 38.025 -5.957 -4.012 1.685  G2F 1 HO6  polymer 1 1 44 ? ? ? 
PRD_900040 H2B  H11 H 0 1 N N N 60.861 48.363 35.452 -0.245 -1.570 -1.031 BGC 2 H2   polymer 1 1 45 ? ? ? 
PRD_900040 H3B  H12 H 0 1 N N N 61.127 48.848 38.474 0.927  -1.052 1.741  BGC 2 H3   polymer 1 1 46 ? ? ? 
PRD_900040 H4B  H13 H 0 1 N N N 58.764 49.008 36.549 1.337  0.419  -0.904 BGC 2 H4   polymer 1 1 47 ? ? ? 
PRD_900040 H5B  H14 H 0 1 N N N 59.499 47.142 38.838 -0.058 1.291  1.669  BGC 2 H5   polymer 1 1 48 ? ? ? 
PRD_900040 H6B1 H15 H 0 1 N N N 57.092 47.486 38.813 1.184  3.082  0.419  BGC 2 H6C1 polymer 1 1 49 ? ? ? 
PRD_900040 H6B2 H16 H 0 1 N N N 57.555 45.838 38.270 0.227  2.688  -1.029 BGC 2 H6C2 polymer 1 1 50 ? ? ? 
PRD_900040 H1B  H10 H 0 1 N N N 61.454 46.399 37.725 -1.569 -0.608 1.547  BGC 2 H1   polymer 1 1 51 ? ? ? 
PRD_900040 HOB2 H17 H 0 1 N N N 62.950 49.134 36.176 -1.415 -3.243 0.213  BGC 2 HB   polymer 1 1 52 ? ? ? 
PRD_900040 HOB3 H18 H 0 1 N N N 60.569 51.022 37.766 1.979  -2.789 0.477  BGC 2 HC   polymer 1 1 53 ? ? ? 
PRD_900040 HOB6 H19 H 0 1 N N N 55.994 46.844 36.859 -0.766 4.450  0.242  BGC 2 H6   polymer 1 1 54 ? ? ? 
PRD_900040 H2C  H21 H 0 1 N N N 57.568 51.442 39.956 4.883  1.015  1.737  BGC 3 H2   polymer 1 1 55 ? ? ? 
PRD_900040 H3C  H22 H 0 1 N N N 54.857 51.191 38.609 5.987  1.480  -1.073 BGC 3 H3   polymer 1 1 56 ? ? ? 
PRD_900040 H4C  H23 H 0 1 N N N 56.777 53.534 38.537 6.380  -0.850 0.864  BGC 3 H4   polymer 1 1 57 ? ? ? 
PRD_900040 H5C  H24 H 0 1 N N N 56.016 51.544 36.369 4.907  -0.703 -1.807 BGC 3 H5   polymer 1 1 58 ? ? ? 
PRD_900040 H6C1 H25 H 0 1 N N N 56.320 53.795 35.480 6.095  -2.861 -1.313 BGC 3 H6C1 polymer 1 1 59 ? ? ? 
PRD_900040 H6C2 H26 H 0 1 N N N 57.664 52.709 34.990 5.180  -2.976 0.209  BGC 3 H6C2 polymer 1 1 60 ? ? ? 
PRD_900040 H1C  H20 H 0 1 N N N 56.782 49.683 37.610 3.478  1.077  -0.973 BGC 3 H1   polymer 1 1 61 ? ? ? 
PRD_900040 HOC2 H27 H 0 1 N N N 55.975 50.109 40.994 3.763  3.058  1.204  BGC 3 HB   polymer 1 1 62 ? ? ? 
PRD_900040 HOC3 H28 H 0 1 N N N 54.941 51.697 40.875 7.131  2.617  0.692  BGC 3 HC   polymer 1 1 63 ? ? ? 
PRD_900040 HOC4 H29 H 0 1 N N N 54.500 53.979 38.360 8.227  -0.380 -0.578 BGC 3 HD   polymer 1 1 64 ? ? ? 
PRD_900040 HOC6 H30 H 0 1 N N N 58.401 54.748 35.788 4.093  -4.138 -1.572 BGC 3 H6   polymer 1 1 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 
PRD_900040 F2A C2A  SING N N 1  
PRD_900040 O3A C3A  SING N N 2  
PRD_900040 C3A C2A  SING N N 3  
PRD_900040 C3A C4A  SING N N 4  
PRD_900040 C2A C1A  SING N N 5  
PRD_900040 C1A O5A  SING N N 6  
PRD_900040 O4A C4A  SING N N 7  
PRD_900040 O4A C1B  SING N N 8  
PRD_900040 C6C O6C  SING N N 9  
PRD_900040 C6C C5C  SING N N 10 
PRD_900040 C4A C5A  SING N N 11 
PRD_900040 C5A O5A  SING N N 12 
PRD_900040 C5A C6A  SING N N 13 
PRD_900040 O2B C2B  SING N N 14 
PRD_900040 C2B C1B  SING N N 15 
PRD_900040 C2B C3B  SING N N 16 
PRD_900040 O6B C6B  SING N N 17 
PRD_900040 C1B O5B  SING N N 18 
PRD_900040 C5C O5C  SING N N 19 
PRD_900040 C5C C4C  SING N N 20 
PRD_900040 O5B C5B  SING N N 21 
PRD_900040 O3B C3B  SING N N 22 
PRD_900040 O6A C6A  SING N N 23 
PRD_900040 O5C C1C  SING N N 24 
PRD_900040 C3B C4B  SING N N 25 
PRD_900040 C4B C5B  SING N N 26 
PRD_900040 C4B O4B  SING N N 27 
PRD_900040 O4C C4C  SING N N 28 
PRD_900040 C5B C6B  SING N N 29 
PRD_900040 C4C C3C  SING N N 30 
PRD_900040 C1C O4B  SING N N 31 
PRD_900040 C1C C2C  SING N N 32 
PRD_900040 C3C C2C  SING N N 33 
PRD_900040 C3C O3C  SING N N 34 
PRD_900040 C2C O2C  SING N N 35 
PRD_900040 C1A O4   SING N N 36 
PRD_900040 C1A H1A  SING N N 37 
PRD_900040 C2A H2A  SING N N 38 
PRD_900040 C3A H3A  SING N N 39 
PRD_900040 C4A H4A  SING N N 40 
PRD_900040 C5A H5A  SING N N 41 
PRD_900040 C6A H6A1 SING N N 42 
PRD_900040 C6A H6A2 SING N N 43 
PRD_900040 O3A HOA3 SING N N 44 
PRD_900040 O6A HOA6 SING N N 45 
PRD_900040 C1B H1B  SING N N 46 
PRD_900040 C2B H2B  SING N N 47 
PRD_900040 C3B H3B  SING N N 48 
PRD_900040 C4B H4B  SING N N 49 
PRD_900040 C5B H5B  SING N N 50 
PRD_900040 C6B H6B1 SING N N 51 
PRD_900040 C6B H6B2 SING N N 52 
PRD_900040 O2B HOB2 SING N N 53 
PRD_900040 O3B HOB3 SING N N 54 
PRD_900040 O6B HOB6 SING N N 55 
PRD_900040 C1C H1C  SING N N 56 
PRD_900040 C2C H2C  SING N N 57 
PRD_900040 C3C H3C  SING N N 58 
PRD_900040 C4C H4C  SING N N 59 
PRD_900040 C5C H5C  SING N N 60 
PRD_900040 C6C H6C1 SING N N 61 
PRD_900040 C6C H6C2 SING N N 62 
PRD_900040 O2C HOC2 SING N N 63 
PRD_900040 O3C HOC3 SING N N 64 
PRD_900040 O4C HOC4 SING N N 65 
PRD_900040 O6C HOC6 SING N N 66 
PRD_900040 O4  HO4  SING N N 67 
# 
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 
PRD_900040 SMILES           ACDLabs              10.04 "FC3C(O)C(OC2OC(C(OC1OC(CO)C(O)C(O)C1O)C(O)C2O)CO)C(OC3O)CO"                                                                                                                                                  
PRD_900040 SMILES_CANONICAL CACTVS               3.341 
;OC[C@H]1O[C@@H](O[C@H]2[C@H](O)[C@@H](O)[C@@H](O[C@@H]2CO)O[C@H]3[C@H](O)[C@@H](F)[C@@H](O)O[C@@H]3CO)[C@H](O)[C@@H](O)
 [C@@H]1O
;
PRD_900040 SMILES           CACTVS               3.341 "OC[CH]1O[CH](O[CH]2[CH](O)[CH](O)[CH](O[CH]2CO)O[CH]3[CH](O)[CH](F)[CH](O)O[CH]3CO)[CH](O)[CH](O)[CH]1O"                                                                                                     
PRD_900040 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 
;C([C@@H]1[C@H]([C@@H]([C@H]([C@@H](O1)O[C@@H]2[C@H](O[C@H]([C@@H]([C@H]2O)O)O[C@@H]3[C@H](O[C@@H]([C@@H]([C@H]3O)F)O)CO
 )CO)O)O)O)O
;
PRD_900040 SMILES           "OpenEye OEToolkits" 1.5.0 "C(C1C(C(C(C(O1)OC2C(OC(C(C2O)O)OC3C(OC(C(C3O)F)O)CO)CO)O)O)O)O"                                                                                                                                              
PRD_900040 InChI            InChI                1.03  
;InChI=1S/C18H31FO15/c19-7-9(24)14(5(2-21)30-16(7)29)33-18-13(28)11(26)15(6(3-22)32-18)34-17-12(27)10(25)8(23)4(1-20)31-
 17/h4-18,20-29H,1-3H2/t4-,5-,6-,7-,8-,9-,10+,11-,12-,13-,14-,15-,16+,17+,18+/m1/s1
;
PRD_900040 InChIKey         InChI                1.03  BZNXZJAUEMJQJB-QSCMNUSVSA-N                                                                                                                                                                                   
# 
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 
PRD_900040 "SYSTEMATIC NAME" ACDLabs              10.04 "beta-D-glucopyranosyl-(1->4)-beta-D-glucopyranosyl-(1->4)-2-deoxy-2-fluoro-alpha-D-glucopyranose"                                                                                                 
PRD_900040 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 
;(2S,3R,4S,5S,6R)-2-[(2R,3S,4R,5R,6S)-6-[(2R,3S,4S,5R,6S)-5-fluoro-4,6-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy-4,5-dihy
 droxy-2-(hydroxymethyl)oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
;
# 
