data_68F
# 
_chem_comp.id                                    68F 
_chem_comp.name                                  "(2S,3S,4R,5S,2'S,3'S,4'R,5'S)-2,2'-(butane-1,4-diyl)bis(5-methylpyrrolidine-3,4-diol)" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C14 H28 N2 O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2016-02-17 
_chem_comp.pdbx_modified_date                    2016-02-26 
_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                        288.383 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     68F 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        Corina 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        5I5R 
_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 
68F OAG O1  O 0 1 N N N -8.912  -38.294 4.048  5.034  1.893  1.037  OAG 68F 1  
68F CAC C1  C 0 1 N N S -8.122  -39.055 5.001  4.292  0.672  1.033  CAC 68F 2  
68F CAB C2  C 0 1 N N R -6.712  -39.474 4.546  5.192  -0.501 0.581  CAB 68F 3  
68F OAH O2  O 0 1 N N N -6.720  -39.982 3.192  6.300  -0.023 -0.184 OAH 68F 4  
68F CAA C3  C 0 1 N N S -6.465  -40.586 5.596  4.240  -1.347 -0.303 CAA 68F 5  
68F CAI C4  C 0 1 N N N -5.206  -41.395 5.302  5.037  -2.191 -1.300 CAI 68F 6  
68F NAE N1  N 0 1 N N N -7.704  -41.383 5.506  3.431  -0.321 -1.009 NAE 68F 7  
68F CAD C5  C 0 1 N N S -8.811  -40.451 5.196  3.161  0.737  -0.011 CAD 68F 8  
68F CAF C6  C 0 1 N N N -9.765  -40.289 6.407  1.812  0.484  0.665  CAF 68F 9  
68F CAJ C7  C 0 1 N N N -10.734 -41.473 6.442  0.687  0.674  -0.354 CAJ 68F 10 
68F CAK C8  C 0 1 N N N -11.773 -41.315 7.590  -0.661 0.421  0.322  CAK 68F 11 
68F CAL C9  C 0 1 N N N -12.126 -42.711 8.189  -1.787 0.611  -0.697 CAL 68F 12 
68F CAM C10 C 0 1 N N S -13.434 -42.637 9.019  -3.135 0.358  -0.021 CAM 68F 13 
68F NAQ N2  N 0 1 N N N -13.615 -43.843 9.838  -3.256 -1.062 0.373  NAQ 68F 14 
68F CAP C11 C 0 1 N N S -14.607 -44.637 9.084  -4.651 -1.491 0.165  CAP 68F 15 
68F CAR C12 C 0 1 N N N -15.254 -45.765 9.921  -5.269 -1.917 1.498  CAR 68F 16 
68F CAO C13 C 0 1 N N R -15.635 -43.581 8.625  -5.420 -0.282 -0.408 CAO 68F 17 
68F OAS O3  O 0 1 N N N -16.437 -43.021 9.701  -6.095 0.427  0.633  OAS 68F 18 
68F CAN C14 C 0 1 N N S -14.726 -42.503 8.139  -4.293 0.589  -1.023 CAN 68F 19 
68F OAT O4  O 0 1 N N N -15.420 -41.243 8.331  -4.673 1.967  -1.058 OAT 68F 20 
68F H1  H1  H 0 1 N N N -9.758  -38.090 4.429  5.760  1.910  1.675  H1  68F 21 
68F H2  H2  H 0 1 N N N -8.063  -38.537 5.970  3.882  0.476  2.023  H2  68F 22 
68F H3  H3  H 0 1 N N N -5.997  -38.649 4.677  5.534  -1.078 1.440  H3  68F 23 
68F H4  H4  H 0 1 N N N -5.838  -40.231 2.942  6.896  -0.720 -0.491 H4  68F 24 
68F H5  H5  H 0 1 N N N -6.381  -40.128 6.593  3.604  -1.981 0.314  H5  68F 25 
68F H6  H6  H 0 1 N N N -5.078  -42.168 6.074  5.703  -2.861 -0.757 H6  68F 26 
68F H7  H7  H 0 1 N N N -5.300  -41.874 4.316  4.350  -2.776 -1.911 H7  68F 27 
68F H8  H8  H 0 1 N N N -4.332  -40.727 5.303  5.626  -1.535 -1.942 H8  68F 28 
68F H9  H9  H 0 1 N N N -7.878  -41.843 6.377  2.571  -0.716 -1.358 H9  68F 29 
68F H11 H11 H 0 1 N N N -9.363  -40.746 4.292  3.159  1.713  -0.496 H11 68F 30 
68F H12 H12 H 0 1 N N N -9.179  -40.265 7.337  1.785  -0.535 1.051  H12 68F 31 
68F H13 H13 H 0 1 N N N -10.332 -39.352 6.307  1.681  1.188  1.487  H13 68F 32 
68F H14 H14 H 0 1 N N N -11.267 -41.530 5.481  0.715  1.693  -0.740 H14 68F 33 
68F H15 H15 H 0 1 N N N -10.163 -42.400 6.600  0.819  -0.030 -1.176 H15 68F 34 
68F H16 H16 H 0 1 N N N -11.349 -40.677 8.379  -0.689 -0.598 0.708  H16 68F 35 
68F H17 H17 H 0 1 N N N -12.686 -40.848 7.192  -0.793 1.125  1.144  H17 68F 36 
68F H18 H18 H 0 1 N N N -12.259 -43.432 7.369  -1.759 1.630  -1.083 H18 68F 37 
68F H19 H19 H 0 1 N N N -11.304 -43.043 8.840  -1.655 -0.093 -1.519 H19 68F 38 
68F H20 H20 H 0 1 N N N -13.376 -41.756 9.676  -3.250 1.004  0.850  H20 68F 39 
68F H21 H21 H 0 1 N N N -12.754 -44.343 9.930  -2.617 -1.639 -0.154 H21 68F 40 
68F H23 H23 H 0 1 N N N -14.132 -45.081 8.197  -4.682 -2.321 -0.540 H23 68F 41 
68F H24 H24 H 0 1 N N N -14.482 -46.488 10.222 -5.227 -1.084 2.201  H24 68F 42 
68F H25 H25 H 0 1 N N N -15.721 -45.334 10.818 -6.307 -2.208 1.341  H25 68F 43 
68F H26 H26 H 0 1 N N N -16.020 -46.276 9.318  -4.712 -2.762 1.903  H26 68F 44 
68F H27 H27 H 0 1 N N N -16.259 -43.977 7.810  -6.126 -0.602 -1.174 H27 68F 45 
68F H28 H28 H 0 1 N N N -17.029 -43.685 10.034 -6.757 -0.099 1.102  H28 68F 46 
68F H29 H29 H 0 1 N N N -14.469 -42.660 7.081  -4.025 0.235  -2.019 H29 68F 47 
68F H30 H30 H 0 1 N N N -14.870 -40.529 8.031  -5.455 2.145  -1.598 H30 68F 48 
# 
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 
68F OAH CAB SING N N 1  
68F OAG CAC SING N N 2  
68F CAB CAC SING N N 3  
68F CAB CAA SING N N 4  
68F CAC CAD SING N N 5  
68F CAD NAE SING N N 6  
68F CAD CAF SING N N 7  
68F CAI CAA SING N N 8  
68F NAE CAA SING N N 9  
68F CAF CAJ SING N N 10 
68F CAJ CAK SING N N 11 
68F CAK CAL SING N N 12 
68F CAN OAT SING N N 13 
68F CAN CAO SING N N 14 
68F CAN CAM SING N N 15 
68F CAL CAM SING N N 16 
68F CAO CAP SING N N 17 
68F CAO OAS SING N N 18 
68F CAM NAQ SING N N 19 
68F CAP NAQ SING N N 20 
68F CAP CAR SING N N 21 
68F OAG H1  SING N N 22 
68F CAC H2  SING N N 23 
68F CAB H3  SING N N 24 
68F OAH H4  SING N N 25 
68F CAA H5  SING N N 26 
68F CAI H6  SING N N 27 
68F CAI H7  SING N N 28 
68F CAI H8  SING N N 29 
68F NAE H9  SING N N 30 
68F CAD H11 SING N N 31 
68F CAF H12 SING N N 32 
68F CAF H13 SING N N 33 
68F CAJ H14 SING N N 34 
68F CAJ H15 SING N N 35 
68F CAK H16 SING N N 36 
68F CAK H17 SING N N 37 
68F CAL H18 SING N N 38 
68F CAL H19 SING N N 39 
68F CAM H20 SING N N 40 
68F NAQ H21 SING N N 41 
68F CAP H23 SING N N 42 
68F CAR H24 SING N N 43 
68F CAR H25 SING N N 44 
68F CAR H26 SING N N 45 
68F CAO H27 SING N N 46 
68F OAS H28 SING N N 47 
68F CAN H29 SING N N 48 
68F OAT H30 SING N N 49 
# 
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 
68F SMILES           ACDLabs              12.01 "OC1C(NC(C1O)C)CCCCC2NC(C)C(O)C2O"                                                                                                    
68F InChI            InChI                1.03  "InChI=1S/C14H28N2O4/c1-7-11(17)13(19)9(15-7)5-3-4-6-10-14(20)12(18)8(2)16-10/h7-20H,3-6H2,1-2H3/t7-,8-,9-,10-,11+,12+,13-,14-/m0/s1" 
68F InChIKey         InChI                1.03  FSZVPMVCORPBFY-OPEDVLRTSA-N                                                                                                           
68F SMILES_CANONICAL CACTVS               3.385 "C[C@@H]1N[C@@H](CCCC[C@@H]2N[C@@H](C)[C@@H](O)[C@H]2O)[C@H](O)[C@@H]1O"                                                              
68F SMILES           CACTVS               3.385 "C[CH]1N[CH](CCCC[CH]2N[CH](C)[CH](O)[CH]2O)[CH](O)[CH]1O"                                                                            
68F SMILES_CANONICAL "OpenEye OEToolkits" 2.0.4 "C[C@H]1[C@H]([C@H]([C@@H](N1)CCCC[C@H]2[C@@H]([C@@H]([C@@H](N2)C)O)O)O)O"                                                            
68F SMILES           "OpenEye OEToolkits" 2.0.4 "CC1C(C(C(N1)CCCCC2C(C(C(N2)C)O)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 
68F "SYSTEMATIC NAME" ACDLabs              12.01 "(2S,3S,4R,5S,2'S,3'S,4'R,5'S)-2,2'-(butane-1,4-diyl)bis(5-methylpyrrolidine-3,4-diol)"                                                   
68F "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.4 "(2~{S},3~{R},4~{S},5~{S})-2-methyl-5-[4-[(2~{S},3~{S},4~{R},5~{S})-5-methyl-3,4-bis(oxidanyl)pyrrolidin-2-yl]butyl]pyrrolidine-3,4-diol" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
68F "Create component" 2016-02-17 EBI  
68F "Initial release"  2016-03-02 RCSB 
# 
