data_8EP
# 
_chem_comp.id                                    8EP 
_chem_comp.name                                  "(2R,3aR,6R,7S,7aR)-2-[(2S)-2-amino-3-hydroxy-3-oxo-propyl]-6,7-dihydroxy-3,3a,5,6,7,7a-hexahydrofuro[4,5-b]pyran-2-carboxylic acid" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C11 H17 N O8" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2009-01-21 
_chem_comp.pdbx_modified_date                    2011-06-04 
_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                        291.255 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     8EP 
_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        3FVO 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBJ 
# 
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 
8EP OAC  OAC  O 0 1 N N N 9.052  -16.903 19.703 -0.613 1.529  1.605  OAC  8EP 1  
8EP CAN  CAN  C 0 1 N N N 7.860  -16.888 20.097 -0.442 1.635  0.278  CAN  8EP 2  
8EP OAE  OAE  O 0 1 N N N 7.123  -17.897 20.036 -0.339 2.726  -0.232 OAE  8EP 3  
8EP CAT  CAT  C 0 1 N N R 7.312  -15.603 20.683 -0.378 0.395  -0.576 CAT  8EP 4  
8EP CB   CB   C 0 1 N N N 5.846  -15.360 20.317 -1.793 -0.063 -0.932 CB   8EP 5  
8EP CA   CA   C 0 1 N N S 5.589  -15.311 18.809 -2.612 -0.235 0.349  CA   8EP 6  
8EP N    N    N 0 1 N N N 6.005  -14.037 18.220 -2.041 -1.325 1.152  N    8EP 7  
8EP C    C    C 0 1 N N N 4.120  -15.529 18.578 -4.038 -0.567 -0.007 C    8EP 8  
8EP OXT  OXT  O 0 1 N N N 3.618  -16.564 19.059 -4.422 -1.712 0.040  OXT  8EP 9  
8EP O    O    O 0 1 N N N 3.472  -14.694 17.906 -4.882 0.410  -0.375 O    8EP 10 
8EP OAL  OAL  O 0 1 N N N 8.123  -14.518 20.231 0.308  -0.649 0.132  OAL  8EP 11 
8EP CAS  CAS  C 0 1 N N R 8.539  -13.717 21.318 1.445  -1.066 -0.626 CAS  8EP 12 
8EP CAQ  CAQ  C 0 1 N N S 9.834  -13.025 20.900 2.591  -1.529 0.254  CAQ  8EP 13 
8EP OAG  OAG  O 0 1 N N N 10.042 -11.913 21.766 3.608  -2.109 -0.565 OAG  8EP 14 
8EP CAP  CAP  C 0 1 N N R 11.038 -13.947 21.018 3.180  -0.350 1.032  CAP  8EP 15 
8EP OAF  OAF  O 0 1 N N N 10.968 -14.924 19.977 2.190  0.191  1.910  OAF  8EP 16 
8EP CAH  CAH  C 0 1 N N N 11.028 -14.647 22.370 3.617  0.720  0.024  CAH  8EP 17 
8EP OAK  OAK  O 0 1 N N N 9.852  -15.448 22.452 2.473  1.146  -0.711 OAK  8EP 18 
8EP CAR  CAR  C 0 1 N N R 8.637  -14.688 22.486 1.837  0.140  -1.502 CAR  8EP 19 
8EP CAJ  CAJ  C 0 1 N N N 7.499  -15.648 22.201 0.420  0.687  -1.866 CAJ  8EP 20 
8EP HOAC HOAC H 0 0 N N N 9.266  -17.768 19.374 -0.647 2.352  2.111  HOAC 8EP 21 
8EP HB   HB   H 0 1 N N N 5.248  -16.181 20.739 -2.268 0.684  -1.569 HB   8EP 22 
8EP HBA  HBA  H 0 1 N N N 5.569  -14.377 20.725 -1.745 -1.014 -1.463 HBA  8EP 23 
8EP HA   HA   H 0 1 N N N 6.185  -16.097 18.322 -2.586 0.691  0.924  HA   8EP 24 
8EP HN   HN   H 0 1 N N N 6.100  -13.351 18.941 -2.053 -2.195 0.641  HN   8EP 25 
8EP HNA  HNA  H 0 1 N N N 6.883  -14.155 17.755 -1.107 -1.098 1.457  HNA  8EP 26 
8EP HO   HO   H 0 1 N N N 2.569  -14.979 17.832 -5.787 0.148  -0.594 HO   8EP 27 
8EP HAS  HAS  H 0 1 N N N 7.867  -12.900 21.618 1.151  -1.883 -1.285 HAS  8EP 28 
8EP HAQ  HAQ  H 0 1 N N N 9.736  -12.719 19.848 2.225  -2.277 0.957  HAQ  8EP 29 
8EP HOAG HOAG H 0 0 N N N 10.088 -12.216 22.665 4.376  -2.429 -0.070 HOAG 8EP 30 
8EP HAP  HAP  H 0 1 N N N 11.964 -13.360 20.928 4.041  -0.685 1.611  HAP  8EP 31 
8EP HOAF HOAF H 0 0 N N N 10.952 -14.488 19.133 2.498  0.943  2.435  HOAF 8EP 32 
8EP HAH  HAH  H 0 1 N N N 11.920 -15.283 22.468 4.048  1.569  0.555  HAH  8EP 33 
8EP HAHA HAHA H 0 0 N N N 11.036 -13.903 23.181 4.355  0.299  -0.659 HAHA 8EP 34 
8EP HAR  HAR  H 0 1 N N N 8.605  -14.168 23.455 2.430  -0.145 -2.370 HAR  8EP 35 
8EP HAJ  HAJ  H 0 1 N N N 6.581  -15.336 22.720 -0.001 0.146  -2.714 HAJ  8EP 36 
8EP HAJA HAJA H 0 0 N N N 7.720  -16.665 22.558 0.454  1.758  -2.068 HAJA 8EP 37 
# 
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 
8EP OAC CAN  SING N N 1  
8EP CAN OAE  DOUB N N 2  
8EP CAN CAT  SING N N 3  
8EP CAT CB   SING N N 4  
8EP CAT OAL  SING N N 5  
8EP CAT CAJ  SING N N 6  
8EP CB  CA   SING N N 7  
8EP CA  N    SING N N 8  
8EP CA  C    SING N N 9  
8EP C   OXT  DOUB N N 10 
8EP C   O    SING N N 11 
8EP OAL CAS  SING N N 12 
8EP CAS CAQ  SING N N 13 
8EP CAS CAR  SING N N 14 
8EP CAQ OAG  SING N N 15 
8EP CAQ CAP  SING N N 16 
8EP CAP OAF  SING N N 17 
8EP CAP CAH  SING N N 18 
8EP CAH OAK  SING N N 19 
8EP OAK CAR  SING N N 20 
8EP CAR CAJ  SING N N 21 
8EP OAC HOAC SING N N 22 
8EP CB  HB   SING N N 23 
8EP CB  HBA  SING N N 24 
8EP CA  HA   SING N N 25 
8EP N   HN   SING N N 26 
8EP N   HNA  SING N N 27 
8EP O   HO   SING N N 28 
8EP CAS HAS  SING N N 29 
8EP CAQ HAQ  SING N N 30 
8EP OAG HOAG SING N N 31 
8EP CAP HAP  SING N N 32 
8EP OAF HOAF SING N N 33 
8EP CAH HAH  SING N N 34 
8EP CAH HAHA SING N N 35 
8EP CAR HAR  SING N N 36 
8EP CAJ HAJ  SING N N 37 
8EP CAJ HAJA SING N N 38 
# 
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 
8EP SMILES           ACDLabs              10.04 "O=C(O)C(N)CC2(OC1C(OCC(O)C1O)C2)C(=O)O"                                                                                                        
8EP SMILES_CANONICAL CACTVS               3.341 "N[C@@H](C[C@@]1(C[C@H]2OC[C@@H](O)[C@H](O)[C@H]2O1)C(O)=O)C(O)=O"                                                                              
8EP SMILES           CACTVS               3.341 "N[CH](C[C]1(C[CH]2OC[CH](O)[CH](O)[CH]2O1)C(O)=O)C(O)=O"                                                                                       
8EP SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C1[C@@H]2[C@@H]([C@H]([C@@H](CO2)O)O)O[C@@]1(C[C@@H](C(=O)O)N)C(=O)O"                                                                          
8EP SMILES           "OpenEye OEToolkits" 1.5.0 "C1C2C(C(C(CO2)O)O)OC1(CC(C(=O)O)N)C(=O)O"                                                                                                      
8EP InChI            InChI                1.03  "InChI=1S/C11H17NO8/c12-4(9(15)16)1-11(10(17)18)2-6-8(20-11)7(14)5(13)3-19-6/h4-8,13-14H,1-3,12H2,(H,15,16)(H,17,18)/t4-,5+,6+,7-,8-,11+/m0/s1" 
8EP InChIKey         InChI                1.03  NRTJEXLNSCGBJU-JROTZIKASA-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 
8EP "SYSTEMATIC NAME" ACDLabs              10.04 "(2R,3aR,6R,7S,7aR)-2-[(2S)-2-amino-2-carboxyethyl]-6,7-dihydroxyhexahydro-2H-furo[3,2-b]pyran-2-carboxylic acid (non-preferred name)" 
8EP "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2R,3aR,6R,7S,7aR)-2-[(2S)-2-amino-3-hydroxy-3-oxo-propyl]-6,7-dihydroxy-3,3a,5,6,7,7a-hexahydrofuro[4,5-b]pyran-2-carboxylic acid"   
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
8EP "Create component"  2009-01-21 PDBJ 
8EP "Modify descriptor" 2011-06-04 RCSB 
# 
