data_BC8
# 
_chem_comp.id                                    BC8 
_chem_comp.name                                  "beta-citryl-L-glutamic acid" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C11 H15 N O10" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2015-06-01 
_chem_comp.pdbx_modified_date                    2016-05-27 
_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                        321.238 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     BC8 
_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        5BQR 
_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 
BC8 OAA O1  O 0 1 N N N 31.762 22.527 46.092 -5.453 -0.456 0.262  OAA BC8 1  
BC8 CAB C1  C 0 1 N N N 30.759 22.108 45.499 -4.206 -0.182 0.678  CAB BC8 2  
BC8 OAH O2  O 0 1 N N N 29.753 22.783 45.190 -4.033 0.453  1.691  OAH BC8 3  
BC8 CAC C2  C 0 1 N N N 30.708 20.618 45.200 -3.023 -0.666 -0.120 CAC BC8 4  
BC8 CAD C3  C 0 1 N N N 31.622 19.892 44.179 -1.736 -0.092 0.477  CAD BC8 5  
BC8 CAE C4  C 0 1 N N N 30.838 18.872 43.326 -1.750 1.433  0.348  CAE BC8 6  
BC8 CAF C5  C 0 1 N N N 30.182 17.764 44.185 -1.775 1.813  -1.110 CAF BC8 7  
BC8 OAL O3  O 0 1 N N N 30.838 17.248 45.144 -1.754 3.107  -1.467 OAL BC8 8  
BC8 OAV O4  O 0 1 N N N 29.006 17.490 43.863 -1.813 0.953  -1.958 OAV BC8 9  
BC8 OAI O5  O 0 1 N N N 32.570 19.144 44.923 -1.649 -0.452 1.857  OAI BC8 10 
BC8 CAJ C6  C 0 1 N N N 32.438 20.740 43.166 -0.547 -0.648 -0.264 CAJ BC8 11 
BC8 OAK O6  O 0 1 N N N 32.178 21.910 42.805 -0.684 -1.095 -1.383 OAK BC8 12 
BC8 N   N1  N 0 1 N N N 33.492 20.037 42.699 0.669  -0.647 0.317  N   BC8 13 
BC8 CA  C7  C 0 1 N N S 34.419 20.495 41.633 1.843  -1.085 -0.441 CA  BC8 14 
BC8 C   C8  C 0 1 N N N 33.635 20.442 40.320 1.964  -2.585 -0.359 C   BC8 15 
BC8 O   O7  O 0 1 N N N 33.878 21.311 39.465 1.152  -3.223 0.269  O   BC8 16 
BC8 OXT O8  O 0 1 N N N 32.784 19.536 40.202 2.973  -3.213 -0.983 OXT BC8 17 
BC8 CB  C9  C 0 1 N N N 35.664 19.577 41.485 3.100  -0.439 0.146  CB  BC8 18 
BC8 CG  C10 C 0 1 N N N 35.414 18.508 40.426 3.034  1.077  -0.051 CG  BC8 19 
BC8 CD  C11 C 0 1 N N N 36.734 17.725 40.166 4.271  1.713  0.528  CD  BC8 20 
BC8 OE1 O9  O 0 1 N N N 37.666 18.274 39.527 5.119  1.024  1.044  OE1 BC8 21 
BC8 OE2 O10 O 0 1 N N N 36.752 16.529 40.518 4.431  3.044  0.470  OE2 BC8 22 
BC8 H1  H1  H 0 1 N N N 31.655 23.452 46.282 -6.180 -0.125 0.807  H1  BC8 23 
BC8 H2  H2  H 0 1 N N N 29.678 20.419 44.868 -2.984 -1.755 -0.087 H2  BC8 24 
BC8 H3  H3  H 0 1 N N N 30.886 20.118 46.163 -3.122 -0.337 -1.154 H3  BC8 25 
BC8 H4  H4  H 0 1 N N N 30.049 19.405 42.775 -2.636 1.831  0.842  H4  BC8 26 
BC8 H5  H5  H 0 1 N N N 31.531 18.402 42.612 -0.857 1.845  0.816  H5  BC8 27 
BC8 H6  H6  H 0 1 N N N 30.296 16.610 45.592 -1.771 3.302  -2.414 H6  BC8 28 
BC8 H7  H7  H 0 1 N N N 32.118 18.605 45.561 -1.635 -1.406 2.014  H7  BC8 29 
BC8 H8  H8  H 0 1 N N N 33.662 19.138 43.102 0.767  -0.357 1.237  H8  BC8 30 
BC8 H9  H9  H 0 1 N N N 34.747 21.527 41.828 1.735  -0.786 -1.484 H9  BC8 31 
BC8 H10 H10 H 0 1 N N N 32.352 19.614 39.359 3.009  -4.176 -0.901 H10 BC8 32 
BC8 H11 H11 H 0 1 N N N 35.872 19.090 42.449 3.161  -0.665 1.211  H11 BC8 33 
BC8 H12 H12 H 0 1 N N N 36.530 20.186 41.187 3.981  -0.833 -0.360 H12 BC8 34 
BC8 H13 H13 H 0 1 N N N 35.080 18.986 39.493 2.973  1.303  -1.115 H13 BC8 35 
BC8 H14 H14 H 0 1 N N N 34.638 17.813 40.781 2.152  1.470  0.456  H14 BC8 36 
BC8 H15 H15 H 0 1 N N N 37.562 16.125 40.229 5.242  3.406  0.854  H15 BC8 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 
BC8 O   C   DOUB N N 1  
BC8 OE1 CD  DOUB N N 2  
BC8 CD  CG  SING N N 3  
BC8 CD  OE2 SING N N 4  
BC8 OXT C   SING N N 5  
BC8 C   CA  SING N N 6  
BC8 CG  CB  SING N N 7  
BC8 CB  CA  SING N N 8  
BC8 CA  N   SING N N 9  
BC8 N   CAJ SING N N 10 
BC8 OAK CAJ DOUB N N 11 
BC8 CAJ CAD SING N N 12 
BC8 CAE CAD SING N N 13 
BC8 CAE CAF SING N N 14 
BC8 OAV CAF DOUB N N 15 
BC8 CAD OAI SING N N 16 
BC8 CAD CAC SING N N 17 
BC8 CAF OAL SING N N 18 
BC8 OAH CAB DOUB N N 19 
BC8 CAC CAB SING N N 20 
BC8 CAB OAA SING N N 21 
BC8 OAA H1  SING N N 22 
BC8 CAC H2  SING N N 23 
BC8 CAC H3  SING N N 24 
BC8 CAE H4  SING N N 25 
BC8 CAE H5  SING N N 26 
BC8 OAL H6  SING N N 27 
BC8 OAI H7  SING N N 28 
BC8 N   H8  SING N N 29 
BC8 CA  H9  SING N N 30 
BC8 OXT H10 SING N N 31 
BC8 CB  H11 SING N N 32 
BC8 CB  H12 SING N N 33 
BC8 CG  H13 SING N N 34 
BC8 CG  H14 SING N N 35 
BC8 OE2 H15 SING N N 36 
# 
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 
BC8 SMILES           ACDLabs              12.01 "OC(=O)CC(O)(CC(O)=O)C(=O)NC(C(=O)O)CCC(O)=O"                                                                                                        
BC8 InChI            InChI                1.03  "InChI=1S/C11H15NO10/c13-6(14)2-1-5(9(19)20)12-10(21)11(22,3-7(15)16)4-8(17)18/h5,22H,1-4H2,(H,12,21)(H,13,14)(H,15,16)(H,17,18)(H,19,20)/t5-/m0/s1" 
BC8 InChIKey         InChI                1.03  GAQNUGISBQJMKO-YFKPBYRVSA-N                                                                                                                          
BC8 SMILES_CANONICAL CACTVS               3.385 "OC(=O)CC[C@H](NC(=O)C(O)(CC(O)=O)CC(O)=O)C(O)=O"                                                                                                    
BC8 SMILES           CACTVS               3.385 "OC(=O)CC[CH](NC(=O)C(O)(CC(O)=O)CC(O)=O)C(O)=O"                                                                                                     
BC8 SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "C(CC(=O)O)[C@@H](C(=O)O)NC(=O)C(CC(=O)O)(CC(=O)O)O"                                                                                                 
BC8 SMILES           "OpenEye OEToolkits" 1.9.2 "C(CC(=O)O)C(C(=O)O)NC(=O)C(CC(=O)O)(CC(=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 
BC8 "SYSTEMATIC NAME" ACDLabs              12.01 "N-[3-carboxy-2-(carboxymethyl)-2-hydroxypropanoyl]-L-glutamic acid"                                   
BC8 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "3-[[(2S)-1,5-bis(oxidanyl)-1,5-bis(oxidanylidene)pentan-2-yl]carbamoyl]-3-oxidanyl-pentanedioic 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 
BC8 "Create component" 2015-06-01 EBI  
BC8 "Initial release"  2016-06-01 RCSB 
# 
