data_PL6
# 
_chem_comp.id                                    PL6 
_chem_comp.name                                  "(E)-N-({3-hydroxy-2-methyl-5-[(phosphonooxy)methyl]pyridin-4-yl}methylidene)-L-glutamic acid" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C13 H17 N2 O9 P" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2008-09-22 
_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                        376.256 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     PL6 
_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        3EI9 
_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 
PL6 OAE  OAE  O 0 1 N N N 64.392 0.275  -29.123 -4.091 -2.720 -0.605 OAE  PL6 1  
PL6 PAY  PAY  P 0 1 N N N 64.824 -0.339 -27.741 -4.609 -1.543 0.127  PAY  PL6 2  
PL6 OAI  OAI  O 0 1 N N N 64.401 -1.848 -27.752 -6.087 -1.186 -0.405 OAI  PL6 3  
PL6 OAD  OAD  O 0 1 N N N 64.225 0.394  -26.579 -4.672 -1.875 1.702  OAD  PL6 4  
PL6 OAQ  OAQ  O 0 1 N N N 66.439 -0.220 -27.702 -3.633 -0.286 -0.117 OAQ  PL6 5  
PL6 CAN  CAN  C 0 1 N N N 67.121 0.834  -26.958 -2.230 -0.326 0.153  CAN  PL6 6  
PL6 CAU  CAU  C 0 1 Y N N 68.641 0.628  -27.009 -1.616 1.008  -0.184 CAU  PL6 7  
PL6 CAK  CAK  C 0 1 Y N N 69.195 -0.226 -26.050 -2.397 2.035  -0.673 CAK  PL6 8  
PL6 NAO  NAO  N 0 1 Y N N 70.498 -0.482 -26.001 -1.872 3.207  -0.972 NAO  PL6 9  
PL6 CAT  CAT  C 0 1 Y N N 71.351 0.071  -26.879 -0.587 3.458  -0.822 CAT  PL6 10 
PL6 CAA  CAA  C 0 1 N N N 72.843 -0.243 -26.777 -0.048 4.819  -1.181 CAA  PL6 11 
PL6 CAV  CAV  C 0 1 Y N N 70.874 0.934  -27.860 0.275  2.486  -0.336 CAV  PL6 12 
PL6 OAH  OAH  O 0 1 N N N 71.755 1.489  -28.733 1.597  2.750  -0.182 OAH  PL6 13 
PL6 CAW  CAW  C 0 1 Y N N 69.511 1.229  -27.932 -0.245 1.225  -0.000 CAW  PL6 14 
PL6 CAJ  CAJ  C 0 1 N N N 69.072 2.083  -28.952 0.628  0.159  0.527  CAJ  PL6 15 
PL6 N    N    N 0 1 N N N 69.796 3.158  -29.242 1.892  0.379  0.689  N    PL6 16 
PL6 CA   CA   C 0 1 N N S 69.476 4.086  -30.344 2.759  -0.679 1.212  CA   PL6 17 
PL6 C    C    C 0 1 N N N 70.710 4.985  -30.609 3.400  -0.216 2.495  C    PL6 18 
PL6 OXT  OXT  O 0 1 N N N 71.735 4.785  -29.919 4.240  -1.027 3.157  OXT  PL6 19 
PL6 O    O    O 0 1 N N N 70.626 5.871  -31.487 3.157  0.885  2.928  O    PL6 20 
PL6 CB   CB   C 0 1 N N N 68.151 4.871  -30.115 3.847  -1.000 0.186  CB   PL6 21 
PL6 CG   CG   C 0 1 N N N 68.221 5.878  -28.959 3.205  -1.588 -1.072 CG   PL6 22 
PL6 CD   CD   C 0 1 N N N 67.487 5.456  -27.661 4.277  -1.904 -2.083 CD   PL6 23 
PL6 OE2  OE2  O 0 1 N N N 67.369 6.336  -26.767 3.944  -2.432 -3.271 OE2  PL6 24 
PL6 OE1  OE1  O 0 1 N N N 67.063 4.281  -27.560 5.436  -1.683 -1.824 OE1  PL6 25 
PL6 HOAI HOAI H 0 0 N N N 64.315 -2.147 -28.650 -6.729 -1.900 -0.289 HOAI PL6 26 
PL6 HOAD HOAD H 0 0 N N N 64.098 -0.208 -25.855 -5.003 -1.147 2.244  HOAD PL6 27 
PL6 HAN  HAN  H 0 1 N N N 66.874 1.809  -27.404 -2.070 -0.543 1.209  HAN  PL6 28 
PL6 HANA HANA H 0 0 N N N 66.791 0.801  -25.909 -1.766 -1.104 -0.453 HANA PL6 29 
PL6 HAK  HAK  H 0 1 N N N 68.543 -0.692 -25.326 -3.456 1.876  -0.814 HAK  PL6 30 
PL6 HAA  HAA  H 0 1 N N N 73.272 -0.318 -27.787 -0.093 5.470  -0.309 HAA  PL6 31 
PL6 HAAA HAAA H 0 0 N N N 73.350 0.561  -26.223 0.987  4.724  -1.510 HAAA PL6 32 
PL6 HAAB HAAB H 0 0 N N N 72.981 -1.197 -26.248 -0.647 5.246  -1.985 HAAB PL6 33 
PL6 HOAH HOAH H 0 0 N N N 71.330 1.619  -29.573 1.829  3.105  0.687  HOAH PL6 34 
PL6 HAJ  HAJ  H 0 1 N N N 68.161 1.871  -29.493 0.212  -0.806 0.776  HAJ  PL6 35 
PL6 HA   HA   H 0 1 N N N 69.271 3.510  -31.258 2.166  -1.573 1.404  HA   PL6 36 
PL6 HOXT HOXT H 0 0 N N N 72.412 5.402  -30.171 4.626  -0.686 3.975  HOXT PL6 37 
PL6 HB   HB   H 0 1 N N N 67.919 5.425  -31.037 4.384  -0.087 -0.073 HB   PL6 38 
PL6 HBA  HBA  H 0 1 N N N 67.379 4.132  -29.854 4.544  -1.724 0.609  HBA  PL6 39 
PL6 HG   HG   H 0 1 N N N 69.282 6.020  -28.708 2.668  -2.501 -0.814 HG   PL6 40 
PL6 HGA  HGA  H 0 1 N N N 67.714 6.787  -29.315 2.508  -0.865 -1.496 HGA  PL6 41 
PL6 HOE2 HOE2 H 0 0 N N N 66.914 5.968  -26.018 4.666  -2.618 -3.887 HOE2 PL6 42 
# 
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 
PL6 OAE PAY  DOUB N N 1  
PL6 OAI PAY  SING N N 2  
PL6 PAY OAQ  SING N N 3  
PL6 PAY OAD  SING N N 4  
PL6 OAI HOAI SING N N 5  
PL6 OAD HOAD SING N N 6  
PL6 OAQ CAN  SING N N 7  
PL6 CAU CAN  SING N N 8  
PL6 CAN HAN  SING N N 9  
PL6 CAN HANA SING N N 10 
PL6 CAW CAU  DOUB Y N 11 
PL6 CAU CAK  SING Y N 12 
PL6 CAK NAO  DOUB N N 13 
PL6 CAK HAK  SING Y N 14 
PL6 CAT NAO  SING N N 15 
PL6 CAV CAT  DOUB N N 16 
PL6 CAT CAA  SING N N 17 
PL6 CAA HAA  SING N N 18 
PL6 CAA HAAA SING Y N 19 
PL6 CAA HAAB SING N N 20 
PL6 OAH CAV  SING N N 21 
PL6 CAW CAV  SING Y N 22 
PL6 OAH HOAH SING Y N 23 
PL6 CAJ CAW  SING N N 24 
PL6 N   CAJ  DOUB N N 25 
PL6 CAJ HAJ  SING N N 26 
PL6 CA  N    SING N N 27 
PL6 C   CA   SING N N 28 
PL6 CA  CB   SING N N 29 
PL6 CA  HA   SING N N 30 
PL6 O   C    DOUB N N 31 
PL6 C   OXT  SING N N 32 
PL6 OXT HOXT SING N N 33 
PL6 CB  CG   SING N N 34 
PL6 CB  HB   SING N N 35 
PL6 CB  HBA  SING N N 36 
PL6 CG  CD   SING N N 37 
PL6 CG  HG   SING N N 38 
PL6 CG  HGA  SING N N 39 
PL6 CD  OE1  DOUB N N 40 
PL6 CD  OE2  SING N N 41 
PL6 OE2 HOE2 SING N N 42 
# 
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 
PL6 SMILES           ACDLabs              10.04 O=C(O)C(/N=C/c1c(cnc(c1O)C)COP(=O)(O)O)CCC(=O)O                                                                                                                                    
PL6 InChI            InChI                1.02b InChI=1/C13H17N2O9P/c1-7-12(18)9(8(4-14-7)6-24-25(21,22)23)5-15-10(13(19)20)2-3-11(16)17/h4-5,10,18H,2-3,6H2,1H3,(H,16,17)(H,19,20)(H2,21,22,23)/b15-5+/t10-/m0/s1/f/h16,19,21-22H 
PL6 InChIKey         InChI                1.02b ZZRWFCMLYWHYGX-MVAXAOKIDZ                                                                                                                                                          
PL6 SMILES_CANONICAL CACTVS               3.341 Cc1ncc(CO[P](O)(O)=O)c(C=N[C@@H](CCC(O)=O)C(O)=O)c1O                                                                                                                               
PL6 SMILES           CACTVS               3.341 Cc1ncc(CO[P](O)(O)=O)c(C=N[CH](CCC(O)=O)C(O)=O)c1O                                                                                                                                 
PL6 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 Cc1c(c(c(cn1)COP(=O)(O)O)\C=N\[C@@H](CCC(=O)O)C(=O)O)O                                                                                                                             
PL6 SMILES           "OpenEye OEToolkits" 1.5.0 Cc1c(c(c(cn1)COP(=O)(O)O)C=NC(CCC(=O)O)C(=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 
PL6 "SYSTEMATIC NAME" ACDLabs              10.04 "(E)-N-({3-hydroxy-2-methyl-5-[(phosphonooxy)methyl]pyridin-4-yl}methylidene)-L-glutamic acid"      
PL6 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-2-[[3-hydroxy-2-methyl-5-(phosphonooxymethyl)pyridin-4-yl]methylideneamino]pentanedioic acid" 
# 
