data_PL5
# 
_chem_comp.id                                    PL5 
_chem_comp.name                                  "(2S,6S)-2-amino-6-{[(1E)-{3-hydroxy-2-methyl-5-[(phosphonooxy)methyl]pyridin-4-yl}methylidene]amino}heptanedioic acid" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C15 H22 N3 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                        419.324 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     PL5 
_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        3EI8 
_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 
PL5 OAI  OAI  O 0 1 N N N -31.985 55.853 29.226 -6.027 -2.593 -0.120 OAI  PL5 1  
PL5 PBB  PBB  P 0 1 N N N -32.770 55.894 27.867 -4.707 -2.135 0.680  PBB  PL5 2  
PL5 OAJ  OAJ  O 0 1 N N N -33.872 54.752 27.888 -5.124 -1.583 2.133  OAJ  PL5 3  
PL5 OAE  OAE  O 0 1 N N N -31.862 55.724 26.680 -3.796 -3.292 0.834  OAE  PL5 4  
PL5 OAS  OAS  O 0 1 N N N -33.501 57.321 27.798 -3.959 -0.970 -0.142 OAS  PL5 5  
PL5 CAP  CAP  C 0 1 N N N -32.793 58.506 27.378 -2.699 -0.423 0.254  CAP  PL5 6  
PL5 CAW  CAW  C 0 1 Y N N -33.724 59.720 27.341 -2.283 0.642  -0.727 CAW  PL5 7  
PL5 CAL  CAL  C 0 1 Y N N -34.754 59.725 26.387 -3.088 0.956  -1.803 CAL  PL5 8  
PL5 NAR  NAR  N 0 1 Y N N -35.606 60.740 26.273 -2.735 1.886  -2.669 NAR  PL5 9  
PL5 CAV  CAV  C 0 1 Y N N -35.521 61.801 27.084 -1.609 2.559  -2.555 CAV  PL5 10 
PL5 CAA  CAA  C 0 1 N N N -36.522 62.942 26.922 -1.263 3.610  -3.578 CAA  PL5 11 
PL5 CAX  CAX  C 0 1 Y N N -34.524 61.867 28.053 -0.737 2.312  -1.504 CAX  PL5 12 
PL5 OAH  OAH  O 0 1 N N N -34.458 62.954 28.852 0.423  3.009  -1.390 OAH  PL5 13 
PL5 CAY  CAY  C 0 1 Y N N -33.595 60.832 28.185 -1.077 1.332  -0.557 CAY  PL5 14 
PL5 CAK  CAK  C 0 1 N N N -32.619 60.912 29.199 -0.186 1.035  0.581  CAK  PL5 15 
PL5 NAQ  NAQ  N 0 1 N N N -32.108 62.091 29.536 0.924  1.683  0.721  NAQ  PL5 16 
PL5 CBA  CBA  C 0 1 N N S -31.241 62.340 30.704 1.808  1.388  1.851  CBA  PL5 17 
PL5 CAU  CAU  C 0 1 N N N -31.066 63.853 30.879 1.987  2.630  2.686  CAU  PL5 18 
PL5 OAG  OAG  O 0 1 N N N -31.676 64.611 30.089 1.433  3.656  2.370  OAG  PL5 19 
PL5 OAD  OAD  O 0 1 N N N -30.262 64.236 31.766 2.762  2.596  3.782  OAD  PL5 20 
PL5 CAO  CAO  C 0 1 N N N -29.888 61.583 30.667 3.169  0.925  1.327  CAO  PL5 21 
PL5 CAM  CAM  C 0 1 N N N -28.882 62.221 29.701 3.005  -0.402 0.584  CAM  PL5 22 
PL5 CB   CB   C 0 1 N N N -27.571 61.415 29.667 4.365  -0.865 0.060  CB   PL5 23 
PL5 CA   CA   C 0 1 N N S -27.749 60.056 28.973 4.201  -2.192 -0.683 CA   PL5 24 
PL5 C    C    C 0 1 N N N -28.377 60.298 27.599 5.517  -2.586 -1.304 C    PL5 25 
PL5 OXT  OXT  O 0 1 N N N -27.635 60.794 26.725 6.219  -3.406 -0.762 OXT  PL5 26 
PL5 O    O    O 0 1 N N N -29.591 60.021 27.475 5.908  -2.026 -2.460 O    PL5 27 
PL5 N    N    N 0 1 N N N -26.416 59.432 28.824 3.775  -3.233 0.262  N    PL5 28 
PL5 HOAI HOAI H 0 0 N N N -31.051 55.845 29.053 -6.528 -3.295 0.318  HOAI PL5 29 
PL5 HOAJ HOAJ H 0 0 N N N -34.092 54.507 26.997 -5.721 -0.823 2.109  HOAJ PL5 30 
PL5 HAP  HAP  H 0 1 N N N -31.976 58.704 28.088 -2.789 0.014  1.248  HAP  PL5 31 
PL5 HAPA HAPA H 0 0 N N N -32.397 58.337 26.366 -1.949 -1.214 0.271  HAPA PL5 32 
PL5 HAL  HAL  H 0 1 N N N -34.858 58.878 25.725 -4.022 0.430  -1.938 HAL  PL5 33 
PL5 HAA  HAA  H 0 1 N N N -36.763 63.362 27.910 -1.661 4.573  -3.258 HAA  PL5 34 
PL5 HAAA HAAA H 0 0 N N N -36.084 63.726 26.287 -0.179 3.679  -3.676 HAAA PL5 35 
PL5 HAAB HAAB H 0 0 N N N -37.440 62.560 26.453 -1.698 3.338  -4.540 HAAB PL5 36 
PL5 HOAH HOAH H 0 0 N N N -34.443 62.679 29.761 0.345  3.820  -0.871 HOAH PL5 37 
PL5 HAK  HAK  H 0 1 N N N -32.287 60.016 29.701 -0.461 0.275  1.298  HAK  PL5 38 
PL5 HBA  HBA  H 0 1 N N N -31.745 61.924 31.589 1.367  0.600  2.461  HBA  PL5 39 
PL5 HOAD HOAD H 0 0 N N N -30.191 65.183 31.742 2.847  3.417  4.285  HOAD PL5 40 
PL5 HAO  HAO  H 0 1 N N N -29.455 61.595 31.678 3.570  1.676  0.646  HAO  PL5 41 
PL5 HAOA HAOA H 0 0 N N N -30.086 60.559 30.316 3.854  0.791  2.164  HAOA PL5 42 
PL5 HAM  HAM  H 0 1 N N N -29.317 62.241 28.691 2.603  -1.152 1.265  HAM  PL5 43 
PL5 HAMA HAMA H 0 0 N N N -28.660 63.242 30.045 2.319  -0.268 -0.253 HAMA PL5 44 
PL5 HB   HB   H 0 1 N N N -26.816 61.995 29.116 4.767  -0.114 -0.622 HB   PL5 45 
PL5 HBB  HBB  H 0 1 N N N -27.257 61.230 30.705 5.051  -0.999 0.897  HBB  PL5 46 
PL5 HA   HA   H 0 1 N N N -28.399 59.390 29.559 3.450  -2.081 -1.465 HA   PL5 47 
PL5 HO   HO   H 0 1 N N N -29.880 60.246 26.598 6.759  -2.311 -2.819 HO   PL5 48 
PL5 HN   HN   H 0 1 N N N -26.220 59.291 27.854 4.456  -3.355 0.997  HN   PL5 49 
PL5 HNA  HNA  H 0 1 N N N -25.721 60.032 29.221 2.865  -3.023 0.644  HNA  PL5 50 
# 
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 
PL5 PBB OAI  SING N N 1  
PL5 OAI HOAI SING N N 2  
PL5 OAE PBB  DOUB N N 3  
PL5 OAS PBB  SING N N 4  
PL5 PBB OAJ  SING N N 5  
PL5 OAJ HOAJ SING N N 6  
PL5 CAP OAS  SING N N 7  
PL5 CAW CAP  SING N N 8  
PL5 CAP HAP  SING N N 9  
PL5 CAP HAPA SING N N 10 
PL5 CAL CAW  DOUB Y N 11 
PL5 CAW CAY  SING Y N 12 
PL5 NAR CAL  SING N N 13 
PL5 CAL HAL  SING Y N 14 
PL5 NAR CAV  DOUB Y N 15 
PL5 CAA CAV  SING Y N 16 
PL5 CAV CAX  SING N N 17 
PL5 CAA HAA  SING N N 18 
PL5 CAA HAAA SING N N 19 
PL5 CAA HAAB SING N N 20 
PL5 CAX CAY  DOUB Y N 21 
PL5 CAX OAH  SING N N 22 
PL5 OAH HOAH SING N N 23 
PL5 CAY CAK  SING N N 24 
PL5 CAK NAQ  DOUB N N 25 
PL5 CAK HAK  SING N N 26 
PL5 NAQ CBA  SING N N 27 
PL5 CAO CBA  SING N N 28 
PL5 CBA CAU  SING N N 29 
PL5 CBA HBA  SING N N 30 
PL5 OAG CAU  DOUB N N 31 
PL5 CAU OAD  SING N N 32 
PL5 OAD HOAD SING N N 33 
PL5 CAM CAO  SING N N 34 
PL5 CAO HAO  SING N N 35 
PL5 CAO HAOA SING N N 36 
PL5 CB  CAM  SING N N 37 
PL5 CAM HAM  SING N N 38 
PL5 CAM HAMA SING N N 39 
PL5 CA  CB   SING N N 40 
PL5 CB  HB   SING N N 41 
PL5 CB  HBB  SING N N 42 
PL5 C   CA   SING N N 43 
PL5 N   CA   SING N N 44 
PL5 CA  HA   SING N N 45 
PL5 OXT C    DOUB N N 46 
PL5 O   C    SING N N 47 
PL5 O   HO   SING N N 48 
PL5 N   HN   SING N N 49 
PL5 N   HNA  SING N N 50 
# 
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 
PL5 SMILES           ACDLabs              10.04 O=C(O)C(N)CCCC(/N=C/c1c(cnc(c1O)C)COP(=O)(O)O)C(=O)O                                                                                                                                                  
PL5 InChI            InChI                1.02b InChI=1/C15H22N3O9P/c1-8-13(19)10(9(5-17-8)7-27-28(24,25)26)6-18-12(15(22)23)4-2-3-11(16)14(20)21/h5-6,11-12,19H,2-4,7,16H2,1H3,(H,20,21)(H,22,23)(H2,24,25,26)/b18-6+/t11-,12-/m0/s1/f/h20,22,24-25H 
PL5 InChIKey         InChI                1.02b VHNMKXLQZMEZSG-QYCXTMOIDX                                                                                                                                                                             
PL5 SMILES_CANONICAL CACTVS               3.341 Cc1ncc(CO[P](O)(O)=O)c(C=N[C@@H](CCC[C@H](N)C(O)=O)C(O)=O)c1O                                                                                                                                         
PL5 SMILES           CACTVS               3.341 Cc1ncc(CO[P](O)(O)=O)c(C=N[CH](CCC[CH](N)C(O)=O)C(O)=O)c1O                                                                                                                                            
PL5 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 Cc1c(c(c(cn1)COP(=O)(O)O)\C=N\[C@@H](CCC[C@@H](C(=O)O)N)C(=O)O)O                                                                                                                                      
PL5 SMILES           "OpenEye OEToolkits" 1.5.0 Cc1c(c(c(cn1)COP(=O)(O)O)C=NC(CCCC(C(=O)O)N)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 
PL5 "SYSTEMATIC NAME" ACDLabs              10.04 "(2S,6S)-2-amino-6-{[(1E)-{3-hydroxy-2-methyl-5-[(phosphonooxy)methyl]pyridin-4-yl}methylidene]amino}heptanedioic acid" 
PL5 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S,6S)-2-amino-6-[[3-hydroxy-2-methyl-5-(phosphonooxymethyl)pyridin-4-yl]methylideneamino]heptanedioic acid"          
# 
