data_PL2
# 
_chem_comp.id                                    PL2 
_chem_comp.name                                  "(4-{[(4-{[AMINO(IMINO)METHYL]AMINO}BUTYL)AMINO]METHYL}-5-HYDROXY-6-METHYLPYRIDIN-3-YL)METHYL DIHYDROGEN PHOSPHATE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C13 H24 N5 O5 P" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2006-11-14 
_chem_comp.pdbx_modified_date                    2008-10-14 
_chem_comp.pdbx_ambiguous_flag                   ? 
_chem_comp.pdbx_release_status                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        361.334 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     PL2 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        ? 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        ? 
_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 
PL2 N1   N1   N 0 1 Y N N 113.331 72.434 49.345 5.337  -5.138 -2.948 N1   PL2 1  
PL2 C2   C2   C 0 1 Y N N 114.543 72.860 48.953 5.272  -3.849 -3.348 C2   PL2 2  
PL2 C2A  C2A  C 0 1 N N N 115.769 71.935 49.088 6.579  -3.197 -3.663 C2A  PL2 3  
PL2 C3   C3   C 0 1 Y N N 114.660 74.152 48.423 4.092  -3.134 -3.473 C3   PL2 4  
PL2 O3   O3   O 0 1 N N N 115.894 74.553 48.018 4.096  -1.837 -3.880 O3   PL2 5  
PL2 C4   C4   C 0 1 Y N N 113.543 75.001 48.289 2.907  -3.787 -3.167 C4   PL2 6  
PL2 C4A  C4A  C 0 1 N N N 113.633 76.447 47.717 1.601  -3.057 -3.286 C4A  PL2 7  
PL2 C5   C5   C 0 1 Y N N 112.307 74.478 48.719 2.927  -5.111 -2.753 C5   PL2 8  
PL2 C6   C6   C 0 1 Y N N 112.238 73.200 49.242 4.160  -5.738 -2.661 C6   PL2 9  
PL2 P    P    P 0 1 N N N 109.177 76.447 47.446 -0.174 -7.369 -3.452 P    PL2 10 
PL2 N    N    N 0 1 N N N 114.759 76.617 46.771 1.235  -2.388 -2.044 N    PL2 11 
PL2 CA   CA   C 0 1 N N N 115.356 77.955 46.883 -0.039 -1.697 -2.179 CA   PL2 12 
PL2 CG   CG   C 0 1 N N N 114.959 80.446 46.666 -1.731 -0.182 -1.052 CG   PL2 13 
PL2 OP2  OP2  O 0 1 N N N 108.978 77.123 46.004 -0.641 -8.010 -4.727 OP2  PL2 14 
PL2 OP3  OP3  O 0 1 N N N 109.075 77.655 48.532 -1.226 -6.352 -2.764 OP3  PL2 15 
PL2 OP1  OP1  O 0 1 N N N 108.174 75.370 47.697 0.180  -8.401 -2.259 OP1  PL2 16 
PL2 OP4  OP4  O 0 1 N N N 110.701 75.930 47.413 1.180  -6.495 -3.581 OP4  PL2 17 
PL2 C5M  C5M  C 0 1 N N N 111.019 75.320 48.614 1.684  -5.857 -2.413 C5M  PL2 18 
PL2 CB   CB   C 0 1 N N N 114.306 79.062 46.651 -0.404 -0.936 -0.911 CB   PL2 19 
PL2 CD   CD   C 0 1 N N N 113.916 81.557 46.398 -2.114 0.568  0.220  CD   PL2 20 
PL2 NE   NE   N 0 1 N N N 114.636 82.843 46.535 -3.348 1.291  0.079  NE   PL2 21 
PL2 CZ   CZ   C 0 1 N N N 114.073 84.054 46.662 -3.984 2.057  1.040  CZ   PL2 22 
PL2 NH2  NH2  N 0 1 N N N 114.873 85.140 46.794 -5.111 2.669  0.789  NH2  PL2 23 
PL2 NH1  NH1  N 0 1 N N N 112.744 84.194 46.653 -3.374 2.142  2.267  NH1  PL2 24 
PL2 H2A1 1H2A H 0 0 N N N 116.174 71.715 48.089 6.414  -2.254 -4.197 H2A1 PL2 25 
PL2 H2A2 2H2A H 0 0 N N N 116.539 72.434 49.695 7.147  -2.987 -2.748 H2A2 PL2 26 
PL2 H2A3 3H2A H 0 0 N N N 115.468 70.996 49.576 7.205  -3.848 -4.286 H2A3 PL2 27 
PL2 HO3  HO3  H 0 1 N N N 115.903 74.647 47.073 3.401  -1.336 -3.422 HO3  PL2 28 
PL2 H4A1 1H4A H 0 0 N N N 113.775 77.144 48.556 1.653  -2.299 -4.074 H4A1 PL2 29 
PL2 H4A2 2H4A H 0 0 N N N 112.701 76.648 47.168 0.789  -3.744 -3.547 H4A2 PL2 30 
PL2 H6   H6   H 0 1 N N N 111.286 72.813 49.573 4.243  -6.773 -2.343 H6   PL2 31 
PL2 HN   HN   H 0 1 N N N 114.419 76.492 45.839 1.960  -1.713 -1.801 HN   PL2 32 
PL2 HA1  1HA  H 0 1 N N N 116.149 78.054 46.127 -0.805 -2.437 -2.432 HA1  PL2 33 
PL2 HA2  2HA  H 0 1 N N N 115.762 78.070 47.899 0.050  -1.002 -3.020 HA2  PL2 34 
PL2 HG1  1HG  H 0 1 N N N 115.731 80.485 45.883 -2.531 -0.884 -1.319 HG1  PL2 35 
PL2 HG2  2HG  H 0 1 N N N 115.402 80.614 47.659 -1.648 0.541  -1.871 HG2  PL2 36 
PL2 HOP3 HOP3 H 0 0 N N N 109.055 77.292 49.410 -2.155 -6.642 -2.642 HOP3 PL2 37 
PL2 HOP1 HOP1 H 0 0 N N N 107.961 74.938 46.878 -0.457 -9.115 -2.044 HOP1 PL2 38 
PL2 H5M1 1H5M H 0 0 N N N 111.118 76.128 49.354 1.871  -6.624 -1.648 H5M1 PL2 39 
PL2 H5M2 2H5M H 0 0 N N N 110.211 74.588 48.762 0.910  -5.183 -2.019 H5M2 PL2 40 
PL2 HB1  1HB  H 0 1 N N N 113.552 79.013 47.450 0.397  -0.222 -0.685 HB1  PL2 41 
PL2 HB2  2HB  H 0 1 N N N 113.839 78.904 45.668 -0.461 -1.639 -0.072 HB2  PL2 42 
PL2 HD1  1HD  H 0 1 N N N 113.092 81.496 47.124 -1.341 1.302  0.468  HD1  PL2 43 
PL2 HD2  2HD  H 0 1 N N N 113.471 81.454 45.397 -2.221 -0.115 1.068  HD2  PL2 44 
PL2 HNE  HNE  H 0 1 N N N 115.635 82.806 46.533 -3.803 1.228  -0.832 HNE  PL2 45 
PL2 HNH2 HNH2 H 0 0 N N N 115.836 84.870 46.780 -5.382 2.468  -0.181 HNH2 PL2 46 
PL2 HH11 1HH1 H 0 0 N N N 112.492 85.156 46.758 -2.499 1.673  2.471  HH11 PL2 47 
PL2 HH12 2HH1 H 0 0 N N N 112.093 83.442 46.555 -3.785 2.687  3.017  HH12 PL2 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 
PL2 N1  C2   DOUB Y N 1  
PL2 N1  C6   SING Y N 2  
PL2 C2  C3   SING Y N 3  
PL2 C2  C2A  SING N N 4  
PL2 C2A H2A1 SING N N 5  
PL2 C2A H2A2 SING N N 6  
PL2 C2A H2A3 SING N N 7  
PL2 C3  O3   SING N N 8  
PL2 C3  C4   DOUB Y N 9  
PL2 O3  HO3  SING N N 10 
PL2 C4  C4A  SING N N 11 
PL2 C4  C5   SING Y N 12 
PL2 C4A N    SING N N 13 
PL2 C4A H4A1 SING N N 14 
PL2 C4A H4A2 SING N N 15 
PL2 C5  C5M  SING N N 16 
PL2 C5  C6   DOUB Y N 17 
PL2 C6  H6   SING N N 18 
PL2 P   OP2  DOUB N N 19 
PL2 P   OP4  SING N N 20 
PL2 P   OP1  SING N N 21 
PL2 P   OP3  SING N N 22 
PL2 N   CA   SING N N 23 
PL2 N   HN   SING N N 24 
PL2 CA  CB   SING N N 25 
PL2 CA  HA1  SING N N 26 
PL2 CA  HA2  SING N N 27 
PL2 CG  CD   SING N N 28 
PL2 CG  CB   SING N N 29 
PL2 CG  HG1  SING N N 30 
PL2 CG  HG2  SING N N 31 
PL2 OP3 HOP3 SING N N 32 
PL2 OP1 HOP1 SING N N 33 
PL2 OP4 C5M  SING N N 34 
PL2 C5M H5M1 SING N N 35 
PL2 C5M H5M2 SING N N 36 
PL2 CB  HB1  SING N N 37 
PL2 CB  HB2  SING N N 38 
PL2 CD  NE   SING N N 39 
PL2 CD  HD1  SING N N 40 
PL2 CD  HD2  SING N N 41 
PL2 NE  CZ   SING N N 42 
PL2 NE  HNE  SING N N 43 
PL2 CZ  NH1  SING N N 44 
PL2 CZ  NH2  DOUB N Z 45 
PL2 NH2 HNH2 SING N N 46 
PL2 NH1 HH11 SING N N 47 
PL2 NH1 HH12 SING N N 48 
# 
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 
PL2 SMILES           ACDLabs              10.04 O=P(O)(O)OCc1cnc(c(O)c1CNCCCCNC(=[N@H])N)C                                                                                                                            
PL2 InChI            InChI                1.02b InChI=1/C13H24N5O5P/c1-9-12(19)11(7-16-4-2-3-5-17-13(14)15)10(6-18-9)8-23-24(20,21)22/h6,16,19H,2-5,7-8H2,1H3,(H4,14,15,17)(H2,20,21,22)/f/h14,17,20-21H,15H2/b14-13- 
PL2 InChIKey         InChI                1.02b SIKJBFNFPRPKQR-URVRCJGQDT                                                                                                                                             
PL2 SMILES_CANONICAL CACTVS               3.341 Cc1ncc(CO[P](O)(O)=O)c(CNCCCCNC(N)=N)c1O                                                                                                                              
PL2 SMILES           CACTVS               3.341 Cc1ncc(CO[P](O)(O)=O)c(CNCCCCNC(N)=N)c1O                                                                                                                              
PL2 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 [H]/N=C(/N)\NCCCCNCc1c(cnc(c1O)C)COP(=O)(O)O                                                                                                                          
PL2 SMILES           "OpenEye OEToolkits" 1.5.0 [H]N=C(N)NCCCCNCc1c(cnc(c1O)C)COP(=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 
PL2 "SYSTEMATIC NAME" ACDLabs              10.04 "(4-{[(4-carbamimidamidobutyl)amino]methyl}-5-hydroxy-6-methylpyridin-3-yl)methyl dihydrogen phosphate" 
PL2 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[4-[(4-carbamimidamidobutylamino)methyl]-5-hydroxy-6-methyl-pyridin-3-yl]methyl dihydrogen phosphate"  
# 
