data_5PA
# 
_chem_comp.id                                    5PA 
_chem_comp.name                                  "N-[3-HYDROXY-2-METHYL-5-PHOSPHONOOXYMETHYL-PYRIDIN-4-Y-LMETHYL]-1-AMINO-CYCLOPROPANECARBOXYLIC ACID" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C12 H17 N2 O7 P" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "N-PYRIDOXYL-1-AMINO-CYCLOPROPANECARBOXYLIC ACID-5-MONOPHOSPHATE" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     1999-10-21 
_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                        332.246 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     5PA 
_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        1D7R 
_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 
5PA C4   C4   C 0 1 Y N N 17.072 52.060 16.443 1.176  -0.324 -0.626 C4   5PA 1  
5PA C4A  C4A  C 0 1 N N N 16.803 51.423 17.735 -0.148 -0.648 -1.266 C4A  5PA 2  
5PA P    P    P 0 1 N N N 20.044 48.554 16.643 -0.946 -0.016 3.835  P    5PA 3  
5PA O1P  O1P  O 0 1 N N N 19.703 48.897 18.069 -1.518 -1.374 3.701  O1P  5PA 4  
5PA O2P  O2P  O 0 1 N N N 19.540 47.128 16.272 -0.611 0.274  5.382  O2P  5PA 5  
5PA O3P  O3P  O 0 1 N N N 21.407 48.694 16.126 -2.009 1.069  3.303  O3P  5PA 6  
5PA O4P  O4P  O 0 1 N N N 19.271 49.665 15.767 0.404  0.084  2.965  O4P  5PA 7  
5PA C5A  C5A  C 0 1 N N N 19.447 51.015 16.163 0.043  -0.182 1.608  C5A  5PA 8  
5PA C5   C5   C 0 1 Y N N 18.279 51.871 15.674 1.270  -0.102 0.737  C5   5PA 9  
5PA N1   N1   N 0 1 Y N N 17.557 53.293 13.967 3.582  0.264  0.536  N1   5PA 10 
5PA C6   C6   C 0 1 Y N N 18.505 52.479 14.477 2.503  0.192  1.290  C6   5PA 11 
5PA C2   C2   C 0 1 Y N N 16.379 53.542 14.608 3.536  0.060  -0.764 C2   5PA 12 
5PA C2A  C2A  C 0 1 N N N 15.419 54.493 13.949 4.800  0.154  -1.580 C2A  5PA 13 
5PA C3   C3   C 0 1 Y N N 16.129 52.893 15.864 2.334  -0.235 -1.392 C3   5PA 14 
5PA O3   O3   O 0 1 N N N 14.932 53.147 16.449 2.291  -0.443 -2.734 O3   5PA 15 
5PA N    N    N 0 1 N N N 16.928 52.125 18.818 -0.811 0.596  -1.678 N    5PA 16 
5PA C8   C8   C 0 1 N N N 16.420 51.770 20.192 -1.982 0.207  -2.476 C8   5PA 17 
5PA C7   C7   C 0 1 N N N 15.135 52.328 20.721 -1.748 0.093  -3.960 C7   5PA 18 
5PA O7   O7   O 0 1 N N N 14.025 51.664 20.539 -2.352 -0.729 -4.606 O7   5PA 19 
5PA O8   O8   O 0 1 N N N 15.144 53.389 21.348 -0.868 0.907  -4.565 O8   5PA 20 
5PA C9   C9   C 0 1 N N N 16.843 50.328 20.509 -2.978 -0.765 -1.841 C9   5PA 21 
5PA C10  C10  C 0 1 N N N 17.414 51.405 21.312 -3.351 0.709  -2.012 C10  5PA 22 
5PA H4A1 1H4A H 0 0 N N N 15.780 50.978 17.710 0.014  -1.279 -2.140 H4A1 5PA 23 
5PA H4A2 2H4A H 0 0 N N N 17.435 50.509 17.823 -0.778 -1.176 -0.550 H4A2 5PA 24 
5PA HOP2 2HOP H 0 0 N N N 19.755 46.911 15.372 -1.445 0.204  5.867  HOP2 5PA 25 
5PA HOP3 3HOP H 0 0 N N N 21.622 48.477 15.226 -1.598 1.938  3.407  HOP3 5PA 26 
5PA H5A1 1H5A H 0 0 N N N 19.597 51.108 17.263 -0.686 0.555  1.275  H5A1 5PA 27 
5PA H5A2 2H5A H 0 0 N N N 20.429 51.421 15.826 -0.388 -1.180 1.537  H5A2 5PA 28 
5PA H6   H6   H 0 1 N N N 19.446 52.313 13.926 2.582  0.366  2.353  H6   5PA 29 
5PA H2A1 1H2A H 0 0 N N N 14.456 54.696 14.473 5.277  -0.824 -1.626 H2A1 5PA 30 
5PA H2A2 2H2A H 0 0 N N N 15.938 55.458 13.743 4.557  0.488  -2.589 H2A2 5PA 31 
5PA H2A3 3H2A H 0 0 N N N 15.207 54.144 12.911 5.479  0.868  -1.115 H2A3 5PA 32 
5PA HO3  HO3  H 0 1 N N N 14.285 53.718 16.051 2.123  0.415  -3.146 HO3  5PA 33 
5PA HN   HN   H 0 1 N N N 16.543 53.045 18.603 -1.164 1.028  -0.837 HN   5PA 34 
5PA HO8  HO8  H 0 1 N N N 14.328 53.743 21.683 -0.718 0.834  -5.517 HO8  5PA 35 
5PA H91  1H9  H 0 1 N N N 16.284 49.393 20.752 -3.464 -1.486 -2.497 H91  5PA 36 
5PA H92  2H9  H 0 1 N N N 17.279 49.499 19.904 -2.765 -1.116 -0.831 H92  5PA 37 
5PA H101 1H10 H 0 0 N N N 18.454 51.720 21.560 -3.383 1.327  -1.115 H101 5PA 38 
5PA H102 2H10 H 0 0 N N N 17.463 51.615 22.405 -4.082 0.957  -2.781 H102 5PA 39 
# 
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 
5PA C4  C4A  SING N N 1  
5PA C4  C5   DOUB Y N 2  
5PA C4  C3   SING Y N 3  
5PA C4A N    SING N N 4  
5PA C4A H4A1 SING N N 5  
5PA C4A H4A2 SING N N 6  
5PA P   O1P  DOUB N N 7  
5PA P   O2P  SING N N 8  
5PA P   O3P  SING N N 9  
5PA P   O4P  SING N N 10 
5PA O2P HOP2 SING N N 11 
5PA O3P HOP3 SING N N 12 
5PA O4P C5A  SING N N 13 
5PA C5A C5   SING N N 14 
5PA C5A H5A1 SING N N 15 
5PA C5A H5A2 SING N N 16 
5PA C5  C6   SING Y N 17 
5PA N1  C6   DOUB Y N 18 
5PA N1  C2   SING Y N 19 
5PA C6  H6   SING N N 20 
5PA C2  C2A  SING N N 21 
5PA C2  C3   DOUB Y N 22 
5PA C2A H2A1 SING N N 23 
5PA C2A H2A2 SING N N 24 
5PA C2A H2A3 SING N N 25 
5PA C3  O3   SING N N 26 
5PA O3  HO3  SING N N 27 
5PA N   C8   SING N N 28 
5PA N   HN   SING N N 29 
5PA C8  C7   SING N N 30 
5PA C8  C9   SING N N 31 
5PA C8  C10  SING N N 32 
5PA C7  O7   DOUB N N 33 
5PA C7  O8   SING N N 34 
5PA O8  HO8  SING N N 35 
5PA C9  C10  SING N N 36 
5PA C9  H91  SING N N 37 
5PA C9  H92  SING N N 38 
5PA C10 H101 SING N N 39 
5PA C10 H102 SING N N 40 
# 
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 
5PA SMILES           ACDLabs              10.04 O=C(O)C2(NCc1c(cnc(c1O)C)COP(=O)(O)O)CC2                                                                                                       
5PA InChI            InChI                1.02b InChI=1/C12H17N2O7P/c1-7-10(15)9(5-14-12(2-3-12)11(16)17)8(4-13-7)6-21-22(18,19)20/h4,14-15H,2-3,5-6H2,1H3,(H,16,17)(H2,18,19,20)/f/h16,18-19H 
5PA InChIKey         InChI                1.02b ZMHRUAWWUAOOQN-VOCMTRERCL                                                                                                                      
5PA SMILES_CANONICAL CACTVS               3.341 Cc1ncc(CO[P](O)(O)=O)c(CNC2(CC2)C(O)=O)c1O                                                                                                     
5PA SMILES           CACTVS               3.341 Cc1ncc(CO[P](O)(O)=O)c(CNC2(CC2)C(O)=O)c1O                                                                                                     
5PA SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 Cc1c(c(c(cn1)COP(=O)(O)O)CNC2(CC2)C(=O)O)O                                                                                                     
5PA SMILES           "OpenEye OEToolkits" 1.5.0 Cc1c(c(c(cn1)COP(=O)(O)O)CNC2(CC2)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 
5PA "SYSTEMATIC NAME" ACDLabs              10.04 "1-[({3-hydroxy-2-methyl-5-[(phosphonooxy)methyl]pyridin-4-yl}methyl)amino]cyclopropanecarboxylic acid" 
5PA "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "1-[[3-hydroxy-2-methyl-5-(phosphonooxymethyl)pyridin-4-yl]methylamino]cyclopropane-1-carboxylic acid"  
# 
