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 2020-06-17 _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 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" 5PA InChI InChI 1.03 "InChI=1S/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)" 5PA InChIKey InChI 1.03 ZMHRUAWWUAOOQN-UHFFFAOYSA-N # # 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" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 5PA "Create component" 1999-10-21 RCSB 5PA "Modify descriptor" 2011-06-04 RCSB 5PA "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 5PA _pdbx_chem_comp_synonyms.name "N-PYRIDOXYL-1-AMINO-CYCLOPROPANECARBOXYLIC ACID-5-MONOPHOSPHATE" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##