data_POI # _chem_comp.id POI _chem_comp.name "N~2~-ACETYL-N~5~-({3-HYDROXY-2-METHYL-5-[(PHOSPHONOOXY)METHYL]PYRIDIN-4-YL}METHYL)-L-ORNITHINE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C15 H24 N3 O8 P" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2004-06-21 _chem_comp.pdbx_modified_date 2011-06-04 _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 405.340 _chem_comp.one_letter_code ? _chem_comp.three_letter_code POI _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 1WKG _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 POI CM CM C 0 1 N N N 39.108 6.603 55.279 6.324 2.029 2.100 CM POI 1 POI CT CT C 0 1 N N N 37.667 6.423 55.758 5.850 0.703 1.563 CT POI 2 POI OT OT O 0 1 N N N 36.728 7.016 55.229 6.065 -0.315 2.185 OT POI 3 POI N N N 0 1 N N N 37.457 5.587 56.821 5.187 0.650 0.391 N POI 4 POI CA CA C 0 1 N N S 36.281 5.814 57.801 4.725 -0.639 -0.131 CA POI 5 POI C C C 0 1 N N N 36.417 7.166 58.551 5.842 -1.299 -0.899 C POI 6 POI OA OA O 0 1 N N N 37.550 7.668 58.739 5.646 -2.497 -1.470 OA POI 7 POI OB OB O 0 1 N N N 35.369 7.763 58.940 6.913 -0.749 -0.999 OB POI 8 POI CB CB C 0 1 N N N 36.224 4.643 58.760 3.531 -0.414 -1.061 CB POI 9 POI CG CG C 0 1 N N N 35.760 3.321 58.255 2.355 0.141 -0.255 CG POI 10 POI CD CD C 0 1 N N N 35.651 2.077 59.108 1.160 0.365 -1.185 CD POI 11 POI N4 N4 N 0 1 N N N 34.912 2.094 60.248 0.031 0.898 -0.411 N4 POI 12 POI C4A C4A C 0 1 N N N 33.583 1.859 60.279 -1.076 1.089 -1.358 C4A POI 13 POI C4 C4 C 0 1 Y N N 32.831 1.554 61.397 -2.274 1.637 -0.626 C4 POI 14 POI C3 C3 C 0 1 Y N N 33.244 0.517 62.321 -2.463 3.010 -0.495 C3 POI 15 POI O3 O3 O 0 1 N N N 34.391 -0.220 62.150 -1.568 3.883 -1.028 O3 POI 16 POI C2 C2 C 0 1 Y N N 32.440 0.214 63.490 -3.579 3.474 0.186 C2 POI 17 POI C2A C2A C 0 1 N N N 32.842 -0.886 64.495 -3.797 4.957 0.336 C2A POI 18 POI N1 N1 N 0 1 Y N N 31.257 0.947 63.708 -4.450 2.631 0.704 N1 POI 19 POI C6 C6 C 0 1 Y N N 30.825 1.970 62.823 -4.300 1.325 0.598 C6 POI 20 POI C5 C5 C 0 1 Y N N 31.571 2.291 61.685 -3.216 0.787 -0.071 C5 POI 21 POI C5A C5A C 0 1 N N N 30.983 3.443 60.789 -3.056 -0.707 -0.185 C5A POI 22 POI P P P 0 1 N N N 30.288 3.508 58.177 -3.911 -2.940 0.314 P POI 23 POI OP1 OP1 O 0 1 N N N 29.444 4.718 58.291 -3.764 -3.273 -1.121 OP1 POI 24 POI OP2 OP2 O 0 1 N N N 31.714 3.785 57.707 -2.576 -3.367 1.105 OP2 POI 25 POI OP3 OP3 O 0 1 N N N 29.634 2.459 57.282 -5.173 -3.733 0.922 OP3 POI 26 POI OP4 OP4 O 0 1 N N N 30.391 2.758 59.653 -4.146 -1.355 0.474 OP4 POI 27 POI HM1 1HM H 0 1 N N N 39.959 6.065 55.758 7.330 2.232 1.731 HM1 POI 28 POI HM2 2HM H 0 1 N N N 39.134 6.378 54.187 5.649 2.818 1.769 HM2 POI 29 POI HM3 3HM H 0 1 N N N 39.339 7.693 55.297 6.337 1.996 3.190 HM3 POI 30 POI HN HN H 0 1 N N N 38.141 4.833 56.879 5.015 1.464 -0.107 HN POI 31 POI HA HA H 0 1 N N N 35.324 5.871 57.230 4.425 -1.280 0.697 HA POI 32 POI HOA HOA H 0 1 N N N 37.633 8.495 59.198 6.363 -2.921 -1.963 HOA POI 33 POI HB1 1HB H 0 1 N N N 37.225 4.516 59.232 3.806 0.297 -1.840 HB1 POI 34 POI HB2 2HB H 0 1 N N N 35.603 4.929 59.640 3.244 -1.361 -1.519 HB2 POI 35 POI HG1 1HG H 0 1 N N N 34.761 3.483 57.785 2.080 -0.571 0.523 HG1 POI 36 POI HG2 2HG H 0 1 N N N 36.402 3.062 57.380 2.642 1.087 0.202 HG2 POI 37 POI HD1 1HD H 0 1 N N N 35.287 1.241 58.465 1.435 1.077 -1.964 HD1 POI 38 POI HD2 2HD H 0 1 N N N 36.680 1.733 59.361 0.873 -0.582 -1.643 HD2 POI 39 POI HN4 HN4 H 0 1 N N N 35.069 2.996 60.696 -0.254 0.168 0.225 HN4 POI 40 POI H4A1 1H4A H 0 0 N N N 33.097 2.745 59.808 -0.772 1.792 -2.135 H4A1 POI 41 POI H4A2 2H4A H 0 0 N N N 33.392 1.043 59.542 -1.334 0.133 -1.813 H4A2 POI 42 POI HO3 HO3 H 0 1 N N N 34.661 -0.899 62.755 -1.864 4.071 -1.929 HO3 POI 43 POI H2A1 1H2A H 0 0 N N N 32.224 -1.118 65.393 -4.382 5.325 -0.507 H2A1 POI 44 POI H2A2 2H2A H 0 0 N N N 32.982 -1.833 63.924 -4.333 5.154 1.264 H2A2 POI 45 POI H2A3 3H2A H 0 0 N N N 33.878 -0.666 64.842 -2.833 5.466 0.358 H2A3 POI 46 POI H6 H6 H 0 1 N N N 29.893 2.525 63.023 -5.036 0.667 1.036 H6 POI 47 POI H5A1 1H5A H 0 0 N N N 30.280 4.122 61.325 -3.047 -0.992 -1.238 H5A1 POI 48 POI H5A2 2H5A H 0 0 N N N 31.726 4.226 60.510 -2.118 -1.009 0.281 H5A2 POI 49 POI HP2 HP2 H 0 1 N N N 32.255 3.008 57.633 -2.714 -3.133 2.033 HP2 POI 50 POI HP3 HP3 H 0 1 N N N 30.175 1.682 57.208 -4.993 -4.676 0.806 HP3 POI 51 # 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 POI CM CT SING N N 1 POI CM HM1 SING N N 2 POI CM HM2 SING N N 3 POI CM HM3 SING N N 4 POI CT OT DOUB N N 5 POI CT N SING N N 6 POI N CA SING N N 7 POI N HN SING N N 8 POI CA C SING N N 9 POI CA CB SING N N 10 POI CA HA SING N N 11 POI C OA SING N N 12 POI C OB DOUB N N 13 POI OA HOA SING N N 14 POI CB CG SING N N 15 POI CB HB1 SING N N 16 POI CB HB2 SING N N 17 POI CG CD SING N N 18 POI CG HG1 SING N N 19 POI CG HG2 SING N N 20 POI CD N4 SING N N 21 POI CD HD1 SING N N 22 POI CD HD2 SING N N 23 POI N4 C4A SING N N 24 POI N4 HN4 SING N N 25 POI C4A C4 SING N N 26 POI C4A H4A1 SING N N 27 POI C4A H4A2 SING N N 28 POI C4 C3 SING Y N 29 POI C4 C5 DOUB Y N 30 POI C3 O3 SING N N 31 POI C3 C2 DOUB Y N 32 POI O3 HO3 SING N N 33 POI C2 C2A SING N N 34 POI C2 N1 SING Y N 35 POI C2A H2A1 SING N N 36 POI C2A H2A2 SING N N 37 POI C2A H2A3 SING N N 38 POI N1 C6 DOUB Y N 39 POI C6 C5 SING Y N 40 POI C6 H6 SING N N 41 POI C5 C5A SING N N 42 POI C5A OP4 SING N N 43 POI C5A H5A1 SING N N 44 POI C5A H5A2 SING N N 45 POI P OP1 DOUB N N 46 POI P OP2 SING N N 47 POI P OP3 SING N N 48 POI P OP4 SING N N 49 POI OP2 HP2 SING N N 50 POI OP3 HP3 SING N N 51 # 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 POI SMILES ACDLabs 10.04 "O=C(O)C(NC(=O)C)CCCNCc1c(cnc(c1O)C)COP(=O)(O)O" POI SMILES_CANONICAL CACTVS 3.341 "CC(=O)N[C@@H](CCCNCc1c(O)c(C)ncc1CO[P](O)(O)=O)C(O)=O" POI SMILES CACTVS 3.341 "CC(=O)N[CH](CCCNCc1c(O)c(C)ncc1CO[P](O)(O)=O)C(O)=O" POI SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "Cc1c(c(c(cn1)COP(=O)(O)O)CNCCC[C@@H](C(=O)O)NC(=O)C)O" POI SMILES "OpenEye OEToolkits" 1.5.0 "Cc1c(c(c(cn1)COP(=O)(O)O)CNCCCC(C(=O)O)NC(=O)C)O" POI InChI InChI 1.03 "InChI=1S/C15H24N3O8P/c1-9-14(20)12(11(6-17-9)8-26-27(23,24)25)7-16-5-3-4-13(15(21)22)18-10(2)19/h6,13,16,20H,3-5,7-8H2,1-2H3,(H,18,19)(H,21,22)(H2,23,24,25)/t13-/m0/s1" POI InChIKey InChI 1.03 QIZZUQLTAZUUFQ-ZDUSSCGKSA-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 POI "SYSTEMATIC NAME" ACDLabs 10.04 "N~2~-acetyl-N~5~-({3-hydroxy-2-methyl-5-[(phosphonooxy)methyl]pyridin-4-yl}methyl)-L-ornithine" POI "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-2-acetamido-5-[[3-hydroxy-2-methyl-5-(phosphonooxymethyl)pyridin-4-yl]methylamino]pentanoic 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 POI "Create component" 2004-06-21 RCSB POI "Modify descriptor" 2011-06-04 RCSB #