data_N5F # _chem_comp.id N5F _chem_comp.name "(2S)-2-[({3-hydroxy-2-methyl-5-[(phosphonooxy)methyl]pyridin-4-yl}methyl)amino]hexanedioic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C14 H21 N2 O9 P" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2008-03-03 _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 392.298 _chem_comp.one_letter_code ? _chem_comp.three_letter_code N5F _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 3CBF _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site PDBJ # 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 N5F OAM OAM O 0 1 N N N 3.616 3.104 -12.559 3.727 -1.112 -0.133 OAM N5F 1 N5F PAT PAT P 0 1 N N N 4.352 1.786 -12.959 3.072 -2.373 0.624 PAT N5F 2 N5F OAZ OAZ O 0 1 N N N 5.853 2.043 -13.306 3.856 -3.716 0.207 OAZ N5F 3 N5F OAU OAU O 0 1 N N N 3.610 1.001 -14.015 3.173 -2.177 2.088 OAU N5F 4 N5F OAS OAS O 0 1 N N N 4.295 1.035 -11.549 1.523 -2.504 0.206 OAS N5F 5 N5F CAR CAR C 0 1 N N N 4.100 -0.386 -11.466 0.542 -1.518 0.535 CAR N5F 6 N5F CAQ CAQ C 0 1 Y N N 4.963 -0.997 -10.369 -0.800 -1.946 -0.002 CAQ N5F 7 N5F CAY CAY C 0 1 Y N N 6.025 -1.790 -10.801 -0.929 -3.136 -0.692 CAY N5F 8 N5F NAX NAX N 0 1 Y N N 6.843 -2.348 -9.918 -2.099 -3.520 -1.165 NAX N5F 9 N5F CAW CAW C 0 1 Y N N 6.680 -2.253 -8.610 -3.186 -2.793 -1.003 CAW N5F 10 N5F CAV CAV C 0 1 N N N 7.667 -2.960 -7.686 -4.498 -3.278 -1.564 CAV N5F 11 N5F CAO CAO C 0 1 Y N N 5.629 -1.478 -8.112 -3.135 -1.586 -0.321 CAO N5F 12 N5F OAN OAN O 0 1 N N N 5.498 -1.323 -6.783 -4.259 -0.840 -0.156 OAN N5F 13 N5F CAP CAP C 0 1 Y N N 4.743 -0.814 -8.987 -1.919 -1.153 0.196 CAP N5F 14 N5F CAK CAK C 0 1 N N N 3.532 0.052 -8.508 -1.820 0.149 0.949 CAK N5F 15 N5F N N N 0 1 N N N 3.582 0.313 -7.061 -1.525 1.237 0.007 N N5F 16 N5F CA CA C 0 1 N N S 2.448 0.929 -6.330 -1.421 2.525 0.707 CA N5F 17 N5F C C C 0 1 N N N 1.710 -0.049 -5.414 -2.796 3.122 0.867 C N5F 18 N5F OXT OXT O 0 1 N N N 2.047 -1.260 -5.439 -2.945 4.306 1.482 OXT N5F 19 N5F O O O 0 1 N N N 0.805 0.427 -4.704 -3.763 2.535 0.442 O N5F 20 N5F CB CB C 0 1 N N N 1.539 1.842 -7.190 -0.543 3.478 -0.106 CB N5F 21 N5F CAG CAG C 0 1 N N N 0.357 1.088 -7.854 0.885 2.931 -0.163 CAG N5F 22 N5F CAH CAH C 0 1 N N N -0.897 1.955 -7.717 1.764 3.884 -0.977 CAH N5F 23 N5F CAI CAI C 0 1 N N N -2.142 1.420 -8.447 3.170 3.346 -1.033 CAI N5F 24 N5F OAB OAB O 0 1 N N N -3.192 2.080 -8.262 3.442 2.307 -0.479 OAB N5F 25 N5F OAJ OAJ O 0 1 N N N -2.029 0.369 -9.125 4.121 4.021 -1.698 OAJ N5F 26 N5F HOAM HOAM H 0 0 N N N 3.467 3.112 -11.621 3.696 -1.173 -1.097 HOAM N5F 27 N5F HOAZ HOAZ H 0 0 N N N 5.956 2.095 -14.249 4.797 -3.707 0.430 HOAZ N5F 28 N5F HAR HAR H 0 1 N N N 3.042 -0.588 -11.241 0.483 -1.411 1.618 HAR N5F 29 N5F HARA HARA H 0 0 N N N 4.388 -0.835 -12.428 0.823 -0.563 0.091 HARA N5F 30 N5F HAY HAY H 0 1 N N N 6.182 -1.951 -11.857 -0.061 -3.760 -0.845 HAY N5F 31 N5F HAV HAV H 0 1 N N N 8.613 -3.130 -8.221 -5.010 -3.885 -0.818 HAV N5F 32 N5F HAVA HAVA H 0 0 N N N 7.854 -2.334 -6.801 -5.120 -2.422 -1.826 HAVA N5F 33 N5F HAVB HAVB H 0 0 N N N 7.246 -3.926 -7.370 -4.312 -3.879 -2.455 HAVB N5F 34 N5F HOAN HOAN H 0 0 N N N 5.467 -2.176 -6.366 -4.753 -1.045 0.649 HOAN N5F 35 N5F HAK HAK H 0 1 N N N 3.555 1.014 -9.040 -2.765 0.350 1.453 HAK N5F 36 N5F HAKA HAKA H 0 0 N N N 2.608 -0.504 -8.724 -1.021 0.081 1.687 HAKA N5F 37 N5F HN HN H 0 1 N N N 3.720 -0.581 -6.634 -0.687 1.043 -0.520 HN N5F 38 N5F HA HA H 0 1 N N N 2.917 1.645 -5.639 -0.976 2.369 1.689 HA N5F 39 N5F HOXT HOXT H 0 0 N N N 1.505 -1.753 -4.834 -3.846 4.648 1.561 HOXT N5F 40 N5F HB HB H 0 1 N N N 1.124 2.624 -6.538 -0.940 3.564 -1.118 HB N5F 41 N5F HBA HBA H 0 1 N N N 2.161 2.252 -8.000 -0.538 4.460 0.366 HBA N5F 42 N5F HAG HAG H 0 1 N N N 0.576 0.910 -8.917 1.282 2.845 0.848 HAG N5F 43 N5F HAGA HAGA H 0 0 N N N 0.203 0.115 -7.364 0.880 1.949 -0.636 HAGA N5F 44 N5F HAH HAH H 0 1 N N N -1.141 2.022 -6.646 1.367 3.970 -1.988 HAH N5F 45 N5F HAHA HAHA H 0 0 N N N -0.657 2.923 -8.181 1.769 4.866 -0.504 HAHA N5F 46 N5F HOAJ HOAJ H 0 0 N N N -2.874 0.135 -9.490 5.008 3.636 -1.706 HOAJ N5F 47 # 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 N5F OAM PAT SING N N 1 N5F PAT OAZ SING N N 2 N5F PAT OAU DOUB N N 3 N5F PAT OAS SING N N 4 N5F OAS CAR SING N N 5 N5F CAR CAQ SING N N 6 N5F CAQ CAY DOUB Y N 7 N5F CAQ CAP SING Y N 8 N5F CAY NAX SING Y N 9 N5F NAX CAW DOUB Y N 10 N5F CAW CAV SING N N 11 N5F CAW CAO SING Y N 12 N5F CAO OAN SING N N 13 N5F CAO CAP DOUB Y N 14 N5F CAP CAK SING N N 15 N5F CAK N SING N N 16 N5F N CA SING N N 17 N5F CA C SING N N 18 N5F CA CB SING N N 19 N5F C OXT SING N N 20 N5F C O DOUB N N 21 N5F CB CAG SING N N 22 N5F CAG CAH SING N N 23 N5F CAH CAI SING N N 24 N5F CAI OAB DOUB N N 25 N5F CAI OAJ SING N N 26 N5F OAM HOAM SING N N 27 N5F OAZ HOAZ SING N N 28 N5F CAR HAR SING N N 29 N5F CAR HARA SING N N 30 N5F CAY HAY SING N N 31 N5F CAV HAV SING N N 32 N5F CAV HAVA SING N N 33 N5F CAV HAVB SING N N 34 N5F OAN HOAN SING N N 35 N5F CAK HAK SING N N 36 N5F CAK HAKA SING N N 37 N5F N HN SING N N 38 N5F CA HA SING N N 39 N5F OXT HOXT SING N N 40 N5F CB HB SING N N 41 N5F CB HBA SING N N 42 N5F CAG HAG SING N N 43 N5F CAG HAGA SING N N 44 N5F CAH HAH SING N N 45 N5F CAH HAHA SING N N 46 N5F OAJ HOAJ SING N N 47 # 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 N5F SMILES ACDLabs 10.04 "O=C(O)C(NCc1c(cnc(c1O)C)COP(=O)(O)O)CCCC(=O)O" N5F SMILES_CANONICAL CACTVS 3.341 "Cc1ncc(CO[P](O)(O)=O)c(CN[C@@H](CCCC(O)=O)C(O)=O)c1O" N5F SMILES CACTVS 3.341 "Cc1ncc(CO[P](O)(O)=O)c(CN[CH](CCCC(O)=O)C(O)=O)c1O" N5F SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "Cc1c(c(c(cn1)COP(=O)(O)O)CN[C@@H](CCCC(=O)O)C(=O)O)O" N5F SMILES "OpenEye OEToolkits" 1.5.0 "Cc1c(c(c(cn1)COP(=O)(O)O)CNC(CCCC(=O)O)C(=O)O)O" N5F InChI InChI 1.03 "InChI=1S/C14H21N2O9P/c1-8-13(19)10(9(5-15-8)7-25-26(22,23)24)6-16-11(14(20)21)3-2-4-12(17)18/h5,11,16,19H,2-4,6-7H2,1H3,(H,17,18)(H,20,21)(H2,22,23,24)/t11-/m0/s1" N5F InChIKey InChI 1.03 VAICOQQXLDOKQG-NSHDSACASA-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 N5F "SYSTEMATIC NAME" ACDLabs 10.04 "(2S)-2-[({3-hydroxy-2-methyl-5-[(phosphonooxy)methyl]pyridin-4-yl}methyl)amino]hexanedioic acid" N5F "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-2-[[3-hydroxy-2-methyl-5-(phosphonooxymethyl)pyridin-4-yl]methylamino]hexanedioic 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 N5F "Create component" 2008-03-03 PDBJ N5F "Modify aromatic_flag" 2011-06-04 RCSB N5F "Modify descriptor" 2011-06-04 RCSB #