data_HEN # _chem_comp.id HEN _chem_comp.name "2-[(3-HYDROXY-2-METHYL-5-PHOSPHONOOXYMETHYL-PYRIDIN-4-YLMETHYL)-IMINO]-5-PHOSPHONO-PENT-3-ENOIC ACID" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C13 H18 N2 O10 P2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2001-02-21 _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 424.237 _chem_comp.one_letter_code ? _chem_comp.three_letter_code HEN _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details "not provided" _chem_comp.pdbx_ideal_coordinates_missing_flag Y _chem_comp.pdbx_model_coordinates_db_code 1I41 _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 HEN N1 N1 N 0 1 Y N N 26.754 170.251 27.073 ? ? ? N1 HEN 1 HEN C2 C2 C 0 1 Y N N 26.499 171.203 26.075 ? ? ? C2 HEN 2 HEN C2A C2A C 0 1 N N N 26.746 170.718 24.678 ? ? ? C2A HEN 3 HEN C3 C3 C 0 1 Y N N 26.048 172.499 26.485 ? ? ? C3 HEN 4 HEN O3 O3 O 0 1 N N N 25.805 173.393 25.567 ? ? ? O3 HEN 5 HEN C4 C4 C 0 1 Y N N 25.891 172.742 27.939 ? ? ? C4 HEN 6 HEN C4A C4A C 0 1 N N N 25.432 174.130 28.458 ? ? ? C4A HEN 7 HEN C5 C5 C 0 1 Y N N 26.203 171.644 28.891 ? ? ? C5 HEN 8 HEN C6 C6 C 0 1 Y N N 26.626 170.426 28.429 ? ? ? C6 HEN 9 HEN C5A C5A C 0 1 N N N 26.038 171.902 30.404 ? ? ? C5A HEN 10 HEN OP4 OP4 O 0 1 N N N 24.775 171.456 30.861 ? ? ? OP4 HEN 11 HEN P P P 0 1 N N N 23.951 172.314 31.995 ? ? ? P HEN 12 HEN OP1 OP1 O 0 1 N N N 22.552 171.825 31.897 ? ? ? OP1 HEN 13 HEN OP2 OP2 O 0 1 N N N 24.012 173.740 31.694 ? ? ? OP2 HEN 14 HEN OP3 OP3 O 0 1 N N N 24.641 172.012 33.280 ? ? ? OP3 HEN 15 HEN N4A N4A N 0 1 N N N 25.153 175.266 27.700 ? ? ? N4A HEN 16 HEN CAI CAI C 0 1 N N N 24.967 176.468 27.905 ? ? ? CAI HEN 17 HEN CBC CBC C 0 1 N N N 24.727 177.425 26.687 ? ? ? CBC HEN 18 HEN O2B O2B O 0 1 N N N 23.724 177.176 25.848 ? ? ? O2B HEN 19 HEN O3B O3B O 0 1 N N N 25.450 178.397 26.447 ? ? ? O3B HEN 20 HEN CBI CBI C 0 1 N N N 25.008 177.021 29.323 ? ? ? CBI HEN 21 HEN CGI CGI C 0 1 N N N 25.705 178.154 29.541 ? ? ? CGI HEN 22 HEN CEI CEI C 0 1 N N N 25.825 178.788 30.901 ? ? ? CEI HEN 23 HEN PG PG P 0 1 N N N 26.864 180.362 30.694 ? ? ? PG HEN 24 HEN OG1 OG1 O 0 1 N N N 28.456 180.071 30.701 ? ? ? OG1 HEN 25 HEN OG2 OG2 O 0 1 N N N 26.583 181.205 31.871 ? ? ? OG2 HEN 26 HEN OG3 OG3 O 0 1 N N N 26.554 180.938 29.347 ? ? ? OG3 HEN 27 HEN H2A1 1H2A H 0 0 N N N 26.543 171.474 23.884 ? ? ? H2A1 HEN 28 HEN H2A2 2H2A H 0 0 N N N 27.784 170.322 24.581 ? ? ? H2A2 HEN 29 HEN H2A3 3H2A H 0 0 N N N 26.167 169.785 24.482 ? ? ? H2A3 HEN 30 HEN HO3 HO3 H 0 1 N N N 25.505 174.252 25.839 ? ? ? HO3 HEN 31 HEN H4A1 1H4A H 0 0 N N N 24.521 173.941 29.073 ? ? ? H4A1 HEN 32 HEN H4A2 2H4A H 0 0 N N N 26.193 174.442 29.210 ? ? ? H4A2 HEN 33 HEN HC6 HC6 H 0 1 N N N 26.857 169.607 29.130 ? ? ? HC6 HEN 34 HEN H5A1 1H5A H 0 0 N N N 26.870 171.449 30.991 ? ? ? H5A1 HEN 35 HEN H5A2 2H5A H 0 0 N N N 26.212 172.973 30.659 ? ? ? H5A2 HEN 36 HEN HP1O OHP1 H 0 0 N N N 22.075 172.321 32.552 ? ? ? HP1O HEN 37 HEN HP3O OHP3 H 0 0 N N N 24.164 172.507 33.935 ? ? ? HP3O HEN 38 HEN H2BO OH2B H 0 0 N N N 23.578 177.756 25.109 ? ? ? H2BO HEN 39 HEN HBIC CHBI H 0 0 N N N 24.520 176.590 30.214 ? ? ? HBIC HEN 40 HEN HGIC CHGI H 0 0 N N N 26.168 178.554 28.623 ? ? ? HGIC HEN 41 HEN HCE1 1HCE H 0 0 N N N 24.838 178.976 31.384 ? ? ? HCE1 HEN 42 HEN HCEC CHCE H 0 0 N N N 26.232 178.093 31.672 ? ? ? HCEC HEN 43 HEN HG1O OHG1 H 0 0 N N N 28.976 180.859 30.597 ? ? ? HG1O HEN 44 HEN HG2O OHG2 H 0 0 N N N 27.103 181.993 31.767 ? ? ? HG2O HEN 45 # 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 HEN N1 C2 DOUB Y N 1 HEN N1 C6 SING Y N 2 HEN C2 C2A SING N N 3 HEN C2 C3 SING Y N 4 HEN C2A H2A1 SING N N 5 HEN C2A H2A2 SING N N 6 HEN C2A H2A3 SING N N 7 HEN C3 O3 SING N N 8 HEN C3 C4 DOUB Y N 9 HEN O3 HO3 SING N N 10 HEN C4 C4A SING N N 11 HEN C4 C5 SING Y N 12 HEN C4A N4A SING N N 13 HEN C4A H4A1 SING N N 14 HEN C4A H4A2 SING N N 15 HEN C5 C6 DOUB Y N 16 HEN C5 C5A SING N N 17 HEN C6 HC6 SING N N 18 HEN C5A OP4 SING N N 19 HEN C5A H5A1 SING N N 20 HEN C5A H5A2 SING N N 21 HEN OP4 P SING N N 22 HEN P OP1 SING N N 23 HEN P OP2 DOUB N N 24 HEN P OP3 SING N N 25 HEN OP1 HP1O SING N N 26 HEN OP3 HP3O SING N N 27 HEN N4A CAI DOUB N N 28 HEN CAI CBC SING N N 29 HEN CAI CBI SING N N 30 HEN CBC O2B SING N N 31 HEN CBC O3B DOUB N N 32 HEN O2B H2BO SING N N 33 HEN CBI CGI DOUB N E 34 HEN CBI HBIC SING N N 35 HEN CGI CEI SING N N 36 HEN CGI HGIC SING N N 37 HEN CEI PG SING N N 38 HEN CEI HCE1 SING N N 39 HEN CEI HCEC SING N N 40 HEN PG OG1 SING N N 41 HEN PG OG2 SING N N 42 HEN PG OG3 DOUB N N 43 HEN OG1 HG1O SING N N 44 HEN OG2 HG2O SING N N 45 # 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 HEN SMILES ACDLabs 10.04 "O=P(O)(O)C/C=C/C(=N\Cc1c(cnc(c1O)C)COP(=O)(O)O)C(=O)O" HEN SMILES_CANONICAL CACTVS 3.341 "Cc1ncc(CO[P](O)(O)=O)c(CN=C(\C=C\C[P](O)(O)=O)C(O)=O)c1O" HEN SMILES CACTVS 3.341 "Cc1ncc(CO[P](O)(O)=O)c(CN=C(C=CC[P](O)(O)=O)C(O)=O)c1O" HEN SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "Cc1c(c(c(cn1)COP(=O)(O)O)C/N=C(\C=C\CP(=O)(O)O)/C(=O)O)O" HEN SMILES "OpenEye OEToolkits" 1.5.0 "Cc1c(c(c(cn1)COP(=O)(O)O)CN=C(C=CCP(=O)(O)O)C(=O)O)O" HEN InChI InChI 1.03 "InChI=1S/C13H18N2O10P2/c1-8-12(16)10(9(5-14-8)7-25-27(22,23)24)6-15-11(13(17)18)3-2-4-26(19,20)21/h2-3,5,16H,4,6-7H2,1H3,(H,17,18)(H2,19,20,21)(H2,22,23,24)/b3-2+,15-11+" HEN InChIKey InChI 1.03 VKWJKURKEYQKKW-ZCOJICPHSA-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 HEN "SYSTEMATIC NAME" ACDLabs 10.04 "(2E,3E)-2-[({3-hydroxy-2-methyl-5-[(phosphonooxy)methyl]pyridin-4-yl}methyl)imino]-5-phosphonopent-3-enoic acid" HEN "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(E,2E)-2-[[3-hydroxy-2-methyl-5-(phosphonooxymethyl)pyridin-4-yl]methylimino]-5-phosphono-pent-3-enoic 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 HEN "Create component" 2001-02-21 RCSB HEN "Modify descriptor" 2011-06-04 RCSB #