data_C6P # _chem_comp.id C6P _chem_comp.name "N-({3-HYDROXY-2-METHYL-5-[(PHOSPHONOOXY)METHYL]PYRIDIN-4-YL}METHYL)-L-CYSTEINE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C11 H17 N2 O7 P S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "4-((1-CARBOXY-2-THIOL-ETHYLAMINO)-METHYL)-3-HYDROXY-2-METHYL-5-PHOSPHONOOXYMETHYL-PYRIDINIUM" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2006-09-22 _chem_comp.pdbx_modified_date 2021-03-01 _chem_comp.pdbx_ambiguous_flag ? _chem_comp.pdbx_release_status REL _chem_comp.pdbx_replaced_by ? _chem_comp.pdbx_replaces ? _chem_comp.formula_weight 352.301 _chem_comp.one_letter_code ? _chem_comp.three_letter_code C6P _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 ? _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 C6P N N N 0 1 N N N 48.646 61.362 18.989 4.110 -1.644 -0.915 N C6P 1 C6P C C C 0 1 N N N 46.986 62.645 17.875 1.981 -2.028 -2.073 C C6P 2 C6P O O O 0 1 N N N 46.755 63.060 16.730 1.226 -2.527 -1.247 O C6P 3 C6P P P P 0 1 N N N 51.715 56.105 19.260 -0.133 0.705 1.385 P C6P 4 C6P OP3 OP3 O 0 1 N N N 51.019 55.049 20.041 -0.354 0.103 2.869 OP3 C6P 5 C6P OP1 OP1 O 0 1 N N N 53.153 55.826 19.059 -0.263 -0.596 0.433 OP1 C6P 6 C6P OP2 OP2 O 0 1 N N N 51.023 56.511 18.022 -1.029 1.851 1.017 OP2 C6P 7 C6P OP4 OP4 O 0 1 N N N 51.651 57.411 20.171 1.450 1.028 1.332 OP4 C6P 8 C6P C5M C5M C 0 1 N N N 50.447 57.808 20.807 2.362 -0.011 1.667 C5M C6P 9 C6P C5 C5 C 0 1 Y N N 50.572 59.189 21.434 3.757 0.497 1.553 C5 C6P 10 C6P C6 C6 C 0 1 Y N N 51.097 59.273 22.855 4.376 1.078 2.649 C6 C6P 11 C6P N1 N1 N 0 1 Y N N 51.194 60.592 23.438 5.637 1.565 2.636 N1 C6P 12 C6P C2 C2 C 0 1 Y N N 50.837 61.815 22.768 6.307 1.464 1.466 C2 C6P 13 C6P C2A C2A C 0 1 N N N 50.990 63.143 23.489 7.699 2.006 1.464 C2A C6P 14 C6P C3 C3 C 0 1 Y N N 50.302 61.773 21.358 5.779 0.902 0.315 C3 C6P 15 C6P O3 O3 O 0 1 N N N 49.941 62.985 20.720 6.508 0.832 -0.830 O3 C6P 16 C6P C4 C4 C 0 1 Y N N 50.156 60.433 20.666 4.482 0.414 0.374 C4 C6P 17 C6P C4A C4A C 0 1 N N N 49.616 60.320 19.245 3.863 -0.205 -0.846 C4A C6P 18 C6P CA CA C 0 1 N N S 47.524 61.251 18.065 3.487 -2.232 -2.074 CA C6P 19 C6P OXT OXT O 0 1 N N N 46.699 63.474 18.683 1.546 -1.246 -3.090 OXT C6P 20 C6P CB CB C 0 1 N N N 46.414 60.380 18.656 3.874 -3.703 -2.248 CB C6P 21 C6P SG SG S 0 1 N N N 46.155 58.755 17.900 3.283 -4.439 -3.809 SG C6P 22 C6P HN HN H 0 1 N N N 49.185 62.128 18.639 5.123 -1.799 -0.945 HN C6P 23 C6P HOP3 HOP3 H 0 0 N N N 50.871 54.291 19.488 -1.265 -0.110 3.164 HOP3 C6P 24 C6P HOP1 HOP1 H 0 0 N N N 53.337 55.766 18.129 -1.156 -0.942 0.222 HOP1 C6P 25 C6P H5M1 1H5M H 0 0 N N N 49.642 57.832 20.057 2.187 -0.861 0.993 H5M1 C6P 26 C6P H5M2 2H5M H 0 0 N N N 50.225 57.085 21.606 2.145 -0.353 2.689 H5M2 C6P 27 C6P H6 H6 H 0 1 N N N 51.385 58.389 23.405 3.863 1.173 3.601 H6 C6P 28 C6P H2A1 1H2A H 0 0 N N N 51.027 62.969 24.575 7.877 2.601 2.368 H2A1 C6P 29 C6P H2A2 2H2A H 0 0 N N N 51.921 63.631 23.164 8.439 1.198 1.426 H2A2 C6P 30 C6P H2A3 3H2A H 0 0 N N N 50.133 63.790 23.251 7.875 2.642 0.587 H2A3 C6P 31 C6P HO3 HO3 H 0 1 N N N 49.860 63.673 21.370 7.355 0.386 -0.665 HO3 C6P 32 C6P H4A1 1H4A H 0 0 N N N 49.134 59.339 19.119 2.779 -0.048 -0.851 H4A1 C6P 33 C6P H4A2 2H4A H 0 0 N N N 50.451 60.427 18.536 4.261 0.247 -1.761 H4A2 C6P 34 C6P HA HA H 0 1 N N N 47.855 60.794 17.120 3.870 -1.662 -2.928 HA C6P 35 C6P HOXT HOXT H 0 0 N N N 46.365 64.245 18.241 0.571 -1.136 -3.078 HOXT C6P 36 C6P HB1 1HB H 0 1 N N N 45.473 60.940 18.548 3.456 -4.298 -1.429 HB1 C6P 37 C6P HB2 2HB H 0 1 N N N 46.727 60.173 19.690 4.963 -3.818 -2.219 HB2 C6P 38 C6P HSG HSG H 0 1 N N N 46.093 58.882 16.608 2.843 -3.291 -4.339 HSG C6P 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 C6P N CA SING N N 1 C6P N C4A SING N N 2 C6P N HN SING N N 3 C6P C O DOUB N N 4 C6P C CA SING N N 5 C6P C OXT SING N N 6 C6P P OP2 DOUB N N 7 C6P P OP1 SING N N 8 C6P P OP3 SING N N 9 C6P P OP4 SING N N 10 C6P OP3 HOP3 SING N N 11 C6P OP1 HOP1 SING N N 12 C6P OP4 C5M SING N N 13 C6P C5M C5 SING N N 14 C6P C5M H5M1 SING N N 15 C6P C5M H5M2 SING N N 16 C6P C5 C4 SING Y N 17 C6P C5 C6 DOUB Y N 18 C6P C6 N1 SING Y N 19 C6P C6 H6 SING N N 20 C6P N1 C2 DOUB Y N 21 C6P C2 C3 SING Y N 22 C6P C2 C2A SING N N 23 C6P C2A H2A1 SING N N 24 C6P C2A H2A2 SING N N 25 C6P C2A H2A3 SING N N 26 C6P C3 C4 DOUB Y N 27 C6P C3 O3 SING N N 28 C6P O3 HO3 SING N N 29 C6P C4 C4A SING N N 30 C6P C4A H4A1 SING N N 31 C6P C4A H4A2 SING N N 32 C6P CA CB SING N N 33 C6P CA HA SING N N 34 C6P OXT HOXT SING N N 35 C6P CB SG SING N N 36 C6P CB HB1 SING N N 37 C6P CB HB2 SING N N 38 C6P SG HSG SING N N 39 # # 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 C6P SMILES ACDLabs 10.04 "O=C(O)C(NCc1c(cnc(c1O)C)COP(=O)(O)O)CS" C6P SMILES_CANONICAL CACTVS 3.341 "Cc1ncc(CO[P](O)(O)=O)c(CN[C@@H](CS)C(O)=O)c1O" C6P SMILES CACTVS 3.341 "Cc1ncc(CO[P](O)(O)=O)c(CN[CH](CS)C(O)=O)c1O" C6P SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "Cc1c(c(c(cn1)COP(=O)(O)O)CN[C@@H](CS)C(=O)O)O" C6P SMILES "OpenEye OEToolkits" 1.5.0 "Cc1c(c(c(cn1)COP(=O)(O)O)CNC(CS)C(=O)O)O" C6P InChI InChI 1.03 "InChI=1S/C11H17N2O7PS/c1-6-10(14)8(3-13-9(5-22)11(15)16)7(2-12-6)4-20-21(17,18)19/h2,9,13-14,22H,3-5H2,1H3,(H,15,16)(H2,17,18,19)/t9-/m0/s1" C6P InChIKey InChI 1.03 FPVGQJHHLSVHOT-VIFPVBQESA-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 C6P "SYSTEMATIC NAME" ACDLabs 10.04 "N-({3-hydroxy-2-methyl-5-[(phosphonooxy)methyl]pyridin-4-yl}methyl)-L-cysteine" C6P "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2R)-2-[[3-hydroxy-2-methyl-5-(phosphonooxymethyl)pyridin-4-yl]methylamino]-3-sulfanyl-propanoic 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 C6P "Create component" 2006-09-22 RCSB C6P "Modify descriptor" 2011-06-04 RCSB C6P "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id C6P _pdbx_chem_comp_synonyms.name "4-((1-CARBOXY-2-THIOL-ETHYLAMINO)-METHYL)-3-HYDROXY-2-METHYL-5-PHOSPHONOOXYMETHYL-PYRIDINIUM" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##