data_KAM # _chem_comp.id KAM _chem_comp.name "N-[7-KETO-8-AMINOPELARGONIC ACID]-[3-HYDROXY-2-METHYL-5-PHOSPHONOOXYMETHYL-PYRIDIN-4-YL-METHANE]" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C17 H27 N2 O8 P" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "N-PYRIDOXYL-7-KETO-8-AMINOPELARGONIC ACID-5'-MONOPHOSPHATE" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 1999-12-08 _chem_comp.pdbx_modified_date 2021-03-01 _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 418.379 _chem_comp.one_letter_code ? _chem_comp.three_letter_code KAM _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 1DJ9 _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # # 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 KAM N1 N1 N 0 1 Y N N 3.830 1.924 45.492 0.486 -1.135 5.627 N1 KAM 1 KAM C2 C2 C 0 1 Y N N 4.979 1.747 46.147 1.746 -0.799 5.429 C2 KAM 2 KAM C2A C2A C 0 1 N N N 5.138 2.246 47.524 2.790 -1.192 6.442 C2A KAM 3 KAM C3 C3 C 0 1 Y N N 5.938 0.965 45.468 2.120 -0.087 4.299 C3 KAM 4 KAM O3 O3 O 0 1 N N N 7.165 0.903 45.895 3.419 0.257 4.100 O3 KAM 5 KAM C4 C4 C 0 1 Y N N 5.651 0.535 44.139 1.145 0.268 3.372 C4 KAM 6 KAM C4A C4A C 0 1 N N N 6.774 -0.042 43.387 1.507 1.041 2.130 C4A KAM 7 KAM C5 C5 C 0 1 Y N N 4.424 0.905 43.521 -0.166 -0.100 3.621 C5 KAM 8 KAM C6 C6 C 0 1 Y N N 3.501 1.584 44.286 -0.460 -0.813 4.768 C6 KAM 9 KAM C5A C5A C 0 1 N N N 4.091 0.538 42.132 -1.258 0.261 2.647 C5A KAM 10 KAM OP4 OP4 O 0 1 N N N 3.320 -0.667 41.962 -2.507 -0.240 3.124 OP4 KAM 11 KAM P P P 0 1 N N N 3.583 -1.691 40.808 -3.622 0.180 2.041 P KAM 12 KAM OP1 OP1 O 0 1 N N N 2.515 -2.773 40.889 -3.284 -0.414 0.729 OP1 KAM 13 KAM OP2 OP2 O 0 1 N N N 3.437 -0.916 39.543 -5.063 -0.356 2.518 OP2 KAM 14 KAM OP3 OP3 O 0 1 N N N 4.956 -2.258 41.079 -3.663 1.784 1.909 OP3 KAM 15 KAM N9C N9C N 0 1 N N N 7.900 -0.264 43.950 1.836 0.104 1.048 N9C KAM 16 KAM C9C C9C C 0 1 N N N 8.280 -1.622 41.936 3.679 1.212 -0.123 C9C KAM 17 KAM C8C C8C C 0 1 N N S 8.924 -0.836 43.061 2.178 0.918 -0.126 C8C KAM 18 KAM C7C C7C C 0 1 N N N 9.793 0.305 42.556 1.815 0.166 -1.380 C7C KAM 19 KAM O7C O7C O 0 1 N N N 9.387 1.459 42.534 1.847 -1.040 -1.392 O7C KAM 20 KAM C6C C6C C 0 1 N N N 11.181 -0.088 42.087 1.413 0.921 -2.621 C6C KAM 21 KAM C5C C5C C 0 1 N N N 12.174 1.057 42.074 1.099 -0.071 -3.743 C5C KAM 22 KAM C4C C4C C 0 1 N N N 13.565 0.674 41.592 0.691 0.695 -5.003 C4C KAM 23 KAM C3C C3C C 0 1 N N N 14.525 1.853 41.503 0.377 -0.297 -6.124 C3C KAM 24 KAM C2C C2C C 0 1 N N N 15.753 1.551 40.661 -0.030 0.468 -7.384 C2C KAM 25 KAM C1C C1C C 0 1 N N N 16.878 2.564 40.739 -0.340 -0.508 -8.488 C1C KAM 26 KAM O1C O1C O 0 1 N N N 17.935 2.293 40.111 -0.722 -0.060 -9.694 O1C KAM 27 KAM O2C O2C O 0 1 N N N 16.738 3.617 41.409 -0.245 -1.696 -8.288 O2C KAM 28 KAM HA21 1HA2 H 0 0 N N N 6.098 2.098 48.071 2.885 -0.404 7.190 HA21 KAM 29 KAM HA22 2HA2 H 0 0 N N N 4.895 3.334 47.531 2.493 -2.121 6.929 HA22 KAM 30 KAM HA23 3HA2 H 0 0 N N N 4.312 1.826 48.145 3.747 -1.334 5.941 HA23 KAM 31 KAM HO3 HO3 H 0 1 N N N 7.810 0.376 45.438 3.545 1.122 4.513 HO3 KAM 32 KAM H4A1 1H4A H 0 0 N N N 6.426 -0.993 42.922 2.369 1.676 2.335 H4A1 KAM 33 KAM H4A2 2H4A H 0 0 N N N 6.955 0.597 42.491 0.663 1.662 1.829 H4A2 KAM 34 KAM HC6 HC6 H 0 1 N N N 2.493 1.856 43.930 -1.480 -1.107 4.965 HC6 KAM 35 KAM HA51 1HA5 H 0 0 N N N 3.576 1.389 41.629 -1.314 1.345 2.551 HA51 KAM 36 KAM HA52 2HA5 H 0 0 N N N 5.023 0.478 41.523 -1.037 -0.178 1.674 HA52 KAM 37 KAM HOP2 2HOP H 0 0 N N N 3.596 -1.537 38.842 -5.700 -0.084 1.844 HOP2 KAM 38 KAM HOP3 3HOP H 0 0 N N N 5.115 -2.879 40.378 -3.887 2.131 2.784 HOP3 KAM 39 KAM HNC9 9HNC H 0 0 N N N 7.775 -0.852 44.773 0.985 -0.387 0.822 HNC9 KAM 40 KAM HC91 1HC9 H 0 0 N N N 9.055 -2.055 41.262 4.233 0.274 -0.157 HC91 KAM 41 KAM HC92 2HC9 H 0 0 N N N 7.585 -2.404 42.323 3.932 1.816 -0.994 HC92 KAM 42 KAM HC93 3HC9 H 0 0 N N N 7.541 -1.006 41.372 3.941 1.756 0.784 HC93 KAM 43 KAM HC8 HC8 H 0 1 N N N 9.566 -1.562 43.611 1.623 1.856 -0.091 HC8 KAM 44 KAM HC61 1HC6 H 0 0 N N N 11.572 -0.938 42.691 0.529 1.523 -2.411 HC61 KAM 45 KAM HC62 2HC6 H 0 0 N N N 11.132 -0.575 41.085 2.231 1.572 -2.931 HC62 KAM 46 KAM HC51 1HC5 H 0 0 N N N 11.776 1.910 41.477 1.983 -0.673 -3.954 HC51 KAM 47 KAM HC52 2HC5 H 0 0 N N N 12.228 1.536 43.079 0.281 -0.722 -3.433 HC52 KAM 48 KAM HC41 1HC4 H 0 0 N N N 13.993 -0.136 42.227 -0.192 1.297 -4.792 HC41 KAM 49 KAM HC42 2HC4 H 0 0 N N N 13.510 0.135 40.617 1.509 1.346 -5.312 HC42 KAM 50 KAM HC31 1HC3 H 0 0 N N N 14.002 2.766 41.133 1.260 -0.899 -6.335 HC31 KAM 51 KAM HC32 2HC3 H 0 0 N N N 14.815 2.208 42.519 -0.440 -0.948 -5.814 HC32 KAM 52 KAM HC21 1HC2 H 0 0 N N N 16.140 0.535 40.908 -0.914 1.070 -7.173 HC21 KAM 53 KAM HC22 2HC2 H 0 0 N N N 15.454 1.398 39.597 0.786 1.119 -7.693 HC22 KAM 54 KAM HOC1 1HOC H 0 0 N N N 18.640 2.927 40.159 -0.921 -0.687 -10.402 HOC1 KAM 55 # # 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 KAM N1 C2 DOUB Y N 1 KAM N1 C6 SING Y N 2 KAM C2 C2A SING N N 3 KAM C2 C3 SING Y N 4 KAM C2A HA21 SING N N 5 KAM C2A HA22 SING N N 6 KAM C2A HA23 SING N N 7 KAM C3 O3 SING N N 8 KAM C3 C4 DOUB Y N 9 KAM O3 HO3 SING N N 10 KAM C4 C4A SING N N 11 KAM C4 C5 SING Y N 12 KAM C4A N9C SING N N 13 KAM C4A H4A1 SING N N 14 KAM C4A H4A2 SING N N 15 KAM C5 C6 DOUB Y N 16 KAM C5 C5A SING N N 17 KAM C6 HC6 SING N N 18 KAM C5A OP4 SING N N 19 KAM C5A HA51 SING N N 20 KAM C5A HA52 SING N N 21 KAM OP4 P SING N N 22 KAM P OP1 DOUB N N 23 KAM P OP2 SING N N 24 KAM P OP3 SING N N 25 KAM OP2 HOP2 SING N N 26 KAM OP3 HOP3 SING N N 27 KAM N9C C8C SING N N 28 KAM N9C HNC9 SING N N 29 KAM C9C C8C SING N N 30 KAM C9C HC91 SING N N 31 KAM C9C HC92 SING N N 32 KAM C9C HC93 SING N N 33 KAM C8C C7C SING N N 34 KAM C8C HC8 SING N N 35 KAM C7C O7C DOUB N N 36 KAM C7C C6C SING N N 37 KAM C6C C5C SING N N 38 KAM C6C HC61 SING N N 39 KAM C6C HC62 SING N N 40 KAM C5C C4C SING N N 41 KAM C5C HC51 SING N N 42 KAM C5C HC52 SING N N 43 KAM C4C C3C SING N N 44 KAM C4C HC41 SING N N 45 KAM C4C HC42 SING N N 46 KAM C3C C2C SING N N 47 KAM C3C HC31 SING N N 48 KAM C3C HC32 SING N N 49 KAM C2C C1C SING N N 50 KAM C2C HC21 SING N N 51 KAM C2C HC22 SING N N 52 KAM C1C O1C SING N N 53 KAM C1C O2C DOUB N N 54 KAM O1C HOC1 SING N N 55 # # 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 KAM SMILES ACDLabs 10.04 "O=C(O)CCCCCC(=O)C(NCc1c(cnc(c1O)C)COP(=O)(O)O)C" KAM SMILES_CANONICAL CACTVS 3.341 "C[C@H](NCc1c(O)c(C)ncc1CO[P](O)(O)=O)C(=O)CCCCCC(O)=O" KAM SMILES CACTVS 3.341 "C[CH](NCc1c(O)c(C)ncc1CO[P](O)(O)=O)C(=O)CCCCCC(O)=O" KAM SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "Cc1c(c(c(cn1)COP(=O)(O)O)CN[C@@H](C)C(=O)CCCCCC(=O)O)O" KAM SMILES "OpenEye OEToolkits" 1.5.0 "Cc1c(c(c(cn1)COP(=O)(O)O)CNC(C)C(=O)CCCCCC(=O)O)O" KAM InChI InChI 1.03 "InChI=1S/C17H27N2O8P/c1-11(15(20)6-4-3-5-7-16(21)22)19-9-14-13(10-27-28(24,25)26)8-18-12(2)17(14)23/h8,11,19,23H,3-7,9-10H2,1-2H3,(H,21,22)(H2,24,25,26)/t11-/m0/s1" KAM InChIKey InChI 1.03 YXEXNGWPUWJMIT-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 KAM "SYSTEMATIC NAME" ACDLabs 10.04 "(8S)-8-[({3-hydroxy-2-methyl-5-[(phosphonooxy)methyl]pyridin-4-yl}methyl)amino]-7-oxononanoic acid" KAM "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(8S)-8-[[3-hydroxy-2-methyl-5-(phosphonooxymethyl)pyridin-4-yl]methylamino]-7-oxo-nonanoic 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 KAM "Create component" 1999-12-08 EBI KAM "Modify descriptor" 2011-06-04 RCSB KAM "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id KAM _pdbx_chem_comp_synonyms.name "N-PYRIDOXYL-7-KETO-8-AMINOPELARGONIC ACID-5'-MONOPHOSPHATE" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##