data_9QJ # _chem_comp.id 9QJ _chem_comp.name "(1S,3S,4E)-3-({3-hydroxy-2-methyl-5-[(phosphonooxy)methyl]pyridin-4-yl}methyl)-4-iminocyclopentane-1-carboxylic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C14 H19 N2 O7 P" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-05-26 _chem_comp.pdbx_modified_date 2024-09-27 _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 358.284 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 9QJ _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 5VWO _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site RCSB _chem_comp.pdbx_pcm Y # 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.pdbx_backbone_atom_flag _chem_comp_atom.pdbx_n_terminal_atom_flag _chem_comp_atom.pdbx_c_terminal_atom_flag _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 9QJ C4A C1 C 0 1 N N N N N N 56.540 48.347 15.867 0.892 0.227 1.110 C4A 9QJ 1 9QJ CGF C2 C 0 1 N N S N N N 55.559 49.515 15.731 1.533 -0.489 -0.081 CGF 9QJ 2 9QJ CDF C3 C 0 1 N N N N N N 55.879 50.493 14.651 2.416 0.472 -0.849 CDF 9QJ 3 9QJ NF N1 N 0 1 N N N N N N 57.060 50.861 14.389 2.040 1.548 -1.429 NF 9QJ 4 9QJ CEF C4 C 0 1 N N N N N N 54.658 51.018 13.935 3.830 -0.078 -0.803 CEF 9QJ 5 9QJ CAF C5 C 0 1 N N S N N N 53.512 50.399 14.756 3.646 -1.597 -0.558 CAF 9QJ 6 9QJ CF C6 C 0 1 N N N N N N 52.277 50.141 13.917 4.874 -2.189 0.084 CF 9QJ 7 9QJ O1F O1 O 0 1 N N N N N N 52.188 50.703 12.803 4.799 -2.699 1.176 O1F 9QJ 8 9QJ O2F O2 O 0 1 N N N N N N 51.360 49.409 14.361 6.052 -2.149 -0.559 O2F 9QJ 9 9QJ CBF C7 C 0 1 N N N N N N 54.103 49.145 15.414 2.443 -1.631 0.419 CBF 9QJ 10 9QJ C4 C8 C 0 1 Y N N N N N 56.021 47.585 17.018 -0.024 1.314 0.608 C4 9QJ 11 9QJ C3 C9 C 0 1 Y N N N N N 56.068 48.207 18.358 0.411 2.633 0.532 C3 9QJ 12 9QJ O3 O3 O 0 1 N N N N N N 56.607 49.442 18.544 1.673 2.966 0.909 O3 9QJ 13 9QJ C2 C10 C 0 1 Y N N N N N 55.522 47.430 19.494 -0.463 3.604 0.065 C2 9QJ 14 9QJ C2A C11 C 0 1 N N N N N N 55.566 48.025 20.881 -0.007 5.037 -0.023 C2A 9QJ 15 9QJ N1 N2 N 0 1 Y N N N N N 55.002 46.200 19.285 -1.688 3.286 -0.303 N1 9QJ 16 9QJ C6 C12 C 0 1 Y N N N N N 54.949 45.611 18.072 -2.131 2.045 -0.243 C6 9QJ 17 9QJ C5 C13 C 0 1 Y N N N N N 55.408 46.239 16.920 -1.317 1.022 0.206 C5 9QJ 18 9QJ C5A C14 C 0 1 N N N N N N 55.301 45.512 15.596 -1.833 -0.393 0.264 C5A 9QJ 19 9QJ O4P O4 O 0 1 N N N N N N 56.604 45.147 15.141 -3.220 -0.409 -0.080 O4P 9QJ 20 9QJ P P1 P 0 1 N N N N N N 56.809 44.817 13.570 -4.097 -1.758 -0.122 P 9QJ 21 9QJ O2P O5 O 0 1 N N N N N N 55.798 43.782 13.144 -4.206 -2.374 1.362 O2P 9QJ 22 9QJ O3P O6 O 0 1 N N N N N N 58.221 44.272 13.403 -5.572 -1.422 -0.672 O3P 9QJ 23 9QJ O1P O7 O 0 1 N N N N N N 56.672 46.130 12.827 -3.448 -2.741 -1.018 O1P 9QJ 24 9QJ H1 H1 H 0 1 N N N N N N 56.543 47.729 14.957 0.319 -0.489 1.699 H1 9QJ 25 9QJ H2 H2 H 0 1 N N N N N N 57.559 48.712 16.065 1.672 0.667 1.732 H2 9QJ 26 9QJ H3 H3 H 0 1 N N N N N N 55.559 50.057 16.688 0.759 -0.889 -0.736 H3 9QJ 27 9QJ H4 H4 H 0 1 N N N N N N 57.731 50.421 14.986 1.107 1.815 -1.400 H4 9QJ 28 9QJ H5 H5 H 0 1 N N N N N N 54.621 52.117 13.963 4.337 0.095 -1.753 H5 9QJ 29 9QJ H6 H6 H 0 1 N N N N N N 54.630 50.676 12.890 4.389 0.375 0.016 H6 9QJ 30 9QJ H7 H7 H 0 1 N N N N N N 53.245 51.108 15.554 3.406 -2.113 -1.487 H7 9QJ 31 9QJ H8 H8 H 0 1 N N N N N N 50.649 49.374 13.732 6.812 -2.542 -0.107 H8 9QJ 32 9QJ H9 H9 H 0 1 N N N N N N 53.557 48.898 16.336 2.772 -1.439 1.440 H9 9QJ 33 9QJ H10 H10 H 0 1 N N N N N N 54.062 48.290 14.723 1.926 -2.589 0.356 H10 9QJ 34 9QJ H11 H11 H 0 1 N N N N N N 56.551 49.677 19.463 2.305 3.003 0.178 H11 9QJ 35 9QJ H12 H12 H 0 1 N N N N N N 55.130 47.315 21.599 0.434 5.219 -1.004 H12 9QJ 36 9QJ H13 H13 H 0 1 N N N N N N 56.610 48.232 21.158 -0.860 5.700 0.120 H13 9QJ 37 9QJ H14 H14 H 0 1 N N N N N N 54.990 48.962 20.896 0.737 5.231 0.750 H14 9QJ 38 9QJ H15 H15 H 0 1 N N N N N N 54.535 44.616 17.994 -3.142 1.825 -0.553 H15 9QJ 39 9QJ H16 H16 H 0 1 N N N N N N 54.826 46.171 14.854 -1.276 -1.012 -0.440 H16 9QJ 40 9QJ H17 H17 H 0 1 N N N N N N 54.691 44.605 15.725 -1.704 -0.785 1.273 H17 9QJ 41 9QJ H18 H18 H 0 1 N N N N N N 55.239 44.145 12.467 -4.622 -1.782 2.004 H18 9QJ 42 9QJ H19 H19 H 0 1 N N N N N N 58.729 44.868 12.866 -6.157 -2.190 -0.724 H19 9QJ 43 # 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 9QJ O1F CF DOUB N N 1 9QJ O1P P DOUB N N 2 9QJ O2P P SING N N 3 9QJ O3P P SING N N 4 9QJ P O4P SING N N 5 9QJ CF O2F SING N N 6 9QJ CF CAF SING N N 7 9QJ CEF CDF SING N N 8 9QJ CEF CAF SING N N 9 9QJ NF CDF DOUB N N 10 9QJ CDF CGF SING N N 11 9QJ CAF CBF SING N N 12 9QJ O4P C5A SING N N 13 9QJ CBF CGF SING N N 14 9QJ C5A C5 SING N N 15 9QJ CGF C4A SING N N 16 9QJ C4A C4 SING N N 17 9QJ C5 C4 DOUB Y N 18 9QJ C5 C6 SING Y N 19 9QJ C4 C3 SING Y N 20 9QJ C6 N1 DOUB Y N 21 9QJ C3 O3 SING N N 22 9QJ C3 C2 DOUB Y N 23 9QJ N1 C2 SING Y N 24 9QJ C2 C2A SING N N 25 9QJ C4A H1 SING N N 26 9QJ C4A H2 SING N N 27 9QJ CGF H3 SING N N 28 9QJ NF H4 SING N N 29 9QJ CEF H5 SING N N 30 9QJ CEF H6 SING N N 31 9QJ CAF H7 SING N N 32 9QJ O2F H8 SING N N 33 9QJ CBF H9 SING N N 34 9QJ CBF H10 SING N N 35 9QJ O3 H11 SING N N 36 9QJ C2A H12 SING N N 37 9QJ C2A H13 SING N N 38 9QJ C2A H14 SING N N 39 9QJ C6 H15 SING N N 40 9QJ C5A H16 SING N N 41 9QJ C5A H17 SING N N 42 9QJ O2P H18 SING N N 43 9QJ O3P H19 SING N N 44 # 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 9QJ SMILES ACDLabs 12.01 "C(c1c(O)c(C)ncc1COP(O)(O)=O)C2\C(=N)CC(C2)C(O)=O" 9QJ InChI InChI 1.03 "InChI=1S/C14H19N2O7P/c1-7-13(17)11(10(5-16-7)6-23-24(20,21)22)3-8-2-9(14(18)19)4-12(8)15/h5,8-9,15,17H,2-4,6H2,1H3,(H,18,19)(H2,20,21,22)/b15-12+/t8-,9-/m0/s1" 9QJ InChIKey InChI 1.03 CTOWFYUCLIAQOJ-QEPOKVMRSA-N 9QJ SMILES_CANONICAL CACTVS 3.385 "Cc1ncc(CO[P](O)(O)=O)c(C[C@@H]2C[C@@H](CC2=N)C(O)=O)c1O" 9QJ SMILES CACTVS 3.385 "Cc1ncc(CO[P](O)(O)=O)c(C[CH]2C[CH](CC2=N)C(O)=O)c1O" 9QJ SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "[H]/N=C/1\C[C@H](C[C@H]1Cc2c(cnc(c2O)C)COP(=O)(O)O)C(=O)O" 9QJ SMILES "OpenEye OEToolkits" 2.0.6 "Cc1c(c(c(cn1)COP(=O)(O)O)CC2CC(CC2=N)C(=O)O)O" # 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 9QJ "SYSTEMATIC NAME" ACDLabs 12.01 "(1S,3S,4E)-3-({3-hydroxy-2-methyl-5-[(phosphonooxy)methyl]pyridin-4-yl}methyl)-4-iminocyclopentane-1-carboxylic acid" 9QJ "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "(1~{S},4~{S})-3-azanylidene-4-[[2-methyl-3-oxidanyl-5-(phosphonooxymethyl)pyridin-4-yl]methyl]cyclopentane-1-carboxylic 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 9QJ "Create component" 2017-05-26 RCSB 9QJ "Initial release" 2017-08-30 RCSB 9QJ "Modify PCM" 2024-09-27 PDBE # _pdbx_chem_comp_pcm.pcm_id 1 _pdbx_chem_comp_pcm.comp_id 9QJ _pdbx_chem_comp_pcm.modified_residue_id LYS _pdbx_chem_comp_pcm.type None _pdbx_chem_comp_pcm.category "Covalent chemical modification" _pdbx_chem_comp_pcm.position "Amino-acid side chain" _pdbx_chem_comp_pcm.polypeptide_position "Any position" _pdbx_chem_comp_pcm.comp_id_linking_atom C4A _pdbx_chem_comp_pcm.modified_residue_id_linking_atom NZ _pdbx_chem_comp_pcm.uniprot_specific_ptm_accession ? _pdbx_chem_comp_pcm.uniprot_generic_ptm_accession ? #