data_EMS # _chem_comp.id EMS _chem_comp.name "(2E,3E)-5-carbamimidamido-2-{[(Z)-{3-hydroxy-2-methyl-5-[(phosphonooxy)methyl]pyridin-4(1H)-ylidene}methyl]imino}pent-3-enoic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C14 H20 N5 O7 P" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2018-01-22 _chem_comp.pdbx_modified_date 2018-04-09 _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 401.312 _chem_comp.one_letter_code ? _chem_comp.three_letter_code EMS _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 6C3D _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 EMS C2 C1 C 0 1 N N N -18.470 47.001 23.818 -3.441 -3.003 0.445 C2 EMS 1 EMS C3 C2 C 0 1 N N N -18.263 45.913 22.983 -2.115 -2.816 0.214 C3 EMS 2 EMS C4 C3 C 0 1 N N N -17.132 45.152 23.110 -1.627 -1.500 0.021 C4 EMS 3 EMS C5 C4 C 0 1 N N N -16.231 45.481 24.060 -2.541 -0.424 0.076 C5 EMS 4 EMS C6 C5 C 0 1 N N N -16.437 46.574 24.885 -3.850 -0.677 0.310 C6 EMS 5 EMS CB C6 C 0 1 N N N -16.405 41.734 20.610 2.391 -0.686 -0.607 CB EMS 6 EMS O3 O1 O 0 1 N N N -19.255 45.651 22.037 -1.268 -3.878 0.169 O3 EMS 7 EMS O1P O2 O 0 1 N N N -12.011 44.223 24.329 -2.129 4.065 1.020 O1P EMS 8 EMS O2P O3 O 0 1 N N N -12.999 42.904 22.480 -4.487 4.161 -0.140 O2P EMS 9 EMS O3P O4 O 0 1 N N N -11.872 45.072 21.966 -2.378 3.791 -1.477 O3P EMS 10 EMS O4P O5 O 0 1 N N N -14.089 45.109 23.203 -3.172 1.887 -0.022 O4P EMS 11 EMS N N1 N 0 1 N N N -17.893 43.528 21.544 0.585 -2.280 -0.270 N EMS 12 EMS P P1 P 0 1 N N N -12.674 44.295 22.971 -3.027 3.483 -0.183 P EMS 13 EMS C2A C7 C 0 1 N N N -19.734 47.849 23.676 -3.973 -4.397 0.659 C2A EMS 14 EMS C4A C8 C 0 1 N N N -16.875 44.081 22.362 -0.254 -1.269 -0.222 C4A EMS 15 EMS C5A C9 C 0 1 N N N -14.960 44.649 24.201 -2.063 0.991 -0.124 C5A EMS 16 EMS N1 N2 N 0 1 N N N -17.557 47.309 24.758 -4.290 -1.945 0.491 N1 EMS 17 EMS CA C10 C 0 1 N N N -17.753 42.493 20.730 1.897 -2.055 -0.400 CA EMS 18 EMS C C11 C 0 1 N N N -18.978 42.080 19.930 2.807 -3.132 -0.337 C EMS 19 EMS O O6 O 0 1 N N N -18.938 41.161 19.063 4.006 -2.917 -0.346 O EMS 20 EMS CG C12 C 0 1 N N N -16.226 40.629 21.338 3.701 -0.447 -0.624 CG EMS 21 EMS CD C13 C 0 1 N N N -14.809 40.238 21.708 4.207 0.970 -0.707 CD EMS 22 EMS NE N3 N 0 1 N N N -14.826 39.225 22.716 5.119 1.230 0.409 NE EMS 23 EMS CZ C14 C 0 1 N N N -14.135 39.494 23.942 5.709 2.464 0.542 CZ EMS 24 EMS NH1 N4 N 0 1 N N N -14.122 38.625 24.841 6.566 2.707 1.590 NH1 EMS 25 EMS NH2 N5 N 0 1 N N N -13.479 40.781 24.138 5.456 3.404 -0.324 NH2 EMS 26 EMS OXT O7 O 0 1 N N N -20.050 42.691 20.158 2.348 -4.401 -0.267 OXT EMS 27 EMS H1 H1 H 0 1 N N N -15.700 46.836 25.629 -4.552 0.143 0.353 H1 EMS 28 EMS H2 H2 H 0 1 N N N -15.628 42.092 19.951 1.692 0.125 -0.746 H2 EMS 29 EMS H4 H4 H 0 1 N N N -19.949 46.295 22.118 -1.699 -4.732 0.313 H4 EMS 30 EMS H5 H5 H 0 1 N N N -11.186 44.693 24.304 -2.495 3.899 1.899 H5 EMS 31 EMS H6 H6 H 0 1 N N N -12.629 42.779 21.614 -4.476 5.123 -0.232 H6 EMS 32 EMS H7 H7 H 0 1 N N N -19.718 48.659 24.420 -5.048 -4.354 0.833 H7 EMS 33 EMS H8 H8 H 0 1 N N N -19.774 48.281 22.665 -3.773 -5.002 -0.226 H8 EMS 34 EMS H9 H9 H 0 1 N N N -20.619 47.217 23.841 -3.482 -4.845 1.523 H9 EMS 35 EMS H10 H10 H 0 1 N N N -15.892 43.634 22.378 0.106 -0.261 -0.368 H10 EMS 36 EMS H12 H12 H 0 1 N N N -15.182 43.582 24.053 -1.326 1.237 0.640 H12 EMS 37 EMS H13 H13 H 0 1 N N N -14.514 44.796 25.196 -1.609 1.086 -1.111 H13 EMS 38 EMS H14 H14 H 0 1 N N N -17.067 40.030 21.654 4.401 -1.268 -0.578 H14 EMS 39 EMS H16 H16 H 0 1 N N N -14.293 39.855 20.816 4.735 1.113 -1.650 H16 EMS 40 EMS H17 H17 H 0 1 N N N -14.276 41.121 22.089 3.364 1.660 -0.655 H17 EMS 41 EMS H18 H18 H 0 1 N N N -15.304 38.359 22.571 5.308 0.530 1.054 H18 EMS 42 EMS H19 H19 H 0 1 N N N -13.658 38.809 25.707 6.754 2.008 2.235 H19 EMS 43 EMS H20 H20 H 0 1 N N N -14.576 37.746 24.694 6.982 3.579 1.684 H20 EMS 44 EMS H21 H21 H 0 1 N N N -13.050 40.850 25.039 5.872 4.276 -0.230 H21 EMS 45 EMS H22 H22 H 0 1 N N N -20.737 42.346 19.599 3.046 -5.070 -0.228 H22 EMS 46 EMS H3 H3 H 0 1 N N N -17.712 48.088 25.365 -5.233 -2.101 0.658 H3 EMS 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 EMS O C DOUB N N 1 EMS C OXT SING N N 2 EMS C CA SING N N 3 EMS CB CA SING N N 4 EMS CB CG DOUB N E 5 EMS CA N DOUB N N 6 EMS CG CD SING N N 7 EMS N C4A SING N N 8 EMS CD NE SING N N 9 EMS O3P P DOUB N N 10 EMS O3 C3 SING N N 11 EMS C4A C4 DOUB N Z 12 EMS O2P P SING N N 13 EMS NE CZ SING N N 14 EMS P O4P SING N N 15 EMS P O1P SING N N 16 EMS C3 C4 SING N N 17 EMS C3 C2 DOUB N N 18 EMS C4 C5 SING N N 19 EMS O4P C5A SING N N 20 EMS C2A C2 SING N N 21 EMS C2 N1 SING N N 22 EMS CZ NH2 DOUB N N 23 EMS CZ NH1 SING N N 24 EMS C5 C5A SING N N 25 EMS C5 C6 DOUB N N 26 EMS N1 C6 SING N N 27 EMS C6 H1 SING N N 28 EMS CB H2 SING N N 29 EMS O3 H4 SING N N 30 EMS O1P H5 SING N N 31 EMS O2P H6 SING N N 32 EMS C2A H7 SING N N 33 EMS C2A H8 SING N N 34 EMS C2A H9 SING N N 35 EMS C4A H10 SING N N 36 EMS C5A H12 SING N N 37 EMS C5A H13 SING N N 38 EMS CG H14 SING N N 39 EMS CD H16 SING N N 40 EMS CD H17 SING N N 41 EMS NE H18 SING N N 42 EMS NH1 H19 SING N N 43 EMS NH1 H20 SING N N 44 EMS NH2 H21 SING N N 45 EMS OXT H22 SING N N 46 EMS N1 H3 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 EMS SMILES ACDLabs 12.01 "C=1(NC=C(C(\C=1O)=C\N=C(/C=C/CN\C(=N)N)C(O)=O)COP(O)(O)=O)C" EMS InChI InChI 1.03 "InChI=1S/C14H20N5O7P/c1-8-12(20)10(9(5-18-8)7-26-27(23,24)25)6-19-11(13(21)22)3-2-4-17-14(15)16/h2-3,5-6,18,20H,4,7H2,1H3,(H,21,22)(H4,15,16,17)(H2,23,24,25)/b3-2+,10-6-,19-11+" EMS InChIKey InChI 1.03 DYVCEYAQAUKHHQ-PUVXEYBGSA-N EMS SMILES_CANONICAL CACTVS 3.385 "CC1=C(O)\C(=C/N=C(\C=C\CNC(N)=N)C(O)=O)C(=CN1)CO[P](O)(O)=O" EMS SMILES CACTVS 3.385 "CC1=C(O)C(=CN=C(C=CCNC(N)=N)C(O)=O)C(=CN1)CO[P](O)(O)=O" EMS SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "[H]/N=C(\N)/NC\C=C\C(=N/C=C\1/C(=CNC(=C1O)C)COP(=O)(O)O)\C(=O)O" EMS SMILES "OpenEye OEToolkits" 2.0.6 "CC1=C(C(=CN=C(C=CCNC(=N)N)C(=O)O)C(=CN1)COP(=O)(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 EMS "SYSTEMATIC NAME" ACDLabs 12.01 "(2E,3E)-5-carbamimidamido-2-{[(Z)-{3-hydroxy-2-methyl-5-[(phosphonooxy)methyl]pyridin-4(1H)-ylidene}methyl]imino}pent-3-enoic acid" EMS "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "(~{E},2~{E})-5-carbamimidamido-2-[(~{Z})-[2-methyl-3-oxidanyl-5-(phosphonooxymethyl)-1~{H}-pyridin-4-ylidene]methyl]imino-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 EMS "Create component" 2018-01-22 RCSB EMS "Initial release" 2018-03-07 RCSB EMS "Other modification" 2018-04-09 RCSB #