data_1W9 # _chem_comp.id 1W9 _chem_comp.name "(2R)-2-[(E)-[2-methyl-3-oxidanyl-5-(phosphonooxymethyl)pyridin-4-yl]methylideneamino]-3-oxidanyl-propanoic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C11 H15 N2 O8 P" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2014-02-24 _chem_comp.pdbx_modified_date 2014-12-05 _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 334.219 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 1W9 _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 4OYT _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 1W9 C C1 C 0 1 N N N 26.111 -3.107 23.120 -4.022 -1.787 0.862 C 1W9 1 1W9 N N1 N 0 1 N N N 25.157 -1.409 24.787 -2.388 -0.348 -0.209 N 1W9 2 1W9 O O1 O 0 1 N N N 26.502 -2.211 22.340 -4.053 -0.943 1.726 O 1W9 3 1W9 P P1 P 0 1 N N N 26.442 -1.226 30.417 4.362 -1.180 -0.065 P 1W9 4 1W9 N1 N2 N 0 1 Y N N 25.245 3.239 26.528 1.009 3.288 0.183 N1 1W9 5 1W9 C2 C2 C 0 1 Y N N 25.506 2.874 25.339 -0.307 3.320 0.145 C2 1W9 6 1W9 C3 C3 C 0 1 Y N N 25.738 1.534 25.039 -1.043 2.149 0.029 C3 1W9 7 1W9 O3 O2 O 0 1 N N N 26.010 1.199 23.760 -2.399 2.187 -0.010 O3 1W9 8 1W9 C4 C4 C 0 1 Y N N 25.681 0.561 26.023 -0.360 0.924 -0.047 C4 1W9 9 1W9 C5 C5 C 0 1 Y N N 25.393 1.029 27.309 1.039 0.946 -0.001 C5 1W9 10 1W9 C6 C6 C 0 1 Y N N 25.184 2.403 27.485 1.687 2.159 0.115 C6 1W9 11 1W9 CA C7 C 0 1 N N R 25.100 -2.768 24.195 -3.119 -1.612 -0.331 CA 1W9 12 1W9 CB C8 C 0 1 N N N 25.229 -3.774 25.307 -3.960 -1.594 -1.610 CB 1W9 13 1W9 OG O3 O 0 1 N N N 24.432 -3.390 26.420 -4.966 -0.584 -1.503 OG 1W9 14 1W9 O1P O4 O 0 1 N N N 25.327 -0.820 31.350 4.246 -2.118 1.238 O1P 1W9 15 1W9 C2A C9 C 0 1 N N N 25.579 3.893 24.219 -1.023 4.643 0.228 C2A 1W9 16 1W9 O2P O5 O 0 1 N N N 27.822 -1.028 31.015 5.813 -0.484 -0.098 O2P 1W9 17 1W9 O3P O6 O 0 1 N N N 26.218 -2.553 29.721 4.181 -2.002 -1.283 O3P 1W9 18 1W9 C4A C10 C 0 1 N N N 25.925 -0.880 25.664 -1.096 -0.349 -0.170 C4A 1W9 19 1W9 O4P O7 O 0 1 N N N 26.463 -0.184 29.198 3.223 -0.043 -0.011 O4P 1W9 20 1W9 C5A C11 C 0 1 N N N 25.251 0.128 28.522 1.826 -0.337 -0.078 C5A 1W9 21 1W9 OXT O8 O 0 1 N N N 26.208 -4.312 22.784 -4.789 -2.884 0.968 OXT 1W9 22 1W9 H1 H1 H 0 1 N N N 26.146 0.261 23.700 -2.764 2.267 -0.902 H1 1W9 23 1W9 H2 H2 H 0 1 N N N 24.961 2.769 28.477 2.766 2.183 0.150 H2 1W9 24 1W9 H3 H3 H 0 1 N N N 24.101 -2.896 23.753 -2.410 -2.439 -0.375 H3 1W9 25 1W9 H4 H4 H 0 1 N N N 24.896 -4.758 24.945 -3.318 -1.378 -2.464 H4 1W9 26 1W9 H5 H5 H 0 1 N N N 26.282 -3.835 25.620 -4.433 -2.566 -1.747 H5 1W9 27 1W9 H6 H6 H 0 1 N N N 24.524 -4.034 27.113 -5.538 -0.516 -2.280 H6 1W9 28 1W9 H7 H7 H 0 1 N N N 24.650 -1.486 31.344 4.354 -1.645 2.074 H7 1W9 29 1W9 H8 H8 H 0 1 N N N 25.379 4.897 24.622 -1.163 5.044 -0.776 H8 1W9 30 1W9 H9 H9 H 0 1 N N N 26.583 3.872 23.769 -1.994 4.502 0.702 H9 1W9 31 1W9 H10 H10 H 0 1 N N N 24.829 3.650 23.452 -0.428 5.341 0.817 H10 1W9 32 1W9 H11 H11 H 0 1 N N N 28.352 -1.800 30.852 6.549 -1.111 -0.131 H11 1W9 33 1W9 H12 H12 H 0 1 N N N 26.718 -1.447 26.129 -0.555 -1.282 -0.227 H12 1W9 34 1W9 H13 H13 H 0 1 N N N 24.582 0.627 29.239 1.551 -0.982 0.756 H13 1W9 35 1W9 H14 H14 H 0 1 N N N 24.795 -0.817 28.191 1.606 -0.843 -1.018 H14 1W9 36 1W9 H15 H15 H 0 1 N N N 26.595 -4.370 21.918 -5.352 -2.952 1.751 H15 1W9 37 # 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 1W9 O C DOUB N N 1 1W9 OXT C SING N N 2 1W9 C CA SING N N 3 1W9 O3 C3 SING N N 4 1W9 CA N SING N N 5 1W9 CA CB SING N N 6 1W9 C2A C2 SING N N 7 1W9 N C4A DOUB N N 8 1W9 C3 C2 DOUB Y N 9 1W9 C3 C4 SING Y N 10 1W9 CB OG SING N N 11 1W9 C2 N1 SING Y N 12 1W9 C4A C4 SING N N 13 1W9 C4 C5 DOUB Y N 14 1W9 N1 C6 DOUB Y N 15 1W9 C5 C6 SING Y N 16 1W9 C5 C5A SING N N 17 1W9 C5A O4P SING N N 18 1W9 O4P P SING N N 19 1W9 O3P P DOUB N N 20 1W9 P O2P SING N N 21 1W9 P O1P SING N N 22 1W9 O3 H1 SING N N 23 1W9 C6 H2 SING N N 24 1W9 CA H3 SING N N 25 1W9 CB H4 SING N N 26 1W9 CB H5 SING N N 27 1W9 OG H6 SING N N 28 1W9 O1P H7 SING N N 29 1W9 C2A H8 SING N N 30 1W9 C2A H9 SING N N 31 1W9 C2A H10 SING N N 32 1W9 O2P H11 SING N N 33 1W9 C4A H12 SING N N 34 1W9 C5A H13 SING N N 35 1W9 C5A H14 SING N N 36 1W9 OXT H15 SING N N 37 # 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 1W9 SMILES ACDLabs 12.01 "O=C(O)C(/N=C/c1c(cnc(c1O)C)COP(=O)(O)O)CO" 1W9 InChI InChI 1.03 "InChI=1S/C11H15N2O8P/c1-6-10(15)8(3-13-9(4-14)11(16)17)7(2-12-6)5-21-22(18,19)20/h2-3,9,14-15H,4-5H2,1H3,(H,16,17)(H2,18,19,20)/b13-3+/t9-/m1/s1" 1W9 InChIKey InChI 1.03 ZTQZHYMXYBDMIL-RZTFRGLUSA-N 1W9 SMILES_CANONICAL CACTVS 3.385 "Cc1ncc(CO[P](O)(O)=O)c(C=N[C@H](CO)C(O)=O)c1O" 1W9 SMILES CACTVS 3.385 "Cc1ncc(CO[P](O)(O)=O)c(C=N[CH](CO)C(O)=O)c1O" 1W9 SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "Cc1c(c(c(cn1)COP(=O)(O)O)/C=N/[C@H](CO)C(=O)O)O" 1W9 SMILES "OpenEye OEToolkits" 1.9.2 "Cc1c(c(c(cn1)COP(=O)(O)O)C=NC(CO)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 1W9 "SYSTEMATIC NAME" ACDLabs 12.01 "(E)-N-({3-hydroxy-2-methyl-5-[(phosphonooxy)methyl]pyridin-4-yl}methylidene)-D-serine" 1W9 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "(2R)-2-[(E)-[2-methyl-3-oxidanyl-5-(phosphonooxymethyl)pyridin-4-yl]methylideneamino]-3-oxidanyl-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 1W9 "Create component" 2014-02-24 RCSB 1W9 "Modify descriptor" 2014-09-05 RCSB 1W9 "Initial release" 2014-12-10 RCSB #