data_4ZK # _chem_comp.id 4ZK _chem_comp.name "3,4-dichloro-5-(5-hydroxypyridin-3-yl)-L-phenylalanine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C14 H12 Cl2 N2 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-07-02 _chem_comp.pdbx_modified_date 2015-12-24 _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 327.163 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 4ZK _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 5CBR _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 4ZK N1 N1 N 0 1 N N N 6.759 11.952 48.049 -3.803 -0.431 1.282 N1 4ZK 1 4ZK C4 C1 C 0 1 Y N N 8.698 13.703 49.222 -1.577 -0.148 -0.615 C4 4ZK 2 4ZK C5 C2 C 0 1 Y N N 8.245 14.608 50.195 -0.461 0.663 -0.561 C5 4ZK 3 4ZK C6 C3 C 0 1 Y N N 9.496 12.615 49.591 -1.449 -1.517 -0.468 C6 4ZK 4 4ZK C7 C4 C 0 1 Y N N 9.840 12.460 50.943 -0.202 -2.083 -0.265 C7 4ZK 5 4ZK C8 C5 C 0 1 Y N N 9.395 13.363 51.914 0.922 -1.280 -0.209 C8 4ZK 6 4ZK C10 C6 C 0 1 Y N N 8.119 15.448 52.547 2.000 0.968 -0.299 C10 4ZK 7 4ZK C13 C7 C 0 1 Y N N 7.257 17.345 54.373 4.190 2.593 -0.272 C13 4ZK 8 4ZK O1 O1 O 0 1 N N N 6.118 14.799 45.761 -4.872 2.834 0.013 O1 4ZK 9 4ZK C1 C8 C 0 1 N N N 6.381 13.630 46.134 -4.868 1.525 0.310 C1 4ZK 10 4ZK O2 O2 O 0 1 N N N 6.326 12.574 45.444 -5.912 0.924 0.404 O2 4ZK 11 4ZK C2 C9 C 0 1 N N S 6.843 13.392 47.604 -3.562 0.805 0.526 C2 4ZK 12 4ZK C3 C10 C 0 1 N N N 8.285 13.889 47.785 -2.939 0.461 -0.829 C3 4ZK 13 4ZK CL1 CL1 CL 0 0 N N N 10.824 11.119 51.390 -0.050 -3.802 -0.081 CL1 4ZK 14 4ZK CL2 CL2 CL 0 0 N N N 9.838 13.115 53.587 2.486 -1.990 0.045 CL2 4ZK 15 4ZK C9 C11 C 0 1 Y N N 8.587 14.455 51.558 0.797 0.101 -0.358 C9 4ZK 16 4ZK C11 C12 C 0 1 Y N N 9.047 16.154 53.333 2.914 0.843 0.750 C11 4ZK 17 4ZK C12 C13 C 0 1 Y N N 6.770 15.768 52.728 2.238 1.916 -1.292 C12 4ZK 18 4ZK N2 N2 N 0 1 Y N N 6.329 16.699 53.620 3.307 2.684 -1.247 N2 4ZK 19 4ZK C14 C14 C 0 1 Y N N 8.617 17.096 54.265 4.026 1.674 0.756 C14 4ZK 20 4ZK O3 O3 O 0 1 N N N 9.547 17.746 55.022 4.943 1.589 1.755 O3 4ZK 21 4ZK H1 H1 H 0 1 N N N 7.070 11.877 48.997 -4.431 -1.043 0.784 H1 4ZK 22 4ZK H2 H2 H 0 1 N N N 5.812 11.637 47.983 -2.935 -0.899 1.496 H2 4ZK 23 4ZK H4 H4 H 0 1 N N N 7.622 15.438 49.896 -0.563 1.732 -0.677 H4 4ZK 24 4ZK H5 H5 H 0 1 N N N 9.841 11.908 48.850 -2.325 -2.147 -0.511 H5 4ZK 25 4ZK H6 H6 H 0 1 N N N 6.921 18.084 55.086 5.053 3.242 -0.273 H6 4ZK 26 4ZK H7 H7 H 0 1 N N N 5.859 14.790 44.847 -5.734 3.252 -0.117 H7 4ZK 27 4ZK H8 H8 H 0 1 N N N 6.194 13.993 48.258 -2.881 1.447 1.086 H8 4ZK 28 4ZK H9 H9 H 0 1 N N N 8.957 13.313 47.132 -2.842 1.368 -1.425 H9 4ZK 29 4ZK H10 H10 H 0 1 N N N 8.342 14.955 47.521 -3.577 -0.251 -1.352 H10 4ZK 30 4ZK H11 H11 H 0 1 N N N 10.103 15.964 53.213 2.759 0.118 1.536 H11 4ZK 31 4ZK H12 H12 H 0 1 N N N 6.037 15.249 52.128 1.538 2.021 -2.109 H12 4ZK 32 4ZK H13 H13 H 0 1 N N N 9.111 18.353 55.608 5.660 0.965 1.579 H13 4ZK 33 # 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 4ZK O2 C1 DOUB N N 1 4ZK O1 C1 SING N N 2 4ZK C1 C2 SING N N 3 4ZK C2 C3 SING N N 4 4ZK C2 N1 SING N N 5 4ZK C3 C4 SING N N 6 4ZK C4 C6 DOUB Y N 7 4ZK C4 C5 SING Y N 8 4ZK C6 C7 SING Y N 9 4ZK C5 C9 DOUB Y N 10 4ZK C7 CL1 SING N N 11 4ZK C7 C8 DOUB Y N 12 4ZK C9 C8 SING Y N 13 4ZK C9 C10 SING N N 14 4ZK C8 CL2 SING N N 15 4ZK C10 C12 DOUB Y N 16 4ZK C10 C11 SING Y N 17 4ZK C12 N2 SING Y N 18 4ZK C11 C14 DOUB Y N 19 4ZK N2 C13 DOUB Y N 20 4ZK C14 C13 SING Y N 21 4ZK C14 O3 SING N N 22 4ZK N1 H1 SING N N 23 4ZK N1 H2 SING N N 24 4ZK C5 H4 SING N N 25 4ZK C6 H5 SING N N 26 4ZK C13 H6 SING N N 27 4ZK O1 H7 SING N N 28 4ZK C2 H8 SING N N 29 4ZK C3 H9 SING N N 30 4ZK C3 H10 SING N N 31 4ZK C11 H11 SING N N 32 4ZK C12 H12 SING N N 33 4ZK O3 H13 SING N N 34 # 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 4ZK SMILES ACDLabs 12.01 "NC(C(O)=O)Cc1cc(Cl)c(Cl)c(c1)c2cncc(c2)O" 4ZK InChI InChI 1.03 "InChI=1S/C14H12Cl2N2O3/c15-11-2-7(3-12(17)14(20)21)1-10(13(11)16)8-4-9(19)6-18-5-8/h1-2,4-6,12,19H,3,17H2,(H,20,21)/t12-/m0/s1" 4ZK InChIKey InChI 1.03 JDADEROVQGCQQJ-LBPRGKRZSA-N 4ZK SMILES_CANONICAL CACTVS 3.385 "N[C@@H](Cc1cc(Cl)c(Cl)c(c1)c2cncc(O)c2)C(O)=O" 4ZK SMILES CACTVS 3.385 "N[CH](Cc1cc(Cl)c(Cl)c(c1)c2cncc(O)c2)C(O)=O" 4ZK SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "c1c(cc(c(c1c2cc(cnc2)O)Cl)Cl)C[C@@H](C(=O)O)N" 4ZK SMILES "OpenEye OEToolkits" 1.9.2 "c1c(cc(c(c1c2cc(cnc2)O)Cl)Cl)CC(C(=O)O)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 4ZK "SYSTEMATIC NAME" ACDLabs 12.01 "3,4-dichloro-5-(5-hydroxypyridin-3-yl)-L-phenylalanine" 4ZK "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "(2S)-2-azanyl-3-[3,4-bis(chloranyl)-5-(5-oxidanylpyridin-3-yl)phenyl]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 4ZK "Create component" 2015-07-02 RCSB 4ZK "Initial release" 2015-12-29 RCSB #