data_4ZN # _chem_comp.id 4ZN _chem_comp.name "(2S)-2-{[(R)-[(R)-amino(phenyl)methyl](hydroxy)phosphoryl]methyl}-4-methylpentanoic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C14 H22 N O4 P" _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 2020-06-01 _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 299.303 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 4ZN _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 5CBM _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 4ZN N12 N1 N 0 1 N N N 187.791 50.078 96.243 -1.313 2.058 1.207 N12 4ZN 1 4ZN C13 C1 C 0 1 Y N N 187.778 48.022 97.380 -2.944 0.408 0.485 C13 4ZN 2 4ZN C15 C2 C 0 1 Y N N 186.169 46.368 98.003 -4.652 1.077 -1.053 C15 4ZN 3 4ZN C17 C3 C 0 1 Y N N 187.378 47.538 99.717 -4.976 -0.849 0.332 C17 4ZN 4 4ZN C02 C4 C 0 1 N N N 189.286 42.663 92.968 5.165 2.149 0.526 C02 4ZN 5 4ZN C03 C5 C 0 1 N N N 188.655 43.848 92.259 3.820 1.605 0.040 C03 4ZN 6 4ZN C04 C6 C 0 1 N N N 189.679 44.518 91.376 3.655 1.912 -1.449 C04 4ZN 7 4ZN C05 C7 C 0 1 N N N 187.882 44.854 93.122 3.774 0.091 0.257 C05 4ZN 8 4ZN C06 C8 C 0 1 N N S 188.364 45.429 94.475 2.405 -0.444 -0.166 C06 4ZN 9 4ZN C07 C9 C 0 1 N N N 189.403 46.577 94.461 1.331 0.097 0.780 C07 4ZN 10 4ZN P08 P1 P 0 1 N N N 188.634 48.207 94.652 -0.315 -0.157 0.041 P08 4ZN 11 4ZN O09 O1 O 0 1 N N N 187.183 48.160 94.048 -0.611 -1.735 -0.081 O09 4ZN 12 4ZN O10 O2 O 0 1 N N N 189.410 49.216 93.906 -0.352 0.456 -1.306 O10 4ZN 13 4ZN C11 C10 C 0 1 N N R 188.517 48.848 96.352 -1.583 0.618 1.097 C11 4ZN 14 4ZN C14 C11 C 0 1 Y N N 186.828 47.091 97.016 -3.406 1.274 -0.488 C14 4ZN 15 4ZN C16 C12 C 0 1 Y N N 186.438 46.595 99.346 -5.436 0.014 -0.645 C16 4ZN 16 4ZN C18 C13 C 0 1 Y N N 188.038 48.249 98.727 -3.728 -0.655 0.893 C18 4ZN 17 4ZN C19 C14 C 0 1 N N N 188.746 44.410 95.530 2.413 -1.949 -0.108 C19 4ZN 18 4ZN O20 O3 O 0 1 N N N 189.800 44.582 96.189 1.791 -2.662 -1.060 O20 4ZN 19 4ZN O21 O4 O 0 1 N N N 188.007 43.416 95.756 2.980 -2.516 0.797 O21 4ZN 20 4ZN H1 H1 H 0 1 N N N 187.690 50.487 97.150 -1.333 2.500 0.301 H1 4ZN 21 4ZN H2 H2 H 0 1 N N N 188.290 50.708 95.647 -1.964 2.500 1.839 H2 4ZN 22 4ZN H4 H4 H 0 1 N N N 185.440 45.622 97.722 -5.012 1.752 -1.816 H4 4ZN 23 4ZN H5 H5 H 0 1 N N N 187.594 47.718 100.760 -5.589 -1.679 0.651 H5 4ZN 24 4ZN H6 H6 H 0 1 N N N 188.536 42.178 93.610 5.972 1.677 -0.034 H6 4ZN 25 4ZN H7 H7 H 0 1 N N N 189.652 41.942 92.222 5.198 3.227 0.372 H7 4ZN 26 4ZN H8 H8 H 0 1 N N N 190.128 43.011 93.585 5.283 1.930 1.588 H8 4ZN 27 4ZN H9 H9 H 0 1 N N N 187.909 43.418 91.574 3.013 2.077 0.601 H9 4ZN 28 4ZN H10 H10 H 0 1 N N N 189.218 45.376 90.864 2.657 1.613 -1.773 H10 4ZN 29 4ZN H11 H11 H 0 1 N N N 190.521 44.868 91.991 3.786 2.980 -1.617 H11 4ZN 30 4ZN H12 H12 H 0 1 N N N 190.045 43.799 90.628 4.402 1.360 -2.019 H12 4ZN 31 4ZN H13 H13 H 0 1 N N N 187.719 45.729 92.475 4.551 -0.386 -0.340 H13 4ZN 32 4ZN H14 H14 H 0 1 N N N 186.917 44.372 93.337 3.941 -0.130 1.312 H14 4ZN 33 4ZN H15 H15 H 0 1 N N N 187.462 45.905 94.886 2.188 -0.121 -1.184 H15 4ZN 34 4ZN H16 H16 H 0 1 N N N 190.112 46.422 95.288 1.387 -0.430 1.733 H16 4ZN 35 4ZN H17 H17 H 0 1 N N N 189.944 46.552 93.504 1.495 1.163 0.944 H17 4ZN 36 4ZN H18 H18 H 0 1 N N N 187.115 48.786 93.337 -0.603 -2.203 0.766 H18 4ZN 37 4ZN H19 H19 H 0 1 N N N 189.549 49.027 96.688 -1.556 0.167 2.088 H19 4ZN 38 4ZN H20 H20 H 0 1 N N N 186.598 46.925 95.974 -2.794 2.105 -0.806 H20 4ZN 39 4ZN H21 H21 H 0 1 N N N 185.911 46.033 100.103 -6.408 -0.142 -1.090 H21 4ZN 40 4ZN H22 H22 H 0 1 N N N 188.768 48.994 99.007 -3.365 -1.335 1.650 H22 4ZN 41 4ZN H23 H23 H 0 1 N N N 189.899 43.877 96.819 1.824 -3.625 -0.980 H23 4ZN 42 # # 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 4ZN C04 C03 SING N N 1 4ZN C03 C02 SING N N 2 4ZN C03 C05 SING N N 3 4ZN C05 C06 SING N N 4 4ZN O10 P08 DOUB N N 5 4ZN O09 P08 SING N N 6 4ZN C07 C06 SING N N 7 4ZN C07 P08 SING N N 8 4ZN C06 C19 SING N N 9 4ZN P08 C11 SING N N 10 4ZN C19 O21 DOUB N N 11 4ZN C19 O20 SING N N 12 4ZN N12 C11 SING N N 13 4ZN C11 C13 SING N N 14 4ZN C14 C13 DOUB Y N 15 4ZN C14 C15 SING Y N 16 4ZN C13 C18 SING Y N 17 4ZN C15 C16 DOUB Y N 18 4ZN C18 C17 DOUB Y N 19 4ZN C16 C17 SING Y N 20 4ZN N12 H1 SING N N 21 4ZN N12 H2 SING N N 22 4ZN C15 H4 SING N N 23 4ZN C17 H5 SING N N 24 4ZN C02 H6 SING N N 25 4ZN C02 H7 SING N N 26 4ZN C02 H8 SING N N 27 4ZN C03 H9 SING N N 28 4ZN C04 H10 SING N N 29 4ZN C04 H11 SING N N 30 4ZN C04 H12 SING N N 31 4ZN C05 H13 SING N N 32 4ZN C05 H14 SING N N 33 4ZN C06 H15 SING N N 34 4ZN C07 H16 SING N N 35 4ZN C07 H17 SING N N 36 4ZN O09 H18 SING N N 37 4ZN C11 H19 SING N N 38 4ZN C14 H20 SING N N 39 4ZN C16 H21 SING N N 40 4ZN C18 H22 SING N N 41 4ZN O20 H23 SING N N 42 # # 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 4ZN SMILES ACDLabs 12.01 "NC(c1ccccc1)P(CC(CC(C)C)C(=O)O)(O)=O" 4ZN InChI InChI 1.03 "InChI=1S/C14H22NO4P/c1-10(2)8-12(14(16)17)9-20(18,19)13(15)11-6-4-3-5-7-11/h3-7,10,12-13H,8-9,15H2,1-2H3,(H,16,17)(H,18,19)/t12-,13-/m1/s1" 4ZN InChIKey InChI 1.03 RUYPIGFYJMPICK-CHWSQXEVSA-N 4ZN SMILES_CANONICAL CACTVS 3.385 "CC(C)C[C@H](C[P](O)(=O)[C@@H](N)c1ccccc1)C(O)=O" 4ZN SMILES CACTVS 3.385 "CC(C)C[CH](C[P](O)(=O)[CH](N)c1ccccc1)C(O)=O" 4ZN SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "CC(C)C[C@H](CP(=O)([C@H](c1ccccc1)N)O)C(=O)O" 4ZN SMILES "OpenEye OEToolkits" 1.9.2 "CC(C)CC(CP(=O)(C(c1ccccc1)N)O)C(=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 4ZN "SYSTEMATIC NAME" ACDLabs 12.01 "(2S)-2-{[(R)-[(R)-amino(phenyl)methyl](hydroxy)phosphoryl]methyl}-4-methylpentanoic acid" 4ZN "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "(2S)-2-[[[(R)-azanyl(phenyl)methyl]-oxidanyl-phosphoryl]methyl]-4-methyl-pentanoic 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 4ZN "Create component" 2015-07-02 RCSB 4ZN "Initial release" 2015-10-07 RCSB 4ZN "Other modification" 2020-06-01 RCSB ##