data_U3X # _chem_comp.id U3X _chem_comp.name "4-[(cyclohexylmethyl)amino]-L-phenylalanine" _chem_comp.type "L-PEPTIDE LINKING" _chem_comp.pdbx_type ATOMP _chem_comp.formula "C16 H24 N2 O2" _chem_comp.mon_nstd_parent_comp_id PHE _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-05-06 _chem_comp.pdbx_modified_date 2023-11-03 _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 276.374 _chem_comp.one_letter_code ? _chem_comp.three_letter_code U3X _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag Y _chem_comp.pdbx_ideal_coordinates_details Corina _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 4KA2 _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.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 U3X C C C 0 1 N N N Y N Y 16.752 -32.057 10.941 5.901 0.456 -0.143 C U3X 1 U3X N N N 0 1 N N N Y Y N 14.575 -32.693 9.976 4.317 -0.943 -1.343 N U3X 2 U3X O O O 0 1 N N N Y N Y 16.194 -31.252 11.733 6.712 -0.422 -0.321 O U3X 3 U3X C01 C01 C 0 1 Y N N N N N 14.782 -31.779 5.053 0.340 -1.577 0.023 C01 U3X 4 U3X C02 C02 C 0 1 Y N N N N N 15.182 -31.348 6.326 1.692 -1.456 0.278 C02 U3X 5 U3X C03 C03 C 0 1 Y N N N N N 15.762 -32.232 7.220 2.229 -0.221 0.594 C03 U3X 6 U3X C04 C04 C 0 1 Y N N N N N 15.955 -33.548 6.846 1.415 0.895 0.657 C04 U3X 7 U3X C05 C05 C 0 1 Y N N N N N 15.557 -33.984 5.575 0.062 0.780 0.405 C05 U3X 8 U3X C06 C06 C 0 1 Y N N N N N 14.961 -33.097 4.671 -0.480 -0.458 0.081 C06 U3X 9 U3X N01 N01 N 0 1 N N N N N N 14.579 -33.567 3.327 -1.848 -0.577 -0.175 N01 U3X 10 U3X C07 C07 C 0 1 N N N N N N 14.165 -32.579 2.340 -2.711 0.605 -0.114 C07 U3X 11 U3X C08 C08 C 0 1 N N N N N N 14.606 -32.822 0.918 -4.152 0.202 -0.433 C08 U3X 12 U3X C09 C09 C 0 1 N N N N N N 13.529 -32.290 0.013 -5.030 1.453 -0.492 C09 U3X 13 U3X C10 C10 C 0 1 N N N N N N 14.009 -32.286 -1.402 -6.471 1.050 -0.811 C10 U3X 14 U3X C11 C11 C 0 1 N N N N N N 14.410 -33.649 -1.833 -6.992 0.112 0.280 C11 U3X 15 U3X C12 C12 C 0 1 N N N N N N 15.408 -34.273 -0.920 -6.113 -1.139 0.338 C12 U3X 16 U3X C13 C13 C 0 1 N N N N N N 14.935 -34.242 0.508 -4.672 -0.736 0.658 C13 U3X 17 U3X CB CB C 0 1 N N N N N N 16.216 -31.692 8.585 3.705 -0.092 0.870 CB U3X 18 U3X CA CA C 0 1 N N S Y N N 16.001 -32.616 9.751 4.444 0.205 -0.437 CA U3X 19 U3X H H22 H 0 1 N N N Y Y N 14.391 -33.302 10.748 4.712 -1.775 -0.931 H22 U3X 20 U3X H2 H2 H 0 1 N Y N Y Y N 14.220 -31.781 10.179 3.355 -1.092 -1.607 H2 U3X 21 U3X H01 H01 H 0 1 N N N N N N 14.331 -31.078 4.366 -0.079 -2.542 -0.223 H01 U3X 22 U3X H02 H02 H 0 1 N N N N N N 15.036 -30.317 6.612 2.330 -2.326 0.230 H02 U3X 23 U3X H03 H03 H 0 1 N N N N N N 16.414 -34.242 7.535 1.838 1.857 0.904 H03 U3X 24 U3X H04 H04 H 0 1 N N N N N N 15.712 -35.014 5.290 -0.573 1.652 0.455 H04 U3X 25 U3X H05 H05 H 0 1 N N N N N N 13.819 -34.206 3.442 -2.226 -1.443 -0.394 H05 U3X 26 U3X H07 H07 H 0 1 N N N N N N 14.568 -31.605 2.653 -2.667 1.035 0.887 H07 U3X 27 U3X H06 H06 H 0 1 N N N N N N 13.066 -32.540 2.347 -2.370 1.342 -0.841 H06 U3X 28 U3X H08 H08 H 0 1 N N N N N N 15.508 -32.216 0.747 -4.181 -0.308 -1.396 H08 U3X 29 U3X H09 H09 H 0 1 N N N N N N 13.274 -31.263 0.314 -5.001 1.964 0.471 H09 U3X 30 U3X H10 H10 H 0 1 N N N N N N 12.637 -32.928 0.094 -4.659 2.122 -1.269 H10 U3X 31 U3X H11 H11 H 0 1 N N N N N N 14.875 -31.613 -1.486 -7.097 1.942 -0.853 H11 U3X 32 U3X H12 H12 H 0 1 N N N N N N 13.200 -31.926 -2.055 -6.501 0.540 -1.774 H12 U3X 33 U3X H14 H14 H 0 1 N N N N N N 13.514 -34.286 -1.862 -6.962 0.622 1.242 H14 U3X 34 U3X H13 H13 H 0 1 N N N N N N 14.847 -33.585 -2.840 -8.019 -0.175 0.052 H13 U3X 35 U3X H16 H16 H 0 1 N N N N N N 15.566 -35.319 -1.223 -6.484 -1.808 1.115 H16 U3X 36 U3X H15 H15 H 0 1 N N N N N N 16.357 -33.722 -0.995 -6.143 -1.649 -0.625 H15 U3X 37 U3X H17 H17 H 0 1 N N N N N N 14.035 -34.867 0.606 -4.047 -1.628 0.699 H17 U3X 38 U3X H18 H18 H 0 1 N N N N N N 15.727 -34.635 1.162 -4.643 -0.226 1.620 H18 U3X 39 U3X H20 H20 H 0 1 N N N N N N 17.292 -31.471 8.521 3.872 0.721 1.576 H20 U3X 40 U3X H19 H19 H 0 1 N N N N N N 15.662 -30.762 8.783 4.078 -1.024 1.294 H19 U3X 41 U3X HA H21 H 0 1 N N N Y N N 16.400 -33.611 9.506 4.011 1.089 -0.906 H21 U3X 42 U3X OXT OXT O 0 1 N Y N Y N Y ? ? ? 6.296 1.652 0.320 OXT U3X 43 U3X HXT H1 H 0 1 N Y N Y N Y ? ? ? 7.240 1.764 0.497 H1 U3X 44 # 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 U3X C11 C10 SING N N 1 U3X C11 C12 SING N N 2 U3X C10 C09 SING N N 3 U3X C12 C13 SING N N 4 U3X C09 C08 SING N N 5 U3X C13 C08 SING N N 6 U3X C08 C07 SING N N 7 U3X C07 N01 SING N N 8 U3X N01 C06 SING N N 9 U3X C06 C01 DOUB Y N 10 U3X C06 C05 SING Y N 11 U3X C01 C02 SING Y N 12 U3X C05 C04 DOUB Y N 13 U3X C02 C03 DOUB Y N 14 U3X C04 C03 SING Y N 15 U3X C03 CB SING N N 16 U3X CB CA SING N N 17 U3X CA N SING N N 18 U3X CA C SING N N 19 U3X C O DOUB N N 20 U3X N H SING N N 21 U3X N H2 SING N N 22 U3X C01 H01 SING N N 23 U3X C02 H02 SING N N 24 U3X C04 H03 SING N N 25 U3X C05 H04 SING N N 26 U3X N01 H05 SING N N 27 U3X C07 H07 SING N N 28 U3X C07 H06 SING N N 29 U3X C08 H08 SING N N 30 U3X C09 H09 SING N N 31 U3X C09 H10 SING N N 32 U3X C10 H11 SING N N 33 U3X C10 H12 SING N N 34 U3X C11 H14 SING N N 35 U3X C11 H13 SING N N 36 U3X C12 H16 SING N N 37 U3X C12 H15 SING N N 38 U3X C13 H17 SING N N 39 U3X C13 H18 SING N N 40 U3X CB H20 SING N N 41 U3X CB H19 SING N N 42 U3X CA HA SING N N 43 U3X C OXT SING N N 44 U3X OXT HXT SING N N 45 # 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 U3X SMILES ACDLabs 12.01 "O=C(O)C(N)Cc2ccc(NCC1CCCCC1)cc2" U3X InChI InChI 1.03 "InChI=1S/C16H24N2O2/c17-15(16(19)20)10-12-6-8-14(9-7-12)18-11-13-4-2-1-3-5-13/h6-9,13,15,18H,1-5,10-11,17H2,(H,19,20)/t15-/m0/s1" U3X InChIKey InChI 1.03 NUIBFAHQOJEDAX-HNNXBMFYSA-N U3X SMILES_CANONICAL CACTVS 3.370 "N[C@@H](Cc1ccc(NCC2CCCCC2)cc1)C(O)=O" U3X SMILES CACTVS 3.370 "N[CH](Cc1ccc(NCC2CCCCC2)cc1)C(O)=O" U3X SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1cc(ccc1C[C@@H](C(=O)O)N)NCC2CCCCC2" U3X SMILES "OpenEye OEToolkits" 1.7.6 "c1cc(ccc1CC(C(=O)O)N)NCC2CCCCC2" # 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 U3X "SYSTEMATIC NAME" ACDLabs 12.01 "4-[(cyclohexylmethyl)amino]-L-phenylalanine" U3X "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(2S)-2-azanyl-3-[4-(cyclohexylmethylamino)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 U3X "Create component" 2013-05-06 RCSB U3X "Initial release" 2013-06-19 RCSB U3X "Modify backbone" 2023-11-03 PDBE #