data_RC5 # _chem_comp.id RC5 _chem_comp.name "[(2R)-2-{2-[hydroxy(methyl)amino]-2-oxoethyl}-5-phenylpentyl]phosphonic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C14 H22 N O5 P" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-02-12 _chem_comp.pdbx_modified_date 2015-03-27 _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 315.302 _chem_comp.one_letter_code ? _chem_comp.three_letter_code RC5 _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 4Y67 _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # 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 RC5 O12 O1 O 0 1 N N N 3.709 15.004 20.626 -1.663 2.297 -0.798 O12 RC5 1 RC5 C4 C1 C 0 1 N N N 3.333 13.920 20.158 -2.543 1.805 -0.124 C4 RC5 2 RC5 N9 N1 N 0 1 N N N 3.913 13.409 19.072 -3.730 2.433 -0.003 N9 RC5 3 RC5 O10 O2 O 0 1 N N N 4.978 14.071 18.465 -4.757 1.859 0.784 O10 RC5 4 RC5 C11 C2 C 0 1 N N N 3.520 12.135 18.469 -3.957 3.708 -0.687 C11 RC5 5 RC5 C3 C3 C 0 1 N N N 2.116 13.317 20.774 -2.312 0.490 0.575 C3 RC5 6 RC5 C2 C4 C 0 1 N N R 0.905 14.083 20.206 -0.935 -0.056 0.191 C2 RC5 7 RC5 C1 C5 C 0 1 N N N -0.178 14.191 21.279 -0.767 -1.464 0.764 C1 RC5 8 RC5 P5 P1 P 0 1 N N N -0.883 15.873 21.371 -1.734 -2.646 -0.233 P5 RC5 9 RC5 O7 O3 O 0 1 N N N -0.028 16.768 22.239 -1.483 -4.140 0.313 O7 RC5 10 RC5 O6 O4 O 0 1 N N N -2.284 15.745 21.960 -3.299 -2.288 -0.120 O6 RC5 11 RC5 O8 O5 O 0 1 N N N -1.061 16.456 20.042 -1.309 -2.560 -1.648 O8 RC5 12 RC5 C13 C6 C 0 1 N N N 0.378 13.464 18.876 0.153 0.859 0.757 C13 RC5 13 RC5 C14 C7 C 0 1 N N N -0.106 11.997 18.982 1.523 0.384 0.270 C14 RC5 14 RC5 C15 C8 C 0 1 N N N -0.550 11.429 17.612 2.611 1.298 0.837 C15 RC5 15 RC5 C16 C9 C 0 1 Y N N 0.642 11.063 16.758 3.961 0.831 0.357 C16 RC5 16 RC5 C17 C10 C 0 1 Y N N 1.408 9.935 17.070 4.484 1.325 -0.823 C17 RC5 17 RC5 C19 C11 C 0 1 Y N N 2.517 9.617 16.310 5.722 0.896 -1.264 C19 RC5 18 RC5 C21 C12 C 0 1 Y N N 2.860 10.417 15.220 6.437 -0.028 -0.524 C21 RC5 19 RC5 C20 C13 C 0 1 Y N N 2.112 11.544 14.910 5.913 -0.522 0.656 C20 RC5 20 RC5 C18 C14 C 0 1 Y N N 0.998 11.870 15.665 4.678 -0.088 1.100 C18 RC5 21 RC5 H1 H1 H 0 1 N N N 5.162 14.875 18.936 -5.571 2.381 0.811 H1 RC5 22 RC5 H2 H2 H 0 1 N N N 2.675 11.708 19.030 -4.363 3.521 -1.681 H2 RC5 23 RC5 H3 H3 H 0 1 N N N 3.220 12.301 17.424 -4.663 4.308 -0.113 H3 RC5 24 RC5 H4 H4 H 0 1 N N N 4.370 11.437 18.500 -3.013 4.246 -0.776 H4 RC5 25 RC5 H5 H5 H 0 1 N N N 2.047 12.251 20.512 -2.356 0.639 1.653 H5 RC5 26 RC5 H6 H6 H 0 1 N N N 2.153 13.424 21.868 -3.082 -0.221 0.274 H6 RC5 27 RC5 H7 H7 H 0 1 N N N 1.243 15.104 19.975 -0.849 -0.093 -0.895 H7 RC5 28 RC5 H8 H8 H 0 1 N N N -0.984 13.480 21.043 0.286 -1.744 0.739 H8 RC5 29 RC5 H9 H9 H 0 1 N N N 0.262 13.936 22.255 -1.123 -1.482 1.794 H9 RC5 30 RC5 H10 H10 H 0 1 N N N 0.227 17.539 21.746 -1.967 -4.822 -0.172 H10 RC5 31 RC5 H11 H11 H 0 1 N N N -2.922 16.068 21.334 -3.647 -2.325 0.781 H11 RC5 32 RC5 H12 H12 H 0 1 N N N 1.191 13.502 18.136 -0.019 1.880 0.419 H12 RC5 33 RC5 H13 H13 H 0 1 N N N -0.465 14.077 18.525 0.123 0.826 1.847 H13 RC5 34 RC5 H14 H14 H 0 1 N N N -0.958 11.954 19.677 1.695 -0.638 0.608 H14 RC5 35 RC5 H15 H15 H 0 1 N N N 0.717 11.380 19.372 1.553 0.416 -0.819 H15 RC5 36 RC5 H16 H16 H 0 1 N N N -1.148 12.188 17.086 2.439 2.320 0.499 H16 RC5 37 RC5 H17 H17 H 0 1 N N N -1.162 10.530 17.778 2.581 1.266 1.926 H17 RC5 38 RC5 H18 H18 H 0 1 N N N 1.132 9.311 17.907 3.925 2.047 -1.401 H18 RC5 39 RC5 H19 H19 H 0 1 N N N 3.116 8.753 16.559 6.130 1.282 -2.186 H19 RC5 40 RC5 H20 H20 H 0 1 N N N 3.714 10.157 14.613 7.404 -0.363 -0.868 H20 RC5 41 RC5 H21 H21 H 0 1 N N N 2.400 12.169 14.077 6.471 -1.244 1.234 H21 RC5 42 RC5 H22 H22 H 0 1 N N N 0.407 12.739 15.415 4.269 -0.475 2.022 H22 RC5 43 # 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 RC5 C20 C21 DOUB Y N 1 RC5 C20 C18 SING Y N 2 RC5 C21 C19 SING Y N 3 RC5 C18 C16 DOUB Y N 4 RC5 C19 C17 DOUB Y N 5 RC5 C16 C17 SING Y N 6 RC5 C16 C15 SING N N 7 RC5 C15 C14 SING N N 8 RC5 O10 N9 SING N N 9 RC5 C11 N9 SING N N 10 RC5 C13 C14 SING N N 11 RC5 C13 C2 SING N N 12 RC5 N9 C4 SING N N 13 RC5 O8 P5 DOUB N N 14 RC5 C4 O12 DOUB N N 15 RC5 C4 C3 SING N N 16 RC5 C2 C3 SING N N 17 RC5 C2 C1 SING N N 18 RC5 C1 P5 SING N N 19 RC5 P5 O6 SING N N 20 RC5 P5 O7 SING N N 21 RC5 O10 H1 SING N N 22 RC5 C11 H2 SING N N 23 RC5 C11 H3 SING N N 24 RC5 C11 H4 SING N N 25 RC5 C3 H5 SING N N 26 RC5 C3 H6 SING N N 27 RC5 C2 H7 SING N N 28 RC5 C1 H8 SING N N 29 RC5 C1 H9 SING N N 30 RC5 O7 H10 SING N N 31 RC5 O6 H11 SING N N 32 RC5 C13 H12 SING N N 33 RC5 C13 H13 SING N N 34 RC5 C14 H14 SING N N 35 RC5 C14 H15 SING N N 36 RC5 C15 H16 SING N N 37 RC5 C15 H17 SING N N 38 RC5 C17 H18 SING N N 39 RC5 C19 H19 SING N N 40 RC5 C21 H20 SING N N 41 RC5 C20 H21 SING N N 42 RC5 C18 H22 SING N N 43 # 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 RC5 SMILES ACDLabs 12.01 "O=P(O)(O)CC(CCCc1ccccc1)CC(=O)N(O)C" RC5 InChI InChI 1.03 "InChI=1S/C14H22NO5P/c1-15(17)14(16)10-13(11-21(18,19)20)9-5-8-12-6-3-2-4-7-12/h2-4,6-7,13,17H,5,8-11H2,1H3,(H2,18,19,20)/t13-/m1/s1" RC5 InChIKey InChI 1.03 YKRNADVNYIPUET-CYBMUJFWSA-N RC5 SMILES_CANONICAL CACTVS 3.385 "CN(O)C(=O)C[C@@H](CCCc1ccccc1)C[P](O)(O)=O" RC5 SMILES CACTVS 3.385 "CN(O)C(=O)C[CH](CCCc1ccccc1)C[P](O)(O)=O" RC5 SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "CN(C(=O)C[C@@H](CCCc1ccccc1)CP(=O)(O)O)O" RC5 SMILES "OpenEye OEToolkits" 1.9.2 "CN(C(=O)CC(CCCc1ccccc1)CP(=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 RC5 "SYSTEMATIC NAME" ACDLabs 12.01 "[(2R)-2-{2-[hydroxy(methyl)amino]-2-oxoethyl}-5-phenylpentyl]phosphonic acid" RC5 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "[(2R)-2-[2-[methyl(oxidanyl)amino]-2-oxidanylidene-ethyl]-5-phenyl-pentyl]phosphonic 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 RC5 "Create component" 2015-02-12 EBI RC5 "Initial release" 2015-04-01 RCSB #