data_XDA # _chem_comp.id XDA _chem_comp.name "4-{[2-(phosphonooxy)ethyl]carbamoyl}benzyl [(1R,6S)-6-(dimethylcarbamoyl)cyclohex-2-en-1-yl]carbamate" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H28 N3 O8 P" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2014-01-07 _chem_comp.pdbx_modified_date 2014-05-30 _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 469.425 _chem_comp.one_letter_code ? _chem_comp.three_letter_code XDA _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 4O5T _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site PDBJ # 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 XDA O8 O8 O 0 1 N N N -14.805 0.516 -23.068 4.596 -1.942 0.391 O8 XDA 1 XDA C7 C7 C 0 1 N N N -14.162 1.094 -22.204 5.728 -1.983 -0.041 C7 XDA 2 XDA N9 N9 N 0 1 N N N -13.334 2.100 -22.509 6.200 -3.122 -0.587 N9 XDA 3 XDA C11 C11 C 0 1 N N N -13.085 2.509 -23.885 7.608 -3.216 -0.981 C11 XDA 4 XDA C10 C10 C 0 1 N N N -12.589 2.929 -21.570 5.306 -4.265 -0.785 C10 XDA 5 XDA C4 C4 C 0 1 N N S -14.275 0.641 -20.771 6.606 -0.760 0.027 C4 XDA 6 XDA C5 C5 C 0 1 N N N -15.733 0.313 -20.428 6.881 -0.243 -1.391 C5 XDA 7 XDA C6 C6 C 0 1 N N N -15.962 -1.136 -20.006 7.913 0.884 -1.303 C6 XDA 8 XDA C1 C1 C 0 1 N N N -15.160 -2.082 -20.861 7.504 1.878 -0.257 C1 XDA 9 XDA C2 C2 C 0 1 N N N -13.896 -1.787 -21.121 6.629 1.641 0.667 C2 XDA 10 XDA C3 C3 C 0 1 N N R -13.300 -0.516 -20.571 5.893 0.342 0.814 C3 XDA 11 XDA N12 N12 N 0 1 N N N -12.033 -0.240 -21.226 4.528 0.496 0.304 N12 XDA 12 XDA C13 C13 C 0 1 N N N -11.125 0.617 -20.764 3.565 1.000 1.100 C13 XDA 13 XDA O14 O14 O 0 1 N N N -11.262 1.237 -19.722 3.828 1.326 2.241 O14 XDA 14 XDA O15 O15 O 0 1 N N N -9.937 0.841 -21.586 2.310 1.143 0.632 O15 XDA 15 XDA C16 C16 C 0 1 N N N -9.001 1.893 -21.324 1.324 1.692 1.545 C16 XDA 16 XDA C17 C17 C 0 1 Y N N -7.891 1.326 -20.480 -0.011 1.777 0.851 C17 XDA 17 XDA C22 C22 C 0 1 Y N N -6.891 0.590 -21.093 -0.352 2.920 0.151 C22 XDA 18 XDA C21 C21 C 0 1 Y N N -5.862 0.053 -20.328 -1.572 3.004 -0.487 C21 XDA 19 XDA C18 C18 C 0 1 Y N N -7.873 1.521 -19.099 -0.888 0.708 0.912 C18 XDA 20 XDA C19 C19 C 0 1 Y N N -6.843 0.975 -18.330 -2.111 0.779 0.278 C19 XDA 21 XDA C20 C20 C 0 1 Y N N -5.828 0.248 -18.950 -2.464 1.932 -0.425 C20 XDA 22 XDA C23 C23 C 0 1 N N N -4.706 -0.378 -18.174 -3.773 2.015 -1.106 C23 XDA 23 XDA O24 O24 O 0 1 N N N -4.535 -1.567 -18.360 -4.076 3.019 -1.721 O24 XDA 24 XDA N25 N25 N 0 1 N N N -3.906 0.268 -17.325 -4.632 0.978 -1.044 N25 XDA 25 XDA C26 C26 C 0 1 N N N -3.947 1.686 -17.039 -5.930 1.060 -1.719 C26 XDA 26 XDA C27 C27 C 0 1 N N N -2.523 2.209 -16.949 -6.705 -0.240 -1.494 C27 XDA 27 XDA O28 O28 O 0 1 N N N -1.856 1.851 -18.157 -7.009 -0.379 -0.105 O28 XDA 28 XDA P29 P29 P 0 1 N N N -0.539 2.629 -18.653 -7.820 -1.634 0.494 P29 XDA 29 XDA O31 O31 O 0 1 N N N -0.821 4.087 -18.372 -6.952 -2.976 0.297 O31 XDA 30 XDA O30 O30 O 0 1 N N N 0.555 2.017 -17.809 -8.094 -1.397 2.063 O30 XDA 31 XDA O32 O32 O 0 1 N N N -0.431 2.298 -20.122 -9.111 -1.772 -0.217 O32 XDA 32 XDA H11B H11B H 0 0 N N N -12.376 3.350 -23.896 8.210 -3.493 -0.116 H11B XDA 33 XDA H11A H11A H 0 0 N N N -12.660 1.664 -24.447 7.718 -3.973 -1.758 H11A XDA 34 XDA H11C H11C H 0 0 N N N -14.031 2.821 -24.351 7.944 -2.252 -1.364 H11C XDA 35 XDA H10C H10C H 0 0 N N N -12.797 2.597 -20.542 4.845 -4.198 -1.771 H10C XDA 36 XDA H10B H10B H 0 0 N N N -11.512 2.837 -21.774 5.877 -5.190 -0.713 H10B XDA 37 XDA H10A H10A H 0 0 N N N -12.896 3.979 -21.685 4.530 -4.256 -0.020 H10A XDA 38 XDA H4 H4 H 0 1 N N N -13.954 1.470 -20.123 7.547 -1.011 0.518 H4 XDA 39 XDA H5A H5A H 0 1 N N N -16.050 0.968 -19.603 7.274 -1.053 -2.006 H5A XDA 40 XDA H5B H5B H 0 1 N N N -16.351 0.516 -21.315 5.958 0.138 -1.827 H5B XDA 41 XDA H6B H6B H 0 1 N N N -17.031 -1.376 -20.110 8.885 0.464 -1.043 H6B XDA 42 XDA H6A H6A H 0 1 N N N -15.659 -1.257 -18.955 7.983 1.385 -2.268 H6A XDA 43 XDA H1 H1 H 0 1 N N N -15.607 -2.983 -21.254 7.970 2.852 -0.275 H1 XDA 44 XDA H2 H2 H 0 1 N N N -13.295 -2.453 -21.723 6.415 2.427 1.376 H2 XDA 45 XDA H3 H3 H 0 1 N N N -13.132 -0.645 -19.492 5.854 0.066 1.868 H3 XDA 46 XDA H12 H12 H 0 1 N N N -11.830 -0.724 -22.077 4.318 0.236 -0.606 H12 XDA 47 XDA H16A H16A H 0 0 N N N -8.592 2.274 -22.272 1.239 1.046 2.419 H16A XDA 48 XDA H16B H16B H 0 0 N N N -9.500 2.711 -20.784 1.634 2.689 1.859 H16B XDA 49 XDA H22 H22 H 0 1 N N N -6.910 0.434 -22.161 0.339 3.749 0.104 H22 XDA 50 XDA H21 H21 H 0 1 N N N -5.082 -0.520 -20.807 -1.838 3.898 -1.032 H21 XDA 51 XDA H18 H18 H 0 1 N N N -8.656 2.094 -18.624 -0.614 -0.184 1.456 H18 XDA 52 XDA H19 H19 H 0 1 N N N -6.833 1.115 -17.259 -2.795 -0.056 0.326 H19 XDA 53 XDA H25 H25 H 0 1 N N N -3.218 -0.275 -16.844 -4.391 0.177 -0.553 H25 XDA 54 XDA H26A H26A H 0 0 N N N -4.483 2.210 -17.844 -6.498 1.897 -1.313 H26A XDA 55 XDA H26B H26B H 0 0 N N N -4.464 1.856 -16.083 -5.775 1.211 -2.787 H26B XDA 56 XDA H27A H27A H 0 0 N N N -2.010 1.755 -16.088 -7.631 -0.214 -2.068 H27A XDA 57 XDA H27B H27B H 0 0 N N N -2.532 3.303 -16.835 -6.099 -1.085 -1.819 H27B XDA 58 XDA H5 H5 H 0 1 N N N -0.884 4.562 -19.193 -6.091 -2.956 0.737 H5 XDA 59 XDA H6 H6 H 0 1 N N N 1.140 1.514 -18.364 -8.579 -2.116 2.490 H6 XDA 60 # 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 XDA C11 N9 SING N N 1 XDA O8 C7 DOUB N N 2 XDA N9 C7 SING N N 3 XDA N9 C10 SING N N 4 XDA C7 C4 SING N N 5 XDA O15 C16 SING N N 6 XDA O15 C13 SING N N 7 XDA C16 C17 SING N N 8 XDA N12 C13 SING N N 9 XDA N12 C3 SING N N 10 XDA C2 C1 DOUB N N 11 XDA C2 C3 SING N N 12 XDA C22 C17 DOUB Y N 13 XDA C22 C21 SING Y N 14 XDA C1 C6 SING N N 15 XDA C4 C3 SING N N 16 XDA C4 C5 SING N N 17 XDA C13 O14 DOUB N N 18 XDA C17 C18 SING Y N 19 XDA C5 C6 SING N N 20 XDA C21 C20 DOUB Y N 21 XDA O32 P29 DOUB N N 22 XDA C18 C19 DOUB Y N 23 XDA C20 C19 SING Y N 24 XDA C20 C23 SING N N 25 XDA P29 O31 SING N N 26 XDA P29 O28 SING N N 27 XDA P29 O30 SING N N 28 XDA O24 C23 DOUB N N 29 XDA C23 N25 SING N N 30 XDA O28 C27 SING N N 31 XDA N25 C26 SING N N 32 XDA C26 C27 SING N N 33 XDA C11 H11B SING N N 34 XDA C11 H11A SING N N 35 XDA C11 H11C SING N N 36 XDA C10 H10C SING N N 37 XDA C10 H10B SING N N 38 XDA C10 H10A SING N N 39 XDA C4 H4 SING N N 40 XDA C5 H5A SING N N 41 XDA C5 H5B SING N N 42 XDA C6 H6B SING N N 43 XDA C6 H6A SING N N 44 XDA C1 H1 SING N N 45 XDA C2 H2 SING N N 46 XDA C3 H3 SING N N 47 XDA N12 H12 SING N N 48 XDA C16 H16A SING N N 49 XDA C16 H16B SING N N 50 XDA C22 H22 SING N N 51 XDA C21 H21 SING N N 52 XDA C18 H18 SING N N 53 XDA C19 H19 SING N N 54 XDA N25 H25 SING N N 55 XDA C26 H26A SING N N 56 XDA C26 H26B SING N N 57 XDA C27 H27A SING N N 58 XDA C27 H27B SING N N 59 XDA O31 H5 SING N N 60 XDA O30 H6 SING N N 61 # 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 XDA SMILES ACDLabs 12.01 "O=P(O)(O)OCCNC(=O)c1ccc(cc1)COC(=O)NC2C=CCCC2C(=O)N(C)C" XDA InChI InChI 1.03 "InChI=1S/C20H28N3O8P/c1-23(2)19(25)16-5-3-4-6-17(16)22-20(26)30-13-14-7-9-15(10-8-14)18(24)21-11-12-31-32(27,28)29/h4,6-10,16-17H,3,5,11-13H2,1-2H3,(H,21,24)(H,22,26)(H2,27,28,29)/t16-,17+/m0/s1" XDA InChIKey InChI 1.03 MBWSSOJOAZHENI-DLBZAZTESA-N XDA SMILES_CANONICAL CACTVS 3.385 "CN(C)C(=O)[C@H]1CCC=C[C@H]1NC(=O)OCc2ccc(cc2)C(=O)NCCO[P](O)(O)=O" XDA SMILES CACTVS 3.385 "CN(C)C(=O)[CH]1CCC=C[CH]1NC(=O)OCc2ccc(cc2)C(=O)NCCO[P](O)(O)=O" XDA SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CN(C)C(=O)[C@H]1CCC=C[C@H]1NC(=O)OCc2ccc(cc2)C(=O)NCCOP(=O)(O)O" XDA SMILES "OpenEye OEToolkits" 1.7.6 "CN(C)C(=O)C1CCC=CC1NC(=O)OCc2ccc(cc2)C(=O)NCCOP(=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 XDA "SYSTEMATIC NAME" ACDLabs 12.01 "4-{[2-(phosphonooxy)ethyl]carbamoyl}benzyl [(1R,6S)-6-(dimethylcarbamoyl)cyclohex-2-en-1-yl]carbamate" XDA "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "[4-(2-phosphonooxyethylcarbamoyl)phenyl]methyl N-[(1R,6S)-6-(dimethylcarbamoyl)cyclohex-2-en-1-yl]carbamate" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site XDA "Create component" 2014-01-07 PDBJ XDA "Initial release" 2014-06-04 RCSB #