data_X2P # _chem_comp.id X2P _chem_comp.name "(1R,2R,5S)-8'-(3-chloro-4-fluorobenzyl)-6'-hydroxy-2'-[(2S)-2-hydroxypropyl]-9',10'-dihydro-2'H-spiro[bicyclo[3.1.0]hexane-2,3'-imidazo[5,1-a][2,6]naphthyridine]-1',5',7'(8'H)-trione" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C25 H25 Cl F N3 O5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-05-14 _chem_comp.pdbx_modified_date 2015-10-02 _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 501.935 _chem_comp.one_letter_code ? _chem_comp.three_letter_code X2P _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 4ZTF _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 X2P N1 N1 N 0 1 N N N 29.285 -36.761 19.927 -2.316 -1.028 -0.101 N1 X2P 1 X2P C4 C1 C 0 1 N N N 32.141 -36.732 22.501 -0.062 1.652 -1.486 C4 X2P 2 X2P C5 C2 C 0 1 N N N 30.028 -36.771 21.107 -1.849 0.184 -0.560 C5 X2P 3 X2P C6 C3 C 0 1 N N N 29.960 -36.680 18.708 -1.515 -2.110 -0.047 C6 X2P 4 X2P C7 C4 C 0 1 N N N 31.404 -36.656 18.771 -0.105 -1.989 -0.447 C7 X2P 5 X2P C8 C5 C 0 1 N N R 27.810 -36.930 20.129 -3.721 -0.835 0.252 C8 X2P 6 X2P C10 C6 C 0 1 N N N 26.627 -37.211 22.391 -5.379 1.172 0.143 C10 X2P 7 X2P C13 C7 C 0 1 N N N 27.267 -38.256 19.572 -3.956 -1.153 1.742 C13 X2P 8 X2P C15 C8 C 0 1 N N R 26.314 -36.393 18.259 -5.733 -2.240 0.468 C15 X2P 9 X2P C17 C9 C 0 1 N N N 25.510 -35.835 19.385 -6.077 -1.421 -0.778 C17 X2P 10 X2P C20 C10 C 0 1 Y N N 36.627 -38.451 22.718 4.879 2.179 -0.304 C20 X2P 11 X2P C21 C11 C 0 1 Y N N 37.345 -39.625 22.877 5.802 2.230 0.724 C21 X2P 12 X2P C22 C12 C 0 1 Y N N 37.831 -40.261 21.761 6.412 1.068 1.164 C22 X2P 13 X2P C24 C13 C 0 1 Y N N 36.919 -38.566 20.342 5.172 -0.194 -0.453 C24 X2P 14 X2P F F1 F 0 1 N N N 38.517 -41.423 21.902 7.314 1.117 2.168 F X2P 15 X2P C23 C14 C 0 1 Y N N 37.625 -39.747 20.498 6.095 -0.146 0.574 C23 X2P 16 X2P CL CL1 CL 0 0 N N N 38.212 -40.601 19.112 6.864 -1.603 1.120 CL X2P 17 X2P C19 C15 C 0 1 Y N N 36.404 -37.904 21.457 4.560 0.967 -0.888 C19 X2P 18 X2P C18 C16 C 0 1 N N N 35.665 -36.593 21.308 3.553 0.914 -2.008 C18 X2P 19 X2P N N2 N 0 1 N N N 34.214 -36.741 21.178 2.214 0.707 -1.451 N X2P 20 X2P C1 C17 C 0 1 N N N 33.640 -36.674 19.958 1.756 -0.548 -1.277 C1 X2P 21 X2P O4 O1 O 0 1 N N N 34.293 -36.581 18.925 2.492 -1.500 -1.448 O4 X2P 22 X2P C2 C18 C 0 1 N N N 32.183 -36.703 19.964 0.349 -0.754 -0.874 C2 X2P 23 X2P O O2 O 0 1 N N N 31.986 -36.572 17.566 0.726 -3.056 -0.397 O X2P 24 X2P O1 O3 O 0 1 N N N 29.381 -36.620 17.631 -1.957 -3.181 0.331 O1 X2P 25 X2P C16 C19 C 0 1 N N R 27.004 -35.796 19.444 -4.622 -1.815 -0.512 C16 X2P 26 X2P C14 C20 C 0 1 N N N 26.584 -37.905 18.240 -5.470 -1.482 1.786 C14 X2P 27 X2P N2 N3 N 0 1 N N N 27.841 -36.939 21.608 -4.067 0.549 -0.046 N2 X2P 28 X2P C11 C21 C 0 1 N N S 26.115 -36.008 23.243 -5.269 2.290 1.181 C11 X2P 29 X2P O3 O4 O 0 1 N N N 26.519 -34.769 22.641 -4.427 3.328 0.676 O3 X2P 30 X2P C12 C22 C 0 1 N N N 24.611 -36.053 23.388 -6.660 2.857 1.471 C12 X2P 31 X2P C9 C23 C 0 1 N N N 29.060 -36.751 22.191 -2.962 1.154 -0.526 C9 X2P 32 X2P O2 O5 O 0 1 N N N 29.237 -36.631 23.398 -2.893 2.316 -0.877 O2 X2P 33 X2P C3 C24 C 0 1 N N N 31.409 -36.753 21.188 -0.552 0.331 -0.951 C3 X2P 34 X2P C C25 C 0 1 N N N 33.520 -37.338 22.325 1.398 1.865 -1.095 C X2P 35 X2P H1 H1 H 0 1 N N N 32.239 -35.693 22.849 -0.150 1.657 -2.573 H1 X2P 36 X2P H2 H2 H 0 1 N N N 31.577 -37.315 23.244 -0.667 2.458 -1.071 H2 X2P 37 X2P H3 H3 H 0 1 N N N 25.828 -37.501 21.693 -5.724 1.588 -0.804 H3 X2P 38 X2P H4 H4 H 0 1 N N N 26.840 -38.047 23.073 -6.090 0.422 0.490 H4 X2P 39 X2P H5 H5 H 0 1 N N N 26.540 -38.695 20.271 -3.364 -2.014 2.052 H5 X2P 40 X2P H6 H6 H 0 1 N N N 28.090 -38.966 19.405 -3.727 -0.287 2.363 H6 X2P 41 X2P H7 H7 H 0 1 N N N 26.338 -35.851 17.302 -6.065 -3.276 0.534 H7 X2P 42 X2P H8 H8 H 0 1 N N N 24.941 -34.904 19.246 -6.596 -1.933 -1.588 H8 X2P 43 X2P H9 H9 H 0 1 N N N 24.951 -36.511 20.049 -6.349 -0.375 -0.633 H9 X2P 44 X2P H10 H10 H 0 1 N N N 36.232 -37.950 23.590 4.404 3.086 -0.648 H10 X2P 45 X2P H11 H11 H 0 1 N N N 37.520 -40.033 23.862 6.049 3.176 1.182 H11 X2P 46 X2P H12 H12 H 0 1 N N N 36.767 -38.156 19.354 4.925 -1.139 -0.914 H12 X2P 47 X2P H13 H13 H 0 1 N N N 36.043 -36.083 20.410 3.575 1.852 -2.562 H13 X2P 48 X2P H14 H14 H 0 1 N N N 35.872 -35.976 22.195 3.799 0.090 -2.678 H14 X2P 49 X2P H15 H15 H 0 1 N N N 31.317 -36.542 16.892 0.305 -3.868 -0.083 H15 X2P 50 X2P H16 H16 H 0 1 N N N 27.506 -34.825 19.321 -4.142 -2.542 -1.166 H16 X2P 51 X2P H17 H17 H 0 1 N N N 25.637 -38.457 18.144 -5.697 -2.117 2.643 H17 X2P 52 X2P H18 H18 H 0 1 N N N 27.244 -38.160 17.398 -6.058 -0.565 1.823 H18 X2P 53 X2P H19 H19 H 0 1 N N N 26.563 -36.091 24.244 -4.841 1.891 2.101 H19 X2P 54 X2P H20 H20 H 0 1 N N N 26.203 -34.043 23.166 -4.748 3.730 -0.143 H20 X2P 55 X2P H21 H21 H 0 1 N N N 24.274 -35.197 23.991 -7.302 2.065 1.857 H21 X2P 56 X2P H22 H22 H 0 1 N N N 24.145 -36.006 22.393 -6.581 3.653 2.211 H22 X2P 57 X2P H23 H23 H 0 1 N N N 24.319 -36.989 23.886 -7.088 3.256 0.551 H23 X2P 58 X2P H24 H24 H 0 1 N N N 33.419 -38.421 22.160 1.781 2.745 -1.612 H24 X2P 59 X2P H25 H25 H 0 1 N N N 34.110 -37.159 23.236 1.460 2.029 -0.019 H25 X2P 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 X2P O C7 SING N N 1 X2P O1 C6 DOUB N N 2 X2P C14 C15 SING N N 3 X2P C14 C13 SING N N 4 X2P C15 C17 SING N N 5 X2P C15 C16 SING N N 6 X2P C6 C7 SING N N 7 X2P C6 N1 SING N N 8 X2P C7 C2 DOUB N N 9 X2P O4 C1 DOUB N N 10 X2P CL C23 SING N N 11 X2P C17 C16 SING N N 12 X2P C16 C8 SING N N 13 X2P C13 C8 SING N N 14 X2P N1 C8 SING N N 15 X2P N1 C5 SING N N 16 X2P C1 C2 SING N N 17 X2P C1 N SING N N 18 X2P C2 C3 SING N N 19 X2P C8 N2 SING N N 20 X2P C24 C23 DOUB Y N 21 X2P C24 C19 SING Y N 22 X2P C23 C22 SING Y N 23 X2P C5 C3 DOUB N N 24 X2P C5 C9 SING N N 25 X2P N C18 SING N N 26 X2P N C SING N N 27 X2P C3 C4 SING N N 28 X2P C18 C19 SING N N 29 X2P C19 C20 DOUB Y N 30 X2P N2 C9 SING N N 31 X2P N2 C10 SING N N 32 X2P C22 F SING N N 33 X2P C22 C21 DOUB Y N 34 X2P C9 O2 DOUB N N 35 X2P C C4 SING N N 36 X2P C10 C11 SING N N 37 X2P O3 C11 SING N N 38 X2P C20 C21 SING Y N 39 X2P C11 C12 SING N N 40 X2P C4 H1 SING N N 41 X2P C4 H2 SING N N 42 X2P C10 H3 SING N N 43 X2P C10 H4 SING N N 44 X2P C13 H5 SING N N 45 X2P C13 H6 SING N N 46 X2P C15 H7 SING N N 47 X2P C17 H8 SING N N 48 X2P C17 H9 SING N N 49 X2P C20 H10 SING N N 50 X2P C21 H11 SING N N 51 X2P C24 H12 SING N N 52 X2P C18 H13 SING N N 53 X2P C18 H14 SING N N 54 X2P O H15 SING N N 55 X2P C16 H16 SING N N 56 X2P C14 H17 SING N N 57 X2P C14 H18 SING N N 58 X2P C11 H19 SING N N 59 X2P O3 H20 SING N N 60 X2P C12 H21 SING N N 61 X2P C12 H22 SING N N 62 X2P C12 H23 SING N N 63 X2P C H24 SING N N 64 X2P C H25 SING N N 65 # 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 X2P SMILES ACDLabs 12.01 "N13C5(N(CC(C)O)C(C1=C4CCN(Cc2ccc(F)c(c2)Cl)C(C4=C(C3=O)O)=O)=O)CCC6CC56" X2P InChI InChI 1.03 "InChI=1S/C25H25ClFN3O5/c1-12(31)10-29-23(34)20-15-5-7-28(11-13-2-3-18(27)17(26)8-13)22(33)19(15)21(32)24(35)30(20)25(29)6-4-14-9-16(14)25/h2-3,8,12,14,16,31-32H,4-7,9-11H2,1H3/t12-,14-,16+,25+/m0/s1" X2P InChIKey InChI 1.03 SUYSDXIXCVFTRC-UCVJIWRCSA-N X2P SMILES_CANONICAL CACTVS 3.385 "C[C@H](O)CN1C(=O)C2=C3CCN(Cc4ccc(F)c(Cl)c4)C(=O)C3=C(O)C(=O)N2[C@@]15CC[C@H]6C[C@@H]56" X2P SMILES CACTVS 3.385 "C[CH](O)CN1C(=O)C2=C3CCN(Cc4ccc(F)c(Cl)c4)C(=O)C3=C(O)C(=O)N2[C]15CC[CH]6C[CH]56" X2P SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "C[C@@H](CN1C(=O)C2=C3CCN(C(=O)C3=C(C(=O)N2[C@@]14CC[C@@H]5[C@H]4C5)O)Cc6ccc(c(c6)Cl)F)O" X2P SMILES "OpenEye OEToolkits" 1.9.2 "CC(CN1C(=O)C2=C3CCN(C(=O)C3=C(C(=O)N2C14CCC5C4C5)O)Cc6ccc(c(c6)Cl)F)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 X2P "SYSTEMATIC NAME" ACDLabs 12.01 "(1R,2R,5S)-8'-(3-chloro-4-fluorobenzyl)-6'-hydroxy-2'-[(2S)-2-hydroxypropyl]-9',10'-dihydro-2'H-spiro[bicyclo[3.1.0]hexane-2,3'-imidazo[5,1-a][2,6]naphthyridine]-1',5',7'(8'H)-trione" X2P "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "(1'R,3R,5'S)-8-[(3-chloranyl-4-fluoranyl-phenyl)methyl]-6-oxidanyl-2-[(2S)-2-oxidanylpropyl]spiro[9,10-dihydroimidazo[5,1-a][2,6]naphthyridine-3,2'-bicyclo[3.1.0]hexane]-1,5,7-trione" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site X2P "Create component" 2015-05-14 RCSB X2P "Initial release" 2015-10-07 RCSB #