data_4RT # _chem_comp.id 4RT _chem_comp.name "(1R,2S,5R)-8'-(3-chloro-4-fluorobenzyl)-6'-hydroxy-1-(hydroxymethyl)-2'-methyl-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 "C24 H23 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 2015-05-15 _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 487.908 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 4RT _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 4ZTJ _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 4RT N1 N1 N 0 1 N N N 28.764 -36.562 19.850 -2.699 -0.108 -0.540 N1 4RT 1 4RT C4 C1 C 0 1 N N N 31.564 -36.660 22.487 -0.117 2.618 -0.244 C4 4RT 2 4RT C5 C2 C 0 1 N N N 29.486 -36.687 21.037 -2.085 1.091 -0.250 C5 4RT 3 4RT C6 C3 C 0 1 N N N 29.443 -36.353 18.652 -2.023 -1.114 -1.128 C6 4RT 4 4RT C7 C4 C 0 1 N N N 30.890 -36.279 18.754 -0.594 -0.946 -1.435 C7 4RT 5 4RT C8 C5 C 0 1 N N S 27.289 -36.621 20.064 -4.088 0.010 -0.102 C8 4RT 6 4RT C10 C6 C 0 1 N N N 26.167 -37.658 22.183 -5.508 1.896 1.002 C10 4RT 7 4RT C13 C7 C 0 1 N N R 25.774 -36.702 18.132 -5.881 -1.509 0.637 C13 4RT 8 4RT C15 C8 C 0 1 N N N 27.023 -38.846 18.599 -3.351 -2.100 1.260 C15 4RT 9 4RT C17 C9 C 0 1 N N N 35.112 -36.174 21.372 3.413 1.908 -1.205 C17 4RT 10 4RT C20 C10 C 0 1 Y N N 36.815 -39.184 22.964 5.691 1.198 1.720 C20 4RT 11 4RT C21 C11 C 0 1 Y N N 37.302 -39.823 21.846 6.154 -0.069 1.410 C21 4RT 12 4RT C22 C12 C 0 1 Y N N 37.115 -39.301 20.587 5.729 -0.695 0.249 C22 4RT 13 4RT F F1 F 0 1 N N N 37.964 -41.000 21.983 7.019 -0.694 2.238 F 4RT 14 4RT C19 C13 C 0 1 Y N N 36.110 -38.000 22.805 4.801 1.835 0.875 C19 4RT 15 4RT CL CL1 CL 0 0 N N N 37.694 -40.159 19.202 6.307 -2.285 -0.141 CL 4RT 16 4RT C23 C14 C 0 1 Y N N 36.428 -38.110 20.430 4.843 -0.054 -0.597 C23 4RT 17 4RT C18 C15 C 0 1 Y N N 35.903 -37.449 21.541 4.378 1.209 -0.282 C18 4RT 18 4RT N N2 N 0 1 N N N 33.672 -36.403 21.210 2.040 1.573 -0.820 N 4RT 19 4RT C1 C16 C 0 1 N N N 33.109 -36.280 19.983 1.442 0.497 -1.369 C1 4RT 20 4RT O4 O1 O 0 1 N N N 33.771 -36.081 18.968 2.076 -0.267 -2.070 O4 4RT 21 4RT C2 C17 C 0 1 N N N 31.651 -36.394 19.958 0.007 0.257 -1.107 C2 4RT 22 4RT O O2 O 0 1 N N N 31.496 -36.080 17.565 0.114 -1.940 -2.020 O 4RT 23 4RT O1 O3 O 0 1 N N N 28.864 -36.227 17.575 -2.591 -2.156 -1.404 O1 4RT 24 4RT C14 C18 C 0 1 N N R 26.427 -37.564 19.147 -4.434 -1.071 0.932 C14 4RT 25 4RT O3 O4 O 0 1 N N N 27.646 -39.501 19.695 -3.660 -2.739 2.501 O3 4RT 26 4RT C16 C19 C 0 1 N N N 24.948 -37.482 19.152 -5.546 -0.789 1.945 C16 4RT 27 4RT C12 C20 C 0 1 N N N 26.090 -35.228 18.439 -6.362 -0.660 -0.559 C12 4RT 28 4RT C11 C21 C 0 1 N N N 26.615 -35.246 19.886 -5.055 -0.236 -1.276 C11 4RT 29 4RT N2 N3 N 0 1 N N N 27.314 -37.066 21.490 -4.267 1.347 0.451 N2 4RT 30 4RT C9 C22 C 0 1 N N N 28.500 -36.840 22.094 -3.085 1.989 0.364 C9 4RT 31 4RT O2 O5 O 0 1 N N N 28.631 -36.780 23.315 -2.874 3.128 0.733 O2 4RT 32 4RT C3 C23 C 0 1 N N N 30.871 -36.612 21.149 -0.767 1.288 -0.530 C3 4RT 33 4RT C C24 C 0 1 N N N 33.002 -37.104 22.314 1.343 2.411 0.153 C 4RT 34 4RT H1 H1 H 0 1 N N N 31.545 -35.659 22.943 -0.164 3.243 -1.136 H1 4RT 35 4RT H2 H2 H 0 1 N N N 31.040 -37.371 23.143 -0.645 3.111 0.571 H2 4RT 36 4RT H3 H3 H 0 1 N N N 26.447 -37.896 23.220 -6.319 1.182 0.851 H3 4RT 37 4RT H4 H4 H 0 1 N N N 25.331 -36.943 22.185 -5.381 2.082 2.068 H4 4RT 38 4RT H5 H5 H 0 1 N N N 25.861 -38.579 21.665 -5.749 2.830 0.495 H5 4RT 39 4RT H6 H6 H 0 1 N N N 25.753 -37.024 17.080 -6.171 -2.559 0.656 H6 4RT 40 4RT H7 H7 H 0 1 N N N 26.232 -39.482 18.176 -3.308 -2.847 0.468 H7 4RT 41 4RT H8 H8 H 0 1 N N N 27.766 -38.618 17.821 -2.386 -1.599 1.340 H8 4RT 42 4RT H9 H9 H 0 1 N N N 35.484 -35.647 20.481 3.557 2.986 -1.134 H9 4RT 43 4RT H10 H10 H 0 1 N N N 35.268 -35.546 22.261 3.592 1.584 -2.231 H10 4RT 44 4RT H11 H11 H 0 1 N N N 36.979 -39.598 23.948 6.021 1.688 2.625 H11 4RT 45 4RT H12 H12 H 0 1 N N N 35.715 -37.496 23.675 4.437 2.822 1.120 H12 4RT 46 4RT H13 H13 H 0 1 N N N 36.298 -37.690 19.443 4.512 -0.541 -1.502 H13 4RT 47 4RT H14 H14 H 0 1 N N N 30.840 -36.021 16.881 -0.404 -2.735 -2.205 H14 4RT 48 4RT H15 H15 H 0 1 N N N 28.036 -40.315 19.398 -3.014 -3.405 2.772 H15 4RT 49 4RT H16 H16 H 0 1 N N N 24.427 -36.952 19.963 -5.880 0.244 2.049 H16 4RT 50 4RT H17 H17 H 0 1 N N N 24.346 -38.345 18.832 -5.554 -1.380 2.860 H17 4RT 51 4RT H18 H18 H 0 1 N N N 26.857 -34.842 17.751 -6.985 -1.257 -1.224 H18 4RT 52 4RT H19 H19 H 0 1 N N N 25.183 -34.610 18.361 -6.907 0.217 -0.209 H19 4RT 53 4RT H20 H20 H 0 1 N N N 27.345 -34.438 20.040 -5.208 0.679 -1.849 H20 4RT 54 4RT H21 H21 H 0 1 N N N 25.784 -35.130 20.598 -4.688 -1.038 -1.918 H21 4RT 55 4RT H22 H22 H 0 1 N N N 33.016 -38.184 22.108 1.839 3.380 0.209 H22 4RT 56 4RT H23 H23 H 0 1 N N N 33.550 -36.901 23.246 1.383 1.932 1.131 H23 4RT 57 # 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 4RT O C7 SING N N 1 4RT O1 C6 DOUB N N 2 4RT C13 C12 SING N N 3 4RT C13 C14 SING N N 4 4RT C13 C16 SING N N 5 4RT C12 C11 SING N N 6 4RT C15 C14 SING N N 7 4RT C15 O3 SING N N 8 4RT C6 C7 SING N N 9 4RT C6 N1 SING N N 10 4RT C7 C2 DOUB N N 11 4RT O4 C1 DOUB N N 12 4RT C14 C16 SING N N 13 4RT C14 C8 SING N N 14 4RT CL C22 SING N N 15 4RT N1 C8 SING N N 16 4RT N1 C5 SING N N 17 4RT C11 C8 SING N N 18 4RT C2 C1 SING N N 19 4RT C2 C3 SING N N 20 4RT C1 N SING N N 21 4RT C8 N2 SING N N 22 4RT C23 C22 DOUB Y N 23 4RT C23 C18 SING Y N 24 4RT C22 C21 SING Y N 25 4RT C5 C3 DOUB N N 26 4RT C5 C9 SING N N 27 4RT C3 C4 SING N N 28 4RT N C17 SING N N 29 4RT N C SING N N 30 4RT C17 C18 SING N N 31 4RT N2 C9 SING N N 32 4RT N2 C10 SING N N 33 4RT C18 C19 DOUB Y N 34 4RT C21 F SING N N 35 4RT C21 C20 DOUB Y N 36 4RT C9 O2 DOUB N N 37 4RT C C4 SING N N 38 4RT C19 C20 SING Y N 39 4RT C4 H1 SING N N 40 4RT C4 H2 SING N N 41 4RT C10 H3 SING N N 42 4RT C10 H4 SING N N 43 4RT C10 H5 SING N N 44 4RT C13 H6 SING N N 45 4RT C15 H7 SING N N 46 4RT C15 H8 SING N N 47 4RT C17 H9 SING N N 48 4RT C17 H10 SING N N 49 4RT C20 H11 SING N N 50 4RT C19 H12 SING N N 51 4RT C23 H13 SING N N 52 4RT O H14 SING N N 53 4RT O3 H15 SING N N 54 4RT C16 H16 SING N N 55 4RT C16 H17 SING N N 56 4RT C12 H18 SING N N 57 4RT C12 H19 SING N N 58 4RT C11 H20 SING N N 59 4RT C11 H21 SING N N 60 4RT C H22 SING N N 61 4RT C H23 SING N N 62 # 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 4RT SMILES ACDLabs 12.01 "N13C5(N(C)C(C1=C4CCN(Cc2ccc(F)c(Cl)c2)C(=O)C4=C(C3=O)O)=O)C6(C(CC5)C6)CO" 4RT InChI InChI 1.03 "InChI=1S/C24H23ClFN3O5/c1-27-21(33)18-14-5-7-28(10-12-2-3-16(26)15(25)8-12)20(32)17(14)19(31)22(34)29(18)24(27)6-4-13-9-23(13,24)11-30/h2-3,8,13,30-31H,4-7,9-11H2,1H3/t13-,23-,24+/m1/s1" 4RT InChIKey InChI 1.03 CMKPKOVJKYIZNW-DHTHFVMWSA-N 4RT SMILES_CANONICAL CACTVS 3.385 "CN1C(=O)C2=C3CCN(Cc4ccc(F)c(Cl)c4)C(=O)C3=C(O)C(=O)N2[C@]15CC[C@@H]6C[C@]56CO" 4RT SMILES CACTVS 3.385 "CN1C(=O)C2=C3CCN(Cc4ccc(F)c(Cl)c4)C(=O)C3=C(O)C(=O)N2[C]15CC[CH]6C[C]56CO" 4RT SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "CN1C(=O)C2=C3CCN(C(=O)C3=C(C(=O)N2[C@]14CC[C@H]5[C@@]4(C5)CO)O)Cc6ccc(c(c6)Cl)F" 4RT SMILES "OpenEye OEToolkits" 1.9.2 "CN1C(=O)C2=C3CCN(C(=O)C3=C(C(=O)N2C14CCC5C4(C5)CO)O)Cc6ccc(c(c6)Cl)F" # 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 4RT "SYSTEMATIC NAME" ACDLabs 12.01 "(1R,2S,5R)-8'-(3-chloro-4-fluorobenzyl)-6'-hydroxy-1-(hydroxymethyl)-2'-methyl-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" 4RT "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "(1'R,3S,5'R)-8-[(3-chloranyl-4-fluoranyl-phenyl)methyl]-1'-(hydroxymethyl)-2-methyl-6-oxidanyl-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 4RT "Create component" 2015-05-15 RCSB 4RT "Initial release" 2015-10-07 RCSB #