data_8G1 # _chem_comp.id 8G1 _chem_comp.name "(3R)-8-[(3-chloro-4-fluorophenyl)methyl]-6-hydroxy-1,5,7-trioxo-1,2',3',5,7,8,9,10-octahydro-2H-spiro[imidazo[5,1-a][2,6]naphthyridine-3,1'-indene]-7'-carbonitrile" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C26 H18 Cl F N4 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-02-03 _chem_comp.pdbx_modified_date 2017-03-24 _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 504.897 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 8G1 _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 5UOQ _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 8G1 C1 C1 C 0 1 N N N 31.991 -36.692 19.913 -0.178 1.336 -0.741 C1 8G1 1 8G1 C2 C2 C 0 1 N N N 31.237 -36.521 18.706 0.719 1.100 -1.768 C2 8G1 2 8G1 C3 C3 C 0 1 N N N 29.793 -36.605 18.645 2.117 0.808 -1.415 C3 8G1 3 8G1 C7 C4 C 0 1 N N N 27.010 -38.146 19.320 4.822 1.567 0.038 C7 8G1 4 8G1 C8 C5 C 0 1 N N N 26.205 -37.442 18.218 5.504 0.805 -1.119 C8 8G1 5 8G1 C9 C6 C 0 1 Y N N 26.173 -35.989 18.617 5.315 -0.662 -0.794 C9 8G1 6 8G1 C10 C7 C 0 1 Y N N 26.972 -35.764 19.735 4.319 -0.806 0.152 C10 8G1 7 8G1 C11 C8 C 0 1 Y N N 27.055 -34.487 20.312 3.973 -2.084 0.604 C11 8G1 8 8G1 C12 C9 C 0 1 Y N N 26.351 -33.429 19.727 4.633 -3.204 0.099 C12 8G1 9 8G1 C13 C10 C 0 1 Y N N 25.578 -33.645 18.598 5.626 -3.046 -0.845 C13 8G1 10 8G1 C14 C11 C 0 1 Y N N 25.486 -34.916 18.051 5.965 -1.782 -1.289 C14 8G1 11 8G1 C15 C12 C 0 1 N N N 27.836 -34.225 21.494 2.941 -2.241 1.584 C15 8G1 12 8G1 C16 C13 C 0 1 N N N 33.444 -36.530 19.900 -1.592 1.668 -1.018 C16 8G1 13 8G1 C19 C14 C 0 1 N N N 35.491 -36.527 21.224 -3.806 2.291 -0.241 C19 8G1 14 8G1 C20 C15 C 0 1 Y N N 36.295 -37.790 21.410 -4.512 1.016 0.142 C20 8G1 15 8G1 C21 C16 C 0 1 Y N N 36.485 -38.336 22.675 -4.964 0.839 1.437 C21 8G1 16 8G1 C22 C17 C 0 1 Y N N 37.198 -39.512 22.850 -5.612 -0.329 1.790 C22 8G1 17 8G1 C24 C18 C 0 1 Y N N 37.530 -39.635 20.481 -5.363 -1.142 -0.452 C24 8G1 18 8G1 O3 O1 O 0 1 N N N 34.062 -36.177 18.907 -2.050 1.518 -2.134 O3 8G1 19 8G1 N3 N1 N 0 1 N N N 34.053 -36.777 21.083 -2.366 2.136 -0.021 N3 8G1 20 8G1 C25 C19 C 0 1 Y N N 36.844 -38.449 20.313 -4.714 0.028 -0.803 C25 8G1 21 8G1 CL CL1 CL 0 0 N N N 38.100 -40.510 19.106 -5.616 -2.384 -1.638 CL 8G1 22 8G1 C23 C20 C 0 1 Y N N 37.706 -40.149 21.742 -5.810 -1.323 0.847 C23 8G1 23 8G1 F F1 F 0 1 N N N 38.385 -41.312 21.892 -6.444 -2.465 1.191 F 8G1 24 8G1 C17 C21 C 0 1 N N N 33.417 -37.515 22.181 -1.797 2.493 1.276 C17 8G1 25 8G1 C18 C22 C 0 1 N N N 31.993 -37.060 22.423 -0.734 1.487 1.709 C18 8G1 26 8G1 C C23 C 0 1 N N N 31.224 -36.982 21.130 0.265 1.279 0.598 C 8G1 27 8G1 C4 C24 C 0 1 N N N 29.842 -37.081 21.055 1.573 1.027 0.886 C4 8G1 28 8G1 C5 C25 C 0 1 N N N 28.851 -37.353 22.117 2.275 0.939 2.182 C5 8G1 29 8G1 O O2 O 0 1 N N N 29.058 -37.584 23.308 1.761 1.094 3.273 O 8G1 30 8G1 N1 N2 N 0 1 N N N 27.657 -37.304 21.514 3.576 0.661 1.967 N1 8G1 31 8G1 C6 C26 C 0 1 N N R 27.717 -37.016 20.092 3.776 0.551 0.525 C6 8G1 32 8G1 N N3 N 0 1 N N N 29.178 -36.889 19.853 2.484 0.792 -0.118 N 8G1 33 8G1 O1 O3 O 0 1 N N N 29.159 -36.402 17.613 2.937 0.583 -2.287 O1 8G1 34 8G1 O2 O4 O 0 1 N N N 31.852 -36.334 17.514 0.321 1.135 -3.061 O2 8G1 35 8G1 N2 N4 N 0 1 N N N 28.465 -34.056 22.432 2.123 -2.366 2.362 N2 8G1 36 8G1 H1 H1 H 0 1 N N N 26.340 -38.708 19.987 5.538 1.797 0.827 H1 8G1 37 8G1 H2 H2 H 0 1 N N N 27.748 -38.832 18.879 4.341 2.477 -0.323 H2 8G1 38 8G1 H3 H3 H 0 1 N N N 25.185 -37.850 18.166 5.024 1.047 -2.067 H3 8G1 39 8G1 H4 H4 H 0 1 N N N 26.699 -37.563 17.243 6.566 1.049 -1.159 H4 8G1 40 8G1 H5 H5 H 0 1 N N N 26.410 -32.440 20.157 4.367 -4.192 0.447 H5 8G1 41 8G1 H6 H6 H 0 1 N N N 25.046 -32.822 18.143 6.139 -3.911 -1.238 H6 8G1 42 8G1 H7 H7 H 0 1 N N N 24.874 -35.077 17.175 6.743 -1.665 -2.029 H7 8G1 43 8G1 H8 H8 H 0 1 N N N 35.848 -36.015 20.318 -3.991 2.507 -1.293 H8 8G1 44 8G1 H9 H9 H 0 1 N N N 35.650 -35.879 22.098 -4.181 3.112 0.370 H9 8G1 45 8G1 H10 H10 H 0 1 N N N 36.070 -37.835 23.537 -4.809 1.614 2.173 H10 8G1 46 8G1 H11 H11 H 0 1 N N N 37.352 -39.920 23.838 -5.963 -0.467 2.802 H11 8G1 47 8G1 H12 H12 H 0 1 N N N 36.732 -38.029 19.324 -4.365 0.169 -1.815 H12 8G1 48 8G1 H13 H13 H 0 1 N N N 33.410 -38.586 21.931 -1.345 3.482 1.208 H13 8G1 49 8G1 H14 H14 H 0 1 N N N 34.001 -37.357 23.100 -2.592 2.514 2.021 H14 8G1 50 8G1 H15 H15 H 0 1 N N N 32.008 -36.066 22.893 -0.218 1.863 2.592 H15 8G1 51 8G1 H16 H16 H 0 1 N N N 31.496 -37.776 23.095 -1.211 0.536 1.946 H16 8G1 52 8G1 H17 H17 H 0 1 N N N 26.797 -37.453 22.001 4.257 0.554 2.648 H17 8G1 53 8G1 H18 H18 H 0 1 N N N 32.786 -36.227 17.652 1.029 0.955 -3.696 H18 8G1 54 # 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 8G1 O2 C2 SING N N 1 8G1 O1 C3 DOUB N N 2 8G1 C14 C13 DOUB Y N 3 8G1 C14 C9 SING Y N 4 8G1 C8 C9 SING N N 5 8G1 C8 C7 SING N N 6 8G1 C13 C12 SING Y N 7 8G1 C9 C10 DOUB Y N 8 8G1 C3 C2 SING N N 9 8G1 C3 N SING N N 10 8G1 C2 C1 DOUB N N 11 8G1 O3 C16 DOUB N N 12 8G1 CL C24 SING N N 13 8G1 C7 C6 SING N N 14 8G1 C12 C11 DOUB Y N 15 8G1 C10 C6 SING N N 16 8G1 C10 C11 SING Y N 17 8G1 N C6 SING N N 18 8G1 N C4 SING N N 19 8G1 C16 C1 SING N N 20 8G1 C16 N3 SING N N 21 8G1 C1 C SING N N 22 8G1 C6 N1 SING N N 23 8G1 C11 C15 SING N N 24 8G1 C25 C24 DOUB Y N 25 8G1 C25 C20 SING Y N 26 8G1 C24 C23 SING Y N 27 8G1 C4 C DOUB N N 28 8G1 C4 C5 SING N N 29 8G1 N3 C19 SING N N 30 8G1 N3 C17 SING N N 31 8G1 C C18 SING N N 32 8G1 C19 C20 SING N N 33 8G1 C20 C21 DOUB Y N 34 8G1 C15 N2 TRIP N N 35 8G1 N1 C5 SING N N 36 8G1 C23 F SING N N 37 8G1 C23 C22 DOUB Y N 38 8G1 C5 O DOUB N N 39 8G1 C17 C18 SING N N 40 8G1 C21 C22 SING Y N 41 8G1 C7 H1 SING N N 42 8G1 C7 H2 SING N N 43 8G1 C8 H3 SING N N 44 8G1 C8 H4 SING N N 45 8G1 C12 H5 SING N N 46 8G1 C13 H6 SING N N 47 8G1 C14 H7 SING N N 48 8G1 C19 H8 SING N N 49 8G1 C19 H9 SING N N 50 8G1 C21 H10 SING N N 51 8G1 C22 H11 SING N N 52 8G1 C25 H12 SING N N 53 8G1 C17 H13 SING N N 54 8G1 C17 H14 SING N N 55 8G1 C18 H15 SING N N 56 8G1 C18 H16 SING N N 57 8G1 N1 H17 SING N N 58 8G1 O2 H18 SING N N 59 # 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 8G1 SMILES ACDLabs 12.01 "C=51C(CCN(C1=O)Cc2ccc(c(c2)Cl)F)=C6C(=O)NC3(CCc4c3c(C#N)ccc4)N6C(C=5O)=O" 8G1 InChI InChI 1.03 "InChI=1S/C26H18ClFN4O4/c27-17-10-13(4-5-18(17)28)12-31-9-7-16-19(24(31)35)22(33)25(36)32-21(16)23(34)30-26(32)8-6-14-2-1-3-15(11-29)20(14)26/h1-5,10,33H,6-9,12H2,(H,30,34)/t26-/m1/s1" 8G1 InChIKey InChI 1.03 SQZXRPGADVRSDB-AREMUKBSSA-N 8G1 SMILES_CANONICAL CACTVS 3.385 "OC1=C2C(=O)N(CCC2=C3N(C1=O)[C@@]4(CCc5cccc(C#N)c45)NC3=O)Cc6ccc(F)c(Cl)c6" 8G1 SMILES CACTVS 3.385 "OC1=C2C(=O)N(CCC2=C3N(C1=O)[C]4(CCc5cccc(C#N)c45)NC3=O)Cc6ccc(F)c(Cl)c6" 8G1 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "c1cc2c(c(c1)C#N)[C@]3(CC2)NC(=O)C4=C5CCN(C(=O)C5=C(C(=O)N34)O)Cc6ccc(c(c6)Cl)F" 8G1 SMILES "OpenEye OEToolkits" 2.0.6 "c1cc2c(c(c1)C#N)C3(CC2)NC(=O)C4=C5CCN(C(=O)C5=C(C(=O)N34)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 8G1 "SYSTEMATIC NAME" ACDLabs 12.01 "(3R)-8-[(3-chloro-4-fluorophenyl)methyl]-6-hydroxy-1,5,7-trioxo-1,2',3',5,7,8,9,10-octahydro-2H-spiro[imidazo[5,1-a][2,6]naphthyridine-3,1'-indene]-7'-carbonitrile" 8G1 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "(3~{R})-8'-[(3-chloranyl-4-fluoranyl-phenyl)methyl]-6'-oxidanyl-1',5',7'-tris(oxidanylidene)spiro[1,2-dihydroindene-3,3'-9,10-dihydro-2~{H}-imidazo[5,1-a][2,6]naphthyridine]-4-carbonitrile" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 8G1 "Create component" 2017-02-03 RCSB 8G1 "Initial release" 2017-03-29 RCSB #