data_8CG # _chem_comp.id 8CG _chem_comp.name "1-{[(2S,3S,4S)-3-ethyl-4-fluoro-5-oxopyrrolidin-2-yl]methoxy}-7-methoxyisoquinoline-6-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C18 H20 F N3 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-01-18 _chem_comp.pdbx_modified_date 2017-05-19 _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 361.368 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 8CG _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 5UIU _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 8CG N3 N1 N 0 1 N N N -27.253 -38.922 4.711 -6.739 0.444 -0.419 N3 8CG 1 8CG C4 C1 C 0 1 N N S -25.813 -38.584 13.616 2.940 -0.434 0.741 C4 8CG 2 8CG N2 N2 N 0 1 Y N N -22.765 -38.562 10.711 -0.039 2.383 -0.078 N2 8CG 3 8CG C7 C2 C 0 1 N N N -24.534 -38.547 12.747 1.980 0.716 0.433 C7 8CG 4 8CG C6 C3 C 0 1 N N S -27.769 -39.920 12.887 5.220 -1.040 0.310 C6 8CG 5 8CG C9 C4 C 0 1 Y N N -24.598 -38.961 9.114 -1.686 0.697 0.058 C9 8CG 6 8CG C13 C5 C 0 1 Y N N -24.181 -38.908 6.722 -4.028 1.280 -0.291 C13 8CG 7 8CG C8 C6 C 0 1 Y N N -24.048 -38.801 10.437 -0.339 1.117 0.121 C8 8CG 8 8CG C18 C7 C 0 1 N N N -28.654 -39.588 8.266 -2.659 -3.221 0.671 C18 8CG 9 8CG C16 C8 C 0 1 Y N N -21.915 -38.480 9.626 -0.956 3.305 -0.341 C16 8CG 10 8CG C1 C9 C 0 1 N N N -26.290 -42.475 13.869 5.966 1.972 0.446 C1 8CG 11 8CG C2 C10 C 0 1 N N N -25.593 -41.168 13.518 4.576 1.406 0.145 C2 8CG 12 8CG C3 C11 C 0 1 N N S -26.498 -39.970 13.784 4.378 0.103 0.922 C3 8CG 13 8CG N1 N3 N 0 1 N N N -26.857 -37.723 13.045 3.008 -1.360 -0.396 N1 8CG 14 8CG C5 C12 C 0 1 N N N -27.898 -38.439 12.482 4.276 -1.721 -0.657 C5 8CG 15 8CG O1 O1 O 0 1 N N N -28.793 -37.962 11.806 4.614 -2.481 -1.539 O1 8CG 16 8CG F1 F1 F 0 1 N N N -27.677 -40.658 11.766 6.329 -0.522 -0.368 F1 8CG 17 8CG O2 O2 O 0 1 N N N -24.949 -38.920 11.447 0.641 0.219 0.385 O2 8CG 18 8CG C10 C13 C 0 1 Y N N -25.959 -39.221 8.869 -2.052 -0.640 0.263 C10 8CG 19 8CG C11 C14 C 0 1 Y N N -26.403 -39.288 7.567 -3.366 -1.004 0.194 C11 8CG 20 8CG C12 C15 C 0 1 Y N N -25.516 -39.105 6.465 -4.365 -0.048 -0.084 C12 8CG 21 8CG C14 C16 C 0 1 Y N N -23.697 -38.831 8.050 -2.684 1.666 -0.222 C14 8CG 22 8CG C15 C17 C 0 1 Y N N -22.320 -38.597 8.322 -2.280 3.001 -0.423 C15 8CG 23 8CG C17 C18 C 0 1 N N N -25.927 -39.084 5.032 -5.780 -0.465 -0.155 C17 8CG 24 8CG O3 O3 O 0 1 N N N -25.091 -39.163 4.126 -6.081 -1.630 0.026 O3 8CG 25 8CG O4 O4 O 0 1 N N N -27.700 -39.533 7.229 -3.716 -2.300 0.394 O4 8CG 26 8CG H16 H1 H 0 1 N N N -27.533 -38.869 3.752 -6.499 1.373 -0.564 H16 8CG 27 8CG H17 H2 H 0 1 N N N -27.939 -38.857 5.436 -7.668 0.170 -0.470 H17 8CG 28 8CG H2 H3 H 0 1 N N N -25.553 -38.213 14.618 2.620 -0.963 1.639 H2 8CG 29 8CG H10 H4 H 0 1 N N N -23.788 -39.258 13.131 2.058 1.474 1.214 H10 8CG 30 8CG H11 H5 H 0 1 N N N -24.105 -37.534 12.738 2.239 1.158 -0.529 H11 8CG 31 8CG H3 H6 H 0 1 N N N -28.642 -40.203 13.493 5.539 -1.736 1.086 H3 8CG 32 8CG H13 H7 H 0 1 N N N -23.490 -38.810 5.898 -4.794 2.011 -0.504 H13 8CG 33 8CG H20 H8 H 0 1 N N N -29.648 -39.792 7.840 -3.074 -4.220 0.810 H20 8CG 34 8CG H19 H9 H 0 1 N N N -28.385 -40.390 8.969 -1.958 -3.232 -0.164 H19 8CG 35 8CG H18 H10 H 0 1 N N N -28.674 -38.625 8.798 -2.138 -2.915 1.578 H18 8CG 36 8CG H15 H11 H 0 1 N N N -20.865 -38.313 9.817 -0.643 4.327 -0.494 H15 8CG 37 8CG H6 H12 H 0 1 N N N -25.613 -43.318 13.667 6.108 2.900 -0.107 H6 8CG 38 8CG H5 H13 H 0 1 N N N -26.562 -42.471 14.935 6.054 2.168 1.515 H5 8CG 39 8CG H4 H14 H 0 1 N N N -27.199 -42.581 13.259 6.725 1.250 0.145 H4 8CG 40 8CG H7 H15 H 0 1 N N N -25.321 -41.182 12.452 3.817 2.128 0.446 H7 8CG 41 8CG H8 H16 H 0 1 N N N -24.683 -41.072 14.128 4.488 1.209 -0.923 H8 8CG 42 8CG H1 H17 H 0 1 N N N -26.840 -40.039 14.827 4.613 0.239 1.977 H1 8CG 43 8CG H9 H18 H 0 1 N N N -26.819 -36.724 13.062 2.237 -1.671 -0.895 H9 8CG 44 8CG H12 H19 H 0 1 N N N -26.645 -39.366 9.690 -1.296 -1.382 0.476 H12 8CG 45 8CG H14 H20 H 0 1 N N N -21.607 -38.513 7.515 -3.008 3.769 -0.638 H14 8CG 46 # 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 8CG O3 C17 DOUB N N 1 8CG N3 C17 SING N N 2 8CG C17 C12 SING N N 3 8CG C12 C13 DOUB Y N 4 8CG C12 C11 SING Y N 5 8CG C13 C14 SING Y N 6 8CG O4 C11 SING N N 7 8CG O4 C18 SING N N 8 8CG C11 C10 DOUB Y N 9 8CG C14 C15 DOUB Y N 10 8CG C14 C9 SING Y N 11 8CG C15 C16 SING Y N 12 8CG C10 C9 SING Y N 13 8CG C9 C8 DOUB Y N 14 8CG C16 N2 DOUB Y N 15 8CG C8 N2 SING Y N 16 8CG C8 O2 SING N N 17 8CG O2 C7 SING N N 18 8CG F1 C6 SING N N 19 8CG O1 C5 DOUB N N 20 8CG C5 C6 SING N N 21 8CG C5 N1 SING N N 22 8CG C7 C4 SING N N 23 8CG C6 C3 SING N N 24 8CG N1 C4 SING N N 25 8CG C2 C3 SING N N 26 8CG C2 C1 SING N N 27 8CG C4 C3 SING N N 28 8CG N3 H16 SING N N 29 8CG N3 H17 SING N N 30 8CG C4 H2 SING N N 31 8CG C7 H10 SING N N 32 8CG C7 H11 SING N N 33 8CG C6 H3 SING N N 34 8CG C13 H13 SING N N 35 8CG C18 H20 SING N N 36 8CG C18 H19 SING N N 37 8CG C18 H18 SING N N 38 8CG C16 H15 SING N N 39 8CG C1 H6 SING N N 40 8CG C1 H5 SING N N 41 8CG C1 H4 SING N N 42 8CG C2 H7 SING N N 43 8CG C2 H8 SING N N 44 8CG C3 H1 SING N N 45 8CG N1 H9 SING N N 46 8CG C10 H12 SING N N 47 8CG C15 H14 SING N N 48 # 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 8CG SMILES ACDLabs 12.01 "NC(c3cc1c(c(ncc1)OCC2C(C(C(N2)=O)F)CC)cc3OC)=O" 8CG InChI InChI 1.03 "InChI=1S/C18H20FN3O4/c1-3-10-13(22-17(24)15(10)19)8-26-18-11-7-14(25-2)12(16(20)23)6-9(11)4-5-21-18/h4-7,10,13,15H,3,8H2,1-2H3,(H2,20,23)(H,22,24)/t10-,13+,15-/m0/s1" 8CG InChIKey InChI 1.03 JKDGKIBAOAFRPJ-ZBINZKHDSA-N 8CG SMILES_CANONICAL CACTVS 3.385 "CC[C@H]1[C@@H](COc2nccc3cc(C(N)=O)c(OC)cc23)NC(=O)[C@H]1F" 8CG SMILES CACTVS 3.385 "CC[CH]1[CH](COc2nccc3cc(C(N)=O)c(OC)cc23)NC(=O)[CH]1F" 8CG SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "CC[C@H]1[C@H](NC(=O)[C@H]1F)COc2c3cc(c(cc3ccn2)C(=O)N)OC" 8CG SMILES "OpenEye OEToolkits" 2.0.6 "CCC1C(NC(=O)C1F)COc2c3cc(c(cc3ccn2)C(=O)N)OC" # 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 8CG "SYSTEMATIC NAME" ACDLabs 12.01 "1-{[(2S,3S,4S)-3-ethyl-4-fluoro-5-oxopyrrolidin-2-yl]methoxy}-7-methoxyisoquinoline-6-carboxamide" 8CG "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "1-[[(2~{S},3~{S},4~{S})-3-ethyl-4-fluoranyl-5-oxidanylidene-pyrrolidin-2-yl]methoxy]-7-methoxy-isoquinoline-6-carboxamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 8CG "Create component" 2017-01-18 RCSB 8CG "Initial release" 2017-05-24 RCSB #