data_L8G # _chem_comp.id L8G _chem_comp.name "(5R,8S,11S)-5-methyl-8-(propan-2-yl)-11-[(1E)-4-sulfanylbut-1-en-1-yl]-3-thia-7,10,14,20,21-pentaazatricyclo[14.3.1.1~2,5~]henicosa-1(20),2(21),16,18-tetraene-6,9,13-trione" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C23 H31 N5 O3 S2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2014-10-23 _chem_comp.pdbx_modified_date 2015-04-03 _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 489.654 _chem_comp.one_letter_code ? _chem_comp.three_letter_code L8G _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 4RN1 _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 L8G C1 C1 C 0 1 N N N -2.967 10.908 -18.512 -2.900 -1.093 2.492 C1 L8G 1 L8G C2 C2 C 0 1 N N N -2.044 10.068 -19.386 -3.764 -0.037 1.800 C2 L8G 2 L8G C3 C3 C 0 1 N N N -2.206 8.599 -19.078 -2.984 0.593 0.675 C3 L8G 3 L8G C4 C4 C 0 1 N N N -1.349 7.731 -19.610 -3.475 0.600 -0.539 C4 L8G 4 L8G C5 C5 C 0 1 N N S -1.476 6.252 -19.331 -2.694 1.231 -1.663 C5 L8G 5 L8G C6 C6 C 0 1 N N N -0.560 5.112 -21.252 -1.297 2.869 -0.567 C6 L8G 6 L8G C7 C7 C 0 1 N N S 0.570 4.347 -21.886 0.017 3.301 0.043 C7 L8G 7 L8G C8 C8 C 0 1 N N N -0.008 3.255 -22.783 1.016 3.644 -1.064 C8 L8G 8 L8G C9 C9 C 0 1 N N N -0.892 2.302 -21.990 1.357 2.378 -1.853 C9 L8G 9 L8G C10 C10 C 0 1 N N N 1.086 2.484 -23.516 0.399 4.680 -2.005 C10 L8G 10 L8G C11 C11 C 0 1 N N N 2.714 3.844 -20.873 1.898 2.130 1.002 C11 L8G 11 L8G C12 C12 C 0 1 N N R 3.492 3.067 -19.843 2.461 0.896 1.668 C12 L8G 12 L8G C13 C13 C 0 1 N N N 4.682 3.901 -19.388 2.063 0.894 3.142 C13 L8G 13 L8G C14 C14 C 0 1 N N N 3.961 1.762 -20.491 3.990 0.885 1.548 C14 L8G 14 L8G C15 C15 C 0 1 N N N 2.171 1.563 -18.687 2.636 -1.131 0.462 C15 L8G 15 L8G C16 C16 C 0 1 Y N N 1.103 1.127 -17.730 2.141 -2.321 -0.266 C16 L8G 16 L8G C17 C17 C 0 1 Y N N 0.978 -0.212 -17.373 2.955 -3.423 -0.484 C17 L8G 17 L8G C18 C18 C 0 1 Y N N -0.023 -0.594 -16.486 2.447 -4.508 -1.184 C18 L8G 18 L8G C19 C19 C 0 1 Y N N -0.880 0.374 -15.979 1.145 -4.439 -1.660 C19 L8G 19 L8G C20 C20 C 0 1 Y N N -0.724 1.702 -16.366 0.398 -3.301 -1.418 C20 L8G 20 L8G C21 C21 C 0 1 N N N -1.651 2.761 -15.816 -1.009 -3.189 -1.958 C21 L8G 21 L8G C22 C22 C 0 1 N N N -1.813 4.615 -17.477 -2.304 -1.162 -2.214 C22 L8G 22 L8G C23 C23 C 0 1 N N N -1.321 5.999 -17.833 -2.511 0.216 -2.791 C23 L8G 23 L8G N1 N1 N 0 1 N N N -0.411 5.504 -19.988 -1.364 1.647 -1.170 N1 L8G 24 L8G N2 N2 N 0 1 N N N 1.398 3.644 -20.915 0.532 2.170 0.852 N2 L8G 25 L8G N3 N3 N 0 1 N N N 2.634 2.735 -18.705 1.876 -0.257 1.013 N3 L8G 26 L8G N4 N4 N 0 1 Y N N 0.255 2.049 -17.228 0.894 -2.296 -0.730 N4 L8G 27 L8G N5 N5 N 0 1 N N N -1.324 4.069 -16.366 -1.168 -1.842 -2.550 N5 L8G 28 L8G O1 O1 O 0 1 N N N -1.563 5.368 -21.899 -2.270 3.593 -0.523 O1 L8G 29 L8G O2 O2 O 0 1 N N N 3.290 4.602 -21.635 2.611 3.035 0.623 O2 L8G 30 L8G O3 O3 O 0 1 N N N -2.634 4.051 -18.179 -3.126 -1.654 -1.470 O3 L8G 31 L8G S1 S1 S 0 1 N N N -2.780 12.660 -18.934 -3.840 -1.852 3.845 S1 L8G 32 L8G S2 S2 S 0 1 N N N 2.861 0.567 -19.818 4.331 -0.689 0.693 S2 L8G 33 L8G H1 H1 H 0 1 N N N -4.010 10.601 -18.680 -2.617 -1.860 1.771 H1 L8G 34 L8G H2 H2 H 0 1 N N N -2.706 10.757 -17.454 -2.002 -0.622 2.892 H2 L8G 35 L8G H3 H3 H 0 1 N N N -1.001 10.363 -19.198 -4.662 -0.508 1.399 H3 L8G 36 L8G H4 H4 H 0 1 N N N -2.290 10.244 -20.444 -4.047 0.730 2.520 H4 L8G 37 L8G H5 H5 H 0 1 N N N -3.005 8.258 -18.436 -2.019 1.038 0.871 H5 L8G 38 L8G H6 H6 H 0 1 N N N -0.554 8.088 -20.248 -4.439 0.155 -0.735 H6 L8G 39 L8G H7 H7 H 0 1 N N N -2.461 5.894 -19.665 -3.233 2.100 -2.039 H7 L8G 40 L8G H8 H8 H 0 1 N N N 1.185 5.029 -22.491 -0.140 4.171 0.682 H8 L8G 41 L8G H9 H9 H 0 1 N N N -0.638 3.744 -23.541 1.925 4.051 -0.621 H9 L8G 42 L8G H10 H10 H 0 1 N N N -1.674 2.874 -21.469 0.448 1.970 -2.296 H10 L8G 43 L8G H11 H11 H 0 1 N N N -1.361 1.581 -22.676 2.068 2.622 -2.642 H11 L8G 44 L8G H12 H12 H 0 1 N N N -0.280 1.762 -21.253 1.796 1.639 -1.183 H12 L8G 45 L8G H13 H13 H 0 1 N N N 1.714 3.187 -24.083 -0.451 4.238 -2.525 H13 L8G 46 L8G H14 H14 H 0 1 N N N 1.707 1.945 -22.785 0.063 5.541 -1.427 H14 L8G 47 L8G H15 H15 H 0 1 N N N 0.626 1.764 -24.208 1.144 4.999 -2.734 H15 L8G 48 L8G H16 H16 H 0 1 N N N 5.256 3.341 -18.635 0.976 0.903 3.226 H16 L8G 49 L8G H17 H17 H 0 1 N N N 5.327 4.121 -20.252 2.457 -0.002 3.623 H17 L8G 50 L8G H18 H18 H 0 1 N N N 4.323 4.843 -18.949 2.473 1.778 3.631 H18 L8G 51 L8G H19 H19 H 0 1 N N N 3.871 1.810 -21.586 4.335 1.730 0.951 H19 L8G 52 L8G H20 H20 H 0 1 N N N 5.003 1.538 -20.219 4.453 0.897 2.534 H20 L8G 53 L8G H21 H21 H 0 1 N N N 1.653 -0.949 -17.782 3.969 -3.436 -0.114 H21 L8G 54 L8G H22 H22 H 0 1 N N N -0.132 -1.629 -16.196 3.051 -5.387 -1.354 H22 L8G 55 L8G H23 H23 H 0 1 N N N -1.663 0.098 -15.288 0.721 -5.264 -2.212 H23 L8G 56 L8G H24 H24 H 0 1 N N N -2.688 2.507 -16.082 -1.171 -3.948 -2.722 H24 L8G 57 L8G H25 H25 H 0 1 N N N -1.551 2.795 -14.721 -1.726 -3.322 -1.148 H25 L8G 58 L8G H26 H26 H 0 1 N N N -0.259 6.088 -17.559 -3.399 0.214 -3.423 H26 L8G 59 L8G H27 H27 H 0 1 N N N -1.907 6.746 -17.277 -1.643 0.492 -3.389 H27 L8G 60 L8G H28 H28 H 0 1 N N N 0.429 5.286 -19.491 -0.582 1.082 -1.268 H28 L8G 61 L8G H29 H29 H 0 1 N N N 0.974 3.005 -20.274 -0.054 1.505 1.247 H29 L8G 62 L8G H30 H30 H 0 1 N N N -0.661 4.616 -15.854 -0.501 -1.463 -3.144 H30 L8G 63 L8G H31 H31 H 0 1 N N N -3.617 13.226 -18.116 -2.971 -2.744 4.354 H31 L8G 64 # 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 L8G C10 C8 SING N N 1 L8G C8 C9 SING N N 2 L8G C8 C7 SING N N 3 L8G O1 C6 DOUB N N 4 L8G C7 C6 SING N N 5 L8G C7 N2 SING N N 6 L8G O2 C11 DOUB N N 7 L8G C6 N1 SING N N 8 L8G N2 C11 SING N N 9 L8G C11 C12 SING N N 10 L8G C14 C12 SING N N 11 L8G C14 S2 SING N N 12 L8G N1 C5 SING N N 13 L8G C12 C13 SING N N 14 L8G C12 N3 SING N N 15 L8G S2 C15 SING N N 16 L8G C4 C5 SING N N 17 L8G C4 C3 DOUB N E 18 L8G C2 C3 SING N N 19 L8G C2 C1 SING N N 20 L8G C5 C23 SING N N 21 L8G S1 C1 SING N N 22 L8G N3 C15 DOUB N N 23 L8G C15 C16 SING N N 24 L8G O3 C22 DOUB N N 25 L8G C23 C22 SING N N 26 L8G C16 C17 DOUB Y N 27 L8G C16 N4 SING Y N 28 L8G C22 N5 SING N N 29 L8G C17 C18 SING Y N 30 L8G N4 C20 DOUB Y N 31 L8G C18 C19 DOUB Y N 32 L8G C20 C19 SING Y N 33 L8G C20 C21 SING N N 34 L8G N5 C21 SING N N 35 L8G C1 H1 SING N N 36 L8G C1 H2 SING N N 37 L8G C2 H3 SING N N 38 L8G C2 H4 SING N N 39 L8G C3 H5 SING N N 40 L8G C4 H6 SING N N 41 L8G C5 H7 SING N N 42 L8G C7 H8 SING N N 43 L8G C8 H9 SING N N 44 L8G C9 H10 SING N N 45 L8G C9 H11 SING N N 46 L8G C9 H12 SING N N 47 L8G C10 H13 SING N N 48 L8G C10 H14 SING N N 49 L8G C10 H15 SING N N 50 L8G C13 H16 SING N N 51 L8G C13 H17 SING N N 52 L8G C13 H18 SING N N 53 L8G C14 H19 SING N N 54 L8G C14 H20 SING N N 55 L8G C17 H21 SING N N 56 L8G C18 H22 SING N N 57 L8G C19 H23 SING N N 58 L8G C21 H24 SING N N 59 L8G C21 H25 SING N N 60 L8G C23 H26 SING N N 61 L8G C23 H27 SING N N 62 L8G N1 H28 SING N N 63 L8G N2 H29 SING N N 64 L8G N5 H30 SING N N 65 L8G S1 H31 SING N N 66 # 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 L8G SMILES ACDLabs 12.01 "O=C1NC(C(=O)NC(/C=C/CCS)CC(=O)NCc3nc(C2=NC1(C)CS2)ccc3)C(C)C" L8G InChI InChI 1.03 "InChI=1S/C23H31N5O3S2/c1-14(2)19-20(30)26-15(7-4-5-10-32)11-18(29)24-12-16-8-6-9-17(25-16)21-28-23(3,13-33-21)22(31)27-19/h4,6-9,14-15,19,32H,5,10-13H2,1-3H3,(H,24,29)(H,26,30)(H,27,31)/b7-4+/t15-,19+,23+/m1/s1" L8G InChIKey InChI 1.03 PFXMQZVRILDSDW-XUFAZQDHSA-N L8G SMILES_CANONICAL CACTVS 3.385 "CC(C)[C@@H]1NC(=O)[C@]2(C)CSC(=N2)c3cccc(CNC(=O)C[C@H](NC1=O)\C=C\CCS)n3" L8G SMILES CACTVS 3.385 "CC(C)[CH]1NC(=O)[C]2(C)CSC(=N2)c3cccc(CNC(=O)C[CH](NC1=O)C=CCCS)n3" L8G SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CC(C)[C@H]1C(=O)N[C@@H](CC(=O)NCc2cccc(n2)C3=N[C@@](CS3)(C(=O)N1)C)/C=C/CCS" L8G SMILES "OpenEye OEToolkits" 1.7.6 "CC(C)C1C(=O)NC(CC(=O)NCc2cccc(n2)C3=NC(CS3)(C(=O)N1)C)C=CCCS" # 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 L8G "SYSTEMATIC NAME" ACDLabs 12.01 "(5R,8S,11S)-5-methyl-8-(propan-2-yl)-11-[(1E)-4-sulfanylbut-1-en-1-yl]-3-thia-7,10,14,20,21-pentaazatricyclo[14.3.1.1~2,5~]henicosa-1(20),2(21),16,18-tetraene-6,9,13-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 L8G "Create component" 2014-10-23 RCSB L8G "Initial release" 2015-04-08 RCSB #