data_S6L # _chem_comp.id S6L _chem_comp.name "2-amino-N-[4-(2-amino-1-benzyl-3-cyano-indol-5-yl)oxyphenyl]acetamide" _chem_comp.type non-polymer _chem_comp.pdbx_type hetain _chem_comp.formula "C24 H21 N5 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-02-27 _chem_comp.pdbx_modified_date 2015-04-17 _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 411.456 _chem_comp.one_letter_code ? _chem_comp.three_letter_code S6L _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 5AJW _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # 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 S6L O1 O1 O 0 1 N N N -39.941 -36.685 -19.803 6.766 -0.246 -0.257 O1 S6L 1 S6L C22 C22 C 0 1 N N N -40.362 -35.532 -19.760 6.536 0.783 -0.858 C22 S6L 2 S6L C23 C23 C 0 1 N N N -40.457 -34.746 -21.067 7.578 1.370 -1.773 C23 S6L 3 S6L N4 N4 N 0 1 N N N -39.200 -34.869 -21.843 8.774 0.517 -1.765 N4 S6L 4 S6L N3 N3 N 0 1 N N N -40.749 -34.895 -18.630 5.345 1.397 -0.710 N3 S6L 5 S6L C19 C19 C 0 1 Y N N -40.957 -35.425 -17.331 4.343 0.804 0.069 C19 S6L 6 S6L C18 C18 C 0 1 Y N N -41.378 -34.562 -16.323 4.682 0.084 1.206 C18 S6L 7 S6L C17 C17 C 0 1 Y N N -41.697 -35.053 -15.067 3.693 -0.499 1.974 C17 S6L 8 S6L C20 C20 C 0 1 Y N N -40.835 -36.787 -17.058 3.009 0.942 -0.294 C20 S6L 9 S6L C21 C21 C 0 1 Y N N -41.171 -37.284 -15.811 2.022 0.357 0.475 C21 S6L 10 S6L C16 C16 C 0 1 Y N N -41.613 -36.417 -14.818 2.361 -0.366 1.608 C16 S6L 11 S6L O O O 0 1 N N N -42.047 -36.904 -13.580 1.389 -0.941 2.365 O S6L 12 S6L C10 C10 C 0 1 Y N N -41.642 -38.153 -13.098 0.110 -0.889 1.906 C10 S6L 13 S6L C9 C9 C 0 1 Y N N -40.311 -38.354 -12.752 -0.843 -0.141 2.591 C9 S6L 14 S6L C8 C8 C 0 1 Y N N -39.909 -39.564 -12.212 -2.143 -0.079 2.138 C8 S6L 15 S6L C11 C11 C 0 1 Y N N -42.589 -39.159 -12.929 -0.240 -1.575 0.757 C11 S6L 16 S6L C12 C12 C 0 1 Y N N -42.196 -40.380 -12.377 -1.552 -1.517 0.293 C12 S6L 17 S6L C7 C7 C 0 1 Y N N -40.854 -40.567 -12.012 -2.514 -0.767 0.988 C7 S6L 18 S6L C13 C13 C 0 1 Y N N -42.868 -41.608 -12.056 -2.250 -2.109 -0.864 C13 S6L 19 S6L C15 C15 C 0 1 N N N -44.269 -41.866 -12.204 -1.682 -2.958 -1.867 C15 S6L 20 S6L N2 N2 N 0 1 N N N -45.396 -41.989 -12.348 -1.231 -3.632 -2.662 N2 S6L 21 S6L C14 C14 C 0 1 Y N N -41.939 -42.479 -11.473 -3.567 -1.678 -0.787 C14 S6L 22 S6L N1 N1 N 0 1 N N N -42.134 -43.729 -11.021 -4.565 -2.002 -1.679 N1 S6L 23 S6L N N N 0 1 Y N N -40.724 -41.837 -11.430 -3.717 -0.888 0.311 N S6L 24 S6L C6 C6 C 0 1 N N N -39.481 -42.374 -10.827 -4.972 -0.249 0.716 C6 S6L 25 S6L C3 C3 C 0 1 Y N N -38.406 -42.755 -11.818 -5.075 1.109 0.069 C3 S6L 26 S6L C2 C2 C 0 1 Y N N -37.061 -42.598 -11.496 -5.675 1.240 -1.169 C2 S6L 27 S6L C1 C1 C 0 1 Y N N -36.066 -42.989 -12.385 -5.770 2.485 -1.763 C1 S6L 28 S6L C4 C4 C 0 1 Y N N -38.730 -43.320 -13.048 -4.574 2.223 0.716 C4 S6L 29 S6L C5 C5 C 0 1 Y N N -37.735 -43.729 -13.927 -4.668 3.467 0.123 C5 S6L 30 S6L C C C 0 1 Y N N -36.403 -43.561 -13.598 -5.264 3.599 -1.118 C S6L 31 S6L H231 H231 H 0 0 N N N -41.291 -35.140 -21.666 7.181 1.429 -2.786 H231 S6L 32 S6L H232 H232 H 0 0 N N N -40.638 -33.685 -20.839 7.843 2.370 -1.428 H232 S6L 33 S6L H3 H3 H 0 1 N N N -40.911 -33.913 -18.724 5.182 2.249 -1.143 H3 S6L 34 S6L H41N H41N H 0 0 N N N -39.281 -34.349 -22.693 9.489 0.890 -2.372 H41N S6L 35 S6L H42N H42N H 0 0 N N N -38.439 -34.509 -21.303 9.124 0.395 -0.826 H42N S6L 36 S6L H18 H18 H 0 1 N N N -41.456 -33.503 -16.521 5.718 -0.020 1.491 H18 S6L 37 S6L H20 H20 H 0 1 N N N -40.476 -37.458 -17.824 2.744 1.505 -1.176 H20 S6L 38 S6L H17 H17 H 0 1 N N N -42.010 -34.378 -14.284 3.957 -1.060 2.859 H17 S6L 39 S6L H21 H21 H 0 1 N N N -41.090 -38.342 -15.610 0.984 0.464 0.193 H21 S6L 40 S6L H9 H9 H 0 1 N N N -39.589 -37.565 -12.905 -0.562 0.395 3.485 H9 S6L 41 S6L H11 H11 H 0 1 N N N -43.616 -38.997 -13.221 0.500 -2.152 0.223 H11 S6L 42 S6L H8 H8 H 0 1 N N N -38.874 -39.728 -11.949 -2.875 0.504 2.677 H8 S6L 43 S6L H11N H11N H 0 0 N N N -41.275 -44.091 -10.660 -4.371 -2.576 -2.436 H11N S6L 44 S6L H12N H12N H 0 0 N N N -42.822 -43.717 -10.296 -5.462 -1.657 -1.549 H12N S6L 45 S6L H61C H61C H 0 0 N N N -39.069 -41.608 -10.154 -5.812 -0.866 0.400 H61C S6L 46 S6L H62C H62C H 0 0 N N N -39.743 -43.270 -10.246 -4.990 -0.137 1.800 H62C S6L 47 S6L H2 H2 H 0 1 N N N -36.787 -42.167 -10.544 -6.071 0.371 -1.673 H2 S6L 48 S6L H4 H4 H 0 1 N N N -39.767 -43.442 -13.322 -4.108 2.120 1.685 H4 S6L 49 S6L H1 H1 H 0 1 N N N -35.027 -42.846 -12.127 -6.239 2.588 -2.730 H1 S6L 50 S6L H H H 0 1 N N N -35.630 -43.875 -14.284 -5.338 4.571 -1.581 H S6L 51 S6L H5 H5 H 0 1 N N N -38.003 -44.180 -14.871 -4.277 4.338 0.629 H5 S6L 52 # 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 S6L O1 C22 DOUB N N 1 S6L C22 C23 SING N N 2 S6L C22 N3 SING N N 3 S6L C23 N4 SING N N 4 S6L N3 C19 SING N N 5 S6L C19 C18 SING Y N 6 S6L C19 C20 DOUB Y N 7 S6L C18 C17 DOUB Y N 8 S6L C17 C16 SING Y N 9 S6L C20 C21 SING Y N 10 S6L C21 C16 DOUB Y N 11 S6L C16 O SING N N 12 S6L O C10 SING N N 13 S6L C10 C9 SING Y N 14 S6L C10 C11 DOUB Y N 15 S6L C9 C8 DOUB Y N 16 S6L C8 C7 SING Y N 17 S6L C11 C12 SING Y N 18 S6L C12 C7 DOUB Y N 19 S6L C12 C13 SING Y N 20 S6L C7 N SING Y N 21 S6L C13 C15 SING N N 22 S6L C13 C14 DOUB Y N 23 S6L C15 N2 TRIP N N 24 S6L C14 N1 SING N N 25 S6L C14 N SING Y N 26 S6L N C6 SING N N 27 S6L C6 C3 SING N N 28 S6L C3 C2 SING Y N 29 S6L C3 C4 DOUB Y N 30 S6L C2 C1 DOUB Y N 31 S6L C1 C SING Y N 32 S6L C4 C5 SING Y N 33 S6L C5 C DOUB Y N 34 S6L C23 H231 SING N N 35 S6L C23 H232 SING N N 36 S6L N3 H3 SING N N 37 S6L N4 H41N SING N N 38 S6L N4 H42N SING N N 39 S6L C18 H18 SING N N 40 S6L C20 H20 SING N N 41 S6L C17 H17 SING N N 42 S6L C21 H21 SING N N 43 S6L C9 H9 SING N N 44 S6L C11 H11 SING N N 45 S6L C8 H8 SING N N 46 S6L N1 H11N SING N N 47 S6L N1 H12N SING N N 48 S6L C6 H61C SING N N 49 S6L C6 H62C SING N N 50 S6L C2 H2 SING N N 51 S6L C4 H4 SING N N 52 S6L C1 H1 SING N N 53 S6L C H SING N N 54 S6L C5 H5 SING N N 55 # 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 S6L InChI InChI 1.03 "InChI=1S/C24H21N5O2/c25-13-21-20-12-19(31-18-8-6-17(7-9-18)28-23(30)14-26)10-11-22(20)29(24(21)27)15-16-4-2-1-3-5-16/h1-12H,14-15,26-27H2,(H,28,30)" S6L InChIKey InChI 1.03 RVTAACJVJXEMFR-UHFFFAOYSA-N S6L SMILES_CANONICAL CACTVS 3.385 "NCC(=O)Nc1ccc(Oc2ccc3n(Cc4ccccc4)c(N)c(C#N)c3c2)cc1" S6L SMILES CACTVS 3.385 "NCC(=O)Nc1ccc(Oc2ccc3n(Cc4ccccc4)c(N)c(C#N)c3c2)cc1" S6L SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1ccc(cc1)Cn2c3ccc(cc3c(c2N)C#N)Oc4ccc(cc4)NC(=O)CN" S6L SMILES "OpenEye OEToolkits" 1.7.6 "c1ccc(cc1)Cn2c3ccc(cc3c(c2N)C#N)Oc4ccc(cc4)NC(=O)CN" # 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 S6L "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "2-azanyl-N-[4-[2-azanyl-3-cyano-1-(phenylmethyl)indol-5-yl]oxyphenyl]ethanamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site S6L "Create component" 2015-02-27 EBI S6L "Initial release" 2015-04-22 RCSB #