data_LI2 # _chem_comp.id LI2 _chem_comp.name "3-FLUORO-5-MORPHOLIN-4-YL-N-[3-(2-PYRIDIN-4-YLETHYL)-1H-INDOL-5-YL]BENZAMIDE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C26 H25 F N4 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2004-11-05 _chem_comp.pdbx_modified_date 2011-06-04 _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 444.501 _chem_comp.one_letter_code ? _chem_comp.three_letter_code LI2 _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details ? _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 1WBS _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 LI2 F1 F1 F 0 1 N N N 8.318 17.993 37.445 2.747 -2.151 4.875 F1 LI2 1 LI2 C2 C2 C 0 1 Y N N 7.697 16.847 37.791 1.961 -1.253 4.241 C2 LI2 2 LI2 C3 C3 C 0 1 Y N N 7.469 16.554 39.131 0.916 -0.650 4.920 C3 LI2 3 LI2 C4 C4 C 0 1 Y N N 6.800 15.392 39.529 0.104 0.273 4.274 C4 LI2 4 LI2 C5 C5 C 0 1 Y N N 6.423 14.508 38.510 0.339 0.594 2.945 C5 LI2 5 LI2 C6 C6 C 0 1 Y N N 6.651 14.793 37.156 1.391 -0.012 2.261 C6 LI2 6 LI2 C7 C7 C 0 1 Y N N 7.295 15.976 36.794 2.206 -0.936 2.918 C7 LI2 7 LI2 C8 C8 C 0 1 N N N 6.227 13.811 36.122 1.646 0.323 0.844 C8 LI2 8 LI2 O9 O9 O 0 1 N N N 5.239 13.131 36.343 0.938 1.131 0.274 O9 LI2 9 LI2 N10 N10 N 0 1 N N N 7.009 13.681 35.011 2.664 -0.264 0.184 N10 LI2 10 LI2 C11 C11 C 0 1 Y N N 6.807 12.769 33.956 2.836 -0.033 -1.186 C11 LI2 11 LI2 C12 C12 C 0 1 Y N N 7.860 11.917 33.582 4.119 -0.002 -1.729 C12 LI2 12 LI2 C13 C13 C 0 1 Y N N 7.729 11.001 32.553 4.305 0.223 -3.074 C13 LI2 13 LI2 C14 C14 C 0 1 Y N N 6.535 10.923 31.854 3.208 0.422 -3.905 C14 LI2 14 LI2 N15 N15 N 0 1 Y N N 6.100 10.127 30.813 3.075 0.664 -5.256 N15 LI2 15 LI2 C17 C17 C 0 1 Y N N 4.803 10.460 30.502 1.751 0.786 -5.578 C17 LI2 16 LI2 C18 C18 C 0 1 Y N N 4.371 11.452 31.307 0.996 0.631 -4.479 C18 LI2 17 LI2 C19 C19 C 0 1 N N N 3.011 12.106 31.305 -0.507 0.693 -4.409 C19 LI2 18 LI2 C20 C20 C 0 1 N N N 2.204 11.629 32.514 -1.086 -0.705 -4.633 C20 LI2 19 LI2 C21 C21 C 0 1 Y N N 1.753 10.199 32.349 -2.590 -0.644 -4.563 C21 LI2 20 LI2 C22 C22 C 0 1 Y N N 0.699 9.862 31.503 -3.344 -0.408 -5.703 C22 LI2 21 LI2 C23 C23 C 0 1 Y N N 0.319 8.532 31.385 -4.722 -0.359 -5.600 C23 LI2 22 LI2 N24 N24 N 0 1 Y N N 0.939 7.584 32.077 -5.318 -0.533 -4.437 N24 LI2 23 LI2 C25 C25 C 0 1 Y N N 1.941 7.870 32.889 -4.632 -0.760 -3.333 C25 LI2 24 LI2 C26 C26 C 0 1 Y N N 2.377 9.175 33.056 -3.252 -0.828 -3.360 C26 LI2 25 LI2 C27 C27 C 0 1 Y N N 5.471 11.779 32.217 1.911 0.391 -3.361 C27 LI2 26 LI2 C28 C28 C 0 1 Y N N 5.613 12.713 33.262 1.732 0.156 -1.996 C28 LI2 27 LI2 N29 N29 N 0 1 N N N 6.592 15.076 40.908 -0.948 0.879 4.963 N29 LI2 28 LI2 C30 C30 C 0 1 N N N 5.680 13.952 41.182 -0.929 0.334 6.327 C30 LI2 29 LI2 C31 C31 C 0 1 N N N 5.833 13.530 42.641 -2.161 0.823 7.090 C31 LI2 30 LI2 O32 O32 O 0 1 N N N 5.474 14.629 43.495 -3.344 0.331 6.461 O32 LI2 31 LI2 C33 C33 C 0 1 N N N 6.389 15.708 43.281 -3.390 0.893 5.150 C33 LI2 32 LI2 C34 C34 C 0 1 N N N 6.320 16.201 41.831 -2.190 0.406 4.337 C34 LI2 33 LI2 H3 H3 H 0 1 N N N 7.826 17.258 39.902 0.732 -0.898 5.955 H3 LI2 34 LI2 H5 H5 H 0 1 N N N 5.932 13.558 38.781 -0.291 1.311 2.442 H5 LI2 35 LI2 H7 H7 H 0 1 N N N 7.480 16.213 35.733 3.022 -1.407 2.392 H7 LI2 36 LI2 H10 H10 H 0 1 N N N 7.815 14.302 34.938 3.277 -0.846 0.659 H10 LI2 37 LI2 H12 H12 H 0 1 N N N 8.818 11.980 34.124 4.975 -0.156 -1.089 H12 LI2 38 LI2 H13 H13 H 0 1 N N N 8.570 10.337 32.291 5.304 0.246 -3.485 H13 LI2 39 LI2 H15 H15 H 0 1 N N N 6.653 9.407 30.349 3.810 0.737 -5.884 H15 LI2 40 LI2 H17 H17 H 0 1 N N N 4.202 9.984 29.708 1.370 0.978 -6.570 H17 LI2 41 LI2 H191 1H19 H 0 0 N N N 2.467 11.939 30.346 -0.811 1.058 -3.428 H191 LI2 42 LI2 H192 2H19 H 0 0 N N N 3.081 13.218 31.260 -0.880 1.368 -5.180 H192 LI2 43 LI2 H201 1H20 H 0 0 N N N 1.343 12.307 32.723 -0.782 -1.071 -5.614 H201 LI2 44 LI2 H202 2H20 H 0 0 N N N 2.770 11.771 33.464 -0.713 -1.380 -3.863 H202 LI2 45 LI2 H22 H22 H 0 1 N N N 0.171 10.644 30.932 -2.862 -0.264 -6.658 H22 LI2 46 LI2 H23 H23 H 0 1 N N N -0.508 8.260 30.708 -5.316 -0.176 -6.483 H23 LI2 47 LI2 H25 H25 H 0 1 N N N 2.439 7.057 33.443 -5.156 -0.897 -2.398 H25 LI2 48 LI2 H26 H26 H 0 1 N N N 3.210 9.400 33.743 -2.697 -1.014 -2.452 H26 LI2 49 LI2 H28 H28 H 0 1 N N N 4.783 13.391 33.523 0.738 0.126 -1.576 H28 LI2 50 LI2 H301 1H30 H 0 0 N N N 5.831 13.102 40.477 -0.938 -0.754 6.283 H301 LI2 51 LI2 H302 2H30 H 0 0 N N N 4.623 14.189 40.918 -0.028 0.670 6.840 H302 LI2 52 LI2 H311 1H31 H 0 0 N N N 6.853 13.139 42.863 -2.119 0.461 8.117 H311 LI2 53 LI2 H312 2H31 H 0 0 N N N 5.255 12.606 42.876 -2.178 1.913 7.091 H312 LI2 54 LI2 H331 1H33 H 0 0 N N N 6.225 16.538 44.007 -4.312 0.585 4.656 H331 LI2 55 LI2 H332 2H33 H 0 0 N N N 7.429 15.431 43.574 -3.363 1.980 5.221 H332 LI2 56 LI2 H341 1H34 H 0 0 N N N 5.352 16.705 41.604 -2.257 0.796 3.322 H341 LI2 57 LI2 H342 2H34 H 0 0 N N N 6.999 17.067 41.649 -2.189 -0.683 4.308 H342 LI2 58 # 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 LI2 F1 C2 SING N N 1 LI2 C2 C3 DOUB Y N 2 LI2 C2 C7 SING Y N 3 LI2 C3 C4 SING Y N 4 LI2 C3 H3 SING N N 5 LI2 C4 C5 DOUB Y N 6 LI2 C4 N29 SING N N 7 LI2 C5 C6 SING Y N 8 LI2 C5 H5 SING N N 9 LI2 C6 C7 DOUB Y N 10 LI2 C6 C8 SING N N 11 LI2 C7 H7 SING N N 12 LI2 C8 O9 DOUB N N 13 LI2 C8 N10 SING N N 14 LI2 N10 C11 SING N N 15 LI2 N10 H10 SING N N 16 LI2 C11 C12 DOUB Y N 17 LI2 C11 C28 SING Y N 18 LI2 C12 C13 SING Y N 19 LI2 C12 H12 SING N N 20 LI2 C13 C14 DOUB Y N 21 LI2 C13 H13 SING N N 22 LI2 C14 N15 SING Y N 23 LI2 C14 C27 SING Y N 24 LI2 N15 C17 SING Y N 25 LI2 N15 H15 SING N N 26 LI2 C17 C18 DOUB Y N 27 LI2 C17 H17 SING N N 28 LI2 C18 C19 SING N N 29 LI2 C18 C27 SING Y N 30 LI2 C19 C20 SING N N 31 LI2 C19 H191 SING N N 32 LI2 C19 H192 SING N N 33 LI2 C20 C21 SING N N 34 LI2 C20 H201 SING N N 35 LI2 C20 H202 SING N N 36 LI2 C21 C22 DOUB Y N 37 LI2 C21 C26 SING Y N 38 LI2 C22 C23 SING Y N 39 LI2 C22 H22 SING N N 40 LI2 C23 N24 DOUB Y N 41 LI2 C23 H23 SING N N 42 LI2 N24 C25 SING Y N 43 LI2 C25 C26 DOUB Y N 44 LI2 C25 H25 SING N N 45 LI2 C26 H26 SING N N 46 LI2 C27 C28 DOUB Y N 47 LI2 C28 H28 SING N N 48 LI2 N29 C30 SING N N 49 LI2 N29 C34 SING N N 50 LI2 C30 C31 SING N N 51 LI2 C30 H301 SING N N 52 LI2 C30 H302 SING N N 53 LI2 C31 O32 SING N N 54 LI2 C31 H311 SING N N 55 LI2 C31 H312 SING N N 56 LI2 O32 C33 SING N N 57 LI2 C33 C34 SING N N 58 LI2 C33 H331 SING N N 59 LI2 C33 H332 SING N N 60 LI2 C34 H341 SING N N 61 LI2 C34 H342 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 LI2 SMILES ACDLabs 10.04 "O=C(Nc2cc1c(cnc1cc2)CCc3ccncc3)c4cc(cc(F)c4)N5CCOCC5" LI2 SMILES_CANONICAL CACTVS 3.341 "Fc1cc(cc(c1)C(=O)Nc2ccc3[nH]cc(CCc4ccncc4)c3c2)N5CCOCC5" LI2 SMILES CACTVS 3.341 "Fc1cc(cc(c1)C(=O)Nc2ccc3[nH]cc(CCc4ccncc4)c3c2)N5CCOCC5" LI2 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1cc2c(cc1NC(=O)c3cc(cc(c3)F)N4CCOCC4)c(c[nH]2)CCc5ccncc5" LI2 SMILES "OpenEye OEToolkits" 1.5.0 "c1cc2c(cc1NC(=O)c3cc(cc(c3)F)N4CCOCC4)c(c[nH]2)CCc5ccncc5" LI2 InChI InChI 1.03 "InChI=1S/C26H25FN4O2/c27-21-13-20(14-23(15-21)31-9-11-33-12-10-31)26(32)30-22-3-4-25-24(16-22)19(17-29-25)2-1-18-5-7-28-8-6-18/h3-8,13-17,29H,1-2,9-12H2,(H,30,32)" LI2 InChIKey InChI 1.03 HIUFYIOMUILESI-UHFFFAOYSA-N # 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 LI2 "SYSTEMATIC NAME" ACDLabs 10.04 "3-fluoro-5-morpholin-4-yl-N-[3-(2-pyridin-4-ylethyl)-1H-indol-5-yl]benzamide" LI2 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "3-fluoro-5-morpholin-4-yl-N-[3-(2-pyridin-4-ylethyl)-1H-indol-5-yl]benzamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site LI2 "Create component" 2004-11-05 EBI LI2 "Modify descriptor" 2011-06-04 RCSB #