data_L11 # _chem_comp.id L11 _chem_comp.name "N-[4-CHLORO-3-(PYRIDIN-3-YLOXYMETHYL)-PHENYL]-3-FLUORO-" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C23 H25 Cl F N3 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2004-09-16 _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 445.914 _chem_comp.one_letter_code ? _chem_comp.three_letter_code L11 _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 ? _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 L11 CL15 CL15 CL 0 0 N N N 5.933 9.784 30.393 -5.027 -2.870 1.193 CL15 L11 1 L11 C14 C14 C 0 1 Y N N 6.038 10.989 31.749 -3.424 -2.314 0.830 C14 L11 2 L11 C13 C13 C 0 1 Y N N 7.287 11.444 32.163 -2.342 -3.158 1.012 C13 L11 3 L11 C12 C12 C 0 1 Y N N 7.385 12.381 33.190 -1.065 -2.718 0.724 C12 L11 4 L11 C16 C16 C 0 1 Y N N 4.916 11.483 32.411 -3.229 -1.027 0.359 C16 L11 5 L11 C17 C17 C 0 1 N N N 3.522 11.120 32.019 -4.409 -0.111 0.162 C17 L11 6 L11 O18 O18 O 0 1 N N N 3.174 9.762 32.123 -3.954 1.152 -0.328 O18 L11 7 L11 C19 C19 C 0 1 Y N N 2.040 9.374 31.459 -5.056 1.932 -0.485 C19 L11 8 L11 C24 C24 C 0 1 Y N N 1.356 8.327 31.655 -6.317 1.437 -0.186 C24 L11 9 L11 N23 N23 N 0 1 Y N N 0.370 7.574 31.350 -7.388 2.192 -0.332 N23 L11 10 L11 C22 C22 C 0 1 Y N N -0.258 8.222 30.319 -7.309 3.431 -0.774 C22 L11 11 L11 C21 C21 C 0 1 Y N N 0.258 9.462 29.845 -6.088 3.993 -1.099 C21 L11 12 L11 C20 C20 C 0 1 Y N N 1.421 10.067 30.400 -4.937 3.236 -0.955 C20 L11 13 L11 C25 C25 C 0 1 Y N N 5.019 12.428 33.431 -1.953 -0.580 0.075 C25 L11 14 L11 C11 C11 C 0 1 Y N N 6.262 12.888 33.843 -0.867 -1.427 0.251 C11 L11 15 L11 N10 N10 N 0 1 N N N 6.456 13.819 34.884 0.426 -0.979 -0.041 N10 L11 16 L11 C8 C8 C 0 1 N N N 5.831 13.872 36.077 1.338 -1.835 -0.543 C8 L11 17 L11 O9 O9 O 0 1 N N N 4.942 13.137 36.452 1.011 -2.968 -0.838 O9 L11 18 L11 C6 C6 C 0 1 N N N 6.264 14.907 37.003 2.730 -1.398 -0.733 C6 L11 19 L11 C7 C7 C 0 1 N N N 7.257 15.793 36.854 3.589 -2.261 -1.223 C7 L11 20 L11 C2 C2 C 0 1 N N R 7.583 16.923 37.512 5.040 -1.957 -1.462 C2 L11 21 L11 F1 F1 F 0 1 N N N 8.124 17.979 36.966 5.809 -2.538 -0.448 F1 L11 22 L11 C5 C5 C 0 1 N N N 5.812 15.145 38.245 3.087 0.010 -0.354 C5 L11 23 L11 C4 C4 C 0 1 N N S 6.329 15.724 39.348 4.604 0.150 -0.215 C4 L11 24 L11 C3 C3 C 0 1 N N N 7.351 16.839 39.027 5.264 -0.443 -1.465 C3 L11 25 L11 N26 N26 N 0 1 N N N 5.850 15.496 40.682 4.964 1.569 -0.092 N26 L11 26 L11 C31 C31 C 0 1 N N N 6.546 16.337 41.671 6.393 1.614 0.244 C31 L11 27 L11 C30 C30 C 0 1 N N N 5.842 16.265 43.006 6.799 3.054 0.558 C30 L11 28 L11 O29 O29 O 0 1 N N N 5.616 14.909 43.397 6.087 3.517 1.705 O29 L11 29 L11 C28 C28 C 0 1 N N N 5.127 13.979 42.418 4.700 3.517 1.368 C28 L11 30 L11 C27 C27 C 0 1 N N N 5.858 14.076 41.076 4.240 2.088 1.076 C27 L11 31 L11 H13 H13 H 0 1 N N N 8.201 11.062 31.677 -2.497 -4.162 1.379 H13 L11 32 L11 H12 H12 H 0 1 N N N 8.384 12.733 33.497 -0.221 -3.377 0.866 H12 L11 33 L11 H171 1H17 H 0 0 N N N 3.317 11.481 30.984 -5.096 -0.554 -0.559 H171 L11 34 L11 H172 2H17 H 0 0 N N N 2.797 11.738 32.598 -4.921 0.031 1.113 H172 L11 35 L11 H24 H24 H 0 1 N N N 1.852 7.818 32.498 -6.421 0.426 0.179 H24 L11 36 L11 H22 H22 H 0 1 N N N -1.160 7.785 29.858 -8.211 4.016 -0.884 H22 L11 37 L11 H21 H21 H 0 1 N N N -0.263 9.972 29.017 -6.033 5.009 -1.460 H21 L11 38 L11 H20 H20 H 0 1 N N N 1.816 11.025 30.022 -3.969 3.649 -1.200 H20 L11 39 L11 H25 H25 H 0 1 N N N 4.105 12.813 33.914 -1.801 0.424 -0.292 H25 L11 40 L11 H10 H10 H 0 1 N N N 7.155 14.541 34.713 0.665 -0.052 0.117 H10 L11 41 L11 H7 H7 H 0 1 N N N 7.941 15.543 36.026 3.232 -3.249 -1.472 H7 L11 42 L11 H2 H2 H 0 1 N N N 7.385 17.718 36.755 5.341 -2.369 -2.425 H2 L11 43 L11 H51 H51 H 0 1 N N N 5.492 14.139 38.604 2.612 0.261 0.595 H51 L11 44 L11 H52 H52 H 0 1 N N N 4.864 15.707 38.075 2.730 0.693 -1.125 H52 L11 45 L11 H41 H41 H 0 1 N N N 6.689 14.869 39.966 4.942 -0.392 0.669 H41 L11 46 L11 H3C1 1H3C H 0 0 N N N 7.045 17.821 39.457 6.333 -0.232 -1.450 H3C1 L11 47 L11 H3C2 2H3C H 0 0 N N N 8.305 16.704 39.588 4.815 -0.008 -2.358 H3C2 L11 48 L11 H311 1H31 H 0 0 N N N 6.660 17.388 41.317 6.582 0.986 1.115 H311 L11 49 L11 H312 2H31 H 0 0 N N N 7.626 16.073 41.755 6.977 1.247 -0.600 H312 L11 50 L11 H301 1H30 H 0 0 N N N 4.896 16.854 43.003 7.871 3.094 0.755 H301 L11 51 L11 H302 2H30 H 0 0 N N N 6.393 16.832 43.792 6.565 3.691 -0.296 H302 L11 52 L11 H281 1H28 H 0 0 N N N 5.157 12.936 42.812 4.125 3.920 2.202 H281 L11 53 L11 H282 2H28 H 0 0 N N N 4.026 14.091 42.279 4.541 4.137 0.486 H282 L11 54 L11 H271 1H27 H 0 0 N N N 6.882 13.634 41.102 3.170 2.086 0.870 H271 L11 55 L11 H272 2H27 H 0 0 N N N 5.432 13.403 40.296 4.444 1.457 1.940 H272 L11 56 # 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 L11 CL15 C14 SING N N 1 L11 C14 C13 DOUB Y N 2 L11 C14 C16 SING Y N 3 L11 C13 C12 SING Y N 4 L11 C13 H13 SING N N 5 L11 C12 C11 DOUB Y N 6 L11 C12 H12 SING N N 7 L11 C16 C17 SING N N 8 L11 C16 C25 DOUB Y N 9 L11 C17 O18 SING N N 10 L11 C17 H171 SING N N 11 L11 C17 H172 SING N N 12 L11 O18 C19 SING N N 13 L11 C19 C24 DOUB Y N 14 L11 C19 C20 SING Y N 15 L11 C24 N23 SING Y N 16 L11 C24 H24 SING N N 17 L11 N23 C22 DOUB Y N 18 L11 C22 C21 SING Y N 19 L11 C22 H22 SING N N 20 L11 C21 C20 DOUB Y N 21 L11 C21 H21 SING N N 22 L11 C20 H20 SING N N 23 L11 C25 C11 SING Y N 24 L11 C25 H25 SING N N 25 L11 C11 N10 SING N N 26 L11 N10 C8 SING N N 27 L11 N10 H10 SING N N 28 L11 C8 O9 DOUB N N 29 L11 C8 C6 SING N N 30 L11 C6 C7 DOUB N N 31 L11 C6 C5 SING N N 32 L11 C7 C2 SING N N 33 L11 C7 H7 SING N N 34 L11 C2 F1 SING N N 35 L11 C2 C3 SING N N 36 L11 C2 H2 SING N N 37 L11 C5 C4 SING N N 38 L11 C5 H51 SING N N 39 L11 C5 H52 SING N N 40 L11 C4 C3 SING N N 41 L11 C4 N26 SING N N 42 L11 C4 H41 SING N N 43 L11 C3 H3C1 SING N N 44 L11 C3 H3C2 SING N N 45 L11 N26 C31 SING N N 46 L11 N26 C27 SING N N 47 L11 C31 C30 SING N N 48 L11 C31 H311 SING N N 49 L11 C31 H312 SING N N 50 L11 C30 O29 SING N N 51 L11 C30 H301 SING N N 52 L11 C30 H302 SING N N 53 L11 O29 C28 SING N N 54 L11 C28 C27 SING N N 55 L11 C28 H281 SING N N 56 L11 C28 H282 SING N N 57 L11 C27 H271 SING N N 58 L11 C27 H272 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 L11 SMILES ACDLabs 10.04 "Clc1ccc(cc1COc2cccnc2)NC(=O)C4=CC(F)CC(N3CCOCC3)C4" L11 SMILES_CANONICAL CACTVS 3.341 "F[C@@H]1C[C@H](CC(=C1)C(=O)Nc2ccc(Cl)c(COc3cccnc3)c2)N4CCOCC4" L11 SMILES CACTVS 3.341 "F[CH]1C[CH](CC(=C1)C(=O)Nc2ccc(Cl)c(COc3cccnc3)c2)N4CCOCC4" L11 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1cc(cnc1)OCc2cc(ccc2Cl)NC(=O)C3=CC(CC(C3)N4CCOCC4)F" L11 SMILES "OpenEye OEToolkits" 1.5.0 "c1cc(cnc1)OCc2cc(ccc2Cl)NC(=O)C3=CC(CC(C3)N4CCOCC4)F" L11 InChI InChI 1.03 "InChI=1S/C23H25ClFN3O3/c24-22-4-3-19(11-17(22)15-31-21-2-1-5-26-14-21)27-23(29)16-10-18(25)13-20(12-16)28-6-8-30-9-7-28/h1-5,10-11,14,18,20H,6-9,12-13,15H2,(H,27,29)/t18-,20-/m0/s1" L11 InChIKey InChI 1.03 YQJVDUKATDECHF-ICSRJNTNSA-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 L11 "SYSTEMATIC NAME" ACDLabs 10.04 "(3R,5S)-N-{4-chloro-3-[(pyridin-3-yloxy)methyl]phenyl}-3-fluoro-5-morpholin-4-ylcyclohex-1-ene-1-carboxamide" L11 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "N-[4-chloro-3-(pyridin-3-yloxymethyl)phenyl]-3-fluoro-5-morpholin-4-yl-cyclohexene-1-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 L11 "Create component" 2004-09-16 EBI L11 "Modify descriptor" 2011-06-04 RCSB #