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                    2008-10-14 
_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 InChI            InChI                1.02b InChI=1/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/f/h27H 
L11 InChIKey         InChI                1.02b YQJVDUKATDECHF-JPEVGLIXDI                                                                                                                                                                  
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                                                                                                                                       
# 
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             
# 
