data_311
# 
_chem_comp.id                                    311 
_chem_comp.name                                  (3,3-dimethylpiperidin-1-yl)(6-(3-fluoro-4-methylphenyl)pyridin-2-yl)methanone 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C20 H23 F N2 O" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2008-04-02 
_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                        326.408 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     311 
_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        ? 
_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 
311 C13  C13  C 0 1 N N N 46.821 60.530 80.388 -1.861 -0.956 0.359  C13  311 1  
311 C18  C18  C 0 1 Y N N 39.940 63.074 80.835 4.452  -0.073 -0.106 C18  311 2  
311 C17  C17  C 0 1 Y N N 44.631 61.729 83.318 -1.278 1.814  0.171  C17  311 3  
311 C16  C16  C 0 1 Y N N 42.637 62.992 83.412 0.980  1.371  -0.057 C16  311 4  
311 C15  C15  C 0 1 Y N N 41.463 63.468 82.598 2.114  0.430  0.114  C15  311 5  
311 C19  C19  C 0 1 N N N 45.452 60.860 82.427 -2.623 1.358  0.592  C19  311 6  
311 C20  C20  C 0 1 N N N 46.140 60.642 78.979 -2.416 -1.924 -0.691 C20  311 7  
311 C11  C11  C 0 1 N N N 46.173 62.122 78.542 -3.731 -2.520 -0.185 C11  311 8  
311 C12  C12  C 0 1 N N N 45.990 62.857 80.922 -4.224 -0.427 1.086  C12  311 9  
311 C1   C1   C 0 1 N N N 37.976 64.423 80.085 5.380  -2.287 0.607  C1   311 10 
311 C2   C2   C 0 1 N N N 44.653 60.208 79.043 -1.406 -3.047 -0.935 C2   311 11 
311 C3   C3   C 0 1 N N N 46.806 59.704 77.931 -2.667 -1.170 -1.998 C3   311 12 
311 C4   C4   C 0 1 Y N N 44.004 62.735 85.381 0.146  3.511  -0.751 C4   311 13 
311 C5   C5   C 0 1 Y N N 42.872 63.253 84.749 1.209  2.638  -0.601 C5   311 14 
311 C6   C6   C 0 1 Y N N 44.896 61.899 84.648 -1.117 3.092  -0.359 C6   311 15 
311 C7   C7   C 0 1 Y N N 39.526 65.087 82.032 2.955  -1.708 0.812  C7   311 16 
311 C8   C8   C 0 1 Y N N 40.677 64.670 82.811 1.897  -0.835 0.655  C8   311 17 
311 C9   C9   C 0 1 Y N N 41.018 62.665 81.564 3.400  0.808  -0.267 C9   311 18 
311 C10  C10  C 0 1 N N N 45.365 62.960 79.513 -4.752 -1.401 0.028  C10  311 19 
311 C14  C14  C 0 1 Y N N 39.174 64.215 81.009 4.229  -1.330 0.433  C14  311 20 
311 N21  N21  N 0 1 Y N N 43.490 62.234 82.710 -0.237 1.003  0.307  N21  311 21 
311 N22  N22  N 0 1 N N N 46.036 61.384 81.316 -2.892 0.040  0.676  N22  311 22 
311 O23  O23  O 0 1 N N N 45.626 59.698 82.858 -3.484 2.172  0.862  O23  311 23 
311 F24  F24  F 0 1 N N N 39.578 62.263 79.904 5.699  0.289  -0.480 F24  311 24 
311 H13  H13  H 0 1 N N N 46.816 59.486 80.733 -1.596 -1.508 1.261  H13  311 25 
311 H13A H13A H 0 0 N N N 47.870 60.859 80.344 -0.978 -0.455 -0.037 H13A 311 26 
311 H11  H11  H 0 1 N N N 47.214 62.477 78.532 -4.116 -3.228 -0.919 H11  311 27 
311 H11A H11A H 0 0 N N N 45.741 62.214 77.535 -3.556 -3.037 0.759  H11A 311 28 
311 H12  H12  H 0 1 N N N 47.008 63.274 80.911 -4.900 0.424  1.171  H12  311 29 
311 H12A H12A H 0 0 N N N 45.388 63.425 81.647 -4.152 -0.936 2.048  H12A 311 30 
311 H1   H1   H 0 1 N N N 37.055 64.473 80.684 5.826  -2.144 1.591  H1   311 31 
311 H1A  H1A  H 0 1 N N N 38.102 65.363 79.527 5.017  -3.311 0.518  H1A  311 32 
311 H1B  H1B  H 0 1 N N N 37.908 63.583 79.378 6.129  -2.099 -0.162 H1B  311 33 
311 H2   H2   H 0 1 N N N 44.345 60.105 80.094 -1.229 -3.585 -0.003 H2   311 34 
311 H2A  H2A  H 0 1 N N N 44.028 60.968 78.551 -1.801 -3.736 -1.682 H2A  311 35 
311 H2B  H2B  H 0 1 N N N 44.531 59.243 78.529 -0.468 -2.622 -1.293 H2B  311 36 
311 H3   H3   H 0 1 N N N 46.963 60.255 76.992 -1.731 -0.743 -2.357 H3   311 37 
311 H3A  H3A  H 0 1 N N N 47.775 59.353 78.316 -3.062 -1.859 -2.745 H3A  311 38 
311 H3B  H3B  H 0 1 N N N 46.151 58.840 77.744 -3.388 -0.371 -1.824 H3B  311 39 
311 H4   H4   H 0 1 N N N 44.202 62.966 86.417 0.296  4.495  -1.168 H4   311 40 
311 H5   H5   H 0 1 N N N 42.176 63.861 85.308 2.204  2.933  -0.896 H5   311 41 
311 H6   H6   H 0 1 N N N 45.742 61.422 85.121 -1.967 3.750  -0.464 H6   311 42 
311 H7   H7   H 0 1 N N N 38.987 66.001 82.231 2.786  -2.689 1.232  H7   311 43 
311 H8   H8   H 0 1 N N N 40.977 65.314 83.625 0.902  -1.133 0.951  H8   311 44 
311 H9   H9   H 0 1 N N N 41.514 61.733 81.338 3.574  1.788  -0.687 H9   311 45 
311 H10  H10  H 0 1 N N N 45.370 64.010 79.185 -4.909 -0.868 -0.910 H10  311 46 
311 H10A H10A H 0 0 N N N 44.329 62.592 79.543 -5.696 -1.829 0.367  H10A 311 47 
# 
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 
311 C13 C20  SING N N 1  
311 C13 N22  SING N N 2  
311 C18 C9   DOUB N N 3  
311 C18 C14  SING N N 4  
311 C18 F24  SING Y N 5  
311 C17 C19  SING Y N 6  
311 C17 C6   DOUB N N 7  
311 C17 N21  SING N N 8  
311 C16 C15  SING Y N 9  
311 C16 C5   SING Y N 10 
311 C16 N21  DOUB N N 11 
311 C15 C8   DOUB Y N 12 
311 C15 C9   SING Y N 13 
311 C19 N22  SING Y N 14 
311 C19 O23  DOUB Y N 15 
311 C20 C11  SING N N 16 
311 C20 C2   SING N N 17 
311 C20 C3   SING N N 18 
311 C11 C10  SING N N 19 
311 C12 C10  SING N N 20 
311 C12 N22  SING N N 21 
311 C1  C14  SING N N 22 
311 C4  C5   DOUB N N 23 
311 C4  C6   SING N N 24 
311 C7  C8   SING N N 25 
311 C7  C14  DOUB N N 26 
311 C13 H13  SING N N 27 
311 C13 H13A SING N N 28 
311 C11 H11  SING N N 29 
311 C11 H11A SING N N 30 
311 C12 H12  SING N N 31 
311 C12 H12A SING N N 32 
311 C1  H1   SING N N 33 
311 C1  H1A  SING N N 34 
311 C1  H1B  SING N N 35 
311 C2  H2   SING N N 36 
311 C2  H2A  SING N N 37 
311 C2  H2B  SING Y N 38 
311 C3  H3   SING Y N 39 
311 C3  H3A  SING N N 40 
311 C3  H3B  SING N N 41 
311 C4  H4   SING N N 42 
311 C5  H5   SING Y N 43 
311 C6  H6   SING Y N 44 
311 C7  H7   SING N N 45 
311 C8  H8   SING N N 46 
311 C9  H9   SING N N 47 
311 C10 H10  SING N N 48 
311 C10 H10A SING N N 49 
# 
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 
311 SMILES           ACDLabs              10.04 O=C(c2nc(c1ccc(c(F)c1)C)ccc2)N3CCCC(C)(C3)C                                                                               
311 InChI            InChI                1.02b InChI=1/C20H23FN2O/c1-14-8-9-15(12-16(14)21)17-6-4-7-18(22-17)19(24)23-11-5-10-20(2,3)13-23/h4,6-9,12H,5,10-11,13H2,1-3H3 
311 InChIKey         InChI                1.02b SIDDLTBLAQYZIZ-UHFFFAOYAP                                                                                                 
311 SMILES_CANONICAL CACTVS               3.341 Cc1ccc(cc1F)c2cccc(n2)C(=O)N3CCCC(C)(C)C3                                                                                 
311 SMILES           CACTVS               3.341 Cc1ccc(cc1F)c2cccc(n2)C(=O)N3CCCC(C)(C)C3                                                                                 
311 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 Cc1ccc(cc1F)c2cccc(n2)C(=O)N3CCCC(C3)(C)C                                                                                 
311 SMILES           "OpenEye OEToolkits" 1.5.0 Cc1ccc(cc1F)c2cccc(n2)C(=O)N3CCCC(C3)(C)C                                                                                 
# 
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 
311 "SYSTEMATIC NAME" ACDLabs              10.04 2-[(3,3-dimethylpiperidin-1-yl)carbonyl]-6-(3-fluoro-4-methylphenyl)pyridine     
311 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (3,3-dimethylpiperidin-1-yl)-[6-(3-fluoro-4-methyl-phenyl)pyridin-2-yl]methanone 
# 
