data_GGO
# 
_chem_comp.id                                    GGO 
_chem_comp.name                                  (4R,5R)-5-AMINO-1-[2-(1,3-BENZODIOXOL-5-YL)ETHYL]-4-(2,4,5-TRIFLUOROPHENYL)PIPERIDIN-2-ONE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C20 H19 F3 N2 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2007-02-05 
_chem_comp.pdbx_modified_date                    2008-10-14 
_chem_comp.pdbx_ambiguous_flag                   ? 
_chem_comp.pdbx_release_status                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        392.372 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     GGO 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        "OpenEye/OEToolkits V1.4.2" 
_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 
GGO C5   C5   C 0 1 N N N 36.019 4.947 63.804 1.895  1.679  -3.421 C5   GGO 1  
GGO C6   C6   C 0 1 N N N 36.793 3.736 63.150 3.361  1.538  -3.820 C6   GGO 2  
GGO C7   C7   C 0 1 Y N N 38.266 3.584 63.610 3.603  1.815  -5.283 C7   GGO 3  
GGO C8   C8   C 0 1 Y N N 38.644 2.755 64.759 3.528  0.758  -6.196 C8   GGO 4  
GGO C10  C10  C 0 1 Y N N 40.951 3.370 64.370 4.035  2.284  -7.944 C10  GGO 5  
GGO C15  C15  C 0 1 Y N N 39.253 4.270 62.918 3.893  3.111  -5.688 C15  GGO 6  
GGO C20  C20  C 0 1 Y N N 30.463 6.397 62.596 1.296  0.778  2.276  C20  GGO 7  
GGO C21  C21  C 0 1 Y N N 30.246 7.692 63.109 -0.050 0.898  2.610  C21  GGO 8  
GGO C22  C22  C 0 1 Y N N 28.946 8.177 63.179 -0.460 0.684  3.926  C22  GGO 9  
GGO C24  C24  C 0 1 Y N N 27.848 7.426 62.739 0.478  0.349  4.903  C24  GGO 10 
GGO C26  C26  C 0 1 Y N N 28.005 6.138 62.226 1.826  0.229  4.563  C26  GGO 11 
GGO N    N    N 0 1 N N N 31.110 4.188 64.189 1.992  3.473  1.135  N    GGO 12 
GGO C    C    C 0 1 N N S 32.180 5.056 63.827 1.421  2.416  0.297  C    GGO 13 
GGO C3   C3   C 0 1 N N N 33.517 4.321 63.724 2.014  2.540  -1.105 C3   GGO 14 
GGO N4   N4   N 0 1 N N N 34.632 5.174 63.245 1.675  1.436  -2.001 N4   GGO 15 
GGO C9   C9   C 0 1 Y N N 39.998 2.642 65.128 3.747  0.992  -7.555 C9   GGO 16 
GGO O    O    O 0 1 N N N 42.286 3.380 64.561 4.275  2.700  -9.218 O    GGO 17 
GGO C12  C12  C 0 1 N N N 42.735 4.278 63.530 4.507  4.108  -9.009 C12  GGO 18 
GGO O13  O13  O 0 1 N N N 41.655 4.768 62.743 4.400  4.506  -7.626 O13  GGO 19 
GGO C14  C14  C 0 1 Y N N 40.583 4.149 63.308 4.105  3.316  -7.036 C14  GGO 20 
GGO C16  C16  C 0 1 N N N 34.448 6.156 62.260 1.410  0.143  -1.558 C16  GGO 21 
GGO O17  O17  O 0 1 N N N 35.327 6.571 61.537 1.333  -0.840 -2.300 O17  GGO 22 
GGO C18  C18  C 0 1 N N N 32.998 6.741 62.097 1.094  -0.024 -0.084 C18  GGO 23 
GGO C19  C19  C 0 1 N N S 31.855 5.784 62.508 1.739  1.012  0.840  C19  GGO 24 
GGO F    F    F 0 1 N N N 28.779 9.389 63.688 -1.754 0.799  4.251  F    GGO 25 
GGO F25  F25  F 0 1 N N N 26.613 7.898 62.832 0.085  0.143  6.166  F25  GGO 26 
GGO C27  C27  C 0 1 Y N N 29.316 5.647 62.176 2.236  0.444  3.248  C27  GGO 27 
GGO F28  F28  F 0 1 N N N 29.476 4.403 61.694 3.533  0.327  2.931  F28  GGO 28 
GGO H51  1H5  H 0 1 N N N 35.920 4.743 64.880 1.550  2.698  -3.623 H51  GGO 29 
GGO H52  2H5  H 0 1 N N N 36.603 5.853 63.584 1.256  0.986  -3.977 H52  GGO 30 
GGO H61  1H6  H 0 1 N N N 36.796 3.888 62.061 3.967  2.236  -3.229 H61  GGO 31 
GGO H62  2H6  H 0 1 N N N 36.270 2.822 63.466 3.726  0.534  -3.567 H62  GGO 32 
GGO H8   H8   H 0 1 N N N 37.885 2.232 65.321 3.299  -0.250 -5.859 H8   GGO 33 
GGO H15  H15  H 0 1 N N N 38.990 4.896 62.079 3.951  3.933  -4.982 H15  GGO 34 
GGO H21  H21  H 0 1 N N N 31.076 8.297 63.442 -0.788 1.158  1.856  H21  GGO 35 
GGO H26  H26  H 0 1 N N N 27.163 5.553 61.887 2.556  -0.031 5.324  H26  GGO 36 
GGO HN1  1HN  H 0 1 N N N 31.161 3.985 65.167 2.973  3.628  1.083  HN1  GGO 37 
GGO HN2  2HN  H 0 1 N N N 30.237 4.632 63.987 1.423  3.849  1.859  HN2  GGO 38 
GGO H    H    H 0 1 N N N 32.285 5.799 64.632 0.334  2.560  0.256  H    GGO 39 
GGO H31  1H3  H 0 1 N N N 33.395 3.489 63.015 1.668  3.471  -1.572 H31  GGO 40 
GGO H32  2H3  H 0 1 N N N 33.780 3.984 64.738 3.111  2.577  -1.064 H32  GGO 41 
GGO H9   H9   H 0 1 N N N 40.301 2.023 65.959 3.692  0.183  -8.274 H9   GGO 42 
GGO H121 1H12 H 0 0 N N N 43.433 3.738 62.873 5.512  4.355  -9.368 H121 GGO 43 
GGO H122 2H12 H 0 0 N N N 43.222 5.137 64.014 3.774  4.675  -9.595 H122 GGO 44 
GGO H181 1H18 H 0 0 N N N 32.927 7.637 62.731 0.001  0.007  0.013  H181 GGO 45 
GGO H182 2H18 H 0 0 N N N 32.864 6.941 61.024 1.415  -1.030 0.215  H182 GGO 46 
GGO H19  H19  H 0 1 N N N 31.808 5.074 61.670 2.828  0.861  0.832  H19  GGO 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 
GGO C5  C6   SING N N 1  
GGO C5  N4   SING N N 2  
GGO C5  H51  SING N N 3  
GGO C5  H52  SING N N 4  
GGO C6  C7   SING N N 5  
GGO C6  H61  SING N N 6  
GGO C6  H62  SING N N 7  
GGO C7  C15  SING Y N 8  
GGO C7  C8   DOUB Y N 9  
GGO C8  C9   SING Y N 10 
GGO C8  H8   SING N N 11 
GGO C10 C14  SING Y N 12 
GGO C10 O    SING N N 13 
GGO C10 C9   DOUB Y N 14 
GGO C15 C14  DOUB Y N 15 
GGO C15 H15  SING N N 16 
GGO C20 C27  SING Y N 17 
GGO C20 C19  SING N N 18 
GGO C20 C21  DOUB Y N 19 
GGO C21 C22  SING Y N 20 
GGO C21 H21  SING N N 21 
GGO C22 C24  DOUB Y N 22 
GGO C22 F    SING N N 23 
GGO C24 C26  SING Y N 24 
GGO C24 F25  SING N N 25 
GGO C26 C27  DOUB Y N 26 
GGO C26 H26  SING N N 27 
GGO N   C    SING N N 28 
GGO N   HN1  SING N N 29 
GGO N   HN2  SING N N 30 
GGO C   C19  SING N N 31 
GGO C   C3   SING N N 32 
GGO C   H    SING N N 33 
GGO C3  N4   SING N N 34 
GGO C3  H31  SING N N 35 
GGO C3  H32  SING N N 36 
GGO N4  C16  SING N N 37 
GGO C9  H9   SING N N 38 
GGO O   C12  SING N N 39 
GGO C12 O13  SING N N 40 
GGO C12 H121 SING N N 41 
GGO C12 H122 SING N N 42 
GGO O13 C14  SING N N 43 
GGO C16 O17  DOUB N N 44 
GGO C16 C18  SING N N 45 
GGO C18 C19  SING N N 46 
GGO C18 H181 SING N N 47 
GGO C18 H182 SING N N 48 
GGO C19 H19  SING N N 49 
GGO C27 F28  SING N N 50 
# 
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 
GGO SMILES           ACDLabs              10.04 Fc1cc(c(F)cc1F)C2CC(=O)N(CC2N)CCc3ccc4OCOc4c3                                                                                                                 
GGO InChI            InChI                1.02b InChI=1/C20H19F3N2O3/c21-14-8-16(23)15(22)6-12(14)13-7-20(26)25(9-17(13)24)4-3-11-1-2-18-19(5-11)28-10-27-18/h1-2,5-6,8,13,17H,3-4,7,9-10,24H2/t13-,17+/m1/s1 
GGO InChIKey         InChI                1.02b DIRIFWIKLRTNMB-DYVFJYSZBJ                                                                                                                                     
GGO SMILES_CANONICAL CACTVS               3.341 N[C@H]1CN(CCc2ccc3OCOc3c2)C(=O)C[C@@H]1c4cc(F)c(F)cc4F                                                                                                        
GGO SMILES           CACTVS               3.341 N[CH]1CN(CCc2ccc3OCOc3c2)C(=O)C[CH]1c4cc(F)c(F)cc4F                                                                                                           
GGO SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1cc2c(cc1CCN3C[C@@H]([C@H](CC3=O)c4cc(c(cc4F)F)F)N)OCO2                                                                                                      
GGO SMILES           "OpenEye OEToolkits" 1.5.0 c1cc2c(cc1CCN3CC(C(CC3=O)c4cc(c(cc4F)F)F)N)OCO2                                                                                                               
# 
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 
GGO "SYSTEMATIC NAME" ACDLabs              10.04 (4R,5R)-5-amino-1-[2-(1,3-benzodioxol-5-yl)ethyl]-4-(2,4,5-trifluorophenyl)piperidin-2-one 
GGO "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (4R,5R)-5-amino-1-[2-(1,3-benzodioxol-5-yl)ethyl]-4-(2,4,5-trifluorophenyl)piperidin-2-one 
# 
