data_G27
# 
_chem_comp.id                                    G27 
_chem_comp.name                                  (3R,4R,5R)-5-(HYDROXYMETHYL)-1-(3-PHENYLPROPYL)PIPERIDINE-3,4-DIOL 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C15 H23 N O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2006-04-03 
_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                        265.348 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     G27 
_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        2G9R 
_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 
G27 C12  C12  C 0 1 Y N N 36.310 28.361 29.440 -4.519 1.148  0.690  C12  G27 1  
G27 C13  C13  C 0 1 Y N N 36.566 29.725 29.279 -5.702 0.663  1.215  C13  G27 2  
G27 C14  C14  C 0 1 Y N N 37.260 30.172 28.156 -6.254 -0.502 0.715  C14  G27 3  
G27 C15  C15  C 0 1 Y N N 37.695 29.253 27.201 -5.623 -1.181 -0.310 C15  G27 4  
G27 C16  C16  C 0 1 Y N N 37.437 27.890 27.364 -4.442 -0.694 -0.838 C16  G27 5  
G27 C11  C11  C 0 1 Y N N 36.735 27.444 28.481 -3.887 0.468  -0.334 C11  G27 6  
G27 C10  C10  C 0 1 N N N 36.460 25.949 28.679 -2.597 0.996  -0.907 C10  G27 7  
G27 C9   C9   C 0 1 N N N 35.175 25.455 28.006 -1.417 0.408  -0.132 C9   G27 8  
G27 C8   C8   C 0 1 N N N 35.102 23.924 28.157 -0.107 0.945  -0.713 C8   G27 9  
G27 N1   N1   N 0 1 N N N 33.924 23.332 27.493 1.027  0.379  0.031  N1   G27 10 
G27 C7   C7   C 0 1 N N N 33.779 21.943 28.008 2.222  1.108  -0.405 C7   G27 11 
G27 C2   C2   C 0 1 N N N 34.063 23.366 26.012 1.174  -1.010 -0.416 C2   G27 12 
G27 C3   C3   C 0 1 N N R 32.832 22.717 25.336 2.347  -1.667 0.314  C3   G27 13 
G27 O3   O3   O 0 1 N N N 33.040 22.662 23.927 2.466  -3.028 -0.103 O3   G27 14 
G27 C4   C4   C 0 1 N N R 32.581 21.292 25.861 3.638  -0.913 -0.023 C4   G27 15 
G27 O4   O4   O 0 1 N N N 31.354 20.794 25.304 4.720  -1.455 0.735  O4   G27 16 
G27 C5   C5   C 0 1 N N R 32.533 21.269 27.411 3.453  0.568  0.326  C5   G27 17 
G27 C6   C6   C 0 1 N N N 32.383 19.851 27.989 4.692  1.353  -0.110 C6   G27 18 
G27 O6   O6   O 0 1 N N N 33.367 18.965 27.436 4.569  2.712  0.317  O6   G27 19 
G27 H12  H12  H 0 1 N N N 35.779 28.015 30.314 -4.088 2.058  1.080  H12  G27 20 
G27 H13  H13  H 0 1 N N N 36.227 30.431 30.023 -6.196 1.194  2.016  H13  G27 21 
G27 H14  H14  H 0 1 N N N 37.460 31.225 28.026 -7.178 -0.881 1.126  H14  G27 22 
G27 H15  H15  H 0 1 N N N 38.234 29.597 26.331 -6.054 -2.091 -0.700 H15  G27 23 
G27 H16  H16  H 0 1 N N N 37.782 27.183 26.624 -3.949 -1.225 -1.638 H16  G27 24 
G27 H101 1H10 H 0 0 N N N 36.338 25.787 29.760 -2.581 2.083  -0.823 H101 G27 25 
G27 H102 2H10 H 0 0 N N N 37.304 25.389 28.250 -2.522 0.711  -1.956 H102 G27 26 
G27 H91  1H9  H 0 1 N N N 35.179 25.728 26.941 -1.433 -0.679 -0.215 H91  G27 27 
G27 H92  2H9  H 0 1 N N N 34.301 25.919 28.486 -1.492 0.693  0.918  H92  G27 28 
G27 H81  1H8  H 0 1 N N N 35.021 23.702 29.231 -0.091 2.031  -0.629 H81  G27 29 
G27 H82  2H8  H 0 1 N N N 36.007 23.489 27.707 -0.031 0.659  -1.762 H82  G27 30 
G27 H71  1H7  H 0 1 N N N 33.671 21.980 29.102 2.103  2.168  -0.180 H71  G27 31 
G27 H72  2H7  H 0 1 N N N 34.670 21.362 27.729 2.353  0.980  -1.480 H72  G27 32 
G27 H21  1H2  H 0 1 N N N 34.964 22.803 25.726 0.258  -1.560 -0.200 H21  G27 33 
G27 H22  2H2  H 0 1 N N N 34.145 24.412 25.682 1.360  -1.026 -1.490 H22  G27 34 
G27 H3   H3   H 0 1 N N N 31.952 23.333 25.574 2.174  -1.629 1.389  H3   G27 35 
G27 HO3  HO3  H 0 1 N N N 32.200 22.650 23.483 1.634  -3.464 0.124  HO3  G27 36 
G27 H4   H4   H 0 1 N N N 33.412 20.642 25.549 3.851  -1.012 -1.087 H4   G27 37 
G27 HO4  HO4  H 0 1 N N N 30.713 20.684 25.996 4.794  -2.387 0.489  HO4  G27 38 
G27 H5   H5   H 0 1 N N N 31.634 21.835 27.696 3.314  0.674  1.401  H5   G27 39 
G27 H61  1H6  H 0 1 N N N 31.383 19.470 27.733 4.780  1.320  -1.195 H61  G27 40 
G27 H62  2H6  H 0 1 N N N 32.513 19.894 29.080 5.580  0.910  0.341  H62  G27 41 
G27 HO6  HO6  H 0 1 N N N 33.146 18.769 26.533 5.368  3.170  0.024  HO6  G27 42 
# 
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 
G27 C12 C13  SING Y N 1  
G27 C12 C11  DOUB Y N 2  
G27 C12 H12  SING N N 3  
G27 C13 C14  DOUB Y N 4  
G27 C13 H13  SING N N 5  
G27 C14 C15  SING Y N 6  
G27 C14 H14  SING N N 7  
G27 C15 C16  DOUB Y N 8  
G27 C15 H15  SING N N 9  
G27 C16 C11  SING Y N 10 
G27 C16 H16  SING N N 11 
G27 C11 C10  SING N N 12 
G27 C10 C9   SING N N 13 
G27 C10 H101 SING N N 14 
G27 C10 H102 SING N N 15 
G27 C9  C8   SING N N 16 
G27 C9  H91  SING N N 17 
G27 C9  H92  SING N N 18 
G27 C8  N1   SING N N 19 
G27 C8  H81  SING N N 20 
G27 C8  H82  SING N N 21 
G27 N1  C7   SING N N 22 
G27 N1  C2   SING N N 23 
G27 C7  C5   SING N N 24 
G27 C7  H71  SING N N 25 
G27 C7  H72  SING N N 26 
G27 C2  C3   SING N N 27 
G27 C2  H21  SING N N 28 
G27 C2  H22  SING N N 29 
G27 C3  O3   SING N N 30 
G27 C3  C4   SING N N 31 
G27 C3  H3   SING N N 32 
G27 O3  HO3  SING N N 33 
G27 C4  O4   SING N N 34 
G27 C4  C5   SING N N 35 
G27 C4  H4   SING N N 36 
G27 O4  HO4  SING N N 37 
G27 C5  C6   SING N N 38 
G27 C5  H5   SING N N 39 
G27 C6  O6   SING N N 40 
G27 C6  H61  SING N N 41 
G27 C6  H62  SING N N 42 
G27 O6  HO6  SING N N 43 
# 
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 
G27 SMILES           ACDLabs              10.04 OCC2CN(CCCc1ccccc1)CC(O)C2O                                                                                                
G27 InChI            InChI                1.02b InChI=1/C15H23NO3/c17-11-13-9-16(10-14(18)15(13)19)8-4-7-12-5-2-1-3-6-12/h1-3,5-6,13-15,17-19H,4,7-11H2/t13-,14-,15-/m1/s1 
G27 InChIKey         InChI                1.02b NKARZGURZMIRMA-RBSFLKMABW                                                                                                  
G27 SMILES_CANONICAL CACTVS               3.341 OC[C@H]1CN(CCCc2ccccc2)C[C@@H](O)[C@@H]1O                                                                                  
G27 SMILES           CACTVS               3.341 OC[CH]1CN(CCCc2ccccc2)C[CH](O)[CH]1O                                                                                       
G27 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1ccc(cc1)CCC[N@@]2C[C@@H]([C@H]([C@@H](C2)O)O)CO                                                                          
G27 SMILES           "OpenEye OEToolkits" 1.5.0 c1ccc(cc1)CCCN2CC(C(C(C2)O)O)CO                                                                                            
# 
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 
G27 "SYSTEMATIC NAME" ACDLabs              10.04 (3R,4R,5R)-5-(hydroxymethyl)-1-(3-phenylpropyl)piperidine-3,4-diol    
G27 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (1R,3R,4R,5R)-5-(hydroxymethyl)-1-(3-phenylpropyl)piperidine-3,4-diol 
# 
