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 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 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 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" G27 InChI InChI 1.03 "InChI=1S/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 1.03 NKARZGURZMIRMA-RBSFLKMASA-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 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" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site G27 "Create component" 2006-04-03 RCSB G27 "Modify descriptor" 2011-06-04 RCSB #