data_HTQ
# 
_chem_comp.id                                    HTQ 
_chem_comp.name                                  HOMOTROPINE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C16 H21 N O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "HYDROXY-PHENYL-ACETIC ACID 8-METHYL-8-AZA-BICYCLO[3.2.1]OCT-3-YL ESTER" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2002-10-24 
_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                        275.343 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     HTQ 
_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        1MX5 
_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 
HTQ C1   C1   C 0 1 N N R 25.311 39.730 152.306 2.600  1.319  -0.695 C1   HTQ 1  
HTQ C2   C2   C 0 1 N N N 23.834 39.838 151.766 1.939  0.470  -1.793 C2   HTQ 2  
HTQ C3   C3   C 0 1 N N N 22.844 40.611 152.737 1.436  -0.837 -1.174 C3   HTQ 3  
HTQ C4   C4   C 0 1 N N N 23.250 40.512 154.271 2.621  -1.541 -0.419 C4   HTQ 4  
HTQ C5   C5   C 0 1 N N S 24.803 40.284 154.511 3.216  -0.536 0.581  C5   HTQ 5  
HTQ C6   C6   C 0 1 N N N 25.675 41.473 154.013 2.054  0.115  1.366  C6   HTQ 6  
HTQ C7   C7   C 0 1 N N N 26.001 41.110 152.539 1.647  1.342  0.523  C7   HTQ 7  
HTQ N8   N8   N 0 1 N N N 25.235 39.144 153.655 3.796  0.582  -0.209 N8   HTQ 8  
HTQ C9   C9   C 0 1 N N N 26.502 38.447 154.092 4.477  1.465  0.747  C9   HTQ 9  
HTQ O10  O10  O 0 1 N N N 21.467 40.171 152.508 0.366  -0.547 -0.237 O10  HTQ 10 
HTQ C11  C11  C 0 1 N N N 20.947 38.883 152.754 -0.607 -1.449 -0.030 C11  HTQ 11 
HTQ O12  O12  O 0 1 N N N 21.551 37.903 153.203 -0.592 -2.501 -0.623 O12  HTQ 12 
HTQ C13  C13  C 0 1 N N R 19.469 38.829 152.362 -1.718 -1.148 0.942  C13  HTQ 13 
HTQ C14  C14  C 0 1 Y N N 18.596 39.750 153.260 -2.532 0.013  0.432  C14  HTQ 14 
HTQ C15  C15  C 0 1 Y N N 17.977 39.227 154.433 -2.252 1.296  0.864  C15  HTQ 15 
HTQ C16  C16  C 0 1 Y N N 18.405 41.132 152.948 -3.554 -0.204 -0.473 C16  HTQ 16 
HTQ C17  C17  C 0 1 Y N N 17.179 40.066 155.260 -2.999 2.361  0.396  C17  HTQ 17 
HTQ C18  C18  C 0 1 Y N N 17.610 41.965 153.778 -4.304 0.861  -0.937 C18  HTQ 18 
HTQ C19  C19  C 0 1 Y N N 16.996 41.430 154.931 -4.025 2.144  -0.504 C19  HTQ 19 
HTQ O20  O20  O 0 1 N N N 19.337 39.167 150.967 -2.559 -2.296 1.076  O20  HTQ 20 
HTQ H11  1H1  H 0 1 N N N 25.884 39.148 151.548 2.847  2.322  -1.044 H11  HTQ 21 
HTQ H21  1H2  H 0 1 N N N 23.432 38.827 151.522 1.100  1.018  -2.222 H21  HTQ 22 
HTQ H22  2H2  H 0 1 N N N 23.822 40.296 150.750 2.669  0.249  -2.572 H22  HTQ 23 
HTQ H31  1H3  H 0 1 N N N 22.923 41.695 152.486 1.061  -1.490 -1.962 H31  HTQ 24 
HTQ H41  1H4  H 0 1 N N N 22.654 39.722 154.785 3.381  -1.848 -1.138 H41  HTQ 25 
HTQ H42  2H4  H 0 1 N N N 22.894 41.409 154.830 2.247  -2.414 0.115  H42  HTQ 26 
HTQ H51  1H5  H 0 1 N N N 24.937 40.135 155.608 3.950  -1.000 1.241  H51  HTQ 27 
HTQ H61  1H6  H 0 1 N N N 26.572 41.679 154.643 1.219  -0.579 1.454  H61  HTQ 28 
HTQ H62  2H6  H 0 1 N N N 25.202 42.474 154.144 2.393  0.430  2.353  H62  HTQ 29 
HTQ H71  1H7  H 0 1 N N N 25.705 41.894 151.804 0.611  1.250  0.196  H71  HTQ 30 
HTQ H72  2H7  H 0 1 N N N 27.090 41.118 152.301 1.785  2.259  1.095  H72  HTQ 31 
HTQ H91  1H9  H 0 1 N N N 27.376 39.135 154.012 5.259  0.909  1.263  H91  HTQ 32 
HTQ H92  2H9  H 0 1 N N N 26.445 38.003 155.113 4.921  2.305  0.213  H92  HTQ 33 
HTQ H93  3H9  H 0 1 N N N 26.802 37.675 153.346 3.756  1.838  1.475  H93  HTQ 34 
HTQ H131 1H13 H 0 0 N N N 19.093 37.792 152.523 -1.293 -0.895 1.913  H131 HTQ 35 
HTQ H151 1H15 H 0 0 N N N 18.116 38.167 154.702 -1.451 1.466  1.568  H151 HTQ 36 
HTQ H161 1H16 H 0 0 N N N 18.880 41.563 152.051 -3.772 -1.206 -0.811 H161 HTQ 37 
HTQ H171 1H17 H 0 0 N N N 16.698 39.656 156.164 -2.781 3.364  0.735  H171 HTQ 38 
HTQ H181 1H18 H 0 0 N N N 17.469 43.030 153.527 -5.105 0.691  -1.641 H181 HTQ 39 
HTQ H191 1H19 H 0 0 N N N 16.375 42.076 155.573 -4.608 2.976  -0.870 H191 HTQ 40 
HTQ H201 1H20 H 0 0 N N N 18.419 39.134 150.724 -2.914 -2.486 0.196  H201 HTQ 41 
# 
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 
HTQ C1  C2   SING N N 1  
HTQ C1  C7   SING N N 2  
HTQ C1  N8   SING N N 3  
HTQ C1  H11  SING N N 4  
HTQ C2  C3   SING N N 5  
HTQ C2  H21  SING N N 6  
HTQ C2  H22  SING N N 7  
HTQ C3  C4   SING N N 8  
HTQ C3  O10  SING N N 9  
HTQ C3  H31  SING N N 10 
HTQ C4  C5   SING N N 11 
HTQ C4  H41  SING N N 12 
HTQ C4  H42  SING N N 13 
HTQ C5  C6   SING N N 14 
HTQ C5  N8   SING N N 15 
HTQ C5  H51  SING N N 16 
HTQ C6  C7   SING N N 17 
HTQ C6  H61  SING N N 18 
HTQ C6  H62  SING N N 19 
HTQ C7  H71  SING N N 20 
HTQ C7  H72  SING N N 21 
HTQ N8  C9   SING N N 22 
HTQ C9  H91  SING N N 23 
HTQ C9  H92  SING N N 24 
HTQ C9  H93  SING N N 25 
HTQ O10 C11  SING N N 26 
HTQ C11 O12  DOUB N N 27 
HTQ C11 C13  SING N N 28 
HTQ C13 C14  SING N N 29 
HTQ C13 O20  SING N N 30 
HTQ C13 H131 SING N N 31 
HTQ C14 C15  DOUB Y N 32 
HTQ C14 C16  SING Y N 33 
HTQ C15 C17  SING Y N 34 
HTQ C15 H151 SING N N 35 
HTQ C16 C18  DOUB Y N 36 
HTQ C16 H161 SING N N 37 
HTQ C17 C19  DOUB Y N 38 
HTQ C17 H171 SING N N 39 
HTQ C18 C19  SING Y N 40 
HTQ C18 H181 SING N N 41 
HTQ C19 H191 SING N N 42 
HTQ O20 H201 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 
HTQ SMILES           ACDLabs              10.04 O=C(OC2CC1N(C)C(CC1)C2)C(O)c3ccccc3                                                                                             
HTQ InChI            InChI                1.02b InChI=1/C16H21NO3/c1-17-12-7-8-13(17)10-14(9-12)20-16(19)15(18)11-5-3-2-4-6-11/h2-6,12-15,18H,7-10H2,1H3/t12-,13+,14-,15-/m1/s1 
HTQ InChIKey         InChI                1.02b ZTVIKZXZYLEVOL-LXTVHRRPBV                                                                                                       
HTQ SMILES_CANONICAL CACTVS               3.341 CN1[C@H]2CC[C@@H]1CC(C2)OC(=O)[C@H](O)c3ccccc3                                                                                  
HTQ SMILES           CACTVS               3.341 CN1[CH]2CC[CH]1CC(C2)OC(=O)[CH](O)c3ccccc3                                                                                      
HTQ SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CN1[C@H]2CC[C@@H]1CC(C2)OC(=O)[C@@H](c3ccccc3)O                                                                                 
HTQ SMILES           "OpenEye OEToolkits" 1.5.0 CN1C2CCC1CC(C2)OC(=O)C(c3ccccc3)O                                                                                               
# 
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 
HTQ "SYSTEMATIC NAME" ACDLabs              10.04 "(3-exo)-8-methyl-8-azabicyclo[3.2.1]oct-3-yl (2R)-hydroxy(phenyl)ethanoate"         
HTQ "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(1R,5S)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl] (2R)-2-hydroxy-2-phenyl-ethanoate" 
# 
