data_OIN
# 
_chem_comp.id                                    OIN 
_chem_comp.name                                  "(1R,5S)-8-METHYL-8-AZABICYCLO[3.2.1]OCT-3-YL (2R)-3-HYDROXY-2-PHENYLPROPANOATE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAD 
_chem_comp.formula                               "C17 H23 N O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ATROPINE 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2004-06-01 
_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                        289.369 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     OIN 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   Y 
_chem_comp.pdbx_ideal_coordinates_details        ? 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        1TH6 
_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 
OIN C10  C10  C 0 1 N N N 49.016 40.469 7.981  -0.580 -2.182 2.025 C10  OIN 1  
OIN N    N    N 0 1 N N N 49.927 40.073 9.065  0.174  -1.114 2.677 N    OIN 2  
OIN C11  C11  C 0 1 N N S 51.286 40.365 9.016  1.158  -0.480 1.780 C11  OIN 3  
OIN C17  C17  C 0 1 N N N 51.715 40.094 10.416 0.330  0.487  0.925 C17  OIN 4  
OIN C16  C16  C 0 1 N N N 50.939 38.787 10.586 -0.889 0.820  1.789 C16  OIN 5  
OIN C15  C15  C 0 1 N N R 50.295 38.751 9.240  -0.677 0.021  3.080 C15  OIN 6  
OIN C14  C14  C 0 1 N N N 50.818 37.893 8.122  0.131  0.819  4.123 C14  OIN 7  
OIN C13  C13  C 0 1 N N N 52.067 38.533 7.586  1.471  1.323  3.569 C13  OIN 8  
OIN C12  C12  C 0 1 N N N 52.175 40.039 7.839  2.155  0.266  2.688 C12  OIN 9  
OIN O2   O2   O 0 1 N N N 52.951 37.694 6.755  2.320  1.686  4.650 O2   OIN 10 
OIN C7   C7   C 0 1 N N N 52.318 36.460 6.234  3.546  2.194  4.306 C7   OIN 11 
OIN O3   O3   O 0 1 N N N 51.597 36.566 5.248  3.944  2.350  3.158 O3   OIN 12 
OIN C9   C9   C 0 1 N N S 52.579 35.085 6.853  4.340  2.530  5.565 C9   OIN 13 
OIN C8   C8   C 0 1 N N N 52.412 33.977 5.821  5.696  3.146  5.192 C8   OIN 14 
OIN OH   OH   O 0 1 N N N 53.362 34.065 4.773  6.483  2.184  4.497 OH   OIN 15 
OIN C6   C6   C 0 1 Y N N 51.740 34.819 8.066  4.487  1.309  6.459 C6   OIN 16 
OIN C5   C5   C 0 1 Y N N 52.366 34.483 9.261  4.584  1.488  7.824 C5   OIN 17 
OIN C4   C4   C 0 1 Y N N 51.624 34.258 10.411 4.718  0.368  8.645 C4   OIN 18 
OIN C3   C3   C 0 1 Y N N 50.245 34.359 10.381 4.754  -0.908 8.083 C3   OIN 19 
OIN C2   C2   C 0 1 Y N N 49.611 34.697 9.200  4.654  -1.064 6.700 C2   OIN 20 
OIN C1   C1   C 0 1 Y N N ?      ?      ?      4.519  0.056  5.880 C1   OIN 21 
OIN H101 1H10 H 0 0 N N N 49.421 40.059 7.026  -0.856 -2.947 2.755 H101 OIN 22 
OIN H102 2H10 H 0 0 N N N 47.927 40.235 8.020  0.023  -2.646 1.240 H102 OIN 23 
OIN H103 3H10 H 0 0 N N N 49.125 41.568 7.826  -1.492 -1.781 1.575 H103 OIN 24 
OIN H11  H11  H 0 1 N N N 51.459 41.413 8.678  1.704  -1.208 1.169 H11  OIN 25 
OIN H171 1H17 H 0 0 N N N 51.535 40.896 11.169 -0.003 -0.005 0.004 H171 OIN 26 
OIN H172 2H17 H 0 0 N N N 52.811 40.067 10.618 0.887  1.385  0.639 H172 OIN 27 
OIN H161 1H16 H 0 0 N N N 50.260 38.720 11.468 -0.986 1.896  1.965 H161 OIN 28 
OIN H162 2H16 H 0 0 N N N 51.530 37.889 10.882 -1.798 0.484  1.276 H162 OIN 29 
OIN H15  H15  H 0 1 N N N 49.424 38.057 9.187  -1.624 -0.299 3.529 H15  OIN 30 
OIN H141 1H14 H 0 0 N N N 50.056 37.707 7.330  -0.454 1.675  4.482 H141 OIN 31 
OIN H142 2H14 H 0 0 N N N 50.976 36.833 8.431  0.309  0.193  5.009 H142 OIN 32 
OIN H13  H13  H 0 1 N N N 53.145 38.607 7.862  1.301  2.231  2.979 H13  OIN 33 
OIN H121 1H12 H 0 0 N N N 53.227 40.382 7.980  2.687  -0.455 3.324 H121 OIN 34 
OIN H122 2H12 H 0 0 N N N 51.942 40.650 6.936  2.931  0.751  2.083 H122 OIN 35 
OIN H9   H9   H 0 1 N N N 53.640 35.093 7.197  3.751  3.279  6.113 H9   OIN 36 
OIN H81  1H8  H 0 1 N N N 51.372 33.956 5.419  6.253  3.470  6.078 H81  OIN 37 
OIN H82  2H8  H 0 1 N N N 52.438 32.972 6.303  5.570  4.004  4.522 H82  OIN 38 
OIN HOH  HOH  H 0 1 N N N 53.258 33.374 4.129  7.325  2.119  4.974 HOH  OIN 39 
OIN H5   H5   H 0 1 N N N 53.465 34.394 9.297  4.557  2.479  8.271 H5   OIN 40 
OIN H4   H4   H 0 1 N N N 52.133 33.997 11.354 4.796  0.490  9.721 H4   OIN 41 
OIN H3   H3   H 0 1 N N N 49.654 34.171 11.293 4.858  -1.780 8.722 H3   OIN 42 
OIN H2   H2   H 0 1 N N N 50.500 35.333 9.346  4.681  -2.058 6.263 H2   OIN 43 
OIN H1   H1   H 0 1 N N N -0.901 -0.618 -0.153 4.443  -0.075 4.804 H1   OIN 44 
# 
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 
OIN C10 N    SING N N 1  
OIN C10 H101 SING N N 2  
OIN C10 H102 SING N N 3  
OIN C10 H103 SING N N 4  
OIN N   C11  SING N N 5  
OIN N   C15  SING N N 6  
OIN C11 C17  SING N N 7  
OIN C11 C12  SING N N 8  
OIN C11 H11  SING N N 9  
OIN C17 C16  SING N N 10 
OIN C17 H171 SING N N 11 
OIN C17 H172 SING N N 12 
OIN C16 C15  SING N N 13 
OIN C16 H161 SING N N 14 
OIN C16 H162 SING N N 15 
OIN C15 C14  SING N N 16 
OIN C15 H15  SING N N 17 
OIN C14 C13  SING N N 18 
OIN C14 H141 SING N N 19 
OIN C14 H142 SING N N 20 
OIN C13 C12  SING N N 21 
OIN C13 O2   SING N N 22 
OIN C13 H13  SING N N 23 
OIN C12 H121 SING N N 24 
OIN C12 H122 SING N N 25 
OIN O2  C7   SING N N 26 
OIN C7  O3   DOUB N N 27 
OIN C7  C9   SING N N 28 
OIN C9  C8   SING N N 29 
OIN C9  C6   SING N N 30 
OIN C9  H9   SING N N 31 
OIN C8  OH   SING N N 32 
OIN C8  H81  SING N N 33 
OIN C8  H82  SING N N 34 
OIN OH  HOH  SING N N 35 
OIN C6  C5   DOUB Y N 36 
OIN C6  C1   SING Y N 37 
OIN C5  C4   SING Y N 38 
OIN C5  H5   SING N N 39 
OIN C4  C3   DOUB Y N 40 
OIN C4  H4   SING N N 41 
OIN C3  C2   SING Y N 42 
OIN C3  H3   SING N N 43 
OIN C2  C1   DOUB Y N 44 
OIN C2  H2   SING N N 45 
OIN C1  H1   SING N N 46 
# 
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 
OIN SMILES           ACDLabs              10.04 O=C(OC2CC1N(C)C(CC1)C2)C(c3ccccc3)CO                                                                                               
OIN InChI            InChI                1.02b InChI=1/C17H23NO3/c1-18-13-7-8-14(18)10-15(9-13)21-17(20)16(11-19)12-5-3-2-4-6-12/h2-6,13-16,19H,7-11H2,1H3/t13-,14+,15-,16-/m1/s1 
OIN InChIKey         InChI                1.02b RKUNBYITZUJHSG-QKPAOTATBK                                                                                                          
OIN SMILES_CANONICAL CACTVS               3.341 CN1[C@H]2CC[C@@H]1CC(C2)OC(=O)[C@H](CO)c3ccccc3                                                                                    
OIN SMILES           CACTVS               3.341 CN1[CH]2CC[CH]1CC(C2)OC(=O)[CH](CO)c3ccccc3                                                                                        
OIN SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CN1[C@H]2CC[C@@H]1CC(C2)OC(=O)[C@H](CO)c3ccccc3                                                                                    
OIN SMILES           "OpenEye OEToolkits" 1.5.0 CN1C2CCC1CC(C2)OC(=O)C(CO)c3ccccc3                                                                                                 
# 
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 
OIN "SYSTEMATIC NAME" ACDLabs              10.04 "(3-exo)-8-methyl-8-azabicyclo[3.2.1]oct-3-yl (2S)-3-hydroxy-2-phenylpropanoate"      
OIN "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(1S,5R)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl] (2S)-3-hydroxy-2-phenyl-propanoate" 
# 
