data_PY9
# 
_chem_comp.id                                    PY9 
_chem_comp.name                                  4-{[(2R)-2-(2-methylphenyl)pyrrolidin-1-yl]carbonyl}benzene-1,3-diol 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C18 H19 N O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2008-09-26 
_chem_comp.pdbx_modified_date                    2008-11-21 
_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                        297.348 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     PY9 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        Corina 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        3EKR 
_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 
PY9 N1   N1   N 0 1 N N N 17.114 -3.712 51.065 0.332  -0.879 -0.259 N1   PY9 1  
PY9 C4   C4   C 0 1 Y N N 15.217 0.897  49.693 -4.563 0.148  0.493  C4   PY9 2  
PY9 C5   C5   C 0 1 Y N N 16.582 0.677  49.370 -4.131 0.846  -0.625 C5   PY9 3  
PY9 C6   C6   C 0 1 Y N N 17.103 -0.646 49.404 -2.785 0.873  -0.948 C6   PY9 4  
PY9 C7   C7   C 0 1 N N N 16.829 -3.119 49.805 -0.428 0.213  -0.477 C7   PY9 5  
PY9 C8   C8   C 0 1 N N R 16.938 -3.163 52.449 1.751  -1.020 -0.617 C8   PY9 6  
PY9 C10  C10  C 0 1 N N N 17.868 -5.404 52.588 0.849  -3.216 -0.142 C10  PY9 7  
PY9 C13  C13  C 0 1 Y N N 14.490 -4.078 52.568 2.110  0.535  1.311  C13  PY9 8  
PY9 C15  C15  C 0 1 Y N N 12.788 -3.089 54.034 4.073  1.897  1.469  C15  PY9 9  
PY9 C17  C17  C 0 1 Y N N 15.082 -2.140 54.006 3.783  0.427  -0.398 C17  PY9 10 
PY9 C14  C14  C 0 1 Y N N 13.162 -4.053 53.073 2.861  1.479  1.986  C14  PY9 11 
PY9 C2   C2   C 0 1 Y N N 14.893 -1.500 50.074 -2.309 -0.510 0.984  C2   PY9 12 
PY9 C16  C16  C 0 1 Y N N 13.735 -2.143 54.496 4.534  1.370  0.277  C16  PY9 13 
PY9 C3   C3   C 0 1 Y N N 14.369 -0.182 50.043 -3.648 -0.528 1.294  C3   PY9 14 
PY9 C1   C1   C 0 1 Y N N 16.267 -1.739 49.758 -1.862 0.191  -0.141 C1   PY9 15 
PY9 C12  C12  C 0 1 Y N N 15.487 -3.132 53.013 2.570  0.009  0.119  C12  PY9 16 
PY9 C9   C9   C 0 1 N N N 17.884 -4.044 53.282 2.191  -2.438 -0.197 C9   PY9 17 
PY9 C11  C11  C 0 1 N N N 17.681 -5.066 51.114 -0.120 -2.126 0.382  C11  PY9 18 
PY9 C18  C18  C 0 1 N N N 16.025 -1.088 54.557 4.285  -0.147 -1.699 C18  PY9 19 
PY9 O3   O3   O 0 1 N N N 17.028 -3.666 48.717 0.071  1.216  -0.950 O3   PY9 20 
PY9 O2   O2   O 0 1 N N N 14.689 2.150  49.681 -5.883 0.130  0.809  O2   PY9 21 
PY9 O1   O1   O 0 1 N N N 18.418 -0.803 49.088 -2.360 1.555  -2.041 O1   PY9 22 
PY9 H5   H5   H 0 1 N N N 17.219 1.507  49.101 -4.845 1.370  -1.244 H5   PY9 23 
PY9 H8   H8   H 0 1 N N N 17.171 -2.088 52.471 1.877  -0.893 -1.692 H8   PY9 24 
PY9 H10  H10  H 0 1 N N N 17.047 -6.033 52.961 0.553  -3.556 -1.134 H10  PY9 25 
PY9 H10A H10A H 0 0 N N N 18.786 -5.981 52.774 0.910  -4.052 0.554  H10A PY9 26 
PY9 H13  H13  H 0 1 N N N 14.761 -4.822 51.834 1.165  0.205  1.718  H13  PY9 27 
PY9 H15  H15  H 0 1 N N N 11.778 -3.073 54.417 4.660  2.634  1.997  H15  PY9 28 
PY9 H14  H14  H 0 1 N N N 12.438 -4.773 52.721 2.501  1.890  2.918  H14  PY9 29 
PY9 H2   H2   H 0 1 N N N 14.251 -2.327 50.338 -1.602 -1.036 1.609  H2   PY9 30 
PY9 H16  H16  H 0 1 N N N 13.437 -1.410 55.231 5.480  1.697  -0.128 H16  PY9 31 
PY9 H3   H3   H 0 1 N N N 13.332 -0.003 50.284 -3.992 -1.070 2.164  H3   PY9 32 
PY9 H9   H9   H 0 1 N N N 18.900 -3.623 53.302 2.857  -2.872 -0.943 H9   PY9 33 
PY9 H9A  H9A  H 0 1 N N N 17.564 -4.114 54.332 2.667  -2.421 0.783  H9A  PY9 34 
PY9 H11  H11  H 0 1 N N N 16.999 -5.786 50.638 -0.047 -2.044 1.467  H11  PY9 35 
PY9 H11A H11A H 0 0 N N N 18.637 -5.115 50.572 -1.144 -2.355 0.087  H11A PY9 36 
PY9 H18  H18  H 0 1 N N N 16.253 -1.314 55.609 4.884  -1.035 -1.497 H18  PY9 37 
PY9 H18A H18A H 0 0 N N N 16.956 -1.088 53.972 3.437  -0.416 -2.328 H18A PY9 38 
PY9 H18B H18B H 0 0 N N N 15.549 -0.098 54.490 4.896  0.596  -2.211 H18B PY9 39 
PY9 HO2  HO2  H 0 1 N N N 14.566 2.451  50.574 -6.158 0.851  1.391  HO2  PY9 40 
PY9 HO1  HO1  H 0 1 N N N 18.515 -0.840 48.144 -2.133 2.478  -1.865 HO1  PY9 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 
PY9 C7  N1   SING N N 1  
PY9 N1  C11  SING N N 2  
PY9 N1  C8   SING Y N 3  
PY9 C5  C4   DOUB Y N 4  
PY9 O2  C4   SING Y N 5  
PY9 C4  C3   SING N N 6  
PY9 C5  C6   SING Y N 7  
PY9 C5  H5   SING N N 8  
PY9 O1  C6   SING N N 9  
PY9 C6  C1   DOUB N N 10 
PY9 O3  C7   DOUB N N 11 
PY9 C1  C7   SING N N 12 
PY9 C8  C12  SING N N 13 
PY9 C8  C9   SING N N 14 
PY9 C8  H8   SING Y N 15 
PY9 C11 C10  SING Y N 16 
PY9 C10 C9   SING N N 17 
PY9 C10 H10  SING Y N 18 
PY9 C10 H10A SING N N 19 
PY9 C13 C12  DOUB Y N 20 
PY9 C13 C14  SING N N 21 
PY9 C13 H13  SING Y N 22 
PY9 C14 C15  DOUB N N 23 
PY9 C15 C16  SING N N 24 
PY9 C15 H15  SING N N 25 
PY9 C12 C17  SING Y N 26 
PY9 C17 C16  DOUB N N 27 
PY9 C17 C18  SING N N 28 
PY9 C14 H14  SING Y N 29 
PY9 C1  C2   SING Y N 30 
PY9 C3  C2   DOUB N N 31 
PY9 C2  H2   SING N N 32 
PY9 C16 H16  SING N N 33 
PY9 C3  H3   SING N N 34 
PY9 C9  H9   SING N N 35 
PY9 C9  H9A  SING N N 36 
PY9 C11 H11  SING N N 37 
PY9 C11 H11A SING N N 38 
PY9 C18 H18  SING N N 39 
PY9 C18 H18A SING N N 40 
PY9 C18 H18B SING N N 41 
PY9 O2  HO2  SING N N 42 
PY9 O1  HO1  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 
PY9 SMILES           ACDLabs              10.04 O=C(c1ccc(O)cc1O)N3CCCC3c2c(cccc2)C                                                                                                    
PY9 InChI            InChI                1.02b InChI=1/C18H19NO3/c1-12-5-2-3-6-14(12)16-7-4-10-19(16)18(22)15-9-8-13(20)11-17(15)21/h2-3,5-6,8-9,11,16,20-21H,4,7,10H2,1H3/t16-/m1/s1 
PY9 InChIKey         InChI                1.02b TWODFUZHWYZBHZ-MRXNPFEDBR                                                                                                              
PY9 SMILES_CANONICAL CACTVS               3.341 Cc1ccccc1[C@H]2CCCN2C(=O)c3ccc(O)cc3O                                                                                                  
PY9 SMILES           CACTVS               3.341 Cc1ccccc1[CH]2CCCN2C(=O)c3ccc(O)cc3O                                                                                                   
PY9 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 Cc1ccccc1[C@H]2CCCN2C(=O)c3ccc(cc3O)O                                                                                                  
PY9 SMILES           "OpenEye OEToolkits" 1.5.0 Cc1ccccc1C2CCCN2C(=O)c3ccc(cc3O)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 
PY9 "SYSTEMATIC NAME" ACDLabs              10.04 4-{[(2R)-2-(2-methylphenyl)pyrrolidin-1-yl]carbonyl}benzene-1,3-diol    
PY9 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (2,4-dihydroxyphenyl)-[(2R)-2-(2-methylphenyl)pyrrolidin-1-yl]methanone 
# 
