data_NIU
# 
_chem_comp.id                                    NIU 
_chem_comp.name                                  6,7,8,9-TETRAHYDRO-4-HYDROXY-3-(1-PHENYLPROPYL)CYCLOHEPTA[B]PYRAN-2-ONE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C19 H22 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     1999-07-08 
_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                        298.376 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     NIU 
_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        6UPJ 
_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 
NIU CA   CA   C 0 1 Y N N -0.391 18.226 20.761 0.692  -0.432 0.234  CA   NIU 1  
NIU CA2  CA2  C 0 1 Y N N -1.559 17.653 21.346 1.277  0.805  -0.058 CA2  NIU 2  
NIU OA2  OA2  O 0 1 N N N -1.771 16.494 21.254 1.766  1.474  0.836  OA2  NIU 3  
NIU OA3  OA3  O 0 1 Y N N -2.502 18.381 21.993 1.312  1.254  -1.324 OA3  NIU 4  
NIU CA4  CA4  C 0 1 Y N N -2.260 19.761 22.062 0.781  0.539  -2.332 CA4  NIU 5  
NIU CA5  CA5  C 0 1 Y N N -1.131 20.407 21.515 0.209  -0.645 -2.109 CA5  NIU 6  
NIU CA6  CA6  C 0 1 Y N N -0.186 19.592 20.855 0.145  -1.172 -0.798 CA6  NIU 7  
NIU OA6  OA6  O 0 1 N N N 0.974  20.097 20.301 -0.437 -2.370 -0.561 OA6  NIU 8  
NIU CB1  CB1  C 0 1 Y N N 0.022  16.632 18.753 -0.376 -0.175 2.436  CB1  NIU 9  
NIU CB2  CB2  C 0 1 Y N N -0.325 17.352 17.577 -1.642 -0.700 2.619  CB2  NIU 10 
NIU CB3  CB3  C 0 1 Y N N -0.847 16.658 16.467 -2.586 0.006  3.340  CB3  NIU 11 
NIU CB4  CB4  C 0 1 Y N N -1.047 15.264 16.518 -2.264 1.238  3.878  CB4  NIU 12 
NIU CB5  CB5  C 0 1 Y N N -0.711 14.558 17.678 -0.998 1.763  3.696  CB5  NIU 13 
NIU CB6  CB6  C 0 1 Y N N -0.186 15.222 18.800 -0.053 1.054  2.979  CB6  NIU 14 
NIU CG1  CG1  C 0 1 N N R 0.625  17.383 19.955 0.652  -0.946 1.651  CG1  NIU 15 
NIU CG2  CG2  C 0 1 N N N 1.648  16.595 20.786 2.027  -0.766 2.297  CG2  NIU 16 
NIU CG3  CG3  C 0 1 N N N 1.113  15.432 21.620 2.026  -1.408 3.686  CG3  NIU 17 
NIU CD1  CD1  C 0 1 N N N -3.362 20.536 22.804 0.841  1.098  -3.739 CD1  NIU 18 
NIU CD2  CD2  C 0 1 N N N -3.996 21.745 22.116 -0.569 1.516  -4.159 CD2  NIU 19 
NIU CD3  CD3  C 0 1 N N N -3.412 22.128 20.746 -1.332 0.340  -4.740 CD3  NIU 20 
NIU CD4  CD4  C 0 1 N N N -1.975 22.696 20.770 -1.653 -0.746 -3.731 CD4  NIU 21 
NIU CD5  CD5  C 0 1 N N N -0.956 21.907 21.617 -0.375 -1.441 -3.257 CD5  NIU 22 
NIU HO6  HO6  H 0 1 N N N 1.114  21.034 20.365 -0.415 -2.507 0.396  HO6  NIU 23 
NIU HB2  HB2  H 0 1 N N N -0.189 18.445 17.526 -1.893 -1.663 2.199  HB2  NIU 24 
NIU HB3  HB3  H 0 1 N N N -1.101 17.212 15.548 -3.575 -0.403 3.482  HB3  NIU 25 
NIU HB4  HB4  H 0 1 N N N -1.466 14.726 15.651 -3.002 1.791  4.441  HB4  NIU 26 
NIU HB5  HB5  H 0 1 N N N -0.861 13.465 17.708 -0.747 2.725  4.117  HB5  NIU 27 
NIU HB6  HB6  H 0 1 N N N 0.059  14.643 19.706 0.935  1.464  2.837  HB6  NIU 28 
NIU HG1  HG1  H 0 1 N N N 1.272  18.155 19.477 0.389  -2.004 1.646  HG1  NIU 29 
NIU HG21 1HG2 H 0 0 N N N 2.466  16.231 20.121 2.249  0.297  2.388  HG21 NIU 30 
NIU HG22 2HG2 H 0 0 N N N 2.212  17.296 21.443 2.786  -1.243 1.676  HG22 NIU 31 
NIU HG31 1HG3 H 0 0 N N N 1.855  14.859 22.223 3.006  -1.279 4.146  HG31 NIU 32 
NIU HG32 2HG3 H 0 0 N N N 0.294  15.795 22.284 1.268  -0.930 4.306  HG32 NIU 33 
NIU HG33 3HG3 H 0 0 N N N 0.548  14.730 20.962 1.804  -2.471 3.594  HG33 NIU 34 
NIU HD11 1HD1 H 0 0 N N N -4.167 19.824 23.099 1.500  1.966  -3.761 HD11 NIU 35 
NIU HD12 2HD1 H 0 0 N N N -2.974 20.849 23.801 1.214  0.334  -4.421 HD12 NIU 36 
NIU HD21 1HD2 H 0 0 N N N -5.097 21.594 22.028 -1.104 1.895  -3.288 HD21 NIU 37 
NIU HD22 2HD2 H 0 0 N N N -3.966 22.626 22.798 -0.501 2.305  -4.908 HD22 NIU 38 
NIU HD31 1HD3 H 0 0 N N N -3.466 21.257 20.051 -2.266 0.708  -5.164 HD31 NIU 39 
NIU HD32 2HD3 H 0 0 N N N -4.094 22.839 20.225 -0.738 -0.095 -5.544 HD32 NIU 40 
NIU HD41 1HD4 H 0 0 N N N -1.594 22.811 19.728 -2.159 -0.301 -2.874 HD41 NIU 41 
NIU HD42 2HD4 H 0 0 N N N -1.993 23.762 21.094 -2.311 -1.481 -4.194 HD42 NIU 42 
NIU HD51 1HD5 H 0 0 N N N -0.983 22.238 22.681 0.343  -1.484 -4.075 HD51 NIU 43 
NIU HD52 2HD5 H 0 0 N N N 0.087  22.203 21.359 -0.611 -2.450 -2.919 HD52 NIU 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 
NIU CA  CA2  SING Y N 1  
NIU CA  CA6  DOUB Y N 2  
NIU CA  CG1  SING N N 3  
NIU CA2 OA2  DOUB N N 4  
NIU CA2 OA3  SING Y N 5  
NIU OA3 CA4  SING Y N 6  
NIU CA4 CA5  DOUB Y N 7  
NIU CA4 CD1  SING N N 8  
NIU CA5 CA6  SING Y N 9  
NIU CA5 CD5  SING N N 10 
NIU CA6 OA6  SING N N 11 
NIU OA6 HO6  SING N N 12 
NIU CB1 CB2  DOUB Y N 13 
NIU CB1 CB6  SING Y N 14 
NIU CB1 CG1  SING N N 15 
NIU CB2 CB3  SING Y N 16 
NIU CB2 HB2  SING N N 17 
NIU CB3 CB4  DOUB Y N 18 
NIU CB3 HB3  SING N N 19 
NIU CB4 CB5  SING Y N 20 
NIU CB4 HB4  SING N N 21 
NIU CB5 CB6  DOUB Y N 22 
NIU CB5 HB5  SING N N 23 
NIU CB6 HB6  SING N N 24 
NIU CG1 CG2  SING N N 25 
NIU CG1 HG1  SING N N 26 
NIU CG2 CG3  SING N N 27 
NIU CG2 HG21 SING N N 28 
NIU CG2 HG22 SING N N 29 
NIU CG3 HG31 SING N N 30 
NIU CG3 HG32 SING N N 31 
NIU CG3 HG33 SING N N 32 
NIU CD1 CD2  SING N N 33 
NIU CD1 HD11 SING N N 34 
NIU CD1 HD12 SING N N 35 
NIU CD2 CD3  SING N N 36 
NIU CD2 HD21 SING N N 37 
NIU CD2 HD22 SING N N 38 
NIU CD3 CD4  SING N N 39 
NIU CD3 HD31 SING N N 40 
NIU CD3 HD32 SING N N 41 
NIU CD4 CD5  SING N N 42 
NIU CD4 HD41 SING N N 43 
NIU CD4 HD42 SING N N 44 
NIU CD5 HD51 SING N N 45 
NIU CD5 HD52 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 
NIU SMILES           ACDLabs              10.04 O=C1OC3=C(C(O)=C1C(c2ccccc2)CC)CCCCC3                                                                                                 
NIU InChI            InChI                1.02b InChI=1/C19H22O3/c1-2-14(13-9-5-3-6-10-13)17-18(20)15-11-7-4-8-12-16(15)22-19(17)21/h3,5-6,9-10,14,20H,2,4,7-8,11-12H2,1H3/t14-/m0/s1 
NIU InChIKey         InChI                1.02b YKJXQZGJGDTEOC-AWEZNQCLBH                                                                                                             
NIU SMILES_CANONICAL CACTVS               3.341 CC[C@@H](c1ccccc1)C2=C(O)C3=C(CCCCC3)OC2=O                                                                                            
NIU SMILES           CACTVS               3.341 CC[CH](c1ccccc1)C2=C(O)C3=C(CCCCC3)OC2=O                                                                                              
NIU SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC[C@@H](c1ccccc1)C2=C(C3=C(CCCCC3)OC2=O)O                                                                                            
NIU SMILES           "OpenEye OEToolkits" 1.5.0 CCC(c1ccccc1)C2=C(C3=C(CCCCC3)OC2=O)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 
NIU "SYSTEMATIC NAME" ACDLabs              10.04 4-hydroxy-3-[(1S)-1-phenylpropyl]-6,7,8,9-tetrahydrocyclohepta[b]pyran-2(5H)-one 
NIU "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 4-hydroxy-3-[(1S)-1-phenylpropyl]-6,7,8,9-tetrahydro-5H-cyclohepta[e]pyran-2-one 
# 
