data_MPA
# 
_chem_comp.id                                    MPA 
_chem_comp.name                                  "(1R)-MENTHYL HEXYL PHOSPHONATE GROUP" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C16 H33 O3 P" 
_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                        304.405 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     MPA 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   Y 
_chem_comp.pdbx_ideal_coordinates_details        "OpenEye/OEToolkits V1.4.2" 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        1LPM 
_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 
MPA C1   C1   C 0 1 N N N 65.798 55.043 -16.026 2.711  3.430  5.211  C1   MPA 1  
MPA C2   C2   C 0 1 N N N 65.627 55.959 -17.255 2.901  3.580  6.714  C2   MPA 2  
MPA C3   C3   C 0 1 N N N 64.571 57.124 -17.048 1.861  4.511  7.338  C3   MPA 3  
MPA C4   C4   C 0 1 N N N 63.922 57.787 -18.372 2.057  4.628  8.851  C4   MPA 4  
MPA C5   C5   C 0 1 N N N 62.913 58.995 -18.258 0.999  5.533  9.481  C5   MPA 5  
MPA C6   C6   C 0 1 N N N 62.623 59.730 -19.553 1.171  5.625  10.989 C6   MPA 6  
MPA C7   C7   C 0 1 N N R 67.973 52.605 -13.943 2.424  2.103  2.293  C7   MPA 7  
MPA C8   C8   C 0 1 N N N 68.743 51.433 -14.430 2.204  0.622  2.610  C8   MPA 8  
MPA C9   C9   C 0 1 N N R 69.810 51.057 -13.389 0.928  0.081  1.957  C9   MPA 9  
MPA C10  C10  C 0 1 N N N 69.188 50.884 -11.965 0.944  0.335  0.445  C10  MPA 10 
MPA C11  C11  C 0 1 N N N 68.239 52.010 -11.495 1.155  1.813  0.125  C11  MPA 11 
MPA C12  C12  C 0 1 N N S 67.288 52.442 -12.571 2.429  2.363  0.778  C12  MPA 12 
MPA C13  C13  C 0 1 N N N 70.517 49.796 -13.891 0.761  -1.408 2.253  C13  MPA 13 
MPA C14  C14  C 0 1 N N N 66.540 53.805 -12.329 2.583  3.855  0.468  C14  MPA 14 
MPA C15  C15  C 0 1 N N N 65.785 53.887 -11.013 2.708  4.076  -1.037 C15  MPA 15 
MPA C16  C16  C 0 1 N N N 67.452 55.043 -12.547 1.404  4.642  1.033  C16  MPA 16 
MPA O1   O1   O 0 1 N N N 66.925 52.892 -14.862 3.672  2.511  2.847  O1   MPA 17 
MPA O2   O2   O 0 1 N N N 68.437 54.261 -16.496 3.983  1.002  4.960  O2   MPA 18 
MPA P1   P1   P 0 1 N N R 67.120 53.790 -16.192 3.944  2.407  4.432  P1   MPA 19 
MPA H11  1H1  H 0 1 N N N 65.954 55.653 -15.106 1.722  3.016  4.987  H11  MPA 20 
MPA H12A 2H1  H 0 0 N N N 64.829 54.553 -15.768 2.766  4.418  4.741  H12A MPA 21 
MPA H21  1H2  H 0 1 N N N 66.611 56.374 -17.573 3.906  3.974  6.907  H21  MPA 22 
MPA H22  2H2  H 0 1 N N N 65.374 55.357 -18.159 2.840  2.593  7.187  H22  MPA 23 
MPA H31  1H3  H 0 1 N N N 63.755 56.767 -16.376 1.936  5.505  6.881  H31  MPA 24 
MPA H32  2H3  H 0 1 N N N 65.024 57.925 -16.418 0.852  4.136  7.132  H32  MPA 25 
MPA H41  1H4  H 0 1 N N N 64.752 58.090 -19.051 3.056  5.029  9.063  H41  MPA 26 
MPA H42  2H4  H 0 1 N N N 63.430 56.977 -18.960 2.006  3.631  9.306  H42  MPA 27 
MPA H51  1H5  H 0 1 N N N 61.959 58.652 -17.792 1.065  6.539  9.050  H51  MPA 28 
MPA H52  2H5  H 0 1 N N N 63.265 59.714 -17.482 -0.002 5.148  9.256  H52  MPA 29 
MPA H61  1H6  H 0 1 N N N 61.910 60.583 -19.472 0.404  6.277  11.419 H61  MPA 30 
MPA H62  2H6  H 0 1 N N N 63.576 60.072 -20.018 1.078  4.638  11.455 H62  MPA 31 
MPA H63  3H6  H 0 1 N N N 62.270 59.010 -20.328 2.151  6.036  11.248 H63  MPA 32 
MPA H7   H7   H 0 1 N N N 68.739 53.408 -13.845 1.641  2.702  2.774  H7   MPA 33 
MPA H81  1H8  H 0 1 N N N 68.083 50.572 -14.688 2.162  0.485  3.698  H81  MPA 34 
MPA H82  2H8  H 0 1 N N N 69.181 51.605 -15.440 3.076  0.044  2.275  H82  MPA 35 
MPA H9   H9   H 0 1 N N N 70.557 51.876 -13.276 0.066  0.603  2.390  H9   MPA 36 
MPA H101 1H10 H 0 0 N N N 68.668 49.899 -11.897 -0.000 -0.002 0.001  H101 MPA 37 
MPA H102 2H10 H 0 0 N N N 69.999 50.736 -11.214 1.743  -0.255 -0.023 H102 MPA 38 
MPA H111 1H11 H 0 0 N N N 67.691 51.714 -10.569 1.208  1.943  -0.963 H111 MPA 39 
MPA H112 2H11 H 0 0 N N N 68.812 52.877 -11.093 0.284  2.386  0.470  H112 MPA 40 
MPA H12  H12  H 0 1 N N N 66.550 51.605 -12.548 3.301  1.860  0.338  H12  MPA 41 
MPA H131 1H13 H 0 0 N N N 71.290 49.523 -13.136 -0.262 -1.623 2.576  H131 MPA 42 
MPA H132 2H13 H 0 0 N N N 69.812 48.961 -14.112 0.972  -2.004 1.359  H132 MPA 43 
MPA H133 3H13 H 0 0 N N N 70.933 49.910 -14.918 1.446  -1.722 3.046  H133 MPA 44 
MPA H14  H14  H 0 1 N N N 65.756 53.825 -13.121 3.501  4.211  0.949  H14  MPA 45 
MPA H151 1H15 H 0 0 N N N 65.255 54.852 -10.841 1.812  3.736  -1.567 H151 MPA 46 
MPA H152 2H15 H 0 0 N N N 65.074 53.033 -10.920 2.850  5.139  -1.260 H152 MPA 47 
MPA H153 3H15 H 0 0 N N N 66.467 53.662 -10.160 3.569  3.532  -1.441 H153 MPA 48 
MPA H161 1H16 H 0 0 N N N 66.922 56.008 -12.375 0.457  4.319  0.587  H161 MPA 49 
MPA H162 2H16 H 0 0 N N N 68.371 54.976 -11.919 1.524  5.712  0.836  H162 MPA 50 
MPA H163 3H16 H 0 0 N N N 67.920 55.019 -13.558 1.331  4.507  2.117  H163 MPA 51 
MPA O3   O3   O 0 1 N Y N ?      ?      ?       5.321  3.233  4.627  O3   MPA 52 
MPA H3   H3   H 0 1 N Y N ?      ?      ?       6.108  2.766  4.979  H3   MPA 53 
# 
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 
MPA C1  C2   SING N N 1  
MPA C1  P1   SING N N 2  
MPA C1  H11  SING N N 3  
MPA C1  H12A SING N N 4  
MPA C2  C3   SING N N 5  
MPA C2  H21  SING N N 6  
MPA C2  H22  SING N N 7  
MPA C3  C4   SING N N 8  
MPA C3  H31  SING N N 9  
MPA C3  H32  SING N N 10 
MPA C4  C5   SING N N 11 
MPA C4  H41  SING N N 12 
MPA C4  H42  SING N N 13 
MPA C5  C6   SING N N 14 
MPA C5  H51  SING N N 15 
MPA C5  H52  SING N N 16 
MPA C6  H61  SING N N 17 
MPA C6  H62  SING N N 18 
MPA C6  H63  SING N N 19 
MPA C7  C8   SING N N 20 
MPA C7  C12  SING N N 21 
MPA C7  O1   SING N N 22 
MPA C7  H7   SING N N 23 
MPA C8  C9   SING N N 24 
MPA C8  H81  SING N N 25 
MPA C8  H82  SING N N 26 
MPA C9  C10  SING N N 27 
MPA C9  C13  SING N N 28 
MPA C9  H9   SING N N 29 
MPA C10 C11  SING N N 30 
MPA C10 H101 SING N N 31 
MPA C10 H102 SING N N 32 
MPA C11 C12  SING N N 33 
MPA C11 H111 SING N N 34 
MPA C11 H112 SING N N 35 
MPA C12 C14  SING N N 36 
MPA C12 H12  SING N N 37 
MPA C13 H131 SING N N 38 
MPA C13 H132 SING N N 39 
MPA C13 H133 SING N N 40 
MPA C14 C15  SING N N 41 
MPA C14 C16  SING N N 42 
MPA C14 H14  SING N N 43 
MPA C15 H151 SING N N 44 
MPA C15 H152 SING N N 45 
MPA C15 H153 SING N N 46 
MPA C16 H161 SING N N 47 
MPA C16 H162 SING N N 48 
MPA C16 H163 SING N N 49 
MPA O1  P1   SING N N 50 
MPA O2  P1   DOUB N N 51 
MPA O3  P1   SING N N 52 
MPA O3  H3   SING N N 53 
# 
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 
MPA SMILES           ACDLabs              10.04 O=P(OC1CC(CCC1C(C)C)C)(O)CCCCCC                                                                                                   
MPA InChI            InChI                1.02b InChI=1/C16H33O3P/c1-5-6-7-8-11-20(17,18)19-16-12-14(4)9-10-15(16)13(2)3/h13-16H,5-12H2,1-4H3,(H,17,18)/t14-,15+,16-/m1/s1/f/h17H 
MPA InChIKey         InChI                1.02b WAVIZOVSJOXCKT-PFLXRRBDDG                                                                                                         
MPA SMILES_CANONICAL CACTVS               3.341 CCCCCC[P@@](O)(=O)O[C@@H]1C[C@H](C)CC[C@H]1C(C)C                                                                                  
MPA SMILES           CACTVS               3.341 CCCCCC[P](O)(=O)O[CH]1C[CH](C)CC[CH]1C(C)C                                                                                        
MPA SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CCCCCC[P@](=O)(O)O[C@@H]1C[C@@H](CC[C@H]1C(C)C)C                                                                                  
MPA SMILES           "OpenEye OEToolkits" 1.5.0 CCCCCCP(=O)(O)OC1CC(CCC1C(C)C)C                                                                                                   
# 
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 
MPA "SYSTEMATIC NAME" ACDLabs              10.04 "(1R,2S,5R)-5-methyl-2-(1-methylethyl)cyclohexyl hydrogen (S)-hexylphosphonate" 
MPA "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "hexyl-[(1R,2S,5R)-5-methyl-2-propan-2-yl-cyclohexyl]oxy-phosphinic acid"       
# 
