data_MPC
# 
_chem_comp.id                                    MPC 
_chem_comp.name                                  "(1S)-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                     MPC 
_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        1LPS 
_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 
MPC C1   C1   C 0 1 N N N 65.771 55.270 -15.946 -3.030 -4.874 3.485  C1   MPC 1  
MPC C2   C2   C 0 1 N N N 65.593 56.015 -17.268 -1.528 -4.661 3.358  C2   MPC 2  
MPC C3   C3   C 0 1 N N N 64.491 57.095 -17.130 -0.737 -5.513 4.352  C3   MPC 3  
MPC C4   C4   C 0 1 N N N 64.094 57.851 -18.448 0.769  -5.300 4.190  C4   MPC 4  
MPC C5   C5   C 0 1 N N N 62.948 58.919 -18.441 1.562  -6.175 5.161  C5   MPC 5  
MPC C6   C6   C 0 1 N N N 62.849 59.851 -19.676 3.060  -5.990 4.980  C6   MPC 6  
MPC C7   C7   C 0 1 N N S 67.065 52.180 -13.901 -4.261 -3.732 -0.235 C7   MPC 7  
MPC C8   C8   C 0 1 N N N 68.487 51.929 -14.281 -3.870 -2.253 -0.217 C8   MPC 8  
MPC C9   C9   C 0 1 N N S 68.929 50.611 -13.634 -4.402 -1.506 -1.444 C9   MPC 9  
MPC C10  C10  C 0 1 N N N 68.763 50.679 -12.073 -3.941 -2.192 -2.735 C10  MPC 10 
MPC C11  C11  C 0 1 N N N 67.469 51.239 -11.471 -4.337 -3.667 -2.761 C11  MPC 11 
MPC C12  C12  C 0 1 N N R 66.935 52.378 -12.334 -3.810 -4.421 -1.533 C12  MPC 12 
MPC C13  C13  C 0 1 N N N 70.375 50.270 -14.148 -3.958 -0.045 -1.421 C13  MPC 13 
MPC C14  C14  C 0 1 N N N 65.495 52.795 -11.990 -4.258 -5.884 -1.588 C14  MPC 14 
MPC C15  C15  C 0 1 N N N 65.336 52.937 -10.477 -5.781 -5.976 -1.568 C15  MPC 15 
MPC C16  C16  C 0 1 N N N 64.365 51.935 -12.646 -3.691 -6.569 -2.827 C16  MPC 16 
MPC O1   O1   O 0 1 N N N 66.569 53.369 -14.521 -3.651 -4.349 0.897  O1   MPC 17 
MPC O2   O2   O 0 1 N N N 68.394 54.149 -16.359 -3.791 -2.378 2.610  O2   MPC 18 
MPC P1   P1   P 0 1 N N R 66.992 53.893 -16.033 -3.993 -3.849 2.391  P1   MPC 19 
MPC H11  1H1  H 0 1 N N N 66.034 55.978 -15.126 -3.287 -5.922 3.297  H11  MPC 20 
MPC H12A 2H1  H 0 0 N N N 64.789 54.902 -15.565 -3.342 -4.639 4.508  H12A MPC 21 
MPC H21  1H2  H 0 1 N N N 66.553 56.445 -17.636 -1.305 -3.601 3.528  H21  MPC 22 
MPC H22  2H2  H 0 1 N N N 65.389 55.318 -18.114 -1.213 -4.902 2.336  H22  MPC 23 
MPC H31  1H3  H 0 1 N N N 63.582 56.649 -16.662 -1.036 -5.257 5.376  H31  MPC 24 
MPC H32  2H3  H 0 1 N N N 64.780 57.831 -16.344 -0.971 -6.574 4.203  H32  MPC 25 
MPC H41  1H4  H 0 1 N N N 65.011 58.326 -18.866 1.012  -4.244 4.365  H41  MPC 26 
MPC H42  2H4  H 0 1 N N N 63.857 57.090 -19.228 1.065  -5.533 3.160  H42  MPC 27 
MPC H51  1H5  H 0 1 N N N 61.968 58.412 -18.277 1.291  -5.926 6.193  H51  MPC 28 
MPC H52  2H5  H 0 1 N N N 63.018 59.535 -17.514 1.308  -7.230 5.004  H52  MPC 29 
MPC H61  1H6  H 0 1 N N N 62.033 60.611 -19.671 3.608  -6.625 5.684  H61  MPC 30 
MPC H62  2H6  H 0 1 N N N 63.828 60.357 -19.839 3.370  -6.263 3.966  H62  MPC 31 
MPC H63  3H6  H 0 1 N N N 62.778 59.234 -20.602 3.352  -4.951 5.162  H63  MPC 32 
MPC H7   H7   H 0 1 N N N 66.477 51.294 -14.238 -5.348 -3.816 -0.116 H7   MPC 33 
MPC H81  1H8  H 0 1 N N N 68.646 51.941 -15.384 -2.777 -2.164 -0.161 H81  MPC 34 
MPC H82  2H8  H 0 1 N N N 69.158 52.781 -14.023 -4.249 -1.789 0.703  H82  MPC 35 
MPC H9   H9   H 0 1 N N N 68.276 49.759 -13.937 -5.499 -1.525 -1.413 H9   MPC 36 
MPC H101 1H10 H 0 0 N N N 68.938 49.661 -11.653 -2.852 -2.108 -2.837 H101 MPC 37 
MPC H102 2H10 H 0 0 N N N 69.625 51.244 -11.648 -4.380 -1.686 -3.604 H102 MPC 38 
MPC H111 1H11 H 0 0 N N N 66.704 50.442 -11.313 -5.431 -3.746 -2.807 H111 MPC 39 
MPC H112 2H11 H 0 0 N N N 67.604 51.549 -10.408 -3.948 -4.126 -3.678 H112 MPC 40 
MPC H12  H12  H 0 1 N N N 67.629 53.205 -12.059 -2.712 -4.422 -1.565 H12  MPC 41 
MPC H131 1H13 H 0 0 N N N 70.696 49.311 -13.677 -2.902 0.032  -1.145 H131 MPC 42 
MPC H132 2H13 H 0 0 N N N 70.440 50.245 -15.260 -4.091 0.413  -2.406 H132 MPC 43 
MPC H133 3H13 H 0 0 N N N 71.099 51.098 -13.972 -4.545 0.524  -0.694 H133 MPC 44 
MPC H14  H14  H 0 1 N N N 65.344 53.792 -12.465 -3.867 -6.393 -0.700 H14  MPC 45 
MPC H151 1H15 H 0 0 N N N 64.292 53.239 -10.227 -6.223 -5.480 -2.438 H151 MPC 46 
MPC H152 2H15 H 0 0 N N N 65.642 52.011 -9.936  -6.104 -7.023 -1.575 H152 MPC 47 
MPC H153 3H15 H 0 0 N N N 66.087 53.636 -10.042 -6.188 -5.506 -0.667 H153 MPC 48 
MPC H161 1H16 H 0 0 N N N 63.321 52.237 -12.396 -4.048 -6.092 -3.746 H161 MPC 49 
MPC H162 2H16 H 0 0 N N N 64.499 51.910 -13.752 -3.988 -7.623 -2.856 H162 MPC 50 
MPC H163 3H16 H 0 0 N N N 64.517 50.857 -12.403 -2.597 -6.529 -2.828 H163 MPC 51 
MPC O3   O3   O 0 1 N Y N ?      ?      ?       -5.513 -4.356 2.613  O3   MPC 52 
MPC H3   H3   H 0 1 N Y N ?      ?      ?       -6.215 -3.692 2.779  H3   MPC 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 
MPC C1  C2   SING N N 1  
MPC C1  P1   SING N N 2  
MPC C1  H11  SING N N 3  
MPC C1  H12A SING N N 4  
MPC C2  C3   SING N N 5  
MPC C2  H21  SING N N 6  
MPC C2  H22  SING N N 7  
MPC C3  C4   SING N N 8  
MPC C3  H31  SING N N 9  
MPC C3  H32  SING N N 10 
MPC C4  C5   SING N N 11 
MPC C4  H41  SING N N 12 
MPC C4  H42  SING N N 13 
MPC C5  C6   SING N N 14 
MPC C5  H51  SING N N 15 
MPC C5  H52  SING N N 16 
MPC C6  H61  SING N N 17 
MPC C6  H62  SING N N 18 
MPC C6  H63  SING N N 19 
MPC C7  C8   SING N N 20 
MPC C7  C12  SING N N 21 
MPC C7  O1   SING N N 22 
MPC C7  H7   SING N N 23 
MPC C8  C9   SING N N 24 
MPC C8  H81  SING N N 25 
MPC C8  H82  SING N N 26 
MPC C9  C10  SING N N 27 
MPC C9  C13  SING N N 28 
MPC C9  H9   SING N N 29 
MPC C10 C11  SING N N 30 
MPC C10 H101 SING N N 31 
MPC C10 H102 SING N N 32 
MPC C11 C12  SING N N 33 
MPC C11 H111 SING N N 34 
MPC C11 H112 SING N N 35 
MPC C12 C14  SING N N 36 
MPC C12 H12  SING N N 37 
MPC C13 H131 SING N N 38 
MPC C13 H132 SING N N 39 
MPC C13 H133 SING N N 40 
MPC C14 C15  SING N N 41 
MPC C14 C16  SING N N 42 
MPC C14 H14  SING N N 43 
MPC C15 H151 SING N N 44 
MPC C15 H152 SING N N 45 
MPC C15 H153 SING N N 46 
MPC C16 H161 SING N N 47 
MPC C16 H162 SING N N 48 
MPC C16 H163 SING N N 49 
MPC O1  P1   SING N N 50 
MPC O2  P1   DOUB N N 51 
MPC O3  P1   SING N N 52 
MPC 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 
MPC SMILES           ACDLabs              10.04 O=P(OC1CC(CCC1C(C)C)C)(O)CCCCCC                                                                                                   
MPC 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-/m0/s1/f/h17H 
MPC InChIKey         InChI                1.02b WAVIZOVSJOXCKT-PGWBYLOSDT                                                                                                         
MPC SMILES_CANONICAL CACTVS               3.341 CCCCCC[P@@](O)(=O)O[C@H]1C[C@@H](C)CC[C@@H]1C(C)C                                                                                 
MPC SMILES           CACTVS               3.341 CCCCCC[P](O)(=O)O[CH]1C[CH](C)CC[CH]1C(C)C                                                                                        
MPC SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CCCCCC[P@](=O)(O)O[C@H]1C[C@H](CC[C@@H]1C(C)C)C                                                                                   
MPC 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 
MPC "SYSTEMATIC NAME" ACDLabs              10.04 "(1S,2R,5S)-5-methyl-2-(1-methylethyl)cyclohexyl hydrogen (S)-hexylphosphonate" 
MPC "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "hexyl-[(1S,2R,5S)-5-methyl-2-propan-2-yl-cyclohexyl]oxy-phosphinic acid"       
# 
