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 2011-06-04 _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 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" MPA InChI InChI 1.03 "InChI=1S/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" MPA InChIKey InChI 1.03 WAVIZOVSJOXCKT-OWCLPIDISA-N # 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" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site MPA "Create component" 1999-07-08 RCSB MPA "Modify descriptor" 2011-06-04 RCSB #