data_BH5 # _chem_comp.id BH5 _chem_comp.name "hydrogen [(1R)-1-hydroxy-2-(3-pentadecyl-1H-imidazol-3-ium-1-yl)-1-phosphonoethyl]phosphonate" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H40 N2 O7 P2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-06-18 _chem_comp.pdbx_modified_date 2014-06-13 _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 482.488 _chem_comp.one_letter_code ? _chem_comp.three_letter_code BH5 _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 3WCI _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site PDBJ # 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 BH5 OAE OAE O 0 1 N N N -13.486 9.665 -50.592 -5.311 -2.042 1.097 OAE BH5 1 BH5 PBD PBD P 0 1 N N N -14.351 8.611 -49.738 -5.802 -0.611 1.276 PBD BH5 2 BH5 OAF OAF O 0 1 N N N -15.865 8.739 -50.272 -6.989 -0.584 2.364 OAF BH5 3 BH5 OAB OAB O 0 1 N N N -14.240 8.858 -48.283 -4.587 0.314 1.785 OAB BH5 4 BH5 CBC CBC C 0 1 N N R -13.746 6.915 -50.233 -6.423 0.022 -0.317 CBC BH5 5 BH5 PBE PBE P 0 1 N N N -14.630 6.378 -51.788 -7.799 -1.026 -0.892 PBE BH5 6 BH5 OAG OAG O -1 1 N N N -13.719 5.228 -52.453 -8.318 -0.497 -2.224 OAG BH5 7 BH5 OAH OAH O 0 1 N N N -15.987 5.649 -51.316 -7.279 -2.538 -1.082 OAH BH5 8 BH5 OAC OAC O 0 1 N N N -14.881 7.501 -52.719 -8.922 -1.000 0.137 OAC BH5 9 BH5 OAD OAD O 0 1 N N N -12.324 6.820 -50.327 -6.884 1.364 -0.149 OAD BH5 10 BH5 CAZ CAZ C 0 1 N N N -14.193 5.971 -49.113 -5.295 -0.004 -1.350 CAZ BH5 11 BH5 NBB NBB N 0 1 Y N N -13.120 5.010 -48.768 -4.189 0.838 -0.887 NBB BH5 12 BH5 CAK CAK C 0 1 Y N N -12.196 5.229 -47.836 -3.143 0.442 -0.131 CAK BH5 13 BH5 CAJ CAJ C 0 1 Y N N -13.092 3.718 -49.078 -4.020 2.171 -1.146 CAJ BH5 14 BH5 CAI CAI C 0 1 Y N N -12.163 3.134 -48.324 -2.880 2.545 -0.535 CAI BH5 15 BH5 NBA NBA N 1 1 Y N N -11.610 4.068 -47.557 -2.365 1.469 0.078 NBA BH5 16 BH5 CAY CAY C 0 1 N N N -10.434 3.883 -46.676 -1.123 1.449 0.855 CAY BH5 17 BH5 CAX CAX C 0 1 N N N -10.735 4.262 -45.225 0.052 1.121 -0.068 CAX BH5 18 BH5 CAW CAW C 0 1 N N N -11.916 3.427 -44.727 1.348 1.100 0.744 CAW BH5 19 BH5 CAV CAV C 0 1 N N N -12.028 3.541 -43.206 2.523 0.772 -0.180 CAV BH5 20 BH5 CAU CAU C 0 1 N N N -13.194 2.670 -42.735 3.820 0.751 0.632 CAU BH5 21 BH5 CAT CAT C 0 1 N N N -14.522 3.372 -43.028 4.995 0.423 -0.291 CAT BH5 22 BH5 CAS CAS C 0 1 N N N -15.678 2.407 -42.760 6.291 0.402 0.521 CAS BH5 23 BH5 CAR CAR C 0 1 N N N -16.942 3.204 -42.431 7.466 0.075 -0.402 CAR BH5 24 BH5 CAQ CAQ C 0 1 N N N -16.733 3.884 -41.076 8.763 0.053 0.410 CAQ BH5 25 BH5 CAP CAP C 0 1 N N N -17.953 4.727 -40.700 9.938 -0.274 -0.514 CAP BH5 26 BH5 CAO CAO C 0 1 N N N -17.723 5.309 -39.304 11.234 -0.295 0.299 CAO BH5 27 BH5 CAN CAN C 0 1 N N N -18.878 6.229 -38.906 12.409 -0.623 -0.625 CAN BH5 28 BH5 CAM CAM C 0 1 N N N -18.616 6.751 -37.492 13.706 -0.644 0.187 CAM BH5 29 BH5 CAL CAL C 0 1 N N N -19.741 7.691 -37.055 14.881 -0.972 -0.736 CAL BH5 30 BH5 CAA CAA C 0 1 N N N -19.493 8.135 -35.612 16.177 -0.993 0.076 CAA BH5 31 BH5 H1 H1 H 0 1 N N N -15.905 9.395 -50.958 -6.730 -0.908 3.237 H1 BH5 32 BH5 H2 H2 H 0 1 N N N -13.671 9.603 -48.130 -4.828 1.240 1.921 H2 BH5 33 BH5 H4 H4 H 0 1 N N N -15.943 4.725 -51.533 -7.961 -3.153 -1.387 H4 BH5 34 BH5 H5 H5 H 0 1 N N N -11.932 7.105 -49.510 -7.229 1.765 -0.958 H5 BH5 35 BH5 H6 H6 H 0 1 N N N -14.445 6.564 -48.222 -4.943 -1.028 -1.478 H6 BH5 36 BH5 H7 H7 H 0 1 N N N -15.081 5.414 -49.445 -5.666 0.374 -2.303 H7 BH5 37 BH5 H8 H8 H 0 1 N N N -11.963 6.182 -47.385 -2.977 -0.559 0.241 H8 BH5 38 BH5 H9 H9 H 0 1 N N N -13.714 3.228 -49.813 -4.675 2.802 -1.728 H9 BH5 39 BH5 H10 H10 H 0 1 N N N -11.904 2.086 -48.334 -2.454 3.537 -0.539 H10 BH5 40 BH5 H11 H11 H 0 1 N N N -10.128 2.827 -46.710 -0.965 2.425 1.312 H11 BH5 41 BH5 H12 H12 H 0 1 N N N -9.612 4.515 -47.044 -1.195 0.690 1.635 H12 BH5 42 BH5 H13 H13 H 0 1 N N N -9.852 4.061 -44.601 -0.107 0.144 -0.525 H13 BH5 43 BH5 H14 H14 H 0 1 N N N -10.989 5.331 -45.168 0.124 1.880 -0.848 H14 BH5 44 BH5 H15 H15 H 0 1 N N N -12.844 3.795 -45.190 1.507 2.076 1.201 H15 BH5 45 BH5 H16 H16 H 0 1 N N N -11.761 2.374 -45.004 1.276 0.341 1.523 H16 BH5 46 BH5 H17 H17 H 0 1 N N N -11.094 3.194 -42.739 2.365 -0.205 -0.637 H17 BH5 47 BH5 H18 H18 H 0 1 N N N -12.211 4.589 -42.926 2.595 1.531 -0.959 H18 BH5 48 BH5 H19 H19 H 0 1 N N N -13.166 1.706 -43.265 3.978 1.728 1.090 H19 BH5 49 BH5 H20 H20 H 0 1 N N N -13.105 2.496 -41.653 3.748 -0.008 1.412 H20 BH5 50 BH5 H21 H21 H 0 1 N N N -14.545 3.688 -44.081 4.836 -0.553 -0.748 H21 BH5 51 BH5 H22 H22 H 0 1 N N N -14.622 4.254 -42.378 5.067 1.182 -1.070 H22 BH5 52 BH5 H23 H23 H 0 1 N N N -15.856 1.790 -43.653 6.450 1.379 0.978 H23 BH5 53 BH5 H24 H24 H 0 1 N N N -15.423 1.757 -41.910 6.219 -0.356 1.301 H24 BH5 54 BH5 H25 H25 H 0 1 N N N -17.117 3.964 -43.207 7.308 -0.902 -0.859 H25 BH5 55 BH5 H26 H26 H 0 1 N N N -17.807 2.527 -42.379 7.538 0.833 -1.182 H26 BH5 56 BH5 H27 H27 H 0 1 N N N -16.575 3.114 -40.306 8.921 1.030 0.867 H27 BH5 57 BH5 H28 H28 H 0 1 N N N -15.848 4.535 -41.131 8.691 -0.705 1.189 H28 BH5 58 BH5 H29 H29 H 0 1 N N N -18.080 5.543 -41.427 9.779 -1.251 -0.971 H29 BH5 59 BH5 H30 H30 H 0 1 N N N -18.854 4.096 -40.696 10.010 0.484 -1.293 H30 BH5 60 BH5 H31 H31 H 0 1 N N N -17.649 4.487 -38.577 11.393 0.681 0.756 H31 BH5 61 BH5 H32 H32 H 0 1 N N N -16.786 5.885 -39.302 11.162 -1.054 1.078 H32 BH5 62 BH5 H33 H33 H 0 1 N N N -18.939 7.074 -39.608 12.251 -1.600 -1.082 H33 BH5 63 BH5 H34 H34 H 0 1 N N N -19.824 5.667 -38.925 12.481 0.136 -1.404 H34 BH5 64 BH5 H35 H35 H 0 1 N N N -18.563 5.901 -36.796 13.864 0.333 0.644 H35 BH5 65 BH5 H36 H36 H 0 1 N N N -17.661 7.297 -37.478 13.634 -1.403 0.967 H36 BH5 66 BH5 H37 H37 H 0 1 N N N -19.761 8.572 -37.713 14.722 -1.949 -1.193 H37 BH5 67 BH5 H38 H38 H 0 1 N N N -20.705 7.165 -37.118 14.953 -0.213 -1.516 H38 BH5 68 BH5 H39 H39 H 0 1 N N N -20.299 8.811 -35.292 16.336 -0.016 0.533 H39 BH5 69 BH5 H40 H40 H 0 1 N N N -19.473 7.253 -34.955 16.105 -1.752 0.855 H40 BH5 70 BH5 H41 H41 H 0 1 N N N -18.528 8.660 -35.551 17.014 -1.226 -0.582 H41 BH5 71 # 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 BH5 OAC PBE DOUB N N 1 BH5 OAG PBE SING N N 2 BH5 PBE OAH SING N N 3 BH5 PBE CBC SING N N 4 BH5 OAE PBD DOUB N N 5 BH5 OAD CBC SING N N 6 BH5 OAF PBD SING N N 7 BH5 CBC PBD SING N N 8 BH5 CBC CAZ SING N N 9 BH5 PBD OAB SING N N 10 BH5 CAZ NBB SING N N 11 BH5 CAJ NBB SING Y N 12 BH5 CAJ CAI DOUB Y N 13 BH5 NBB CAK SING Y N 14 BH5 CAI NBA SING Y N 15 BH5 CAK NBA DOUB Y N 16 BH5 NBA CAY SING N N 17 BH5 CAY CAX SING N N 18 BH5 CAX CAW SING N N 19 BH5 CAW CAV SING N N 20 BH5 CAV CAU SING N N 21 BH5 CAT CAS SING N N 22 BH5 CAT CAU SING N N 23 BH5 CAS CAR SING N N 24 BH5 CAR CAQ SING N N 25 BH5 CAQ CAP SING N N 26 BH5 CAP CAO SING N N 27 BH5 CAO CAN SING N N 28 BH5 CAN CAM SING N N 29 BH5 CAM CAL SING N N 30 BH5 CAL CAA SING N N 31 BH5 OAF H1 SING N N 32 BH5 OAB H2 SING N N 33 BH5 OAH H4 SING N N 34 BH5 OAD H5 SING N N 35 BH5 CAZ H6 SING N N 36 BH5 CAZ H7 SING N N 37 BH5 CAK H8 SING N N 38 BH5 CAJ H9 SING N N 39 BH5 CAI H10 SING N N 40 BH5 CAY H11 SING N N 41 BH5 CAY H12 SING N N 42 BH5 CAX H13 SING N N 43 BH5 CAX H14 SING N N 44 BH5 CAW H15 SING N N 45 BH5 CAW H16 SING N N 46 BH5 CAV H17 SING N N 47 BH5 CAV H18 SING N N 48 BH5 CAU H19 SING N N 49 BH5 CAU H20 SING N N 50 BH5 CAT H21 SING N N 51 BH5 CAT H22 SING N N 52 BH5 CAS H23 SING N N 53 BH5 CAS H24 SING N N 54 BH5 CAR H25 SING N N 55 BH5 CAR H26 SING N N 56 BH5 CAQ H27 SING N N 57 BH5 CAQ H28 SING N N 58 BH5 CAP H29 SING N N 59 BH5 CAP H30 SING N N 60 BH5 CAO H31 SING N N 61 BH5 CAO H32 SING N N 62 BH5 CAN H33 SING N N 63 BH5 CAN H34 SING N N 64 BH5 CAM H35 SING N N 65 BH5 CAM H36 SING N N 66 BH5 CAL H37 SING N N 67 BH5 CAL H38 SING N N 68 BH5 CAA H39 SING N N 69 BH5 CAA H40 SING N N 70 BH5 CAA H41 SING N N 71 # 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 BH5 SMILES ACDLabs 12.01 "[O-]P(=O)(O)C(O)(P(=O)(O)O)Cn1cc[n+](c1)CCCCCCCCCCCCCCC" BH5 InChI InChI 1.03 "InChI=1S/C20H40N2O7P2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-21-16-17-22(19-21)18-20(23,30(24,25)26)31(27,28)29/h16-17,19,23H,2-15,18H2,1H3,(H3-,24,25,26,27,28,29)" BH5 InChIKey InChI 1.03 BWBSGQBVVSKFMY-UHFFFAOYSA-N BH5 SMILES_CANONICAL CACTVS 3.370 "CCCCCCCCCCCCCCC[n+]1ccn(C[C@](O)([P](O)(O)=O)[P](O)([O-])=O)c1" BH5 SMILES CACTVS 3.370 "CCCCCCCCCCCCCCC[n+]1ccn(C[C](O)([P](O)(O)=O)[P](O)([O-])=O)c1" BH5 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CCCCCCCCCCCCCCC[n+]1ccn(c1)C[C@](O)(P(=O)(O)O)P(=O)(O)[O-]" BH5 SMILES "OpenEye OEToolkits" 1.7.6 "CCCCCCCCCCCCCCC[n+]1ccn(c1)CC(O)(P(=O)(O)O)P(=O)(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 BH5 "SYSTEMATIC NAME" ACDLabs 12.01 "hydrogen [(1R)-1-hydroxy-2-(3-pentadecyl-1H-imidazol-3-ium-1-yl)-1-phosphonoethyl]phosphonate" BH5 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "oxidanyl-[(1R)-1-oxidanyl-2-(3-pentadecylimidazol-3-ium-1-yl)-1-phosphono-ethyl]phosphinate" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site BH5 "Create component" 2013-06-18 PDBJ BH5 "Initial release" 2014-06-18 RCSB #