data_EF1 # _chem_comp.id EF1 _chem_comp.name "(2S)-7-amino-2-{[(R)-hydroxy{(1R)-2-methyl-1-[(3-phenylpropanoyl)amino]propyl}phosphoryl]methyl}heptanoic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C21 H35 N2 O5 P" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms EF6265 _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-06-13 _chem_comp.pdbx_modified_date 2020-06-17 _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 426.487 _chem_comp.one_letter_code ? _chem_comp.three_letter_code EF1 _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 3WC7 _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 EF1 O23 O23 O 0 1 N N N 4.764 -17.558 4.046 -4.628 -1.042 1.793 O23 EF1 1 EF1 C21 C21 C 0 1 N N N 3.957 -18.393 3.565 -3.485 -0.710 1.582 C21 EF1 2 EF1 O22 O22 O 0 1 N N N 2.842 -18.602 4.086 -2.550 -0.882 2.529 O22 EF1 3 EF1 C20 C20 C 0 1 N N S 4.330 -19.119 2.290 -3.108 -0.109 0.252 C20 EF1 4 EF1 C24 C24 C 0 1 N N N 3.644 -18.416 1.108 -4.348 -0.031 -0.642 C24 EF1 5 EF1 C25 C25 C 0 1 N N N 3.651 -16.900 1.245 -5.357 0.942 -0.029 C25 EF1 6 EF1 C26 C26 C 0 1 N N N 3.103 -16.237 -0.017 -6.597 1.021 -0.923 C26 EF1 7 EF1 C27 C27 C 0 1 N N N 4.012 -16.528 -1.212 -7.606 1.994 -0.310 C27 EF1 8 EF1 C28 C28 C 0 1 N N N 5.334 -15.774 -1.126 -8.846 2.073 -1.204 C28 EF1 9 EF1 N29 N29 N 0 1 N N N 5.126 -14.394 -0.717 -9.815 3.007 -0.615 N29 EF1 10 EF1 C17 C17 C 0 1 N N N 3.821 -20.552 2.269 -2.049 -0.984 -0.421 C17 EF1 11 EF1 P13 P13 P 0 1 N N N 4.713 -21.588 3.455 -0.440 -0.728 0.396 P13 EF1 12 EF1 O18 O18 O 0 1 N N N 5.845 -22.280 2.748 -0.156 0.722 0.483 O18 EF1 13 EF1 O19 O19 O 0 1 N N N 5.123 -20.713 4.612 -0.485 -1.355 1.878 O19 EF1 14 EF1 C12 C12 C 0 1 N N R 3.609 -22.931 4.039 0.871 -1.546 -0.571 C12 EF1 15 EF1 C14 C14 C 0 1 N N N 3.326 -23.954 2.929 0.670 -3.062 -0.522 C14 EF1 16 EF1 C16 C16 C 0 1 N N N 2.409 -23.320 1.880 -0.509 -3.450 -1.416 C16 EF1 17 EF1 C15 C15 C 0 1 N N N 2.689 -25.225 3.487 1.938 -3.761 -1.017 C15 EF1 18 EF1 N10 N10 N 0 1 N N N 2.376 -22.382 4.564 2.179 -1.208 -0.005 N10 EF1 19 EF1 C9 C9 C 0 1 N N N 2.005 -22.630 5.832 2.977 -0.322 -0.634 C9 EF1 20 EF1 O11 O11 O 0 1 N N N 2.634 -23.360 6.608 2.611 0.195 -1.669 O11 EF1 21 EF1 C8 C8 C 0 1 N N N 0.742 -21.936 6.313 4.322 0.026 -0.052 C8 EF1 22 EF1 C7 C7 C 0 1 N N N -0.186 -22.997 6.877 5.020 1.046 -0.954 C7 EF1 23 EF1 C1 C1 C 0 1 Y N N -0.504 -24.082 5.866 6.366 1.394 -0.372 C1 EF1 24 EF1 C6 C6 C 0 1 Y N N -1.077 -23.738 4.642 6.482 2.442 0.522 C6 EF1 25 EF1 C2 C2 C 0 1 Y N N -0.252 -25.414 6.176 7.483 0.661 -0.728 C2 EF1 26 EF1 C3 C3 C 0 1 Y N N -0.552 -26.390 5.238 8.717 0.980 -0.193 C3 EF1 27 EF1 C4 C4 C 0 1 Y N N -1.113 -26.036 4.008 8.834 2.032 0.696 C4 EF1 28 EF1 C5 C5 C 0 1 Y N N -1.369 -24.711 3.701 7.716 2.758 1.059 C5 EF1 29 EF1 H1 H1 H 0 1 N N N 2.741 -18.049 4.852 -2.839 -1.276 3.364 H1 EF1 30 EF1 H2 H2 H 0 1 N N N 5.421 -19.104 2.151 -2.708 0.892 0.406 H2 EF1 31 EF1 H3 H3 H 0 1 N N N 2.601 -18.760 1.051 -4.060 0.321 -1.632 H3 EF1 32 EF1 H4 H4 H 0 1 N N N 4.171 -18.689 0.182 -4.800 -1.019 -0.724 H4 EF1 33 EF1 H5 H5 H 0 1 N N N 4.683 -16.558 1.412 -5.645 0.591 0.962 H5 EF1 34 EF1 H6 H6 H 0 1 N N N 3.026 -16.613 2.103 -4.905 1.931 0.053 H6 EF1 35 EF1 H7 H7 H 0 1 N N N 3.048 -15.150 0.140 -6.309 1.372 -1.913 H7 EF1 36 EF1 H8 H8 H 0 1 N N N 2.096 -16.629 -0.224 -7.049 0.033 -1.005 H8 EF1 37 EF1 H9 H9 H 0 1 N N N 3.492 -16.228 -2.134 -7.894 1.643 0.681 H9 EF1 38 EF1 H10 H10 H 0 1 N N N 4.221 -17.607 -1.244 -7.154 2.983 -0.228 H10 EF1 39 EF1 H11 H11 H 0 1 N N N 5.984 -16.272 -0.392 -8.557 2.424 -2.194 H11 EF1 40 EF1 H12 H12 H 0 1 N N N 5.819 -15.787 -2.113 -9.298 1.084 -1.286 H12 EF1 41 EF1 H13 H13 H 0 1 N N N 6.007 -13.924 -0.669 -10.643 3.077 -1.188 H13 EF1 42 EF1 H15 H15 H 0 1 N N N 4.539 -13.934 -1.383 -10.049 2.739 0.329 H15 EF1 43 EF1 H16 H16 H 0 1 N N N 2.751 -20.555 2.525 -2.336 -2.032 -0.337 H16 EF1 44 EF1 H17 H17 H 0 1 N N N 3.958 -20.966 1.259 -1.969 -0.713 -1.474 H17 EF1 45 EF1 H18 H18 H 0 1 N N N 6.067 -20.741 4.712 -0.666 -2.305 1.898 H18 EF1 46 EF1 H19 H19 H 0 1 N N N 4.163 -23.435 4.845 0.824 -1.207 -1.606 H19 EF1 47 EF1 H20 H20 H 0 1 N N N 4.279 -24.220 2.448 0.464 -3.368 0.504 H20 EF1 48 EF1 H21 H21 H 0 1 N N N 2.878 -22.406 1.486 -0.412 -4.494 -1.713 H21 EF1 49 EF1 H22 H22 H 0 1 N N N 2.246 -24.032 1.058 -1.441 -3.313 -0.868 H22 EF1 50 EF1 H23 H23 H 0 1 N N N 1.444 -23.066 2.342 -0.514 -2.819 -2.305 H23 EF1 51 EF1 H24 H24 H 0 1 N N N 3.357 -25.671 4.239 2.777 -3.484 -0.380 H24 EF1 52 EF1 H25 H25 H 0 1 N N N 1.725 -24.977 3.954 1.795 -4.841 -0.982 H25 EF1 53 EF1 H26 H26 H 0 1 N N N 2.526 -25.943 2.670 2.144 -3.455 -2.043 H26 EF1 54 EF1 H27 H27 H 0 1 N N N 1.797 -21.814 3.979 2.471 -1.622 0.822 H27 EF1 55 EF1 H28 H28 H 0 1 N N N 0.992 -21.204 7.095 4.189 0.451 0.942 H28 EF1 56 EF1 H29 H29 H 0 1 N N N 0.254 -21.422 5.472 4.932 -0.875 0.017 H29 EF1 57 EF1 H30 H30 H 0 1 N N N -1.126 -22.516 7.187 5.153 0.620 -1.949 H30 EF1 58 EF1 H31 H31 H 0 1 N N N 0.295 -23.459 7.752 4.410 1.947 -1.023 H31 EF1 59 EF1 H32 H32 H 0 1 N N N -1.295 -22.703 4.426 5.609 3.014 0.799 H32 EF1 60 EF1 H33 H33 H 0 1 N N N 0.171 -25.684 7.132 7.391 -0.160 -1.423 H33 EF1 61 EF1 H34 H34 H 0 1 N N N -0.351 -27.428 5.459 9.590 0.408 -0.471 H34 EF1 62 EF1 H35 H35 H 0 1 N N N -1.350 -26.806 3.288 9.799 2.281 1.114 H35 EF1 63 EF1 H36 H36 H 0 1 N N N -1.789 -24.440 2.744 7.807 3.579 1.755 H36 EF1 64 # # 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 EF1 C27 C28 SING N N 1 EF1 C27 C26 SING N N 2 EF1 C28 N29 SING N N 3 EF1 C26 C25 SING N N 4 EF1 C24 C25 SING N N 5 EF1 C24 C20 SING N N 6 EF1 C16 C14 SING N N 7 EF1 C17 C20 SING N N 8 EF1 C17 P13 SING N N 9 EF1 C20 C21 SING N N 10 EF1 O18 P13 DOUB N N 11 EF1 C14 C15 SING N N 12 EF1 C14 C12 SING N N 13 EF1 P13 C12 SING N N 14 EF1 P13 O19 SING N N 15 EF1 C21 O23 DOUB N N 16 EF1 C21 O22 SING N N 17 EF1 C5 C4 DOUB Y N 18 EF1 C5 C6 SING Y N 19 EF1 C4 C3 SING Y N 20 EF1 C12 N10 SING N N 21 EF1 N10 C9 SING N N 22 EF1 C6 C1 DOUB Y N 23 EF1 C3 C2 DOUB Y N 24 EF1 C9 C8 SING N N 25 EF1 C9 O11 DOUB N N 26 EF1 C1 C2 SING Y N 27 EF1 C1 C7 SING N N 28 EF1 C8 C7 SING N N 29 EF1 O22 H1 SING N N 30 EF1 C20 H2 SING N N 31 EF1 C24 H3 SING N N 32 EF1 C24 H4 SING N N 33 EF1 C25 H5 SING N N 34 EF1 C25 H6 SING N N 35 EF1 C26 H7 SING N N 36 EF1 C26 H8 SING N N 37 EF1 C27 H9 SING N N 38 EF1 C27 H10 SING N N 39 EF1 C28 H11 SING N N 40 EF1 C28 H12 SING N N 41 EF1 N29 H13 SING N N 42 EF1 N29 H15 SING N N 43 EF1 C17 H16 SING N N 44 EF1 C17 H17 SING N N 45 EF1 O19 H18 SING N N 46 EF1 C12 H19 SING N N 47 EF1 C14 H20 SING N N 48 EF1 C16 H21 SING N N 49 EF1 C16 H22 SING N N 50 EF1 C16 H23 SING N N 51 EF1 C15 H24 SING N N 52 EF1 C15 H25 SING N N 53 EF1 C15 H26 SING N N 54 EF1 N10 H27 SING N N 55 EF1 C8 H28 SING N N 56 EF1 C8 H29 SING N N 57 EF1 C7 H30 SING N N 58 EF1 C7 H31 SING N N 59 EF1 C6 H32 SING N N 60 EF1 C2 H33 SING N N 61 EF1 C3 H34 SING N N 62 EF1 C4 H35 SING N N 63 EF1 C5 H36 SING N N 64 # # 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 EF1 SMILES ACDLabs 12.01 "O=C(O)C(CCCCCN)CP(=O)(O)C(NC(=O)CCc1ccccc1)C(C)C" EF1 InChI InChI 1.03 "InChI=1S/C21H35N2O5P/c1-16(2)20(23-19(24)13-12-17-9-5-3-6-10-17)29(27,28)15-18(21(25)26)11-7-4-8-14-22/h3,5-6,9-10,16,18,20H,4,7-8,11-15,22H2,1-2H3,(H,23,24)(H,25,26)(H,27,28)/t18-,20-/m1/s1" EF1 InChIKey InChI 1.03 DEWOTLFUKYSXIE-UYAOXDASSA-N EF1 SMILES_CANONICAL CACTVS 3.370 "CC(C)[C@H](NC(=O)CCc1ccccc1)[P](O)(=O)C[C@@H](CCCCCN)C(O)=O" EF1 SMILES CACTVS 3.370 "CC(C)[CH](NC(=O)CCc1ccccc1)[P](O)(=O)C[CH](CCCCCN)C(O)=O" EF1 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CC(C)[C@H](NC(=O)CCc1ccccc1)P(=O)(C[C@@H](CCCCCN)C(=O)O)O" EF1 SMILES "OpenEye OEToolkits" 1.7.6 "CC(C)C(NC(=O)CCc1ccccc1)P(=O)(CC(CCCCCN)C(=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 EF1 "SYSTEMATIC NAME" ACDLabs 12.01 "(2S)-7-amino-2-{[(R)-hydroxy{(1R)-2-methyl-1-[(3-phenylpropanoyl)amino]propyl}phosphoryl]methyl}heptanoic acid" EF1 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(2S)-7-azanyl-2-[[[(1R)-2-methyl-1-(3-phenylpropanoylamino)propyl]-oxidanyl-phosphoryl]methyl]heptanoic 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 EF1 "Create component" 2013-06-13 PDBJ EF1 "Initial release" 2013-10-02 RCSB EF1 "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id EF1 _pdbx_chem_comp_synonyms.name EF6265 _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##