data_4QP # _chem_comp.id 4QP _chem_comp.name "(2R)-2-{[(R)-[(R)-amino(phenyl)methyl](hydroxy)phosphoryl]methyl}-4-methylpentanoic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C14 H22 N O4 P" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-05-12 _chem_comp.pdbx_modified_date 2015-10-02 _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 299.303 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 4QP _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 4ZQT _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 4QP N12 N1 N 0 1 N N N 10.918 12.817 11.981 -1.945 -2.388 -0.378 N12 4QP 1 4QP C13 C1 C 0 1 Y N N 12.484 12.646 13.851 -3.139 -0.271 -0.354 C13 4QP 2 4QP C15 C2 C 0 1 Y N N 11.845 11.514 15.883 -4.845 1.366 -0.727 C15 4QP 3 4QP C17 C3 C 0 1 Y N N 13.605 13.150 15.918 -4.873 0.042 1.267 C17 4QP 4 4QP C02 C4 C 0 1 N N N 17.117 9.581 8.502 4.207 2.852 -0.480 C02 4QP 5 4QP C03 C5 C 0 1 N N N 16.283 8.797 9.493 3.779 1.564 0.225 C03 4QP 6 4QP C04 C6 C 0 1 N N N 15.704 7.587 8.793 3.299 1.893 1.640 C04 4QP 7 4QP C05 C7 C 0 1 N N N 15.188 9.627 10.163 2.641 0.907 -0.559 C05 4QP 8 4QP C06 C8 C 0 1 N N R 15.662 10.401 11.388 2.297 -0.442 0.075 C06 4QP 9 4QP C07 C9 C 0 1 N N N 14.589 11.025 12.265 1.079 -1.041 -0.631 C07 4QP 10 4QP P08 P1 P 0 1 N N N 13.197 11.696 11.321 -0.429 -0.178 -0.079 P08 4QP 11 4QP O09 O1 O 0 1 N N N 12.270 10.500 10.858 -0.371 1.359 -0.553 O09 4QP 12 4QP O10 O2 O 0 1 N N N 13.654 12.427 10.132 -0.519 -0.237 1.397 O10 4QP 13 4QP C11 C10 C 0 1 N N R 12.294 12.888 12.361 -1.892 -0.985 -0.810 C11 4QP 14 4QP C14 C11 C 0 1 Y N N 11.684 11.725 14.521 -3.698 0.716 -1.143 C14 4QP 15 4QP C16 C12 C 0 1 Y N N 12.810 12.222 16.583 -5.433 1.028 0.477 C16 4QP 16 4QP C18 C13 C 0 1 Y N N 13.444 13.355 14.554 -3.726 -0.609 0.851 C18 4QP 17 4QP C19 C14 C 0 1 N N N 16.543 9.564 12.273 3.470 -1.377 -0.065 C19 4QP 18 4QP O20 O3 O 0 1 N N N 17.763 9.825 12.296 4.174 -1.320 -1.045 O20 4QP 19 4QP O21 O4 O 0 1 N N N 16.050 8.636 12.979 3.732 -2.274 0.898 O21 4QP 20 4QP H1 H1 H 0 1 N N N 10.386 13.460 12.532 -2.006 -2.455 0.627 H1 4QP 21 4QP H2 H2 H 0 1 N N N 10.827 13.053 11.013 -2.710 -2.874 -0.820 H2 4QP 22 4QP H4 H4 H 0 1 N N N 11.220 10.799 16.397 -5.283 2.137 -1.344 H4 4QP 23 4QP H5 H5 H 0 1 N N N 14.349 13.712 16.464 -5.332 -0.222 2.208 H5 4QP 24 4QP H6 H6 H 0 1 N N N 17.544 10.464 8.999 3.361 3.536 -0.534 H6 4QP 25 4QP H7 H7 H 0 1 N N N 17.930 8.945 8.123 5.018 3.320 0.079 H7 4QP 26 4QP H8 H8 H 0 1 N N N 16.483 9.903 7.663 4.549 2.618 -1.488 H8 4QP 27 4QP H9 H9 H 0 1 N N N 16.956 8.436 10.285 4.626 0.880 0.279 H9 4QP 28 4QP H10 H10 H 0 1 N N N 15.095 7.008 9.503 2.994 0.975 2.143 H10 4QP 29 4QP H11 H11 H 0 1 N N N 15.074 7.916 7.953 4.109 2.361 2.199 H11 4QP 30 4QP H12 H12 H 0 1 N N N 16.522 6.957 8.413 2.452 2.577 1.587 H12 4QP 31 4QP H13 H13 H 0 1 N N N 14.800 10.347 9.427 1.764 1.554 -0.537 H13 4QP 32 4QP H14 H14 H 0 1 N N N 14.380 8.948 10.473 2.954 0.754 -1.592 H14 4QP 33 4QP H15 H15 H 0 1 N N N 16.282 11.229 11.014 2.070 -0.299 1.132 H15 4QP 34 4QP H16 H16 H 0 1 N N N 15.043 11.841 12.846 1.190 -0.925 -1.709 H16 4QP 35 4QP H17 H17 H 0 1 N N N 14.207 10.255 12.951 1.002 -2.101 -0.386 H17 4QP 36 4QP H18 H18 H 0 1 N N N 12.200 10.501 9.911 -0.312 1.474 -1.511 H18 4QP 37 4QP H19 H19 H 0 1 N N N 12.706 13.876 12.106 -1.826 -0.941 -1.897 H19 4QP 38 4QP H20 H20 H 0 1 N N N 10.933 11.171 13.977 -3.239 0.979 -2.084 H20 4QP 39 4QP H21 H21 H 0 1 N N N 12.944 12.054 17.641 -6.330 1.536 0.802 H21 4QP 40 4QP H22 H22 H 0 1 N N N 14.069 14.070 14.040 -3.289 -1.380 1.468 H22 4QP 41 4QP H23 H23 H 0 1 N N N 16.740 8.220 13.482 4.496 -2.852 0.764 H23 4QP 42 # 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 4QP C02 C03 SING N N 1 4QP C04 C03 SING N N 2 4QP C03 C05 SING N N 3 4QP O10 P08 DOUB N N 4 4QP C05 C06 SING N N 5 4QP O09 P08 SING N N 6 4QP P08 C07 SING N N 7 4QP P08 C11 SING N N 8 4QP C06 C07 SING N N 9 4QP C06 C19 SING N N 10 4QP N12 C11 SING N N 11 4QP C19 O20 DOUB N N 12 4QP C19 O21 SING N N 13 4QP C11 C13 SING N N 14 4QP C13 C14 DOUB Y N 15 4QP C13 C18 SING Y N 16 4QP C14 C15 SING Y N 17 4QP C18 C17 DOUB Y N 18 4QP C15 C16 DOUB Y N 19 4QP C17 C16 SING Y N 20 4QP N12 H1 SING N N 21 4QP N12 H2 SING N N 22 4QP C15 H4 SING N N 23 4QP C17 H5 SING N N 24 4QP C02 H6 SING N N 25 4QP C02 H7 SING N N 26 4QP C02 H8 SING N N 27 4QP C03 H9 SING N N 28 4QP C04 H10 SING N N 29 4QP C04 H11 SING N N 30 4QP C04 H12 SING N N 31 4QP C05 H13 SING N N 32 4QP C05 H14 SING N N 33 4QP C06 H15 SING N N 34 4QP C07 H16 SING N N 35 4QP C07 H17 SING N N 36 4QP O09 H18 SING N N 37 4QP C11 H19 SING N N 38 4QP C14 H20 SING N N 39 4QP C16 H21 SING N N 40 4QP C18 H22 SING N N 41 4QP O21 H23 SING N N 42 # 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 4QP SMILES ACDLabs 12.01 "NC(c1ccccc1)P(CC(CC(C)C)C(=O)O)(O)=O" 4QP InChI InChI 1.03 "InChI=1S/C14H22NO4P/c1-10(2)8-12(14(16)17)9-20(18,19)13(15)11-6-4-3-5-7-11/h3-7,10,12-13H,8-9,15H2,1-2H3,(H,16,17)(H,18,19)/t12-,13+/m0/s1" 4QP InChIKey InChI 1.03 RUYPIGFYJMPICK-QWHCGFSZSA-N 4QP SMILES_CANONICAL CACTVS 3.385 "CC(C)C[C@@H](C[P](O)(=O)[C@@H](N)c1ccccc1)C(O)=O" 4QP SMILES CACTVS 3.385 "CC(C)C[CH](C[P](O)(=O)[CH](N)c1ccccc1)C(O)=O" 4QP SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "CC(C)C[C@@H](CP(=O)([C@H](c1ccccc1)N)O)C(=O)O" 4QP SMILES "OpenEye OEToolkits" 1.9.2 "CC(C)CC(CP(=O)(C(c1ccccc1)N)O)C(=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 4QP "SYSTEMATIC NAME" ACDLabs 12.01 "(2R)-2-{[(R)-[(R)-amino(phenyl)methyl](hydroxy)phosphoryl]methyl}-4-methylpentanoic acid" 4QP "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "(2R)-2-[[[(R)-azanyl(phenyl)methyl]-oxidanyl-phosphoryl]methyl]-4-methyl-pentanoic 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 4QP "Create component" 2015-05-12 RCSB 4QP "Other modification" 2015-08-25 RCSB 4QP "Initial release" 2015-10-07 RCSB #