data_2F9 # _chem_comp.id 2F9 _chem_comp.name "N-(4-fluorobenzoyl)-L-valyl-O-[(S)-{[(1S)-1,3-dicarboxypropyl]amino}(hydroxy)phosphoryl]-L-serine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H27 F N3 O11 P" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2014-03-21 _chem_comp.pdbx_modified_date 2015-05-15 _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 535.414 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 2F9 _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 4P45 _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 2F9 OE1 O1 O 0 1 N N N 13.754 48.720 40.414 4.775 -4.439 -0.455 OE1 2F9 1 2F9 CD C1 C 0 1 N N N 13.819 47.499 40.234 5.514 -3.346 -0.210 CD 2F9 2 2F9 OE2 O2 O 0 1 N N N 12.985 46.907 39.493 6.690 -3.456 0.045 OE2 2F9 3 2F9 CG C2 C 0 1 N N N 14.970 46.753 40.920 4.877 -1.981 -0.253 CG 2F9 4 2F9 CB C3 C 0 1 N N N 14.713 45.213 41.065 5.931 -0.916 0.061 CB 2F9 5 2F9 CA C4 C 0 1 N N S 16.004 44.463 41.541 5.285 0.470 0.017 CA 2F9 6 2F9 C C5 C 0 1 N N N 17.063 44.602 40.429 6.291 1.507 0.445 C 2F9 7 2F9 OXT O3 O 0 1 N N N 17.976 45.479 40.469 6.841 1.444 1.668 OXT 2F9 8 2F9 O O4 O 0 1 N N N 16.873 43.803 39.437 6.602 2.395 -0.312 O 2F9 9 2F9 N N1 N 0 1 N N N 16.488 44.900 42.899 4.836 0.758 -1.352 N 2F9 10 2F9 PBJ P1 P 0 1 N N N 17.564 44.013 43.652 3.412 1.656 -1.343 PBJ 2F9 11 2F9 OAL O5 O 0 1 N N N 18.192 42.923 42.683 2.992 1.927 -2.736 OAL 2F9 12 2F9 OAH O6 O 0 1 N N N 16.942 43.419 44.869 3.662 3.050 -0.577 OAH 2F9 13 2F9 OAX O7 O 0 1 N N N 18.652 44.950 44.225 2.259 0.826 -0.586 OAX 2F9 14 2F9 CAT C6 C 0 1 N N N 19.413 45.741 43.297 1.663 -0.353 -1.131 CAT 2F9 15 2F9 CBH C7 C 0 1 N N S 20.210 46.824 43.966 0.609 -0.887 -0.160 CBH 2F9 16 2F9 CBA C8 C 0 1 N N N 20.475 46.529 45.393 1.236 -1.102 1.194 CBA 2F9 17 2F9 OAK O8 O 0 1 N N N 21.428 45.767 45.665 0.814 -0.507 2.157 OAK 2F9 18 2F9 OAE O9 O 0 1 N N N 19.909 47.277 46.141 2.264 -1.954 1.329 OAE 2F9 19 2F9 NAV N2 N 0 1 N N N 21.533 46.972 43.310 -0.484 0.082 -0.043 NAV 2F9 20 2F9 CBC C9 C 0 1 N N N 22.157 48.200 43.211 -1.715 -0.331 0.319 CBC 2F9 21 2F9 OAG O10 O 0 1 N N N 21.774 49.237 43.784 -1.940 -1.514 0.462 OAG 2F9 22 2F9 CBI C10 C 0 1 N N S 23.496 48.222 42.451 -2.812 0.677 0.545 CBI 2F9 23 2F9 CBF C11 C 0 1 N N N 24.452 47.280 43.210 -2.749 1.184 1.987 CBF 2F9 24 2F9 CAB C12 C 0 1 N N N 24.962 47.987 44.513 -1.440 1.947 2.203 CAB 2F9 25 2F9 CAA C13 C 0 1 N N N 25.626 46.899 42.260 -3.932 2.117 2.251 CAA 2F9 26 2F9 NAU N3 N 0 1 N N N 23.987 49.654 42.370 -4.112 0.047 0.305 NAU 2F9 27 2F9 CBB C14 C 0 1 N N N 24.578 50.222 41.266 -5.171 0.800 -0.051 CBB 2F9 28 2F9 OAF O11 O 0 1 N N N 24.896 49.556 40.266 -5.048 2.004 -0.172 OAF 2F9 29 2F9 CBE C15 C 0 1 Y N N 24.943 51.602 41.370 -6.482 0.165 -0.293 CBE 2F9 30 2F9 CAP C16 C 0 1 Y N N 24.653 52.357 42.525 -7.582 0.943 -0.661 CAP 2F9 31 2F9 CAN C17 C 0 1 Y N N 25.044 53.701 42.654 -8.803 0.345 -0.886 CAN 2F9 32 2F9 CBD C18 C 0 1 Y N N 25.736 54.307 41.603 -8.941 -1.028 -0.747 CBD 2F9 33 2F9 FAM F1 F 0 1 N N N 26.193 55.779 41.750 -10.140 -1.609 -0.968 FAM 2F9 34 2F9 CAO C19 C 0 1 Y N N 26.047 53.572 40.457 -7.853 -1.806 -0.381 CAO 2F9 35 2F9 CAQ C20 C 0 1 Y N N 25.615 52.232 40.328 -6.626 -1.218 -0.160 CAQ 2F9 36 2F9 H1 H1 H 0 1 N N N 13.020 49.074 39.926 5.227 -5.293 -0.416 H1 2F9 37 2F9 H2 H2 H 0 1 N N N 15.884 46.900 40.326 4.465 -1.803 -1.246 H2 2F9 38 2F9 H3 H3 H 0 1 N N N 15.113 47.179 41.924 4.078 -1.929 0.487 H3 2F9 39 2F9 H4 H4 H 0 1 N N N 13.912 45.051 41.802 6.343 -1.094 1.054 H4 2F9 40 2F9 H5 H5 H 0 1 N N N 14.402 44.808 40.091 6.730 -0.968 -0.678 H5 2F9 41 2F9 H6 H6 H 0 1 N N N 15.745 43.396 41.609 4.429 0.493 0.692 H6 2F9 42 2F9 H7 H7 H 0 1 N N N 18.482 45.447 39.665 7.481 2.131 1.897 H7 2F9 43 2F9 H8 H8 H 0 1 N N N 16.884 45.812 42.790 5.557 1.229 -1.877 H8 2F9 44 2F9 H9 H9 H 0 1 N N N 17.036 42.474 44.844 3.940 2.948 0.343 H9 2F9 45 2F9 H10 H10 H 0 1 N N N 18.719 46.207 42.582 1.191 -0.113 -2.084 H10 2F9 46 2F9 H11 H11 H 0 1 N N N 20.106 45.079 42.757 2.431 -1.110 -1.287 H11 2F9 47 2F9 H12 H12 H 0 1 N N N 19.659 47.773 43.888 0.217 -1.833 -0.533 H12 2F9 48 2F9 H13 H13 H 0 1 N N N 20.296 47.213 47.006 2.633 -2.059 2.217 H13 2F9 49 2F9 H14 H14 H 0 1 N N N 21.983 46.164 42.931 -0.322 1.020 -0.226 H14 2F9 50 2F9 H15 H15 H 0 1 N N N 23.339 47.832 41.435 -2.682 1.515 -0.141 H15 2F9 51 2F9 H16 H16 H 0 1 N N N 23.909 46.366 43.492 -2.794 0.338 2.672 H16 2F9 52 2F9 H17 H17 H 0 1 N N N 24.104 48.238 45.154 -1.335 2.712 1.435 H17 2F9 53 2F9 H18 H18 H 0 1 N N N 25.639 47.311 45.056 -1.452 2.417 3.186 H18 2F9 54 2F9 H19 H19 H 0 1 N N N 25.501 48.908 44.244 -0.602 1.253 2.143 H19 2F9 55 2F9 H20 H20 H 0 1 N N N 26.320 46.226 42.785 -4.865 1.574 2.097 H20 2F9 56 2F9 H21 H21 H 0 1 N N N 25.227 46.392 41.369 -3.888 2.478 3.279 H21 2F9 57 2F9 H22 H22 H 0 1 N N N 26.161 47.810 41.954 -3.888 2.964 1.566 H22 2F9 58 2F9 H23 H23 H 0 1 N N N 23.872 50.229 43.180 -4.211 -0.913 0.402 H23 2F9 59 2F9 H24 H24 H 0 1 N N N 24.114 51.888 43.335 -7.475 2.013 -0.770 H24 2F9 60 2F9 H25 H25 H 0 1 N N N 24.813 54.256 43.551 -9.653 0.946 -1.171 H25 2F9 61 2F9 H26 H26 H 0 1 N N N 26.621 54.030 39.665 -7.966 -2.875 -0.275 H26 2F9 62 2F9 H27 H27 H 0 1 N N N 25.809 51.693 39.412 -5.779 -1.825 0.124 H27 2F9 63 # 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 2F9 O C DOUB N N 1 2F9 OE2 CD DOUB N N 2 2F9 CD OE1 SING N N 3 2F9 CD CG SING N N 4 2F9 OAF CBB DOUB N N 5 2F9 CAQ CAO DOUB Y N 6 2F9 CAQ CBE SING Y N 7 2F9 C OXT SING N N 8 2F9 C CA SING N N 9 2F9 CAO CBD SING Y N 10 2F9 CG CB SING N N 11 2F9 CB CA SING N N 12 2F9 CBB CBE SING N N 13 2F9 CBB NAU SING N N 14 2F9 CBE CAP DOUB Y N 15 2F9 CA N SING N N 16 2F9 CBD FAM SING N N 17 2F9 CBD CAN DOUB Y N 18 2F9 CAA CBF SING N N 19 2F9 NAU CBI SING N N 20 2F9 CBI CBF SING N N 21 2F9 CBI CBC SING N N 22 2F9 CAP CAN SING Y N 23 2F9 OAL PBJ DOUB N N 24 2F9 N PBJ SING N N 25 2F9 CBF CAB SING N N 26 2F9 CBC NAV SING N N 27 2F9 CBC OAG DOUB N N 28 2F9 CAT CBH SING N N 29 2F9 CAT OAX SING N N 30 2F9 NAV CBH SING N N 31 2F9 PBJ OAX SING N N 32 2F9 PBJ OAH SING N N 33 2F9 CBH CBA SING N N 34 2F9 CBA OAK DOUB N N 35 2F9 CBA OAE SING N N 36 2F9 OE1 H1 SING N N 37 2F9 CG H2 SING N N 38 2F9 CG H3 SING N N 39 2F9 CB H4 SING N N 40 2F9 CB H5 SING N N 41 2F9 CA H6 SING N N 42 2F9 OXT H7 SING N N 43 2F9 N H8 SING N N 44 2F9 OAH H9 SING N N 45 2F9 CAT H10 SING N N 46 2F9 CAT H11 SING N N 47 2F9 CBH H12 SING N N 48 2F9 OAE H13 SING N N 49 2F9 NAV H14 SING N N 50 2F9 CBI H15 SING N N 51 2F9 CBF H16 SING N N 52 2F9 CAB H17 SING N N 53 2F9 CAB H18 SING N N 54 2F9 CAB H19 SING N N 55 2F9 CAA H20 SING N N 56 2F9 CAA H21 SING N N 57 2F9 CAA H22 SING N N 58 2F9 NAU H23 SING N N 59 2F9 CAP H24 SING N N 60 2F9 CAN H25 SING N N 61 2F9 CAO H26 SING N N 62 2F9 CAQ H27 SING N N 63 # 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 2F9 SMILES ACDLabs 12.01 "O=C(c1ccc(F)cc1)NC(C(=O)NC(C(=O)O)COP(=O)(O)NC(C(=O)O)CCC(=O)O)C(C)C" 2F9 InChI InChI 1.03 "InChI=1S/C20H27FN3O11P/c1-10(2)16(23-17(27)11-3-5-12(21)6-4-11)18(28)22-14(20(31)32)9-35-36(33,34)24-13(19(29)30)7-8-15(25)26/h3-6,10,13-14,16H,7-9H2,1-2H3,(H,22,28)(H,23,27)(H,25,26)(H,29,30)(H,31,32)(H2,24,33,34)/t13-,14-,16-/m0/s1" 2F9 InChIKey InChI 1.03 OEWFGJXRSPYZTR-DZKIICNBSA-N 2F9 SMILES_CANONICAL CACTVS 3.385 "CC(C)[C@H](NC(=O)c1ccc(F)cc1)C(=O)N[C@@H](CO[P](O)(=O)N[C@@H](CCC(O)=O)C(O)=O)C(O)=O" 2F9 SMILES CACTVS 3.385 "CC(C)[CH](NC(=O)c1ccc(F)cc1)C(=O)N[CH](CO[P](O)(=O)N[CH](CCC(O)=O)C(O)=O)C(O)=O" 2F9 SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "CC(C)[C@@H](C(=O)N[C@@H](COP(=O)(N[C@@H](CCC(=O)O)C(=O)O)O)C(=O)O)NC(=O)c1ccc(cc1)F" 2F9 SMILES "OpenEye OEToolkits" 1.9.2 "CC(C)C(C(=O)NC(COP(=O)(NC(CCC(=O)O)C(=O)O)O)C(=O)O)NC(=O)c1ccc(cc1)F" # 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 2F9 "SYSTEMATIC NAME" ACDLabs 12.01 "N-(4-fluorobenzoyl)-L-valyl-O-[(S)-{[(1S)-1,3-dicarboxypropyl]amino}(hydroxy)phosphoryl]-L-serine" 2F9 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "(2S)-2-[[[(2S)-2-[[(2S)-2-[(4-fluorophenyl)carbonylamino]-3-methyl-butanoyl]amino]-3-oxidanyl-3-oxidanylidene-propoxy]-oxidanyl-phosphoryl]amino]pentanedioic 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 2F9 "Create component" 2014-03-21 EBI 2F9 "Modify descriptor" 2014-09-05 RCSB 2F9 "Initial release" 2015-05-20 RCSB #