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 
# 
