data_W09 # _chem_comp.id W09 _chem_comp.name "N-(2,2,3,3,4,4,5,5,6,6,7,7,8,8,9,9,9-heptadecafluorononanoyl)-L-tryptophan" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H11 F17 N2 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2014-04-08 _chem_comp.pdbx_modified_date 2014-11-21 _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 650.286 _chem_comp.one_letter_code ? _chem_comp.three_letter_code W09 _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 3WSP _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 W09 FBN FBN F 0 1 N N N 0.993 -1.879 20.395 -7.117 -0.067 1.611 FBN W09 1 W09 CAY CAY C 0 1 N N N 1.998 -2.580 20.980 -7.101 -0.106 0.213 CAY W09 2 W09 FBO FBO F 0 1 N N N 3.096 -1.852 20.942 -8.159 -0.899 -0.244 FBO W09 3 W09 FBP FBP F 0 1 N N N 2.192 -3.752 20.279 -7.239 1.192 -0.291 FBP W09 4 W09 CAX CAX C 0 1 N N N 1.669 -2.922 22.465 -5.774 -0.700 -0.266 CAX W09 5 W09 FBL FBL F 0 1 N N N 0.589 -3.724 22.527 -5.636 -1.998 0.239 FBL W09 6 W09 FBM FBM F 0 1 N N N 1.402 -1.757 23.156 -5.758 -0.739 -1.664 FBM W09 7 W09 CAW CAW C 0 1 N N N 2.899 -3.609 23.087 -4.617 0.167 0.234 CAW W09 8 W09 FBJ FBJ F 0 1 N N N 3.229 -4.417 22.531 -4.756 1.465 -0.270 FBJ W09 9 W09 FBK FBK F 0 1 N N N 3.742 -2.814 23.259 -4.633 0.206 1.632 FBK W09 10 W09 CAV CAV C 0 1 N N N 2.511 -4.190 24.495 -3.291 -0.427 -0.245 CAV W09 11 W09 FBH FBH F 0 1 N N N 1.850 -5.386 24.321 -3.153 -1.725 0.259 FBH W09 12 W09 FBI FBI F 0 1 N N N 1.727 -3.360 25.133 -3.275 -0.466 -1.643 FBI W09 13 W09 CAU CAU C 0 1 N N N 3.797 -4.420 25.359 -2.134 0.440 0.255 CAU W09 14 W09 FBF FBF F 0 1 N N N 4.322 -3.278 25.644 -2.272 1.738 -0.249 FBF W09 15 W09 FBG FBG F 0 1 N N N 4.701 -5.144 24.669 -2.150 0.479 1.653 FBG W09 16 W09 CAT CAT C 0 1 N N N 3.410 -5.166 26.667 -0.808 -0.154 -0.224 CAT W09 17 W09 FBD FBD F 0 1 N N N 2.781 -6.383 26.318 -0.669 -1.452 0.280 FBD W09 18 W09 FBE FBE F 0 1 N N N 2.589 -4.399 27.373 -0.792 -0.193 -1.622 FBE W09 19 W09 CAS CAS C 0 1 N N N 4.656 -5.492 27.527 0.350 0.713 0.276 CAS W09 20 W09 FBB FBB F 0 1 N N N 5.491 -4.301 27.662 0.211 2.011 -0.228 FBB W09 21 W09 FBC FBC F 0 1 N N N 5.350 -6.549 26.916 0.333 0.752 1.674 FBC W09 22 W09 CAR CAR C 0 1 N N N 4.250 -5.959 28.945 1.676 0.119 -0.203 CAR W09 23 W09 FAZ FAZ F 0 1 N N N 3.637 -4.935 29.611 1.814 -1.179 0.301 FAZ W09 24 W09 FBA FBA F 0 1 N N N 5.398 -6.347 29.639 1.692 0.080 -1.601 FBA W09 25 W09 CAP CAP C 0 1 N N N 3.264 -7.144 28.829 2.816 0.973 0.289 CAP W09 26 W09 OAQ OAQ O 0 1 N N N 3.601 -8.193 28.283 2.677 1.655 1.283 OAQ W09 27 W09 N N N 0 1 N N N 2.035 -6.896 29.337 3.989 0.979 -0.375 N W09 28 W09 CA CA C 0 1 N N S 0.904 -7.810 29.155 5.097 1.809 0.104 CA W09 29 W09 C C C 0 1 N N N -0.404 -7.013 29.329 4.948 3.207 -0.439 C W09 30 W09 O O O 0 1 N N N -1.454 -7.680 29.510 5.854 4.148 -0.131 O W09 31 W09 OXT OXT O 0 1 N N N -0.328 -5.762 29.144 4.012 3.482 -1.153 OXT W09 32 W09 CB CB C 0 1 N N N 0.972 -8.984 30.076 6.423 1.215 -0.375 CB W09 33 W09 CG CG C 0 1 Y N N 0.798 -8.601 31.561 6.629 -0.133 0.266 CG W09 34 W09 CD2 CD2 C 0 1 Y N N 0.693 -9.534 32.493 6.111 -1.416 -0.215 CD2 W09 35 W09 CE3 CE3 C 0 1 Y N N 0.703 -10.871 32.399 5.332 -1.798 -1.309 CE3 W09 36 W09 CZ3 CZ3 C 0 1 Y N N 0.564 -11.664 33.531 5.009 -3.114 -1.484 CZ3 W09 37 W09 CH2 CH2 C 0 1 Y N N 0.433 -11.023 34.750 5.449 -4.074 -0.583 CH2 W09 38 W09 CZ2 CZ2 C 0 1 Y N N 0.431 -9.621 34.796 6.218 -3.718 0.503 CZ2 W09 39 W09 CE2 CE2 C 0 1 Y N N 0.553 -8.908 33.668 6.559 -2.385 0.701 CE2 W09 40 W09 NE1 NE1 N 0 1 Y N N 0.570 -7.576 33.427 7.293 -1.726 1.662 NE1 W09 41 W09 CD1 CD1 C 0 1 Y N N 0.741 -7.392 32.110 7.329 -0.387 1.384 CD1 W09 42 W09 H1 H1 H 0 1 N N N 1.892 -6.054 29.858 4.099 0.433 -1.169 H1 W09 43 W09 H2 H2 H 0 1 N N N 0.925 -8.187 28.122 5.084 1.840 1.193 H2 W09 44 W09 H3 H3 H 0 1 N N N -2.206 -7.100 29.488 5.716 5.029 -0.502 H3 W09 45 W09 H4 H4 H 0 1 N N N 0.175 -9.691 29.801 6.400 1.103 -1.459 H4 W09 46 W09 H5 H5 H 0 1 N N N 1.951 -9.469 29.952 7.240 1.880 -0.095 H5 W09 47 W09 H6 H6 H 0 1 N N N 0.820 -11.337 31.432 4.986 -1.057 -2.014 H6 W09 48 W09 H7 H7 H 0 1 N N N 0.558 -12.742 33.462 4.406 -3.410 -2.330 H7 W09 49 W09 H8 H8 H 0 1 N N N 0.333 -11.598 35.659 5.185 -5.110 -0.735 H8 W09 50 W09 H9 H9 H 0 1 N N N 0.331 -9.114 35.744 6.555 -4.473 1.199 H9 W09 51 W09 H10 H10 H 0 1 N N N 0.472 -6.854 34.112 7.725 -2.150 2.421 H10 W09 52 W09 H11 H11 H 0 1 N N N 0.818 -6.446 31.595 7.841 0.356 1.977 H11 W09 53 # 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 W09 FBP CAY SING N N 1 W09 FBN CAY SING N N 2 W09 FBO CAY SING N N 3 W09 CAY CAX SING N N 4 W09 CAX FBL SING N N 5 W09 CAX CAW SING N N 6 W09 CAX FBM SING N N 7 W09 FBJ CAW SING N N 8 W09 CAW FBK SING N N 9 W09 CAW CAV SING N N 10 W09 FBH CAV SING N N 11 W09 CAV FBI SING N N 12 W09 CAV CAU SING N N 13 W09 FBG CAU SING N N 14 W09 CAU FBF SING N N 15 W09 CAU CAT SING N N 16 W09 FBD CAT SING N N 17 W09 CAT FBE SING N N 18 W09 CAT CAS SING N N 19 W09 FBC CAS SING N N 20 W09 CAS FBB SING N N 21 W09 CAS CAR SING N N 22 W09 OAQ CAP DOUB N N 23 W09 CAP CAR SING N N 24 W09 CAP N SING N N 25 W09 CAR FAZ SING N N 26 W09 CAR FBA SING N N 27 W09 OXT C DOUB N N 28 W09 CA C SING N N 29 W09 CA N SING N N 30 W09 CA CB SING N N 31 W09 C O SING N N 32 W09 CB CG SING N N 33 W09 CG CD1 DOUB Y N 34 W09 CG CD2 SING Y N 35 W09 CD1 NE1 SING Y N 36 W09 CE3 CD2 DOUB Y N 37 W09 CE3 CZ3 SING Y N 38 W09 CD2 CE2 SING Y N 39 W09 NE1 CE2 SING Y N 40 W09 CZ3 CH2 DOUB Y N 41 W09 CE2 CZ2 DOUB Y N 42 W09 CH2 CZ2 SING Y N 43 W09 N H1 SING N N 44 W09 CA H2 SING N N 45 W09 O H3 SING N N 46 W09 CB H4 SING N N 47 W09 CB H5 SING N N 48 W09 CE3 H6 SING N N 49 W09 CZ3 H7 SING N N 50 W09 CH2 H8 SING N N 51 W09 CZ2 H9 SING N N 52 W09 NE1 H10 SING N N 53 W09 CD1 H11 SING N N 54 # 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 W09 SMILES ACDLabs 12.01 "FC(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(=O)NC(C(=O)O)Cc2c1ccccc1nc2" W09 InChI InChI 1.03 "InChI=1S/C20H11F17N2O3/c21-13(22,12(42)39-10(11(40)41)5-7-6-38-9-4-2-1-3-8(7)9)14(23,24)15(25,26)16(27,28)17(29,30)18(31,32)19(33,34)20(35,36)37/h1-4,6,10,38H,5H2,(H,39,42)(H,40,41)/t10-/m0/s1" W09 InChIKey InChI 1.03 HXHWGNOIRHNHBC-JTQLQIEISA-N W09 SMILES_CANONICAL CACTVS 3.385 "OC(=O)[C@H](Cc1c[nH]c2ccccc12)NC(=O)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)F" W09 SMILES CACTVS 3.385 "OC(=O)[CH](Cc1c[nH]c2ccccc12)NC(=O)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)F" W09 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1ccc2c(c1)c(c[nH]2)C[C@@H](C(=O)O)NC(=O)C(C(C(C(C(C(C(C(F)(F)F)(F)F)(F)F)(F)F)(F)F)(F)F)(F)F)(F)F" W09 SMILES "OpenEye OEToolkits" 1.7.6 "c1ccc2c(c1)c(c[nH]2)CC(C(=O)O)NC(=O)C(C(C(C(C(C(C(C(F)(F)F)(F)F)(F)F)(F)F)(F)F)(F)F)(F)F)(F)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 W09 "SYSTEMATIC NAME" ACDLabs 12.01 "N-(2,2,3,3,4,4,5,5,6,6,7,7,8,8,9,9,9-heptadecafluorononanoyl)-L-tryptophan" W09 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(2S)-2-[2,2,3,3,4,4,5,5,6,6,7,7,8,8,9,9,9-heptadecakis(fluoranyl)nonanoylamino]-3-(1H-indol-3-yl)propanoic 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 W09 "Create component" 2014-04-08 PDBJ W09 "Initial release" 2014-11-26 RCSB #