data_LK4 # _chem_comp.id LK4 _chem_comp.name "N-({6-[(4-CYANOBENZYL)OXY]NAPHTHALEN-2-YL}SULFONYL)-D-GLUTAMIC ACID" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C23 H20 N2 O7 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2007-03-06 _chem_comp.pdbx_modified_date 2011-06-04 _chem_comp.pdbx_ambiguous_flag ? _chem_comp.pdbx_release_status REL _chem_comp.pdbx_replaced_by ? _chem_comp.pdbx_replaces ? _chem_comp.formula_weight 468.479 _chem_comp.one_letter_code ? _chem_comp.three_letter_code LK4 _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details "OpenEye OEToolkits" _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code ? _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 LK4 N31 N31 N 0 1 N N N -10.697 1.687 -22.591 -2.164 10.670 -11.581 N31 LK4 1 LK4 C30 C30 C 0 1 N N N -11.828 1.456 -22.444 -2.314 9.902 -10.722 C30 LK4 2 LK4 C27 C27 C 0 1 N N N -13.096 1.415 -22.283 -2.500 8.957 -9.666 C27 LK4 3 LK4 C28 C28 C 0 1 N N N -13.504 1.150 -20.991 -1.854 7.722 -9.715 C28 LK4 4 LK4 C29 C29 C 0 1 N N N -14.843 1.112 -20.692 -2.034 6.799 -8.684 C29 LK4 5 LK4 C26 C26 C 0 1 N N N -14.037 1.633 -23.307 -3.326 9.270 -8.587 C26 LK4 6 LK4 C25 C25 C 0 1 N N N -15.404 1.578 -23.013 -3.507 8.347 -7.557 C25 LK4 7 LK4 C24 C24 C 0 1 N N N -15.769 1.299 -21.693 -2.860 7.118 -7.612 C24 LK4 8 LK4 C23 C23 C 0 1 N N N -17.166 1.296 -21.172 -3.055 6.126 -6.503 C23 LK4 9 LK4 O22 O22 O 0 1 N N N -18.082 0.451 -21.778 -2.060 6.344 -5.503 O22 LK4 10 LK4 C20 C20 C 0 1 N N N -18.798 -0.290 -20.875 -2.070 5.509 -4.428 C20 LK4 11 LK4 C19 C19 C 0 1 N N N -18.792 -0.124 -19.466 -3.023 4.498 -4.341 C19 LK4 12 LK4 C18 C18 C 0 1 N N N -19.573 -0.996 -18.666 -3.033 3.641 -3.240 C18 LK4 13 LK4 C21 C21 C 0 1 N N N -19.526 -1.275 -21.468 -1.124 5.666 -3.415 C21 LK4 14 LK4 C15 C15 C 0 1 N N N -20.277 -2.110 -20.691 -1.120 4.813 -2.300 C15 LK4 15 LK4 C16 C16 C 0 1 N N N -20.328 -1.998 -19.302 -2.089 3.785 -2.211 C16 LK4 16 LK4 C17 C17 C 0 1 N N N -21.130 -2.906 -18.609 -2.084 2.932 -1.096 C17 LK4 17 LK4 C14 C14 C 0 1 N N N -20.963 -3.059 -21.408 -0.175 4.957 -1.270 C14 LK4 18 LK4 C13 C13 C 0 1 N N N -21.740 -3.940 -20.721 -0.186 4.100 -0.170 C13 LK4 19 LK4 C12 C12 C 0 1 N N N -21.830 -3.881 -19.350 -1.138 3.102 -0.099 C12 LK4 20 LK4 S11 S11 S 0 1 N N N -22.806 -4.985 -18.729 -1.149 2.017 1.296 S11 LK4 21 LK4 O33 O33 O 0 1 N N N -22.468 -5.357 -17.341 -0.521 2.708 2.406 O33 LK4 22 LK4 O32 O32 O 0 1 N N N -22.820 -6.118 -19.673 -2.501 1.508 1.425 O32 LK4 23 LK4 N N N 0 1 N N N -24.283 -4.312 -18.665 -0.118 0.762 0.765 N LK4 24 LK4 CA CA C 0 1 N N N -25.041 -4.141 -19.904 -0.662 -0.392 0.052 CA LK4 25 LK4 C C C 0 1 N N N -25.666 -5.447 -20.374 0.366 -0.842 -0.970 C LK4 26 LK4 O O O 0 1 N N N -25.680 -5.722 -21.582 1.488 -0.371 -1.104 O LK4 27 LK4 OXT OXT O 0 1 N N N -26.172 -6.224 -19.547 -0.101 -1.854 -1.749 OXT LK4 28 LK4 CB CB C 0 1 N N N -26.139 -3.071 -19.711 -1.066 -1.526 1.009 CB LK4 29 LK4 CG CG C 0 1 N N N -26.798 -2.748 -21.046 0.038 -2.064 1.923 CG LK4 30 LK4 CD CD C 0 1 N N N -27.743 -1.574 -20.939 -0.435 -3.106 2.906 CD LK4 31 LK4 OE1 OE1 O 0 1 N N N -28.551 -1.401 -21.876 -1.573 -3.556 2.928 OE1 LK4 32 LK4 OE2 OE2 O 0 1 N N N -27.705 -0.834 -19.930 0.541 -3.503 3.759 OE2 LK4 33 LK4 H28 H28 H 0 1 N N N -12.771 0.973 -20.217 -1.206 7.463 -10.549 H28 LK4 34 LK4 H26 H26 H 0 1 N N N -13.706 1.841 -24.314 -3.837 10.229 -8.536 H26 LK4 35 LK4 H29 H29 H 0 1 N N N -15.168 0.936 -19.677 -1.527 5.839 -8.730 H29 LK4 36 LK4 H25 H25 H 0 1 N N N -16.149 1.745 -23.777 -4.153 8.600 -6.720 H25 LK4 37 LK4 H231 1H23 H 0 0 N N N -17.110 0.997 -20.115 -4.046 6.234 -6.050 H231 LK4 38 LK4 H232 2H23 H 0 0 N N N -17.543 2.310 -21.373 -2.967 5.101 -6.880 H232 LK4 39 LK4 H19 H19 H 0 1 N N N -18.201 0.656 -19.009 -3.761 4.371 -5.128 H19 LK4 40 LK4 H21 H21 H 0 1 N N N -19.510 -1.395 -22.541 -0.385 6.462 -3.498 H21 LK4 41 LK4 H18 H18 H 0 1 N N N -19.588 -0.893 -17.591 -3.787 2.858 -3.193 H18 LK4 42 LK4 H14 H14 H 0 1 N N N -20.888 -3.105 -22.484 0.579 5.740 -1.318 H14 LK4 43 LK4 H17 H17 H 0 1 N N N -21.213 -2.863 -17.533 -2.825 2.138 -1.018 H17 LK4 44 LK4 H13 H13 H 0 1 N N N -22.293 -4.695 -21.259 0.556 4.231 0.614 H13 LK4 45 LK4 H H H 0 1 N N N -24.836 -4.901 -18.075 0.767 0.613 1.271 H LK4 46 LK4 HA HA H 0 1 N N N -24.335 -3.810 -20.680 -1.548 -0.047 -0.495 HA LK4 47 LK4 HBC1 1HBC H 0 0 N N N -26.900 -3.454 -19.014 -1.496 -2.348 0.423 HBC1 LK4 48 LK4 HBC2 2HBC H 0 0 N N N -25.682 -2.156 -19.305 -1.875 -1.160 1.654 HBC2 LK4 49 LK4 HXT HXT H 0 1 N N N -26.527 -6.981 -19.999 0.525 -2.182 -2.429 HXT LK4 50 LK4 HGC1 1HGC H 0 0 N N N -26.013 -2.502 -21.776 0.866 -2.485 1.342 HGC1 LK4 51 LK4 HGC2 2HGC H 0 0 N N N -27.379 -3.627 -21.362 0.473 -1.241 2.504 HGC2 LK4 52 LK4 HE2 HE2 H 0 1 N N N -28.367 -0.157 -20.008 0.274 -4.188 4.408 HE2 LK4 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 LK4 N31 C30 TRIP N N 1 LK4 C30 C27 SING N N 2 LK4 C27 C28 SING N N 3 LK4 C28 C29 DOUB N N 4 LK4 C27 C26 DOUB N N 5 LK4 C26 C25 SING N N 6 LK4 C29 C24 SING N N 7 LK4 C25 C24 DOUB N N 8 LK4 C24 C23 SING N N 9 LK4 C23 O22 SING N N 10 LK4 O22 C20 SING N N 11 LK4 C20 C19 SING N N 12 LK4 C19 C18 DOUB N N 13 LK4 C20 C21 DOUB N N 14 LK4 C21 C15 SING N N 15 LK4 C18 C16 SING N N 16 LK4 C15 C16 DOUB N N 17 LK4 C16 C17 SING N N 18 LK4 C15 C14 SING N N 19 LK4 C14 C13 DOUB N N 20 LK4 C17 C12 DOUB N N 21 LK4 C13 C12 SING N N 22 LK4 C12 S11 SING N N 23 LK4 S11 O33 DOUB N N 24 LK4 S11 O32 DOUB N N 25 LK4 S11 N SING N N 26 LK4 N CA SING N N 27 LK4 CA C SING N N 28 LK4 C O DOUB N N 29 LK4 C OXT SING N N 30 LK4 CA CB SING N N 31 LK4 CB CG SING N N 32 LK4 CG CD SING N N 33 LK4 CD OE1 DOUB N N 34 LK4 CD OE2 SING N N 35 LK4 C28 H28 SING N N 36 LK4 C26 H26 SING N N 37 LK4 C29 H29 SING N N 38 LK4 C25 H25 SING N N 39 LK4 C23 H231 SING N N 40 LK4 C23 H232 SING N N 41 LK4 C19 H19 SING N N 42 LK4 C21 H21 SING N N 43 LK4 C18 H18 SING N N 44 LK4 C14 H14 SING N N 45 LK4 C17 H17 SING N N 46 LK4 C13 H13 SING N N 47 LK4 N H SING N N 48 LK4 CA HA SING N N 49 LK4 CB HBC1 SING N N 50 LK4 CB HBC2 SING N N 51 LK4 OXT HXT SING N N 52 LK4 CG HGC1 SING N N 53 LK4 CG HGC2 SING N N 54 LK4 OE2 HE2 SING N N 55 # 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 LK4 SMILES ACDLabs 10.04 "O=C(O)C(NS(=O)(=O)c1ccc3c(c1)ccc(OCc2ccc(C#N)cc2)c3)CCC(=O)O" LK4 SMILES_CANONICAL CACTVS 3.341 "OC(=O)CC[C@@H](N[S](=O)(=O)c1ccc2cc(OCc3ccc(cc3)C#N)ccc2c1)C(O)=O" LK4 SMILES CACTVS 3.341 "OC(=O)CC[CH](N[S](=O)(=O)c1ccc2cc(OCc3ccc(cc3)C#N)ccc2c1)C(O)=O" LK4 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1cc(ccc1COc2ccc3cc(ccc3c2)S(=O)(=O)N[C@H](CCC(=O)O)C(=O)O)C#N" LK4 SMILES "OpenEye OEToolkits" 1.5.0 "c1cc(ccc1COc2ccc3cc(ccc3c2)S(=O)(=O)NC(CCC(=O)O)C(=O)O)C#N" LK4 InChI InChI 1.03 "InChI=1S/C23H20N2O7S/c24-13-15-1-3-16(4-2-15)14-32-19-7-5-18-12-20(8-6-17(18)11-19)33(30,31)25-21(23(28)29)9-10-22(26)27/h1-8,11-12,21,25H,9-10,14H2,(H,26,27)(H,28,29)/t21-/m1/s1" LK4 InChIKey InChI 1.03 PUHRQSFXADUGJW-OAQYLSRUSA-N # 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 LK4 "SYSTEMATIC NAME" ACDLabs 10.04 "N-({6-[(4-cyanobenzyl)oxy]naphthalen-2-yl}sulfonyl)-D-glutamic acid" LK4 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2R)-2-[[6-[(4-cyanophenyl)methoxy]naphthalen-2-yl]sulfonylamino]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 LK4 "Create component" 2007-03-06 PDBJ LK4 "Modify descriptor" 2011-06-04 RCSB #