data_IK4 # _chem_comp.id IK4 _chem_comp.name "N-({7-[(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 2011-12-19 _chem_comp.pdbx_modified_date 2014-09-05 _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 468.479 _chem_comp.one_letter_code ? _chem_comp.three_letter_code IK4 _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 2VTE _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # 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 IK4 N31 N31 N 0 1 N N N -11.397 -1.693 21.535 -10.554 -1.163 1.838 N31 IK4 1 IK4 C30 C30 C 0 1 N N N -12.522 -1.544 21.594 -9.576 -0.886 1.332 C30 IK4 2 IK4 C27 C27 C 0 1 Y N N -13.777 -1.430 21.746 -8.342 -0.536 0.695 C27 IK4 3 IK4 C28 C28 C 0 1 Y N N -14.278 -1.299 23.050 -7.953 0.802 0.606 C28 IK4 4 IK4 C29 C29 C 0 1 Y N N -15.653 -1.155 23.259 -6.763 1.131 -0.010 C29 IK4 5 IK4 C26 C26 C 0 1 Y N N -14.620 -1.438 20.642 -7.519 -1.533 0.165 C26 IK4 6 IK4 C25 C25 C 0 1 Y N N -15.999 -1.307 20.866 -6.332 -1.189 -0.447 C25 IK4 7 IK4 C24 C24 C 0 1 Y N N -16.520 -1.155 22.165 -5.956 0.139 -0.538 C24 IK4 8 IK4 C23 C23 C 0 1 N N N -18.004 -0.988 22.406 -4.657 0.507 -1.209 C23 IK4 9 IK4 C19 C19 C 0 1 Y N N -18.329 -0.629 18.915 -2.165 1.126 -2.037 C19 IK4 10 IK4 C20 C20 C 0 1 Y N N -19.012 -0.429 20.154 -2.362 0.831 -0.684 C20 IK4 11 IK4 C21 C21 C 0 1 Y N N -19.981 0.586 20.305 -1.318 0.857 0.197 C21 IK4 12 IK4 C18 C18 C 0 1 Y N N -18.578 0.214 17.818 -0.931 1.445 -2.511 C18 IK4 13 IK4 C16 C16 C 0 1 Y N N -19.546 1.246 17.968 0.166 1.480 -1.632 C16 IK4 14 IK4 C15 C15 C 0 1 Y N N -20.250 1.436 19.210 -0.031 1.182 -0.261 C15 IK4 15 IK4 C14 C14 C 0 1 Y N N -21.190 2.459 19.364 1.067 1.219 0.617 C14 IK4 16 IK4 C17 C17 C 0 1 Y N N -19.797 2.082 16.872 1.454 1.806 -2.088 C17 IK4 17 IK4 C12 C12 C 0 1 Y N N -20.742 3.101 17.038 2.493 1.832 -1.210 C12 IK4 18 IK4 C13 C13 C 0 1 Y N N -21.444 3.289 18.267 2.300 1.539 0.139 C13 IK4 19 IK4 S11 S11 S 0 1 N N N -22.534 4.469 18.327 3.674 1.584 1.242 S11 IK4 20 IK4 O33 O33 O 0 1 N N N -22.369 5.340 17.182 4.639 2.440 0.647 O33 IK4 21 IK4 O32 O32 O 0 1 N N N -22.413 5.321 19.476 3.138 1.801 2.541 O32 IK4 22 IK4 N N N 0 1 N N N -24.044 3.821 18.306 4.339 0.068 1.258 N IK4 23 IK4 CA CA C 0 1 N N R -24.780 3.780 19.594 4.954 -0.476 0.045 CA IK4 24 IK4 C C C 0 1 N N N -25.426 5.104 20.010 6.438 -0.215 0.073 C IK4 25 IK4 O O O 0 1 N N N -25.580 5.382 21.204 6.932 0.365 1.010 O IK4 26 IK4 OXT OXT O 0 1 N N N -25.825 5.955 19.192 7.211 -0.627 -0.944 OXT IK4 27 IK4 CB CB C 0 1 N N N -25.753 2.596 19.558 4.702 -1.983 -0.024 CB IK4 28 IK4 CG CG C 0 1 N N N -26.931 2.690 20.517 3.202 -2.243 -0.178 CG IK4 29 IK4 CD CD C 0 1 N N N -27.677 1.373 20.561 2.954 -3.728 -0.245 CD IK4 30 IK4 OE1 OE1 O 0 1 N N N -28.488 1.234 21.515 3.882 -4.499 -0.177 OE1 IK4 31 IK4 OE2 OE2 O 0 1 N N N -27.531 0.495 19.652 1.702 -4.194 -0.381 OE2 IK4 32 IK4 O22 O22 O 0 1 N N N -18.758 -1.292 21.215 -3.607 0.517 -0.240 O22 IK4 33 IK4 H28 H28 H 0 1 N N N -13.602 -1.309 23.892 -8.583 1.577 1.017 H28 IK4 34 IK4 H26 H26 H 0 1 N N N -14.226 -1.542 19.642 -7.812 -2.570 0.235 H26 IK4 35 IK4 H29 H29 H 0 1 N N N -16.042 -1.044 24.261 -6.461 2.166 -0.080 H29 IK4 36 IK4 H25 H25 H 0 1 N N N -16.675 -1.323 20.024 -5.695 -1.959 -0.857 H25 IK4 37 IK4 H231 H231 H 0 0 N N N -18.316 -1.668 23.213 -4.430 -0.224 -1.985 H231 IK4 38 IK4 H232 H232 H 0 0 N N N -18.205 0.052 22.704 -4.748 1.497 -1.657 H232 IK4 39 IK4 H19 H19 H 0 1 N N N -17.616 -1.434 18.821 -3.004 1.095 -2.716 H19 IK4 40 IK4 H18 H18 H 0 1 N N N -18.049 0.082 16.886 -0.794 1.669 -3.559 H18 IK4 41 IK4 H21 H21 H 0 1 N N N -20.507 0.710 21.240 -1.482 0.628 1.240 H21 IK4 42 IK4 H17 H17 H 0 1 N N N -19.280 1.945 15.934 1.619 2.035 -3.131 H17 IK4 43 IK4 H14 H14 H 0 1 N N N -21.705 2.604 20.302 0.932 0.994 1.665 H14 IK4 44 IK4 H12 H12 H 0 1 N N N -20.946 3.765 16.211 3.483 2.082 -1.563 H12 IK4 45 IK4 H H H 0 1 N N N -24.592 4.355 17.663 4.323 -0.461 2.072 H IK4 46 IK4 HA HA H 0 1 N N N -24.040 3.543 20.373 4.517 0.006 -0.830 HA IK4 47 IK4 HB1C HB1C H 0 0 N N N -26.153 2.516 18.536 5.233 -2.402 -0.879 HB1C IK4 48 IK4 HB2C HB2C H 0 0 N N N -25.188 1.685 19.803 5.060 -2.453 0.892 HB2C IK4 49 IK4 HXT HXT H 0 1 N N N -26.192 6.696 19.659 8.157 -0.437 -0.882 HXT IK4 50 IK4 HG1C HG1C H 0 0 N N N -26.561 2.932 21.524 2.671 -1.824 0.677 HG1C IK4 51 IK4 HG2C HG2C H 0 0 N N N -27.614 3.483 20.177 2.844 -1.773 -1.094 HG2C IK4 52 IK4 HE2 HE2 H 0 1 N N N -28.113 -0.236 19.821 1.593 -5.154 -0.419 HE2 IK4 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 IK4 N31 C30 TRIP N N 1 IK4 C30 C27 SING N N 2 IK4 C27 C28 SING Y N 3 IK4 C27 C26 DOUB Y N 4 IK4 C28 C29 DOUB Y N 5 IK4 C29 C24 SING Y N 6 IK4 C26 C25 SING Y N 7 IK4 C25 C24 DOUB Y N 8 IK4 C24 C23 SING N N 9 IK4 C23 O22 SING N N 10 IK4 C19 C20 SING Y N 11 IK4 C19 C18 DOUB Y N 12 IK4 C20 C21 DOUB Y N 13 IK4 C20 O22 SING N N 14 IK4 C21 C15 SING Y N 15 IK4 C18 C16 SING Y N 16 IK4 C16 C15 DOUB Y N 17 IK4 C16 C17 SING Y N 18 IK4 C15 C14 SING Y N 19 IK4 C14 C13 DOUB Y N 20 IK4 C17 C12 DOUB Y N 21 IK4 C12 C13 SING Y N 22 IK4 C13 S11 SING N N 23 IK4 S11 O33 DOUB N N 24 IK4 S11 O32 DOUB N N 25 IK4 S11 N SING N N 26 IK4 N CA SING N N 27 IK4 CA C SING N N 28 IK4 CA CB SING N N 29 IK4 C O DOUB N N 30 IK4 C OXT SING N N 31 IK4 CB CG SING N N 32 IK4 CG CD SING N N 33 IK4 CD OE1 DOUB N N 34 IK4 CD OE2 SING N N 35 IK4 C28 H28 SING N N 36 IK4 C26 H26 SING N N 37 IK4 C29 H29 SING N N 38 IK4 C25 H25 SING N N 39 IK4 C23 H231 SING N N 40 IK4 C23 H232 SING N N 41 IK4 C19 H19 SING N N 42 IK4 C18 H18 SING N N 43 IK4 C21 H21 SING N N 44 IK4 C17 H17 SING N N 45 IK4 C14 H14 SING N N 46 IK4 C12 H12 SING N N 47 IK4 N H SING N N 48 IK4 CA HA SING N N 49 IK4 CB HB1C SING N N 50 IK4 CB HB2C SING N N 51 IK4 OXT HXT SING N N 52 IK4 CG HG1C SING N N 53 IK4 CG HG2C SING N N 54 IK4 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 IK4 SMILES ACDLabs 12.01 "O=C(O)C(NS(=O)(=O)c3ccc2c(cc(OCc1ccc(C#N)cc1)cc2)c3)CCC(=O)O" IK4 InChI InChI 1.03 "InChI=1S/C23H20N2O7S/c24-13-15-1-3-16(4-2-15)14-32-19-7-5-17-6-8-20(12-18(17)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" IK4 InChIKey InChI 1.03 DRAFRFXITJJMML-OAQYLSRUSA-N IK4 SMILES_CANONICAL CACTVS 3.385 "OC(=O)CC[C@@H](N[S](=O)(=O)c1ccc2ccc(OCc3ccc(cc3)C#N)cc2c1)C(O)=O" IK4 SMILES CACTVS 3.385 "OC(=O)CC[CH](N[S](=O)(=O)c1ccc2ccc(OCc3ccc(cc3)C#N)cc2c1)C(O)=O" IK4 SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "c1cc(ccc1COc2ccc3ccc(cc3c2)S(=O)(=O)N[C@H](CCC(=O)O)C(=O)O)C#N" IK4 SMILES "OpenEye OEToolkits" 1.9.2 "c1cc(ccc1COc2ccc3ccc(cc3c2)S(=O)(=O)NC(CCC(=O)O)C(=O)O)C#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 IK4 "SYSTEMATIC NAME" ACDLabs 12.01 "N-({7-[(4-cyanobenzyl)oxy]naphthalen-2-yl}sulfonyl)-D-glutamic acid" IK4 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "(2R)-2-[[7-[(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 IK4 "Create component" 2011-12-19 EBI IK4 "Modify descriptor" 2014-09-05 RCSB #