data_4UN # _chem_comp.id 4UN _chem_comp.name "{4-[2,2-BIS(5-METHYL-1,2,4-OXADIAZOL-3-YL)-3-PHENYLPROPYL]PHENYL}SULFAMIC ACID" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C21 H21 N5 O5 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2006-05-16 _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 455.487 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 4UN _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details ? _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 2H04 _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 4UN O16 O16 O 0 1 N N N -0.025 27.830 17.937 -6.072 1.407 -0.035 O16 4UN 1 4UN S13 S13 S 0 1 N N N 0.514 28.503 19.128 -6.080 0.003 0.183 S13 4UN 2 4UN O14 O14 O 0 1 N N N 0.822 27.544 20.196 -7.140 -0.731 0.780 O14 4UN 3 4UN O15 O15 O 0 1 N N N 1.762 29.247 18.877 -5.856 -0.629 -1.183 O15 4UN 4 4UN N8 N8 N 0 1 N N N -0.592 29.525 19.691 -4.739 -0.317 1.101 N8 4UN 5 4UN C4 C4 C 0 1 Y N N -1.872 29.125 19.927 -3.502 0.224 0.743 C4 4UN 6 4UN C5 C5 C 0 1 Y N N -2.262 28.548 21.137 -2.687 0.800 1.709 C5 4UN 7 4UN C2 C2 C 0 1 Y N N -3.576 28.173 21.390 -1.465 1.333 1.351 C2 4UN 8 4UN C6 C6 C 0 1 Y N N -4.553 28.362 20.412 -1.052 1.295 0.032 C6 4UN 9 4UN C3 C3 C 0 1 Y N N -4.163 28.923 19.206 -1.863 0.727 -0.933 C3 4UN 10 4UN C1 C1 C 0 1 Y N N -2.849 29.311 18.959 -3.084 0.187 -0.581 C1 4UN 11 4UN C49 C49 C 0 1 N N N -6.011 27.973 20.635 0.283 1.878 -0.355 C49 4UN 12 4UN C10 C10 C 0 1 N N N -6.867 29.130 21.183 1.385 0.851 -0.088 C10 4UN 13 4UN C17 C17 C 0 1 Y N N -8.326 28.724 21.228 2.731 1.482 -0.337 C17 4UN 14 4UN N22 N22 N 0 1 Y N N -9.269 29.463 20.637 2.956 2.736 -0.595 N22 4UN 15 4UN O29 O29 O 0 1 Y N N -10.520 28.810 20.844 4.145 2.926 -0.745 O29 4UN 16 4UN C27 C27 C 0 1 Y N N -10.210 27.640 21.613 4.810 1.777 -0.593 C27 4UN 17 4UN C28 C28 C 0 1 N N N -11.186 26.581 22.112 6.301 1.583 -0.701 C28 4UN 18 4UN N23 N23 N 0 1 Y N N -8.786 27.620 21.831 3.918 0.851 -0.338 N23 4UN 19 4UN C18 C18 C 0 1 Y N N -6.665 30.184 20.106 1.206 -0.329 -1.008 C18 4UN 20 4UN N20 N20 N 0 1 Y N N -5.859 31.237 20.243 0.219 -0.519 -1.831 N20 4UN 21 4UN O25 O25 O 0 1 Y N N -5.842 31.963 19.090 0.367 -1.564 -2.430 O25 4UN 22 4UN C26 C26 C 0 1 Y N N -6.728 31.312 18.209 1.497 -2.157 -2.033 C26 4UN 23 4UN C24 C24 C 0 1 N N N -7.044 31.799 16.812 2.044 -3.470 -2.532 C24 4UN 24 4UN N21 N21 N 0 1 Y N N -7.233 30.145 18.900 2.041 -1.375 -1.132 N21 4UN 25 4UN C19 C19 C 0 1 N N N -6.416 29.546 22.600 1.303 0.381 1.366 C19 4UN 26 4UN C36 C36 C 0 1 Y N N -7.212 30.701 23.187 2.389 -0.630 1.629 C36 4UN 27 4UN C40 C40 C 0 1 Y N N -6.655 31.980 23.192 3.629 -0.213 2.076 C40 4UN 28 4UN C43 C43 C 0 1 Y N N -7.364 33.062 23.721 4.625 -1.141 2.317 C43 4UN 29 4UN C39 C39 C 0 1 Y N N -8.642 32.910 24.255 4.381 -2.486 2.112 C39 4UN 30 4UN C42 C42 C 0 1 Y N N -9.193 31.619 24.251 3.141 -2.903 1.665 C42 4UN 31 4UN C41 C41 C 0 1 Y N N -8.493 30.527 23.732 2.143 -1.976 1.428 C41 4UN 32 4UN H15 H15 H 0 1 N N N 1.854 29.407 17.945 -6.643 -0.438 -1.712 H15 4UN 33 4UN HN8 HN8 H 0 1 N N N -0.242 29.844 20.572 -4.813 -0.879 1.888 HN8 4UN 34 4UN H5 H5 H 0 1 N N N -1.517 28.388 21.902 -3.009 0.830 2.740 H5 4UN 35 4UN H2 H2 H 0 1 N N N -3.840 27.736 22.342 -0.831 1.781 2.102 H2 4UN 36 4UN H3 H3 H 0 1 N N N -4.903 29.064 18.432 -1.537 0.699 -1.963 H3 4UN 37 4UN H1 H1 H 0 1 N N N -2.589 29.758 18.011 -3.714 -0.261 -1.335 H1 4UN 38 4UN H491 1H49 H 0 0 N N N -6.027 27.167 21.383 0.472 2.775 0.234 H491 4UN 39 4UN H492 2H49 H 0 0 N N N -6.435 27.656 19.671 0.274 2.134 -1.414 H492 4UN 40 4UN H281 1H28 H 0 0 N N N -12.111 27.068 22.456 6.777 2.537 -0.926 H281 4UN 41 4UN H282 2H28 H 0 0 N N N -10.731 26.027 22.946 6.686 1.199 0.244 H282 4UN 42 4UN H283 3H28 H 0 0 N N N -11.421 25.884 21.294 6.518 0.871 -1.498 H283 4UN 43 4UN H241 1H24 H 0 0 N N N -7.999 31.366 16.480 1.371 -3.882 -3.283 H241 4UN 44 4UN H242 2H24 H 0 0 N N N -6.242 31.489 16.126 3.027 -3.309 -2.974 H242 4UN 45 4UN H243 3H24 H 0 0 N N N -7.121 32.896 16.814 2.130 -4.167 -1.699 H243 4UN 46 4UN H191 1H19 H 0 0 N N N -5.372 29.884 22.519 1.433 1.235 2.031 H191 4UN 47 4UN H192 2H19 H 0 0 N N N -6.537 28.677 23.264 0.330 -0.075 1.546 H192 4UN 48 4UN H40 H40 H 0 1 N N N -5.667 32.135 22.784 3.819 0.838 2.237 H40 4UN 49 4UN H43 H43 H 0 1 N N N -6.909 34.042 23.716 5.593 -0.815 2.666 H43 4UN 50 4UN H39 H39 H 0 1 N N N -9.187 33.752 24.656 5.159 -3.211 2.299 H39 4UN 51 4UN H42 H42 H 0 1 N N N -10.181 31.466 24.659 2.950 -3.954 1.504 H42 4UN 52 4UN H41 H41 H 0 1 N N N -8.940 29.544 23.750 1.175 -2.302 1.080 H41 4UN 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 4UN O16 S13 DOUB N N 1 4UN S13 O14 DOUB N N 2 4UN S13 O15 SING N N 3 4UN S13 N8 SING N N 4 4UN O15 H15 SING N N 5 4UN N8 C4 SING N N 6 4UN N8 HN8 SING N N 7 4UN C4 C5 DOUB Y N 8 4UN C4 C1 SING Y N 9 4UN C5 C2 SING Y N 10 4UN C5 H5 SING N N 11 4UN C2 C6 DOUB Y N 12 4UN C2 H2 SING N N 13 4UN C6 C3 SING Y N 14 4UN C6 C49 SING N N 15 4UN C3 C1 DOUB Y N 16 4UN C3 H3 SING N N 17 4UN C1 H1 SING N N 18 4UN C49 C10 SING N N 19 4UN C49 H491 SING N N 20 4UN C49 H492 SING N N 21 4UN C10 C17 SING N N 22 4UN C10 C18 SING N N 23 4UN C10 C19 SING N N 24 4UN C17 N22 DOUB Y N 25 4UN C17 N23 SING Y N 26 4UN N22 O29 SING Y N 27 4UN O29 C27 SING Y N 28 4UN C27 C28 SING N N 29 4UN C27 N23 DOUB Y N 30 4UN C28 H281 SING N N 31 4UN C28 H282 SING N N 32 4UN C28 H283 SING N N 33 4UN C18 N20 DOUB Y N 34 4UN C18 N21 SING Y N 35 4UN N20 O25 SING Y N 36 4UN O25 C26 SING Y N 37 4UN C26 C24 SING N N 38 4UN C26 N21 DOUB Y N 39 4UN C24 H241 SING N N 40 4UN C24 H242 SING N N 41 4UN C24 H243 SING N N 42 4UN C19 C36 SING N N 43 4UN C19 H191 SING N N 44 4UN C19 H192 SING N N 45 4UN C36 C40 DOUB Y N 46 4UN C36 C41 SING Y N 47 4UN C40 C43 SING Y N 48 4UN C40 H40 SING N N 49 4UN C43 C39 DOUB Y N 50 4UN C43 H43 SING N N 51 4UN C39 C42 SING Y N 52 4UN C39 H39 SING N N 53 4UN C42 C41 DOUB Y N 54 4UN C42 H42 SING N N 55 4UN C41 H41 SING N N 56 # 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 4UN SMILES ACDLabs 10.04 "O=S(=O)(O)Nc1ccc(cc1)CC(c2nc(on2)C)(c3nc(on3)C)Cc4ccccc4" 4UN SMILES_CANONICAL CACTVS 3.341 "Cc1onc(n1)C(Cc2ccccc2)(Cc3ccc(N[S](O)(=O)=O)cc3)c4noc(C)n4" 4UN SMILES CACTVS 3.341 "Cc1onc(n1)C(Cc2ccccc2)(Cc3ccc(N[S](O)(=O)=O)cc3)c4noc(C)n4" 4UN SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "Cc1nc(no1)C(Cc2ccccc2)(Cc3ccc(cc3)NS(=O)(=O)O)c4nc(on4)C" 4UN SMILES "OpenEye OEToolkits" 1.5.0 "Cc1nc(no1)C(Cc2ccccc2)(Cc3ccc(cc3)NS(=O)(=O)O)c4nc(on4)C" 4UN InChI InChI 1.03 "InChI=1S/C21H21N5O5S/c1-14-22-19(24-30-14)21(20-23-15(2)31-25-20,12-16-6-4-3-5-7-16)13-17-8-10-18(11-9-17)26-32(27,28)29/h3-11,26H,12-13H2,1-2H3,(H,27,28,29)" 4UN InChIKey InChI 1.03 SXDBFKLPNPUPRI-UHFFFAOYSA-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 4UN "SYSTEMATIC NAME" ACDLabs 10.04 "{4-[2,2-bis(5-methyl-1,2,4-oxadiazol-3-yl)-3-phenylpropyl]phenyl}sulfamic acid" 4UN "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[4-[2,2-bis(5-methyl-1,2,4-oxadiazol-3-yl)-3-phenyl-propyl]phenyl]sulfamic 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 4UN "Create component" 2006-05-16 RCSB 4UN "Modify descriptor" 2011-06-04 RCSB #