data_8LV # _chem_comp.id 8LV _chem_comp.name "3-(5-{[(2R)-5-amino-2-cyclohexyl-7-oxo-2,3-dihydro-7H-[1,3,4]thiadiazolo[3,2-a]pyrimidin-6-yl]methyl}furan-2-yl)benzoic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C23 H24 N4 O4 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-02-15 _chem_comp.pdbx_modified_date 2017-07-14 _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 452.526 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 8LV _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 5URM _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 8LV C4 C1 C 0 1 Y N N 11.685 -9.326 37.225 5.634 -1.872 -0.275 C4 8LV 1 8LV C5 C2 C 0 1 Y N N 10.380 -9.751 37.140 6.684 -1.459 -1.098 C5 8LV 2 8LV C6 C3 C 0 1 Y N N 10.110 -11.076 36.890 6.758 -0.148 -1.524 C6 8LV 3 8LV C7 C4 C 0 1 Y N N 11.144 -11.967 36.728 5.794 0.764 -1.140 C7 8LV 4 8LV C8 C5 C 0 1 Y N N 12.455 -11.550 36.812 4.738 0.365 -0.318 C8 8LV 5 8LV C10 C6 C 0 1 Y N N 13.482 -12.553 36.626 3.708 1.343 0.092 C10 8LV 6 8LV C13 C7 C 0 1 Y N N 15.465 -13.480 36.783 1.929 2.213 1.039 C13 8LV 7 8LV C15 C8 C 0 1 N N N 17.923 -12.734 37.661 -0.526 2.059 0.972 C15 8LV 8 8LV C21 C9 C 0 1 N N R 21.732 -11.847 39.982 -3.906 -0.732 -0.913 C21 8LV 9 8LV C24 C10 C 0 1 N N N 19.062 -13.247 38.146 -1.065 0.813 0.925 C24 8LV 10 8LV C26 C11 C 0 1 N N N 23.231 -12.015 40.078 -5.178 -1.121 -0.156 C26 8LV 11 8LV C28 C12 C 0 1 N N N 24.941 -12.462 41.901 -7.611 -1.640 -0.388 C28 8LV 12 8LV O1 O1 O 0 1 N N N 11.021 -7.273 38.078 6.501 -4.159 -0.198 O1 8LV 13 8LV C2 C13 C 0 1 N N N 11.947 -7.901 37.490 5.557 -3.275 0.180 C2 8LV 14 8LV O3 O2 O 0 1 N N N 13.056 -7.445 37.090 4.643 -3.633 0.896 O3 8LV 15 8LV C9 C14 C 0 1 Y N N 12.722 -10.221 37.062 4.661 -0.955 0.121 C9 8LV 16 8LV C11 C15 C 0 1 Y N N 13.361 -13.806 36.074 3.667 2.655 -0.263 C11 8LV 17 8LV C12 C16 C 0 1 Y N N 14.639 -14.398 36.173 2.523 3.205 0.348 C12 8LV 18 8LV C14 C17 C 0 1 N N N 16.901 -13.677 37.108 0.665 2.342 1.850 C14 8LV 19 8LV C16 C18 C 0 1 N N N 17.734 -11.254 37.684 -1.092 3.082 0.185 C16 8LV 20 8LV O17 O3 O 0 1 N N N 16.693 -10.774 37.247 -0.628 4.213 0.207 O17 8LV 21 8LV N18 N1 N 0 1 N N N 18.767 -10.486 38.215 -2.147 2.791 -0.588 N18 8LV 22 8LV C19 C19 C 0 1 N N N 19.827 -11.088 38.655 -2.662 1.577 -0.625 C19 8LV 23 8LV S20 S1 S 0 1 N N N 21.210 -10.241 39.355 -4.040 0.965 -1.559 S20 8LV 24 8LV N22 N2 N 0 1 N N N 21.122 -12.863 39.129 -2.763 -0.665 0.001 N22 8LV 25 8LV N23 N3 N 0 1 N N N 20.031 -12.434 38.650 -2.160 0.549 0.111 N23 8LV 26 8LV N25 N4 N 0 1 N N N 19.244 -14.607 38.129 -0.522 -0.194 1.689 N25 8LV 27 8LV C27 C20 C 0 1 N N N 23.568 -11.936 41.553 -6.339 -1.251 -1.144 C27 8LV 28 8LV C29 C21 C 0 1 N N N 25.091 -13.875 41.404 -7.394 -2.978 0.321 C29 8LV 29 8LV C30 C22 C 0 1 N N N 24.964 -13.837 39.902 -6.232 -2.849 1.309 C30 8LV 30 8LV C31 C23 C 0 1 N N N 23.575 -13.380 39.522 -4.960 -2.459 0.553 C31 8LV 31 8LV O32 O4 O 0 1 Y N N 14.767 -12.335 37.057 2.645 1.088 0.878 O32 8LV 32 8LV H1 H1 H 0 1 N N N 9.571 -9.047 37.269 7.441 -2.167 -1.402 H1 8LV 33 8LV H2 H2 H 0 1 N N N 9.087 -11.416 36.821 7.572 0.166 -2.160 H2 8LV 34 8LV H3 H3 H 0 1 N N N 10.926 -13.007 36.532 5.855 1.788 -1.480 H3 8LV 35 8LV H4 H4 H 0 1 N N N 21.306 -11.920 40.994 -3.712 -1.436 -1.721 H4 8LV 36 8LV H5 H5 H 0 1 N N N 23.749 -11.223 39.517 -5.412 -0.353 0.581 H5 8LV 37 8LV H6 H6 H 0 1 N N N 25.072 -12.444 42.993 -7.845 -0.872 0.349 H6 8LV 38 8LV H7 H7 H 0 1 N N N 25.705 -11.827 41.429 -8.439 -1.732 -1.092 H7 8LV 39 8LV H8 H8 H 0 1 N N N 11.275 -6.364 38.189 6.408 -5.065 0.125 H8 8LV 40 8LV H9 H9 H 0 1 N N N 13.744 -9.880 37.130 3.846 -1.269 0.757 H9 8LV 41 8LV H10 H10 H 0 1 N N N 12.471 -14.247 35.651 4.375 3.174 -0.892 H10 8LV 42 8LV H11 H11 H 0 1 N N N 14.917 -15.385 35.834 2.186 4.229 0.276 H11 8LV 43 8LV H12 H12 H 0 1 N N N 16.896 -14.510 37.826 0.688 1.628 2.674 H12 8LV 44 8LV H13 H13 H 0 1 N N N 17.342 -14.015 36.158 0.590 3.354 2.249 H13 8LV 45 8LV H14 H14 H 0 1 N N N 20.945 -13.685 39.670 -2.089 -1.386 -0.209 H14 8LV 46 8LV H15 H15 H 0 1 N N N 20.136 -14.829 38.522 0.242 -0.014 2.258 H15 8LV 47 8LV H16 H16 H 0 1 N N N 18.524 -15.046 38.667 -0.904 -1.086 1.658 H16 8LV 48 8LV H17 H17 H 0 1 N N N 23.513 -10.882 41.864 -6.494 -0.297 -1.649 H17 8LV 49 8LV H18 H18 H 0 1 N N N 22.822 -12.522 42.110 -6.106 -2.019 -1.881 H18 8LV 50 8LV H19 H19 H 0 1 N N N 24.302 -14.511 41.833 -8.300 -3.255 0.860 H19 8LV 51 8LV H20 H20 H 0 1 N N N 26.077 -14.272 41.689 -7.160 -3.746 -0.416 H20 8LV 52 8LV H21 H21 H 0 1 N N N 25.143 -14.843 39.494 -6.466 -2.080 2.046 H21 8LV 53 8LV H22 H22 H 0 1 N N N 25.705 -13.137 39.490 -6.077 -3.802 1.814 H22 8LV 54 8LV H23 H23 H 0 1 N N N 23.507 -13.339 38.425 -4.727 -3.227 -0.184 H23 8LV 55 8LV H24 H24 H 0 1 N N N 22.848 -14.110 39.908 -4.133 -2.367 1.257 H24 8LV 56 # 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 8LV C11 C12 SING Y N 1 8LV C11 C10 DOUB Y N 2 8LV C12 C13 DOUB Y N 3 8LV C10 C8 SING N N 4 8LV C10 O32 SING Y N 5 8LV C7 C8 DOUB Y N 6 8LV C7 C6 SING Y N 7 8LV C13 O32 SING Y N 8 8LV C13 C14 SING N N 9 8LV C8 C9 SING Y N 10 8LV C6 C5 DOUB Y N 11 8LV C9 C4 DOUB Y N 12 8LV O3 C2 DOUB N N 13 8LV C14 C15 SING N N 14 8LV C5 C4 SING Y N 15 8LV C4 C2 SING N N 16 8LV O17 C16 DOUB N N 17 8LV C2 O1 SING N N 18 8LV C15 C16 SING N N 19 8LV C15 C24 DOUB N N 20 8LV C16 N18 SING N N 21 8LV N25 C24 SING N N 22 8LV C24 N23 SING N N 23 8LV N18 C19 DOUB N N 24 8LV N23 C19 SING N N 25 8LV N23 N22 SING N N 26 8LV C19 S20 SING N N 27 8LV N22 C21 SING N N 28 8LV S20 C21 SING N N 29 8LV C31 C30 SING N N 30 8LV C31 C26 SING N N 31 8LV C30 C29 SING N N 32 8LV C21 C26 SING N N 33 8LV C26 C27 SING N N 34 8LV C29 C28 SING N N 35 8LV C27 C28 SING N N 36 8LV C5 H1 SING N N 37 8LV C6 H2 SING N N 38 8LV C7 H3 SING N N 39 8LV C21 H4 SING N N 40 8LV C26 H5 SING N N 41 8LV C28 H6 SING N N 42 8LV C28 H7 SING N N 43 8LV O1 H8 SING N N 44 8LV C9 H9 SING N N 45 8LV C11 H10 SING N N 46 8LV C12 H11 SING N N 47 8LV C14 H12 SING N N 48 8LV C14 H13 SING N N 49 8LV N22 H14 SING N N 50 8LV N25 H15 SING N N 51 8LV N25 H16 SING N N 52 8LV C27 H17 SING N N 53 8LV C27 H18 SING N N 54 8LV C29 H19 SING N N 55 8LV C29 H20 SING N N 56 8LV C30 H21 SING N N 57 8LV C30 H22 SING N N 58 8LV C31 H23 SING N N 59 8LV C31 H24 SING N N 60 # 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 8LV SMILES ACDLabs 12.01 "c1(C(O)=O)cccc(c1)c5oc(CC=3C(N=C4SC(C2CCCCC2)NN4C=3N)=O)cc5" 8LV InChI InChI 1.03 "InChI=1S/C23H24N4O4S/c24-19-17(12-16-9-10-18(31-16)14-7-4-8-15(11-14)22(29)30)20(28)25-23-27(19)26-21(32-23)13-5-2-1-3-6-13/h4,7-11,13,21,26H,1-3,5-6,12,24H2,(H,29,30)/t21-/m1/s1" 8LV InChIKey InChI 1.03 HSMUYTKNVZBPLA-OAQYLSRUSA-N 8LV SMILES_CANONICAL CACTVS 3.385 "NC1=C(Cc2oc(cc2)c3cccc(c3)C(O)=O)C(=O)N=C4S[C@@H](NN14)C5CCCCC5" 8LV SMILES CACTVS 3.385 "NC1=C(Cc2oc(cc2)c3cccc(c3)C(O)=O)C(=O)N=C4S[CH](NN14)C5CCCCC5" 8LV SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "c1cc(cc(c1)C(=O)O)c2ccc(o2)CC3=C(N4C(=NC3=O)S[C@@H](N4)C5CCCCC5)N" 8LV SMILES "OpenEye OEToolkits" 2.0.6 "c1cc(cc(c1)C(=O)O)c2ccc(o2)CC3=C(N4C(=NC3=O)SC(N4)C5CCCCC5)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 8LV "SYSTEMATIC NAME" ACDLabs 12.01 "3-(5-{[(2R)-5-amino-2-cyclohexyl-7-oxo-2,3-dihydro-7H-[1,3,4]thiadiazolo[3,2-a]pyrimidin-6-yl]methyl}furan-2-yl)benzoic acid" 8LV "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "3-[5-[[(2~{R})-5-azanyl-2-cyclohexyl-7-oxidanylidene-2,3-dihydro-[1,3,4]thiadiazolo[3,2-a]pyrimidin-6-yl]methyl]furan-2-yl]benzoic 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 8LV "Create component" 2017-02-15 RCSB 8LV "Initial release" 2017-07-19 RCSB #