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 
# 
