data_66J
# 
_chem_comp.id                                    66J 
_chem_comp.name                                  "(3E,5S)-5-{3-chloro-5-[5-(prop-1-yn-1-yl)pyridin-3-yl]thiophen-2-yl}-2,5-dimethyl-1,2,4-thiadiazinan-3-imine 1,1-dioxide" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C17 H17 Cl N4 O2 S2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2016-02-03 
_chem_comp.pdbx_modified_date                    2016-11-04 
_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                        408.925 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     66J 
_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        5HTZ 
_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 
66J C1   C1  C  0 1 Y N N 26.416 10.778 19.825 3.284  -0.840 -0.023 C1   66J 1  
66J C11  C2  C  0 1 N N N 22.227 9.898  23.770 -3.958 1.124  -0.885 C11  66J 2  
66J C14  C3  C  0 1 N N N 20.422 9.537  20.559 -2.459 0.889  1.694  C14  66J 3  
66J C17  C4  C  0 1 N N N 23.259 11.886 24.990 -5.769 -0.273 -1.872 C17  66J 4  
66J C21  C5  C  0 1 Y N N 24.099 11.714 19.215 1.602  1.013  0.186  C21  66J 5  
66J C20  C6  C  0 1 Y N N 24.977 10.901 19.903 1.914  -0.295 0.096  C20  66J 6  
66J C24  C7  C  0 1 N N N 29.218 9.531  21.884 6.825  0.280  -0.198 C24  66J 7  
66J C22  C8  C  0 1 Y N N 22.741 11.628 19.631 0.252  1.278  0.288  C22  66J 8  
66J C26  C9  C  0 1 N N N 30.538 8.347  23.864 8.979  1.815  -0.267 C26  66J 9  
66J C13  C10 C  0 1 N N S 21.343 10.348 21.452 -2.042 0.227  0.379  C13  66J 10 
66J C2   C11 C  0 1 Y N N 27.130 10.183 20.845 4.388  0.016  -0.048 C2   66J 11 
66J C4   C12 C  0 1 Y N N 29.148 10.741 19.748 5.777  -1.940 -0.244 C4   66J 12 
66J C6   C13 C  0 1 Y N N 27.154 11.329 18.793 3.493  -2.219 -0.105 C6   66J 13 
66J C7   C14 C  0 1 Y N N 22.574 10.743 20.686 -0.539 0.200  0.281  C7   66J 14 
66J C8   C15 C  0 1 N N N 20.542 11.534 21.952 -2.585 -1.208 0.333  C8   66J 15 
66J C3   C16 C  0 1 Y N N 28.505 10.142 20.811 5.659  -0.552 -0.161 C3   66J 16 
66J N5   N1  N  0 1 Y N N 28.494 11.333 18.732 4.710  -2.712 -0.211 N5   66J 17 
66J S9   S1  S  0 1 N N N 21.484 12.512 23.088 -4.408 -1.128 0.342  S9   66J 18 
66J N10  N2  N  0 1 N N N 22.366 11.310 23.960 -4.727 -0.031 -0.870 N10  66J 19 
66J N12  N3  N  0 1 N N N 21.571 9.507  22.623 -2.592 0.988  -0.748 N12  66J 20 
66J N15  N4  N  0 1 N N N 22.711 9.074  24.639 -4.507 2.297  -1.028 N15  66J 21 
66J O16  O1  O  0 1 N N N 20.556 13.142 24.011 -4.880 -0.508 1.530  O16  66J 22 
66J O18  O2  O  0 1 N N N 22.453 13.301 22.358 -4.968 -2.347 -0.127 O18  66J 23 
66J S19  S2  S  0 1 Y N N 24.096 10.052 21.101 0.440  -1.254 0.139  S19  66J 24 
66J CL23 CL1 CL 0 0 N N N 21.495 12.572 18.905 -0.374 2.892  0.416  CL23 66J 25 
66J C25  C17 C  0 1 N N N 29.799 9.005  22.794 7.780  0.961  -0.229 C25  66J 26 
66J H1   H1  H  0 1 N N N 19.522 9.250  21.123 -2.054 0.321  2.532  H1   66J 27 
66J H2   H2  H  0 1 N N N 20.131 10.142 19.688 -2.073 1.908  1.726  H2   66J 28 
66J H3   H3  H  0 1 N N N 20.946 8.631  20.218 -3.547 0.910  1.762  H3   66J 29 
66J H4   H4  H  0 1 N N N 23.170 12.982 24.982 -5.808 0.567  -2.565 H4   66J 30 
66J H5   H5  H  0 1 N N N 22.972 11.502 25.980 -5.541 -1.186 -2.420 H5   66J 31 
66J H6   H6  H  0 1 N N N 24.299 11.601 24.774 -6.733 -0.379 -1.374 H6   66J 32 
66J H7   H7  H  0 1 N N N 24.420 12.368 18.418 2.351  1.792  0.184  H7   66J 33 
66J H8   H8  H  0 1 N N N 30.058 8.565  24.830 8.682  2.861  -0.190 H8   66J 34 
66J H9   H9  H  0 1 N N N 30.541 7.260  23.693 9.633  1.561  0.567  H9   66J 35 
66J H10  H10 H  0 1 N N N 31.573 8.719  23.877 9.508  1.656  -1.206 H10  66J 36 
66J H11  H11 H  0 1 N N N 26.603 9.744  21.680 4.261  1.086  0.018  H11  66J 37 
66J H12  H12 H  0 1 N N N 30.228 10.735 19.730 6.756  -2.388 -0.333 H12  66J 38 
66J H13  H13 H  0 1 N N N 26.613 11.788 17.979 2.646  -2.889 -0.082 H13  66J 39 
66J H14  H14 H  0 1 N N N 20.254 12.159 21.094 -2.240 -1.702 -0.575 H14  66J 40 
66J H15  H15 H  0 1 N N N 19.637 11.167 22.459 -2.238 -1.760 1.207  H15  66J 41 
66J H16  H16 H  0 1 N N N 21.223 8.570  22.590 -1.995 1.395  -1.396 H16  66J 42 
66J H17  H17 H  0 1 N N N 23.158 9.549  25.397 -5.469 2.374  -1.127 H17  66J 43 
# 
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 
66J N5   C6  DOUB Y N 1  
66J N5   C4  SING Y N 2  
66J C6   C1  SING Y N 3  
66J CL23 C22 SING N N 4  
66J C21  C22 SING Y N 5  
66J C21  C20 DOUB Y N 6  
66J C22  C7  DOUB Y N 7  
66J C4   C3  DOUB Y N 8  
66J C1   C20 SING N N 9  
66J C1   C2  DOUB Y N 10 
66J C20  S19 SING Y N 11 
66J C14  C13 SING N N 12 
66J C7   S19 SING Y N 13 
66J C7   C13 SING N N 14 
66J C3   C2  SING Y N 15 
66J C3   C24 SING N N 16 
66J C13  C8  SING N N 17 
66J C13  N12 SING N N 18 
66J C24  C25 TRIP N N 19 
66J C8   S9  SING N N 20 
66J O18  S9  DOUB N N 21 
66J N12  C11 SING N N 22 
66J C25  C26 SING N N 23 
66J S9   N10 SING N N 24 
66J S9   O16 DOUB N N 25 
66J C11  N10 SING N N 26 
66J C11  N15 DOUB N N 27 
66J N10  C17 SING N N 28 
66J C14  H1  SING N N 29 
66J C14  H2  SING N N 30 
66J C14  H3  SING N N 31 
66J C17  H4  SING N N 32 
66J C17  H5  SING N N 33 
66J C17  H6  SING N N 34 
66J C21  H7  SING N N 35 
66J C26  H8  SING N N 36 
66J C26  H9  SING N N 37 
66J C26  H10 SING N N 38 
66J C2   H11 SING N N 39 
66J C4   H12 SING N N 40 
66J C6   H13 SING N N 41 
66J C8   H14 SING N N 42 
66J C8   H15 SING N N 43 
66J N12  H16 SING N N 44 
66J N15  H17 SING N N 45 
# 
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 
66J SMILES           ACDLabs              12.01 "c3(c2cc(c(C1(C)CS(N(\C(=N)N1)C)(=O)=O)s2)Cl)cc(C#CC)cnc3"                                                                                      
66J InChI            InChI                1.03  "InChI=1S/C17H17ClN4O2S2/c1-4-5-11-6-12(9-20-8-11)14-7-13(18)15(25-14)17(2)10-26(23,24)22(3)16(19)21-17/h6-9H,10H2,1-3H3,(H2,19,21)/t17-/m0/s1" 
66J InChIKey         InChI                1.03  VKVMIZCLMUKTTA-KRWDZBQOSA-N                                                                                                                     
66J SMILES_CANONICAL CACTVS               3.385 "CC#Cc1cncc(c1)c2sc(c(Cl)c2)[C@]3(C)C[S](=O)(=O)N(C)C(=N)N3"                                                                                    
66J SMILES           CACTVS               3.385 "CC#Cc1cncc(c1)c2sc(c(Cl)c2)[C]3(C)C[S](=O)(=O)N(C)C(=N)N3"                                                                                     
66J SMILES_CANONICAL "OpenEye OEToolkits" 2.0.4 "[H]/N=C/1\N[C@](CS(=O)(=O)N1C)(C)c2c(cc(s2)c3cc(cnc3)C#CC)Cl"                                                                                  
66J SMILES           "OpenEye OEToolkits" 2.0.4 "CC#Cc1cc(cnc1)c2cc(c(s2)C3(CS(=O)(=O)N(C(=N)N3)C)C)Cl"                                                                                         
# 
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 
66J "SYSTEMATIC NAME" ACDLabs              12.01 "(3E,5S)-5-{3-chloro-5-[5-(prop-1-yn-1-yl)pyridin-3-yl]thiophen-2-yl}-2,5-dimethyl-1,2,4-thiadiazinan-3-imine 1,1-dioxide"          
66J "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.4 "(5~{S})-5-[3-chloranyl-5-(5-prop-1-ynylpyridin-3-yl)thiophen-2-yl]-2,5-dimethyl-1,1-bis(oxidanylidene)-1,2,4-thiadiazinan-3-imine" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
66J "Create component" 2016-02-03 RCSB 
66J "Initial release"  2016-11-09 RCSB 
# 
