data_3VP
# 
_chem_comp.id                                    3VP 
_chem_comp.name                                  "(4aR,6R,8aS)-8a-(2,4-difluorophenyl)-6-(fluoromethyl)-4,4a,5,6,8,8a-hexahydropyrano[3,4-d][1,3]thiazin-2-amine" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C14 H15 F3 N2 O S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2014-11-17 
_chem_comp.pdbx_modified_date                    2015-02-27 
_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                        316.342 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     3VP 
_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        4WY6 
_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 
3VP C4  C1  C 0 1 Y N N 20.431 -38.625 8.912  1.897  1.361  0.344  C4  3VP 1  
3VP N2  N1  N 0 1 N N N 15.475 -40.133 6.302  -0.883 -3.353 -1.483 N2  3VP 2  
3VP C7  C2  C 0 1 N N S 17.884 -38.713 8.700  -0.128 0.061  -0.351 C7  3VP 3  
3VP C6  C3  C 0 1 Y N N 21.879 -39.220 7.107  4.109  0.576  -0.139 C6  3VP 4  
3VP C9  C4  C 0 1 N N R 16.304 -37.811 10.937 -2.719 1.201  0.202  C9  3VP 5  
3VP C13 C5  C 0 1 N N N 16.340 -40.022 7.370  -0.714 -2.316 -0.595 C13 3VP 6  
3VP C8  C6  C 0 1 N N N 17.686 -37.226 9.133  -0.716 1.249  -1.118 C8  3VP 7  
3VP C1  C7  C 0 1 Y N N 20.769 -39.530 6.315  3.576  -0.543 -0.758 C1  3VP 8  
3VP C2  C8  C 0 1 Y N N 19.496 -39.356 6.843  2.206  -0.708 -0.826 C2  3VP 9  
3VP C3  C9  C 0 1 Y N N 19.286 -38.911 8.151  1.366  0.242  -0.276 C3  3VP 10 
3VP C5  C10 C 0 1 Y N N 21.733 -38.760 8.414  3.270  1.528  0.412  C5  3VP 11 
3VP F1  F1  F 0 1 N N N 23.098 -39.369 6.612  5.449  0.736  -0.072 F1  3VP 12 
3VP F2  F2  F 0 1 N N N 20.334 -38.213 10.170 1.076  2.292  0.876  F2  3VP 13 
3VP O1  O1  O 0 1 N N N 16.456 -37.038 9.773  -2.143 1.160  -1.105 O1  3VP 14 
3VP C10 C11 C 0 1 N N N 16.320 -39.303 10.588 -2.210 0.012  1.021  C10 3VP 15 
3VP C11 C12 C 0 1 N N R 17.651 -39.642 9.915  -0.680 0.056  1.070  C11 3VP 16 
3VP C12 C13 C 0 1 N N N 17.727 -41.103 9.509  -0.159 -1.175 1.819  C12 3VP 17 
3VP S1  S1  S 0 1 N N N 16.547 -41.581 8.213  -0.958 -2.642 1.116  S1  3VP 18 
3VP N1  N2  N 0 1 N N N 16.883 -38.874 7.640  -0.400 -1.172 -1.055 N1  3VP 19 
3VP C14 C14 C 0 1 N N N 14.908 -37.409 11.485 -4.243 1.129  0.090  C14 3VP 20 
3VP F3  F3  F 0 1 N N N 14.944 -36.141 11.944 -4.718 2.273  -0.560 F3  3VP 21 
3VP H12 H1  H 0 1 N N N 15.054 -41.015 6.089  -1.130 -4.233 -1.159 H12 3VP 22 
3VP H13 H2  H 0 1 N N N 15.269 -39.332 5.740  -0.755 -3.204 -2.433 H13 3VP 23 
3VP H1  H3  H 0 1 N N N 17.079 -37.588 11.686 -2.435 2.131  0.695  H1  3VP 24 
3VP H6  H4  H 0 1 N N N 18.495 -36.944 9.823  -0.405 2.180  -0.642 H6  3VP 25 
3VP H7  H5  H 0 1 N N N 17.726 -36.585 8.240  -0.360 1.230  -2.148 H7  3VP 26 
3VP H3  H6  H 0 1 N N N 20.899 -39.899 5.308  4.231  -1.286 -1.188 H3  3VP 27 
3VP H4  H7  H 0 1 N N N 18.639 -39.572 6.222  1.791  -1.580 -1.308 H4  3VP 28 
3VP H5  H8  H 0 1 N N N 22.592 -38.516 9.021  3.685  2.400  0.895  H5  3VP 29 
3VP H8  H9  H 0 1 N N N 16.209 -39.898 11.507 -2.609 0.070  2.034  H8  3VP 30 
3VP H9  H10 H 0 1 N N N 15.491 -39.530 9.902  -2.533 -0.918 0.554  H9  3VP 31 
3VP H2  H11 H 0 1 N N N 18.455 -39.449 10.641 -0.359 0.960  1.588  H2  3VP 32 
3VP H10 H12 H 0 1 N N N 18.744 -41.306 9.141  0.922  -1.250 1.697  H10 3VP 33 
3VP H11 H13 H 0 1 N N N 17.529 -41.719 10.399 -0.405 -1.093 2.878  H11 3VP 34 
3VP H14 H14 H 0 1 N N N 14.164 -37.484 10.678 -4.524 0.243  -0.481 H14 3VP 35 
3VP H15 H15 H 0 1 N N N 14.629 -38.086 12.306 -4.679 1.071  1.087  H15 3VP 36 
# 
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 
3VP C4  C3  DOUB Y N 1  
3VP C4  C5  SING Y N 2  
3VP C4  F2  SING N N 3  
3VP N2  C13 SING N N 4  
3VP C7  C8  SING N N 5  
3VP C7  C3  SING N N 6  
3VP C7  C11 SING N N 7  
3VP C7  N1  SING N N 8  
3VP C6  C1  SING Y N 9  
3VP C6  C5  DOUB Y N 10 
3VP C6  F1  SING N N 11 
3VP C9  O1  SING N N 12 
3VP C9  C10 SING N N 13 
3VP C9  C14 SING N N 14 
3VP C13 S1  SING N N 15 
3VP C13 N1  DOUB N N 16 
3VP C8  O1  SING N N 17 
3VP C1  C2  DOUB Y N 18 
3VP C2  C3  SING Y N 19 
3VP C10 C11 SING N N 20 
3VP C11 C12 SING N N 21 
3VP C12 S1  SING N N 22 
3VP C14 F3  SING N N 23 
3VP N2  H12 SING N N 24 
3VP N2  H13 SING N N 25 
3VP C9  H1  SING N N 26 
3VP C8  H6  SING N N 27 
3VP C8  H7  SING N N 28 
3VP C1  H3  SING N N 29 
3VP C2  H4  SING N N 30 
3VP C5  H5  SING N N 31 
3VP C10 H8  SING N N 32 
3VP C10 H9  SING N N 33 
3VP C11 H2  SING N N 34 
3VP C12 H10 SING N N 35 
3VP C12 H11 SING N N 36 
3VP C14 H14 SING N N 37 
3VP C14 H15 SING N N 38 
# 
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 
3VP SMILES           ACDLabs              12.01 "Fc1ccc(c(F)c1)C32N=C(SCC3CC(OC2)CF)N"                                                                                                   
3VP InChI            InChI                1.03  "InChI=1S/C14H15F3N2OS/c15-5-10-3-8-6-21-13(18)19-14(8,7-20-10)11-2-1-9(16)4-12(11)17/h1-2,4,8,10H,3,5-7H2,(H2,18,19)/t8-,10+,14-/m0/s1" 
3VP InChIKey         InChI                1.03  HUZWRILIHNBINL-HNXYLICVSA-N                                                                                                              
3VP SMILES_CANONICAL CACTVS               3.385 "NC1=N[C@]2(CO[C@@H](CF)C[C@H]2CS1)c3ccc(F)cc3F"                                                                                         
3VP SMILES           CACTVS               3.385 "NC1=N[C]2(CO[CH](CF)C[CH]2CS1)c3ccc(F)cc3F"                                                                                             
3VP SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "c1cc(c(cc1F)F)[C@]23CO[C@H](C[C@H]2CSC(=N3)N)CF"                                                                                        
3VP SMILES           "OpenEye OEToolkits" 1.9.2 "c1cc(c(cc1F)F)C23COC(CC2CSC(=N3)N)CF"                                                                                                   
# 
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 
3VP "SYSTEMATIC NAME" ACDLabs              12.01 "(4aR,6R,8aS)-8a-(2,4-difluorophenyl)-6-(fluoromethyl)-4,4a,5,6,8,8a-hexahydropyrano[3,4-d][1,3]thiazin-2-amine"          
3VP "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "(4aR,6R,8aS)-8a-[2,4-bis(fluoranyl)phenyl]-6-(fluoranylmethyl)-4a,5,6,8-tetrahydro-4H-pyrano[3,4-d][1,3]thiazin-2-amine" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
3VP "Create component" 2014-11-17 RCSB 
3VP "Initial release"  2015-03-04 RCSB 
# 
