data_3YS
# 
_chem_comp.id                                    3YS 
_chem_comp.name                                  "N-{3-[(4aS,7aS)-2-amino-4a,5-dihydro-4H-furo[3,4-d][1,3]thiazin-7a(7H)-yl]-4-fluorophenyl}-5-fluoropyridine-2-carboxamide" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C18 H16 F2 N4 O2 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2014-12-10 
_chem_comp.pdbx_modified_date                    2014-12-19 
_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                        390.407 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     3YS 
_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        4X7I 
_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 
3YS O1  O1  O 0 1 N N N 27.495 56.089 85.020 -2.838 1.936  -0.909 O1  3YS 1  
3YS C7  C1  C 0 1 Y N N 23.681 55.045 86.730 0.495  0.364  0.487  C7  3YS 2  
3YS C6  C2  C 0 1 Y N N 22.389 55.335 86.288 1.733  0.959  0.333  C6  3YS 3  
3YS C1  C3  C 0 1 N N N 21.276 57.306 88.572 3.357  -0.857 -1.879 C1  3YS 4  
3YS N1  N1  N 0 1 N N N 22.426 53.919 90.520 2.549  -3.482 1.025  N1  3YS 5  
3YS C5  C4  C 0 1 N N S 21.243 55.103 87.268 2.985  0.127  0.434  C5  3YS 6  
3YS C4  C5  C 0 1 N N N 20.053 54.422 86.572 4.001  0.762  1.428  C4  3YS 7  
3YS C3  C6  C 0 1 N N N 19.138 55.992 88.008 5.239  -0.039 -0.403 C3  3YS 8  
3YS C2  C7  C 0 1 N N S 20.522 56.429 87.576 3.793  0.190  -0.870 C2  3YS 9  
3YS F1  F1  F 0 1 N N N 31.357 53.692 89.393 -7.805 -1.731 0.170  F1  3YS 10 
3YS C15 C8  C 0 1 Y N N 30.390 54.152 88.551 -6.643 -1.051 0.060  C15 3YS 11 
3YS C14 C9  C 0 1 Y N N 29.088 53.683 88.690 -5.522 -1.457 0.773  C14 3YS 12 
3YS N3  N2  N 0 1 Y N N 28.107 54.095 87.885 -4.386 -0.803 0.675  N3  3YS 13 
3YS C16 C10 C 0 1 Y N N 30.717 55.019 87.538 -6.554 0.058  -0.771 C16 3YS 14 
3YS C17 C11 C 0 1 Y N N 29.726 55.362 86.631 -5.342 0.723  -0.858 C17 3YS 15 
3YS C13 C12 C 0 1 Y N N 28.421 54.942 86.893 -4.263 0.265  -0.104 C13 3YS 16 
3YS C12 C13 C 0 1 N N N 27.293 55.376 86.005 -2.962 0.966  -0.187 C12 3YS 17 
3YS N2  N3  N 0 1 N N N 26.078 54.932 86.410 -1.913 0.529  0.539  N2  3YS 18 
3YS C8  C14 C 0 1 Y N N 24.793 55.268 85.922 -0.659 1.130  0.388  C8  3YS 19 
3YS C9  C15 C 0 1 Y N N 24.622 55.760 84.629 -0.566 2.493  0.140  C9  3YS 20 
3YS C10 C16 C 0 1 Y N N 23.355 56.057 84.168 0.673  3.085  -0.007 C10 3YS 21 
3YS C11 C17 C 0 1 Y N N 22.287 55.850 85.001 1.822  2.318  0.086  C11 3YS 22 
3YS F   F2  F 0 1 N N N 21.047 56.134 84.520 3.034  2.899  -0.058 F   3YS 23 
3YS N   N4  N 0 1 N N N 21.667 54.317 88.414 2.694  -1.210 0.893  N   3YS 24 
3YS O   O2  O 0 1 N N N 18.895 54.713 87.342 5.289  0.296  0.992  O   3YS 25 
3YS S   S1  S 0 1 N N N 21.877 56.437 90.041 3.701  -2.509 -1.219 S   3YS 26 
3YS C   C18 C 0 1 N N N 21.993 54.752 89.567 2.924  -2.343 0.352  C   3YS 27 
3YS H1  H1  H 0 1 N N N 23.821 54.639 87.721 0.426  -0.696 0.680  H1  3YS 28 
3YS H2  H2  H 0 1 N N N 22.142 57.745 88.055 2.289  -0.756 -2.068 H2  3YS 29 
3YS H3  H3  H 0 1 N N N 20.600 58.109 88.901 3.906  -0.715 -2.810 H3  3YS 30 
3YS H4  H4  H 0 1 N N N 22.498 52.939 90.333 2.120  -3.414 1.892  H4  3YS 31 
3YS H5  H5  H 0 1 N N N 22.678 54.276 91.419 2.714  -4.354 0.632  H5  3YS 32 
3YS H6  H6  H 0 1 N N N 19.937 54.817 85.552 3.954  1.850  1.374  H6  3YS 33 
3YS H7  H7  H 0 1 N N N 20.213 53.335 86.528 3.800  0.423  2.444  H7  3YS 34 
3YS H8  H8  H 0 1 N N N 18.388 56.734 87.697 5.515  -1.084 -0.544 H8  3YS 35 
3YS H9  H9  H 0 1 N N N 19.100 55.868 89.100 5.917  0.603  -0.966 H9  3YS 36 
3YS H10 H10 H 0 1 N N N 20.427 56.988 86.634 3.705  1.183  -1.310 H10 3YS 37 
3YS H11 H11 H 0 1 N N N 28.866 52.968 89.468 -5.584 -2.322 1.417  H11 3YS 38 
3YS H12 H12 H 0 1 N N N 31.715 55.421 87.450 -7.411 0.394  -1.336 H12 3YS 39 
3YS H13 H13 H 0 1 N N N 29.957 55.938 85.747 -5.239 1.592  -1.490 H13 3YS 40 
3YS H14 H14 H 0 1 N N N 26.092 54.272 87.161 -2.029 -0.203 1.165  H14 3YS 41 
3YS H15 H15 H 0 1 N N N 25.479 55.909 83.989 -1.463 3.091  0.063  H15 3YS 42 
3YS H16 H16 H 0 1 N N N 23.209 56.445 83.171 0.745  4.145  -0.200 H16 3YS 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 
3YS C10 C9  DOUB Y N 1  
3YS C10 C11 SING Y N 2  
3YS F   C11 SING N N 3  
3YS C9  C8  SING Y N 4  
3YS C11 C6  DOUB Y N 5  
3YS O1  C12 DOUB N N 6  
3YS C8  N2  SING N N 7  
3YS C8  C7  DOUB Y N 8  
3YS C12 N2  SING N N 9  
3YS C12 C13 SING N N 10 
3YS C6  C7  SING Y N 11 
3YS C6  C5  SING N N 12 
3YS C4  C5  SING N N 13 
3YS C4  O   SING N N 14 
3YS C17 C13 DOUB Y N 15 
3YS C17 C16 SING Y N 16 
3YS C13 N3  SING Y N 17 
3YS C5  C2  SING N N 18 
3YS C5  N   SING N N 19 
3YS O   C3  SING N N 20 
3YS C16 C15 DOUB Y N 21 
3YS C2  C3  SING N N 22 
3YS C2  C1  SING N N 23 
3YS N3  C14 DOUB Y N 24 
3YS N   C   DOUB N N 25 
3YS C15 C14 SING Y N 26 
3YS C15 F1  SING N N 27 
3YS C1  S   SING N N 28 
3YS C   S   SING N N 29 
3YS C   N1  SING N N 30 
3YS C7  H1  SING N N 31 
3YS C1  H2  SING N N 32 
3YS C1  H3  SING N N 33 
3YS N1  H4  SING N N 34 
3YS N1  H5  SING N N 35 
3YS C4  H6  SING N N 36 
3YS C4  H7  SING N N 37 
3YS C3  H8  SING N N 38 
3YS C3  H9  SING N N 39 
3YS C2  H10 SING N N 40 
3YS C14 H11 SING N N 41 
3YS C16 H12 SING N N 42 
3YS C17 H13 SING N N 43 
3YS N2  H14 SING N N 44 
3YS C9  H15 SING N N 45 
3YS C10 H16 SING N N 46 
# 
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 
3YS SMILES           ACDLabs              12.01 "Fc1ccc(nc1)C(=O)Nc2cc(c(F)cc2)C43N=C(SCC3COC4)N"                                                                                                               
3YS InChI            InChI                1.03  "InChI=1S/C18H16F2N4O2S/c19-11-1-4-15(22-6-11)16(25)23-12-2-3-14(20)13(5-12)18-9-26-7-10(18)8-27-17(21)24-18/h1-6,10H,7-9H2,(H2,21,24)(H,23,25)/t10-,18-/m0/s1" 
3YS InChIKey         InChI                1.03  NIDRNVHMMDAAIK-YPMLDQLKSA-N                                                                                                                                     
3YS SMILES_CANONICAL CACTVS               3.385 "NC1=N[C@]2(COC[C@H]2CS1)c3cc(NC(=O)c4ccc(F)cn4)ccc3F"                                                                                                          
3YS SMILES           CACTVS               3.385 "NC1=N[C]2(COC[CH]2CS1)c3cc(NC(=O)c4ccc(F)cn4)ccc3F"                                                                                                            
3YS SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "c1cc(c(cc1NC(=O)c2ccc(cn2)F)[C@]34COC[C@H]3CSC(=N4)N)F"                                                                                                        
3YS SMILES           "OpenEye OEToolkits" 1.9.2 "c1cc(c(cc1NC(=O)c2ccc(cn2)F)C34COCC3CSC(=N4)N)F"                                                                                                               
# 
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 
3YS "SYSTEMATIC NAME" ACDLabs              12.01 "N-{3-[(4aS,7aS)-2-amino-4a,5-dihydro-4H-furo[3,4-d][1,3]thiazin-7a(7H)-yl]-4-fluorophenyl}-5-fluoropyridine-2-carboxamide"         
3YS "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "N-[3-[(4aS,7aS)-2-azanyl-4,4a,5,7-tetrahydrofuro[3,4-d][1,3]thiazin-7a-yl]-4-fluoranyl-phenyl]-5-fluoranyl-pyridine-2-carboxamide" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
3YS "Create component" 2014-12-10 RCSB 
3YS "Initial release"  2014-12-24 RCSB 
# 
