data_GWH
# 
_chem_comp.id                                    GWH 
_chem_comp.name                                  "3-{(1R)-1-[2-(1,3-dihydro-2H-1,2,3-triazol-2-yl)-5-fluorophenyl]ethoxy}-5-[3-(methylsulfonyl)phenyl]pyridin-2-amine" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C22 H22 F N5 O3 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2014-01-17 
_chem_comp.pdbx_modified_date                    2014-05-23 
_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                        455.505 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     GWH 
_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        4CMT 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  EBI 
# 
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 
GWH C1   C1   C 0 1 Y N N 30.079 44.704 9.278  -0.789 -1.912 0.266  C1   GWH 1  
GWH C2   C2   C 0 1 Y N N 28.981 44.383 10.122 -0.349 -3.207 -0.017 C2   GWH 2  
GWH N3   N3   N 0 1 Y N N 27.897 45.219 10.255 0.936  -3.459 -0.209 N3   GWH 3  
GWH C4   C4   C 0 1 Y N N 27.878 46.394 9.555  1.848  -2.509 -0.143 C4   GWH 4  
GWH C5   C5   C 0 1 Y N N 28.905 46.828 8.686  1.488  -1.194 0.134  C5   GWH 5  
GWH C6   C6   C 0 1 Y N N 30.004 45.939 8.573  0.139  -0.887 0.343  C6   GWH 6  
GWH O7   O7   O 0 1 N N N 31.114 43.783 9.225  -2.112 -1.660 0.457  O7   GWH 7  
GWH N8   N8   N 0 1 N N N 28.980 43.183 10.852 -1.273 -4.245 -0.098 N8   GWH 8  
GWH C9   C9   C 0 1 N N R 32.305 43.977 8.400  -2.496 -0.293 0.614  C9   GWH 9  
GWH C10  C10  C 0 1 Y N N 33.262 45.035 8.983  -3.911 -0.110 0.131  C10  GWH 10 
GWH C11  C11  C 0 1 N N N 32.980 42.602 8.299  -2.407 0.095  2.091  C11  GWH 11 
GWH C12  C12  C 0 1 Y N N 33.788 46.153 8.235  -4.353 1.145  -0.269 C12  GWH 12 
GWH C13  C13  C 0 1 Y N N 34.669 47.100 8.849  -5.658 1.310  -0.714 C13  GWH 13 
GWH C14  C14  C 0 1 Y N N 35.037 46.950 10.209 -6.514 0.228  -0.758 C14  GWH 14 
GWH C15  C15  C 0 1 Y N N 34.528 45.860 10.949 -6.072 -1.023 -0.358 C15  GWH 15 
GWH C16  C16  C 0 1 Y N N 33.659 44.916 10.363 -4.770 -1.191 0.080  C16  GWH 16 
GWH F17  F17  F 0 1 N N N 34.873 45.716 12.233 -6.911 -2.080 -0.401 F17  GWH 17 
GWH N18  N18  N 0 1 N N N 33.474 46.385 6.869  -3.484 2.240  -0.223 N18  GWH 18 
GWH N19  N19  N 0 1 N N N 32.788 47.492 6.477  -2.147 2.271  -0.650 N19  GWH 19 
GWH C20  C20  C 0 1 N N N 32.715 47.317 5.155  -1.662 3.565  -0.419 C20  GWH 20 
GWH C21  C21  C 0 1 N N N 33.350 46.131 4.800  -2.619 4.302  0.114  C21  GWH 21 
GWH N22  N22  N 0 1 N N N 33.838 45.529 5.887  -3.779 3.527  0.253  N22  GWH 22 
GWH C23  C23  C 0 1 Y N N 28.847 48.114 7.951  2.521  -0.132 0.207  C23  GWH 23 
GWH C24  C24  C 0 1 Y N N 27.598 48.686 7.573  3.862  -0.445 -0.002 C24  GWH 24 
GWH C25  C25  C 0 1 Y N N 27.541 49.912 6.877  4.819  0.548  0.067  C25  GWH 25 
GWH C26  C26  C 0 1 Y N N 28.726 50.618 6.529  4.448  1.851  0.343  C26  GWH 26 
GWH C27  C27  C 0 1 Y N N 29.984 50.074 6.891  3.118  2.168  0.552  C27  GWH 27 
GWH C28  C28  C 0 1 Y N N 30.042 48.838 7.594  2.152  1.185  0.479  C28  GWH 28 
GWH S29  S29  S 0 1 N N N 25.960 50.561 6.455  6.516  0.154  -0.196 S29  GWH 29 
GWH C30  C30  C 0 1 N N N 26.071 51.133 4.782  6.757  0.360  -1.982 C30  GWH 30 
GWH O31  O31  O 0 1 N N N 25.006 49.467 6.462  7.224  1.155  0.521  O31  GWH 31 
GWH O32  O32  O 0 1 N N N 25.768 51.708 7.325  6.617  -1.217 0.165  O32  GWH 32 
GWH H4   H4   H 0 1 N N N 27.017 47.036 9.675  2.887  -2.755 -0.306 H4   GWH 33 
GWH H6   H6   H 0 1 N N N 30.822 46.211 7.922  -0.171 0.125  0.560  H6   GWH 34 
GWH HN8  HN8  H 0 1 N N N 28.138 43.119 11.388 -2.216 -4.066 0.042  HN8  GWH 35 
GWH HN8A HN8A H 0 0 N N N 29.032 42.409 10.221 -0.973 -5.146 -0.294 HN8A GWH 36 
GWH H9   H9   H 0 1 N N N 32.006 44.295 7.391  -1.828 0.341  0.031  H9   GWH 37 
GWH H11  H11  H 0 1 N N N 33.889 42.684 7.686  -1.383 -0.037 2.440  H11  GWH 38 
GWH H11A H11A H 0 0 N N N 33.248 42.250 9.306  -2.700 1.139  2.211  H11A GWH 39 
GWH H11B H11B H 0 0 N N N 32.286 41.887 7.833  -3.075 -0.539 2.674  H11B GWH 40 
GWH H13  H13  H 0 1 N N N 35.054 47.930 8.275  -6.003 2.285  -1.025 H13  GWH 41 
GWH H14  H14  H 0 1 N N N 35.701 47.663 10.676 -7.529 0.356  -1.104 H14  GWH 42 
GWH H16  H16  H 0 1 N N N 33.287 44.094 10.956 -4.425 -2.168 0.386  H16  GWH 43 
GWH HN19 HN19 H 0 0 N N N 31.878 47.522 6.891  -1.650 1.532  -1.034 HN19 GWH 44 
GWH H20  H20  H 0 1 N N N 32.235 47.995 4.465  -0.663 3.906  -0.643 H20  GWH 45 
GWH H21  H21  H 0 1 N N N 33.436 45.753 3.792  -2.525 5.340  0.395  H21  GWH 46 
GWH HN22 HN22 H 0 0 N N N 34.832 45.436 5.836  -4.628 3.825  0.613  HN22 GWH 47 
GWH H24  H24  H 0 1 N N N 26.681 48.173 7.823  4.153  -1.462 -0.217 H24  GWH 48 
GWH H26  H26  H 0 1 N N N 28.668 51.556 5.996  5.200  2.625  0.396  H26  GWH 49 
GWH H27  H27  H 0 1 N N N 30.894 50.595 6.634  2.833  3.187  0.768  H27  GWH 50 
GWH H28  H28  H 0 1 N N N 31.005 48.432 7.867  1.113  1.434  0.637  H28  GWH 51 
GWH H30  H30  H 0 1 N N N 25.102 51.550 4.471  6.530  1.388  -2.263 H30  GWH 52 
GWH H30A H30A H 0 0 N N N 26.844 51.912 4.712  7.792  0.134  -2.238 H30A GWH 53 
GWH H30B H30B H 0 0 N N N 26.336 50.292 4.124  6.093  -0.318 -2.519 H30B GWH 54 
# 
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 
GWH C1  C2   DOUB Y N 1  
GWH C1  C6   SING Y N 2  
GWH C1  O7   SING N N 3  
GWH C2  N3   SING Y N 4  
GWH C2  N8   SING N N 5  
GWH N3  C4   DOUB Y N 6  
GWH C4  C5   SING Y N 7  
GWH C5  C6   DOUB Y N 8  
GWH C5  C23  SING N N 9  
GWH O7  C9   SING N N 10 
GWH C9  C10  SING N N 11 
GWH C9  C11  SING N N 12 
GWH C10 C12  DOUB Y N 13 
GWH C10 C16  SING Y N 14 
GWH C12 C13  SING Y N 15 
GWH C12 N18  SING N N 16 
GWH C13 C14  DOUB Y N 17 
GWH C14 C15  SING Y N 18 
GWH C15 C16  DOUB Y N 19 
GWH C15 F17  SING N N 20 
GWH N18 N19  SING N N 21 
GWH N18 N22  SING N N 22 
GWH N19 C20  SING N N 23 
GWH C20 C21  DOUB N N 24 
GWH C21 N22  SING N N 25 
GWH C23 C24  DOUB Y N 26 
GWH C23 C28  SING Y N 27 
GWH C24 C25  SING Y N 28 
GWH C25 C26  DOUB Y N 29 
GWH C25 S29  SING N N 30 
GWH C26 C27  SING Y N 31 
GWH C27 C28  DOUB Y N 32 
GWH S29 C30  SING N N 33 
GWH S29 O31  DOUB N N 34 
GWH S29 O32  DOUB N N 35 
GWH C4  H4   SING N N 36 
GWH C6  H6   SING N N 37 
GWH N8  HN8  SING N N 38 
GWH N8  HN8A SING N N 39 
GWH C9  H9   SING N N 40 
GWH C11 H11  SING N N 41 
GWH C11 H11A SING N N 42 
GWH C11 H11B SING N N 43 
GWH C13 H13  SING N N 44 
GWH C14 H14  SING N N 45 
GWH C16 H16  SING N N 46 
GWH N19 HN19 SING N N 47 
GWH C20 H20  SING N N 48 
GWH C21 H21  SING N N 49 
GWH N22 HN22 SING N N 50 
GWH C24 H24  SING N N 51 
GWH C26 H26  SING N N 52 
GWH C27 H27  SING N N 53 
GWH C28 H28  SING N N 54 
GWH C30 H30  SING N N 55 
GWH C30 H30A SING N N 56 
GWH C30 H30B SING N N 57 
# 
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 
GWH SMILES           ACDLabs              12.01 "O=S(=O)(c1cccc(c1)c4cc(OC(c2cc(F)ccc2N3NC=CN3)C)c(nc4)N)C"                                                                                                          
GWH InChI            InChI                1.03  "InChI=1S/C22H22FN5O3S/c1-14(19-12-17(23)6-7-20(19)28-26-8-9-27-28)31-21-11-16(13-25-22(21)24)15-4-3-5-18(10-15)32(2,29)30/h3-14,26-27H,1-2H3,(H2,24,25)/t14-/m1/s1" 
GWH InChIKey         InChI                1.03  CNOPXBIRDNNWIV-CQSZACIVSA-N                                                                                                                                          
GWH SMILES_CANONICAL CACTVS               3.385 "C[C@@H](Oc1cc(cnc1N)c2cccc(c2)[S](C)(=O)=O)c3cc(F)ccc3N4NC=CN4"                                                                                                     
GWH SMILES           CACTVS               3.385 "C[CH](Oc1cc(cnc1N)c2cccc(c2)[S](C)(=O)=O)c3cc(F)ccc3N4NC=CN4"                                                                                                       
GWH SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "C[C@H](c1cc(ccc1N2NC=CN2)F)Oc3cc(cnc3N)c4cccc(c4)S(=O)(=O)C"                                                                                                        
GWH SMILES           "OpenEye OEToolkits" 1.7.6 "CC(c1cc(ccc1N2NC=CN2)F)Oc3cc(cnc3N)c4cccc(c4)S(=O)(=O)C"                                                                                                            
# 
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 
GWH "SYSTEMATIC NAME" ACDLabs              12.01 "3-{(1R)-1-[2-(1,3-dihydro-2H-1,2,3-triazol-2-yl)-5-fluorophenyl]ethoxy}-5-[3-(methylsulfonyl)phenyl]pyridin-2-amine" 
GWH "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "3-[(1R)-1-[2-(1,3-dihydro-1,2,3-triazol-2-yl)-5-fluoranyl-phenyl]ethoxy]-5-(3-methylsulfonylphenyl)pyridin-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 
GWH "Create component" 2014-01-17 EBI  
GWH "Initial release"  2014-05-28 RCSB 
# 
