data_F21
# 
_chem_comp.id                                    F21 
_chem_comp.name                                  (3R)-3-(FLUOROMETHYL)-7-(THIOMORPHOLIN-4-YLSULFONYL)-1,2,3,4-TETRAHYDROISOQUINOLINE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C14 H19 F N2 O2 S2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "3-FLUOROMETHYL 7-THIOMORPHOLINOSULFONAMIDE 1,2,3,4-TETRAHYDROISOQUINOLINE" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2006-03-03 
_chem_comp.pdbx_modified_date                    2008-10-14 
_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                        330.441 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     F21 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        ? 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        2G72 
_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 
F21 C12  C12  C 0 1 N N N 25.419 45.108 12.805 2.800  1.495  0.185  C12  F21 1  
F21 C13  C13  C 0 1 N N N 24.724 45.490 11.493 4.277  1.809  0.432  C13  F21 2  
F21 S2   S2   S 0 1 N N N 25.994 46.079 10.316 5.244  1.314  -1.023 S2   F21 3  
F21 C15  C15  C 0 1 N N N 27.325 44.826 10.397 4.792  -0.442 -1.108 C15  F21 4  
F21 C14  C14  C 0 1 N N N 27.621 44.547 11.875 3.276  -0.567 -1.222 C14  F21 5  
F21 N1   N1   N 0 1 N N N 26.392 44.043 12.511 2.638  0.061  -0.063 N1   F21 6  
F21 S1   S1   S 0 1 N N N 26.733 43.138 13.822 1.734  -0.857 0.977  S1   F21 7  
F21 O2   O2   O 0 1 N N N 25.519 42.496 14.216 2.187  -2.193 0.806  O2   F21 8  
F21 O1   O1   O 0 1 N N N 27.717 42.084 13.409 1.719  -0.145 2.207  O1   F21 9  
F21 C7   C7   C 0 1 Y N N 27.421 43.945 15.213 0.073  -0.836 0.390  C7   F21 10 
F21 C8   C8   C 0 1 Y N N 27.766 43.162 16.312 -0.800 0.141  0.824  C8   F21 11 
F21 C9   C9   C 0 1 Y N N 28.351 43.729 17.441 -2.109 0.163  0.367  C9   F21 12 
F21 C1   C1   C 0 1 N N N 28.598 42.865 18.684 -3.034 1.241  0.864  C1   F21 13 
F21 N2   N2   N 0 1 N N N 29.423 43.541 19.701 -4.170 1.414  -0.043 N2   F21 14 
F21 C3   C3   C 0 1 N N R 29.020 44.941 19.903 -4.819 0.101  -0.163 C3   F21 15 
F21 C11  C11  C 0 1 N N N 29.794 45.577 21.060 -6.200 0.268  -0.800 C11  F21 16 
F21 F1   F1   F 0 1 N N N 29.153 45.288 22.254 -6.988 1.098  0.005  F1   F21 17 
F21 C4   C4   C 0 1 N N N 29.300 45.755 18.639 -3.952 -0.800 -1.045 C4   F21 18 
F21 C10  C10  C 0 1 Y N N 28.599 45.100 17.448 -2.536 -0.797 -0.527 C10  F21 19 
F21 C5   C5   C 0 1 Y N N 28.249 45.887 16.354 -1.660 -1.778 -0.962 C5   F21 20 
F21 C6   C6   C 0 1 Y N N 27.657 45.315 15.233 -0.357 -1.798 -0.504 C6   F21 21 
F21 H121 1H12 H 0 0 N N N 24.680 44.757 13.540 2.449  2.055  -0.682 H121 F21 22 
F21 H122 2H12 H 0 0 N N N 25.936 45.983 13.225 2.217  1.780  1.061  H122 F21 23 
F21 H131 1H13 H 0 0 N N N 23.983 46.282 11.676 4.399  2.878  0.603  H131 F21 24 
F21 H132 2H13 H 0 0 N N N 24.207 44.613 11.076 4.626  1.257  1.305  H132 F21 25 
F21 H151 1H15 H 0 0 N N N 28.228 45.195 9.889  5.263  -0.897 -1.980 H151 F21 26 
F21 H152 2H15 H 0 0 N N N 27.002 43.901 9.897  5.131  -0.949 -0.205 H152 F21 27 
F21 H141 1H14 H 0 0 N N N 27.951 45.470 12.373 3.000  -1.620 -1.262 H141 F21 28 
F21 H142 2H14 H 0 0 N N N 28.419 43.795 11.959 2.938  -0.068 -2.130 H142 F21 29 
F21 H8   H8   H 0 1 N N N 27.577 42.099 16.288 -0.463 0.892  1.523  H8   F21 30 
F21 H11  1H1  H 0 1 N N N 29.143 41.967 18.359 -3.405 0.969  1.852  H11  F21 31 
F21 H12  2H1  H 0 1 N N N 27.625 42.622 19.135 -2.485 2.180  0.935  H12  F21 32 
F21 HN2  HN2  H 0 1 N N N 29.323 43.053 20.568 -4.824 2.024  0.425  HN2  F21 33 
F21 H3   H3   H 0 1 N N N 27.945 44.945 20.135 -4.924 -0.347 0.825  H3   F21 34 
F21 H111 1H11 H 0 0 N N N 29.837 46.667 20.919 -6.677 -0.708 -0.893 H111 F21 35 
F21 H112 2H11 H 0 0 N N N 30.817 45.172 21.084 -6.092 0.716  -1.788 H112 F21 36 
F21 H41  1H4  H 0 1 N N N 30.384 45.787 18.455 -4.345 -1.816 -1.023 H41  F21 37 
F21 H42  2H4  H 0 1 N N N 28.921 46.779 18.770 -3.965 -0.427 -2.069 H42  F21 38 
F21 H5   H5   H 0 1 N N N 28.439 46.950 16.376 -1.997 -2.529 -1.661 H5   F21 39 
F21 H6   H6   H 0 1 N N N 27.384 45.928 14.387 0.324  -2.565 -0.844 H6   F21 40 
# 
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 
F21 C12 C13  SING N N 1  
F21 C12 N1   SING N N 2  
F21 C12 H121 SING N N 3  
F21 C12 H122 SING N N 4  
F21 C13 S2   SING N N 5  
F21 C13 H131 SING N N 6  
F21 C13 H132 SING N N 7  
F21 S2  C15  SING N N 8  
F21 C15 C14  SING N N 9  
F21 C15 H151 SING N N 10 
F21 C15 H152 SING N N 11 
F21 C14 N1   SING N N 12 
F21 C14 H141 SING N N 13 
F21 C14 H142 SING N N 14 
F21 N1  S1   SING N N 15 
F21 S1  O2   DOUB N N 16 
F21 S1  O1   DOUB N N 17 
F21 S1  C7   SING N N 18 
F21 C7  C8   SING Y N 19 
F21 C7  C6   DOUB Y N 20 
F21 C8  C9   DOUB Y N 21 
F21 C8  H8   SING N N 22 
F21 C9  C1   SING N N 23 
F21 C9  C10  SING Y N 24 
F21 C1  N2   SING N N 25 
F21 C1  H11  SING N N 26 
F21 C1  H12  SING N N 27 
F21 N2  C3   SING N N 28 
F21 N2  HN2  SING N N 29 
F21 C3  C11  SING N N 30 
F21 C3  C4   SING N N 31 
F21 C3  H3   SING N N 32 
F21 C11 F1   SING N N 33 
F21 C11 H111 SING N N 34 
F21 C11 H112 SING N N 35 
F21 C4  C10  SING N N 36 
F21 C4  H41  SING N N 37 
F21 C4  H42  SING N N 38 
F21 C10 C5   DOUB Y N 39 
F21 C5  C6   SING Y N 40 
F21 C5  H5   SING N N 41 
F21 C6  H6   SING N N 42 
# 
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 
F21 SMILES           ACDLabs              10.04 O=S(=O)(N1CCSCC1)c2ccc3c(c2)CNC(CF)C3                                                                                     
F21 InChI            InChI                1.02b InChI=1/C14H19FN2O2S2/c15-9-13-7-11-1-2-14(8-12(11)10-16-13)21(18,19)17-3-5-20-6-4-17/h1-2,8,13,16H,3-7,9-10H2/t13-/m1/s1 
F21 InChIKey         InChI                1.02b SBUKSNPHYWXCDG-CYBMUJFWBF                                                                                                 
F21 SMILES_CANONICAL CACTVS               3.341 FC[C@H]1Cc2ccc(cc2CN1)[S](=O)(=O)N3CCSCC3                                                                                 
F21 SMILES           CACTVS               3.341 FC[CH]1Cc2ccc(cc2CN1)[S](=O)(=O)N3CCSCC3                                                                                  
F21 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1cc2c(cc1S(=O)(=O)N3CCSCC3)CN[C@H](C2)CF                                                                                 
F21 SMILES           "OpenEye OEToolkits" 1.5.0 c1cc2c(cc1S(=O)(=O)N3CCSCC3)CNC(C2)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 
F21 "SYSTEMATIC NAME" ACDLabs              10.04 (3R)-3-(fluoromethyl)-7-(thiomorpholin-4-ylsulfonyl)-1,2,3,4-tetrahydroisoquinoline 
F21 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (3R)-3-(fluoromethyl)-7-thiomorpholin-4-ylsulfonyl-1,2,3,4-tetrahydroisoquinoline   
# 
