data_R46
# 
_chem_comp.id                                    R46 
_chem_comp.name                                  N-{6-[4-(6-BROMO-1,2-BENZISOTHIAZOL-3-YL)PHENOXY]HEXYL}-N-METHYL-2-PROPEN-1-AMINE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C23 H27 Br 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                     2002-08-25 
_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                        459.442 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     R46 
_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        1H3B 
_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 
R46 C3A  C3A  C  0 1 N N N 63.535 67.564 58.050 3.027  -0.422 -12.265 C3A  R46 1  
R46 C2A  C2A  C  0 1 N N N 63.364 68.874 58.257 2.339  0.436  -11.555 C2A  R46 2  
R46 C1A  C1A  C  0 1 N N N 62.009 69.508 58.453 1.159  -0.030 -10.743 C1A  R46 3  
R46 N1   N1   N  0 1 N N S 62.040 70.638 59.422 1.391  0.269  -9.324  N1   R46 4  
R46 C1B  C1B  C  0 1 N N N 62.207 70.227 60.851 0.210  -0.208 -8.592  C1B  R46 5  
R46 C2B  C2B  C  0 1 N N N 62.205 71.357 61.913 0.386  0.073  -7.099  C2B  R46 6  
R46 C3B  C3B  C  0 1 N N N 63.478 71.325 62.816 -0.843 -0.424 -6.337  C3B  R46 7  
R46 C4B  C4B  C  0 1 N N N 63.648 70.007 63.646 -0.667 -0.141 -4.844  C4B  R46 8  
R46 C5B  C5B  C  0 1 N N N 62.351 69.592 64.422 -1.897 -0.640 -4.082  C5B  R46 9  
R46 C6B  C6B  C  0 1 N N N 62.486 69.714 65.962 -1.721 -0.357 -2.589  C6B  R46 10 
R46 O    O    O  0 1 N N N 63.709 69.092 66.398 -2.869 -0.822 -1.877  O    R46 11 
R46 C1C  C1C  C  0 1 Y N N 64.515 69.694 67.378 -2.657 -0.546 -0.564  C1C  R46 12 
R46 C2C  C2C  C  0 1 Y N N 65.161 70.913 67.051 -3.615 -0.888 0.379   C2C  R46 13 
R46 C3C  C3C  C  0 1 Y N N 65.990 71.569 68.004 -3.403 -0.609 1.712   C3C  R46 14 
R46 N2D  N2D  N  0 1 Y N N 66.990 73.130 70.406 -2.970 0.754  4.291   N2D  R46 15 
R46 C3D  C3D  C  0 1 Y N N 67.092 71.781 70.266 -1.991 0.319  3.544   C3D  R46 16 
R46 C4C  C4C  C  0 1 Y N N 66.192 71.023 69.305 -2.223 0.017  2.112   C4C  R46 17 
R46 C5C  C5C  C  0 1 Y N N 65.537 69.788 69.642 -1.262 0.359  1.161   C5C  R46 18 
R46 C6C  C6C  C  0 1 Y N N 64.706 69.126 68.691 -1.478 0.073  -0.169  C6C  R46 19 
R46 C3P  C3P  C  0 1 Y N N 68.070 71.251 71.068 -0.669 0.127  4.130   C3P  R46 20 
R46 C4D  C4D  C  0 1 Y N N 68.494 69.905 71.223 0.532  -0.318 3.539   C4D  R46 21 
R46 C5D  C5D  C  0 1 Y N N 69.525 69.621 72.118 1.669  -0.419 4.279   C5D  R46 22 
R46 S1D  S1D  S  0 1 Y N N 67.964 73.870 71.426 -2.287 0.971  5.841   S1D  R46 23 
R46 C6D  C6D  C  0 1 Y N N 70.137 70.660 72.858 1.690  -0.085 5.628   C6D  R46 24 
R46 C7D  C7D  C  0 1 Y N N 69.727 72.000 72.714 0.535  0.360  6.240   C7D  R46 25 
R46 C7P  C7P  C  0 1 Y N N 68.684 72.302 71.812 -0.623 0.466  5.500   C7P  R46 26 
R46 BR28 BR28 BR 0 0 N N N 71.481 70.238 74.018 3.292  -0.240 6.621   BR28 R46 27 
R46 C1E  C1E  C  0 1 N N N 60.842 71.492 59.225 1.401  1.733  -9.198  C1E  R46 28 
R46 H3A1 1H3A H  0 0 N N N 64.526 67.101 57.907 3.873  -0.087 -12.847 H3A1 R46 29 
R46 H3A2 2H3A H  0 0 N N N 62.643 66.916 58.021 2.748  -1.465 -12.269 H3A2 R46 30 
R46 H2A  H2A  H  0 1 N N N 64.256 69.522 58.286 2.618  1.480  -11.551 H2A  R46 31 
R46 H1A1 1H1A H  0 0 N N N 61.250 68.747 58.749 1.033  -1.105 -10.871 H1A1 R46 32 
R46 H1A2 2H1A H  0 0 N N N 61.572 69.828 57.479 0.259  0.483  -11.080 H1A2 R46 33 
R46 H1B1 1H1B H  0 0 N N N 63.135 69.618 60.957 -0.676 0.307  -8.958  H1B1 R46 34 
R46 H1B2 2H1B H  0 0 N N N 61.432 69.469 61.113 0.096  -1.281 -8.748  H1B2 R46 35 
R46 H2B1 1H2B H  0 0 N N N 61.275 71.330 62.528 1.274  -0.442 -6.734  H2B1 R46 36 
R46 H2B2 2H2B H  0 0 N N N 62.075 72.357 61.437 0.500  1.146  -6.943  H2B2 R46 37 
R46 H3B1 1H3B H  0 0 N N N 63.501 72.214 63.488 -1.730 0.092  -6.703  H3B1 R46 38 
R46 H3B2 2H3B H  0 0 N N N 64.392 71.523 62.208 -0.957 -1.497 -6.493  H3B2 R46 39 
R46 H4B1 1H4B H  0 0 N N N 64.517 70.085 64.340 0.220  -0.658 -4.479  H4B1 R46 40 
R46 H4B2 2H4B H  0 0 N N N 64.005 69.174 62.997 -0.553 0.931  -4.688  H4B2 R46 41 
R46 H5B1 1H5B H  0 0 N N N 62.031 68.563 64.134 -2.784 -0.123 -4.448  H5B1 R46 42 
R46 H5B2 2H5B H  0 0 N N N 61.470 70.170 64.056 -2.010 -1.712 -4.238  H5B2 R46 43 
R46 H6B1 1H6B H  0 0 N N N 61.596 69.305 66.494 -0.833 -0.873 -2.223  H6B1 R46 44 
R46 H6B2 2H6B H  0 0 N N N 62.409 70.772 66.306 -1.607 0.715  -2.433  H6B2 R46 45 
R46 H7C  H7C  H  0 1 N N N 65.020 71.356 66.051 -4.529 -1.373 0.068   H7C  R46 46 
R46 H7P  H7P  H  0 1 N N N 66.485 72.516 67.731 -4.149 -0.875 2.446   H7P  R46 47 
R46 H4C  H4C  H  0 1 N N N 65.678 69.349 70.644 -0.347 0.845  1.468   H4C  R46 48 
R46 H5C  H5C  H  0 1 N N N 64.209 68.179 68.959 -0.735 0.337  -0.906  H5C  R46 49 
R46 H6D  H6D  H  0 1 N N N 68.016 69.097 70.645 0.548  -0.584 2.493   H6D  R46 50 
R46 H5D  H5D  H  0 1 N N N 69.865 68.580 72.250 2.576  -0.767 3.807   H5D  R46 51 
R46 H3D  H3D  H  0 1 N N N 70.213 72.800 73.297 0.539  0.623  7.287   H3D  R46 52 
R46 H1F1 1H1F H  0 0 N N N 60.865 72.338 59.951 2.264  2.137  -9.727  H1F1 R46 53 
R46 H1F2 2H1F H  0 0 N N N 59.894 70.909 59.288 0.487  2.141  -9.629  H1F2 R46 54 
R46 H1F3 3H1F H  0 0 N N N 60.743 71.843 58.171 1.460  2.006  -8.145  H1F3 R46 55 
# 
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 
R46 C3A C2A  DOUB N N 1  
R46 C3A H3A1 SING N N 2  
R46 C3A H3A2 SING N N 3  
R46 C2A C1A  SING N N 4  
R46 C2A H2A  SING N N 5  
R46 C1A N1   SING N N 6  
R46 C1A H1A1 SING N N 7  
R46 C1A H1A2 SING N N 8  
R46 N1  C1B  SING N N 9  
R46 N1  C1E  SING N N 10 
R46 C1B C2B  SING N N 11 
R46 C1B H1B1 SING N N 12 
R46 C1B H1B2 SING N N 13 
R46 C2B C3B  SING N N 14 
R46 C2B H2B1 SING N N 15 
R46 C2B H2B2 SING N N 16 
R46 C3B C4B  SING N N 17 
R46 C3B H3B1 SING N N 18 
R46 C3B H3B2 SING N N 19 
R46 C4B C5B  SING N N 20 
R46 C4B H4B1 SING N N 21 
R46 C4B H4B2 SING N N 22 
R46 C5B C6B  SING N N 23 
R46 C5B H5B1 SING N N 24 
R46 C5B H5B2 SING N N 25 
R46 C6B O    SING N N 26 
R46 C6B H6B1 SING N N 27 
R46 C6B H6B2 SING N N 28 
R46 O   C1C  SING N N 29 
R46 C1C C2C  DOUB Y N 30 
R46 C1C C6C  SING Y N 31 
R46 C2C C3C  SING Y N 32 
R46 C2C H7C  SING N N 33 
R46 C3C C4C  DOUB Y N 34 
R46 C3C H7P  SING N N 35 
R46 N2D C3D  DOUB Y N 36 
R46 N2D S1D  SING Y N 37 
R46 C3D C4C  SING N N 38 
R46 C3D C3P  SING Y N 39 
R46 C4C C5C  SING Y N 40 
R46 C5C C6C  DOUB Y N 41 
R46 C5C H4C  SING N N 42 
R46 C6C H5C  SING N N 43 
R46 C3P C4D  DOUB Y N 44 
R46 C3P C7P  SING Y N 45 
R46 C4D C5D  SING Y N 46 
R46 C4D H6D  SING N N 47 
R46 C5D C6D  DOUB Y N 48 
R46 C5D H5D  SING N N 49 
R46 S1D C7P  SING Y N 50 
R46 C6D C7D  SING Y N 51 
R46 C6D BR28 SING N N 52 
R46 C7D C7P  DOUB Y N 53 
R46 C7D H3D  SING N N 54 
R46 C1E H1F1 SING N N 55 
R46 C1E H1F2 SING N N 56 
R46 C1E H1F3 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 
R46 SMILES           ACDLabs              10.04 Brc3ccc1c(snc1c2ccc(OCCCCCCN(C\C=C)C)cc2)c3                                                                                             
R46 InChI            InChI                1.02b InChI=1/C23H27BrN2OS/c1-3-14-26(2)15-6-4-5-7-16-27-20-11-8-18(9-12-20)23-21-13-10-19(24)17-22(21)28-25-23/h3,8-13,17H,1,4-7,14-16H2,2H3 
R46 InChIKey         InChI                1.02b ZHDHSBKTLRLUCQ-UHFFFAOYAI                                                                                                               
R46 SMILES_CANONICAL CACTVS               3.341 CN(CCCCCCOc1ccc(cc1)c2nsc3cc(Br)ccc23)CC=C                                                                                              
R46 SMILES           CACTVS               3.341 CN(CCCCCCOc1ccc(cc1)c2nsc3cc(Br)ccc23)CC=C                                                                                              
R46 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C[N@@](CCCCCCOc1ccc(cc1)c2c3ccc(cc3sn2)Br)CC=C                                                                                          
R46 SMILES           "OpenEye OEToolkits" 1.5.0 CN(CCCCCCOc1ccc(cc1)c2c3ccc(cc3sn2)Br)CC=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 
R46 "SYSTEMATIC NAME" ACDLabs              10.04 6-[4-(6-bromo-1,2-benzisothiazol-3-yl)phenoxy]-N-methyl-N-prop-2-en-1-ylhexan-1-amine 
R46 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 6-[4-(6-bromo-1,2-benzothiazol-3-yl)phenoxy]-N-methyl-N-prop-2-enyl-hexan-1-amine     
# 
