data_R03
# 
_chem_comp.id                                    R03 
_chem_comp.name                                  ALLYL-{6-[3-(4-BROMO-PHENYL)-1-METHYL-1H-INDAZOL-6-YL]OXY}HEXYL)-N-METHYLAMINE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C24 H30 Br N3 O" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2002-08-24 
_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                        456.419 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     R03 
_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        1H39 
_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 
R03 C3A  C3A  C  0 1 N N N 62.890 69.374 58.587 2.774  -0.962 -12.389 C3A  R03 1  
R03 C2A  C2A  C  0 1 N N N 61.993 69.462 59.579 2.523  0.017  -11.557 C2A  R03 2  
R03 C1A  C1A  C  0 1 N N N 61.519 70.779 60.167 1.256  0.007  -10.741 C1A  R03 3  
R03 N1   N1   N  0 1 N N S 62.528 71.407 61.070 1.595  0.008  -9.311  N1   R03 4  
R03 C1B  C1B  C  0 1 N N N 62.300 71.092 62.511 0.323  -0.001 -8.576  C1B  R03 5  
R03 C2B  C2B  C  0 1 N N N 63.156 69.923 63.073 0.603  -0.001 -7.072  C2B  R03 6  
R03 C3B  C3B  C  0 1 N N N 63.975 70.364 64.316 -0.721 -0.011 -6.307  C3B  R03 7  
R03 C4B  C4B  C  0 1 N N N 63.217 70.049 65.641 -0.441 -0.011 -4.802  C4B  R03 8  
R03 C5B  C5B  C  0 1 N N N 63.932 68.946 66.470 -1.765 -0.021 -4.037  C5B  R03 9  
R03 C6B  C6B  C  0 1 N N N 65.138 69.508 67.264 -1.485 -0.021 -2.533  C6B  R03 10 
R03 O    O    O  0 1 N N N 64.659 70.038 68.519 -2.722 -0.031 -1.818  O    R03 11 
R03 C6C  C6C  C  0 1 Y N N 65.633 70.675 69.306 -2.412 -0.030 -0.495  C6C  R03 12 
R03 C7C  C7C  C  0 1 Y N N 66.459 69.906 70.189 -3.422 -0.032 0.445   C7C  R03 13 
R03 C7P  C7P  C  0 1 Y N N 67.436 70.599 70.972 -3.102 -0.037 1.801   C7P  R03 14 
R03 N1C  N1C  N  0 1 Y N N 68.312 70.101 71.858 -3.852 -0.044 2.949   N1C  R03 15 
R03 N2C  N2C  N  0 1 Y N N 68.963 71.058 72.297 -2.998 -0.039 4.057   N2C  R03 16 
R03 C3C  C3C  C  0 1 Y N N 68.608 72.236 71.776 -1.749 -0.030 3.660   C3C  R03 17 
R03 C3P  C3P  C  0 1 Y N N 67.576 71.997 70.872 -1.751 -0.028 2.193   C3P  R03 18 
R03 C4C  C4C  C  0 1 Y N N 66.764 72.781 70.002 -0.744 -0.019 1.224   C4C  R03 19 
R03 C5C  C5C  C  0 1 Y N N 65.788 72.095 69.219 -1.075 -0.020 -0.098  C5C  R03 20 
R03 C1D  C1D  C  0 1 Y N N 69.249 73.568 72.139 -0.552 -0.023 4.534   C1D  R03 21 
R03 C6D  C6D  C  0 1 Y N N 70.566 73.880 71.687 -0.538 0.750  5.694   C6D  R03 22 
R03 C5D  C5D  C  0 1 Y N N 71.180 75.122 72.026 0.578  0.752  6.505   C5D  R03 23 
R03 C4D  C4D  C  0 1 Y N N 70.480 76.069 72.827 1.682  -0.011 6.168   C4D  R03 24 
R03 C3D  C3D  C  0 1 Y N N 69.158 75.764 73.282 1.673  -0.781 5.018   C3D  R03 25 
R03 C2D  C2D  C  0 1 Y N N 68.545 74.518 72.939 0.560  -0.794 4.203   C2D  R03 26 
R03 BR27 BR27 BR 0 0 N N N 71.290 77.687 73.279 3.209  -0.002 7.284   BR27 R03 27 
R03 C1E  C1E  C  0 1 N N N 68.478 68.697 72.241 -5.316 -0.055 3.007   C1E  R03 28 
R03 C1F  C1F  C  0 1 N N N 62.531 72.887 60.885 2.235  1.300  -9.030  C1F  R03 29 
R03 H3A1 1H3A H  0 0 N N N 63.234 68.417 58.160 3.682  -0.954 -12.974 H3A1 R03 30 
R03 H3A2 2H3A H  0 0 N N N 63.306 70.309 58.176 2.073  -1.777 -12.491 H3A2 R03 31 
R03 H2A  H2A  H  0 1 N N N 61.577 68.527 59.990 3.224  0.832  -11.455 H2A  R03 32 
R03 H1A1 1H1A H  0 0 N N N 60.541 70.655 60.687 0.679  -0.886 -10.977 H1A1 R03 33 
R03 H1A2 2H1A H  0 0 N N N 61.208 71.486 59.363 0.666  0.893  -10.975 H1A2 R03 34 
R03 H1B1 1H1B H  0 0 N N N 61.217 70.899 62.696 -0.254 0.884  -8.838  H1B1 R03 35 
R03 H1B2 2H1B H  0 0 N N N 62.444 72.007 63.132 -0.241 -0.895 -8.840  H1B2 R03 36 
R03 H2B1 1H2B H  0 0 N N N 63.813 69.484 62.286 1.181  -0.887 -6.810  H2B1 R03 37 
R03 H2B2 2H2B H  0 0 N N N 62.529 69.028 63.294 1.168  0.892  -6.808  H2B2 R03 38 
R03 H3B1 1H3B H  0 0 N N N 64.261 71.440 64.255 -1.299 0.874  -6.569  H3B1 R03 39 
R03 H3B2 2H3B H  0 0 N N N 64.995 69.914 64.313 -1.286 -0.905 -6.571  H3B2 R03 40 
R03 H4B1 1H4B H  0 0 N N N 62.152 69.783 65.445 0.137  -0.897 -4.540  H4B1 R03 41 
R03 H4B2 2H4B H  0 0 N N N 63.058 70.972 66.246 0.124  0.882  -4.538  H4B2 R03 42 
R03 H5B1 1H5B H  0 0 N N N 64.236 68.088 65.826 -2.343 0.864  -4.299  H5B1 R03 43 
R03 H5B2 2H5B H  0 0 N N N 63.216 68.416 67.142 -2.330 -0.915 -4.301  H5B2 R03 44 
R03 H6B1 1H6B H  0 0 N N N 65.722 70.257 66.680 -0.907 -0.907 -2.271  H6B1 R03 45 
R03 H6B2 2H6B H  0 0 N N N 65.948 68.754 67.401 -0.920 0.872  -2.269  H6B2 R03 46 
R03 H7C  H7C  H  0 1 N N N 66.345 68.811 70.263 -4.455 -0.039 0.132   H7C  R03 47 
R03 H4C  H4C  H  0 1 N N N 66.885 73.875 69.936 0.293  -0.013 1.523   H4C  R03 48 
R03 H5C  H5C  H  0 1 N N N 65.142 72.670 68.535 -0.295 -0.014 -0.845  H5C  R03 49 
R03 H6D  H6D  H  0 1 N N N 71.116 73.152 71.068 -1.399 1.346  5.958   H6D  R03 50 
R03 H5D  H5D  H  0 1 N N N 72.198 75.349 71.667 0.591  1.351  7.403   H5D  R03 51 
R03 H3D  H3D  H  0 1 N N N 68.609 76.494 73.900 2.537  -1.374 4.760   H3D  R03 52 
R03 H2D  H2D  H  0 1 N N N 67.526 74.290 73.294 0.554  -1.395 3.306   H2D  R03 53 
R03 H1E1 1H1E H  0 0 N N N 69.206 68.283 72.977 -5.671 -1.085 3.020   H1E1 R03 54 
R03 H1E2 2H1E H  0 0 N N N 68.647 68.137 71.292 -5.648 0.455  3.911   H1E2 R03 55 
R03 H1E3 3H1E H  0 0 N N N 67.472 68.347 72.572 -5.717 0.456  2.132   H1E3 R03 56 
R03 H1F1 1H1F H  0 0 N N N 63.285 73.356 61.560 3.188  1.356  -9.556  H1F1 R03 57 
R03 H1F2 2H1F H  0 0 N N N 61.516 73.327 61.024 1.586  2.108  -9.367  H1F2 R03 58 
R03 H1F3 3H1F H  0 0 N N N 62.689 73.174 59.819 2.406  1.395  -7.958  H1F3 R03 59 
# 
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 
R03 C3A C2A  DOUB N N 1  
R03 C3A H3A1 SING N N 2  
R03 C3A H3A2 SING N N 3  
R03 C2A C1A  SING N N 4  
R03 C2A H2A  SING N N 5  
R03 C1A N1   SING N N 6  
R03 C1A H1A1 SING N N 7  
R03 C1A H1A2 SING N N 8  
R03 N1  C1B  SING N N 9  
R03 N1  C1F  SING N N 10 
R03 C1B C2B  SING N N 11 
R03 C1B H1B1 SING N N 12 
R03 C1B H1B2 SING N N 13 
R03 C2B C3B  SING N N 14 
R03 C2B H2B1 SING N N 15 
R03 C2B H2B2 SING N N 16 
R03 C3B C4B  SING N N 17 
R03 C3B H3B1 SING N N 18 
R03 C3B H3B2 SING N N 19 
R03 C4B C5B  SING N N 20 
R03 C4B H4B1 SING N N 21 
R03 C4B H4B2 SING N N 22 
R03 C5B C6B  SING N N 23 
R03 C5B H5B1 SING N N 24 
R03 C5B H5B2 SING N N 25 
R03 C6B O    SING N N 26 
R03 C6B H6B1 SING N N 27 
R03 C6B H6B2 SING N N 28 
R03 O   C6C  SING N N 29 
R03 C6C C7C  DOUB Y N 30 
R03 C6C C5C  SING Y N 31 
R03 C7C C7P  SING Y N 32 
R03 C7C H7C  SING N N 33 
R03 C7P N1C  SING Y N 34 
R03 C7P C3P  DOUB Y N 35 
R03 N1C N2C  SING Y N 36 
R03 N1C C1E  SING N N 37 
R03 N2C C3C  DOUB Y N 38 
R03 C3C C3P  SING Y N 39 
R03 C3C C1D  SING N N 40 
R03 C3P C4C  SING Y N 41 
R03 C4C C5C  DOUB Y N 42 
R03 C4C H4C  SING N N 43 
R03 C5C H5C  SING N N 44 
R03 C1D C6D  DOUB Y N 45 
R03 C1D C2D  SING Y N 46 
R03 C6D C5D  SING Y N 47 
R03 C6D H6D  SING N N 48 
R03 C5D C4D  DOUB Y N 49 
R03 C5D H5D  SING N N 50 
R03 C4D C3D  SING Y N 51 
R03 C4D BR27 SING N N 52 
R03 C3D C2D  DOUB Y N 53 
R03 C3D H3D  SING N N 54 
R03 C2D H2D  SING N N 55 
R03 C1E H1E1 SING N N 56 
R03 C1E H1E2 SING N N 57 
R03 C1E H1E3 SING N N 58 
R03 C1F H1F1 SING N N 59 
R03 C1F H1F2 SING N N 60 
R03 C1F H1F3 SING N N 61 
# 
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 
R03 SMILES           ACDLabs              10.04 Brc3ccc(c2nn(c1cc(OCCCCCCN(C\C=C)C)ccc12)C)cc3                                                                                              
R03 InChI            InChI                1.02b InChI=1/C24H30BrN3O/c1-4-15-27(2)16-7-5-6-8-17-29-21-13-14-22-23(18-21)28(3)26-24(22)19-9-11-20(25)12-10-19/h4,9-14,18H,1,5-8,15-17H2,2-3H3 
R03 InChIKey         InChI                1.02b FNZKIJOTNKEJBF-UHFFFAOYAG                                                                                                                   
R03 SMILES_CANONICAL CACTVS               3.341 CN(CCCCCCOc1ccc2c(c1)n(C)nc2c3ccc(Br)cc3)CC=C                                                                                               
R03 SMILES           CACTVS               3.341 CN(CCCCCCOc1ccc2c(c1)n(C)nc2c3ccc(Br)cc3)CC=C                                                                                               
R03 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 Cn1c2cc(ccc2c(n1)c3ccc(cc3)Br)OCCCCCC[N@](C)CC=C                                                                                            
R03 SMILES           "OpenEye OEToolkits" 1.5.0 Cn1c2cc(ccc2c(n1)c3ccc(cc3)Br)OCCCCCCN(C)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 
R03 "SYSTEMATIC NAME" ACDLabs              10.04 6-{[3-(4-bromophenyl)-1-methyl-1H-indazol-6-yl]oxy}-N-methyl-N-prop-2-en-1-ylhexan-1-amine 
R03 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 6-[3-(4-bromophenyl)-1-methyl-indazol-6-yl]oxy-N-methyl-N-prop-2-enyl-hexan-1-amine        
# 
