data_IQB
# 
_chem_comp.id                                    IQB 
_chem_comp.name                                  "N-[2-(4-BROMOCINNAMYLAMINO)ETHYL]-5-ISOQUINOLINE SULFONAMIDE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C20 H20 Br N3 O2 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         H-89 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     1999-07-08 
_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                        446.361 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     IQB 
_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        1YDT 
_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 
IQB C1     C1     C  0 1 Y N N 6.904  10.245 2.828  -0.053 0.979  5.467  C1     IQB 1  
IQB C2     C2     C  0 1 Y N N 7.015  10.291 1.430  -0.666 2.193  5.375  C2     IQB 2  
IQB C3     C3     C  0 1 Y N N 5.871  10.238 0.626  -2.009 2.347  5.712  C3     IQB 3  
IQB C4     C4     C  0 1 Y N N 4.600  10.142 1.205  -2.751 1.290  6.145  C4     IQB 4  
IQB C5     C5     C  0 1 Y N N 4.481  10.096 2.598  -2.154 0.024  6.253  C5     IQB 5  
IQB C6     C6     C  0 1 Y N N 3.220  10.000 3.192  -2.868 -1.101 6.693  C6     IQB 6  
IQB N7     N7     N  0 1 Y N N 3.100  9.954  4.542  -2.266 -2.265 6.778  N7     IQB 7  
IQB C8     C8     C  0 1 Y N N 4.182  10.000 5.355  -0.990 -2.438 6.462  C8     IQB 8  
IQB C9     C9     C  0 1 Y N N 5.467  10.098 4.807  -0.211 -1.410 6.026  C9     IQB 9  
IQB C10    C10    C  0 1 Y N N 5.628  10.148 3.414  -0.787 -0.132 5.903  C10    IQB 10 
IQB S      S      S  0 1 N N N 8.385  10.320 3.807  1.646  0.807  5.035  S      IQB 11 
IQB O1     O1     O  0 1 N N N 8.168  11.239 4.898  2.248  0.099  6.110  O1     IQB 12 
IQB O2     O2     O  0 1 N N N 9.515  10.533 2.926  2.054  2.083  4.560  O2     IQB 13 
IQB "N1'"  "N1'"  N  0 1 N N N 8.422  8.825  4.403  1.724  -0.205 3.728  "N1'"  IQB 14 
IQB "C2'"  "C2'"  C  0 1 N N N 8.874  7.706  3.596  1.135  0.200  2.449  "C2'"  IQB 15 
IQB "C3'"  "C3'"  C  0 1 N N N 10.193 8.052  2.886  1.452  -0.851 1.385  "C3'"  IQB 16 
IQB "N4'"  "N4'"  N  0 1 N N N 11.274 7.179  3.360  0.861  -0.443 0.103  "N4'"  IQB 17 
IQB "C5'"  "C5'"  C  0 1 N N N 12.422 7.996  3.796  1.200  -1.491 -0.869 "C5'"  IQB 18 
IQB "C6'"  "C6'"  C  0 1 N N N 12.832 8.959  2.714  0.622  -1.134 -2.214 "C6'"  IQB 19 
IQB "C7'"  "C7'"  C  0 1 N N N 12.831 10.281 2.932  1.422  -0.974 -3.259 "C7'"  IQB 20 
IQB "C1'"  C1*    C  0 1 Y N N 13.236 11.261 1.863  0.855  -0.623 -4.578 "C1'"  IQB 21 
IQB C2B    C2*    C  0 1 Y N N 14.068 10.882 0.799  1.695  -0.454 -5.679 C2B    IQB 22 
IQB C3B    C3*    C  0 1 Y N N 14.427 11.815 -0.183 1.160  -0.127 -6.907 C3B    IQB 23 
IQB "C4'"  C4*    C  0 1 Y N N 13.954 13.131 -0.100 -0.207 0.034  -7.049 "C4'"  IQB 24 
IQB "BR4'" BR4*   BR 0 0 N N N 14.422 14.388 -1.388 -0.932 0.483  -8.736 "BR4'" IQB 25 
IQB C5B    C5*    C  0 1 Y N N 13.128 13.511 0.956  -1.045 -0.126 -5.959 C5B    IQB 26 
IQB C6B    C6*    C  0 1 Y N N 12.772 12.576 1.932  -0.522 -0.459 -4.727 C6B    IQB 27 
IQB H2     H2     H  0 1 N N N 8.009  10.369 0.959  -0.101 3.049  5.035  H2     IQB 28 
IQB H3     H3     H  0 1 N N N 5.971  10.272 -0.471 -2.469 3.320  5.630  H3     IQB 29 
IQB H4     H4     H  0 1 N N N 3.699  10.102 0.568  -3.790 1.424  6.404  H4     IQB 30 
IQB H6     H6     H  0 1 N N N 2.301  9.959  2.583  -3.910 -1.010 6.962  H6     IQB 31 
IQB H8     H8     H  0 1 N N N 4.019  9.958  6.445  -0.556 -3.422 6.555  H8     IQB 32 
IQB H9     H9     H  0 1 N N N 6.348  10.135 5.469  0.825  -1.573 5.774  H9     IQB 33 
IQB HN1    HN1    H  0 1 N N N 7.491  8.603  4.757  2.159  -1.068 3.809  HN1    IQB 34 
IQB "H2'1" "1H2'" H  0 0 N N N 8.959  6.770  4.195  1.553  1.161  2.146  "H2'1" IQB 35 
IQB "H2'2" "2H2'" H  0 0 N N N 8.091  7.371  2.876  0.055  0.293  2.559  "H2'2" IQB 36 
IQB "H3'1" "1H3'" H  0 0 N N N 10.088 8.018  1.776  1.034  -1.811 1.688  "H3'1" IQB 37 
IQB "H3'2" "2H3'" H  0 0 N N N 10.452 9.130  2.995  2.532  -0.943 1.274  "H3'2" IQB 38 
IQB HN4    HN4    H  0 1 N N N 11.540 6.485  2.661  1.349  0.390  -0.188 HN4    IQB 39 
IQB "H5'1" "1H5'" H  0 0 N N N 12.214 8.519  4.758  0.786  -2.443 -0.537 "H5'1" IQB 40 
IQB "H5'2" "2H5'" H  0 0 N N N 13.276 7.362  4.130  2.284  -1.575 -0.950 "H5'2" IQB 41 
IQB "H6'"  "H6'"  H  0 1 N N N 13.153 8.678  1.697  -0.444 -1.007 -2.327 "H6'"  IQB 42 
IQB "H7'"  "H7'"  H  0 1 N N N 12.509 10.552 3.951  2.489  -1.100 -3.146 "H7'"  IQB 43 
IQB "H2'"  H2*    H  0 1 N N N 14.441 9.846  0.734  2.762  -0.580 -5.570 "H2'"  IQB 44 
IQB "H3'"  H3*    H  0 1 N N N 15.080 11.514 -1.019 1.809  0.003  -7.761 "H3'"  IQB 45 
IQB "H5'"  H5*    H  0 1 N N N 12.757 14.548 1.019  -2.111 0.000  -6.075 "H5'"  IQB 46 
IQB H6B    H6*    H  0 1 N N N 12.117 12.879 2.766  -1.177 -0.589 -3.878 H6B    IQB 47 
# 
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 
IQB C1    C2     DOUB Y N 1  
IQB C1    C10    SING Y N 2  
IQB C1    S      SING N N 3  
IQB C2    C3     SING Y N 4  
IQB C2    H2     SING N N 5  
IQB C3    C4     DOUB Y N 6  
IQB C3    H3     SING N N 7  
IQB C4    C5     SING Y N 8  
IQB C4    H4     SING N N 9  
IQB C5    C6     SING Y N 10 
IQB C5    C10    DOUB Y N 11 
IQB C6    N7     DOUB Y N 12 
IQB C6    H6     SING N N 13 
IQB N7    C8     SING Y N 14 
IQB C8    C9     DOUB Y N 15 
IQB C8    H8     SING N N 16 
IQB C9    C10    SING Y N 17 
IQB C9    H9     SING N N 18 
IQB S     O1     DOUB N N 19 
IQB S     O2     DOUB N N 20 
IQB S     "N1'"  SING N N 21 
IQB "N1'" "C2'"  SING N N 22 
IQB "N1'" HN1    SING N N 23 
IQB "C2'" "C3'"  SING N N 24 
IQB "C2'" "H2'1" SING N N 25 
IQB "C2'" "H2'2" SING N N 26 
IQB "C3'" "N4'"  SING N N 27 
IQB "C3'" "H3'1" SING N N 28 
IQB "C3'" "H3'2" SING N N 29 
IQB "N4'" "C5'"  SING N N 30 
IQB "N4'" HN4    SING N N 31 
IQB "C5'" "C6'"  SING N N 32 
IQB "C5'" "H5'1" SING N N 33 
IQB "C5'" "H5'2" SING N N 34 
IQB "C6'" "C7'"  DOUB N E 35 
IQB "C6'" "H6'"  SING N N 36 
IQB "C7'" "C1'"  SING N N 37 
IQB "C7'" "H7'"  SING N N 38 
IQB "C1'" C2B    DOUB Y N 39 
IQB "C1'" C6B    SING Y N 40 
IQB C2B   C3B    SING Y N 41 
IQB C2B   "H2'"  SING N N 42 
IQB C3B   "C4'"  DOUB Y N 43 
IQB C3B   "H3'"  SING N N 44 
IQB "C4'" "BR4'" SING N N 45 
IQB "C4'" C5B    SING Y N 46 
IQB C5B   C6B    DOUB Y N 47 
IQB C5B   "H5'"  SING N N 48 
IQB C6B   H6B    SING N N 49 
# 
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 
IQB SMILES           ACDLabs              10.04 Brc1ccc(cc1)\C=C\CNCCNS(=O)(=O)c2cccc3c2ccnc3                                                                                               
IQB InChI            InChI                1.02b InChI=1/C20H20BrN3O2S/c21-18-8-6-16(7-9-18)3-2-11-22-13-14-24-27(25,26)20-5-1-4-17-15-23-12-10-19(17)20/h1-10,12,15,22,24H,11,13-14H2/b3-2+ 
IQB InChIKey         InChI                1.02b ZKZXNDJNWUTGDK-NSCUHMNNBL                                                                                                                   
IQB SMILES_CANONICAL CACTVS               3.341 Brc1ccc(/C=C/CNCCN[S](=O)(=O)c2cccc3cnccc23)cc1                                                                                             
IQB SMILES           CACTVS               3.341 Brc1ccc(C=CCNCCN[S](=O)(=O)c2cccc3cnccc23)cc1                                                                                               
IQB SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1cc2cnccc2c(c1)S(=O)(=O)NCCNC\C=C\c3ccc(cc3)Br                                                                                             
IQB SMILES           "OpenEye OEToolkits" 1.5.0 c1cc2cnccc2c(c1)S(=O)(=O)NCCNCC=Cc3ccc(cc3)Br                                                                                               
# 
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 
IQB "SYSTEMATIC NAME" ACDLabs              10.04 N-(2-{[(2E)-3-(4-bromophenyl)prop-2-en-1-yl]amino}ethyl)isoquinoline-5-sulfonamide 
IQB "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 N-[2-[[(E)-3-(4-bromophenyl)prop-2-enyl]amino]ethyl]isoquinoline-5-sulfonamide     
# 
