data_IIE
# 
_chem_comp.id                                    IIE 
_chem_comp.name                                  1-{2-[(4-CHLOROPHENYL)AMINO]-2-OXOETHYL}-N-(1-ISOPROPYLPIPERIDIN-4-YL)-1H-INDOLE-2-CARBOXAMIDE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C25 H29 Cl N4 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2005-04-28 
_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                        452.976 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     IIE 
_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        2BQW 
_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 
IIE C1   C1   C  0 1 Y N N 3.308  10.315 25.119 2.738  5.472  0.159  C1   IIE 1  
IIE C2   C2   C  0 1 Y N N 4.361  9.295  25.187 2.476  4.283  -0.484 C2   IIE 2  
IIE C3   C3   C  0 1 Y N N 4.834  8.655  23.931 1.289  3.603  -0.225 C3   IIE 3  
IIE C4   C4   C  0 1 Y N N 4.264  9.033  22.630 0.368  4.144  0.694  C4   IIE 4  
IIE C5   C5   C  0 1 Y N N 3.235  10.065 22.588 0.657  5.355  1.334  C5   IIE 5  
IIE C6   C6   C  0 1 Y N N 2.749  10.704 23.814 1.828  6.003  1.064  C6   IIE 6  
IIE N7   N7   N  0 1 Y N N 5.761  7.669  23.663 0.759  2.423  -0.692 N7   IIE 7  
IIE C8   C8   C  0 1 Y N N 5.798  7.441  22.359 -0.470 2.220  -0.095 C8   IIE 8  
IIE C9   C9   C  0 1 Y N N 4.891  8.239  21.671 -0.729 3.250  0.754  C9   IIE 9  
IIE C10  C10  C  0 1 N N N 6.730  6.669  21.731 -1.354 1.070  -0.334 C10  IIE 10 
IIE N11  N11  N  0 1 N N N 6.279  5.931  20.706 -2.484 0.927  0.387  N11  IIE 11 
IIE C12  C12  C  0 1 N N N 7.249  4.975  20.193 -3.308 -0.274 0.228  C12  IIE 12 
IIE C13  C13  C  0 1 N N N 6.614  3.592  20.328 -4.272 -0.081 -0.947 C13  IIE 13 
IIE C14  C14  C  0 1 N N N 7.496  2.535  19.699 -5.205 -1.291 -1.035 C14  IIE 14 
IIE N15  N15  N  0 1 N N N 7.735  2.891  18.277 -5.995 -1.400 0.196  N15  IIE 15 
IIE C16  C16  C  0 1 N N N 8.467  4.186  18.162 -5.062 -1.698 1.288  C16  IIE 16 
IIE C17  C17  C  0 1 N N N 7.578  5.282  18.728 -4.121 -0.512 1.504  C17  IIE 17 
IIE C27  C27  C  0 1 N N N 8.345  1.711  17.608 -6.856 -2.579 0.042  C27  IIE 18 
IIE C28  C28  C  0 1 N N N 9.714  1.305  18.220 -7.653 -2.800 1.330  C28  IIE 19 
IIE C32  C32  C  0 1 N N N 8.493  2.022  16.124 -7.822 -2.357 -1.123 C32  IIE 20 
IIE C37  C37  C  0 1 N N N 6.594  7.030  24.677 1.392  1.530  -1.665 C37  IIE 21 
IIE C38  C38  C  0 1 N N N 7.729  7.992  24.944 2.130  0.436  -0.937 C38  IIE 22 
IIE C43  C43  C  0 1 Y N N 10.668 8.152  25.131 3.661  -2.755 -1.451 C43  IIE 23 
IIE C40  C40  C  0 1 Y N N 12.100 8.134  25.329 4.426  -3.692 -0.784 C40  IIE 24 
IIE C45  C45  C  0 1 Y N N 9.770  7.655  26.167 3.568  -1.460 -0.959 C45  IIE 25 
IIE C47  C47  C  0 1 Y N N 12.666 7.615  26.570 5.099  -3.341 0.373  C47  IIE 26 
IIE C48  C48  C  0 1 Y N N 11.785 7.140  27.625 5.008  -2.051 0.865  C48  IIE 27 
IIE C49  C49  C  0 1 Y N N 10.343 7.157  27.410 4.248  -1.109 0.199  C49  IIE 28 
IIE N12  N12  N  0 1 N N N 8.427  7.568  26.017 2.793  -0.508 -1.633 N12  IIE 29 
IIE O14  O14  O  0 1 N N N 7.942  8.977  24.228 2.127  0.406  0.276  O14  IIE 30 
IIE CL50 CL50 CL 0 0 N N N 14.336 7.500  26.728 6.060  -4.521 1.208  CL50 IIE 31 
IIE O56  O56  O  0 1 N N N 7.900  6.695  22.132 -1.066 0.247  -1.182 O56  IIE 32 
IIE H1   H1   H  0 1 N N N 2.944  10.779 26.024 3.659  5.997  -0.043 H1   IIE 33 
IIE H2   H2   H  0 1 N N N 4.787  9.013  26.138 3.189  3.878  -1.187 H2   IIE 34 
IIE H5   H5   H  0 1 N N N 2.823  10.364 21.635 -0.044 5.776  2.039  H5   IIE 35 
IIE H6   H6   H  0 1 N N N 1.980  11.461 23.760 2.049  6.937  1.559  H6   IIE 36 
IIE H9   H9   H  0 1 N N N 4.709  8.243  20.607 -1.612 3.365  1.364  H9   IIE 37 
IIE H11  H11  H  0 1 N N N 5.358  6.029  20.328 -2.751 1.619  1.012  H11  IIE 38 
IIE H12  H12  H  0 1 N N N 8.194  5.027  20.754 -2.668 -1.135 0.037  H12  IIE 39 
IIE H131 1H13 H  0 0 N N N 5.643  3.596  19.812 -4.862 0.822  -0.790 H131 IIE 40 
IIE H132 2H13 H  0 0 N N N 6.481  3.360  21.395 -3.705 0.009  -1.873 H132 IIE 41 
IIE H141 1H14 H  0 0 N N N 7.002  1.554  19.759 -4.613 -2.196 -1.168 H141 IIE 42 
IIE H142 2H14 H  0 0 N N N 8.456  2.487  20.235 -5.876 -1.170 -1.886 H142 IIE 43 
IIE H161 1H16 H  0 0 N N N 8.707  4.396  17.109 -5.623 -1.888 2.203  H161 IIE 44 
IIE H162 2H16 H  0 0 N N N 9.408  4.136  18.729 -4.477 -2.582 1.033  H162 IIE 45 
IIE H171 1H17 H  0 0 N N N 8.104  6.246  18.667 -4.705 0.379  1.735  H171 IIE 46 
IIE H172 2H17 H  0 0 N N N 6.645  5.332  18.147 -3.445 -0.729 2.331  H172 IIE 47 
IIE H27  H27  H  0 1 N N N 7.679  0.849  17.761 -6.240 -3.456 -0.159 H27  IIE 48 
IIE H281 1H28 H  0 0 N N N 9.611  0.342  18.742 -8.269 -1.924 1.530  H281 IIE 49 
IIE H282 2H28 H  0 0 N N N 10.040 2.076  18.934 -8.292 -3.676 1.216  H282 IIE 50 
IIE H283 3H28 H  0 0 N N N 10.461 1.209  17.418 -6.965 -2.959 2.160  H283 IIE 51 
IIE H321 1H32 H  0 0 N N N 7.635  1.607  15.575 -8.360 -1.421 -0.976 H321 IIE 52 
IIE H322 2H32 H  0 0 N N N 9.423  1.571  15.746 -7.261 -2.310 -2.057 H322 IIE 53 
IIE H323 3H32 H  0 0 N N N 8.529  3.112  15.979 -8.533 -3.182 -1.168 H323 IIE 54 
IIE H371 1H37 H  0 0 N N N 6.966  6.053  24.336 0.628  1.089  -2.305 H371 IIE 55 
IIE H372 2H37 H  0 0 N N N 6.017  6.845  25.595 2.094  2.097  -2.276 H372 IIE 56 
IIE H43  H43  H  0 1 N N N 10.260 8.537  24.208 3.136  -3.030 -2.354 H43  IIE 57 
IIE H40  H40  H  0 1 N N N 12.754 8.507  24.555 4.499  -4.700 -1.166 H40  IIE 58 
IIE H48  H48  H  0 1 N N N 12.194 6.779  28.557 5.534  -1.780 1.768  H48  IIE 59 
IIE H49  H49  H  0 1 N N N 9.687  6.793  28.187 4.178  -0.102 0.584  H49  IIE 60 
IIE HA   HA   H  0 1 N N N 7.909  7.154  26.766 2.734  -0.529 -2.601 HA   IIE 61 
# 
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 
IIE C1  C2   DOUB Y N 1  
IIE C1  C6   SING Y N 2  
IIE C1  H1   SING N N 3  
IIE C2  C3   SING Y N 4  
IIE C2  H2   SING N N 5  
IIE C3  C4   DOUB Y N 6  
IIE C3  N7   SING Y N 7  
IIE C4  C5   SING Y N 8  
IIE C4  C9   SING Y N 9  
IIE C5  C6   DOUB Y N 10 
IIE C5  H5   SING N N 11 
IIE C6  H6   SING N N 12 
IIE N7  C8   SING Y N 13 
IIE N7  C37  SING N N 14 
IIE C8  C9   DOUB Y N 15 
IIE C8  C10  SING N N 16 
IIE C9  H9   SING N N 17 
IIE C10 N11  SING N N 18 
IIE C10 O56  DOUB N N 19 
IIE N11 C12  SING N N 20 
IIE N11 H11  SING N N 21 
IIE C12 C13  SING N N 22 
IIE C12 C17  SING N N 23 
IIE C12 H12  SING N N 24 
IIE C13 C14  SING N N 25 
IIE C13 H131 SING N N 26 
IIE C13 H132 SING N N 27 
IIE C14 N15  SING N N 28 
IIE C14 H141 SING N N 29 
IIE C14 H142 SING N N 30 
IIE N15 C16  SING N N 31 
IIE N15 C27  SING N N 32 
IIE C16 C17  SING N N 33 
IIE C16 H161 SING N N 34 
IIE C16 H162 SING N N 35 
IIE C17 H171 SING N N 36 
IIE C17 H172 SING N N 37 
IIE C27 C28  SING N N 38 
IIE C27 C32  SING N N 39 
IIE C27 H27  SING N N 40 
IIE C28 H281 SING N N 41 
IIE C28 H282 SING N N 42 
IIE C28 H283 SING N N 43 
IIE C32 H321 SING N N 44 
IIE C32 H322 SING N N 45 
IIE C32 H323 SING N N 46 
IIE C37 C38  SING N N 47 
IIE C37 H371 SING N N 48 
IIE C37 H372 SING N N 49 
IIE C38 N12  SING N N 50 
IIE C38 O14  DOUB N N 51 
IIE C43 C40  SING Y N 52 
IIE C43 C45  DOUB Y N 53 
IIE C43 H43  SING N N 54 
IIE C40 C47  DOUB Y N 55 
IIE C40 H40  SING N N 56 
IIE C45 C49  SING Y N 57 
IIE C45 N12  SING N N 58 
IIE C47 C48  SING Y N 59 
IIE C47 CL50 SING N N 60 
IIE C48 C49  DOUB Y N 61 
IIE C48 H48  SING N N 62 
IIE C49 H49  SING N N 63 
IIE N12 HA   SING N N 64 
# 
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 
IIE SMILES           ACDLabs              10.04 Clc1ccc(cc1)NC(=O)Cn2c4ccccc4cc2C(=O)NC3CCN(C(C)C)CC3                                                                                                                                  
IIE InChI            InChI                1.02b InChI=1/C25H29ClN4O2/c1-17(2)29-13-11-21(12-14-29)28-25(32)23-15-18-5-3-4-6-22(18)30(23)16-24(31)27-20-9-7-19(26)8-10-20/h3-10,15,17,21H,11-14,16H2,1-2H3,(H,27,31)(H,28,32)/f/h27-28H 
IIE InChIKey         InChI                1.02b BDLMBQRBNPDCSS-VEORKLDJCD                                                                                                                                                              
IIE SMILES_CANONICAL CACTVS               3.341 CC(C)N1CCC(CC1)NC(=O)c2cc3ccccc3n2CC(=O)Nc4ccc(Cl)cc4                                                                                                                                  
IIE SMILES           CACTVS               3.341 CC(C)N1CCC(CC1)NC(=O)c2cc3ccccc3n2CC(=O)Nc4ccc(Cl)cc4                                                                                                                                  
IIE SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC(C)N1CCC(CC1)NC(=O)c2cc3ccccc3n2CC(=O)Nc4ccc(cc4)Cl                                                                                                                                  
IIE SMILES           "OpenEye OEToolkits" 1.5.0 CC(C)N1CCC(CC1)NC(=O)c2cc3ccccc3n2CC(=O)Nc4ccc(cc4)Cl                                                                                                                                  
# 
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 
IIE "SYSTEMATIC NAME" ACDLabs              10.04 1-{2-[(4-chlorophenyl)amino]-2-oxoethyl}-N-[1-(1-methylethyl)piperidin-4-yl]-1H-indole-2-carboxamide 
IIE "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 1-[2-[(4-chlorophenyl)amino]-2-oxo-ethyl]-N-(1-propan-2-ylpiperidin-4-yl)indole-2-carboxamide        
# 
