data_IID
# 
_chem_comp.id                                    IID 
_chem_comp.name                                  N-(1-ISOPROPYLPIPERIDIN-4-YL)-1-(3-METHOXYBENZYL)-1H-INDOLE-2-CARBOXAMIDE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C25 H31 N3 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "1-(3-METHOXY-BENZYL)-1H-INDOLE-2-CARBOXYLIC ACID (1-ISOPROPYL-PIPERIDIN- 4-YL)-AMIDE" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2005-04-27 
_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                        405.533 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     IID 
_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        2BQ7 
_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 
IID C1   C1   C 0 1 Y N N 2.928  10.171 25.681 4.516  -3.404 0.207  C1   IID 1  
IID C2   C2   C 0 1 Y N N 4.129  9.314  25.606 3.898  -2.283 0.715  C2   IID 2  
IID C3   C3   C 0 1 Y N N 4.519  8.698  24.316 2.580  -2.002 0.369  C3   IID 3  
IID C4   C4   C 0 1 Y N N 3.689  8.915  23.096 1.889  -2.878 -0.492 C4   IID 4  
IID C5   C5   C 0 1 Y N N 2.509  9.794  23.182 2.539  -4.011 -0.996 C5   IID 5  
IID C6   C6   C 0 1 Y N N 2.128  10.427 24.464 3.834  -4.262 -0.646 C6   IID 6  
IID N7   N7   N 0 1 Y N N 5.563  7.860  23.942 1.712  -0.991 0.709  N7   IID 7  
IID C8   C8   C 0 1 Y N N 5.400  7.543  22.636 0.504  -1.210 0.077  C8   IID 8  
IID C9   C9   C 0 1 Y N N 4.269  8.157  22.062 0.586  -2.350 -0.659 C9   IID 9  
IID C11  C11  C 0 1 N N N 6.219  6.662  21.946 -0.683 -0.348 0.183  C11  IID 10 
IID N12  N12  N 0 1 N N N 5.620  5.896  21.015 -1.813 -0.672 -0.475 N12  IID 11 
IID C13  C13  C 0 1 N N N 6.529  4.874  20.551 -3.028 0.122  -0.280 C13  IID 12 
IID C14  C14  C 0 1 N N N 7.148  5.274  19.212 -3.930 -0.008 -1.511 C14  IID 13 
IID C17  C17  C 0 1 N N N 6.630  7.337  24.848 2.021  0.136  1.592  C17  IID 14 
IID C18  C18  C 0 1 Y N N 7.991  8.054  24.915 2.695  1.226  0.799  C18  IID 15 
IID C21  C21  C 0 1 Y N N 8.423  9.145  23.995 1.933  2.183  0.156  C21  IID 16 
IID C22  C22  C 0 1 Y N N 9.746  9.750  24.169 2.548  3.185  -0.573 C22  IID 17 
IID C23  C23  C 0 1 Y N N 10.636 9.285  25.237 3.926  3.231  -0.659 C23  IID 18 
IID C24  C24  C 0 1 Y N N 10.227 8.226  26.160 4.693  2.271  -0.015 C24  IID 19 
IID C25  C25  C 0 1 Y N N 8.904  7.604  25.983 4.073  1.264  0.710  C25  IID 20 
IID C26  C26  C 0 1 N N N 8.174  4.259  18.701 -5.245 0.730  -1.252 C26  IID 21 
IID O1   O1   O 0 1 N N N 11.141 7.952  27.175 6.049  2.314  -0.098 O1   IID 22 
IID O45  O45  O 0 1 N N N 7.422  6.595  22.200 -0.644 0.658  0.866  O45  IID 23 
IID C7   C7   C 0 1 N N N 11.100 6.761  27.985 6.377  3.446  -0.906 C7   IID 24 
IID C10  C10  C 0 1 N N N 5.855  3.520  20.343 -3.786 -0.394 0.948  C10  IID 25 
IID C12  C12  C 0 1 N N N 6.832  2.441  19.849 -5.108 0.365  1.078  C12  IID 26 
IID N1   N1   N 0 1 N N N 7.559  2.900  18.612 -5.936 0.125  -0.109 N1   IID 27 
IID C16  C16  C 0 1 N N N 8.508  1.825  18.203 -7.179 0.886  0.083  C16  IID 28 
IID C19  C19  C 0 1 N N N 9.527  2.225  17.147 -8.089 0.690  -1.131 C19  IID 29 
IID C20  C20  C 0 1 N N N 7.715  0.622  17.731 -7.892 0.387  1.342  C20  IID 30 
IID H1   H1   H 0 1 N N N 2.635  10.610 26.623 5.540  -3.617 0.474  H1   IID 31 
IID H2   H2   H 0 1 N N N 4.722  9.137  26.491 4.437  -1.622 1.378  H2   IID 32 
IID H5   H5   H 0 1 N N N 1.915  9.978  22.299 2.017  -4.685 -1.659 H5   IID 33 
IID H6   H6   H 0 1 N N N 1.266  11.076 24.511 4.334  -5.137 -1.036 H6   IID 34 
IID H9   H9   H 0 1 N N N 3.921  8.065  21.044 -0.202 -2.776 -1.262 H9   IID 35 
IID H12  H12  H 0 1 N N N 4.682  6.017  20.692 -1.822 -1.431 -1.079 H12  IID 36 
IID H13  H13  H 0 1 N N N 7.289  4.780  21.340 -2.761 1.168  -0.132 H13  IID 37 
IID H141 1H14 H 0 0 N N N 7.673  6.229  19.362 -3.431 0.429  -2.376 H141 IID 38 
IID H142 2H14 H 0 0 N N N 6.341  5.354  18.468 -4.135 -1.062 -1.702 H142 IID 39 
IID H171 1H17 H 0 0 N N N 6.873  6.350  24.427 2.686  -0.198 2.389  H171 IID 40 
IID H172 2H17 H 0 0 N N N 6.214  7.373  25.866 1.098  0.520  2.027  H172 IID 41 
IID H21  H21  H 0 1 N N N 7.767  9.486  23.208 0.856  2.149  0.222  H21  IID 42 
IID H22  H22  H 0 1 N N N 10.067 10.542 23.508 1.951  3.932  -1.074 H22  IID 43 
IID H23  H23  H 0 1 N N N 11.613 9.733  25.345 4.406  4.014  -1.227 H23  IID 44 
IID H25  H25  H 0 1 N N N 8.598  6.807  26.644 4.668  0.515  1.213  H25  IID 45 
IID H261 1H26 H 0 0 N N N 9.022  4.223  19.401 -5.036 1.778  -1.037 H261 IID 46 
IID H262 2H26 H 0 0 N N N 8.520  4.566  17.703 -5.879 0.662  -2.136 H262 IID 47 
IID H7C1 1H7C H 0 0 N N N 10.192 6.771  28.605 5.989  4.351  -0.438 H7C1 IID 48 
IID H7C2 2H7C H 0 0 N N N 11.987 6.729  28.634 7.460  3.522  -1.002 H7C2 IID 49 
IID H7C3 3H7C H 0 0 N N N 11.090 5.874  27.334 5.932  3.328  -1.894 H7C3 IID 50 
IID H101 1H10 H 0 0 N N N 5.080  3.647  19.573 -3.987 -1.459 0.831  H101 IID 51 
IID H102 2H10 H 0 0 N N N 5.431  3.192  21.304 -3.184 -0.232 1.842  H102 IID 52 
IID H121 1H12 H 0 0 N N N 6.260  1.533  19.605 -4.906 1.432  1.171  H121 IID 53 
IID H122 2H12 H 0 0 N N N 7.567  2.234  20.641 -5.638 0.019  1.966  H122 IID 54 
IID H16  H16  H 0 1 N N N 9.106  1.592  19.096 -6.943 1.944  0.195  H16  IID 55 
IID H191 1H19 H 0 0 N N N 10.310 1.455  17.083 -8.324 -0.368 -1.242 H191 IID 56 
IID H192 2H19 H 0 0 N N N 9.982  3.188  17.423 -9.011 1.255  -0.988 H192 IID 57 
IID H193 3H19 H 0 0 N N N 9.027  2.322  16.172 -7.580 1.046  -2.027 H193 IID 58 
IID H201 1H20 H 0 0 N N N 6.758  0.579  18.271 -8.017 -0.694 1.284  H201 IID 59 
IID H202 2H20 H 0 0 N N N 8.289  -0.296 17.928 -7.298 0.638  2.220  H202 IID 60 
IID H203 3H20 H 0 0 N N N 7.523  0.709  16.651 -8.870 0.862  1.417  H203 IID 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 
IID C1  C2   DOUB Y N 1  
IID C1  C6   SING Y N 2  
IID C1  H1   SING N N 3  
IID C2  C3   SING Y N 4  
IID C2  H2   SING N N 5  
IID C3  C4   DOUB Y N 6  
IID C3  N7   SING Y N 7  
IID C4  C5   SING Y N 8  
IID C4  C9   SING Y N 9  
IID C5  C6   DOUB Y N 10 
IID C5  H5   SING N N 11 
IID C6  H6   SING N N 12 
IID N7  C8   SING Y N 13 
IID N7  C17  SING N N 14 
IID C8  C9   DOUB Y N 15 
IID C8  C11  SING N N 16 
IID C9  H9   SING N N 17 
IID C11 N12  SING N N 18 
IID C11 O45  DOUB N N 19 
IID N12 C13  SING N N 20 
IID N12 H12  SING N N 21 
IID C13 C14  SING N N 22 
IID C13 C10  SING N N 23 
IID C13 H13  SING N N 24 
IID C14 C26  SING N N 25 
IID C14 H141 SING N N 26 
IID C14 H142 SING N N 27 
IID C17 C18  SING N N 28 
IID C17 H171 SING N N 29 
IID C17 H172 SING N N 30 
IID C18 C21  DOUB Y N 31 
IID C18 C25  SING Y N 32 
IID C21 C22  SING Y N 33 
IID C21 H21  SING N N 34 
IID C22 C23  DOUB Y N 35 
IID C22 H22  SING N N 36 
IID C23 C24  SING Y N 37 
IID C23 H23  SING N N 38 
IID C24 C25  DOUB Y N 39 
IID C24 O1   SING N N 40 
IID C25 H25  SING N N 41 
IID C26 N1   SING N N 42 
IID C26 H261 SING N N 43 
IID C26 H262 SING N N 44 
IID O1  C7   SING N N 45 
IID C7  H7C1 SING N N 46 
IID C7  H7C2 SING N N 47 
IID C7  H7C3 SING N N 48 
IID C10 C12  SING N N 49 
IID C10 H101 SING N N 50 
IID C10 H102 SING N N 51 
IID C12 N1   SING N N 52 
IID C12 H121 SING N N 53 
IID C12 H122 SING N N 54 
IID N1  C16  SING N N 55 
IID C16 C19  SING N N 56 
IID C16 C20  SING N N 57 
IID C16 H16  SING N N 58 
IID C19 H191 SING N N 59 
IID C19 H192 SING N N 60 
IID C19 H193 SING N N 61 
IID C20 H201 SING N N 62 
IID C20 H202 SING N N 63 
IID C20 H203 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 
IID SMILES           ACDLabs              10.04 O=C(NC1CCN(C(C)C)CC1)c3cc2ccccc2n3Cc4cccc(OC)c4                                                                                                                       
IID InChI            InChI                1.02b InChI=1/C25H31N3O2/c1-18(2)27-13-11-21(12-14-27)26-25(29)24-16-20-8-4-5-10-23(20)28(24)17-19-7-6-9-22(15-19)30-3/h4-10,15-16,18,21H,11-14,17H2,1-3H3,(H,26,29)/f/h26H 
IID InChIKey         InChI                1.02b GIPCBGDQVGKMPO-HXTKINSTCR                                                                                                                                             
IID SMILES_CANONICAL CACTVS               3.341 COc1cccc(Cn2c(cc3ccccc23)C(=O)NC4CCN(CC4)C(C)C)c1                                                                                                                     
IID SMILES           CACTVS               3.341 COc1cccc(Cn2c(cc3ccccc23)C(=O)NC4CCN(CC4)C(C)C)c1                                                                                                                     
IID SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC(C)N1CCC(CC1)NC(=O)c2cc3ccccc3n2Cc4cccc(c4)OC                                                                                                                       
IID SMILES           "OpenEye OEToolkits" 1.5.0 CC(C)N1CCC(CC1)NC(=O)c2cc3ccccc3n2Cc4cccc(c4)OC                                                                                                                       
# 
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 
IID "SYSTEMATIC NAME" ACDLabs              10.04 1-(3-methoxybenzyl)-N-[1-(1-methylethyl)piperidin-4-yl]-1H-indole-2-carboxamide 
IID "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 1-[(3-methoxyphenyl)methyl]-N-(1-propan-2-ylpiperidin-4-yl)indole-2-carboxamide 
# 
