data_IIA
# 
_chem_comp.id                                    IIA 
_chem_comp.name                                  1-{[5-(5-CHLORO-2-THIENYL)ISOXAZOL-3-YL]METHYL}-N-(1-ISOPROPYLPIPERIDIN-4-YL)-1H-INDOLE-2-CARBOXAMIDE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C25 H27 Cl N4 O2 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2005-04-11 
_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                        483.025 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     IIA 
_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        2BOH 
_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 
IIA C1   C1   C  0 1 Y N N 2.285  8.585  25.948 -0.581 -6.686 0.115  C1   IIA 1  
IIA C2   C2   C  0 1 Y N N 3.448  8.957  25.115 -0.760 -5.474 -0.514 C2   IIA 2  
IIA C3   C3   C  0 1 Y N N 4.095  8.010  24.168 0.119  -4.425 -0.259 C3   IIA 3  
IIA C4   C4   C  0 1 Y N N 3.526  6.631  24.099 1.186  -4.619 0.640  C4   IIA 4  
IIA C5   C5   C  0 1 Y N N 2.380  6.250  24.927 1.347  -5.862 1.267  C5   IIA 5  
IIA C6   C6   C  0 1 Y N N 1.763  7.218  25.844 0.472  -6.874 1.001  C6   IIA 6  
IIA N7   N7   N  0 1 Y N N 5.174  8.019  23.235 0.196  -3.131 -0.715 N7   IIA 7  
IIA C8   C8   C  0 1 Y N N 5.255  6.795  22.715 1.286  -2.517 -0.130 C8   IIA 8  
IIA C9   C9   C  0 1 Y N N 4.275  5.911  23.178 1.902  -3.399 0.700  C9   IIA 9  
IIA C10  C10  C  0 1 N N N 6.270  6.301  21.940 1.710  -1.128 -0.363 C10  IIA 10 
IIA N11  N11  N  0 1 N N N 5.842  5.311  21.184 2.734  -0.608 0.343  N11  IIA 11 
IIA C12  C12  C  0 1 N N N 6.861  4.462  20.699 3.088  0.805  0.187  C12  IIA 12 
IIA C13  C13  C  0 1 N N N 6.268  3.075  20.483 4.036  0.968  -1.004 C13  IIA 13 
IIA C14  C14  C  0 1 N N N 7.267  2.094  19.874 4.491  2.426  -1.090 C14  IIA 14 
IIA N15  N15  N  0 1 N N N 7.779  2.686  18.587 5.217  2.792  0.131  N15  IIA 15 
IIA C16  C16  C  0 1 N N N 8.425  4.024  18.744 4.259  2.740  1.241  C16  IIA 16 
IIA C17  C17  C  0 1 N N N 7.400  4.971  19.365 3.792  1.299  1.455  C17  IIA 17 
IIA C27  C27  C  0 1 N N N 8.654  1.730  17.863 5.613  4.199  -0.019 C27  IIA 18 
IIA C28  C28  C  0 1 N N N 9.302  2.355  16.642 6.247  4.692  1.283  C28  IIA 19 
IIA C32  C32  C  0 1 N N N 7.818  0.553  17.432 6.626  4.324  -1.159 C32  IIA 20 
IIA C37  C37  C  0 1 N N N 6.136  9.032  22.749 -0.725 -2.505 -1.668 C37  IIA 21 
IIA C38  C38  C  0 1 Y N N 7.403  9.158  23.557 -1.818 -1.791 -0.915 C38  IIA 22 
IIA N41  N41  N  0 1 Y N N 8.415  9.916  23.123 -2.613 -2.308 -0.020 N41  IIA 23 
IIA O42  O42  O  0 1 Y N N 9.473  9.732  24.021 -3.391 -1.493 0.419  O42  IIA 24 
IIA C43  C43  C  0 1 Y N N 9.042  8.875  24.991 -3.215 -0.288 -0.153 C43  IIA 25 
IIA C44  C44  C  0 1 Y N N 7.654  8.519  24.841 -2.181 -0.437 -1.044 C44  IIA 26 
IIA C45  C45  C  0 1 Y N N 9.948  8.292  25.964 -3.974 0.940  0.122  C45  IIA 27 
IIA S46  S46  S  0 1 Y N N 11.576 8.474  25.456 -3.789 2.563  -0.599 S46  IIA 28 
IIA C47  C47  C  0 1 Y N N 12.092 7.635  26.924 -5.087 3.392  0.303  C47  IIA 29 
IIA C48  C48  C  0 1 Y N N 11.084 7.221  27.707 -5.575 2.394  1.089  C48  IIA 30 
IIA C49  C49  C  0 1 Y N N 9.802  7.596  27.114 -5.022 1.139  1.003  C49  IIA 31 
IIA CL50 CL50 CL 0 0 N N N 13.756 7.409  27.144 -5.597 5.048  0.203  CL50 IIA 32 
IIA O56  O56  O  0 1 N N N 7.427  6.725  21.963 1.136  -0.448 -1.193 O56  IIA 33 
IIA H1   H1   H  0 1 N N N 1.831  9.302  26.616 -1.264 -7.498 -0.084 H1   IIA 34 
IIA H2   H2   H  0 1 N N N 3.844  9.958  25.197 -1.581 -5.337 -1.202 H2   IIA 35 
IIA H5   H5   H  0 1 N N N 1.984  5.247  24.863 2.163  -6.018 1.957  H5   IIA 36 
IIA H6   H6   H  0 1 N N N 0.918  6.921  26.447 0.599  -7.832 1.485  H6   IIA 37 
IIA H9   H9   H  0 1 N N N 4.131  4.883  22.881 2.780  -3.205 1.298  H9   IIA 38 
IIA H11  H11  H  0 1 N N N 4.875  5.172  20.971 3.236  -1.170 0.954  H11  IIA 39 
IIA H12  H12  H  0 1 N N N 7.683  4.435  21.429 2.185  1.392  0.019  H12  IIA 40 
IIA H131 1H13 H  0 0 N N N 5.429  3.177  19.779 4.905  0.323  -0.869 H131 IIA 41 
IIA H132 2H13 H  0 0 N N N 5.944  2.680  21.457 3.517  0.694  -1.923 H132 IIA 42 
IIA H141 1H14 H  0 0 N N N 6.781  1.127  19.681 3.619  3.072  -1.200 H141 IIA 43 
IIA H142 2H14 H  0 0 N N N 8.103  1.930  20.570 5.145  2.552  -1.952 H142 IIA 44 
IIA H161 1H16 H  0 0 N N N 8.755  4.406  17.767 4.738  3.105  2.150  H161 IIA 45 
IIA H162 2H16 H  0 0 N N N 9.306  3.942  19.398 3.400  3.369  1.008  H162 IIA 46 
IIA H171 1H17 H  0 0 N N N 7.903  5.931  19.552 4.653  0.665  1.664  H171 IIA 47 
IIA H172 2H17 H  0 0 N N N 6.557  5.076  18.667 3.099  1.262  2.295  H172 IIA 48 
IIA H27  H27  H  0 1 N N N 9.462  1.420  18.542 4.734  4.802  -0.247 H27  IIA 49 
IIA H281 1H28 H  0 0 N N N 10.090 1.687  16.263 6.541  5.735  1.172  H281 IIA 50 
IIA H282 2H28 H  0 0 N N N 9.743  3.324  16.917 5.525  4.602  2.095  H282 IIA 51 
IIA H283 3H28 H  0 0 N N N 8.543  2.506  15.860 7.126  4.089  1.510  H283 IIA 52 
IIA H321 1H32 H  0 0 N N N 6.867  0.557  17.985 7.461  3.646  -0.979 H321 IIA 53 
IIA H322 2H32 H  0 0 N N N 8.362  -0.380 17.643 6.146  4.066  -2.102 H322 IIA 54 
IIA H323 3H32 H  0 0 N N N 7.614  0.623  16.353 6.994  5.349  -1.207 H323 IIA 55 
IIA H371 1H37 H  0 0 N N N 5.625  10.003 22.826 -0.180 -1.790 -2.283 H371 IIA 56 
IIA H372 2H37 H  0 0 N N N 6.422  8.753  21.724 -1.165 -3.273 -2.305 H372 IIA 57 
IIA H44  H44  H  0 1 N N N 6.999  7.951  25.485 -1.748 0.309  -1.693 H44  IIA 58 
IIA H48  H48  H  0 1 N N N 11.203 6.689  28.639 -6.392 2.586  1.770  H48  IIA 59 
IIA H49  H49  H  0 1 N N N 8.845  7.345  27.546 -5.391 0.329  1.614  H49  IIA 60 
# 
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 
IIA C1  C2   DOUB Y N 1  
IIA C1  C6   SING Y N 2  
IIA C1  H1   SING N N 3  
IIA C2  C3   SING Y N 4  
IIA C2  H2   SING N N 5  
IIA C3  C4   DOUB Y N 6  
IIA C3  N7   SING Y N 7  
IIA C4  C5   SING Y N 8  
IIA C4  C9   SING Y N 9  
IIA C5  C6   DOUB Y N 10 
IIA C5  H5   SING N N 11 
IIA C6  H6   SING N N 12 
IIA N7  C8   SING Y N 13 
IIA N7  C37  SING N N 14 
IIA C8  C9   DOUB Y N 15 
IIA C8  C10  SING N N 16 
IIA C9  H9   SING N N 17 
IIA C10 N11  SING N N 18 
IIA C10 O56  DOUB N N 19 
IIA N11 C12  SING N N 20 
IIA N11 H11  SING N N 21 
IIA C12 C13  SING N N 22 
IIA C12 C17  SING N N 23 
IIA C12 H12  SING N N 24 
IIA C13 C14  SING N N 25 
IIA C13 H131 SING N N 26 
IIA C13 H132 SING N N 27 
IIA C14 N15  SING N N 28 
IIA C14 H141 SING N N 29 
IIA C14 H142 SING N N 30 
IIA N15 C16  SING N N 31 
IIA N15 C27  SING N N 32 
IIA C16 C17  SING N N 33 
IIA C16 H161 SING N N 34 
IIA C16 H162 SING N N 35 
IIA C17 H171 SING N N 36 
IIA C17 H172 SING N N 37 
IIA C27 C28  SING N N 38 
IIA C27 C32  SING N N 39 
IIA C27 H27  SING N N 40 
IIA C28 H281 SING N N 41 
IIA C28 H282 SING N N 42 
IIA C28 H283 SING N N 43 
IIA C32 H321 SING N N 44 
IIA C32 H322 SING N N 45 
IIA C32 H323 SING N N 46 
IIA C37 C38  SING N N 47 
IIA C37 H371 SING N N 48 
IIA C37 H372 SING N N 49 
IIA C38 N41  DOUB Y N 50 
IIA C38 C44  SING Y N 51 
IIA N41 O42  SING Y N 52 
IIA O42 C43  SING Y N 53 
IIA C43 C44  DOUB Y N 54 
IIA C43 C45  SING N N 55 
IIA C44 H44  SING N N 56 
IIA C45 S46  SING Y N 57 
IIA C45 C49  DOUB Y N 58 
IIA S46 C47  SING Y N 59 
IIA C47 C48  DOUB Y N 60 
IIA C47 CL50 SING N N 61 
IIA C48 C49  SING Y N 62 
IIA C48 H48  SING N N 63 
IIA C49 H49  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 
IIA SMILES           ACDLabs              10.04 Clc5sc(c1onc(c1)Cn4c2ccccc2cc4C(=O)NC3CCN(C(C)C)CC3)cc5                                                                                                                            
IIA InChI            InChI                1.02b InChI=1/C25H27ClN4O2S/c1-16(2)29-11-9-18(10-12-29)27-25(31)21-13-17-5-3-4-6-20(17)30(21)15-19-14-22(32-28-19)23-7-8-24(26)33-23/h3-8,13-14,16,18H,9-12,15H2,1-2H3,(H,27,31)/f/h27H 
IIA InChIKey         InChI                1.02b MMGXOGPDBICRQF-LELJVTLKCL                                                                                                                                                          
IIA SMILES_CANONICAL CACTVS               3.341 CC(C)N1CCC(CC1)NC(=O)c2cc3ccccc3n2Cc4cc(on4)c5sc(Cl)cc5                                                                                                                            
IIA SMILES           CACTVS               3.341 CC(C)N1CCC(CC1)NC(=O)c2cc3ccccc3n2Cc4cc(on4)c5sc(Cl)cc5                                                                                                                            
IIA SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC(C)N1CCC(CC1)NC(=O)c2cc3ccccc3n2Cc4cc(on4)c5ccc(s5)Cl                                                                                                                            
IIA SMILES           "OpenEye OEToolkits" 1.5.0 CC(C)N1CCC(CC1)NC(=O)c2cc3ccccc3n2Cc4cc(on4)c5ccc(s5)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 
IIA "SYSTEMATIC NAME" ACDLabs              10.04 1-{[5-(5-chlorothiophen-2-yl)isoxazol-3-yl]methyl}-N-[1-(1-methylethyl)piperidin-4-yl]-1H-indole-2-carboxamide 
IIA "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 1-[[5-(5-chlorothiophen-2-yl)-1,2-oxazol-3-yl]methyl]-N-(1-propan-2-ylpiperidin-4-yl)indole-2-carboxamide      
# 
