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 2011-06-04 _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 Y 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 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" IIA InChI InChI 1.03 "InChI=1S/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)" IIA InChIKey InChI 1.03 MMGXOGPDBICRQF-UHFFFAOYSA-N # 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" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site IIA "Create component" 2005-04-11 EBI IIA "Modify aromatic_flag" 2011-06-04 RCSB IIA "Modify descriptor" 2011-06-04 RCSB #