data_1AM # _chem_comp.id 1AM _chem_comp.name "2-(6-methoxy-1-oxo-1,3-dihydro-2H-isoindol-2-yl)-N-[4-(piperazin-1-yl)pyridin-3-yl]-1,3-thiazole-4-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H22 N6 O3 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-11-16 _chem_comp.pdbx_modified_date 2013-03-01 _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 450.513 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 1AM _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details Corina _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 4HYH _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 1AM C01 C01 C 0 1 Y N N 7.356 -5.732 12.218 -6.603 -0.173 -0.998 C01 1AM 1 1AM N02 N02 N 0 1 Y N N 6.611 -4.827 11.546 -6.160 1.056 -1.187 N02 1AM 2 1AM C03 C03 C 0 1 Y N N 7.281 -3.899 10.848 -4.906 1.392 -0.946 C03 1AM 3 1AM C04 C04 C 0 1 Y N N 8.662 -3.821 10.796 -4.000 0.454 -0.480 C04 1AM 4 1AM C05 C05 C 0 1 Y N N 9.419 -4.793 11.463 -4.432 -0.860 -0.268 C05 1AM 5 1AM C06 C06 C 0 1 Y N N 8.742 -5.762 12.214 -5.765 -1.166 -0.531 C06 1AM 6 1AM N07 N07 N 0 1 N N N 10.796 -4.706 11.414 -3.554 -1.836 0.200 N07 1AM 7 1AM C08 C08 C 0 1 N N N 11.560 -5.934 11.583 -3.438 -2.944 -0.758 C08 1AM 8 1AM C09 C09 C 0 1 N N N 13.032 -5.618 11.329 -2.407 -3.953 -0.246 C09 1AM 9 1AM N10 N10 N 0 1 N N N 13.569 -4.623 12.275 -2.822 -4.444 1.075 N10 1AM 10 1AM C11 C11 C 0 1 N N N 12.805 -3.366 12.098 -2.937 -3.336 2.034 C11 1AM 11 1AM C12 C12 C 0 1 N N N 11.304 -3.549 12.253 -3.968 -2.328 1.522 C12 1AM 12 1AM N13 N13 N 0 1 N N N 9.342 -2.918 9.985 -2.670 0.816 -0.226 N13 1AM 13 1AM C14 C14 C 0 1 N N N 8.890 -1.763 9.432 -2.362 2.097 0.056 C14 1AM 14 1AM O15 O15 O 0 1 N N N 7.794 -1.252 9.599 -3.247 2.921 0.189 O15 1AM 15 1AM C16 C16 C 0 1 Y N N 9.914 -1.170 8.569 -0.954 2.501 0.202 C16 1AM 16 1AM N17 N17 N 0 1 Y N N 11.182 -1.756 8.443 0.058 1.638 0.066 N17 1AM 17 1AM C18 C18 C 0 1 Y N N 11.910 -1.050 7.591 1.244 2.136 0.223 C18 1AM 18 1AM S19 S19 S 0 1 Y N N 11.132 0.291 6.904 1.116 3.855 0.577 S19 1AM 19 1AM C20 C20 C 0 1 Y N N 9.708 -0.057 7.788 -0.588 3.770 0.478 C20 1AM 20 1AM N21 N21 N 0 1 N N N 13.238 -1.357 7.324 2.431 1.424 0.126 N21 1AM 21 1AM C22 C22 C 0 1 N N N 14.059 -0.591 6.491 2.537 0.112 -0.150 C22 1AM 22 1AM C23 C23 C 0 1 Y N N 15.399 -1.198 6.543 3.955 -0.294 -0.170 C23 1AM 23 1AM C24 C24 C 0 1 Y N N 15.336 -2.311 7.414 4.736 0.831 0.107 C24 1AM 24 1AM C25 C25 C 0 1 N N N 13.945 -2.451 7.949 3.778 1.979 0.301 C25 1AM 25 1AM C26 C26 C 0 1 Y N N 16.571 -0.816 5.880 4.577 -1.521 -0.404 C26 1AM 26 1AM C27 C27 C 0 1 Y N N 17.704 -1.610 6.090 5.958 -1.611 -0.359 C27 1AM 27 1AM C28 C28 C 0 1 Y N N 17.643 -2.740 6.937 6.723 -0.486 -0.081 C28 1AM 28 1AM C29 C29 C 0 1 Y N N 16.457 -3.104 7.630 6.108 0.732 0.150 C29 1AM 29 1AM O30 O30 O 0 1 N N N 13.792 0.413 5.838 1.598 -0.633 -0.353 O30 1AM 30 1AM O31 O31 O 0 1 N N N 18.931 -1.407 5.537 6.567 -2.805 -0.586 O31 1AM 31 1AM C32 C32 C 0 1 N N N 19.098 -0.247 4.733 7.994 -2.828 -0.523 C32 1AM 32 1AM H1 H1 H 0 1 N N N 6.837 -6.482 12.797 -7.636 -0.404 -1.209 H1 1AM 33 1AM H2 H2 H 0 1 N N N 6.710 -3.169 10.294 -4.584 2.409 -1.114 H2 1AM 34 1AM H3 H3 H 0 1 N N N 9.284 -6.510 12.773 -6.137 -2.168 -0.379 H3 1AM 35 1AM H4 H4 H 0 1 N N N 11.212 -6.691 10.865 -4.405 -3.435 -0.865 H4 1AM 36 1AM H5 H5 H 0 1 N N N 11.432 -6.314 12.607 -3.118 -2.556 -1.726 H5 1AM 37 1AM H6 H6 H 0 1 N N N 13.614 -6.547 11.426 -2.341 -4.790 -0.941 H6 1AM 38 1AM H7 H7 H 0 1 N N N 13.137 -5.225 10.307 -1.434 -3.469 -0.165 H7 1AM 39 1AM H8 H8 H 0 1 N N N 13.464 -4.955 13.213 -3.686 -4.961 1.014 H8 1AM 40 1AM H10 H10 H 0 1 N N N 13.007 -2.973 11.090 -3.257 -3.724 3.001 H10 1AM 41 1AM H11 H11 H 0 1 N N N 13.148 -2.640 12.850 -1.970 -2.846 2.140 H11 1AM 42 1AM H12 H12 H 0 1 N N N 10.797 -2.626 11.934 -4.034 -1.491 2.217 H12 1AM 43 1AM H13 H13 H 0 1 N N N 11.075 -3.747 13.311 -4.941 -2.812 1.441 H13 1AM 44 1AM H14 H14 H 0 1 N N N 10.293 -3.151 9.782 -1.971 0.144 -0.253 H14 1AM 45 1AM H15 H15 H 0 1 N N N 8.790 0.510 7.740 -1.265 4.599 0.619 H15 1AM 46 1AM H16 H16 H 0 1 N N N 13.932 -2.354 9.045 3.963 2.754 -0.442 H16 1AM 47 1AM H17 H17 H 0 1 N N N 13.508 -3.419 7.662 3.886 2.388 1.306 H17 1AM 48 1AM H18 H18 H 0 1 N N N 16.600 0.051 5.237 3.984 -2.397 -0.619 H18 1AM 49 1AM H19 H19 H 0 1 N N N 18.527 -3.347 7.062 7.800 -0.562 -0.046 H19 1AM 50 1AM H20 H20 H 0 1 N N N 16.428 -3.956 8.293 6.706 1.606 0.365 H20 1AM 51 1AM H21 H21 H 0 1 N N N 20.130 -0.209 4.353 8.320 -2.517 0.470 H21 1AM 52 1AM H22 H22 H 0 1 N N N 18.397 -0.284 3.886 8.351 -3.838 -0.723 H22 1AM 53 1AM H23 H23 H 0 1 N N N 18.896 0.650 5.337 8.401 -2.145 -1.269 H23 1AM 54 # 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 1AM C32 O31 SING N N 1 1AM O31 C27 SING N N 2 1AM O30 C22 DOUB N N 3 1AM C26 C27 DOUB Y N 4 1AM C26 C23 SING Y N 5 1AM C27 C28 SING Y N 6 1AM C22 C23 SING N N 7 1AM C22 N21 SING N N 8 1AM C23 C24 DOUB Y N 9 1AM S19 C18 SING Y N 10 1AM S19 C20 SING Y N 11 1AM C28 C29 DOUB Y N 12 1AM N21 C18 SING N N 13 1AM N21 C25 SING N N 14 1AM C24 C29 SING Y N 15 1AM C24 C25 SING N N 16 1AM C18 N17 DOUB Y N 17 1AM C20 C16 DOUB Y N 18 1AM N17 C16 SING Y N 19 1AM C16 C14 SING N N 20 1AM C14 O15 DOUB N N 21 1AM C14 N13 SING N N 22 1AM N13 C04 SING N N 23 1AM C04 C03 DOUB Y N 24 1AM C04 C05 SING Y N 25 1AM C03 N02 SING Y N 26 1AM C09 C08 SING N N 27 1AM C09 N10 SING N N 28 1AM N07 C05 SING N N 29 1AM N07 C08 SING N N 30 1AM N07 C12 SING N N 31 1AM C05 C06 DOUB Y N 32 1AM N02 C01 DOUB Y N 33 1AM C11 C12 SING N N 34 1AM C11 N10 SING N N 35 1AM C06 C01 SING Y N 36 1AM C01 H1 SING N N 37 1AM C03 H2 SING N N 38 1AM C06 H3 SING N N 39 1AM C08 H4 SING N N 40 1AM C08 H5 SING N N 41 1AM C09 H6 SING N N 42 1AM C09 H7 SING N N 43 1AM N10 H8 SING N N 44 1AM C11 H10 SING N N 45 1AM C11 H11 SING N N 46 1AM C12 H12 SING N N 47 1AM C12 H13 SING N N 48 1AM N13 H14 SING N N 49 1AM C20 H15 SING N N 50 1AM C25 H16 SING N N 51 1AM C25 H17 SING N N 52 1AM C26 H18 SING N N 53 1AM C28 H19 SING N N 54 1AM C29 H20 SING N N 55 1AM C32 H21 SING N N 56 1AM C32 H22 SING N N 57 1AM C32 H23 SING N N 58 # 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 1AM SMILES ACDLabs 12.01 "O=C5c1c(ccc(OC)c1)CN5c2nc(cs2)C(=O)Nc4c(N3CCNCC3)ccnc4" 1AM InChI InChI 1.03 "InChI=1S/C22H22N6O3S/c1-31-15-3-2-14-12-28(21(30)16(14)10-15)22-26-18(13-32-22)20(29)25-17-11-24-5-4-19(17)27-8-6-23-7-9-27/h2-5,10-11,13,23H,6-9,12H2,1H3,(H,25,29)" 1AM InChIKey InChI 1.03 KLJVDMAOKMSBQX-UHFFFAOYSA-N 1AM SMILES_CANONICAL CACTVS 3.370 "COc1ccc2CN(C(=O)c2c1)c3scc(n3)C(=O)Nc4cnccc4N5CCNCC5" 1AM SMILES CACTVS 3.370 "COc1ccc2CN(C(=O)c2c1)c3scc(n3)C(=O)Nc4cnccc4N5CCNCC5" 1AM SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "COc1ccc2c(c1)C(=O)N(C2)c3nc(cs3)C(=O)Nc4cnccc4N5CCNCC5" 1AM SMILES "OpenEye OEToolkits" 1.7.6 "COc1ccc2c(c1)C(=O)N(C2)c3nc(cs3)C(=O)Nc4cnccc4N5CCNCC5" # 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 1AM "SYSTEMATIC NAME" ACDLabs 12.01 "2-(6-methoxy-1-oxo-1,3-dihydro-2H-isoindol-2-yl)-N-[4-(piperazin-1-yl)pyridin-3-yl]-1,3-thiazole-4-carboxamide" 1AM "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "2-(5-methoxy-3-oxidanylidene-1H-isoindol-2-yl)-N-(4-piperazin-1-ylpyridin-3-yl)-1,3-thiazole-4-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 1AM "Create component" 2012-11-16 RCSB 1AM "Initial release" 2013-03-06 RCSB #