data_JBJ # _chem_comp.id JBJ _chem_comp.name "(2R)-2-(5-fluoro-2-hydroxyphenyl)-2-{1-oxo-6-[4-(piperazin-1-yl)phenyl]-1,3-dihydro-2H-isoindol-2-yl}-N-(1,3-thiazol-2-yl)acetamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C29 H26 F N5 O3 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-06-28 _chem_comp.pdbx_modified_date 2019-05-30 _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 543.612 _chem_comp.one_letter_code ? _chem_comp.three_letter_code JBJ _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 5W9Z _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 JBJ C02 C1 C 0 1 N N N 39.051 89.525 -63.877 3.991 0.560 -0.663 C02 JBJ 1 JBJ C04 C2 C 0 1 Y N N 38.000 89.676 -65.939 5.727 2.153 -0.398 C04 JBJ 2 JBJ C06 C3 C 0 1 Y N N 37.300 89.845 -68.067 7.185 3.810 -0.083 C06 JBJ 3 JBJ C07 C4 C 0 1 Y N N 38.457 89.201 -68.337 6.091 4.504 0.238 C07 JBJ 4 JBJ C09 C5 C 0 1 N N R 38.926 89.707 -62.378 3.539 -0.856 -0.911 C09 JBJ 5 JBJ C11 C6 C 0 1 N N N 40.293 91.731 -61.796 1.128 -0.549 -0.329 C11 JBJ 6 JBJ C12 C7 C 0 1 Y N N 41.502 92.092 -61.349 -0.193 -0.676 -0.973 C12 JBJ 7 JBJ C13 C8 C 0 1 Y N N 42.017 93.306 -61.060 -1.489 -0.463 -0.504 C13 JBJ 8 JBJ C14 C9 C 0 1 Y N N 43.333 93.444 -60.602 -2.572 -0.666 -1.352 C14 JBJ 9 JBJ C15 C10 C 0 1 Y N N 43.886 94.689 -60.254 -3.953 -0.440 -0.859 C15 JBJ 10 JBJ C16 C11 C 0 1 Y N N 43.056 95.810 -60.117 -5.040 -0.644 -1.708 C16 JBJ 11 JBJ C17 C12 C 0 1 Y N N 43.575 97.043 -59.729 -6.322 -0.433 -1.247 C17 JBJ 12 JBJ C18 C13 C 0 1 Y N N 44.934 97.195 -59.456 -6.531 -0.018 0.063 C18 JBJ 13 JBJ C20 C14 C 0 1 N N N 46.845 98.636 -59.217 -7.824 0.628 1.931 C20 JBJ 14 JBJ C21 C15 C 0 1 N N N 47.255 99.847 -58.366 -9.265 0.774 2.424 C21 JBJ 15 JBJ C23 C16 C 0 1 N N N 45.055 100.813 -58.667 -9.979 1.314 0.175 C23 JBJ 16 JBJ C24 C17 C 0 1 N N N 44.645 99.575 -59.505 -8.538 1.168 -0.318 C24 JBJ 17 JBJ C25 C18 C 0 1 Y N N 45.760 96.073 -59.545 -5.449 0.185 0.911 C25 JBJ 18 JBJ C26 C19 C 0 1 Y N N 45.233 94.832 -59.931 -4.166 -0.030 0.456 C26 JBJ 19 JBJ C27 C20 C 0 1 Y N N 44.073 92.284 -60.420 -2.361 -1.082 -2.667 C27 JBJ 20 JBJ C28 C21 C 0 1 Y N N 43.489 91.054 -60.733 -1.075 -1.293 -3.129 C28 JBJ 21 JBJ C29 C22 C 0 1 Y N N 42.232 90.962 -61.180 0.001 -1.093 -2.293 C29 JBJ 22 JBJ C30 C23 C 0 1 N N N 41.467 89.837 -61.532 1.491 -1.230 -2.481 C30 JBJ 23 JBJ C32 C24 C 0 1 Y N N 38.571 88.474 -61.725 3.814 -1.692 0.313 C32 JBJ 24 JBJ C33 C25 C 0 1 Y N N 38.232 87.346 -62.482 4.093 -1.080 1.520 C33 JBJ 25 JBJ C34 C26 C 0 1 Y N N 37.840 86.160 -61.846 4.345 -1.848 2.644 C34 JBJ 26 JBJ C36 C27 C 0 1 Y N N 37.787 86.064 -60.460 4.318 -3.230 2.560 C36 JBJ 27 JBJ C37 C28 C 0 1 Y N N 38.117 87.174 -59.705 4.039 -3.844 1.355 C37 JBJ 28 JBJ C38 C29 C 0 1 Y N N 38.499 88.359 -60.334 3.781 -3.076 0.229 C38 JBJ 29 JBJ F35 F1 F 0 1 N N N 37.508 85.052 -62.577 4.618 -1.248 3.823 F35 JBJ 30 JBJ N03 N1 N 0 1 N N N 37.954 89.837 -64.604 5.301 0.870 -0.721 N03 JBJ 31 JBJ N05 N2 N 0 1 Y N N 37.042 90.095 -66.767 6.959 2.554 -0.421 N05 JBJ 32 JBJ N10 N3 N 0 1 N N N 40.178 90.385 -61.915 2.103 -0.868 -1.198 N10 JBJ 33 JBJ N19 N4 N 0 1 N N N 45.400 98.394 -59.028 -7.830 0.195 0.526 N19 JBJ 34 JBJ N22 N5 N 0 1 N N N 46.511 101.046 -58.771 -9.973 1.747 1.580 N22 JBJ 35 JBJ O01 O1 O 0 1 N N N 40.112 89.112 -64.343 3.174 1.422 -0.417 O01 JBJ 36 JBJ O31 O2 O 0 1 N N N 39.397 92.545 -62.038 1.310 -0.200 0.821 O31 JBJ 37 JBJ O39 O3 O 0 1 N N N 38.803 89.465 -59.591 3.501 -3.680 -0.957 O39 JBJ 38 JBJ S08 S1 S 0 1 Y N N 39.230 88.926 -66.905 4.700 3.434 0.080 S08 JBJ 39 JBJ H1 H1 H 0 1 N N N 36.619 90.143 -68.850 8.175 4.242 -0.070 H1 JBJ 40 JBJ H2 H2 H 0 1 N N N 38.813 88.917 -69.316 6.064 5.540 0.541 H2 JBJ 41 JBJ H3 H3 H 0 1 N N N 38.101 90.417 -62.215 4.083 -1.267 -1.761 H3 JBJ 42 JBJ H4 H4 H 0 1 N N N 41.403 94.186 -61.184 -1.651 -0.141 0.515 H4 JBJ 43 JBJ H5 H5 H 0 1 N N N 41.998 95.716 -60.315 -4.877 -0.966 -2.726 H5 JBJ 44 JBJ H6 H6 H 0 1 N N N 42.915 97.893 -59.638 -7.164 -0.591 -1.905 H6 JBJ 45 JBJ H7 H7 H 0 1 N N N 47.414 97.750 -58.899 -7.312 1.587 2.014 H7 JBJ 46 JBJ H8 H8 H 0 1 N N N 47.050 98.842 -60.278 -7.305 -0.115 2.538 H8 JBJ 47 JBJ H9 H9 H 0 1 N N N 47.044 99.632 -57.308 -9.769 -0.191 2.367 H9 JBJ 48 JBJ H10 H10 H 0 1 N N N 48.332 100.030 -58.495 -9.263 1.122 3.457 H10 JBJ 49 JBJ H11 H11 H 0 1 N N N 44.519 101.698 -59.041 -10.498 2.057 -0.431 H11 JBJ 50 JBJ H12 H12 H 0 1 N N N 44.790 100.642 -57.613 -10.491 0.355 0.092 H12 JBJ 51 JBJ H13 H13 H 0 1 N N N 44.875 99.756 -60.565 -8.540 0.820 -1.350 H13 JBJ 52 JBJ H14 H14 H 0 1 N N N 43.566 99.393 -59.390 -8.035 2.133 -0.261 H14 JBJ 53 JBJ H15 H15 H 0 1 N N N 46.812 96.161 -59.315 -5.614 0.508 1.929 H15 JBJ 54 JBJ H16 H16 H 0 1 N N N 45.884 93.971 -59.979 -3.325 0.124 1.117 H16 JBJ 55 JBJ H17 H17 H 0 1 N N N 45.084 92.331 -60.043 -3.203 -1.240 -3.324 H17 JBJ 56 JBJ H18 H18 H 0 1 N N N 44.069 90.152 -60.610 -0.914 -1.615 -4.147 H18 JBJ 57 JBJ H19 H19 H 0 1 N N N 41.361 89.154 -60.676 1.743 -2.259 -2.739 H19 JBJ 58 JBJ H20 H20 H 0 1 N N N 41.928 89.300 -62.374 1.834 -0.554 -3.265 H20 JBJ 59 JBJ H21 H21 H 0 1 N N N 38.273 87.390 -63.560 4.115 -0.002 1.586 H21 JBJ 60 JBJ H22 H22 H 0 1 N N N 37.494 85.141 -59.983 4.514 -3.827 3.438 H22 JBJ 61 JBJ H23 H23 H 0 1 N N N 38.079 87.124 -58.627 4.018 -4.922 1.290 H23 JBJ 62 JBJ H24 H24 H 0 1 N N N 37.127 90.180 -64.159 5.947 0.197 -0.988 H24 JBJ 63 JBJ H25 H25 H 0 1 N N N 46.741 101.272 -59.718 -9.569 2.667 1.673 H25 JBJ 64 JBJ H27 H27 H 0 1 N N N 38.717 89.260 -58.667 4.285 -3.932 -1.464 H27 JBJ 65 # # 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 JBJ C07 C06 DOUB Y N 1 JBJ C07 S08 SING Y N 2 JBJ C06 N05 SING Y N 3 JBJ S08 C04 SING Y N 4 JBJ N05 C04 DOUB Y N 5 JBJ C04 N03 SING N N 6 JBJ N03 C02 SING N N 7 JBJ O01 C02 DOUB N N 8 JBJ C02 C09 SING N N 9 JBJ F35 C34 SING N N 10 JBJ C33 C34 DOUB Y N 11 JBJ C33 C32 SING Y N 12 JBJ C09 N10 SING N N 13 JBJ C09 C32 SING N N 14 JBJ O31 C11 DOUB N N 15 JBJ N10 C11 SING N N 16 JBJ N10 C30 SING N N 17 JBJ C34 C36 SING Y N 18 JBJ C11 C12 SING N N 19 JBJ C32 C38 DOUB Y N 20 JBJ C30 C29 SING N N 21 JBJ C12 C29 DOUB Y N 22 JBJ C12 C13 SING Y N 23 JBJ C29 C28 SING Y N 24 JBJ C13 C14 DOUB Y N 25 JBJ C28 C27 DOUB Y N 26 JBJ C14 C27 SING Y N 27 JBJ C14 C15 SING N N 28 JBJ C36 C37 DOUB Y N 29 JBJ C38 C37 SING Y N 30 JBJ C38 O39 SING N N 31 JBJ C15 C16 DOUB Y N 32 JBJ C15 C26 SING Y N 33 JBJ C16 C17 SING Y N 34 JBJ C26 C25 DOUB Y N 35 JBJ C17 C18 DOUB Y N 36 JBJ C25 C18 SING Y N 37 JBJ C24 N19 SING N N 38 JBJ C24 C23 SING N N 39 JBJ C18 N19 SING N N 40 JBJ C20 N19 SING N N 41 JBJ C20 C21 SING N N 42 JBJ N22 C23 SING N N 43 JBJ N22 C21 SING N N 44 JBJ C06 H1 SING N N 45 JBJ C07 H2 SING N N 46 JBJ C09 H3 SING N N 47 JBJ C13 H4 SING N N 48 JBJ C16 H5 SING N N 49 JBJ C17 H6 SING N N 50 JBJ C20 H7 SING N N 51 JBJ C20 H8 SING N N 52 JBJ C21 H9 SING N N 53 JBJ C21 H10 SING N N 54 JBJ C23 H11 SING N N 55 JBJ C23 H12 SING N N 56 JBJ C24 H13 SING N N 57 JBJ C24 H14 SING N N 58 JBJ C25 H15 SING N N 59 JBJ C26 H16 SING N N 60 JBJ C27 H17 SING N N 61 JBJ C28 H18 SING N N 62 JBJ C30 H19 SING N N 63 JBJ C30 H20 SING N N 64 JBJ C33 H21 SING N N 65 JBJ C36 H22 SING N N 66 JBJ C37 H23 SING N N 67 JBJ N03 H24 SING N N 68 JBJ N22 H25 SING N N 69 JBJ O39 H27 SING N N 70 # # 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 JBJ SMILES ACDLabs 12.01 "C(C(N4C(c1c(ccc(c1)c3ccc(N2CCNCC2)cc3)C4)=O)c5c(ccc(c5)F)O)(Nc6nccs6)=O" JBJ InChI InChI 1.03 "InChI=1S/C29H26FN5O3S/c30-21-5-8-25(36)24(16-21)26(27(37)33-29-32-11-14-39-29)35-17-20-2-1-19(15-23(20)28(35)38)18-3-6-22(7-4-18)34-12-9-31-10-13-34/h1-8,11,14-16,26,31,36H,9-10,12-13,17H2,(H,32,33,37)/t26-/m1/s1" JBJ InChIKey InChI 1.03 VHQVOTINPRYDAO-AREMUKBSSA-N JBJ SMILES_CANONICAL CACTVS 3.385 "Oc1ccc(F)cc1[C@@H](N2Cc3ccc(cc3C2=O)c4ccc(cc4)N5CCNCC5)C(=O)Nc6sccn6" JBJ SMILES CACTVS 3.385 "Oc1ccc(F)cc1[CH](N2Cc3ccc(cc3C2=O)c4ccc(cc4)N5CCNCC5)C(=O)Nc6sccn6" JBJ SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "c1cc(ccc1c2ccc3c(c2)C(=O)N(C3)[C@H](c4cc(ccc4O)F)C(=O)Nc5nccs5)N6CCNCC6" JBJ SMILES "OpenEye OEToolkits" 2.0.6 "c1cc(ccc1c2ccc3c(c2)C(=O)N(C3)C(c4cc(ccc4O)F)C(=O)Nc5nccs5)N6CCNCC6" # # 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 JBJ "SYSTEMATIC NAME" ACDLabs 12.01 "(2R)-2-(5-fluoro-2-hydroxyphenyl)-2-{1-oxo-6-[4-(piperazin-1-yl)phenyl]-1,3-dihydro-2H-isoindol-2-yl}-N-(1,3-thiazol-2-yl)acetamide" JBJ "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "(2~{R})-2-(5-fluoranyl-2-oxidanyl-phenyl)-2-[3-oxidanylidene-5-(4-piperazin-1-ylphenyl)-1~{H}-isoindol-2-yl]-~{N}-(1,3-thiazol-2-yl)ethanamide" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site JBJ "Create component" 2017-06-28 RCSB JBJ "Initial release" 2019-06-05 RCSB ##