data_JK3 # _chem_comp.id JK3 _chem_comp.name "5-bromo-N-(3-chloro-2-(4-(prop-2-ynyl)piperazin-1-yl)phenyl)furan-2-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C18 H17 Br Cl N3 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2009-01-23 _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 422.703 _chem_comp.one_letter_code ? _chem_comp.three_letter_code JK3 _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 3FV8 _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 JK3 CL15 CL15 CL 0 0 N N N -10.514 -30.990 15.544 -4.762 1.223 0.403 CL15 JK3 1 JK3 C01 C01 C 0 1 Y N N -11.465 -36.420 8.568 3.877 1.905 -1.061 C01 JK3 2 JK3 C02 C02 C 0 1 Y N N -12.842 -36.627 8.431 4.877 0.951 -0.816 C02 JK3 3 JK3 C03 C03 C 0 1 Y N N -13.575 -35.952 9.470 4.295 -0.074 -0.150 C03 JK3 4 JK3 O05 O05 O 0 1 Y N N -12.549 -35.307 10.273 2.996 0.207 0.022 O05 JK3 5 JK3 C06 C06 C 0 1 Y N N -11.307 -35.569 9.760 2.722 1.409 -0.526 C06 JK3 6 JK3 C07 C07 C 0 1 N N N -10.067 -34.997 10.411 1.414 2.070 -0.540 C07 JK3 7 JK3 O08 O08 O 0 1 N N N -8.972 -35.213 10.041 1.290 3.163 -1.062 O08 JK3 8 JK3 N09 N09 N 0 1 N N N -10.404 -34.151 11.533 0.349 1.469 0.026 N09 JK3 9 JK3 C10 C10 C 0 1 Y N N -9.555 -33.390 12.405 -0.873 2.148 0.115 C10 JK3 10 JK3 C11 C11 C 0 1 Y N N -8.182 -33.349 12.327 -0.900 3.534 0.115 C11 JK3 11 JK3 C12 C12 C 0 1 Y N N -7.474 -32.571 13.254 -2.107 4.203 0.203 C12 JK3 12 JK3 C13 C13 C 0 1 Y N N -8.167 -31.832 14.270 -3.290 3.493 0.291 C13 JK3 13 JK3 C14 C14 C 0 1 Y N N -9.577 -31.894 14.325 -3.273 2.110 0.292 C14 JK3 14 JK3 C16 C16 C 0 1 Y N N -10.263 -32.637 13.420 -2.067 1.431 0.197 C16 JK3 15 JK3 N17 N17 N 0 1 N N N -11.707 -32.743 13.502 -2.047 0.031 0.191 N17 JK3 16 JK3 C18 C18 C 0 1 N N N -12.270 -34.014 13.975 -2.756 -0.500 -0.981 C18 JK3 17 JK3 C19 C19 C 0 1 N N N -13.589 -33.886 14.582 -2.643 -2.027 -0.993 C19 JK3 18 JK3 C20 C20 C 0 1 N N N -12.604 -31.579 13.090 -2.614 -0.509 1.435 C20 JK3 19 JK3 C21 C21 C 0 1 N N N -14.185 -31.888 13.129 -2.501 -2.035 1.423 C21 JK3 20 JK3 N22 N22 N 0 1 N N N -14.549 -33.301 13.638 -3.210 -2.567 0.250 N22 JK3 21 JK3 C23 C23 C 0 1 N N N -16.041 -33.588 13.891 -3.189 -4.035 0.244 C23 JK3 22 JK3 C24 C24 C 0 1 N N N -16.783 -34.520 12.922 -4.101 -4.535 -0.798 C24 JK3 23 JK3 C25 C25 C 0 1 N N N -17.285 -34.060 11.794 -4.828 -4.932 -1.629 C25 JK3 24 JK3 BR04 BR04 BR 0 0 N N N -15.521 -35.864 9.806 5.170 -1.643 0.439 BR04 JK3 25 JK3 H01 H01 H 0 1 N N N -10.681 -36.804 7.932 3.999 2.850 -1.569 H01 JK3 26 JK3 H02 H02 H 0 1 N N N -13.296 -37.216 7.648 5.915 1.021 -1.105 H02 JK3 27 JK3 HN09 HN09 H 0 0 N N N -11.382 -34.085 11.733 0.428 0.566 0.371 HN09 JK3 28 JK3 H11 H11 H 0 1 N N N -7.658 -33.907 11.565 0.022 4.092 0.046 H11 JK3 29 JK3 H12 H12 H 0 1 N N N -6.396 -32.528 13.203 -2.126 5.283 0.203 H12 JK3 30 JK3 H13 H13 H 0 1 N N N -7.618 -31.236 14.984 -4.231 4.020 0.360 H13 JK3 31 JK3 H18 H18 H 0 1 N N N -12.357 -34.690 13.112 -3.806 -0.213 -0.933 H18 JK3 32 JK3 H18A H18A H 0 0 N N N -11.593 -34.396 14.753 -2.310 -0.096 -1.890 H18A JK3 33 JK3 H19 H19 H 0 1 N N N -13.944 -34.884 14.880 -3.193 -2.425 -1.846 H19 JK3 34 JK3 H19A H19A H 0 0 N N N -13.510 -33.224 15.457 -1.595 -2.313 -1.070 H19A JK3 35 JK3 H20 H20 H 0 1 N N N -12.410 -30.747 13.783 -2.065 -0.110 2.288 H20 JK3 36 JK3 H20A H20A H 0 0 N N N -12.358 -31.354 12.042 -3.663 -0.222 1.511 H20A JK3 37 JK3 H21 H21 H 0 1 N N N -14.655 -31.156 13.802 -1.451 -2.322 1.374 H21 JK3 38 JK3 H21A H21A H 0 0 N N N -14.545 -31.823 12.092 -2.947 -2.440 2.332 H21A JK3 39 JK3 H23 H23 H 0 1 N N N -16.106 -34.053 14.886 -2.177 -4.384 0.038 H23 JK3 40 JK3 H23A H23A H 0 0 N N N -16.534 -32.613 13.765 -3.511 -4.407 1.217 H23A JK3 41 JK3 H25 H25 H 0 1 N N N -17.689 -33.690 10.887 -5.479 -5.288 -2.373 H25 JK3 42 # 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 JK3 C01 C06 DOUB Y N 1 JK3 C02 C01 SING Y N 2 JK3 C02 C03 DOUB Y N 3 JK3 C03 BR04 SING N N 4 JK3 C03 O05 SING Y N 5 JK3 C06 O05 SING Y N 6 JK3 C06 C07 SING N N 7 JK3 C07 N09 SING N N 8 JK3 O08 C07 DOUB N N 9 JK3 N09 C10 SING N N 10 JK3 C10 C16 SING Y N 11 JK3 C11 C10 DOUB Y N 12 JK3 C11 C12 SING Y N 13 JK3 C12 C13 DOUB Y N 14 JK3 C13 C14 SING Y N 15 JK3 C14 CL15 SING N N 16 JK3 C16 C14 DOUB Y N 17 JK3 C16 N17 SING N N 18 JK3 N17 C18 SING N N 19 JK3 C18 C19 SING N N 20 JK3 C20 N17 SING N N 21 JK3 C20 C21 SING N N 22 JK3 C21 N22 SING N N 23 JK3 N22 C19 SING N N 24 JK3 N22 C23 SING N N 25 JK3 C24 C23 SING N N 26 JK3 C25 C24 TRIP N N 27 JK3 C01 H01 SING N N 28 JK3 C02 H02 SING N N 29 JK3 N09 HN09 SING N N 30 JK3 C11 H11 SING N N 31 JK3 C12 H12 SING N N 32 JK3 C13 H13 SING N N 33 JK3 C18 H18 SING N N 34 JK3 C18 H18A SING N N 35 JK3 C19 H19 SING N N 36 JK3 C19 H19A SING N N 37 JK3 C20 H20 SING N N 38 JK3 C20 H20A SING N N 39 JK3 C21 H21 SING N N 40 JK3 C21 H21A SING N N 41 JK3 C23 H23 SING N N 42 JK3 C23 H23A SING N N 43 JK3 C25 H25 SING N N 44 # 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 JK3 SMILES ACDLabs 10.04 "O=C(Nc2cccc(Cl)c2N1CCN(CC#C)CC1)c3oc(Br)cc3" JK3 SMILES_CANONICAL CACTVS 3.341 "Clc1cccc(NC(=O)c2oc(Br)cc2)c1N3CCN(CC3)CC#C" JK3 SMILES CACTVS 3.341 "Clc1cccc(NC(=O)c2oc(Br)cc2)c1N3CCN(CC3)CC#C" JK3 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C#CCN1CCN(CC1)c2c(cccc2Cl)NC(=O)c3ccc(o3)Br" JK3 SMILES "OpenEye OEToolkits" 1.5.0 "C#CCN1CCN(CC1)c2c(cccc2Cl)NC(=O)c3ccc(o3)Br" JK3 InChI InChI 1.03 "InChI=1S/C18H17BrClN3O2/c1-2-8-22-9-11-23(12-10-22)17-13(20)4-3-5-14(17)21-18(24)15-6-7-16(19)25-15/h1,3-7H,8-12H2,(H,21,24)" JK3 InChIKey InChI 1.03 MEFJFXHHHNDHEN-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 JK3 "SYSTEMATIC NAME" ACDLabs 10.04 "5-bromo-N-[3-chloro-2-(4-prop-2-yn-1-ylpiperazin-1-yl)phenyl]furan-2-carboxamide" JK3 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "5-bromo-N-[3-chloro-2-(4-prop-2-ynylpiperazin-1-yl)phenyl]furan-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 JK3 "Create component" 2009-01-23 RCSB JK3 "Modify aromatic_flag" 2011-06-04 RCSB JK3 "Modify descriptor" 2011-06-04 RCSB #