data_1EH # _chem_comp.id 1EH _chem_comp.name "4-(5-{[(2-chloropyridin-4-yl)methyl]carbamoyl}thiophen-2-yl)-1-benzothiophene-2-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H14 Cl N3 O2 S2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-01-03 _chem_comp.pdbx_modified_date 2013-08-23 _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 427.927 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 1EH _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 4IJP _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 1EH CAB CAB C 0 1 Y N N -20.617 -32.605 18.528 -4.962 -0.462 0.375 CAB 1EH 1 1EH CAE CAE C 0 1 Y N N -19.294 -33.017 18.698 -5.598 -1.457 -0.346 CAE 1EH 2 1EH CL CL CL 0 0 N N N -18.001 -31.973 18.220 -5.919 -2.990 0.404 CL 1EH 3 1EH NAH NAH N 0 1 Y N N -19.019 -34.226 19.232 -5.963 -1.254 -1.598 NAH 1EH 4 1EH CAF CAF C 0 1 Y N N -19.987 -35.057 19.605 -5.740 -0.106 -2.207 CAF 1EH 5 1EH CAC CAC C 0 1 Y N N -21.327 -34.698 19.466 -5.109 0.933 -1.550 CAC 1EH 6 1EH CAA CAA C 0 1 Y N N -21.647 -33.446 18.945 -4.711 0.757 -0.233 CAA 1EH 7 1EH CAD CAD C 0 1 N N N -23.113 -33.064 18.743 -4.021 1.867 0.518 CAD 1EH 8 1EH NAG NAG N 0 1 N N N -23.557 -31.915 19.556 -2.572 1.758 0.329 NAG 1EH 9 1EH CAM CAM C 0 1 N N N -23.342 -30.645 19.206 -1.747 2.650 0.912 CAM 1EH 10 1EH OAP OAP O 0 1 N N N -22.737 -30.306 18.190 -2.206 3.546 1.597 OAP 1EH 11 1EH CAL CAL C 0 1 Y N N -23.940 -29.581 20.139 -0.299 2.541 0.723 CAL 1EH 12 1EH SAK SAK S 0 1 Y N N -23.704 -27.928 19.991 0.507 1.310 -0.241 SAK 1EH 13 1EH CAO CAO C 0 1 Y N N -24.809 -29.791 21.134 0.632 3.384 1.263 CAO 1EH 14 1EH CAN CAN C 0 1 Y N N -25.216 -28.662 21.758 1.928 3.085 0.946 CAN 1EH 15 1EH CAJ CAJ C 0 1 Y N N -24.727 -27.511 21.265 2.082 1.993 0.140 CAJ 1EH 16 1EH CAV CAV C 0 1 Y N N -24.936 -26.181 21.655 3.373 1.469 -0.342 CAV 1EH 17 1EH CAY CAY C 0 1 Y N N -23.909 -25.243 21.500 4.295 2.326 -0.922 CAY 1EH 18 1EH CAX CAX C 0 1 Y N N -24.091 -23.909 21.858 5.510 1.842 -1.377 CAX 1EH 19 1EH CAT CAT C 0 1 Y N N -25.325 -23.491 22.346 5.816 0.506 -1.259 CAT 1EH 20 1EH CAQ CAQ C 0 1 Y N N -26.365 -24.411 22.484 4.907 -0.386 -0.679 CAQ 1EH 21 1EH SAS SAS S 0 1 Y N N -27.938 -24.228 23.056 5.027 -2.120 -0.402 SAS 1EH 22 1EH CAR CAR C 0 1 Y N N -26.197 -25.771 22.136 3.675 0.079 -0.206 CAR 1EH 23 1EH CAU CAU C 0 1 Y N N -27.322 -26.498 22.357 2.890 -0.938 0.349 CAU 1EH 24 1EH CAW CAW C 0 1 Y N N -28.368 -25.827 22.853 3.430 -2.163 0.325 CAW 1EH 25 1EH CAZ CAZ C 0 1 N N N -29.742 -26.415 23.203 2.783 -3.373 0.852 CAZ 1EH 26 1EH OBB OBB O 0 1 N N N -30.564 -25.753 23.835 1.678 -3.302 1.355 OBB 1EH 27 1EH NBA NBA N 0 1 N N N -29.957 -27.662 22.789 3.415 -4.561 0.779 NBA 1EH 28 1EH H1 H1 H 0 1 N N N -20.839 -31.648 18.080 -4.669 -0.633 1.401 H1 1EH 29 1EH H2 H2 H 0 1 N N N -19.733 -36.021 20.020 -6.053 0.023 -3.233 H2 1EH 30 1EH H3 H3 H 0 1 N N N -22.109 -35.383 19.759 -4.930 1.871 -2.055 H3 1EH 31 1EH H4 H4 H 0 1 N N N -23.261 -32.814 17.682 -4.365 2.830 0.141 H4 1EH 32 1EH H5 H5 H 0 1 N N N -23.735 -33.933 19.005 -4.255 1.787 1.580 H5 1EH 33 1EH H6 H6 H 0 1 N N N -24.043 -32.097 20.411 -2.207 1.044 -0.217 H6 1EH 34 1EH H7 H7 H 0 1 N N N -25.155 -30.775 21.414 0.364 4.221 1.890 H7 1EH 35 1EH H8 H8 H 0 1 N N N -25.892 -28.684 22.600 2.764 3.667 1.304 H8 1EH 36 1EH H9 H9 H 0 1 N N N -22.959 -25.559 21.096 4.064 3.376 -1.019 H9 1EH 37 1EH H10 H10 H 0 1 N N N -23.279 -23.204 21.757 6.222 2.518 -1.828 H10 1EH 38 1EH H11 H11 H 0 1 N N N -25.478 -22.457 22.617 6.767 0.141 -1.619 H11 1EH 39 1EH H12 H12 H 0 1 N N N -27.370 -27.556 22.145 1.908 -0.750 0.758 H12 1EH 40 1EH H13 H13 H 0 1 N N N -30.827 -28.112 22.989 4.296 -4.618 0.378 H13 1EH 41 1EH H14 H14 H 0 1 N N N -29.248 -28.149 22.278 2.988 -5.360 1.127 H14 1EH 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 1EH OAP CAM DOUB N N 1 1EH CL CAE SING N N 2 1EH CAB CAE DOUB Y N 3 1EH CAB CAA SING Y N 4 1EH CAE NAH SING Y N 5 1EH CAD CAA SING N N 6 1EH CAD NAG SING N N 7 1EH CAA CAC DOUB Y N 8 1EH CAM NAG SING N N 9 1EH CAM CAL SING N N 10 1EH NAH CAF DOUB Y N 11 1EH CAC CAF SING Y N 12 1EH SAK CAL SING Y N 13 1EH SAK CAJ SING Y N 14 1EH CAL CAO DOUB Y N 15 1EH CAO CAN SING Y N 16 1EH CAJ CAV SING N N 17 1EH CAJ CAN DOUB Y N 18 1EH CAY CAV DOUB Y N 19 1EH CAY CAX SING Y N 20 1EH CAV CAR SING Y N 21 1EH CAX CAT DOUB Y N 22 1EH CAR CAU SING Y N 23 1EH CAR CAQ DOUB Y N 24 1EH CAT CAQ SING Y N 25 1EH CAU CAW DOUB Y N 26 1EH CAQ SAS SING Y N 27 1EH NBA CAZ SING N N 28 1EH CAW SAS SING Y N 29 1EH CAW CAZ SING N N 30 1EH CAZ OBB DOUB N N 31 1EH CAB H1 SING N N 32 1EH CAF H2 SING N N 33 1EH CAC H3 SING N N 34 1EH CAD H4 SING N N 35 1EH CAD H5 SING N N 36 1EH NAG H6 SING N N 37 1EH CAO H7 SING N N 38 1EH CAN H8 SING N N 39 1EH CAY H9 SING N N 40 1EH CAX H10 SING N N 41 1EH CAT H11 SING N N 42 1EH CAU H12 SING N N 43 1EH NBA H13 SING N N 44 1EH NBA H14 SING N N 45 # 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 1EH SMILES ACDLabs 12.01 "O=C(c3sc(c2c1c(sc(C(=O)N)c1)ccc2)cc3)NCc4ccnc(Cl)c4" 1EH InChI InChI 1.03 "InChI=1S/C20H14ClN3O2S2/c21-18-8-11(6-7-23-18)10-24-20(26)16-5-4-15(27-16)12-2-1-3-14-13(12)9-17(28-14)19(22)25/h1-9H,10H2,(H2,22,25)(H,24,26)" 1EH InChIKey InChI 1.03 SKAFXNGFXPGQIG-UHFFFAOYSA-N 1EH SMILES_CANONICAL CACTVS 3.370 "NC(=O)c1sc2cccc(c3sc(cc3)C(=O)NCc4ccnc(Cl)c4)c2c1" 1EH SMILES CACTVS 3.370 "NC(=O)c1sc2cccc(c3sc(cc3)C(=O)NCc4ccnc(Cl)c4)c2c1" 1EH SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1cc(c2cc(sc2c1)C(=O)N)c3ccc(s3)C(=O)NCc4ccnc(c4)Cl" 1EH SMILES "OpenEye OEToolkits" 1.7.6 "c1cc(c2cc(sc2c1)C(=O)N)c3ccc(s3)C(=O)NCc4ccnc(c4)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 1EH "SYSTEMATIC NAME" ACDLabs 12.01 "4-(5-{[(2-chloropyridin-4-yl)methyl]carbamoyl}thiophen-2-yl)-1-benzothiophene-2-carboxamide" 1EH "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "4-[5-[(2-chloranylpyridin-4-yl)methylcarbamoyl]thiophen-2-yl]-1-benzothiophene-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 1EH "Create component" 2013-01-03 RCSB 1EH "Initial release" 2013-08-28 RCSB #