data_3V1 # _chem_comp.id 3V1 _chem_comp.name "2-chloro-N-[3-(4-{[(2Z)-2-cyano-3-cyclopropyl-3-hydroxyprop-2-enoyl]amino}phenoxy)phenyl]-4-methyl-1,3-thiazole-5-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C24 H19 Cl N4 O4 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2014-11-07 _chem_comp.pdbx_modified_date 2015-11-20 _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 494.950 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 3V1 _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 4RR4 _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 3V1 C1 C1 C 0 1 Y N N -8.977 31.657 -1.172 0.934 2.861 -0.124 C1 3V1 1 3V1 C2 C2 C 0 1 Y N N -9.392 32.539 -0.185 0.626 3.422 -1.356 C2 3V1 2 3V1 C3 C3 C 0 1 Y N N -10.675 32.453 0.334 1.444 3.194 -2.445 C3 3V1 3 3V1 C4 C4 C 0 1 Y N N -11.517 31.467 -0.136 2.572 2.407 -2.313 C4 3V1 4 3V1 C5 C5 C 0 1 Y N N -11.109 30.577 -1.116 2.885 1.842 -1.083 C5 3V1 5 3V1 C6 C6 C 0 1 Y N N -9.824 30.667 -1.648 2.065 2.071 0.013 C6 3V1 6 3V1 N7 N7 N 0 1 N N N -12.020 29.657 -1.496 4.026 1.045 -0.949 N7 3V1 7 3V1 C8 C8 C 0 1 N N N -11.928 28.728 -2.452 4.017 -0.009 -0.109 C8 3V1 8 3V1 O9 O9 O 0 1 N N N -10.902 28.396 -3.008 2.987 -0.330 0.453 O9 3V1 9 3V1 C10 C10 C 0 1 Y N N -13.205 28.070 -2.819 5.248 -0.768 0.127 C10 3V1 10 3V1 S11 S11 S 0 1 Y N N -13.350 26.350 -2.875 6.822 -0.447 -0.597 S11 3V1 11 3V1 C12 C12 C 0 1 Y N N -15.010 26.530 -3.318 7.494 -1.769 0.253 C12 3V1 12 3V1 N13 N13 N 0 1 Y N N -15.459 27.804 -3.417 6.589 -2.345 0.980 N13 3V1 13 3V1 C14 C14 C 0 1 Y N N -14.500 28.738 -3.144 5.381 -1.841 0.947 C14 3V1 14 3V1 C15 C15 C 0 1 N N N -14.744 30.223 -3.191 4.234 -2.411 1.742 C15 3V1 15 3V1 CL16 CL16 CL 0 0 N N N -16.149 25.119 -3.647 9.154 -2.269 0.156 CL16 3V1 16 3V1 O17 O17 O 0 1 N N N -7.715 31.754 -1.687 0.131 3.091 0.948 O17 3V1 17 3V1 C18 C18 C 0 1 Y N N -7.022 32.925 -1.761 -1.123 2.568 0.929 C18 3V1 18 3V1 C19 C19 C 0 1 Y N N -7.229 33.758 -2.880 -1.950 2.708 2.035 C19 3V1 19 3V1 C20 C20 C 0 1 Y N N -6.512 34.966 -2.966 -3.224 2.177 2.017 C20 3V1 20 3V1 C21 C21 C 0 1 Y N N -5.595 35.314 -1.961 -3.679 1.503 0.891 C21 3V1 21 3V1 C22 C22 C 0 1 Y N N -5.425 34.476 -0.841 -2.852 1.363 -0.215 C22 3V1 22 3V1 C23 C23 C 0 1 Y N N -6.123 33.271 -0.731 -1.579 1.899 -0.197 C23 3V1 23 3V1 N24 N24 N 0 1 N N N -4.906 36.500 -2.010 -4.971 0.964 0.873 N24 3V1 24 3V1 C25 C25 C 0 1 N N N -4.365 36.972 -3.130 -5.211 -0.189 0.217 C25 3V1 25 3V1 O26 O26 O 0 1 N N N -4.543 36.387 -4.210 -4.288 -0.816 -0.269 O26 3V1 26 3V1 C27 C27 C 0 1 N N N -3.539 38.183 -3.137 -6.587 -0.689 0.088 C27 3V1 27 3V1 C28 C28 C 0 1 N N N -3.051 38.488 -4.266 -7.674 0.048 0.660 C28 3V1 28 3V1 N29 N29 N 0 1 N N N -2.493 38.765 -5.264 -8.535 0.633 1.114 N29 3V1 29 3V1 C30 C30 C 0 1 N N N -3.228 38.917 -2.071 -6.830 -1.855 -0.575 C30 3V1 30 3V1 O31 O31 O 0 1 N N N -3.687 38.617 -0.857 -5.811 -2.548 -1.112 O31 3V1 31 3V1 C32 C32 C 0 1 N N N -2.356 40.132 -2.280 -8.241 -2.368 -0.707 C32 3V1 32 3V1 C33 C33 C 0 1 N N N -2.374 41.116 -1.107 -8.474 -3.567 -1.629 C33 3V1 33 3V1 C34 C34 C 0 1 N N N -1.167 40.193 -1.318 -8.551 -3.743 -0.111 C34 3V1 34 3V1 H1 H1 H 0 1 N N N -8.713 33.295 0.181 -0.255 4.038 -1.462 H1 3V1 35 3V1 H2 H2 H 0 1 N N N -11.009 33.146 1.092 1.201 3.631 -3.403 H2 3V1 36 3V1 H3 H3 H 0 1 N N N -12.515 31.387 0.268 3.209 2.230 -3.166 H3 3V1 37 3V1 H4 H4 H 0 1 N N N -9.495 29.981 -2.414 2.306 1.633 0.970 H4 3V1 38 3V1 H5 H5 H 0 1 N N N -12.884 29.673 -0.992 4.824 1.250 -1.461 H5 3V1 39 3V1 H6 H6 H 0 1 N N N -15.790 30.415 -3.473 4.195 -1.930 2.719 H6 3V1 40 3V1 H7 H7 H 0 1 N N N -14.546 30.659 -2.201 3.300 -2.232 1.211 H7 3V1 41 3V1 H8 H8 H 0 1 N N N -14.074 30.681 -3.934 4.379 -3.484 1.871 H8 3V1 42 3V1 H9 H9 H 0 1 N N N -7.924 33.474 -3.656 -1.596 3.232 2.911 H9 3V1 43 3V1 H10 H10 H 0 1 N N N -6.667 35.626 -3.806 -3.867 2.286 2.878 H10 3V1 44 3V1 H11 H11 H 0 1 N N N -4.745 34.770 -0.055 -3.205 0.839 -1.091 H11 3V1 45 3V1 H12 H12 H 0 1 N N N -5.978 32.622 0.120 -0.937 1.793 -1.059 H12 3V1 46 3V1 H13 H13 H 0 1 N N N -4.807 37.031 -1.169 -5.694 1.420 1.332 H13 3V1 47 3V1 H14 H14 H 0 1 N N N -3.360 39.250 -0.229 -6.032 -3.368 -1.573 H14 3V1 48 3V1 H15 H15 H 0 1 N N N -2.230 40.529 -3.298 -9.023 -1.610 -0.658 H15 3V1 49 3V1 H16 H16 H 0 1 N N N -2.280 42.196 -1.293 -9.409 -3.598 -2.187 H16 3V1 50 3V1 H17 H17 H 0 1 N N N -3.053 40.948 -0.258 -7.607 -3.984 -2.140 H17 3V1 51 3V1 H18 H18 H 0 1 N N N -0.981 39.363 -0.621 -7.735 -4.276 0.376 H18 3V1 52 3V1 H19 H19 H 0 1 N N N -0.207 40.611 -1.656 -9.538 -3.889 0.329 H19 3V1 53 # 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 3V1 N29 C28 TRIP N N 1 3V1 C28 C27 SING N N 2 3V1 O26 C25 DOUB N N 3 3V1 CL16 C12 SING N N 4 3V1 N13 C12 DOUB Y N 5 3V1 N13 C14 SING Y N 6 3V1 C12 S11 SING Y N 7 3V1 C15 C14 SING N N 8 3V1 C14 C10 DOUB Y N 9 3V1 C27 C25 SING N N 10 3V1 C27 C30 DOUB N Z 11 3V1 C25 N24 SING N N 12 3V1 O9 C8 DOUB N N 13 3V1 C20 C19 DOUB Y N 14 3V1 C20 C21 SING Y N 15 3V1 C19 C18 SING Y N 16 3V1 S11 C10 SING Y N 17 3V1 C10 C8 SING N N 18 3V1 C8 N7 SING N N 19 3V1 C32 C30 SING N N 20 3V1 C32 C34 SING N N 21 3V1 C32 C33 SING N N 22 3V1 C30 O31 SING N N 23 3V1 N24 C21 SING N N 24 3V1 C21 C22 DOUB Y N 25 3V1 C18 O17 SING N N 26 3V1 C18 C23 DOUB Y N 27 3V1 O17 C1 SING N N 28 3V1 C6 C1 DOUB Y N 29 3V1 C6 C5 SING Y N 30 3V1 N7 C5 SING N N 31 3V1 C34 C33 SING N N 32 3V1 C1 C2 SING Y N 33 3V1 C5 C4 DOUB Y N 34 3V1 C22 C23 SING Y N 35 3V1 C2 C3 DOUB Y N 36 3V1 C4 C3 SING Y N 37 3V1 C2 H1 SING N N 38 3V1 C3 H2 SING N N 39 3V1 C4 H3 SING N N 40 3V1 C6 H4 SING N N 41 3V1 N7 H5 SING N N 42 3V1 C15 H6 SING N N 43 3V1 C15 H7 SING N N 44 3V1 C15 H8 SING N N 45 3V1 C19 H9 SING N N 46 3V1 C20 H10 SING N N 47 3V1 C22 H11 SING N N 48 3V1 C23 H12 SING N N 49 3V1 N24 H13 SING N N 50 3V1 O31 H14 SING N N 51 3V1 C32 H15 SING N N 52 3V1 C33 H16 SING N N 53 3V1 C33 H17 SING N N 54 3V1 C34 H18 SING N N 55 3V1 C34 H19 SING N N 56 # 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 3V1 SMILES ACDLabs 12.01 "O=C(c1sc(Cl)nc1C)Nc4cccc(Oc3ccc(NC(=O)C(/C#N)=C(\O)C2CC2)cc3)c4" 3V1 InChI InChI 1.03 "InChI=1S/C24H19ClN4O4S/c1-13-21(34-24(25)27-13)23(32)29-16-3-2-4-18(11-16)33-17-9-7-15(8-10-17)28-22(31)19(12-26)20(30)14-5-6-14/h2-4,7-11,14,30H,5-6H2,1H3,(H,28,31)(H,29,32)/b20-19-" 3V1 InChIKey InChI 1.03 LSKVCRHBWSIYNZ-VXPUYCOJSA-N 3V1 SMILES_CANONICAL CACTVS 3.385 "Cc1nc(Cl)sc1C(=O)Nc2cccc(Oc3ccc(NC(=O)\C(C#N)=C(/O)C4CC4)cc3)c2" 3V1 SMILES CACTVS 3.385 "Cc1nc(Cl)sc1C(=O)Nc2cccc(Oc3ccc(NC(=O)C(C#N)=C(O)C4CC4)cc3)c2" 3V1 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "Cc1c(sc(n1)Cl)C(=O)Nc2cccc(c2)Oc3ccc(cc3)NC(=O)/C(=C(/C4CC4)\O)/C#N" 3V1 SMILES "OpenEye OEToolkits" 1.7.6 "Cc1c(sc(n1)Cl)C(=O)Nc2cccc(c2)Oc3ccc(cc3)NC(=O)C(=C(C4CC4)O)C#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 3V1 "SYSTEMATIC NAME" ACDLabs 12.01 "2-chloro-N-[3-(4-{[(2Z)-2-cyano-3-cyclopropyl-3-hydroxyprop-2-enoyl]amino}phenoxy)phenyl]-4-methyl-1,3-thiazole-5-carboxamide" 3V1 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "2-chloranyl-N-[3-[4-[[(Z)-2-cyano-3-cyclopropyl-3-oxidanyl-prop-2-enoyl]amino]phenoxy]phenyl]-4-methyl-1,3-thiazole-5-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 3V1 "Create component" 2014-11-07 RCSB 3V1 "Initial release" 2015-11-25 RCSB #