data_KV1 # _chem_comp.id KV1 _chem_comp.name "N-((3R,5S)-1-(benzofuran-3-carbonyl)-5-(ethylcarbamoyl)pyrrolidin-3-yl)-3-ethyl-1-methyl-1H-pyrazole-5-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C23 H27 N5 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2014-01-29 _chem_comp.pdbx_modified_date 2014-02-07 _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 437.492 _chem_comp.one_letter_code ? _chem_comp.three_letter_code KV1 _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 4COD _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # 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 KV1 C1 C1 C 0 1 N N N 9.023 41.821 -52.935 -3.101 6.501 -0.141 C1 KV1 1 KV1 N1 N1 N 0 1 N N N 9.655 44.149 -53.115 -2.223 4.256 0.276 N1 KV1 2 KV1 O1 O1 O 0 1 N N N 11.783 44.861 -52.944 -2.328 2.483 -1.054 O1 KV1 3 KV1 C2 C2 C 0 1 N N N 9.789 42.960 -52.305 -2.941 5.084 -0.697 C2 KV1 4 KV1 N2 N2 N 0 1 N N N 10.891 47.448 -53.874 -1.447 0.687 0.704 N2 KV1 5 KV1 O2 O2 O 0 1 N N N 9.827 47.561 -51.866 -3.660 0.694 0.901 O2 KV1 6 KV1 C3 C3 C 0 1 N N N 10.657 44.983 -53.382 -1.966 2.962 -0.000 C3 KV1 7 KV1 N3 N3 N 0 1 N N N 10.120 47.976 -56.729 2.186 0.897 0.257 N3 KV1 8 KV1 O3 O3 O 0 1 Y N N 12.902 50.898 -51.942 -2.139 -3.468 -0.013 O3 KV1 9 KV1 C4 C4 C 0 1 N N S 10.345 46.138 -54.273 -1.228 2.110 1.000 C4 KV1 10 KV1 N4 N4 N 0 1 Y N N 7.373 50.652 -59.208 6.333 -0.851 -0.661 N4 KV1 11 KV1 O4 O4 O 0 1 N N N 10.779 48.096 -58.916 2.479 0.136 -1.810 O4 KV1 12 KV1 C5 C5 C 0 1 N N N 10.916 45.930 -55.672 0.289 2.372 0.895 C5 KV1 13 KV1 N5 N5 N 0 1 Y N N 8.151 49.530 -59.244 5.235 -0.600 -1.278 N5 KV1 14 KV1 C6 C6 C 0 1 N N R 11.289 47.316 -56.173 0.780 1.210 -0.009 C6 KV1 15 KV1 C7 C7 C 0 1 N N N 11.731 48.037 -54.923 -0.143 0.052 0.446 C7 KV1 16 KV1 C8 C8 C 0 1 N N N 10.596 48.047 -52.702 -2.643 0.065 0.678 C8 KV1 17 KV1 C9 C9 C 0 1 Y N N 11.244 49.385 -52.439 -2.717 -1.373 0.379 C9 KV1 18 KV1 C10 C10 C 0 1 Y N N 12.537 49.574 -51.944 -1.678 -2.243 0.264 C10 KV1 19 KV1 C11 C11 C 0 1 Y N N 11.809 51.555 -52.417 -3.485 -3.479 -0.097 C11 KV1 20 KV1 C12 C12 C 0 1 Y N N 11.757 52.954 -52.571 -4.412 -4.481 -0.356 C12 KV1 21 KV1 C13 C13 C 0 1 Y N N 10.567 53.494 -53.089 -5.759 -4.184 -0.376 C13 KV1 22 KV1 C14 C14 C 0 1 Y N N 9.493 52.647 -53.458 -6.202 -2.892 -0.139 C14 KV1 23 KV1 C15 C15 C 0 1 Y N N 9.586 51.248 -53.309 -5.297 -1.885 0.120 C15 KV1 24 KV1 C16 C16 C 0 1 Y N N 10.777 50.715 -52.797 -3.936 -2.172 0.143 C16 KV1 25 KV1 C17 C17 C 0 1 N N N 10.060 48.471 -57.977 2.939 0.317 -0.699 C17 KV1 26 KV1 C18 C18 C 0 1 Y N N 9.056 49.561 -58.226 4.319 -0.098 -0.398 C18 KV1 27 KV1 C19 C19 C 0 1 Y N N 8.822 50.744 -57.521 4.948 -0.058 0.835 C19 KV1 28 KV1 C20 C20 C 0 1 Y N N 7.785 51.381 -58.174 6.235 -0.551 0.609 C20 KV1 29 KV1 C21 C21 C 0 1 N N N 7.140 52.699 -57.813 7.319 -0.710 1.644 C21 KV1 30 KV1 C22 C22 C 0 1 N N N 7.378 53.765 -58.875 7.815 -2.157 1.644 C22 KV1 31 KV1 C23 C23 C 0 1 N N N 7.877 48.494 -60.234 5.000 -0.818 -2.707 C23 KV1 32 KV1 H1 H1 H 0 1 N N N 9.129 40.919 -52.314 -3.634 7.117 -0.865 H1 KV1 33 KV1 H1A H1A H 0 1 N N N 7.959 42.092 -53.010 -3.665 6.464 0.791 H1A KV1 34 KV1 H1B H1B H 0 1 N N N 9.422 41.622 -53.941 -2.117 6.931 0.047 H1B KV1 35 KV1 HN1 HN1 H 0 1 N N N 8.755 44.358 -53.498 -1.934 4.639 1.119 HN1 KV1 36 KV1 H2 H2 H 0 1 N N N 9.389 43.157 -51.299 -3.924 4.654 -0.885 H2 KV1 37 KV1 H2A H2A H 0 1 N N N 10.852 42.687 -52.230 -2.376 5.121 -1.629 H2A KV1 38 KV1 HN3 HN3 H 0 1 N N N 9.311 48.067 -56.148 2.575 1.107 1.120 HN3 KV1 39 KV1 H4 H4 H 0 1 N N N 9.252 46.224 -54.361 -1.577 2.337 2.008 H4 KV1 40 KV1 H5 H5 H 0 1 N N N 11.806 45.284 -55.631 0.482 3.336 0.423 H5 KV1 41 KV1 H5A H5A H 0 1 N N N 10.162 45.474 -56.330 0.758 2.321 1.877 H5A KV1 42 KV1 H6 H6 H 0 1 N N N 12.110 47.258 -56.903 0.626 1.443 -1.062 H6 KV1 43 KV1 H7 H7 H 0 1 N N N 11.552 49.119 -55.009 0.243 -0.405 1.357 H7 KV1 44 KV1 H7A H7A H 0 1 N N N 12.797 47.856 -54.721 -0.233 -0.693 -0.345 H7A KV1 45 KV1 H10 H10 H 0 1 N N N 13.175 48.772 -51.603 -0.636 -1.983 0.380 H10 KV1 46 KV1 H12 H12 H 0 1 N N N 12.593 53.583 -52.303 -4.078 -5.491 -0.542 H12 KV1 47 KV1 H13 H13 H 0 1 N N N 10.471 54.563 -53.207 -6.475 -4.966 -0.578 H13 KV1 48 KV1 H14 H14 H 0 1 N N N 8.589 53.080 -53.860 -7.259 -2.674 -0.158 H14 KV1 49 KV1 H15 H15 H 0 1 N N N 8.762 50.605 -53.582 -5.642 -0.878 0.305 H15 KV1 50 KV1 H19 H19 H 0 1 N N N 9.346 51.091 -56.643 4.532 0.283 1.771 H19 KV1 51 KV1 H21 H21 H 0 1 N N N 6.057 52.545 -57.702 8.147 -0.041 1.409 H21 KV1 52 KV1 H21A H21A H 0 0 N N N 7.560 53.049 -56.859 6.920 -0.463 2.628 H21A KV1 53 KV1 H22 H22 H 0 1 N N N 6.892 54.703 -58.569 6.987 -2.826 1.880 H22 KV1 54 KV1 H22A H22A H 0 0 N N N 8.459 53.933 -58.990 8.214 -2.404 0.660 H22A KV1 55 KV1 H22B H22B H 0 0 N N N 6.956 53.428 -59.833 8.599 -2.272 2.393 H22B KV1 56 KV1 H23 H23 H 0 1 N N N 7.018 48.794 -60.852 4.519 -1.785 -2.853 H23 KV1 57 KV1 H23A H23A H 0 0 N N N 8.760 48.357 -60.876 4.355 -0.029 -3.094 H23A KV1 58 KV1 H23B H23B H 0 0 N N N 7.647 47.549 -59.721 5.952 -0.801 -3.238 H23B KV1 59 # 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 KV1 C1 C2 SING N N 1 KV1 N1 C2 SING N N 2 KV1 N1 C3 SING N N 3 KV1 O1 C3 DOUB N N 4 KV1 N2 C4 SING N N 5 KV1 N2 C7 SING N N 6 KV1 N2 C8 SING N N 7 KV1 O2 C8 DOUB N N 8 KV1 C3 C4 SING N N 9 KV1 N3 C6 SING N N 10 KV1 N3 C17 SING N N 11 KV1 O3 C10 SING Y N 12 KV1 O3 C11 SING Y N 13 KV1 C4 C5 SING N N 14 KV1 N4 N5 SING Y N 15 KV1 N4 C20 DOUB Y N 16 KV1 O4 C17 DOUB N N 17 KV1 C5 C6 SING N N 18 KV1 N5 C18 SING Y N 19 KV1 N5 C23 SING N N 20 KV1 C6 C7 SING N N 21 KV1 C8 C9 SING N N 22 KV1 C9 C10 DOUB Y N 23 KV1 C9 C16 SING Y N 24 KV1 C11 C12 DOUB Y N 25 KV1 C11 C16 SING Y N 26 KV1 C12 C13 SING Y N 27 KV1 C13 C14 DOUB Y N 28 KV1 C14 C15 SING Y N 29 KV1 C15 C16 DOUB Y N 30 KV1 C17 C18 SING N N 31 KV1 C18 C19 DOUB Y N 32 KV1 C19 C20 SING Y N 33 KV1 C20 C21 SING N N 34 KV1 C21 C22 SING N N 35 KV1 C1 H1 SING N N 36 KV1 C1 H1A SING N N 37 KV1 C1 H1B SING N N 38 KV1 N1 HN1 SING N N 39 KV1 C2 H2 SING N N 40 KV1 C2 H2A SING N N 41 KV1 N3 HN3 SING N N 42 KV1 C4 H4 SING N N 43 KV1 C5 H5 SING N N 44 KV1 C5 H5A SING N N 45 KV1 C6 H6 SING N N 46 KV1 C7 H7 SING N N 47 KV1 C7 H7A SING N N 48 KV1 C10 H10 SING N N 49 KV1 C12 H12 SING N N 50 KV1 C13 H13 SING N N 51 KV1 C14 H14 SING N N 52 KV1 C15 H15 SING N N 53 KV1 C19 H19 SING N N 54 KV1 C21 H21 SING N N 55 KV1 C21 H21A SING N N 56 KV1 C22 H22 SING N N 57 KV1 C22 H22A SING N N 58 KV1 C22 H22B SING N N 59 KV1 C23 H23 SING N N 60 KV1 C23 H23A SING N N 61 KV1 C23 H23B SING N N 62 # 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 KV1 SMILES ACDLabs 12.01 "O=C(NCC)C4N(C(=O)c1c2ccccc2oc1)CC(NC(=O)c3cc(nn3C)CC)C4" KV1 InChI InChI 1.03 "InChI=1S/C23H27N5O4/c1-4-14-10-18(27(3)26-14)22(30)25-15-11-19(21(29)24-5-2)28(12-15)23(31)17-13-32-20-9-7-6-8-16(17)20/h6-10,13,15,19H,4-5,11-12H2,1-3H3,(H,24,29)(H,25,30)/t15-,19+/m1/s1" KV1 InChIKey InChI 1.03 NCHSTBMDNNMMEJ-BEFAXECRSA-N KV1 SMILES_CANONICAL CACTVS 3.385 "CCNC(=O)[C@@H]1C[C@H](CN1C(=O)c2coc3ccccc23)NC(=O)c4cc(CC)nn4C" KV1 SMILES CACTVS 3.385 "CCNC(=O)[CH]1C[CH](CN1C(=O)c2coc3ccccc23)NC(=O)c4cc(CC)nn4C" KV1 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CCc1cc(n(n1)C)C(=O)N[C@@H]2C[C@H](N(C2)C(=O)c3coc4c3cccc4)C(=O)NCC" KV1 SMILES "OpenEye OEToolkits" 1.7.6 "CCc1cc(n(n1)C)C(=O)NC2CC(N(C2)C(=O)c3coc4c3cccc4)C(=O)NCC" # 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 KV1 "SYSTEMATIC NAME" ACDLabs 12.01 "(4R)-1-(1-benzofuran-3-ylcarbonyl)-N-ethyl-4-{[(3-ethyl-1-methyl-1H-pyrazol-5-yl)carbonyl]amino}-L-prolinamide" KV1 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "N-[(3R,5S)-1-(1-benzofuran-3-ylcarbonyl)-5-(ethylcarbamoyl)pyrrolidin-3-yl]-5-ethyl-2-methyl-pyrazole-3-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 KV1 "Create component" 2014-01-29 EBI KV1 "Initial release" 2014-02-12 RCSB #