data_2W4 # _chem_comp.id 2W4 _chem_comp.name "4-[4-(1-benzofuran-5-yl)phenyl]-5-{[(3S)-1-(cyclopropylcarbonyl)pyrrolidin-3-yl]methyl}-2,4-dihydro-3H-1,2,4-triazol-3-one" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C25 H24 N4 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2014-05-09 _chem_comp.pdbx_modified_date 2014-09-05 _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 428.483 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 2W4 _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 4PIV _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 2W4 N1 N1 N 0 1 N N N 12.353 7.873 -34.124 0.343 2.565 -0.059 N1 2W4 1 2W4 C10 C1 C 0 1 N N N 13.583 8.309 -34.591 0.479 3.898 -0.201 C10 2W4 2 2W4 C13 C2 C 0 1 Y N N 12.079 5.218 -31.550 -2.441 0.320 -0.914 C13 2W4 3 2W4 C15 C3 C 0 1 Y N N 11.586 4.264 -33.682 -2.890 1.362 1.215 C15 2W4 4 2W4 C17 C4 C 0 1 Y N N 11.513 2.774 -31.658 -4.558 -0.237 0.279 C17 2W4 5 2W4 C20 C5 C 0 1 Y N N 11.125 0.329 -30.447 -6.984 -1.591 0.463 C20 2W4 6 2W4 C21 C6 C 0 1 Y N N 11.893 -0.655 -28.659 -7.997 -3.035 -0.883 C21 2W4 7 2W4 C22 C7 C 0 1 Y N N 12.475 0.540 -28.670 -6.850 -2.741 -1.511 C22 2W4 8 2W4 C24 C8 C 0 1 Y N N 12.186 2.451 -30.468 -4.936 -1.100 -0.742 C24 2W4 9 2W4 O01 O1 O 0 1 N N N 5.704 9.970 -34.634 5.694 -3.132 0.990 O01 2W4 10 2W4 C01 C9 C 0 1 N N N 6.489 10.117 -35.560 6.022 -2.247 0.227 C01 2W4 11 2W4 C02 C10 C 0 1 N N N 6.354 11.279 -36.527 7.410 -2.233 -0.358 C02 2W4 12 2W4 C03 C11 C 0 1 N N N 5.002 11.939 -36.569 8.575 -1.947 0.592 C03 2W4 13 2W4 C04 C12 C 0 1 N N N 6.135 12.621 -35.895 8.360 -3.361 0.049 C04 2W4 14 2W4 N01 N2 N 0 1 N N N 7.503 9.251 -35.760 5.143 -1.278 -0.097 N01 2W4 15 2W4 C05 C13 C 0 1 N N N 8.516 9.302 -36.827 5.405 -0.155 -1.009 C05 2W4 16 2W4 C06 C14 C 0 1 N N N 9.492 8.199 -36.439 4.126 0.707 -1.054 C06 2W4 17 2W4 C07 C15 C 0 1 N N S 9.250 7.906 -34.951 3.410 0.335 0.272 C07 2W4 18 2W4 C08 C16 C 0 1 N N N 10.005 8.825 -33.970 1.898 0.537 0.155 C08 2W4 19 2W4 C09 C17 C 0 1 N N N 11.453 8.888 -34.320 1.598 2.005 -0.005 C09 2W4 20 2W4 N02 N3 N 0 1 N N N 12.013 9.901 -34.908 2.479 2.947 -0.115 N02 2W4 21 2W4 N03 N4 N 0 1 N N N 13.324 9.531 -35.061 1.801 4.167 -0.242 N03 2W4 22 2W4 O02 O2 O 0 1 N N N 14.629 7.685 -34.582 -0.424 4.711 -0.280 O02 2W4 23 2W4 C11 C18 C 0 1 Y N N 12.137 6.592 -33.509 -0.870 1.868 0.026 C11 2W4 24 2W4 C12 C19 C 0 1 Y N N 12.286 6.446 -32.141 -1.248 1.006 -0.996 C12 2W4 25 2W4 C14 C20 C 0 1 Y N N 11.725 4.098 -32.304 -3.271 0.496 0.192 C14 2W4 26 2W4 C16 C21 C 0 1 Y N N 11.795 5.494 -34.283 -1.693 2.041 1.132 C16 2W4 27 2W4 C18 C22 C 0 1 Y N N 10.641 1.829 -32.209 -5.392 -0.055 1.386 C18 2W4 28 2W4 C19 C23 C 0 1 Y N N 10.441 0.593 -31.618 -6.591 -0.725 1.476 C19 2W4 29 2W4 O1 O3 O 0 1 Y N N 11.039 -0.828 -29.729 -8.070 -2.371 0.283 O1 2W4 30 2W4 C23 C24 C 0 1 Y N N 11.996 1.219 -29.842 -6.146 -1.783 -0.650 C23 2W4 31 2W4 C1 C25 C 0 1 N N N 7.729 8.102 -34.889 3.760 -1.171 0.400 C1 2W4 32 2W4 H1 H1 H 0 1 N N N 12.193 5.120 -30.480 -2.734 -0.351 -1.709 H1 2W4 33 2W4 H2 H2 H 0 1 N N N 11.310 3.417 -34.292 -3.531 1.500 2.073 H2 2W4 34 2W4 H3 H3 H 0 1 N N N 12.068 -1.404 -27.901 -8.752 -3.709 -1.260 H3 2W4 35 2W4 H4 H4 H 0 1 N N N 13.172 0.925 -27.940 -6.516 -3.123 -2.464 H4 2W4 36 2W4 H5 H5 H 0 1 N N N 12.863 3.170 -30.030 -4.297 -1.240 -1.601 H5 2W4 37 2W4 H6 H6 H 0 1 N N N 6.935 11.236 -37.460 7.487 -1.853 -1.377 H6 2W4 38 2W4 H7 H7 H 0 1 N N N 4.611 12.331 -37.520 9.418 -1.379 0.199 H7 2W4 39 2W4 H8 H8 H 0 1 N N N 4.173 11.531 -35.972 8.336 -1.770 1.641 H8 2W4 40 2W4 H9 H9 H 0 1 N N N 6.581 13.519 -36.347 7.981 -4.114 0.740 H9 2W4 41 2W4 H10 H10 H 0 1 N N N 6.143 12.719 -34.799 9.062 -3.724 -0.702 H10 2W4 42 2W4 H11 H11 H 0 1 N N N 9.017 10.281 -36.848 6.240 0.439 -0.637 H11 2W4 43 2W4 H12 H12 H 0 1 N N N 8.064 9.100 -37.809 5.632 -0.533 -2.006 H12 2W4 44 2W4 H13 H13 H 0 1 N N N 9.304 7.297 -37.039 4.376 1.768 -1.073 H13 2W4 45 2W4 H14 H14 H 0 1 N N N 10.527 8.535 -36.597 3.510 0.439 -1.912 H14 2W4 46 2W4 H15 H15 H 0 1 N N N 9.497 6.856 -34.736 3.815 0.906 1.108 H15 2W4 47 2W4 H16 H16 H 0 1 N N N 9.577 9.837 -34.020 1.526 -0.007 -0.713 H16 2W4 48 2W4 H17 H17 H 0 1 N N N 9.897 8.431 -32.949 1.411 0.163 1.055 H17 2W4 49 2W4 H18 H18 H 0 1 N N N 14.016 10.117 -35.482 2.207 5.042 -0.341 H18 2W4 50 2W4 H19 H19 H 0 1 N N N 12.565 7.296 -31.535 -0.607 0.874 -1.855 H19 2W4 51 2W4 H20 H20 H 0 1 N N N 11.692 5.598 -35.353 -1.397 2.712 1.925 H20 2W4 52 2W4 H21 H21 H 0 1 N N N 10.110 2.070 -33.118 -5.093 0.616 2.177 H21 2W4 53 2W4 H22 H22 H 0 1 N N N 9.776 -0.137 -32.056 -7.227 -0.576 2.336 H22 2W4 54 2W4 H23 H23 H 0 1 N N N 7.401 8.316 -33.861 3.089 -1.772 -0.213 H23 2W4 55 2W4 H24 H24 H 0 1 N N N 7.201 7.213 -35.265 3.706 -1.485 1.443 H24 2W4 56 # 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 2W4 C05 C06 SING N N 1 2W4 C05 N01 SING N N 2 2W4 C03 C02 SING N N 3 2W4 C03 C04 SING N N 4 2W4 C02 C04 SING N N 5 2W4 C02 C01 SING N N 6 2W4 C06 C07 SING N N 7 2W4 N01 C01 SING N N 8 2W4 N01 C1 SING N N 9 2W4 C01 O01 DOUB N N 10 2W4 N03 N02 SING N N 11 2W4 N03 C10 SING N N 12 2W4 C07 C1 SING N N 13 2W4 C07 C08 SING N N 14 2W4 N02 C09 DOUB N N 15 2W4 C10 O02 DOUB N N 16 2W4 C10 N1 SING N N 17 2W4 C09 N1 SING N N 18 2W4 C09 C08 SING N N 19 2W4 C16 C15 DOUB Y N 20 2W4 C16 C11 SING Y N 21 2W4 N1 C11 SING N N 22 2W4 C15 C14 SING Y N 23 2W4 C11 C12 DOUB Y N 24 2W4 C14 C17 SING N N 25 2W4 C14 C13 DOUB Y N 26 2W4 C18 C17 DOUB Y N 27 2W4 C18 C19 SING Y N 28 2W4 C12 C13 SING Y N 29 2W4 C17 C24 SING Y N 30 2W4 C19 C20 DOUB Y N 31 2W4 C24 C23 DOUB Y N 32 2W4 C20 C23 SING Y N 33 2W4 C20 O1 SING Y N 34 2W4 C23 C22 SING Y N 35 2W4 O1 C21 SING Y N 36 2W4 C22 C21 DOUB Y N 37 2W4 C13 H1 SING N N 38 2W4 C15 H2 SING N N 39 2W4 C21 H3 SING N N 40 2W4 C22 H4 SING N N 41 2W4 C24 H5 SING N N 42 2W4 C02 H6 SING N N 43 2W4 C03 H7 SING N N 44 2W4 C03 H8 SING N N 45 2W4 C04 H9 SING N N 46 2W4 C04 H10 SING N N 47 2W4 C05 H11 SING N N 48 2W4 C05 H12 SING N N 49 2W4 C06 H13 SING N N 50 2W4 C06 H14 SING N N 51 2W4 C07 H15 SING N N 52 2W4 C08 H16 SING N N 53 2W4 C08 H17 SING N N 54 2W4 N03 H18 SING N N 55 2W4 C12 H19 SING N N 56 2W4 C16 H20 SING N N 57 2W4 C18 H21 SING N N 58 2W4 C19 H22 SING N N 59 2W4 C1 H23 SING N N 60 2W4 C1 H24 SING N N 61 # 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 2W4 SMILES ACDLabs 12.01 "O=C(N1CCC(C1)CC2=NNC(=O)N2c5ccc(c4cc3c(occ3)cc4)cc5)C6CC6" 2W4 InChI InChI 1.03 "InChI=1S/C25H24N4O3/c30-24(18-1-2-18)28-11-9-16(15-28)13-23-26-27-25(31)29(23)21-6-3-17(4-7-21)19-5-8-22-20(14-19)10-12-32-22/h3-8,10,12,14,16,18H,1-2,9,11,13,15H2,(H,27,31)/t16-/m0/s1" 2W4 InChIKey InChI 1.03 AQTPWCUIYUOEMG-INIZCTEOSA-N 2W4 SMILES_CANONICAL CACTVS 3.385 "O=C1NN=C(C[C@@H]2CCN(C2)C(=O)C3CC3)N1c4ccc(cc4)c5ccc6occc6c5" 2W4 SMILES CACTVS 3.385 "O=C1NN=C(C[CH]2CCN(C2)C(=O)C3CC3)N1c4ccc(cc4)c5ccc6occc6c5" 2W4 SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "c1cc(ccc1c2ccc3c(c2)cco3)N4C(=NNC4=O)C[C@@H]5CCN(C5)C(=O)C6CC6" 2W4 SMILES "OpenEye OEToolkits" 1.9.2 "c1cc(ccc1c2ccc3c(c2)cco3)N4C(=NNC4=O)CC5CCN(C5)C(=O)C6CC6" # 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 2W4 "SYSTEMATIC NAME" ACDLabs 12.01 "4-[4-(1-benzofuran-5-yl)phenyl]-5-{[(3S)-1-(cyclopropylcarbonyl)pyrrolidin-3-yl]methyl}-2,4-dihydro-3H-1,2,4-triazol-3-one" 2W4 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "4-[4-(1-benzofuran-5-yl)phenyl]-3-[[(3S)-1-cyclopropylcarbonylpyrrolidin-3-yl]methyl]-1H-1,2,4-triazol-5-one" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 2W4 "Create component" 2014-05-09 RCSB 2W4 "Initial release" 2014-07-23 RCSB 2W4 "Modify descriptor" 2014-09-05 RCSB #