data_4UF # _chem_comp.id 4UF _chem_comp.name "4-{[({5-[2-(ethoxycarbonyl)-1H-indol-5-yl]-1-methyl-1H-pyrazol-3-yl}carbonyl)amino]methyl}benzoic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C24 H22 N4 O5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-05-28 _chem_comp.pdbx_modified_date 2015-06-12 _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 446.455 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 4UF _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 5BPA _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 4UF C1 C1 C 0 1 Y N N -10.777 23.622 47.671 -3.037 -0.397 0.097 C1 4UF 1 4UF C2 C2 C 0 1 Y N N -10.693 24.129 46.382 -2.278 0.741 -0.141 C2 4UF 2 4UF C3 C3 C 0 1 Y N N -9.569 24.860 45.982 -2.907 1.960 -0.423 C3 4UF 3 4UF C4 C4 C 0 1 Y N N -8.563 25.104 46.856 -4.268 2.047 -0.467 C4 4UF 4 4UF C5 C5 C 0 1 Y N N -9.747 23.865 48.576 -4.433 -0.315 0.052 C5 4UF 5 4UF C6 C6 C 0 1 Y N N -8.631 24.611 48.160 -5.051 0.920 -0.232 C6 4UF 6 4UF C8 C7 C 0 1 Y N N -8.323 24.013 50.281 -6.653 -0.618 0.076 C8 4UF 7 4UF C9 C8 C 0 1 Y N N -9.527 23.502 49.931 -5.468 -1.263 0.238 C9 4UF 8 4UF C10 C9 C 0 1 N N N -7.704 23.920 51.591 -7.981 -1.237 0.185 C10 4UF 9 4UF C13 C10 C 0 1 N N N -7.493 22.932 53.684 -10.368 -1.169 0.126 C13 4UF 10 4UF C14 C11 C 0 1 N N N -7.903 23.637 54.974 -11.500 -0.169 -0.112 C14 4UF 11 4UF C15 C12 C 0 1 Y N N -11.785 23.838 45.437 -0.801 0.665 -0.097 C15 4UF 12 4UF C18 C13 C 0 1 Y N N -13.740 23.511 44.498 1.354 1.137 0.058 C18 4UF 13 4UF C19 C14 C 0 1 Y N N -13.125 23.907 45.696 0.063 1.707 0.097 C19 4UF 14 4UF C20 C15 C 0 1 N N N -10.370 23.178 43.469 -0.565 -1.806 -0.465 C20 4UF 15 4UF C21 C16 C 0 1 N N N -15.189 23.392 44.272 2.634 1.857 0.218 C21 4UF 16 4UF O23 O1 O 0 1 N N N -15.968 23.996 44.981 2.637 3.058 0.405 O23 4UF 17 4UF O33 O2 O 0 1 N N N -18.987 16.571 45.403 9.871 -2.366 0.901 O33 4UF 18 4UF C31 C17 C 0 1 N N N -18.853 17.755 46.024 9.441 -1.821 -0.096 C31 4UF 19 4UF O32 O3 O 0 1 N N N -19.122 17.845 47.207 9.989 -2.086 -1.298 O32 4UF 20 4UF C28 C18 C 0 1 Y N N -18.389 18.932 45.257 8.317 -0.868 0.010 C28 4UF 21 4UF C27 C19 C 0 1 Y N N -17.982 20.089 45.925 7.747 -0.591 1.254 C27 4UF 22 4UF C26 C20 C 0 1 Y N N -17.553 21.181 45.197 6.699 0.300 1.346 C26 4UF 23 4UF C29 C21 C 0 1 Y N N -18.357 18.897 43.859 7.825 -0.235 -1.133 C29 4UF 24 4UF C30 C22 C 0 1 Y N N -17.928 20.001 43.144 6.779 0.658 -1.027 C30 4UF 25 4UF C25 C23 C 0 1 Y N N -17.525 21.143 43.811 6.211 0.919 0.208 C25 4UF 26 4UF C24 C24 C 0 1 N N N -17.051 22.369 43.055 5.069 1.896 0.317 C24 4UF 27 4UF N22 N1 N 0 1 N N N -15.619 22.550 43.308 3.799 1.182 0.157 N22 4UF 28 4UF N17 N2 N 0 1 Y N N -12.791 23.220 43.624 1.206 -0.159 -0.140 N17 4UF 29 4UF N16 N3 N 0 1 Y N N -11.645 23.400 44.153 -0.039 -0.458 -0.237 N16 4UF 30 4UF N7 N4 N 0 1 Y N N -7.784 24.702 49.218 -6.410 0.711 -0.211 N7 4UF 31 4UF O12 O4 O 0 1 N N N -6.592 24.371 51.782 -8.080 -2.422 0.440 O12 4UF 32 4UF O11 O5 O 0 1 N N N -8.370 23.371 52.617 -9.090 -0.491 0.003 O11 4UF 33 4UF H1 H1 H 0 1 N N N -11.637 23.042 47.971 -2.553 -1.339 0.310 H1 4UF 34 4UF H2 H2 H 0 1 N N N -9.503 25.232 44.970 -2.309 2.840 -0.607 H2 4UF 35 4UF H3 H3 H 0 1 N N N -7.706 25.682 46.543 -4.740 2.994 -0.685 H3 4UF 36 4UF H4 H4 H 0 1 N N N -10.192 22.929 50.561 -5.338 -2.310 0.468 H4 4UF 37 4UF H5 H5 H 0 1 N N N -7.582 21.843 53.812 -10.460 -1.592 1.126 H5 4UF 38 4UF H6 H6 H 0 1 N N N -6.452 23.188 53.437 -10.427 -1.968 -0.613 H6 4UF 39 4UF H7 H7 H 0 1 N N N -7.245 23.313 55.794 -11.408 0.254 -1.113 H7 4UF 40 4UF H8 H8 H 0 1 N N N -7.815 24.725 54.841 -12.460 -0.677 -0.020 H8 4UF 41 4UF H9 H9 H 0 1 N N N -8.945 23.381 55.217 -11.441 0.631 0.627 H9 4UF 42 4UF H10 H10 H 0 1 N N N -13.604 24.201 46.618 -0.189 2.746 0.249 H10 4UF 43 4UF H11 H11 H 0 1 N N N -10.560 22.836 42.441 -0.833 -2.258 0.490 H11 4UF 44 4UF H12 H12 H 0 1 N N N -9.799 24.118 43.443 -1.448 -1.749 -1.101 H12 4UF 45 4UF H13 H13 H 0 1 N N N -9.793 22.413 44.009 0.196 -2.415 -0.953 H13 4UF 46 4UF H14 H14 H 0 1 N N N -19.407 16.999 47.533 10.722 -2.717 -1.317 H14 4UF 47 4UF H15 H15 H 0 1 N N N -18.003 20.129 47.004 8.126 -1.074 2.142 H15 4UF 48 4UF H16 H16 H 0 1 N N N -17.236 22.075 45.713 6.257 0.515 2.307 H16 4UF 49 4UF H17 H17 H 0 1 N N N -18.668 18.005 43.336 8.261 -0.445 -2.099 H17 4UF 50 4UF H18 H18 H 0 1 N N N -17.908 19.971 42.065 6.394 1.144 -1.910 H18 4UF 51 4UF H19 H19 H 0 1 N N N -17.603 23.255 43.402 5.094 2.378 1.294 H19 4UF 52 4UF H20 H20 H 0 1 N N N -17.222 22.229 41.977 5.161 2.651 -0.463 H20 4UF 53 4UF H21 H21 H 0 1 N N N -14.953 22.044 42.760 3.797 0.223 0.008 H21 4UF 54 4UF H22 H22 H 0 1 N N N -6.911 25.190 49.224 -7.088 1.387 -0.373 H22 4UF 55 # 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 4UF C24 N22 SING N N 1 4UF C24 C25 SING N N 2 4UF C30 C25 DOUB Y N 3 4UF C30 C29 SING Y N 4 4UF N22 C21 SING N N 5 4UF C20 N16 SING N N 6 4UF N17 N16 SING Y N 7 4UF N17 C18 DOUB Y N 8 4UF C25 C26 SING Y N 9 4UF C29 C28 DOUB Y N 10 4UF N16 C15 SING Y N 11 4UF C21 C18 SING N N 12 4UF C21 O23 DOUB N N 13 4UF C18 C19 SING Y N 14 4UF C26 C27 DOUB Y N 15 4UF C28 C27 SING Y N 16 4UF C28 C31 SING N N 17 4UF O33 C31 DOUB N N 18 4UF C15 C19 DOUB Y N 19 4UF C15 C2 SING N N 20 4UF C3 C2 DOUB Y N 21 4UF C3 C4 SING Y N 22 4UF C31 O32 SING N N 23 4UF C2 C1 SING Y N 24 4UF C4 C6 DOUB Y N 25 4UF C1 C5 DOUB Y N 26 4UF C6 C5 SING Y N 27 4UF C6 N7 SING Y N 28 4UF C5 C9 SING Y N 29 4UF N7 C8 SING Y N 30 4UF C9 C8 DOUB Y N 31 4UF C8 C10 SING N N 32 4UF C10 O12 DOUB N N 33 4UF C10 O11 SING N N 34 4UF O11 C13 SING N N 35 4UF C13 C14 SING N N 36 4UF C1 H1 SING N N 37 4UF C3 H2 SING N N 38 4UF C4 H3 SING N N 39 4UF C9 H4 SING N N 40 4UF C13 H5 SING N N 41 4UF C13 H6 SING N N 42 4UF C14 H7 SING N N 43 4UF C14 H8 SING N N 44 4UF C14 H9 SING N N 45 4UF C19 H10 SING N N 46 4UF C20 H11 SING N N 47 4UF C20 H12 SING N N 48 4UF C20 H13 SING N N 49 4UF O32 H14 SING N N 50 4UF C27 H15 SING N N 51 4UF C26 H16 SING N N 52 4UF C29 H17 SING N N 53 4UF C30 H18 SING N N 54 4UF C24 H19 SING N N 55 4UF C24 H20 SING N N 56 4UF N22 H21 SING N N 57 4UF N7 H22 SING N N 58 # 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 4UF SMILES ACDLabs 12.01 "c1c4cc(C(=O)OCC)nc4ccc1c3cc(C(=O)NCc2ccc(C(=O)O)cc2)nn3C" 4UF InChI InChI 1.03 "InChI=1S/C24H22N4O5/c1-3-33-24(32)20-11-17-10-16(8-9-18(17)26-20)21-12-19(27-28(21)2)22(29)25-13-14-4-6-15(7-5-14)23(30)31/h4-12,26H,3,13H2,1-2H3,(H,25,29)(H,30,31)" 4UF InChIKey InChI 1.03 MMJPVSDTLGFIQW-UHFFFAOYSA-N 4UF SMILES_CANONICAL CACTVS 3.385 "CCOC(=O)c1[nH]c2ccc(cc2c1)c3cc(nn3C)C(=O)NCc4ccc(cc4)C(O)=O" 4UF SMILES CACTVS 3.385 "CCOC(=O)c1[nH]c2ccc(cc2c1)c3cc(nn3C)C(=O)NCc4ccc(cc4)C(O)=O" 4UF SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "CCOC(=O)c1cc2cc(ccc2[nH]1)c3cc(nn3C)C(=O)NCc4ccc(cc4)C(=O)O" 4UF SMILES "OpenEye OEToolkits" 1.9.2 "CCOC(=O)c1cc2cc(ccc2[nH]1)c3cc(nn3C)C(=O)NCc4ccc(cc4)C(=O)O" # 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 4UF "SYSTEMATIC NAME" ACDLabs 12.01 "4-{[({5-[2-(ethoxycarbonyl)-1H-indol-5-yl]-1-methyl-1H-pyrazol-3-yl}carbonyl)amino]methyl}benzoic acid" 4UF "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "4-[[[5-(2-ethoxycarbonyl-1H-indol-5-yl)-1-methyl-pyrazol-3-yl]carbonylamino]methyl]benzoic acid" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 4UF "Create component" 2015-05-28 RCSB 4UF "Initial release" 2015-06-17 RCSB #