data_JZG # _chem_comp.id JZG _chem_comp.name "3-{1-[3-(biphenyl-4-ylamino)-3-oxopropyl]-1H-1,2,3-triazol-4-yl}-6-hydroxy-1-methyl-2-phenyl-1H-indole-5-carboxylic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C33 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 2009-09-21 _chem_comp.pdbx_modified_date 2011-06-04 _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 557.599 _chem_comp.one_letter_code ? _chem_comp.three_letter_code JZG _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 3IRL _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 JZG C1 C1 C 0 1 Y N N 27.779 3.878 0.033 6.080 0.851 -0.135 C1 JZG 1 JZG N1 N1 N 0 1 Y N N 28.699 4.513 0.851 6.393 -0.488 -0.164 N1 JZG 2 JZG O1 O1 O 0 1 N N N 24.378 2.600 -0.562 7.017 4.366 -0.276 O1 JZG 3 JZG C2 C2 C 0 1 Y N N 26.406 3.563 0.257 6.853 2.004 -0.239 C2 JZG 4 JZG N2 N2 N 0 1 Y N N 31.742 3.012 -2.052 2.286 -2.083 0.380 N2 JZG 5 JZG O2 O2 O 0 1 N N N 24.636 2.325 -3.473 4.918 5.689 -0.022 O2 JZG 6 JZG C3 C3 C 0 1 Y N N 25.687 2.895 -0.779 6.257 3.247 -0.174 C3 JZG 7 JZG N3 N3 N 0 1 Y N N 32.365 3.351 -3.203 1.011 -2.036 0.544 N3 JZG 8 JZG O3 O3 O 0 1 N N N 26.135 0.746 -3.497 2.902 4.795 0.235 O3 JZG 9 JZG C4 C4 C 0 1 Y N N 26.328 2.542 -2.014 4.864 3.359 -0.001 C4 JZG 10 JZG N4 N4 N 0 1 Y N N 31.848 4.379 -3.918 0.606 -0.816 0.587 N4 JZG 11 JZG O4 O4 O 0 1 N N N 34.672 6.769 -6.157 -3.374 0.182 0.770 O4 JZG 12 JZG C5 C5 C 0 1 Y N N 27.706 2.872 -2.215 4.082 2.211 0.105 C5 JZG 13 JZG N5 N5 N 0 1 N N N 34.989 6.675 -3.940 -4.045 -1.028 -0.965 N5 JZG 14 JZG C6 C6 C 0 1 Y N N 28.444 3.551 -1.179 4.686 0.960 0.044 C6 JZG 15 JZG C7 C7 C 0 1 N N N 25.654 1.888 -3.015 4.235 4.688 0.069 C7 JZG 16 JZG C8 C8 C 0 1 Y N N 29.787 4.018 -1.067 4.172 -0.417 0.122 C8 JZG 17 JZG C9 C9 C 0 1 Y N N 29.930 4.611 0.200 5.251 -1.245 -0.017 C9 JZG 18 JZG C10 C10 C 0 1 N N N 28.397 5.016 2.221 7.744 -1.030 -0.329 C10 JZG 19 JZG C11 C11 C 0 1 Y N N 31.058 5.185 0.707 5.202 -2.720 -0.000 C11 JZG 20 JZG C12 C12 C 0 1 Y N N 31.344 6.561 0.436 5.920 -3.456 -0.945 C12 JZG 21 JZG C13 C13 C 0 1 Y N N 32.518 7.161 0.965 5.870 -4.835 -0.923 C13 JZG 22 JZG C14 C14 C 0 1 Y N N 33.408 6.396 1.764 5.110 -5.488 0.031 C14 JZG 23 JZG C15 C15 C 0 1 Y N N 33.128 5.027 2.038 4.395 -4.764 0.970 C15 JZG 24 JZG C16 C16 C 0 1 Y N N 31.957 4.418 1.512 4.441 -3.386 0.964 C16 JZG 25 JZG C17 C17 C 0 1 Y N N 30.739 3.902 -2.027 2.760 -0.826 0.308 C17 JZG 26 JZG C18 C18 C 0 1 Y N N 30.808 4.725 -3.158 1.678 -0.003 0.441 C18 JZG 27 JZG C19 C19 C 0 1 N N N 32.301 4.974 -5.193 -0.781 -0.381 0.763 C19 JZG 28 JZG C20 C20 C 0 1 N N N 32.683 6.443 -4.951 -1.659 -1.029 -0.309 C20 JZG 29 JZG C21 C21 C 0 1 N N N 34.179 6.634 -5.068 -3.087 -0.581 -0.128 C21 JZG 30 JZG C22 C22 C 0 1 Y N N 35.235 5.564 -3.186 -5.384 -0.701 -0.732 C22 JZG 31 JZG C23 C23 C 0 1 Y N N 34.724 5.483 -1.863 -6.250 -0.516 -1.803 C23 JZG 32 JZG C24 C24 C 0 1 Y N N 34.969 4.326 -1.071 -7.571 -0.194 -1.576 C24 JZG 33 JZG C25 C25 C 0 1 Y N N 35.728 3.243 -1.600 -8.038 -0.054 -0.270 C25 JZG 34 JZG C26 C26 C 0 1 Y N N 36.246 3.326 -2.930 -7.168 -0.241 0.803 C26 JZG 35 JZG C27 C27 C 0 1 Y N N 36.001 4.481 -3.718 -5.849 -0.568 0.571 C27 JZG 36 JZG C28 C28 C 0 1 Y N N 35.953 2.145 -0.848 -9.459 0.293 -0.023 C28 JZG 37 JZG C29 C29 C 0 1 Y N N 36.925 2.170 0.200 -9.928 0.433 1.282 C29 JZG 38 JZG C30 C30 C 0 1 Y N N 37.153 1.006 0.986 -11.251 0.756 1.506 C30 JZG 39 JZG C31 C31 C 0 1 Y N N 36.413 -0.185 0.727 -12.111 0.941 0.439 C31 JZG 40 JZG C32 C32 C 0 1 Y N N 35.446 -0.210 -0.314 -11.651 0.803 -0.858 C32 JZG 41 JZG C33 C33 C 0 1 Y N N 35.215 0.945 -1.099 -10.329 0.485 -1.094 C33 JZG 42 JZG HO1 HO1 H 0 1 N N N 23.956 2.401 -1.390 7.128 4.685 -1.182 HO1 JZG 43 JZG H2 H2 H 0 1 N N N 25.923 3.823 1.187 7.922 1.926 -0.372 H2 JZG 44 JZG H5 H5 H 0 1 N N N 28.193 2.612 -3.143 3.013 2.292 0.238 H5 JZG 45 JZG HN5 HN5 H 0 1 N N N 35.404 7.544 -3.672 -3.805 -1.576 -1.728 HN5 JZG 46 JZG H10 H10 H 0 1 N N N 29.299 5.477 2.650 8.206 -1.158 0.650 H10 JZG 47 JZG H10A H10A H 0 0 N N N 27.593 5.765 2.168 7.689 -1.995 -0.833 H10A JZG 48 JZG H10B H10B H 0 0 N N N 28.076 4.178 2.857 8.342 -0.342 -0.926 H10B JZG 49 JZG H12 H12 H 0 1 N N N 30.667 7.144 -0.171 6.513 -2.948 -1.691 H12 JZG 50 JZG H13 H13 H 0 1 N N N 32.734 8.199 0.759 6.425 -5.405 -1.653 H13 JZG 51 JZG H14 H14 H 0 1 N N N 34.300 6.854 2.165 5.074 -6.567 0.043 H14 JZG 52 JZG H15 H15 H 0 1 N N N 33.808 4.450 2.647 3.804 -5.280 1.711 H15 JZG 53 JZG H16 H16 H 0 1 N N N 31.747 3.379 1.720 3.887 -2.823 1.700 H16 JZG 54 JZG H18 H18 H 0 1 N N N 30.118 5.525 -3.383 1.678 1.077 0.432 H18 JZG 55 JZG H19 H19 H 0 1 N N N 33.175 4.422 -5.569 -1.133 -0.679 1.750 H19 JZG 56 JZG H19A H19A H 0 0 N N N 31.490 4.920 -5.935 -0.836 0.704 0.670 H19A JZG 57 JZG H20 H20 H 0 1 N N N 32.181 7.073 -5.700 -1.307 -0.730 -1.297 H20 JZG 58 JZG H20A H20A H 0 0 N N N 32.362 6.736 -3.941 -1.605 -2.114 -0.217 H20A JZG 59 JZG H23 H23 H 0 1 N N N 34.148 6.301 -1.457 -5.887 -0.624 -2.814 H23 JZG 60 JZG H24 H24 H 0 1 N N N 34.578 4.269 -0.066 -8.243 -0.050 -2.408 H24 JZG 61 JZG H26 H26 H 0 1 N N N 36.824 2.509 -3.336 -7.528 -0.133 1.816 H26 JZG 62 JZG H27 H27 H 0 1 N N N 36.394 4.542 -4.722 -5.176 -0.717 1.403 H27 JZG 63 JZG H29 H29 H 0 1 N N N 37.486 3.072 0.395 -9.258 0.288 2.117 H29 JZG 64 JZG H30 H30 H 0 1 N N N 37.886 1.025 1.779 -11.616 0.865 2.517 H30 JZG 65 JZG H31 H31 H 0 1 N N N 36.588 -1.069 1.323 -13.146 1.193 0.619 H31 JZG 66 JZG H32 H32 H 0 1 N N N 34.886 -1.113 -0.507 -12.327 0.947 -1.688 H32 JZG 67 JZG H33 H33 H 0 1 N N N 34.480 0.920 -1.890 -9.970 0.382 -2.108 H33 JZG 68 JZG H271 H271 H 0 0 N N N 25.560 0.423 -4.181 2.535 5.689 0.275 H271 JZG 69 # 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 JZG C1 N1 SING Y N 1 JZG C1 C2 SING Y N 2 JZG C1 C6 DOUB Y N 3 JZG N1 C9 SING Y N 4 JZG N1 C10 SING N N 5 JZG O1 C3 SING N N 6 JZG O1 HO1 SING N N 7 JZG C2 C3 DOUB Y N 8 JZG C2 H2 SING N N 9 JZG N2 N3 DOUB Y N 10 JZG N2 C17 SING Y N 11 JZG O2 C7 DOUB N N 12 JZG C3 C4 SING Y N 13 JZG N3 N4 SING Y N 14 JZG O3 C7 SING N N 15 JZG C4 C5 DOUB Y N 16 JZG C4 C7 SING N N 17 JZG N4 C18 SING Y N 18 JZG N4 C19 SING N N 19 JZG O4 C21 DOUB N N 20 JZG C5 C6 SING Y N 21 JZG C5 H5 SING N N 22 JZG N5 C21 SING N N 23 JZG N5 C22 SING N N 24 JZG N5 HN5 SING N N 25 JZG C6 C8 SING Y N 26 JZG C8 C9 DOUB Y N 27 JZG C8 C17 SING Y N 28 JZG C9 C11 SING Y N 29 JZG C10 H10 SING N N 30 JZG C10 H10A SING N N 31 JZG C10 H10B SING N N 32 JZG C11 C12 DOUB Y N 33 JZG C11 C16 SING Y N 34 JZG C12 C13 SING Y N 35 JZG C12 H12 SING N N 36 JZG C13 C14 DOUB Y N 37 JZG C13 H13 SING N N 38 JZG C14 C15 SING Y N 39 JZG C14 H14 SING N N 40 JZG C15 C16 DOUB Y N 41 JZG C15 H15 SING N N 42 JZG C16 H16 SING N N 43 JZG C17 C18 DOUB Y N 44 JZG C18 H18 SING N N 45 JZG C19 C20 SING N N 46 JZG C19 H19 SING N N 47 JZG C19 H19A SING N N 48 JZG C20 C21 SING N N 49 JZG C20 H20 SING N N 50 JZG C20 H20A SING N N 51 JZG C22 C23 DOUB Y N 52 JZG C22 C27 SING Y N 53 JZG C23 C24 SING Y N 54 JZG C23 H23 SING N N 55 JZG C24 C25 DOUB Y N 56 JZG C24 H24 SING N N 57 JZG C25 C26 SING Y N 58 JZG C25 C28 SING Y N 59 JZG C26 C27 DOUB Y N 60 JZG C26 H26 SING N N 61 JZG C27 H27 SING N N 62 JZG C28 C29 DOUB Y N 63 JZG C28 C33 SING Y N 64 JZG C29 C30 SING Y N 65 JZG C29 H29 SING N N 66 JZG C30 C31 DOUB Y N 67 JZG C30 H30 SING N N 68 JZG C31 C32 SING Y N 69 JZG C31 H31 SING N N 70 JZG C32 C33 DOUB Y N 71 JZG C32 H32 SING N N 72 JZG C33 H33 SING N N 73 JZG O3 H271 SING N N 74 # 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 JZG SMILES ACDLabs 11.02 "O=C(Nc2ccc(c1ccccc1)cc2)CCn3nnc(c3)c6c4cc(C(=O)O)c(O)cc4n(c6c5ccccc5)C" JZG SMILES_CANONICAL CACTVS 3.352 "Cn1c2cc(O)c(cc2c(c3cn(CCC(=O)Nc4ccc(cc4)c5ccccc5)nn3)c1c6ccccc6)C(O)=O" JZG SMILES CACTVS 3.352 "Cn1c2cc(O)c(cc2c(c3cn(CCC(=O)Nc4ccc(cc4)c5ccccc5)nn3)c1c6ccccc6)C(O)=O" JZG SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "Cn1c2cc(c(cc2c(c1c3ccccc3)c4cn(nn4)CCC(=O)Nc5ccc(cc5)c6ccccc6)C(=O)O)O" JZG SMILES "OpenEye OEToolkits" 1.7.0 "Cn1c2cc(c(cc2c(c1c3ccccc3)c4cn(nn4)CCC(=O)Nc5ccc(cc5)c6ccccc6)C(=O)O)O" JZG InChI InChI 1.03 "InChI=1S/C33H27N5O4/c1-37-28-19-29(39)26(33(41)42)18-25(28)31(32(37)23-10-6-3-7-11-23)27-20-38(36-35-27)17-16-30(40)34-24-14-12-22(13-15-24)21-8-4-2-5-9-21/h2-15,18-20,39H,16-17H2,1H3,(H,34,40)(H,41,42)" JZG InChIKey InChI 1.03 RATFAFAWIWHLMR-UHFFFAOYSA-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 JZG "SYSTEMATIC NAME" ACDLabs 11.02 "3-{1-[3-(biphenyl-4-ylamino)-3-oxopropyl]-1H-1,2,3-triazol-4-yl}-6-hydroxy-1-methyl-2-phenyl-1H-indole-5-carboxylic acid" JZG "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.6.1 "6-hydroxy-1-methyl-3-[1-[3-oxo-3-[(4-phenylphenyl)amino]propyl]-1,2,3-triazol-4-yl]-2-phenyl-indole-5-carboxylic 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 JZG "Create component" 2009-09-21 RCSB JZG "Modify aromatic_flag" 2011-06-04 RCSB JZG "Modify descriptor" 2011-06-04 RCSB #