data_3Z3 # _chem_comp.id 3Z3 _chem_comp.name "4-{2-amino-3-[5-fluoro-2-(methylamino)quinazolin-6-yl]-4-methylbenzoyl}-1-methyl-2,5-diphenyl-1,2-dihydro-3H-pyrazol-3-one" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C33 H27 F N6 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2014-12-11 _chem_comp.pdbx_modified_date 2015-01-23 _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 558.605 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 3Z3 _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 4X7K _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 3Z3 C11 C1 C 0 1 Y N N 28.804 12.218 9.105 5.723 2.304 0.779 C11 3Z3 1 3Z3 C12 C2 C 0 1 Y N N 29.462 13.451 9.184 6.230 3.505 1.229 C12 3Z3 2 3Z3 C13 C3 C 0 1 Y N N 29.010 14.514 8.400 5.402 4.418 1.858 C13 3Z3 3 3Z3 C14 C4 C 0 1 Y N N 27.910 14.339 7.559 4.060 4.134 2.041 C14 3Z3 4 3Z3 C15 C5 C 0 1 Y N N 27.248 13.107 7.486 3.538 2.938 1.596 C15 3Z3 5 3Z3 C5 C6 C 0 1 Y N N 27.697 12.037 8.261 4.367 2.013 0.954 C5 3Z3 6 3Z3 C2 C7 C 0 1 N N N 27.071 10.777 8.247 3.816 0.732 0.476 C2 3Z3 7 3Z3 N1 N1 N 0 1 N N N 26.562 10.115 9.299 4.315 -0.507 0.749 N1 3Z3 8 3Z3 C24 C8 C 0 1 N N N 26.552 10.681 10.663 5.495 -0.779 1.574 C24 3Z3 9 3Z3 N2 N2 N 0 1 N N N 26.057 9.018 8.975 3.529 -1.479 0.123 N2 3Z3 10 3Z3 C4 C9 C 0 1 Y N N 25.515 8.119 9.827 3.743 -2.860 0.185 C4 3Z3 11 3Z3 C6 C10 C 0 1 Y N N 24.169 7.759 9.817 3.778 -3.612 -0.982 C6 3Z3 12 3Z3 C7 C11 C 0 1 Y N N 23.693 6.806 10.729 3.990 -4.975 -0.918 C7 3Z3 13 3Z3 C8 C12 C 0 1 Y N N 24.561 6.197 11.641 4.166 -5.591 0.307 C8 3Z3 14 3Z3 C9 C13 C 0 1 Y N N 25.914 6.545 11.656 4.132 -4.846 1.471 C9 3Z3 15 3Z3 C10 C14 C 0 1 Y N N 26.381 7.497 10.740 3.927 -3.481 1.413 C10 3Z3 16 3Z3 C3 C15 C 0 1 N N N 26.222 8.814 7.666 2.531 -0.871 -0.548 C3 3Z3 17 3Z3 O1 O1 O 0 1 N N N 25.846 7.807 7.058 1.662 -1.416 -1.204 O1 3Z3 18 3Z3 C1 C16 C 0 1 N N N 26.862 9.947 7.145 2.687 0.573 -0.334 C1 3Z3 19 3Z3 C16 C17 C 0 1 N N N 27.306 10.250 5.706 1.835 1.637 -0.868 C16 3Z3 20 3Z3 O2 O2 O 0 1 N N N 28.265 11.011 5.546 2.142 2.804 -0.705 O2 3Z3 21 3Z3 C17 C18 C 0 1 Y N N 26.640 9.584 4.477 0.603 1.295 -1.605 C17 3Z3 22 3Z3 C22 C19 C 0 1 Y N N 27.389 9.369 3.302 -0.522 0.822 -0.914 C22 3Z3 23 3Z3 N3 N3 N 0 1 N N N 28.670 9.747 3.248 -0.482 0.668 0.464 N3 3Z3 24 3Z3 C18 C20 C 0 1 Y N N 25.289 9.208 4.534 0.550 1.447 -2.993 C18 3Z3 25 3Z3 C19 C21 C 0 1 Y N N 24.698 8.601 3.426 -0.601 1.128 -3.682 C19 3Z3 26 3Z3 C20 C22 C 0 1 Y N N 25.441 8.385 2.260 -1.714 0.655 -3.009 C20 3Z3 27 3Z3 C33 C23 C 0 1 N N N 24.712 7.734 1.067 -2.964 0.311 -3.776 C33 3Z3 28 3Z3 C21 C24 C 0 1 Y N N 26.795 8.765 2.184 -1.687 0.507 -1.625 C21 3Z3 29 3Z3 C23 C25 C 0 1 Y N N 27.495 8.482 0.997 -2.881 -0.000 -0.909 C23 3Z3 30 3Z3 C29 C26 C 0 1 Y N N 28.100 7.210 0.837 -3.036 -1.380 -0.702 C29 3Z3 31 3Z3 C28 C27 C 0 1 Y N N 28.768 6.878 -0.339 -4.121 -1.872 -0.048 C28 3Z3 32 3Z3 C27 C28 C 0 1 Y N N 28.845 7.793 -1.387 -5.107 -0.998 0.432 C27 3Z3 33 3Z3 N5 N4 N 0 1 Y N N 29.499 7.490 -2.545 -6.192 -1.445 1.077 N5 3Z3 34 3Z3 C31 C29 C 0 1 Y N N 29.545 8.409 -3.543 -7.104 -0.596 1.512 C31 3Z3 35 3Z3 N6 N5 N 0 1 N N N 30.162 8.218 -4.727 -8.212 -1.094 2.174 N6 3Z3 36 3Z3 C32 C30 C 0 1 N N N 30.966 7.022 -5.057 -9.241 -0.178 2.670 C32 3Z3 37 3Z3 N4 N6 N 0 1 Y N N 28.948 9.600 -3.370 -7.000 0.720 1.340 N4 3Z3 38 3Z3 C30 C31 C 0 1 Y N N 28.312 9.942 -2.257 -5.969 1.254 0.719 C30 3Z3 39 3Z3 C26 C32 C 0 1 Y N N 28.237 9.038 -1.222 -4.963 0.400 0.231 C26 3Z3 40 3Z3 C25 C33 C 0 1 Y N N 27.564 9.382 -0.041 -3.835 0.892 -0.442 C25 3Z3 41 3Z3 F1 F1 F 0 1 N N N 26.987 10.583 0.114 -3.683 2.220 -0.642 F1 3Z3 42 3Z3 H1 H1 H 0 1 N N N 29.154 11.391 9.704 6.370 1.592 0.288 H1 3Z3 43 3Z3 H2 H2 H 0 1 N N N 30.308 13.578 9.843 7.277 3.733 1.090 H2 3Z3 44 3Z3 H3 H3 H 0 1 N N N 29.511 15.470 8.444 5.806 5.356 2.209 H3 3Z3 45 3Z3 H4 H4 H 0 1 N N N 27.564 15.166 6.956 3.420 4.851 2.533 H4 3Z3 46 3Z3 H5 H5 H 0 1 N N N 26.396 12.986 6.834 2.490 2.718 1.740 H5 3Z3 47 3Z3 H6 H6 H 0 1 N N N 26.088 9.963 11.355 5.192 -0.887 2.616 H6 3Z3 48 3Z3 H7 H7 H 0 1 N N N 27.585 10.884 10.983 5.970 -1.700 1.236 H7 3Z3 49 3Z3 H8 H8 H 0 1 N N N 25.976 11.618 10.667 6.199 0.048 1.484 H8 3Z3 50 3Z3 H9 H9 H 0 1 N N N 23.493 8.213 9.108 3.640 -3.131 -1.939 H9 3Z3 51 3Z3 H10 H10 H 0 1 N N N 22.646 6.540 10.727 4.017 -5.560 -1.825 H10 3Z3 52 3Z3 H11 H11 H 0 1 N N N 24.186 5.458 12.333 4.331 -6.658 0.355 H11 3Z3 53 3Z3 H12 H12 H 0 1 N N N 26.590 6.087 12.363 4.270 -5.331 2.427 H12 3Z3 54 3Z3 H13 H13 H 0 1 N N N 27.429 7.758 10.736 3.905 -2.899 2.323 H13 3Z3 55 3Z3 H14 H14 H 0 1 N N N 28.934 10.157 4.121 0.295 0.965 0.963 H14 3Z3 56 3Z3 H15 H15 H 0 1 N N N 29.245 8.950 3.066 -1.231 0.263 0.929 H15 3Z3 57 3Z3 H16 H16 H 0 1 N N N 24.712 9.387 5.429 1.413 1.815 -3.528 H16 3Z3 58 3Z3 H17 H17 H 0 1 N N N 23.663 8.296 3.468 -0.635 1.249 -4.754 H17 3Z3 59 3Z3 H18 H18 H 0 1 N N N 24.815 6.640 1.126 -2.928 -0.736 -4.079 H18 3Z3 60 3Z3 H19 H19 H 0 1 N N N 23.646 8.004 1.097 -3.836 0.475 -3.142 H19 3Z3 61 3Z3 H20 H20 H 0 1 N N N 25.155 8.093 0.126 -3.033 0.943 -4.661 H20 3Z3 62 3Z3 H21 H21 H 0 1 N N N 28.042 6.488 1.638 -2.281 -2.060 -1.069 H21 3Z3 63 3Z3 H22 H22 H 0 1 N N N 29.229 5.906 -0.439 -4.224 -2.937 0.102 H22 3Z3 64 3Z3 H23 H23 H 0 1 N N N 30.777 8.998 -4.841 -8.307 -2.050 2.310 H23 3Z3 65 3Z3 H24 H24 H 0 1 N N N 31.357 7.114 -6.081 -8.797 0.516 3.384 H24 3Z3 66 3Z3 H25 H25 H 0 1 N N N 31.805 6.938 -4.350 -9.663 0.382 1.835 H25 3Z3 67 3Z3 H26 H26 H 0 1 N N N 30.334 6.124 -4.985 -10.030 -0.748 3.160 H26 3Z3 68 3Z3 H27 H27 H 0 1 N N N 27.859 10.918 -2.164 -5.898 2.323 0.586 H27 3Z3 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 3Z3 C32 N6 SING N N 1 3Z3 N6 C31 SING N N 2 3Z3 C31 N4 DOUB Y N 3 3Z3 C31 N5 SING Y N 4 3Z3 N4 C30 SING Y N 5 3Z3 N5 C27 DOUB Y N 6 3Z3 C30 C26 DOUB Y N 7 3Z3 C27 C26 SING Y N 8 3Z3 C27 C28 SING Y N 9 3Z3 C26 C25 SING Y N 10 3Z3 C28 C29 DOUB Y N 11 3Z3 C25 F1 SING N N 12 3Z3 C25 C23 DOUB Y N 13 3Z3 C29 C23 SING Y N 14 3Z3 C23 C21 SING N N 15 3Z3 C33 C20 SING N N 16 3Z3 C21 C20 DOUB Y N 17 3Z3 C21 C22 SING Y N 18 3Z3 C20 C19 SING Y N 19 3Z3 N3 C22 SING N N 20 3Z3 C22 C17 DOUB Y N 21 3Z3 C19 C18 DOUB Y N 22 3Z3 C17 C18 SING Y N 23 3Z3 C17 C16 SING N N 24 3Z3 O2 C16 DOUB N N 25 3Z3 C16 C1 SING N N 26 3Z3 O1 C3 DOUB N N 27 3Z3 C1 C3 SING N N 28 3Z3 C1 C2 DOUB N N 29 3Z3 C15 C14 DOUB Y N 30 3Z3 C15 C5 SING Y N 31 3Z3 C14 C13 SING Y N 32 3Z3 C3 N2 SING N N 33 3Z3 C2 C5 SING N N 34 3Z3 C2 N1 SING N N 35 3Z3 C5 C11 DOUB Y N 36 3Z3 C13 C12 DOUB Y N 37 3Z3 N2 N1 SING N N 38 3Z3 N2 C4 SING N N 39 3Z3 C11 C12 SING Y N 40 3Z3 N1 C24 SING N N 41 3Z3 C6 C4 DOUB Y N 42 3Z3 C6 C7 SING Y N 43 3Z3 C4 C10 SING Y N 44 3Z3 C7 C8 DOUB Y N 45 3Z3 C10 C9 DOUB Y N 46 3Z3 C8 C9 SING Y N 47 3Z3 C11 H1 SING N N 48 3Z3 C12 H2 SING N N 49 3Z3 C13 H3 SING N N 50 3Z3 C14 H4 SING N N 51 3Z3 C15 H5 SING N N 52 3Z3 C24 H6 SING N N 53 3Z3 C24 H7 SING N N 54 3Z3 C24 H8 SING N N 55 3Z3 C6 H9 SING N N 56 3Z3 C7 H10 SING N N 57 3Z3 C8 H11 SING N N 58 3Z3 C9 H12 SING N N 59 3Z3 C10 H13 SING N N 60 3Z3 N3 H14 SING N N 61 3Z3 N3 H15 SING N N 62 3Z3 C18 H16 SING N N 63 3Z3 C19 H17 SING N N 64 3Z3 C33 H18 SING N N 65 3Z3 C33 H19 SING N N 66 3Z3 C33 H20 SING N N 67 3Z3 C29 H21 SING N N 68 3Z3 C28 H22 SING N N 69 3Z3 N6 H23 SING N N 70 3Z3 C32 H24 SING N N 71 3Z3 C32 H25 SING N N 72 3Z3 C32 H26 SING N N 73 3Z3 C30 H27 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 3Z3 SMILES ACDLabs 12.01 "Fc2c1c(nc(nc1)NC)ccc2c3c(ccc(c3N)C(=O)C=5C(=O)N(c4ccccc4)N(C=5c6ccccc6)C)C" 3Z3 InChI InChI 1.03 "InChI=1S/C33H27FN6O2/c1-19-14-15-23(29(35)26(19)22-16-17-25-24(28(22)34)18-37-33(36-2)38-25)31(41)27-30(20-10-6-4-7-11-20)39(3)40(32(27)42)21-12-8-5-9-13-21/h4-18H,35H2,1-3H3,(H,36,37,38)" 3Z3 InChIKey InChI 1.03 HBWCGZWIVPNFPT-UHFFFAOYSA-N 3Z3 SMILES_CANONICAL CACTVS 3.385 "CNc1ncc2c(F)c(ccc2n1)c3c(C)ccc(c3N)C(=O)C4=C(N(C)N(C4=O)c5ccccc5)c6ccccc6" 3Z3 SMILES CACTVS 3.385 "CNc1ncc2c(F)c(ccc2n1)c3c(C)ccc(c3N)C(=O)C4=C(N(C)N(C4=O)c5ccccc5)c6ccccc6" 3Z3 SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "Cc1ccc(c(c1c2ccc3c(c2F)cnc(n3)NC)N)C(=O)C4=C(N(N(C4=O)c5ccccc5)C)c6ccccc6" 3Z3 SMILES "OpenEye OEToolkits" 1.9.2 "Cc1ccc(c(c1c2ccc3c(c2F)cnc(n3)NC)N)C(=O)C4=C(N(N(C4=O)c5ccccc5)C)c6ccccc6" # 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 3Z3 "SYSTEMATIC NAME" ACDLabs 12.01 "4-{2-amino-3-[5-fluoro-2-(methylamino)quinazolin-6-yl]-4-methylbenzoyl}-1-methyl-2,5-diphenyl-1,2-dihydro-3H-pyrazol-3-one" 3Z3 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "4-[2-azanyl-3-[5-fluoranyl-2-(methylamino)quinazolin-6-yl]-4-methyl-phenyl]carbonyl-1-methyl-2,5-diphenyl-pyrazol-3-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 3Z3 "Create component" 2014-12-11 RCSB 3Z3 "Initial release" 2015-01-28 RCSB #