data_91D # _chem_comp.id 91D _chem_comp.name "N~3~-[6-chloro-7-(2-fluorophenyl)-4-(4-propanoylpiperazin-1-yl)quinazolin-2-yl]-N,N-dimethyl-beta-alaninamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C26 H30 Cl 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 2017-03-27 _chem_comp.pdbx_modified_date 2017-08-18 _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 513.007 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 91D _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 5V9L _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 91D C10 C1 C 0 1 Y N N 28.272 127.472 -24.446 -0.376 2.241 -0.171 C10 91D 1 91D C15 C2 C 0 1 N N N 29.063 123.768 -24.341 -4.668 0.680 1.084 C15 91D 2 91D C17 C3 C 0 1 N N N 29.998 121.535 -24.945 -6.609 -0.124 -0.180 C17 91D 3 91D C21 C4 C 0 1 N N N 30.748 123.596 -26.148 -4.639 0.615 -1.439 C21 91D 4 91D C22 C5 C 0 1 N N N 31.449 124.821 -25.561 -3.265 -0.057 -1.357 C22 91D 5 91D C24 C6 C 0 1 Y N N 32.228 128.741 -24.365 0.244 -1.805 -0.060 C24 91D 6 91D C26 C7 C 0 1 N N N 34.031 130.297 -23.677 1.816 -3.705 0.005 C26 91D 7 91D C28 C8 C 0 1 N N N 35.542 130.891 -21.721 3.169 -5.782 0.072 C28 91D 8 91D F01 F1 F 0 1 N N N 25.990 129.834 -21.764 2.520 4.366 1.955 F01 91D 9 91D C02 C9 C 0 1 Y N N 25.744 130.797 -22.714 3.367 4.370 0.903 C02 91D 10 91D C03 C10 C 0 1 Y N N 24.745 131.722 -22.467 4.446 5.235 0.885 C03 91D 11 91D C04 C11 C 0 1 Y N N 24.503 132.678 -23.431 5.313 5.240 -0.192 C04 91D 12 91D C05 C12 C 0 1 Y N N 25.252 132.683 -24.597 5.109 4.380 -1.256 C05 91D 13 91D C06 C13 C 0 1 Y N N 26.247 131.743 -24.828 4.036 3.511 -1.250 C06 91D 14 91D C07 C14 C 0 1 Y N N 26.509 130.773 -23.878 3.160 3.497 -0.166 C07 91D 15 91D C08 C15 C 0 1 Y N N 27.567 129.759 -24.109 2.006 2.566 -0.154 C08 91D 16 91D C09 C16 C 0 1 Y N N 27.271 128.408 -24.280 0.700 3.077 -0.181 C09 91D 17 91D C11 C17 C 0 1 Y N N 29.638 127.864 -24.413 -0.180 0.855 -0.133 C11 91D 18 91D C12 C18 C 0 1 Y N N 30.739 126.977 -24.592 -1.269 -0.053 -0.121 C12 91D 19 91D N13 N1 N 0 1 N N N 30.582 125.620 -24.703 -2.570 0.404 -0.148 N13 91D 20 91D C14 C19 C 0 1 N N N 29.865 124.860 -23.675 -3.292 0.005 1.067 C14 91D 21 91D N16 N2 N 0 1 N N N 29.954 122.876 -25.117 -5.356 0.370 -0.178 N16 91D 22 91D C18 C20 C 0 1 N N N 30.940 120.715 -25.799 -7.325 -0.368 1.124 C18 91D 23 91D C19 C21 C 0 1 N N N 32.363 120.668 -25.222 -8.721 -0.927 0.843 C19 91D 24 91D O20 O1 O 0 1 N N N 29.295 120.988 -24.089 -7.162 -0.374 -1.230 O20 91D 25 91D N23 N3 N 0 1 Y N N 31.997 127.425 -24.544 -1.006 -1.350 -0.085 N23 91D 26 91D N25 N4 N 0 1 N N N 33.524 129.118 -24.348 0.452 -3.172 -0.023 N25 91D 27 91D C27 C22 C 0 1 N N N 35.363 130.024 -22.972 1.765 -5.234 0.043 C27 91D 28 91D N29 N5 N 0 1 N N N 36.148 132.084 -21.854 3.371 -7.115 0.108 N29 91D 29 91D C30 C23 C 0 1 N N N 36.331 132.926 -20.683 4.735 -7.648 0.136 C30 91D 30 91D C31 C24 C 0 1 N N N 36.620 132.554 -23.150 2.227 -8.029 0.119 C31 91D 31 91D O32 O2 O 0 1 N N N 35.151 130.505 -20.616 4.116 -5.025 0.063 O32 91D 32 91D N33 N6 N 0 1 Y N N 31.262 129.675 -24.206 1.294 -1.006 -0.069 N33 91D 33 91D C34 C25 C 0 1 Y N N 29.963 129.234 -24.234 1.134 0.326 -0.105 C34 91D 34 91D C35 C26 C 0 1 Y N N 28.893 130.158 -24.071 2.227 1.199 -0.116 C35 91D 35 91D CL36 CL1 CL 0 0 N N N 25.616 127.857 -24.328 0.451 4.794 -0.228 CL36 91D 36 91D H1 H1 H 0 1 N N N 28.015 126.435 -24.602 -1.377 2.646 -0.188 H1 91D 37 91D H2 H2 H 0 1 N N N 28.325 124.222 -25.018 -5.252 0.300 1.922 H2 91D 38 91D H3 H3 H 0 1 N N N 28.542 123.180 -23.571 -4.545 1.758 1.183 H3 91D 39 91D H4 H4 H 0 1 N N N 30.075 123.922 -26.955 -4.514 1.688 -1.587 H4 91D 40 91D H5 H5 H 0 1 N N N 31.506 122.912 -26.557 -5.205 0.192 -2.270 H5 91D 41 91D H6 H6 H 0 1 N N N 32.311 124.481 -24.968 -3.391 -1.139 -1.314 H6 91D 42 91D H7 H7 H 0 1 N N N 31.801 125.453 -26.389 -2.678 0.206 -2.237 H7 91D 43 91D H8 H8 H 0 1 N N N 34.179 131.094 -24.421 2.351 -3.382 -0.888 H8 91D 44 91D H9 H9 H 0 1 N N N 33.294 130.626 -22.930 2.332 -3.337 0.891 H9 91D 45 91D H10 H10 H 0 1 N N N 24.174 131.696 -21.550 4.611 5.909 1.712 H10 91D 46 91D H11 H11 H 0 1 N N N 23.733 133.420 -23.278 6.155 5.917 -0.202 H11 91D 47 91D H12 H12 H 0 1 N N N 25.057 133.437 -25.345 5.790 4.389 -2.095 H12 91D 48 91D H13 H13 H 0 1 N N N 26.815 131.769 -25.747 3.878 2.842 -2.082 H13 91D 49 91D H14 H14 H 0 1 N N N 30.587 124.413 -22.976 -2.725 0.313 1.946 H14 91D 50 91D H15 H15 H 0 1 N N N 29.189 125.531 -23.125 -3.418 -1.078 1.077 H15 91D 51 91D H16 H16 H 0 1 N N N 30.981 121.158 -26.805 -6.760 -1.084 1.720 H16 91D 52 91D H17 H17 H 0 1 N N N 30.552 119.688 -25.866 -7.413 0.571 1.671 H17 91D 53 91D H18 H18 H 0 1 N N N 33.005 120.062 -25.878 -9.239 -1.103 1.786 H18 91D 54 91D H19 H19 H 0 1 N N N 32.766 121.689 -25.157 -9.286 -0.211 0.246 H19 91D 55 91D H20 H20 H 0 1 N N N 32.337 120.219 -24.218 -8.633 -1.866 0.296 H20 91D 56 91D H21 H21 H 0 1 N N N 34.022 128.348 -23.949 -0.306 -3.778 -0.016 H21 91D 57 91D H22 H22 H 0 1 N N N 35.398 128.965 -22.677 1.230 -5.558 0.936 H22 91D 58 91D H23 H23 H 0 1 N N N 36.185 130.237 -23.672 1.250 -5.603 -0.843 H23 91D 59 91D H24 H24 H 0 1 N N N 35.919 132.419 -19.798 5.063 -7.754 1.170 H24 91D 60 91D H25 H25 H 0 1 N N N 37.404 133.114 -20.531 4.755 -8.622 -0.353 H25 91D 61 91D H26 H26 H 0 1 N N N 35.809 133.882 -20.834 5.403 -6.964 -0.388 H26 91D 62 91D H27 H27 H 0 1 N N N 37.082 133.546 -23.035 1.954 -8.282 -0.906 H27 91D 63 91D H28 H28 H 0 1 N N N 37.364 131.848 -23.547 2.493 -8.938 0.659 H28 91D 64 91D H29 H29 H 0 1 N N N 35.771 132.623 -23.846 1.382 -7.548 0.612 H29 91D 65 91D H30 H30 H 0 1 N N N 29.122 131.202 -23.913 3.234 0.811 -0.095 H30 91D 66 # 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 91D C21 C22 SING N N 1 91D C21 N16 SING N N 2 91D C18 C19 SING N N 3 91D C18 C17 SING N N 4 91D C22 N13 SING N N 5 91D N16 C17 SING N N 6 91D N16 C15 SING N N 7 91D C17 O20 DOUB N N 8 91D C06 C05 DOUB Y N 9 91D C06 C07 SING Y N 10 91D N13 C12 SING N N 11 91D N13 C14 SING N N 12 91D C05 C04 SING Y N 13 91D C12 N23 DOUB Y N 14 91D C12 C11 SING Y N 15 91D N23 C24 SING Y N 16 91D C10 C11 DOUB Y N 17 91D C10 C09 SING Y N 18 91D C11 C34 SING Y N 19 91D C24 N25 SING N N 20 91D C24 N33 DOUB Y N 21 91D N25 C26 SING N N 22 91D C15 C14 SING N N 23 91D CL36 C09 SING N N 24 91D C09 C08 DOUB Y N 25 91D C34 N33 SING Y N 26 91D C34 C35 DOUB Y N 27 91D C08 C35 SING Y N 28 91D C08 C07 SING N N 29 91D C07 C02 DOUB Y N 30 91D C26 C27 SING N N 31 91D C04 C03 DOUB Y N 32 91D C31 N29 SING N N 33 91D C27 C28 SING N N 34 91D C02 C03 SING Y N 35 91D C02 F01 SING N N 36 91D N29 C28 SING N N 37 91D N29 C30 SING N N 38 91D C28 O32 DOUB N N 39 91D C10 H1 SING N N 40 91D C15 H2 SING N N 41 91D C15 H3 SING N N 42 91D C21 H4 SING N N 43 91D C21 H5 SING N N 44 91D C22 H6 SING N N 45 91D C22 H7 SING N N 46 91D C26 H8 SING N N 47 91D C26 H9 SING N N 48 91D C03 H10 SING N N 49 91D C04 H11 SING N N 50 91D C05 H12 SING N N 51 91D C06 H13 SING N N 52 91D C14 H14 SING N N 53 91D C14 H15 SING N N 54 91D C18 H16 SING N N 55 91D C18 H17 SING N N 56 91D C19 H18 SING N N 57 91D C19 H19 SING N N 58 91D C19 H20 SING N N 59 91D N25 H21 SING N N 60 91D C27 H22 SING N N 61 91D C27 H23 SING N N 62 91D C30 H24 SING N N 63 91D C30 H25 SING N N 64 91D C30 H26 SING N N 65 91D C31 H27 SING N N 66 91D C31 H28 SING N N 67 91D C31 H29 SING N N 68 91D C35 H30 SING N N 69 # 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 91D SMILES ACDLabs 12.01 "c4c1c(nc(NCCC(=O)N(C)C)nc1N2CCN(CC2)C(=O)CC)cc(c3c(F)cccc3)c4Cl" 91D InChI InChI 1.03 "InChI=1S/C26H30ClFN6O2/c1-4-23(35)33-11-13-34(14-12-33)25-19-15-20(27)18(17-7-5-6-8-21(17)28)16-22(19)30-26(31-25)29-10-9-24(36)32(2)3/h5-8,15-16H,4,9-14H2,1-3H3,(H,29,30,31)" 91D InChIKey InChI 1.03 KQSULURPARMUKT-UHFFFAOYSA-N 91D SMILES_CANONICAL CACTVS 3.385 "CCC(=O)N1CCN(CC1)c2nc(NCCC(=O)N(C)C)nc3cc(c(Cl)cc23)c4ccccc4F" 91D SMILES CACTVS 3.385 "CCC(=O)N1CCN(CC1)c2nc(NCCC(=O)N(C)C)nc3cc(c(Cl)cc23)c4ccccc4F" 91D SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "CCC(=O)N1CCN(CC1)c2c3cc(c(cc3nc(n2)NCCC(=O)N(C)C)c4ccccc4F)Cl" 91D SMILES "OpenEye OEToolkits" 2.0.6 "CCC(=O)N1CCN(CC1)c2c3cc(c(cc3nc(n2)NCCC(=O)N(C)C)c4ccccc4F)Cl" # 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 91D "SYSTEMATIC NAME" ACDLabs 12.01 "N~3~-[6-chloro-7-(2-fluorophenyl)-4-(4-propanoylpiperazin-1-yl)quinazolin-2-yl]-N,N-dimethyl-beta-alaninamide" 91D "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "3-[[6-chloranyl-7-(2-fluorophenyl)-4-(4-propanoylpiperazin-1-yl)quinazolin-2-yl]amino]-~{N},~{N}-dimethyl-propanamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 91D "Create component" 2017-03-27 RCSB 91D "Initial release" 2017-08-23 RCSB #