data_68R # _chem_comp.id 68R _chem_comp.name "2-[(1S)-1-({6-amino-5-[(1H-pyrazol-4-yl)ethynyl]pyrimidin-4-yl}amino)ethyl]-5-chloro-3-phenylquinazolin-4(3H)-one" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C25 H19 Cl N8 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2016-02-17 _chem_comp.pdbx_modified_date 2017-02-17 _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 482.924 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 68R _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 5I6U _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 68R C10 C1 C 0 1 N N N -4.329 -1.419 21.128 2.776 -0.458 0.645 C10 68R 1 68R C13 C2 C 0 1 Y N N -4.191 -2.420 23.361 0.794 -1.713 1.050 C13 68R 2 68R C15 C3 C 0 1 Y N N -2.329 -2.569 24.951 0.234 -3.734 2.213 C15 68R 3 68R C17 C4 C 0 1 Y N N -3.757 -4.452 24.570 -1.123 -1.777 2.490 C17 68R 4 68R C20 C5 C 0 1 N N N -7.641 -2.187 23.987 -0.012 -1.575 -3.128 C20 68R 5 68R C22 C6 C 0 1 Y N N -6.611 1.278 25.220 -2.374 -1.306 -0.964 C22 68R 6 68R C24 C7 C 0 1 Y N N -6.526 3.465 26.172 -4.708 -1.204 -0.370 C24 68R 7 68R C26 C8 C 0 1 Y N N -4.719 2.134 26.197 -3.728 -3.167 -1.079 C26 68R 8 68R CL1 CL1 CL 0 0 N N N -3.297 -0.883 17.998 5.359 0.781 1.712 CL1 68R 9 68R C01 C9 C 0 1 Y N N -5.419 0.651 18.033 5.568 1.545 -0.877 C01 68R 10 68R C02 C10 C 0 1 Y N N -6.559 1.245 18.532 5.141 1.623 -2.195 C02 68R 11 68R C03 C11 C 0 1 Y N N -6.945 0.963 19.842 3.960 1.034 -2.590 C03 68R 12 68R C04 C12 C 0 1 Y N N -6.200 0.103 20.669 3.181 0.349 -1.656 C04 68R 13 68R C05 C13 C 0 1 Y N N -5.056 -0.517 20.169 3.618 0.271 -0.314 C05 68R 14 68R C06 C14 C 0 1 Y N N -4.676 -0.228 18.824 4.817 0.874 0.066 C06 68R 15 68R N07 N1 N 0 1 N N N -6.675 -0.099 21.957 2.012 -0.245 -2.003 N07 68R 16 68R C08 C15 C 0 1 N N N -6.030 -0.887 22.777 1.288 -0.882 -1.133 C08 68R 17 68R N09 N2 N 0 1 N N N -4.899 -1.582 22.420 1.632 -1.008 0.177 N09 68R 18 68R O11 O1 O 0 1 N N N -3.299 -2.002 20.772 3.099 -0.566 1.814 O11 68R 19 68R C14 C16 C 0 1 Y N N -3.085 -1.855 24.042 1.059 -3.043 1.347 C14 68R 20 68R C16 C17 C 0 1 Y N N -2.666 -3.875 25.226 -0.856 -3.102 2.784 C16 68R 21 68R C18 C18 C 0 1 Y N N -4.521 -3.749 23.637 -0.301 -1.081 1.625 C18 68R 22 68R C19 C19 C 0 1 N N S -6.663 -1.042 24.161 0.002 -1.515 -1.599 C19 68R 23 68R N21 N3 N 0 1 N N N -7.280 0.216 24.609 -1.133 -0.715 -1.131 N21 68R 24 68R C23 C20 C 0 1 Y N N -7.261 2.455 25.505 -3.471 -0.550 -0.515 C23 68R 25 68R N25 N4 N 0 1 Y N N -5.233 3.320 26.531 -4.786 -2.500 -0.662 N25 68R 26 68R N27 N5 N 0 1 Y N N -5.339 1.128 25.554 -2.550 -2.597 -1.230 N27 68R 27 68R N28 N6 N 0 1 N N N -7.055 4.689 26.527 -5.824 -0.513 0.068 N28 68R 28 68R C29 C21 C 0 1 N N N -8.615 2.616 25.120 -3.334 0.844 -0.214 C29 68R 29 68R C30 C22 C 0 1 N N N -9.780 2.673 24.816 -3.222 1.986 0.032 C30 68R 30 68R C31 C23 C 0 1 Y N N -11.147 2.652 24.393 -3.085 3.379 0.333 C31 68R 31 68R C32 C24 C 0 1 Y N N -11.684 2.052 23.286 -1.934 4.129 0.226 C32 68R 32 68R N33 N7 N 0 1 Y N N -13.015 2.326 23.303 -2.236 5.388 0.603 N33 68R 33 68R N34 N8 N 0 1 Y N N -13.400 3.076 24.348 -3.591 5.431 0.951 N34 68R 34 68R C35 C25 C 0 1 Y N N -12.249 3.279 24.998 -4.106 4.241 0.788 C35 68R 35 68R H1 H1 H 0 1 N N N -1.484 -2.108 25.440 0.439 -4.769 2.444 H1 68R 36 68R H2 H2 H 0 1 N N N -4.018 -5.476 24.792 -1.974 -1.286 2.937 H2 68R 37 68R H3 H3 H 0 1 N N N -8.155 -2.379 24.940 0.029 -0.563 -3.532 H3 68R 38 68R H4 H4 H 0 1 N N N -8.382 -1.923 23.218 0.851 -2.141 -3.477 H4 68R 39 68R H5 H5 H 0 1 N N N -7.096 -3.090 23.676 -0.927 -2.062 -3.464 H5 68R 40 68R H6 H6 H 0 1 N N N -3.689 1.963 26.474 -3.832 -4.218 -1.306 H6 68R 41 68R H7 H7 H 0 1 N N N -5.099 0.867 17.024 6.497 2.013 -0.587 H7 68R 42 68R H8 H8 H 0 1 N N N -7.142 1.916 17.919 5.741 2.152 -2.920 H8 68R 43 68R H9 H9 H 0 1 N N N -7.843 1.418 20.233 3.638 1.101 -3.619 H9 68R 44 68R H10 H10 H 0 1 N N N -2.823 -0.826 23.843 1.909 -3.537 0.901 H10 68R 45 68R H11 H11 H 0 1 N N N -2.094 -4.448 25.941 -1.499 -3.644 3.461 H11 68R 46 68R H12 H12 H 0 1 N N N -5.352 -4.224 23.137 -0.510 -0.046 1.396 H12 68R 47 68R H13 H13 H 0 1 N N N -5.883 -1.344 24.875 -0.074 -2.524 -1.195 H13 68R 48 68R H14 H14 H 0 1 N N N -7.705 0.607 23.792 -1.015 0.228 -0.938 H14 68R 49 68R H15 H15 H 0 1 N N N -6.355 5.233 26.990 -6.673 -0.973 0.165 H15 68R 50 68R H16 H16 H 0 1 N N N -7.363 5.170 25.706 -5.758 0.432 0.278 H16 68R 51 68R H17 H17 H 0 1 N N N -11.154 1.474 22.544 -0.967 3.774 -0.100 H17 68R 52 68R H18 H18 H 0 1 N N N -13.649 1.999 22.602 -1.620 6.137 0.629 H18 68R 53 68R H19 H19 H 0 1 N N N -12.174 3.868 25.900 -5.133 3.965 0.973 H19 68R 54 # 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 68R CL1 C06 SING N N 1 68R C01 C02 DOUB Y N 2 68R C01 C06 SING Y N 3 68R C02 C03 SING Y N 4 68R C06 C05 DOUB Y N 5 68R C03 C04 DOUB Y N 6 68R C05 C04 SING Y N 7 68R C05 C10 SING N N 8 68R C04 N07 SING N N 9 68R O11 C10 DOUB N N 10 68R C10 N09 SING N N 11 68R N07 C08 DOUB N N 12 68R N09 C08 SING N N 13 68R N09 C13 SING N N 14 68R C08 C19 SING N N 15 68R C32 N33 SING Y N 16 68R C32 C31 DOUB Y N 17 68R N33 N34 SING Y N 18 68R C13 C18 DOUB Y N 19 68R C13 C14 SING Y N 20 68R C18 C17 SING Y N 21 68R C20 C19 SING N N 22 68R C14 C15 DOUB Y N 23 68R C19 N21 SING N N 24 68R N34 C35 DOUB Y N 25 68R C31 C30 SING N N 26 68R C31 C35 SING Y N 27 68R C17 C16 DOUB Y N 28 68R N21 C22 SING N N 29 68R C30 C29 TRIP N N 30 68R C15 C16 SING Y N 31 68R C29 C23 SING N N 32 68R C22 C23 DOUB Y N 33 68R C22 N27 SING Y N 34 68R C23 C24 SING Y N 35 68R N27 C26 DOUB Y N 36 68R C24 N28 SING N N 37 68R C24 N25 DOUB Y N 38 68R C26 N25 SING Y N 39 68R C15 H1 SING N N 40 68R C17 H2 SING N N 41 68R C20 H3 SING N N 42 68R C20 H4 SING N N 43 68R C20 H5 SING N N 44 68R C26 H6 SING N N 45 68R C01 H7 SING N N 46 68R C02 H8 SING N N 47 68R C03 H9 SING N N 48 68R C14 H10 SING N N 49 68R C16 H11 SING N N 50 68R C18 H12 SING N N 51 68R C19 H13 SING N N 52 68R N21 H14 SING N N 53 68R N28 H15 SING N N 54 68R N28 H16 SING N N 55 68R C32 H17 SING N N 56 68R N33 H18 SING N N 57 68R C35 H19 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 68R SMILES ACDLabs 12.01 "C2(N(c1ccccc1)C(=Nc3cccc(Cl)c23)C(C)Nc4c(c(N)ncn4)C#Cc5cnnc5)=O" 68R InChI InChI 1.03 "InChI=1S/C25H19ClN8O/c1-15(32-23-18(22(27)28-14-29-23)11-10-16-12-30-31-13-16)24-33-20-9-5-8-19(26)21(20)25(35)34(24)17-6-3-2-4-7-17/h2-9,12-15H,1H3,(H,30,31)(H3,27,28,29,32)/t15-/m0/s1" 68R InChIKey InChI 1.03 QSVWZWFVMMFIJE-HNNXBMFYSA-N 68R SMILES_CANONICAL CACTVS 3.385 "C[C@H](Nc1ncnc(N)c1C#Cc2c[nH]nc2)C3=Nc4cccc(Cl)c4C(=O)N3c5ccccc5" 68R SMILES CACTVS 3.385 "C[CH](Nc1ncnc(N)c1C#Cc2c[nH]nc2)C3=Nc4cccc(Cl)c4C(=O)N3c5ccccc5" 68R SMILES_CANONICAL "OpenEye OEToolkits" 2.0.4 "C[C@@H](C1=Nc2cccc(c2C(=O)N1c3ccccc3)Cl)Nc4c(c(ncn4)N)C#Cc5c[nH]nc5" 68R SMILES "OpenEye OEToolkits" 2.0.4 "CC(C1=Nc2cccc(c2C(=O)N1c3ccccc3)Cl)Nc4c(c(ncn4)N)C#Cc5c[nH]nc5" # 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 68R "SYSTEMATIC NAME" ACDLabs 12.01 "2-[(1S)-1-({6-amino-5-[(1H-pyrazol-4-yl)ethynyl]pyrimidin-4-yl}amino)ethyl]-5-chloro-3-phenylquinazolin-4(3H)-one" 68R "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.4 "2-[(1~{S})-1-[[6-azanyl-5-[2-(1~{H}-pyrazol-4-yl)ethynyl]pyrimidin-4-yl]amino]ethyl]-5-chloranyl-3-phenyl-quinazolin-4-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 68R "Create component" 2016-02-17 RCSB 68R "Initial release" 2017-02-22 RCSB #