data_L8M # _chem_comp.id L8M _chem_comp.name "N-(5-tert-butyl-1H-pyrazol-3-yl)-8-fluoro-2-[(2R)-2-methylpiperazin-1-yl]quinazolin-4-amine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H26 F N7" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2019-02-12 _chem_comp.pdbx_modified_date 2019-03-22 _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 383.466 _chem_comp.one_letter_code ? _chem_comp.three_letter_code L8M _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 6NYV _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 L8M C20 C1 C 0 1 Y N N 76.217 84.497 -7.017 -2.836 -0.859 0.108 C20 L8M 1 L8M C25 C2 C 0 1 Y N N 75.999 84.228 -8.458 -4.207 -1.158 0.098 C25 L8M 2 L8M C21 C3 C 0 1 Y N N 76.858 85.718 -6.651 -1.897 -1.911 -0.016 C21 L8M 3 L8M C17 C4 C 0 1 N N N 73.748 81.105 -3.086 0.719 3.769 -0.504 C17 L8M 4 L8M C13 C5 C 0 1 N N R 75.879 82.996 -2.287 -1.810 2.870 0.495 C13 L8M 5 L8M C24 C6 C 0 1 Y N N 76.413 85.152 -9.435 -4.612 -2.455 -0.030 C24 L8M 6 L8M C14 C7 C 0 1 N N N 77.222 82.314 -1.886 -2.630 2.822 -0.795 C14 L8M 7 L8M C11 C8 C 0 1 Y N N 75.991 83.797 -4.738 -1.089 0.645 0.248 C11 L8M 8 L8M N16 N1 N 0 1 N N N 74.177 81.129 -1.666 -0.426 4.684 -0.392 N16 L8M 9 L8M N12 N2 N 0 1 N N N 75.551 82.816 -3.727 -0.665 1.955 0.384 N12 L8M 10 L8M C01 C9 C 0 1 N N N 78.743 85.240 0.488 4.431 0.834 1.478 C01 L8M 11 L8M C02 C10 C 0 1 N N N 79.260 86.698 0.319 4.643 0.124 0.140 C02 L8M 12 L8M C03 C11 C 0 1 N N N 80.778 86.727 0.677 4.408 1.111 -1.005 C03 L8M 13 L8M C04 C12 C 0 1 N N N 78.506 87.612 1.334 6.075 -0.410 0.067 C04 L8M 14 L8M C05 C13 C 0 1 Y N N 78.954 87.182 -1.125 3.673 -1.024 0.021 C05 L8M 15 L8M C06 C14 C 0 1 Y N N 78.318 86.536 -2.208 2.324 -0.931 0.044 C06 L8M 16 L8M C07 C15 C 0 1 Y N N 78.272 87.421 -3.371 1.801 -2.227 -0.095 C07 L8M 17 L8M C09 C16 C 0 1 Y N N 77.050 85.934 -5.194 -0.517 -1.585 0.002 C09 L8M 18 L8M C15 C17 C 0 1 N N N 74.718 82.473 -1.335 -1.300 4.295 0.723 C15 L8M 19 L8M C18 C18 C 0 1 N N N 74.865 81.560 -4.110 0.209 2.344 -0.732 C18 L8M 20 L8M C22 C19 C 0 1 Y N N 77.260 86.627 -7.689 -2.346 -3.228 -0.152 C22 L8M 21 L8M C23 C20 C 0 1 Y N N 77.052 86.364 -9.027 -3.686 -3.486 -0.152 C23 L8M 22 L8M F26 F1 F 0 1 N N N 75.425 83.139 -8.840 -5.120 -0.169 0.216 F26 L8M 23 L8M N08 N3 N 0 1 N N N 77.712 87.184 -4.708 0.443 -2.569 -0.115 N08 L8M 24 L8M N10 N4 N 0 1 Y N N 76.635 85.016 -4.297 -0.173 -0.313 0.134 N10 L8M 25 L8M N19 N5 N 0 1 Y N N 75.789 83.546 -6.059 -2.385 0.398 0.237 N19 L8M 26 L8M N27 N6 N 0 1 Y N N 78.890 88.600 -2.960 2.808 -3.063 -0.198 N27 L8M 27 L8M N28 N7 N 0 1 Y N N 79.281 88.438 -1.644 3.997 -2.325 -0.132 N28 L8M 28 L8M H1 H1 H 0 1 N N N 72.884 81.777 -3.197 1.344 4.070 -1.344 H1 L8M 29 L8M H2 H2 H 0 1 N N N 73.447 80.077 -3.338 1.303 3.804 0.416 H2 L8M 30 L8M H3 H3 H 0 1 N N N 75.990 84.073 -2.094 -2.436 2.569 1.336 H3 L8M 31 L8M H4 H4 H 0 1 N N N 76.250 84.948 -10.483 -5.667 -2.685 -0.033 H4 L8M 32 L8M H5 H5 H 0 1 N N N 77.412 82.479 -0.815 -2.004 3.122 -1.635 H5 L8M 33 L8M H6 H6 H 0 1 N N N 77.158 81.234 -2.085 -2.993 1.807 -0.957 H6 L8M 34 L8M H7 H7 H 0 1 N N N 78.043 82.747 -2.475 -3.478 3.502 -0.713 H7 L8M 35 L8M H8 H8 H 0 1 N N N 73.393 80.931 -1.078 -0.116 5.639 -0.293 H8 L8M 36 L8M H10 H10 H 0 1 N N N 78.957 84.891 1.509 3.411 1.214 1.530 H10 L8M 37 L8M H11 H11 H 0 1 N N N 77.658 85.213 0.311 4.599 0.131 2.294 H11 L8M 38 L8M H12 H12 H 0 1 N N N 79.249 84.585 -0.237 5.133 1.664 1.564 H12 L8M 39 L8M H13 H13 H 0 1 N N N 80.919 86.373 1.709 5.109 1.941 -0.919 H13 L8M 40 L8M H14 H14 H 0 1 N N N 81.330 86.072 -0.013 4.559 0.605 -1.958 H14 L8M 41 L8M H15 H15 H 0 1 N N N 81.156 87.756 0.588 3.387 1.491 -0.953 H15 L8M 42 L8M H16 H16 H 0 1 N N N 78.718 87.275 2.359 6.243 -1.113 0.883 H16 L8M 43 L8M H17 H17 H 0 1 N N N 78.844 88.652 1.212 6.226 -0.916 -0.886 H17 L8M 44 L8M H18 H18 H 0 1 N N N 77.424 87.554 1.146 6.777 0.420 0.153 H18 L8M 45 L8M H19 H19 H 0 1 N N N 77.922 85.532 -2.181 1.751 -0.022 0.151 H19 L8M 46 L8M H20 H20 H 0 1 N N N 75.112 82.437 -0.309 -2.146 4.980 0.778 H20 L8M 47 L8M H21 H21 H 0 1 N N N 73.889 83.194 -1.384 -0.739 4.336 1.657 H21 L8M 48 L8M H22 H22 H 0 1 N N N 74.395 81.708 -5.093 -0.352 2.303 -1.665 H22 L8M 49 L8M H23 H23 H 0 1 N N N 75.618 80.761 -4.180 1.055 1.659 -0.786 H23 L8M 50 L8M H24 H24 H 0 1 N N N 77.744 87.552 -7.411 -1.637 -4.037 -0.247 H24 L8M 51 L8M H25 H25 H 0 1 N N N 77.374 87.078 -9.771 -4.032 -4.504 -0.253 H25 L8M 52 L8M H26 H26 H 0 1 N N N 77.781 87.937 -5.362 0.178 -3.497 -0.212 H26 L8M 53 L8M H9 H9 H 0 1 N N N 79.750 89.147 -1.117 4.895 -2.687 -0.183 H9 L8M 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 L8M C24 C23 DOUB Y N 1 L8M C24 C25 SING Y N 2 L8M C23 C22 SING Y N 3 L8M F26 C25 SING N N 4 L8M C25 C20 DOUB Y N 5 L8M C22 C21 DOUB Y N 6 L8M C20 C21 SING Y N 7 L8M C20 N19 SING Y N 8 L8M C21 C09 SING Y N 9 L8M N19 C11 DOUB Y N 10 L8M C09 N08 SING N N 11 L8M C09 N10 DOUB Y N 12 L8M C11 N10 SING Y N 13 L8M C11 N12 SING N N 14 L8M N08 C07 SING N N 15 L8M C18 N12 SING N N 16 L8M C18 C17 SING N N 17 L8M N12 C13 SING N N 18 L8M C07 N27 DOUB Y N 19 L8M C07 C06 SING Y N 20 L8M C17 N16 SING N N 21 L8M N27 N28 SING Y N 22 L8M C13 C14 SING N N 23 L8M C13 C15 SING N N 24 L8M C06 C05 DOUB Y N 25 L8M N16 C15 SING N N 26 L8M N28 C05 SING Y N 27 L8M C05 C02 SING N N 28 L8M C02 C01 SING N N 29 L8M C02 C03 SING N N 30 L8M C02 C04 SING N N 31 L8M C17 H1 SING N N 32 L8M C17 H2 SING N N 33 L8M C13 H3 SING N N 34 L8M C24 H4 SING N N 35 L8M C14 H5 SING N N 36 L8M C14 H6 SING N N 37 L8M C14 H7 SING N N 38 L8M N16 H8 SING N N 39 L8M C01 H10 SING N N 40 L8M C01 H11 SING N N 41 L8M C01 H12 SING N N 42 L8M C03 H13 SING N N 43 L8M C03 H14 SING N N 44 L8M C03 H15 SING N N 45 L8M C04 H16 SING N N 46 L8M C04 H17 SING N N 47 L8M C04 H18 SING N N 48 L8M C06 H19 SING N N 49 L8M C15 H20 SING N N 50 L8M C15 H21 SING N N 51 L8M C18 H22 SING N N 52 L8M C18 H23 SING N N 53 L8M C22 H24 SING N N 54 L8M C23 H25 SING N N 55 L8M N08 H26 SING N N 56 L8M N28 H9 SING N N 57 # # 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 L8M SMILES ACDLabs 12.01 "c34c(c(Nc1cc(C(C)(C)C)nn1)nc(N2C(C)CNCC2)n3)cccc4F" L8M InChI InChI 1.03 "InChI=1S/C20H26FN7/c1-12-11-22-8-9-28(12)19-24-17-13(6-5-7-14(17)21)18(25-19)23-16-10-15(26-27-16)20(2,3)4/h5-7,10,12,22H,8-9,11H2,1-4H3,(H2,23,24,25,26,27)/t12-/m1/s1" L8M InChIKey InChI 1.03 DXXCCODWEPMLLB-GFCCVEGCSA-N L8M SMILES_CANONICAL CACTVS 3.385 "C[C@@H]1CNCCN1c2nc(Nc3cc([nH]n3)C(C)(C)C)c4cccc(F)c4n2" L8M SMILES CACTVS 3.385 "C[CH]1CNCCN1c2nc(Nc3cc([nH]n3)C(C)(C)C)c4cccc(F)c4n2" L8M SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "C[C@@H]1CNCCN1c2nc3c(cccc3F)c(n2)Nc4cc([nH]n4)C(C)(C)C" L8M SMILES "OpenEye OEToolkits" 2.0.7 "CC1CNCCN1c2nc3c(cccc3F)c(n2)Nc4cc([nH]n4)C(C)(C)C" # # 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 L8M "SYSTEMATIC NAME" ACDLabs 12.01 "N-(5-tert-butyl-1H-pyrazol-3-yl)-8-fluoro-2-[(2R)-2-methylpiperazin-1-yl]quinazolin-4-amine" L8M "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "~{N}-(5-~{tert}-butyl-1~{H}-pyrazol-3-yl)-8-fluoranyl-2-[(2~{R})-2-methylpiperazin-1-yl]quinazolin-4-amine" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site L8M "Create component" 2019-02-12 RCSB L8M "Initial release" 2019-03-27 RCSB ##