data_D4L # _chem_comp.id D4L _chem_comp.name "2-(3,7-dimethylquinoxalin-2-yl)-~{N}-(oxan-4-yl)-5-pyrrolidin-1-yl-pyrazolo[1,5-a]pyrimidin-7-amine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C25 H29 N7 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2019-06-25 _chem_comp.pdbx_modified_date 2019-07-12 _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 443.544 _chem_comp.one_letter_code ? _chem_comp.three_letter_code D4L _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 6K9U _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site PDBJ # # 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 D4L C21 C1 C 0 1 N N N 15.505 13.305 18.754 8.543 1.796 0.881 C21 D4L 1 D4L C7 C2 C 0 1 Y N N 14.757 14.609 18.669 7.475 0.813 0.475 C7 D4L 2 D4L C9 C3 C 0 1 Y N N 14.670 15.413 19.792 7.840 -0.466 0.058 C9 D4L 3 D4L C10 C4 C 0 1 Y N N 13.995 16.621 19.746 6.900 -1.376 -0.314 C10 D4L 4 D4L C5 C5 C 0 1 Y N N 13.395 17.014 18.571 5.539 -1.028 -0.280 C5 D4L 5 D4L N3 N1 N 0 1 Y N N 12.724 18.219 18.526 4.594 -1.904 -0.640 N3 D4L 6 D4L C1 C6 C 0 1 Y N N 12.136 18.632 17.343 3.330 -1.556 -0.599 C1 D4L 7 D4L C20 C7 C 0 1 N N N 11.407 19.967 17.381 2.269 -2.546 -1.006 C20 D4L 8 D4L C8 C8 C 0 1 Y N N 14.166 15.002 17.478 6.167 1.185 0.527 C8 D4L 9 D4L C6 C9 C 0 1 Y N N 13.489 16.207 17.438 5.167 0.273 0.145 C6 D4L 10 D4L N4 N2 N 0 1 Y N N 12.908 16.612 16.263 3.874 0.612 0.186 N4 D4L 11 D4L C2 C10 C 0 1 Y N N 12.245 17.821 16.202 2.956 -0.266 -0.179 C2 D4L 12 D4L C11 C11 C 0 1 Y N N 11.572 18.211 14.934 1.522 0.107 -0.134 C11 D4L 13 D4L C19 C12 C 0 1 Y N N 10.771 17.318 14.272 1.012 1.405 -0.250 C19 D4L 14 D4L C12 C13 C 0 1 Y N N 10.280 17.951 13.177 -0.369 1.321 -0.157 C12 D4L 15 D4L N14 N3 N 0 1 Y N N 9.425 17.498 12.199 -1.334 2.253 -0.200 N14 D4L 16 D4L C16 C14 C 0 1 Y N N 9.094 18.417 11.208 -2.607 1.918 -0.082 C16 D4L 17 D4L N24 N4 N 0 1 N N N 8.213 18.032 10.181 -3.586 2.897 -0.129 N24 D4L 18 D4L C26 C15 C 0 1 N N N 7.745 16.667 9.952 -3.350 4.337 -0.306 C26 D4L 19 D4L C28 C16 C 0 1 N N N 6.708 16.708 8.844 -4.726 5.034 -0.271 C28 D4L 20 D4L C27 C17 C 0 1 N N N 6.391 18.168 8.611 -5.614 4.014 0.490 C27 D4L 21 D4L C25 C18 C 0 1 N N N 7.573 18.921 9.190 -5.038 2.665 -0.018 C25 D4L 22 D4L C17 C19 C 0 1 Y N N 9.610 19.713 11.231 -2.970 0.573 0.093 C17 D4L 23 D4L C15 C20 C 0 1 Y N N 10.457 20.102 12.275 -1.996 -0.382 0.138 C15 D4L 24 D4L N13 N5 N 0 1 Y N N 10.770 19.208 13.227 -0.683 -0.002 0.011 N13 D4L 25 D4L N18 N6 N 0 1 Y N N 11.536 19.375 14.241 0.512 -0.731 0.016 N18 D4L 26 D4L N22 N7 N 0 1 N N N 11.033 21.379 12.346 -2.326 -1.710 0.308 N22 D4L 27 D4L C23 C21 C 0 1 N N N 10.975 22.491 11.384 -3.730 -2.104 0.442 C23 D4L 28 D4L C33 C22 C 0 1 N N N 12.339 23.228 11.396 -3.820 -3.425 1.212 C33 D4L 29 D4L C32 C23 C 0 1 N N N 12.277 24.693 10.927 -5.284 -3.869 1.279 C32 D4L 30 D4L O30 O1 O 0 1 N N N 11.107 25.395 11.360 -5.803 -3.996 -0.046 O30 D4L 31 D4L C29 C24 C 0 1 N N N 9.901 24.733 10.995 -5.788 -2.780 -0.797 C29 D4L 32 D4L C31 C25 C 0 1 N N N 9.815 23.415 11.778 -4.345 -2.293 -0.948 C31 D4L 33 D4L H1 H1 H 0 1 N N N 16.562 13.471 18.498 8.861 2.366 0.008 H1 D4L 34 D4L H2 H2 H 0 1 N N N 15.433 12.907 19.777 8.144 2.476 1.634 H2 D4L 35 D4L H3 H3 H 0 1 N N N 15.066 12.584 18.049 9.395 1.256 1.293 H3 D4L 36 D4L H4 H4 H 0 1 N N N 15.134 15.095 20.714 8.885 -0.738 0.030 H4 D4L 37 D4L H5 H5 H 0 1 N N N 13.940 17.249 20.623 7.198 -2.363 -0.636 H5 D4L 38 D4L H6 H6 H 0 1 N N N 11.477 20.395 18.392 1.880 -3.047 -0.119 H6 D4L 39 D4L H7 H7 H 0 1 N N N 11.868 20.657 16.659 1.458 -2.022 -1.512 H7 D4L 40 D4L H8 H8 H 0 1 N N N 10.349 19.815 17.119 2.701 -3.285 -1.680 H8 D4L 41 D4L H9 H9 H 0 1 N N N 14.233 14.379 16.598 5.898 2.178 0.856 H9 D4L 42 D4L H10 H10 H 0 1 N N N 10.568 16.299 14.567 1.589 2.308 -0.387 H10 D4L 43 D4L H11 H11 H 0 1 N N N 7.293 16.268 10.872 -2.723 4.712 0.503 H11 D4L 44 D4L H12 H12 H 0 1 N N N 8.589 16.028 9.651 -2.865 4.518 -1.265 H12 D4L 45 D4L H13 H13 H 0 1 N N N 5.801 16.166 9.151 -4.667 5.976 0.275 H13 D4L 46 D4L H14 H14 H 0 1 N N N 7.113 16.255 7.927 -5.101 5.199 -1.281 H14 D4L 47 D4L H15 H15 H 0 1 N N N 6.289 18.375 7.535 -5.489 4.114 1.568 H15 D4L 48 D4L H16 H16 H 0 1 N N N 5.462 18.450 9.128 -6.661 4.120 0.207 H16 D4L 49 D4L H17 H17 H 0 1 N N N 8.287 19.172 8.392 -5.463 2.413 -0.989 H17 D4L 50 D4L H18 H18 H 0 1 N N N 7.229 19.845 9.679 -5.238 1.872 0.703 H18 D4L 51 D4L H19 H19 H 0 1 N N N 9.357 20.412 10.448 -4.009 0.296 0.190 H19 D4L 52 D4L H20 H20 H 0 1 N N N 12.011 21.201 12.457 -1.628 -2.383 0.339 H20 D4L 53 D4L H21 H21 H 0 1 N N N 10.793 22.100 10.372 -4.278 -1.330 0.981 H21 D4L 54 D4L H22 H22 H 0 1 N N N 13.029 22.684 10.734 -3.232 -4.186 0.699 H22 D4L 55 D4L H23 H23 H 0 1 N N N 12.729 23.213 12.425 -3.435 -3.286 2.222 H23 D4L 56 D4L H24 H24 H 0 1 N N N 12.300 24.705 9.827 -5.350 -4.830 1.789 H24 D4L 57 D4L H25 H25 H 0 1 N N N 13.160 25.219 11.318 -5.864 -3.127 1.827 H25 D4L 58 D4L H26 H26 H 0 1 N N N 9.038 25.369 11.243 -6.217 -2.957 -1.784 H26 D4L 59 D4L H27 H27 H 0 1 N N N 9.904 24.524 9.915 -6.375 -2.024 -0.276 H27 D4L 60 D4L H28 H28 H 0 1 N N N 9.869 23.628 12.856 -4.335 -1.343 -1.482 H28 D4L 61 D4L H29 H29 H 0 1 N N N 8.860 22.918 11.550 -3.767 -3.031 -1.504 H29 D4L 62 # # 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 D4L C27 C28 SING N N 1 D4L C27 C25 SING N N 2 D4L C28 C26 SING N N 3 D4L C25 N24 SING N N 4 D4L C26 N24 SING N N 5 D4L N24 C16 SING N N 6 D4L C32 O30 SING N N 7 D4L C32 C33 SING N N 8 D4L C29 O30 SING N N 9 D4L C29 C31 SING N N 10 D4L C16 C17 SING Y N 11 D4L C16 N14 DOUB Y N 12 D4L C17 C15 DOUB Y N 13 D4L C23 C33 SING N N 14 D4L C23 C31 SING N N 15 D4L C23 N22 SING N N 16 D4L N14 C12 SING Y N 17 D4L C15 N22 SING N N 18 D4L C15 N13 SING Y N 19 D4L C12 N13 SING Y N 20 D4L C12 C19 DOUB Y N 21 D4L N13 N18 SING Y N 22 D4L N18 C11 DOUB Y N 23 D4L C19 C11 SING Y N 24 D4L C11 C2 SING N N 25 D4L C2 N4 DOUB Y N 26 D4L C2 C1 SING Y N 27 D4L N4 C6 SING Y N 28 D4L C1 C20 SING N N 29 D4L C1 N3 DOUB Y N 30 D4L C6 C8 SING Y N 31 D4L C6 C5 DOUB Y N 32 D4L C8 C7 DOUB Y N 33 D4L N3 C5 SING Y N 34 D4L C5 C10 SING Y N 35 D4L C7 C21 SING N N 36 D4L C7 C9 SING Y N 37 D4L C10 C9 DOUB Y N 38 D4L C21 H1 SING N N 39 D4L C21 H2 SING N N 40 D4L C21 H3 SING N N 41 D4L C9 H4 SING N N 42 D4L C10 H5 SING N N 43 D4L C20 H6 SING N N 44 D4L C20 H7 SING N N 45 D4L C20 H8 SING N N 46 D4L C8 H9 SING N N 47 D4L C19 H10 SING N N 48 D4L C26 H11 SING N N 49 D4L C26 H12 SING N N 50 D4L C28 H13 SING N N 51 D4L C28 H14 SING N N 52 D4L C27 H15 SING N N 53 D4L C27 H16 SING N N 54 D4L C25 H17 SING N N 55 D4L C25 H18 SING N N 56 D4L C17 H19 SING N N 57 D4L N22 H20 SING N N 58 D4L C23 H21 SING N N 59 D4L C33 H22 SING N N 60 D4L C33 H23 SING N N 61 D4L C32 H24 SING N N 62 D4L C32 H25 SING N N 63 D4L C29 H26 SING N N 64 D4L C29 H27 SING N N 65 D4L C31 H28 SING N N 66 D4L C31 H29 SING N N 67 # # 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 D4L InChI InChI 1.03 "InChI=1S/C25H29N7O/c1-16-5-6-19-20(13-16)28-25(17(2)26-19)21-14-23-29-22(31-9-3-4-10-31)15-24(32(23)30-21)27-18-7-11-33-12-8-18/h5-6,13-15,18,27H,3-4,7-12H2,1-2H3" D4L InChIKey InChI 1.03 RAFDNSUMEOQXMZ-UHFFFAOYSA-N D4L SMILES_CANONICAL CACTVS 3.385 "Cc1ccc2nc(C)c(nc2c1)c3cc4nc(cc(NC5CCOCC5)n4n3)N6CCCC6" D4L SMILES CACTVS 3.385 "Cc1ccc2nc(C)c(nc2c1)c3cc4nc(cc(NC5CCOCC5)n4n3)N6CCCC6" D4L SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "Cc1ccc2c(c1)nc(c(n2)C)c3cc4nc(cc(n4n3)NC5CCOCC5)N6CCCC6" D4L SMILES "OpenEye OEToolkits" 2.0.7 "Cc1ccc2c(c1)nc(c(n2)C)c3cc4nc(cc(n4n3)NC5CCOCC5)N6CCCC6" # _pdbx_chem_comp_identifier.comp_id D4L _pdbx_chem_comp_identifier.type "SYSTEMATIC NAME" _pdbx_chem_comp_identifier.program "OpenEye OEToolkits" _pdbx_chem_comp_identifier.program_version 2.0.7 _pdbx_chem_comp_identifier.identifier "2-(3,7-dimethylquinoxalin-2-yl)-~{N}-(oxan-4-yl)-5-pyrrolidin-1-yl-pyrazolo[1,5-a]pyrimidin-7-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 D4L "Create component" 2019-06-25 PDBJ D4L "Initial release" 2019-07-17 RCSB ##