data_9EJ # _chem_comp.id 9EJ _chem_comp.name "N-[(2S)-2-(diethylamino)propyl]-2-[(2S)-2-(methylcarbamoyl)azetidin-1-yl]-6-[5-(thiophen-2-yl)pyrazolo[1,5-a]pyrimidin-3-yl]pyridine-4-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C28 H34 N8 O2 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-04-27 _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 546.687 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 9EJ _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 5VLO _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 9EJ C10 C1 C 0 1 N N N 33.605 48.227 74.865 5.641 0.665 1.484 C10 9EJ 1 9EJ N12 N1 N 0 1 N N N 34.741 50.050 73.475 6.288 -1.056 -0.133 N12 9EJ 2 9EJ C13 C2 C 0 1 N N N 34.127 47.879 72.419 7.855 -0.479 1.658 C13 9EJ 3 9EJ C15 C3 C 0 1 N N N 36.130 49.656 73.179 6.775 -2.429 -0.325 C15 9EJ 4 9EJ C17 C4 C 0 1 N N N 33.156 51.931 73.309 6.601 -0.341 -2.454 C17 9EJ 5 9EJ C20 C5 C 0 1 N N N 29.732 51.218 81.115 -1.630 3.383 1.887 C20 9EJ 6 9EJ C21 C6 C 0 1 N N N 29.552 49.834 81.733 -3.021 3.612 1.269 C21 9EJ 7 9EJ C22 C7 C 0 1 N N S 30.127 49.252 80.428 -2.468 2.921 0.010 C22 9EJ 8 9EJ C26 C8 C 0 1 N N N 28.707 46.144 78.683 -4.477 3.943 -3.082 C26 9EJ 9 9EJ C01 C9 C 0 1 Y N N 33.184 52.366 77.487 1.584 0.255 0.011 C01 9EJ 10 9EJ C02 C10 C 0 1 Y N N 32.973 50.994 77.404 2.006 1.419 0.655 C02 9EJ 11 9EJ C03 C11 C 0 1 Y N N 32.037 50.384 78.242 1.086 2.458 0.818 C03 9EJ 12 9EJ C04 C12 C 0 1 Y N N 31.329 51.171 79.150 -0.209 2.299 0.337 C04 9EJ 13 9EJ N05 N2 N 0 1 Y N N 31.540 52.511 79.228 -0.575 1.182 -0.270 N05 9EJ 14 9EJ C06 C13 C 0 1 Y N N 32.450 53.093 78.412 0.269 0.171 -0.445 C06 9EJ 15 9EJ C07 C14 C 0 1 N N N 33.730 50.169 76.430 3.395 1.549 1.155 C07 9EJ 16 9EJ N08 N3 N 0 1 N N N 33.025 49.129 75.849 4.268 0.536 0.990 N08 9EJ 17 9EJ O09 O1 O 0 1 N N N 34.901 50.449 76.191 3.746 2.569 1.715 O09 9EJ 18 9EJ C11 C15 C 0 1 N N S 33.752 48.929 73.489 6.384 -0.656 1.277 C11 9EJ 19 9EJ C14 C16 C 0 1 N N N 34.280 51.165 72.621 7.012 -0.115 -0.998 C14 9EJ 20 9EJ C16 C17 C 0 1 N N N 37.183 50.702 73.545 5.771 -3.415 0.274 C16 9EJ 21 9EJ C18 C18 C 0 1 Y N N 32.589 54.531 78.578 -0.190 -1.053 -1.135 C18 9EJ 22 9EJ N19 N4 N 0 1 N N N 30.382 50.600 80.013 -1.130 3.328 0.495 N19 9EJ 23 9EJ C23 C19 C 0 1 N N N 29.132 48.429 79.547 -2.878 3.587 -1.278 C23 9EJ 24 9EJ O24 O2 O 0 1 N N N 28.131 48.897 78.997 -2.094 4.298 -1.870 O24 9EJ 25 9EJ N25 N5 N 0 1 N N N 29.486 47.090 79.446 -4.116 3.392 -1.773 N25 9EJ 26 9EJ C27 C20 C 0 1 Y N N 32.029 55.369 79.562 0.487 -1.737 -2.153 C27 9EJ 27 9EJ N28 N6 N 0 1 Y N N 32.359 56.650 79.415 -0.228 -2.773 -2.515 N28 9EJ 28 9EJ N29 N7 N 0 1 Y N N 33.150 56.670 78.315 -1.402 -2.815 -1.753 N29 9EJ 29 9EJ C30 C21 C 0 1 Y N N 33.316 55.397 77.775 -1.382 -1.752 -0.889 C30 9EJ 30 9EJ C31 C22 C 0 1 Y N N 33.759 57.774 77.732 -2.461 -3.682 -1.745 C31 9EJ 31 9EJ C32 C23 C 0 1 Y N N 34.520 57.635 76.640 -3.480 -3.472 -0.883 C32 9EJ 32 9EJ C33 C24 C 0 1 Y N N 34.655 56.238 76.110 -3.430 -2.361 -0.009 C33 9EJ 33 9EJ N34 N8 N 0 1 Y N N 34.080 55.206 76.662 -2.387 -1.544 -0.037 N34 9EJ 34 9EJ C35 C25 C 0 1 Y N N 35.477 56.024 74.920 -4.532 -2.117 0.938 C35 9EJ 35 9EJ C36 C26 C 0 1 Y N N 36.109 56.939 74.097 -4.549 -1.153 1.885 C36 9EJ 36 9EJ C37 C27 C 0 1 Y N N 36.827 56.322 73.029 -5.692 -1.120 2.651 C37 9EJ 37 9EJ C38 C28 C 0 1 Y N N 36.729 54.952 73.064 -6.610 -2.044 2.343 C38 9EJ 38 9EJ S39 S1 S 0 1 Y N N 35.777 54.414 74.374 -6.034 -3.030 1.005 S39 9EJ 39 9EJ H1 H1 H 0 1 N N N 32.953 47.348 74.753 6.152 1.458 0.937 H1 9EJ 40 9EJ H2 H2 H 0 1 N N N 34.598 47.905 75.213 5.624 0.910 2.546 H2 9EJ 41 9EJ H4 H4 H 0 1 N N N 33.394 47.059 72.437 8.384 -1.421 1.511 H4 9EJ 42 9EJ H5 H5 H 0 1 N N N 34.125 48.351 71.425 8.303 0.291 1.031 H5 9EJ 43 9EJ H6 H6 H 0 1 N N N 35.129 47.480 72.633 7.926 -0.182 2.705 H6 9EJ 44 9EJ H7 H7 H 0 1 N N N 36.352 48.736 73.739 6.889 -2.628 -1.390 H7 9EJ 45 9EJ H8 H8 H 0 1 N N N 36.207 49.456 72.100 7.739 -2.545 0.172 H8 9EJ 46 9EJ H9 H9 H 0 1 N N N 32.824 52.756 72.662 6.779 -1.382 -2.724 H9 9EJ 47 9EJ H10 H10 H 0 1 N N N 32.312 51.252 73.498 5.543 -0.111 -2.573 H10 9EJ 48 9EJ H11 H11 H 0 1 N N N 33.521 52.338 74.264 7.190 0.308 -3.102 H11 9EJ 49 9EJ H12 H12 H 0 1 N N N 30.372 51.897 81.698 -1.256 4.235 2.454 H12 9EJ 50 9EJ H13 H13 H 0 1 N N N 28.791 51.728 80.861 -1.539 2.440 2.425 H13 9EJ 51 9EJ H14 H14 H 0 1 N N N 28.508 49.556 81.939 -3.817 3.054 1.762 H14 9EJ 52 9EJ H15 H15 H 0 1 N N N 30.164 49.648 82.628 -3.268 4.664 1.122 H15 9EJ 53 9EJ H16 H16 H 0 1 N N N 31.048 48.681 80.618 -2.621 1.842 -0.002 H16 9EJ 54 9EJ H17 H17 H 0 1 N N N 29.173 45.150 78.745 -5.511 3.685 -3.312 H17 9EJ 55 9EJ H18 H18 H 0 1 N N N 27.687 46.096 79.091 -4.370 5.028 -3.061 H18 9EJ 56 9EJ H19 H19 H 0 1 N N N 28.667 46.465 77.632 -3.820 3.527 -3.845 H19 9EJ 57 9EJ H20 H20 H 0 1 N N N 33.903 52.854 76.846 2.268 -0.568 -0.138 H20 9EJ 58 9EJ H21 H21 H 0 1 N N N 31.864 49.319 78.188 1.376 3.373 1.313 H21 9EJ 59 9EJ H22 H22 H 0 1 N N N 32.072 48.991 76.118 3.988 -0.278 0.543 H22 9EJ 60 9EJ H23 H23 H 0 1 N N N 32.767 49.338 73.221 5.936 -1.427 1.905 H23 9EJ 61 9EJ H24 H24 H 0 1 N N N 33.912 50.762 71.666 6.769 0.907 -0.706 H24 9EJ 62 9EJ H25 H25 H 0 1 N N N 35.121 51.848 72.431 8.085 -0.277 -0.893 H25 9EJ 63 9EJ H26 H26 H 0 1 N N N 38.183 50.321 73.289 5.618 -3.183 1.328 H26 9EJ 64 9EJ H27 H27 H 0 1 N N N 36.989 51.629 72.985 4.822 -3.335 -0.257 H27 9EJ 65 9EJ H28 H28 H 0 1 N N N 37.134 50.909 74.624 6.156 -4.430 0.178 H28 9EJ 66 9EJ H29 H29 H 0 1 N N N 30.308 46.770 79.918 -4.768 2.886 -1.263 H29 9EJ 67 9EJ H30 H30 H 0 1 N N N 31.394 55.008 80.358 1.443 -1.457 -2.571 H30 9EJ 68 9EJ H31 H31 H 0 1 N N N 33.617 58.754 78.164 -2.481 -4.524 -2.420 H31 9EJ 69 9EJ H32 H32 H 0 1 N N N 35.007 58.476 76.169 -4.324 -4.146 -0.862 H32 9EJ 70 9EJ H33 H33 H 0 1 N N N 36.064 58.008 74.247 -3.730 -0.464 2.030 H33 9EJ 71 9EJ H34 H34 H 0 1 N N N 37.382 56.868 72.281 -5.836 -0.403 3.447 H34 9EJ 72 9EJ H35 H35 H 0 1 N N N 37.199 54.294 72.348 -7.562 -2.163 2.838 H35 9EJ 73 # 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 9EJ C13 C11 SING N N 1 9EJ C14 C17 SING N N 2 9EJ C14 N12 SING N N 3 9EJ C37 C38 DOUB Y N 4 9EJ C37 C36 SING Y N 5 9EJ C38 S39 SING Y N 6 9EJ C15 N12 SING N N 7 9EJ C15 C16 SING N N 8 9EJ N12 C11 SING N N 9 9EJ C11 C10 SING N N 10 9EJ C36 C35 DOUB Y N 11 9EJ S39 C35 SING Y N 12 9EJ C10 N08 SING N N 13 9EJ C35 C33 SING N N 14 9EJ N08 C07 SING N N 15 9EJ C33 C32 SING Y N 16 9EJ C33 N34 DOUB Y N 17 9EJ O09 C07 DOUB N N 18 9EJ C07 C02 SING N N 19 9EJ C32 C31 DOUB Y N 20 9EJ N34 C30 SING Y N 21 9EJ C02 C01 DOUB Y N 22 9EJ C02 C03 SING Y N 23 9EJ C01 C06 SING Y N 24 9EJ C31 N29 SING Y N 25 9EJ C30 N29 SING Y N 26 9EJ C30 C18 DOUB Y N 27 9EJ C03 C04 DOUB Y N 28 9EJ N29 N28 SING Y N 29 9EJ C06 C18 SING N N 30 9EJ C06 N05 DOUB Y N 31 9EJ C18 C27 SING Y N 32 9EJ C26 N25 SING N N 33 9EJ O24 C23 DOUB N N 34 9EJ C04 N05 SING Y N 35 9EJ C04 N19 SING N N 36 9EJ N28 C27 DOUB Y N 37 9EJ N25 C23 SING N N 38 9EJ C23 C22 SING N N 39 9EJ N19 C22 SING N N 40 9EJ N19 C20 SING N N 41 9EJ C22 C21 SING N N 42 9EJ C20 C21 SING N N 43 9EJ C10 H1 SING N N 44 9EJ C10 H2 SING N N 45 9EJ C13 H4 SING N N 46 9EJ C13 H5 SING N N 47 9EJ C13 H6 SING N N 48 9EJ C15 H7 SING N N 49 9EJ C15 H8 SING N N 50 9EJ C17 H9 SING N N 51 9EJ C17 H10 SING N N 52 9EJ C17 H11 SING N N 53 9EJ C20 H12 SING N N 54 9EJ C20 H13 SING N N 55 9EJ C21 H14 SING N N 56 9EJ C21 H15 SING N N 57 9EJ C22 H16 SING N N 58 9EJ C26 H17 SING N N 59 9EJ C26 H18 SING N N 60 9EJ C26 H19 SING N N 61 9EJ C01 H20 SING N N 62 9EJ C03 H21 SING N N 63 9EJ N08 H22 SING N N 64 9EJ C11 H23 SING N N 65 9EJ C14 H24 SING N N 66 9EJ C14 H25 SING N N 67 9EJ C16 H26 SING N N 68 9EJ C16 H27 SING N N 69 9EJ C16 H28 SING N N 70 9EJ N25 H29 SING N N 71 9EJ C27 H30 SING N N 72 9EJ C31 H31 SING N N 73 9EJ C32 H32 SING N N 74 9EJ C36 H33 SING N N 75 9EJ C37 H34 SING N N 76 9EJ C38 H35 SING N N 77 # 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 9EJ SMILES ACDLabs 12.01 "C(NC(c1cc(nc(c1)N2CCC2C(=O)NC)c3cnn4c3nc(cc4)c5cccs5)=O)C(N(CC)CC)C" 9EJ InChI InChI 1.03 "InChI=1S/C28H34N8O2S/c1-5-34(6-2)18(3)16-30-27(37)19-14-22(32-25(15-19)35-11-10-23(35)28(38)29-4)20-17-31-36-12-9-21(33-26(20)36)24-8-7-13-39-24/h7-9,12-15,17-18,23H,5-6,10-11,16H2,1-4H3,(H,29,38)(H,30,37)/t18-,23-/m0/s1" 9EJ InChIKey InChI 1.03 BKSPZDICBZFRLV-MBSDFSHPSA-N 9EJ SMILES_CANONICAL CACTVS 3.385 "CCN(CC)[C@@H](C)CNC(=O)c1cc(nc(c1)c2cnn3ccc(nc23)c4sccc4)N5CC[C@H]5C(=O)NC" 9EJ SMILES CACTVS 3.385 "CCN(CC)[CH](C)CNC(=O)c1cc(nc(c1)c2cnn3ccc(nc23)c4sccc4)N5CC[CH]5C(=O)NC" 9EJ SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "CCN(CC)[C@@H](C)CNC(=O)c1cc(nc(c1)N2CC[C@H]2C(=O)NC)c3cnn4c3nc(cc4)c5cccs5" 9EJ SMILES "OpenEye OEToolkits" 2.0.6 "CCN(CC)C(C)CNC(=O)c1cc(nc(c1)N2CCC2C(=O)NC)c3cnn4c3nc(cc4)c5cccs5" # 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 9EJ "SYSTEMATIC NAME" ACDLabs 12.01 "N-[(2S)-2-(diethylamino)propyl]-2-[(2S)-2-(methylcarbamoyl)azetidin-1-yl]-6-[5-(thiophen-2-yl)pyrazolo[1,5-a]pyrimidin-3-yl]pyridine-4-carboxamide" 9EJ "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "~{N}-[(2~{S})-2-(diethylamino)propyl]-2-[(2~{S})-2-(methylcarbamoyl)azetidin-1-yl]-6-(5-thiophen-2-ylpyrazolo[1,5-a]pyrimidin-3-yl)pyridine-4-carboxamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 9EJ "Create component" 2017-04-27 RCSB 9EJ "Initial release" 2017-08-23 RCSB #