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 
# 
