data_400 # _chem_comp.id 400 _chem_comp.name "3-({[4-(4-METHYLPIPERAZIN-1-YL)PHENYL]CARBONYL}AMINO)-N-[(1R)-1-PHENYLPROPYL]-1H-THIENO[3,2-C]PYRAZOLE-5-CARBOXAMIDE" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C27 H30 N6 O2 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms PHA-828300 _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2009-09-03 _chem_comp.pdbx_modified_date 2021-03-01 _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 502.631 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 400 _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 2XRU _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # # 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 400 C1 C1 C 0 1 Y N N 3.747 31.647 7.932 -0.014 -2.622 -0.206 C1 400 1 400 N2 N2 N 0 1 Y N N 3.563 31.950 9.242 0.004 -3.912 -0.413 N2 400 2 400 N3 N3 N 0 1 Y N N 4.381 31.243 10.000 1.329 -4.345 -0.510 N3 400 3 400 C4 C4 C 0 1 Y N N 4.755 30.678 7.885 1.321 -2.153 -0.160 C4 400 4 400 C5 C5 C 0 1 Y N N 5.137 30.446 9.194 2.155 -3.239 -0.351 C5 400 5 400 C6 C6 C 0 1 Y N N 6.165 29.503 9.318 3.507 -2.909 -0.327 C6 400 6 400 C7 C7 C 0 1 Y N N 6.571 29.016 8.049 3.776 -1.597 -0.123 C7 400 7 400 S8 S8 S 0 1 Y N N 5.642 29.720 6.727 2.280 -0.693 0.052 S8 400 8 400 N9 N9 N 0 1 N N N 3.009 32.269 7.000 -1.163 -1.834 -0.061 N9 400 9 400 C10 C10 C 0 1 N N N 3.183 32.386 5.641 -2.383 -2.402 -0.131 C10 400 10 400 C11 C11 C 0 1 Y N N 2.554 33.451 4.855 -3.593 -1.572 0.022 C11 400 11 400 O12 O12 O 0 1 N N N 3.906 31.514 5.041 -2.487 -3.599 -0.320 O12 400 12 400 C13 C13 C 0 1 Y N N 1.611 34.390 5.417 -4.859 -2.159 -0.051 C13 400 13 400 C14 C14 C 0 1 Y N N 1.024 35.408 4.620 -5.986 -1.382 0.092 C14 400 14 400 C15 C15 C 0 1 Y N N 1.332 35.562 3.199 -5.866 -0.012 0.308 C15 400 15 400 C16 C16 C 0 1 Y N N 2.267 34.622 2.643 -4.606 0.576 0.380 C16 400 16 400 C17 C17 C 0 1 Y N N 2.855 33.605 3.441 -3.476 -0.197 0.244 C17 400 17 400 N18 N18 N 0 1 N N N 0.751 36.581 2.435 -7.006 0.770 0.451 N18 400 18 400 C19 C19 C 0 1 N N N -0.159 36.302 1.254 -6.654 2.180 0.669 C19 400 19 400 C20 C20 C 0 1 N N N -0.035 37.364 0.085 -7.930 2.993 0.901 C20 400 20 400 N21 N21 N 0 1 N N N 0.044 38.780 0.677 -8.817 2.849 -0.262 N21 400 21 400 C22 C22 C 0 1 N N N 1.247 38.878 1.589 -9.169 1.439 -0.481 C22 400 22 400 C23 C23 C 0 1 N N N 0.974 37.995 2.821 -7.893 0.626 -0.712 C23 400 23 400 C24 C24 C 0 1 N N N 0.098 39.848 -0.394 -10.022 3.675 -0.111 C24 400 24 400 C25 C25 C 0 1 N N N 7.638 28.072 7.822 5.121 -1.015 -0.058 C25 400 25 400 O26 O26 O 0 1 N N N 8.164 27.453 8.784 6.099 -1.727 -0.193 O26 400 26 400 N27 N27 N 0 1 N N N 8.138 27.858 6.582 5.274 0.308 0.150 N27 400 27 400 C28 C28 C 0 1 N N R 9.277 27.038 6.243 6.617 0.889 0.214 C28 400 28 400 C29 C29 C 0 1 Y N N 8.750 25.708 5.753 6.552 2.347 -0.159 C29 400 29 400 C30 C30 C 0 1 N N N 10.146 27.823 5.222 7.165 0.750 1.636 C30 400 30 400 C31 C31 C 0 1 Y N N 7.512 25.607 4.957 7.544 2.904 -0.946 C31 400 31 400 C32 C32 C 0 1 Y N N 7.002 24.329 4.499 7.484 4.242 -1.288 C32 400 32 400 C33 C33 C 0 1 Y N N 7.721 23.128 4.831 6.433 5.023 -0.845 C33 400 33 400 C34 C34 C 0 1 Y N N 8.946 23.205 5.615 5.442 4.466 -0.059 C34 400 34 400 C35 C35 C 0 1 Y N N 9.455 24.483 6.070 5.499 3.127 0.280 C35 400 35 400 C36 C36 C 0 1 N N N 11.032 28.919 5.888 7.348 -0.732 1.970 C36 400 36 400 H9 H9 H 0 1 N N N 2.193 32.726 7.354 -1.080 -0.879 0.089 H9 400 37 400 H3 H3 H 0 1 N N N 4.436 31.285 10.998 1.621 -5.258 -0.662 H3 400 38 400 H6 H6 H 0 1 N N N 6.593 29.187 10.258 4.285 -3.646 -0.461 H6 400 39 400 H13 H13 H 0 1 N N N 1.348 34.316 6.462 -4.953 -3.222 -0.219 H13 400 40 400 H17 H17 H 0 1 N N N 3.552 32.920 2.980 -2.499 0.260 0.306 H17 400 41 400 H14 H14 H 0 1 N N N 0.326 36.092 5.079 -6.965 -1.836 0.036 H14 400 42 400 H16 H16 H 0 1 N N N 2.528 34.691 1.597 -4.516 1.639 0.548 H16 400 43 400 H191 H191 H 0 0 N N N 0.105 35.315 0.847 -6.007 2.262 1.543 H191 400 44 400 H192 H192 H 0 0 N N N -1.193 36.351 1.625 -6.132 2.564 -0.207 H192 400 45 400 H231 H231 H 0 0 N N N 0.075 38.369 3.334 -7.385 0.993 -1.604 H231 400 46 400 H232 H232 H 0 0 N N N 1.852 38.040 3.482 -8.150 -0.425 -0.845 H232 400 47 400 H201 H201 H 0 0 N N N 0.875 37.161 -0.498 -8.438 2.626 1.793 H201 400 48 400 H202 H202 H 0 0 N N N -0.917 37.291 -0.568 -7.673 4.043 1.034 H202 400 49 400 H221 H221 H 0 0 N N N 2.148 38.526 1.065 -9.691 1.054 0.396 H221 400 50 400 H222 H222 H 0 0 N N N 1.414 39.922 1.894 -9.816 1.357 -1.354 H222 400 51 400 H241 H241 H 0 0 N N N 0.111 40.841 0.078 -9.734 4.722 -0.018 H241 400 52 400 H242 H242 H 0 0 N N N 1.009 39.717 -0.997 -10.660 3.550 -0.985 H242 400 53 400 H243 H243 H 0 0 N N N -0.787 39.762 -1.042 -10.564 3.367 0.782 H243 400 54 400 H27 H27 H 0 1 N N N 7.671 28.314 5.824 4.495 0.875 0.257 H27 400 55 400 H28 H28 H 0 1 N N N 9.937 26.817 7.095 7.274 0.364 -0.480 H28 400 56 400 H301 H301 H 0 0 N N N 10.808 27.108 4.711 8.126 1.260 1.707 H301 400 57 400 H302 H302 H 0 0 N N N 9.461 28.330 4.527 6.464 1.198 2.341 H302 400 58 400 H31 H31 H 0 1 N N N 6.971 26.508 4.709 8.365 2.294 -1.292 H31 400 59 400 H35 H35 H 0 1 N N N 10.366 24.522 6.649 4.722 2.691 0.891 H35 400 60 400 H361 H361 H 0 0 N N N 11.241 28.639 6.931 6.387 -1.241 1.900 H361 400 61 400 H362 H362 H 0 0 N N N 11.979 29.010 5.336 8.049 -1.179 1.266 H362 400 62 400 H363 H363 H 0 0 N N N 10.501 29.882 5.867 7.738 -0.830 2.983 H363 400 63 400 H32 H32 H 0 1 N N N 6.094 24.280 3.916 8.259 4.677 -1.902 H32 400 64 400 H33 H33 H 0 1 N N N 7.352 22.169 4.499 6.387 6.068 -1.112 H33 400 65 400 H34 H34 H 0 1 N N N 9.481 22.299 5.860 4.621 5.076 0.287 H34 400 66 # # 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 400 C1 N2 DOUB Y N 1 400 C1 C4 SING Y N 2 400 C1 N9 SING N N 3 400 N2 N3 SING Y N 4 400 N3 C5 SING Y N 5 400 C4 C5 DOUB Y N 6 400 C4 S8 SING Y N 7 400 C5 C6 SING Y N 8 400 C6 C7 DOUB Y N 9 400 C7 S8 SING Y N 10 400 C7 C25 SING N N 11 400 N9 C10 SING N N 12 400 C10 C11 SING N N 13 400 C10 O12 DOUB N N 14 400 C11 C13 SING Y N 15 400 C11 C17 DOUB Y N 16 400 C13 C14 DOUB Y N 17 400 C14 C15 SING Y N 18 400 C15 C16 DOUB Y N 19 400 C15 N18 SING N N 20 400 C16 C17 SING Y N 21 400 N18 C19 SING N N 22 400 N18 C23 SING N N 23 400 C19 C20 SING N N 24 400 C20 N21 SING N N 25 400 N21 C22 SING N N 26 400 N21 C24 SING N N 27 400 C22 C23 SING N N 28 400 C25 O26 DOUB N N 29 400 C25 N27 SING N N 30 400 N27 C28 SING N N 31 400 C28 C29 SING N N 32 400 C28 C30 SING N N 33 400 C29 C31 SING Y N 34 400 C29 C35 DOUB Y N 35 400 C30 C36 SING N N 36 400 C31 C32 DOUB Y N 37 400 C32 C33 SING Y N 38 400 C33 C34 DOUB Y N 39 400 C34 C35 SING Y N 40 400 N9 H9 SING N N 41 400 N3 H3 SING N N 42 400 C6 H6 SING N N 43 400 C13 H13 SING N N 44 400 C17 H17 SING N N 45 400 C14 H14 SING N N 46 400 C16 H16 SING N N 47 400 C19 H191 SING N N 48 400 C19 H192 SING N N 49 400 C23 H231 SING N N 50 400 C23 H232 SING N N 51 400 C20 H201 SING N N 52 400 C20 H202 SING N N 53 400 C22 H221 SING N N 54 400 C22 H222 SING N N 55 400 C24 H241 SING N N 56 400 C24 H242 SING N N 57 400 C24 H243 SING N N 58 400 N27 H27 SING N N 59 400 C28 H28 SING N N 60 400 C30 H301 SING N N 61 400 C30 H302 SING N N 62 400 C31 H31 SING N N 63 400 C35 H35 SING N N 64 400 C36 H361 SING N N 65 400 C36 H362 SING N N 66 400 C36 H363 SING N N 67 400 C32 H32 SING N N 68 400 C33 H33 SING N N 69 400 C34 H34 SING N N 70 # # 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 400 SMILES ACDLabs 10.04 "O=C(c1sc4c(c1)nnc4NC(=O)c3ccc(N2CCN(C)CC2)cc3)NC(c5ccccc5)CC" 400 SMILES_CANONICAL CACTVS 3.352 "CC[C@@H](NC(=O)c1sc2c([nH]nc2NC(=O)c3ccc(cc3)N4CCN(C)CC4)c1)c5ccccc5" 400 SMILES CACTVS 3.352 "CC[CH](NC(=O)c1sc2c([nH]nc2NC(=O)c3ccc(cc3)N4CCN(C)CC4)c1)c5ccccc5" 400 SMILES_CANONICAL "OpenEye OEToolkits" 1.6.1 "CC[C@H](c1ccccc1)NC(=O)c2cc3c(s2)c(n[nH]3)NC(=O)c4ccc(cc4)N5CCN(CC5)C" 400 SMILES "OpenEye OEToolkits" 1.6.1 "CCC(c1ccccc1)NC(=O)c2cc3c(s2)c(n[nH]3)NC(=O)c4ccc(cc4)N5CCN(CC5)C" 400 InChI InChI 1.03 "InChI=1S/C27H30N6O2S/c1-3-21(18-7-5-4-6-8-18)28-27(35)23-17-22-24(36-23)25(31-30-22)29-26(34)19-9-11-20(12-10-19)33-15-13-32(2)14-16-33/h4-12,17,21H,3,13-16H2,1-2H3,(H,28,35)(H2,29,30,31,34)/t21-/m1/s1" 400 InChIKey InChI 1.03 BGKRQXRINOKEMF-OAQYLSRUSA-N # # 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 400 "SYSTEMATIC NAME" ACDLabs 10.04 "3-({[4-(4-methylpiperazin-1-yl)phenyl]carbonyl}amino)-N-[(1R)-1-phenylpropyl]-1H-thieno[3,2-c]pyrazole-5-carboxamide" 400 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.6.1 "3-[[4-(4-methylpiperazin-1-yl)phenyl]carbonylamino]-N-[(1R)-1-phenylpropyl]-1H-thieno[5,4-d]pyrazole-5-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 400 "Create component" 2009-09-03 EBI 400 "Modify aromatic_flag" 2011-06-04 RCSB 400 "Modify descriptor" 2011-06-04 RCSB 400 "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 400 _pdbx_chem_comp_synonyms.name PHA-828300 _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##