data_80U # _chem_comp.id 80U _chem_comp.name "1-[(3R)-3-[4-azanyl-3-[3-chloranyl-4-[(1-methylimidazol-2-yl)methoxy]phenyl]pyrazolo[3,4-d]pyrimidin-1-yl]piperidin-1-yl]prop-2-en-1-one" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C24 H25 Cl N8 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-03-10 _chem_comp.pdbx_modified_date 2017-03-28 _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 492.961 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 80U _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 5GNK _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 80U C4 C1 C 0 1 Y N N 26.119 12.839 38.809 -2.605 2.042 0.077 C4 80U 1 80U C5 C2 C 0 1 Y N N 27.275 13.207 39.355 -1.209 2.122 -0.083 C5 80U 2 80U C6 C3 C 0 1 Y N N 27.739 14.449 39.215 -0.647 3.351 -0.463 C6 80U 3 80U N1 N1 N 0 1 Y N N 27.063 15.374 38.523 -1.460 4.385 -0.656 N1 80U 4 80U N3 N2 N 0 1 Y N N 25.387 13.712 38.102 -3.336 3.136 -0.135 N3 80U 5 80U C2 C4 C 0 1 Y N N 25.846 15.021 37.938 -2.766 4.265 -0.494 C2 80U 6 80U CAA C5 C 0 1 N N N 34.655 13.319 43.080 7.630 0.587 -1.670 CAA 80U 7 80U CAH C6 C 0 1 Y N N 35.549 11.695 39.998 8.853 -1.523 0.984 CAH 80U 8 80U CAJ C7 C 0 1 Y N N 29.765 11.001 40.289 1.719 1.212 0.737 CAJ 80U 9 80U CAK C8 C 0 1 Y N N 30.930 10.824 41.028 3.045 0.830 0.705 CAK 80U 10 80U CAL C9 C 0 1 Y N N 35.645 12.714 40.853 9.038 -0.921 -0.206 CAL 80U 11 80U CAM C10 C 0 1 Y N N 29.063 12.736 41.799 1.111 -0.828 -0.401 CAM 80U 12 80U CAN C11 C 0 1 N N N 22.489 9.975 39.470 -5.702 -0.801 2.451 CAN 80U 13 80U CAO C12 C 0 1 N N N 24.215 6.915 34.869 -9.056 -2.401 -1.301 CAO 80U 14 80U CAP C13 C 0 1 N N N 24.805 7.552 36.130 -8.130 -2.138 -0.383 CAP 80U 15 80U CAQ C14 C 0 1 N N N 23.719 10.781 39.836 -4.293 -0.282 2.155 CAQ 80U 16 80U CAR C15 C 0 1 N N N 22.899 8.535 39.288 -6.023 -1.963 1.505 CAR 80U 17 80U CAS C16 C 0 1 N N N 33.297 10.596 42.599 5.659 0.149 0.679 CAS 80U 18 80U CAU C17 C 0 1 N N N 25.125 9.327 38.341 -4.533 -0.915 -0.249 CAU 80U 19 80U CBB C18 C 0 1 N N N 23.724 7.604 37.214 -6.804 -1.651 -0.794 CBB 80U 20 80U CBD C19 C 0 1 Y N N 30.228 12.563 42.541 2.438 -1.204 -0.430 CBD 80U 21 80U CBE C20 C 0 1 Y N N 28.833 11.962 40.665 0.743 0.384 0.184 CBE 80U 22 80U CBF C21 C 0 1 Y N N 31.161 11.609 42.158 3.408 -0.376 0.123 CBF 80U 23 80U CBG C22 C 0 1 Y N N 34.288 11.286 41.662 7.045 -0.427 0.554 CBG 80U 24 80U CBH C23 C 0 1 Y N N 27.712 12.112 39.960 -0.681 0.791 0.217 CBH 80U 25 80U CBL C24 C 0 1 N N R 24.742 10.762 38.704 -4.229 0.235 0.716 CBL 80U 26 80U NAB N3 N 0 1 N N N 28.903 14.724 39.795 0.718 3.483 -0.633 NAB 80U 27 80U NAW N4 N 0 1 Y N N 34.702 10.800 40.499 7.627 -1.205 1.425 NAW 80U 28 80U NAY N5 N 0 1 Y N N 26.828 11.138 39.774 -1.702 0.024 0.521 NAY 80U 29 80U NBM N6 N 0 1 N N N 23.927 8.454 38.236 -5.823 -1.514 0.121 NBM 80U 30 80U NBN N7 N 0 1 Y N N 34.856 12.460 41.894 7.891 -0.225 -0.480 NBN 80U 31 80U NBO N8 N 0 1 Y N N 25.922 11.554 39.110 -2.889 0.760 0.444 NBO 80U 32 80U OAE O1 O 0 1 N N N 22.728 6.889 37.128 -6.593 -1.370 -1.958 OAE 80U 33 80U OAZ O2 O 0 1 N N N 32.267 11.528 42.967 4.714 -0.749 0.093 OAZ 80U 34 80U CLA CL1 CL 0 0 N N N 30.531 13.526 43.945 2.896 -2.713 -1.156 CLA 80U 35 80U H1 H1 H 0 1 N N N 25.274 15.742 37.373 -3.390 5.131 -0.657 H1 80U 36 80U H2 H2 H 0 1 N N N 33.943 12.837 43.766 7.179 -0.035 -2.443 H2 80U 37 80U H3 H3 H 0 1 N N N 35.617 13.466 43.593 6.949 1.399 -1.414 H3 80U 38 80U H4 H4 H 0 1 N N N 34.255 14.294 42.763 8.568 1.002 -2.039 H4 80U 39 80U H5 H5 H 0 1 N N N 36.071 11.611 39.057 9.566 -2.156 1.492 H5 80U 40 80U H6 H6 H 0 1 N N N 29.583 10.389 39.418 1.438 2.149 1.194 H6 80U 41 80U H7 H7 H 0 1 N N N 31.654 10.081 40.728 3.801 1.471 1.133 H7 80U 42 80U H8 H8 H 0 1 N N N 36.258 13.594 40.723 9.921 -0.975 -0.825 H8 80U 43 80U H9 H9 H 0 1 N N N 28.335 13.473 42.104 0.357 -1.472 -0.830 H9 80U 44 80U H10 H10 H 0 1 N N N 22.058 10.360 38.534 -5.753 -1.147 3.483 H10 80U 45 80U H11 H11 H 0 1 N N N 21.743 10.050 40.275 -6.424 0.001 2.300 H11 80U 46 80U H12 H12 H 0 1 N N N 23.185 6.590 34.859 -10.029 -2.758 -0.999 H12 80U 47 80U H13 H13 H 0 1 N N N 24.829 6.790 33.989 -8.834 -2.256 -2.348 H13 80U 48 80U H15 H15 H 0 1 N N N 25.819 7.907 36.238 -8.351 -2.282 0.664 H15 80U 49 80U H17 H17 H 0 1 N N N 24.175 10.351 40.740 -4.053 0.529 2.843 H17 80U 50 80U H18 H18 H 0 1 N N N 23.421 11.821 40.035 -3.574 -1.091 2.283 H18 80U 51 80U H19 H19 H 0 1 N N N 22.024 7.937 38.994 -5.359 -2.801 1.718 H19 80U 52 80U H20 H20 H 0 1 N N N 23.308 8.146 40.233 -7.058 -2.273 1.646 H20 80U 53 80U H21 H21 H 0 1 N N N 32.846 9.733 42.087 5.419 0.292 1.733 H21 80U 54 80U H22 H22 H 0 1 N N N 33.823 10.253 43.502 5.616 1.109 0.163 H22 80U 55 80U H23 H23 H 0 1 N N N 25.792 8.927 39.119 -4.587 -0.533 -1.268 H23 80U 56 80U H24 H24 H 0 1 N N N 25.650 9.331 37.375 -3.747 -1.667 -0.182 H24 80U 57 80U H25 H25 H 0 1 N N N 24.286 11.231 37.819 -4.965 1.027 0.581 H25 80U 58 80U H26 H26 H 0 1 N N N 29.145 15.679 39.622 1.283 2.695 -0.649 H26 80U 59 80U H27 H27 H 0 1 N N N 28.828 14.573 40.781 1.111 4.364 -0.737 H27 80U 60 # 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 80U CAO CAP DOUB N N 1 80U CAP CBB SING N N 2 80U OAE CBB DOUB N N 3 80U CBB NBM SING N N 4 80U C2 N3 DOUB Y N 5 80U C2 N1 SING Y N 6 80U N3 C4 SING Y N 7 80U NBM CAU SING N N 8 80U NBM CAR SING N N 9 80U CAU CBL SING N N 10 80U N1 C6 DOUB Y N 11 80U CBL NBO SING N N 12 80U CBL CAQ SING N N 13 80U C4 NBO SING Y N 14 80U C4 C5 DOUB Y N 15 80U NBO NAY SING Y N 16 80U C6 C5 SING Y N 17 80U C6 NAB SING N N 18 80U CAR CAN SING N N 19 80U C5 CBH SING Y N 20 80U CAN CAQ SING N N 21 80U NAY CBH DOUB Y N 22 80U CBH CBE SING N N 23 80U CAH NAW SING Y N 24 80U CAH CAL DOUB Y N 25 80U CAJ CBE DOUB Y N 26 80U CAJ CAK SING Y N 27 80U NAW CBG DOUB Y N 28 80U CBE CAM SING Y N 29 80U CAL NBN SING Y N 30 80U CAK CBF DOUB Y N 31 80U CBG NBN SING Y N 32 80U CBG CAS SING N N 33 80U CAM CBD DOUB Y N 34 80U NBN CAA SING N N 35 80U CBF CBD SING Y N 36 80U CBF OAZ SING N N 37 80U CBD CLA SING N N 38 80U CAS OAZ SING N N 39 80U C2 H1 SING N N 40 80U CAA H2 SING N N 41 80U CAA H3 SING N N 42 80U CAA H4 SING N N 43 80U CAH H5 SING N N 44 80U CAJ H6 SING N N 45 80U CAK H7 SING N N 46 80U CAL H8 SING N N 47 80U CAM H9 SING N N 48 80U CAN H10 SING N N 49 80U CAN H11 SING N N 50 80U CAO H12 SING N N 51 80U CAO H13 SING N N 52 80U CAP H15 SING N N 53 80U CAQ H17 SING N N 54 80U CAQ H18 SING N N 55 80U CAR H19 SING N N 56 80U CAR H20 SING N N 57 80U CAS H21 SING N N 58 80U CAS H22 SING N N 59 80U CAU H23 SING N N 60 80U CAU H24 SING N N 61 80U CBL H25 SING N N 62 80U NAB H26 SING N N 63 80U NAB H27 SING N N 64 # 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 80U InChI InChI 1.03 "InChI=1S/C24H25ClN8O2/c1-3-20(34)32-9-4-5-16(12-32)33-24-21(23(26)28-14-29-24)22(30-33)15-6-7-18(17(25)11-15)35-13-19-27-8-10-31(19)2/h3,6-8,10-11,14,16H,1,4-5,9,12-13H2,2H3,(H2,26,28,29)/t16-/m1/s1" 80U InChIKey InChI 1.03 IDPFQFBOJCHECD-MRXNPFEDSA-N 80U SMILES_CANONICAL CACTVS 3.385 "Cn1ccnc1COc2ccc(cc2Cl)c3nn([C@@H]4CCCN(C4)C(=O)C=C)c5ncnc(N)c35" 80U SMILES CACTVS 3.385 "Cn1ccnc1COc2ccc(cc2Cl)c3nn([CH]4CCCN(C4)C(=O)C=C)c5ncnc(N)c35" 80U SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "Cn1ccnc1COc2ccc(cc2Cl)c3c4c(ncnc4n(n3)[C@@H]5CCCN(C5)C(=O)C=C)N" 80U SMILES "OpenEye OEToolkits" 2.0.6 "Cn1ccnc1COc2ccc(cc2Cl)c3c4c(ncnc4n(n3)C5CCCN(C5)C(=O)C=C)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 80U "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "1-[(3~{R})-3-[4-azanyl-3-[3-chloranyl-4-[(1-methylimidazol-2-yl)methoxy]phenyl]pyrazolo[3,4-d]pyrimidin-1-yl]piperidin-1-yl]prop-2-en-1-one" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 80U "Create component" 2017-03-10 PDBJ 80U "Modify linking type" 2017-03-27 PDBJ 80U "Initial release" 2017-04-02 RCSB #