data_816 # _chem_comp.id 816 _chem_comp.name "1-[(3R)-3-[4-azanyl-3-[3-chloranyl-4-[(6-methylpyridin-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 "C26 H26 Cl N7 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-03-15 _chem_comp.pdbx_modified_date 2017-09-01 _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 503.983 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 816 _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 5GTY _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 816 C4 C1 C 0 1 Y N N -37.284 18.591 -61.384 -2.980 1.985 0.008 C4 816 1 816 C5 C2 C 0 1 Y N N -36.324 18.056 -62.103 -1.596 2.079 -0.226 C5 816 2 816 C6 C3 C 0 1 Y N N -36.530 17.745 -63.374 -1.080 3.285 -0.728 C6 816 3 816 N1 N1 N 0 1 Y N N -37.705 17.948 -63.965 -1.925 4.285 -0.960 N1 816 4 816 N3 N2 N 0 1 Y N N -38.482 18.824 -61.919 -3.746 3.045 -0.252 N3 816 5 816 C2 C4 C 0 1 Y N N -38.734 18.503 -63.241 -3.219 4.153 -0.726 C2 816 6 816 CAA C5 C 0 1 N N N -30.895 11.938 -63.503 10.156 0.892 0.911 CAA 816 7 816 CAH C6 C 0 1 Y N N -29.485 12.133 -60.142 8.197 -2.024 -0.454 CAH 816 8 816 CAJ C7 C 0 1 Y N N -30.006 11.595 -61.307 9.261 -1.232 -0.050 CAJ 816 9 816 CAK C8 C 0 1 Y N N -29.349 13.508 -60.031 6.912 -1.520 -0.321 CAK 816 10 816 CAL C9 C 0 1 Y N N -33.474 16.704 -60.529 1.389 1.292 0.519 CAL 816 11 816 CAM C10 C 0 1 Y N N -32.176 16.245 -60.725 2.719 0.933 0.457 CAM 816 12 816 CAN C11 C 0 1 Y N N -33.380 17.914 -62.592 0.774 -0.842 -0.427 CAN 816 13 816 CAO C12 C 0 1 N N N -36.748 21.684 -59.441 -5.897 -0.717 2.745 CAO 816 14 816 CAP C13 C 0 1 N N N -39.058 19.155 -56.335 -7.985 -1.715 -2.630 CAP 816 15 816 CAQ C14 C 0 1 N N N -37.989 19.728 -55.421 -6.946 -1.619 -1.806 CAQ 816 16 816 CAR C15 C 0 1 N N N -37.974 20.793 -59.427 -4.515 -0.196 2.342 CAR 816 17 816 CAS C16 C 0 1 N N N -36.250 21.820 -58.031 -6.233 -1.958 1.913 CAS 816 18 816 CAT C17 C 0 1 N N N -29.614 15.684 -61.000 5.343 0.300 0.361 CAT 816 19 816 CAV C18 C 0 1 N N N -36.801 19.377 -57.811 -4.852 -1.028 0.010 CAV 816 20 816 CBC C19 C 0 1 N N N -37.414 20.960 -56.081 -7.127 -1.849 -0.364 CBC 816 21 816 CBD C20 C 0 1 Y N N -30.374 12.450 -62.331 9.007 0.024 0.468 CBD 816 22 816 CBF C21 C 0 1 Y N N -32.092 17.455 -62.786 2.106 -1.193 -0.491 CBF 816 23 816 CBG C22 C 0 1 Y N N -29.734 14.316 -61.084 6.735 -0.257 0.211 CBG 816 24 816 CBH C23 C 0 1 Y N N -34.084 17.527 -61.463 0.407 0.405 0.079 CBH 816 25 816 CBI C24 C 0 1 Y N N -31.495 16.634 -61.864 3.082 -0.308 -0.048 CBI 816 26 816 CBJ C25 C 0 1 Y N N -35.317 17.975 -61.250 -1.024 0.786 0.150 CBJ 816 27 816 CBN C26 C 0 1 N N R -37.579 19.370 -59.092 -4.530 0.203 0.864 CBN 816 28 816 NAB N3 N 0 1 N N N -35.510 17.217 -64.031 0.272 3.429 -0.974 NAB 816 29 816 NAY N4 N 0 1 Y N N -30.229 13.772 -62.197 7.772 0.470 0.580 NAY 816 30 816 NAZ N5 N 0 1 Y N N -35.721 18.465 -60.088 -2.011 0.026 0.562 NAZ 816 31 816 NBO N6 N 0 1 N N N -36.828 20.728 -57.251 -6.108 -1.620 0.488 NBO 816 32 816 NBP N7 N 0 1 Y N N -36.796 18.796 -60.167 -3.217 0.731 0.487 NBP 816 33 816 OAE O1 O 0 1 N N N -37.498 22.063 -55.550 -8.196 -2.246 0.059 OAE 816 34 816 OBA O2 O 0 1 N N N -30.232 16.244 -62.149 4.394 -0.657 -0.113 OBA 816 35 816 CLA CL1 CL 0 0 N N N -31.267 17.875 -64.075 2.565 -2.744 -1.121 CLA 816 36 816 H1 H1 H 0 1 N N N -39.701 18.681 -63.687 -3.870 4.990 -0.928 H1 816 37 816 H2 H2 H 0 1 N N N -31.126 12.763 -64.193 10.373 0.700 1.962 H2 816 38 816 H3 H3 H 0 1 N N N -30.159 11.266 -63.968 11.037 0.664 0.311 H3 816 39 816 H4 H4 H 0 1 N N N -31.815 11.377 -63.281 9.890 1.941 0.781 H4 816 40 816 H5 H5 H 0 1 N N N -29.188 11.488 -59.328 8.365 -3.008 -0.866 H5 816 41 816 H6 H6 H 0 1 N N N -30.123 10.527 -61.414 10.275 -1.593 -0.138 H6 816 42 816 H7 H7 H 0 1 N N N -28.946 13.944 -59.129 6.060 -2.108 -0.629 H7 816 43 816 H8 H8 H 0 1 N N N -34.013 16.416 -59.639 1.107 2.258 0.912 H8 816 44 816 H9 H9 H 0 1 N N N -31.708 15.596 -60.000 3.479 1.618 0.801 H9 816 45 816 H10 H10 H 0 1 N N N -33.836 18.572 -63.317 0.016 -1.531 -0.769 H10 816 46 816 H11 H11 H 0 1 N N N -35.967 21.232 -60.070 -5.892 -0.979 3.803 H11 816 47 816 H12 H12 H 0 1 N N N -37.012 22.675 -59.840 -6.644 0.056 2.565 H12 816 48 816 H13 H13 H 0 1 N N N -39.280 19.638 -57.275 -8.962 -1.962 -2.241 H13 816 49 816 H14 H14 H 0 1 N N N -39.596 18.265 -56.045 -7.853 -1.546 -3.688 H14 816 50 816 H16 H16 H 0 1 N N N -37.691 19.325 -54.464 -5.970 -1.371 -2.194 H16 816 51 816 H18 H18 H 0 1 N N N -38.683 21.161 -58.671 -4.263 0.673 2.950 H18 816 52 816 H19 H19 H 0 1 N N N -38.451 20.815 -60.418 -3.772 -0.978 2.499 H19 816 53 816 H20 H20 H 0 1 N N N -35.152 21.754 -58.013 -5.540 -2.763 2.159 H20 816 54 816 H21 H21 H 0 1 N N N -36.566 22.787 -57.613 -7.254 -2.274 2.125 H21 816 55 816 H22 H22 H 0 1 N N N -28.551 15.966 -60.972 5.149 0.516 1.411 H22 816 56 816 H23 H23 H 0 1 N N N -30.114 16.049 -60.091 5.255 1.218 -0.221 H23 816 57 816 H24 H24 H 0 1 N N N -37.255 18.672 -57.099 -4.961 -0.730 -1.033 H24 816 58 816 H25 H25 H 0 1 N N N -35.761 19.079 -58.009 -4.047 -1.757 0.100 H25 816 59 816 H26 H26 H 0 1 N N N -38.494 18.777 -58.948 -5.291 0.967 0.702 H26 816 60 816 H27 H27 H 0 1 N N N -35.784 17.023 -64.973 0.854 2.653 -0.954 H27 816 61 816 H28 H28 H 0 1 N N N -34.745 17.861 -64.033 0.639 4.306 -1.167 H28 816 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 816 CLA CBF SING N N 1 816 NAB C6 SING N N 2 816 N1 C6 DOUB Y N 3 816 N1 C2 SING Y N 4 816 CAA CBD SING N N 5 816 C6 C5 SING Y N 6 816 C2 N3 DOUB Y N 7 816 CBF CAN DOUB Y N 8 816 CBF CBI SING Y N 9 816 CAN CBH SING Y N 10 816 CBD NAY DOUB Y N 11 816 CBD CAJ SING Y N 12 816 NAY CBG SING Y N 13 816 OBA CBI SING N N 14 816 OBA CAT SING N N 15 816 C5 C4 DOUB Y N 16 816 C5 CBJ SING Y N 17 816 N3 C4 SING Y N 18 816 CBI CAM DOUB Y N 19 816 CBH CBJ SING N N 20 816 CBH CAL DOUB Y N 21 816 C4 NBP SING Y N 22 816 CAJ CAH DOUB Y N 23 816 CBJ NAZ DOUB Y N 24 816 CBG CAT SING N N 25 816 CBG CAK DOUB Y N 26 816 CAM CAL SING Y N 27 816 NBP NAZ SING Y N 28 816 NBP CBN SING N N 29 816 CAH CAK SING Y N 30 816 CAO CAR SING N N 31 816 CAO CAS SING N N 32 816 CAR CBN SING N N 33 816 CBN CAV SING N N 34 816 CAS NBO SING N N 35 816 CAV NBO SING N N 36 816 NBO CBC SING N N 37 816 CAP CAQ DOUB N N 38 816 CBC OAE DOUB N N 39 816 CBC CAQ SING N N 40 816 C2 H1 SING N N 41 816 CAA H2 SING N N 42 816 CAA H3 SING N N 43 816 CAA H4 SING N N 44 816 CAH H5 SING N N 45 816 CAJ H6 SING N N 46 816 CAK H7 SING N N 47 816 CAL H8 SING N N 48 816 CAM H9 SING N N 49 816 CAN H10 SING N N 50 816 CAO H11 SING N N 51 816 CAO H12 SING N N 52 816 CAP H13 SING N N 53 816 CAP H14 SING N N 54 816 CAQ H16 SING N N 55 816 CAR H18 SING N N 56 816 CAR H19 SING N N 57 816 CAS H20 SING N N 58 816 CAS H21 SING N N 59 816 CAT H22 SING N N 60 816 CAT H23 SING N N 61 816 CAV H24 SING N N 62 816 CAV H25 SING N N 63 816 CBN H26 SING N N 64 816 NAB H27 SING N N 65 816 NAB H28 SING N N 66 # 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 816 InChI InChI 1.03 "InChI=1S/C26H26ClN7O2/c1-3-22(35)33-11-5-8-19(13-33)34-26-23(25(28)29-15-30-26)24(32-34)17-9-10-21(20(27)12-17)36-14-18-7-4-6-16(2)31-18/h3-4,6-7,9-10,12,15,19H,1,5,8,11,13-14H2,2H3,(H2,28,29,30)/t19-/m1/s1" 816 InChIKey InChI 1.03 IQSSEXXITFEXLL-LJQANCHMSA-N 816 SMILES_CANONICAL CACTVS 3.385 "Cc1cccc(COc2ccc(cc2Cl)c3nn([C@@H]4CCCN(C4)C(=O)C=C)c5ncnc(N)c35)n1" 816 SMILES CACTVS 3.385 "Cc1cccc(COc2ccc(cc2Cl)c3nn([CH]4CCCN(C4)C(=O)C=C)c5ncnc(N)c35)n1" 816 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "Cc1cccc(n1)COc2ccc(cc2Cl)c3c4c(ncnc4n(n3)[C@@H]5CCCN(C5)C(=O)C=C)N" 816 SMILES "OpenEye OEToolkits" 2.0.6 "Cc1cccc(n1)COc2ccc(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 816 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "1-[(3~{R})-3-[4-azanyl-3-[3-chloranyl-4-[(6-methylpyridin-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 816 "Create component" 2017-03-15 PDBJ 816 "Initial release" 2017-09-06 RCSB #