data_6HJ # _chem_comp.id 6HJ _chem_comp.name "(R)-1-(3-(4-amino-3-(1-methyl-1H-indol-3-yl)-1H-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 "C22 H23 N7 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2016-04-12 _chem_comp.pdbx_modified_date 2016-08-12 _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 401.464 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 6HJ _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 5J9Z _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 6HJ C4 C1 C 0 1 Y N N 0.361 52.406 -21.868 -0.581 -1.727 -0.720 C4 6HJ 1 6HJ C5 C2 C 0 1 Y N N 0.813 53.052 -22.983 0.784 -1.780 -0.380 C5 6HJ 2 6HJ C6 C3 C 0 1 Y N N 1.789 53.995 -22.761 1.449 -3.013 -0.465 C6 6HJ 3 6HJ N1 N1 N 0 1 Y N N 2.275 54.268 -21.530 0.758 -4.077 -0.864 N1 6HJ 4 6HJ N3 N2 N 0 1 Y N N 0.813 52.628 -20.617 -1.187 -2.849 -1.110 N3 6HJ 5 6HJ CBD C4 C 0 1 N N N -6.373 51.334 -19.661 -6.252 -0.408 2.729 CBD 6HJ 6 6HJ CBB C5 C 0 1 N N N -5.480 51.000 -20.848 -5.164 0.016 2.092 CBB 6HJ 7 6HJ CBA C6 C 0 1 N N N -4.636 49.799 -20.374 -5.293 0.925 0.942 CBA 6HJ 8 6HJ OBC O1 O 0 1 N N N -5.125 49.033 -19.547 -6.384 1.363 0.632 OBC 6HJ 9 6HJ NAW N3 N 0 1 N N N -3.422 49.556 -20.918 -4.201 1.271 0.231 NAW 6HJ 10 6HJ CAX C7 C 0 1 N N N -2.720 50.348 -21.934 -2.898 0.656 0.514 CAX 6HJ 11 6HJ CAV C8 C 0 1 N N N -2.733 48.353 -20.486 -4.294 2.267 -0.845 CAV 6HJ 12 6HJ CAU C9 C 0 1 N N N -1.485 48.787 -19.819 -3.712 1.664 -2.127 CAU 6HJ 13 6HJ CAT C10 C 0 1 N N N -0.596 49.432 -20.871 -2.291 1.165 -1.852 CAT 6HJ 14 6HJ CAS C11 C 0 1 N N R -1.322 50.676 -21.327 -2.338 0.068 -0.785 CAS 6HJ 15 6HJ NAG N4 N 0 1 Y N N -0.550 51.528 -22.233 -0.982 -0.435 -0.550 NAG 6HJ 16 6HJ NAH N5 N 0 1 Y N N -0.724 51.606 -23.595 0.101 0.335 -0.114 NAH 6HJ 17 6HJ C2 C12 C 0 1 Y N N 1.779 53.566 -20.427 -0.523 -3.982 -1.174 C2 6HJ 18 6HJ NAY N6 N 0 1 N N N 2.277 54.733 -23.760 2.788 -3.119 -0.142 NAY 6HJ 19 6HJ CAI C13 C 0 1 Y N N 0.135 52.492 -24.061 1.168 -0.421 0.002 CAI 6HJ 20 6HJ CAJ C14 C 0 1 Y N N 0.149 52.700 -25.414 2.513 0.021 0.437 CAJ 6HJ 21 6HJ CAK C15 C 0 1 Y N N 1.196 52.555 -26.255 3.272 1.169 -0.085 CAK 6HJ 22 6HJ CAO C16 C 0 1 Y N N 2.489 52.231 -26.057 3.020 2.135 -1.058 CAO 6HJ 23 6HJ CAP C17 C 0 1 Y N N 3.399 52.203 -27.159 3.953 3.099 -1.316 CAP 6HJ 24 6HJ CAQ C18 C 0 1 Y N N 2.925 52.512 -28.465 5.152 3.125 -0.616 CAQ 6HJ 25 6HJ CAR C19 C 0 1 Y N N 1.567 52.828 -28.607 5.421 2.180 0.349 CAR 6HJ 26 6HJ CAL C20 C 0 1 Y N N 0.758 52.833 -27.502 4.483 1.190 0.628 CAL 6HJ 27 6HJ NAM N7 N 0 1 Y N N -0.555 53.078 -27.403 4.458 0.134 1.513 NAM 6HJ 28 6HJ CAZ C21 C 0 1 N N N -1.423 53.441 -28.507 5.535 -0.203 2.447 CAZ 6HJ 29 6HJ CAN C22 C 0 1 Y N N -0.936 52.977 -26.141 3.283 -0.551 1.396 CAN 6HJ 30 6HJ H1 H1 H 0 1 N N N -6.304 50.753 -18.753 -7.229 -0.085 2.402 H1 6HJ 31 6HJ H2 H2 H 0 1 N N N -7.076 52.152 -19.727 -6.157 -1.075 3.573 H2 6HJ 32 6HJ H4 H4 H 0 1 N N N -5.445 51.494 -21.808 -4.187 -0.306 2.418 H4 6HJ 33 6HJ H6 H6 H 0 1 N N N -3.273 51.275 -22.146 -2.212 1.412 0.898 H6 6HJ 34 6HJ H7 H7 H 0 1 N N N -2.608 49.768 -22.862 -3.020 -0.138 1.251 H7 6HJ 35 6HJ H8 H8 H 0 1 N N N -3.362 47.789 -19.781 -5.338 2.534 -1.008 H8 6HJ 36 6HJ H9 H9 H 0 1 N N N -2.497 47.720 -21.354 -3.727 3.157 -0.569 H9 6HJ 37 6HJ H10 H10 H 0 1 N N N -0.974 47.918 -19.379 -4.334 0.830 -2.451 H10 6HJ 38 6HJ H11 H11 H 0 1 N N N -1.717 49.515 -19.028 -3.687 2.424 -2.908 H11 6HJ 39 6HJ H12 H12 H 0 1 N N N -0.446 48.745 -21.717 -1.866 0.757 -2.769 H12 6HJ 40 6HJ H13 H13 H 0 1 N N N 0.379 49.697 -20.437 -1.676 1.995 -1.504 H13 6HJ 41 6HJ H14 H14 H 0 1 N N N -1.520 51.269 -20.422 -2.977 -0.749 -1.120 H14 6HJ 42 6HJ H15 H15 H 0 1 N N N 2.159 53.766 -19.436 -1.046 -4.871 -1.494 H15 6HJ 43 6HJ H16 H16 H 0 1 N N N 2.945 55.384 -23.399 3.299 -2.324 0.074 H16 6HJ 44 6HJ H17 H17 H 0 1 N N N 2.721 54.137 -24.429 3.217 -3.989 -0.132 H17 6HJ 45 6HJ H18 H18 H 0 1 N N N 2.838 51.992 -25.063 2.090 2.120 -1.607 H18 6HJ 46 6HJ H19 H19 H 0 1 N N N 4.437 51.950 -27.002 3.757 3.847 -2.071 H19 6HJ 47 6HJ H20 H20 H 0 1 N N N 3.589 52.503 -29.317 5.880 3.892 -0.831 H20 6HJ 48 6HJ H21 H21 H 0 1 N N N 1.162 53.066 -29.580 6.356 2.207 0.888 H21 6HJ 49 6HJ H22 H22 H 0 1 N N N -2.449 53.582 -28.136 5.374 0.319 3.391 H22 6HJ 50 6HJ H23 H23 H 0 1 N N N -1.066 54.377 -28.962 5.540 -1.278 2.624 H23 6HJ 51 6HJ H24 H24 H 0 1 N N N -1.412 52.640 -29.260 6.492 0.100 2.023 H24 6HJ 52 6HJ H25 H25 H 0 1 N N N -1.942 53.097 -25.766 3.010 -1.421 1.974 H25 6HJ 53 # 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 6HJ CAR CAQ DOUB Y N 1 6HJ CAR CAL SING Y N 2 6HJ CAZ NAM SING N N 3 6HJ CAQ CAP SING Y N 4 6HJ CAL NAM SING Y N 5 6HJ CAL CAK DOUB Y N 6 6HJ NAM CAN SING Y N 7 6HJ CAP CAO DOUB Y N 8 6HJ CAK CAO SING Y N 9 6HJ CAK CAJ SING Y N 10 6HJ CAN CAJ DOUB Y N 11 6HJ CAJ CAI SING N N 12 6HJ CAI NAH DOUB Y N 13 6HJ CAI C5 SING Y N 14 6HJ NAY C6 SING N N 15 6HJ NAH NAG SING Y N 16 6HJ C5 C6 DOUB Y N 17 6HJ C5 C4 SING Y N 18 6HJ C6 N1 SING Y N 19 6HJ NAG C4 SING Y N 20 6HJ NAG CAS SING N N 21 6HJ CAX CAS SING N N 22 6HJ CAX NAW SING N N 23 6HJ C4 N3 DOUB Y N 24 6HJ N1 C2 DOUB Y N 25 6HJ CAS CAT SING N N 26 6HJ NAW CAV SING N N 27 6HJ NAW CBA SING N N 28 6HJ CAT CAU SING N N 29 6HJ CBB CBA SING N N 30 6HJ CBB CBD DOUB N N 31 6HJ N3 C2 SING Y N 32 6HJ CAV CAU SING N N 33 6HJ CBA OBC DOUB N N 34 6HJ CBD H1 SING N N 35 6HJ CBD H2 SING N N 36 6HJ CBB H4 SING N N 37 6HJ CAX H6 SING N N 38 6HJ CAX H7 SING N N 39 6HJ CAV H8 SING N N 40 6HJ CAV H9 SING N N 41 6HJ CAU H10 SING N N 42 6HJ CAU H11 SING N N 43 6HJ CAT H12 SING N N 44 6HJ CAT H13 SING N N 45 6HJ CAS H14 SING N N 46 6HJ C2 H15 SING N N 47 6HJ NAY H16 SING N N 48 6HJ NAY H17 SING N N 49 6HJ CAO H18 SING N N 50 6HJ CAP H19 SING N N 51 6HJ CAQ H20 SING N N 52 6HJ CAR H21 SING N N 53 6HJ CAZ H22 SING N N 54 6HJ CAZ H23 SING N N 55 6HJ CAZ H24 SING N N 56 6HJ CAN H25 SING N N 57 # 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 6HJ SMILES ACDLabs 12.01 "c12ncnc(c1c(nn2C3CN(C(/C=C)=O)CCC3)c5c4ccccc4n(c5)C)N" 6HJ InChI InChI 1.03 "InChI=1S/C22H23N7O/c1-3-18(30)28-10-6-7-14(11-28)29-22-19(21(23)24-13-25-22)20(26-29)16-12-27(2)17-9-5-4-8-15(16)17/h3-5,8-9,12-14H,1,6-7,10-11H2,2H3,(H2,23,24,25)/t14-/m1/s1" 6HJ InChIKey InChI 1.03 KFYRXHYWURCCBT-CQSZACIVSA-N 6HJ SMILES_CANONICAL CACTVS 3.385 "Cn1cc(c2ccccc12)c3nn([C@@H]4CCCN(C4)C(=O)C=C)c5ncnc(N)c35" 6HJ SMILES CACTVS 3.385 "Cn1cc(c2ccccc12)c3nn([CH]4CCCN(C4)C(=O)C=C)c5ncnc(N)c35" 6HJ SMILES_CANONICAL "OpenEye OEToolkits" 2.0.4 "Cn1cc(c2c1cccc2)c3c4c(ncnc4n(n3)[C@@H]5CCCN(C5)C(=O)C=C)N" 6HJ SMILES "OpenEye OEToolkits" 2.0.4 "Cn1cc(c2c1cccc2)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 6HJ "SYSTEMATIC NAME" ACDLabs 12.01 "1-{(3R)-3-[4-amino-3-(1-methyl-1H-indol-3-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl]piperidin-1-yl}prop-2-en-1-one" 6HJ "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.4 "1-[(3~{R})-3-[4-azanyl-3-(1-methylindol-3-yl)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 6HJ "Create component" 2016-04-12 EBI 6HJ "Initial release" 2016-08-17 RCSB #