data_2H1 # _chem_comp.id 2H1 _chem_comp.name "3-[2-(benzyloxy)-8-methylquinolin-6-yl]-1-(propan-2-yl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C25 H24 N6 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-10-18 _chem_comp.pdbx_modified_date 2014-04-11 _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 424.498 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 2H1 _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 4N4S _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 2H1 CAL CAL C 0 1 N N N -14.755 14.455 1.748 -6.342 -2.999 -0.743 CAL 2H1 1 2H1 CAK CAK C 0 1 N N N -14.923 14.057 0.287 -6.385 -1.914 0.336 CAK 2H1 2 2H1 CAM CAM C 0 1 N N N -14.065 12.826 -0.040 -6.311 -2.566 1.718 CAM 2H1 3 2H1 NAG NAG N 0 1 Y N N -14.534 15.173 -0.561 -5.247 -1.008 0.162 NAG 2H1 4 2H1 NAH NAH N 0 1 Y N N -13.479 15.777 -0.536 -3.900 -1.383 0.210 NAH 2H1 5 2H1 C4 C4 C 0 1 Y N N -15.340 15.676 -1.494 -5.337 0.331 -0.078 C4 2H1 6 2H1 N3 N3 N 0 1 Y N N -16.586 15.313 -1.839 -6.347 1.189 -0.218 N3 2H1 7 2H1 C2 C2 C 0 1 Y N N -17.235 15.992 -2.850 -6.119 2.463 -0.451 C2 2H1 8 2H1 N1 N1 N 0 1 Y N N -16.567 17.039 -3.477 -4.900 2.961 -0.558 N1 2H1 9 2H1 C6 C6 C 0 1 Y N N -15.325 17.375 -3.079 -3.828 2.185 -0.434 C6 2H1 10 2H1 NAJ NAJ N 0 1 N N N -14.688 18.361 -3.715 -2.556 2.712 -0.547 NAJ 2H1 11 2H1 C5 C5 C 0 1 Y N N -14.697 16.697 -2.093 -4.020 0.816 -0.185 C5 2H1 12 2H1 CAI CAI C 0 1 Y N N -13.500 16.724 -1.467 -3.138 -0.333 0.015 CAI 2H1 13 2H1 CAN CAN C 0 1 Y N N -12.456 17.549 -1.633 -1.656 -0.315 -0.002 CAN 2H1 14 2H1 CAS CAS C 0 1 Y N N -12.657 18.929 -1.648 -0.973 0.684 0.670 CAS 2H1 15 2H1 CAO CAO C 0 1 Y N N -11.154 17.050 -1.719 -0.954 -1.315 -0.693 CAO 2H1 16 2H1 CAP CAP C 0 1 Y N N -10.070 17.911 -1.856 0.405 -1.321 -0.722 CAP 2H1 17 2H1 CAX CAX C 0 1 N N N -8.773 17.389 -1.963 1.136 -2.406 -1.470 CAX 2H1 18 2H1 CAQ CAQ C 0 1 Y N N -10.286 19.292 -1.895 1.128 -0.317 -0.055 CAQ 2H1 19 2H1 NAT NAT N 0 1 Y N N -9.247 20.138 -2.036 2.466 -0.309 -0.075 NAT 2H1 20 2H1 CAR CAR C 0 1 Y N N -11.585 19.798 -1.794 0.428 0.694 0.650 CAR 2H1 21 2H1 CAW CAW C 0 1 Y N N -11.810 21.173 -1.829 1.161 1.698 1.316 CAW 2H1 22 2H1 CAV CAV C 0 1 Y N N -10.716 22.025 -1.968 2.521 1.654 1.254 CAV 2H1 23 2H1 CAU CAU C 0 1 Y N N -9.423 21.484 -2.070 3.154 0.626 0.545 CAU 2H1 24 2H1 OAY OAY O 0 1 N N N -8.346 22.324 -2.213 4.508 0.592 0.496 OAY 2H1 25 2H1 CAZ CAZ C 0 1 N N N -7.141 21.630 -2.559 5.105 -0.478 -0.240 CAZ 2H1 26 2H1 CBA CBA C 0 1 Y N N -6.153 22.101 -1.677 6.605 -0.352 -0.183 CBA 2H1 27 2H1 CBB CBB C 0 1 Y N N -5.687 23.410 -1.780 7.274 0.382 -1.145 CBB 2H1 28 2H1 CBC CBC C 0 1 Y N N -4.705 23.872 -0.910 8.651 0.498 -1.093 CBC 2H1 29 2H1 CBD CBD C 0 1 Y N N -4.183 23.037 0.071 9.358 -0.119 -0.079 CBD 2H1 30 2H1 CBE CBE C 0 1 Y N N -4.642 21.733 0.185 8.689 -0.853 0.884 CBE 2H1 31 2H1 CBF CBF C 0 1 Y N N -5.620 21.268 -0.689 7.312 -0.965 0.834 CBF 2H1 32 2H1 H1 H1 H 0 1 N N N -15.048 13.614 2.394 -7.188 -3.674 -0.613 H1 2H1 33 2H1 H2 H2 H 0 1 N N N -13.703 14.714 1.939 -6.395 -2.535 -1.727 H2 2H1 34 2H1 H3 H3 H 0 1 N N N -15.392 15.324 1.967 -5.413 -3.562 -0.655 H3 2H1 35 2H1 H4 H4 H 0 1 N N N -15.979 13.806 0.108 -7.314 -1.352 0.249 H4 2H1 36 2H1 H5 H5 H 0 1 N N N -14.365 11.987 0.605 -5.381 -3.129 1.805 H5 2H1 37 2H1 H6 H6 H 0 1 N N N -14.210 12.548 -1.094 -6.341 -1.793 2.486 H6 2H1 38 2H1 H7 H7 H 0 1 N N N -13.005 13.061 0.135 -7.157 -3.241 1.847 H7 2H1 39 2H1 H8 H8 H 0 1 N N N -18.236 15.718 -3.147 -6.962 3.129 -0.559 H8 2H1 40 2H1 H9 H9 H 0 1 N N N -15.273 18.723 -4.440 -2.420 3.671 -0.481 H9 2H1 41 2H1 H10 H10 H 0 1 N N N -14.471 19.090 -3.066 -1.798 2.124 -0.692 H10 2H1 42 2H1 H11 H11 H 0 1 N N N -13.656 19.325 -1.545 -1.515 1.450 1.204 H11 2H1 43 2H1 H12 H12 H 0 1 N N N -10.987 15.984 -1.679 -1.501 -2.091 -1.208 H12 2H1 44 2H1 H13 H13 H 0 1 N N N -8.332 17.294 -0.960 1.297 -2.091 -2.501 H13 2H1 45 2H1 H14 H14 H 0 1 N N N -8.815 16.399 -2.441 2.098 -2.591 -0.993 H14 2H1 46 2H1 H15 H15 H 0 1 N N N -8.155 18.065 -2.573 0.543 -3.320 -1.458 H15 2H1 47 2H1 H16 H16 H 0 1 N N N -12.811 21.570 -1.750 0.656 2.482 1.862 H16 2H1 48 2H1 H17 H17 H 0 1 N N N -10.861 23.095 -1.997 3.111 2.408 1.754 H17 2H1 49 2H1 H18 H18 H 0 1 N N N -7.277 20.545 -2.436 4.804 -1.431 0.196 H18 2H1 50 2H1 H19 H19 H 0 1 N N N -6.860 21.849 -3.600 4.775 -0.433 -1.278 H19 2H1 51 2H1 H20 H20 H 0 1 N N N -6.089 24.067 -2.537 6.721 0.865 -1.938 H20 2H1 52 2H1 H21 H21 H 0 1 N N N -4.346 24.887 -0.997 9.173 1.071 -1.845 H21 2H1 53 2H1 H22 H22 H 0 1 N N N -3.421 23.403 0.743 10.434 -0.030 -0.038 H22 2H1 54 2H1 H23 H23 H 0 1 N N N -4.242 21.082 0.948 9.242 -1.335 1.676 H23 2H1 55 2H1 H24 H24 H 0 1 N N N -5.972 20.251 -0.603 6.790 -1.535 1.588 H24 2H1 56 # 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 2H1 NAJ C6 SING N N 1 2H1 N1 C6 DOUB Y N 2 2H1 N1 C2 SING Y N 3 2H1 C6 C5 SING Y N 4 2H1 C2 N3 DOUB Y N 5 2H1 CAZ OAY SING N N 6 2H1 CAZ CBA SING N N 7 2H1 OAY CAU SING N N 8 2H1 C5 C4 DOUB Y N 9 2H1 C5 CAI SING Y N 10 2H1 CAU NAT DOUB Y N 11 2H1 CAU CAV SING Y N 12 2H1 NAT CAQ SING Y N 13 2H1 CAV CAW DOUB Y N 14 2H1 CAX CAP SING N N 15 2H1 CAQ CAP DOUB Y N 16 2H1 CAQ CAR SING Y N 17 2H1 CAP CAO SING Y N 18 2H1 N3 C4 SING Y N 19 2H1 CAW CAR SING Y N 20 2H1 CAR CAS DOUB Y N 21 2H1 CBB CBA DOUB Y N 22 2H1 CBB CBC SING Y N 23 2H1 CAO CAN DOUB Y N 24 2H1 CBA CBF SING Y N 25 2H1 CAS CAN SING Y N 26 2H1 CAN CAI SING N N 27 2H1 C4 NAG SING Y N 28 2H1 CAI NAH DOUB Y N 29 2H1 CBC CBD DOUB Y N 30 2H1 CBF CBE DOUB Y N 31 2H1 NAG NAH SING Y N 32 2H1 NAG CAK SING N N 33 2H1 CAM CAK SING N N 34 2H1 CBD CBE SING Y N 35 2H1 CAK CAL SING N N 36 2H1 CAL H1 SING N N 37 2H1 CAL H2 SING N N 38 2H1 CAL H3 SING N N 39 2H1 CAK H4 SING N N 40 2H1 CAM H5 SING N N 41 2H1 CAM H6 SING N N 42 2H1 CAM H7 SING N N 43 2H1 C2 H8 SING N N 44 2H1 NAJ H9 SING N N 45 2H1 NAJ H10 SING N N 46 2H1 CAS H11 SING N N 47 2H1 CAO H12 SING N N 48 2H1 CAX H13 SING N N 49 2H1 CAX H14 SING N N 50 2H1 CAX H15 SING N N 51 2H1 CAW H16 SING N N 52 2H1 CAV H17 SING N N 53 2H1 CAZ H18 SING N N 54 2H1 CAZ H19 SING N N 55 2H1 CBB H20 SING N N 56 2H1 CBC H21 SING N N 57 2H1 CBD H22 SING N N 58 2H1 CBE H23 SING N N 59 2H1 CBF H24 SING N N 60 # 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 2H1 SMILES ACDLabs 12.01 "n1c(c2c(nc1)n(nc2c5cc4ccc(OCc3ccccc3)nc4c(c5)C)C(C)C)N" 2H1 InChI InChI 1.03 "InChI=1S/C25H24N6O/c1-15(2)31-25-21(24(26)27-14-28-25)23(30-31)19-11-16(3)22-18(12-19)9-10-20(29-22)32-13-17-7-5-4-6-8-17/h4-12,14-15H,13H2,1-3H3,(H2,26,27,28)" 2H1 InChIKey InChI 1.03 QJSJMPRJBAGLJO-UHFFFAOYSA-N 2H1 SMILES_CANONICAL CACTVS 3.385 "CC(C)n1nc(c2cc(C)c3nc(OCc4ccccc4)ccc3c2)c5c(N)ncnc15" 2H1 SMILES CACTVS 3.385 "CC(C)n1nc(c2cc(C)c3nc(OCc4ccccc4)ccc3c2)c5c(N)ncnc15" 2H1 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "Cc1cc(cc2c1nc(cc2)OCc3ccccc3)c4c5c(ncnc5n(n4)C(C)C)N" 2H1 SMILES "OpenEye OEToolkits" 1.7.6 "Cc1cc(cc2c1nc(cc2)OCc3ccccc3)c4c5c(ncnc5n(n4)C(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 2H1 "SYSTEMATIC NAME" ACDLabs 12.01 "3-[2-(benzyloxy)-8-methylquinolin-6-yl]-1-(propan-2-yl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine" 2H1 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "3-(8-methyl-2-phenylmethoxy-quinolin-6-yl)-1-propan-2-yl-pyrazolo[3,4-d]pyrimidin-4-amine" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 2H1 "Create component" 2013-10-18 RCSB 2H1 "Initial release" 2014-04-16 RCSB #