data_4LO # _chem_comp.id 4LO _chem_comp.name "N~6~-[5-methyl-4-(1-methylpiperidin-4-yl)-2-(propan-2-yloxy)phenyl]-N~4~-[2-(propan-2-ylsulfonyl)phenyl]-2H-pyrazolo[3,4-d]pyrimidine-4,6-diamine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C30 H39 N7 O3 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-04-12 _chem_comp.pdbx_modified_date 2016-01-29 _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 577.741 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 4LO _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 4Z55 _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 4LO C1 C1 C 0 1 N N N -27.553 8.711 -6.868 -4.264 3.796 0.541 C1 4LO 1 4LO C2 C2 C 0 1 N N N -26.274 7.845 -6.866 -3.756 3.196 -0.772 C2 4LO 2 4LO C3 C3 C 0 1 N N N -26.384 6.575 -7.730 -3.292 4.319 -1.701 C3 4LO 3 4LO C12 C4 C 0 1 N N N -23.452 2.673 -4.334 -8.800 0.970 -0.218 C12 4LO 4 4LO C13 C5 C 0 1 N N N -21.170 3.235 -5.280 -8.193 -1.345 -0.587 C13 4LO 5 4LO C14 C6 C 0 1 N N N -21.551 4.426 -6.192 -6.715 -0.977 -0.740 C14 4LO 6 4LO C15 C7 C 0 1 Y N N -21.180 7.667 -7.037 -3.590 -1.485 0.817 C15 4LO 7 4LO C16 C8 C 0 1 N N N -19.693 7.418 -6.957 -3.933 -2.872 1.297 C16 4LO 8 4LO C17 C9 C 0 1 Y N N -21.662 8.706 -7.833 -2.266 -1.108 0.689 C17 4LO 9 4LO C18 C10 C 0 1 Y N N -22.987 9.003 -7.969 -1.949 0.168 0.247 C18 4LO 10 4LO C20 C11 C 0 1 Y N N -22.767 11.132 -9.129 0.338 -0.366 -0.301 C20 4LO 11 4LO C22 C12 C 0 1 Y N N -20.822 12.426 -8.820 2.579 -0.776 -0.759 C22 4LO 12 4LO C24 C13 C 0 1 Y N N -19.019 12.023 -7.243 4.187 1.003 -0.600 C24 4LO 13 4LO C25 C14 C 0 1 Y N N -19.724 11.204 -6.393 3.257 1.986 -0.916 C25 4LO 14 4LO C26 C15 C 0 1 Y N N -19.117 10.575 -5.328 3.556 3.315 -0.689 C26 4LO 15 4LO C27 C16 C 0 1 Y N N -17.797 10.741 -5.107 4.780 3.668 -0.149 C27 4LO 16 4LO C28 C17 C 0 1 Y N N -17.042 11.518 -5.938 5.707 2.692 0.165 C28 4LO 17 4LO C29 C18 C 0 1 Y N N -17.650 12.156 -7.001 5.414 1.361 -0.058 C29 4LO 18 4LO O4 O1 O 0 1 N N N -25.190 8.587 -7.418 -2.661 2.318 -0.502 O4 4LO 19 4LO C5 C19 C 0 1 Y N N -23.895 8.238 -7.264 -2.967 1.066 -0.068 C5 4LO 20 4LO C6 C20 C 0 1 Y N N -23.445 7.195 -6.459 -4.290 0.680 0.062 C6 4LO 21 4LO C7 C21 C 0 1 Y N N -22.096 6.923 -6.336 -4.599 -0.596 0.499 C7 4LO 22 4LO C8 C22 C 0 1 N N N -21.628 5.755 -5.429 -6.041 -1.015 0.634 C8 4LO 23 4LO C9 C23 C 0 1 N N N -22.593 5.611 -4.247 -6.767 -0.053 1.578 C9 4LO 24 4LO C10 C24 C 0 1 N N N -22.068 4.447 -3.364 -8.243 -0.448 1.663 C10 4LO 25 4LO N11 N1 N 0 1 N N N -22.089 3.222 -4.127 -8.844 -0.395 0.324 N11 4LO 26 4LO N19 N2 N 0 1 N N N -23.446 10.012 -8.758 -0.608 0.553 0.118 N19 4LO 27 4LO N21 N3 N 0 1 Y N N -21.634 11.405 -8.536 1.605 0.034 -0.369 N21 4LO 28 4LO N23 N4 N 0 1 N N N -19.632 12.675 -8.249 3.885 -0.343 -0.823 N23 4LO 29 4LO S30 S1 S 0 1 N N N -16.622 13.179 -7.998 6.597 0.118 0.343 S30 4LO 30 4LO O31 O2 O 0 1 N N N -17.381 14.142 -8.534 6.698 -0.664 -0.839 O31 4LO 31 4LO O32 O3 O 0 1 N N N -15.596 13.639 -7.229 7.713 0.844 0.839 O32 4LO 32 4LO C33 C25 C 0 1 N N N -15.884 12.243 -9.334 5.817 -0.837 1.674 C33 4LO 33 4LO C34 C26 C 0 1 N N N -15.062 11.215 -8.572 6.804 -1.880 2.200 C34 4LO 34 4LO C35 C27 C 0 1 N N N -16.985 11.670 -10.247 5.417 0.106 2.811 C35 4LO 35 4LO C36 C28 C 0 1 Y N N -21.306 13.245 -9.815 2.217 -2.146 -1.119 C36 4LO 36 4LO C37 C29 C 0 1 Y N N -20.846 14.481 -10.527 2.888 -3.265 -1.557 C37 4LO 37 4LO N38 N5 N 0 1 Y N N -21.716 14.784 -11.340 1.989 -4.245 -1.719 N38 4LO 38 4LO N39 N6 N 0 1 Y N N -22.737 13.946 -11.320 0.711 -3.780 -1.387 N39 4LO 39 4LO C40 C30 C 0 1 Y N N -22.515 13.004 -10.420 0.795 -2.521 -1.014 C40 4LO 40 4LO N41 N7 N 0 1 Y N N -23.239 11.943 -10.063 -0.073 -1.579 -0.600 N41 4LO 41 4LO H1 H1 H 0 1 N N N -27.399 9.595 -6.232 -5.099 4.466 0.335 H1 4LO 42 4LO H2 H2 H 0 1 N N N -27.776 9.033 -7.896 -4.595 2.995 1.202 H2 4LO 43 4LO H3 H3 H 0 1 N N N -28.395 8.121 -6.477 -3.459 4.354 1.020 H3 4LO 44 4LO H4 H4 H 0 1 N N N -26.048 7.551 -5.830 -4.560 2.638 -1.251 H4 4LO 45 4LO H5 H5 H 0 1 N N N -27.208 5.948 -7.358 -2.488 4.878 -1.222 H5 4LO 46 4LO H6 H6 H 0 1 N N N -26.581 6.858 -8.774 -2.930 3.892 -2.636 H6 4LO 47 4LO H7 H7 H 0 1 N N N -25.441 6.011 -7.675 -4.127 4.989 -1.906 H7 4LO 48 4LO H8 H8 H 0 1 N N N -24.017 2.729 -3.392 -9.318 0.996 -1.177 H8 4LO 49 4LO H9 H9 H 0 1 N N N -23.970 3.259 -5.108 -9.289 1.653 0.477 H9 4LO 50 4LO H10 H10 H 0 1 N N N -23.380 1.624 -4.656 -7.763 1.273 -0.356 H10 4LO 51 4LO H11 H11 H 0 1 N N N -21.263 2.293 -5.840 -8.680 -1.304 -1.562 H11 4LO 52 4LO H12 H12 H 0 1 N N N -20.134 3.352 -4.929 -8.276 -2.353 -0.181 H12 4LO 53 4LO H13 H13 H 0 1 N N N -22.533 4.223 -6.645 -6.229 -1.691 -1.404 H13 4LO 54 4LO H14 H14 H 0 1 N N N -20.794 4.519 -6.985 -6.631 0.026 -1.158 H14 4LO 55 4LO H15 H15 H 0 1 N N N -19.265 8.013 -6.137 -4.051 -3.534 0.439 H15 4LO 56 4LO H16 H16 H 0 1 N N N -19.510 6.350 -6.769 -3.133 -3.244 1.936 H16 4LO 57 4LO H17 H17 H 0 1 N N N -19.221 7.710 -7.907 -4.865 -2.840 1.862 H17 4LO 58 4LO H18 H18 H 0 1 N N N -20.946 9.309 -8.372 -1.479 -1.806 0.934 H18 4LO 59 4LO H19 H19 H 0 1 N N N -20.779 11.050 -6.564 2.302 1.712 -1.338 H19 4LO 60 4LO H20 H20 H 0 1 N N N -19.699 9.948 -4.669 2.834 4.080 -0.934 H20 4LO 61 4LO H21 H21 H 0 1 N N N -17.332 10.254 -4.263 5.011 4.708 0.026 H21 4LO 62 4LO H22 H22 H 0 1 N N N -15.982 11.632 -5.766 6.662 2.971 0.586 H22 4LO 63 4LO H23 H23 H 0 1 N N N -24.161 6.590 -5.923 -5.082 1.374 -0.181 H23 4LO 64 4LO H24 H24 H 0 1 N N N -20.628 5.996 -5.040 -6.089 -2.027 1.036 H24 4LO 65 4LO H25 H25 H 0 1 N N N -22.618 6.544 -3.665 -6.318 -0.108 2.570 H25 4LO 66 4LO H26 H26 H 0 1 N N N -23.605 5.380 -4.612 -6.684 0.964 1.196 H26 4LO 67 4LO H27 H27 H 0 1 N N N -21.038 4.664 -3.045 -8.326 -1.460 2.059 H27 4LO 68 4LO H28 H28 H 0 1 N N N -22.711 4.339 -2.478 -8.767 0.244 2.324 H28 4LO 69 4LO H30 H30 H 0 1 N N N -24.381 9.921 -9.102 -0.343 1.463 0.322 H30 4LO 70 4LO H31 H31 H 0 1 N N N -19.131 13.455 -8.624 4.595 -0.973 -1.023 H31 4LO 71 4LO H32 H32 H 0 1 N N N -15.231 12.926 -9.898 4.929 -1.338 1.288 H32 4LO 72 4LO H33 H33 H 0 1 N N N -14.310 11.730 -7.956 7.692 -1.379 2.585 H33 4LO 73 4LO H34 H34 H 0 1 N N N -15.725 10.623 -7.924 6.335 -2.454 2.999 H34 4LO 74 4LO H35 H35 H 0 1 N N N -14.556 10.548 -9.286 7.089 -2.552 1.389 H35 4LO 75 4LO H36 H36 H 0 1 N N N -17.514 12.495 -10.746 4.713 0.849 2.436 H36 4LO 76 4LO H37 H37 H 0 1 N N N -16.529 11.015 -11.004 4.948 -0.468 3.610 H37 4LO 77 4LO H38 H38 H 0 1 N N N -17.698 11.090 -9.642 6.305 0.607 3.196 H38 4LO 78 4LO H39 H39 H 0 1 N N N -19.919 15.009 -10.357 3.950 -3.340 -1.738 H39 4LO 79 4LO H40 H40 H 0 1 N N N -21.658 15.576 -11.948 2.192 -5.143 -2.024 H40 4LO 80 # 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 4LO N38 N39 SING Y N 1 4LO N38 C37 SING Y N 2 4LO N39 C40 DOUB Y N 3 4LO C37 C36 DOUB Y N 4 4LO C40 N41 SING Y N 5 4LO C40 C36 SING Y N 6 4LO C35 C33 SING N N 7 4LO N41 C20 DOUB Y N 8 4LO C36 C22 SING Y N 9 4LO C33 C34 SING N N 10 4LO C33 S30 SING N N 11 4LO C20 N19 SING N N 12 4LO C20 N21 SING Y N 13 4LO C22 N21 DOUB Y N 14 4LO C22 N23 SING N N 15 4LO N19 C18 SING N N 16 4LO O31 S30 DOUB N N 17 4LO N23 C24 SING N N 18 4LO S30 O32 DOUB N N 19 4LO S30 C29 SING N N 20 4LO C18 C17 DOUB Y N 21 4LO C18 C5 SING Y N 22 4LO C17 C15 SING Y N 23 4LO C3 C2 SING N N 24 4LO O4 C5 SING N N 25 4LO O4 C2 SING N N 26 4LO C5 C6 DOUB Y N 27 4LO C24 C29 DOUB Y N 28 4LO C24 C25 SING Y N 29 4LO C15 C16 SING N N 30 4LO C15 C7 DOUB Y N 31 4LO C29 C28 SING Y N 32 4LO C1 C2 SING N N 33 4LO C6 C7 SING Y N 34 4LO C25 C26 DOUB Y N 35 4LO C7 C8 SING N N 36 4LO C14 C8 SING N N 37 4LO C14 C13 SING N N 38 4LO C28 C27 DOUB Y N 39 4LO C8 C9 SING N N 40 4LO C26 C27 SING Y N 41 4LO C13 N11 SING N N 42 4LO C12 N11 SING N N 43 4LO C9 C10 SING N N 44 4LO N11 C10 SING N N 45 4LO C1 H1 SING N N 46 4LO C1 H2 SING N N 47 4LO C1 H3 SING N N 48 4LO C2 H4 SING N N 49 4LO C3 H5 SING N N 50 4LO C3 H6 SING N N 51 4LO C3 H7 SING N N 52 4LO C12 H8 SING N N 53 4LO C12 H9 SING N N 54 4LO C12 H10 SING N N 55 4LO C13 H11 SING N N 56 4LO C13 H12 SING N N 57 4LO C14 H13 SING N N 58 4LO C14 H14 SING N N 59 4LO C16 H15 SING N N 60 4LO C16 H16 SING N N 61 4LO C16 H17 SING N N 62 4LO C17 H18 SING N N 63 4LO C25 H19 SING N N 64 4LO C26 H20 SING N N 65 4LO C27 H21 SING N N 66 4LO C28 H22 SING N N 67 4LO C6 H23 SING N N 68 4LO C8 H24 SING N N 69 4LO C9 H25 SING N N 70 4LO C9 H26 SING N N 71 4LO C10 H27 SING N N 72 4LO C10 H28 SING N N 73 4LO N19 H30 SING N N 74 4LO N23 H31 SING N N 75 4LO C33 H32 SING N N 76 4LO C34 H33 SING N N 77 4LO C34 H34 SING N N 78 4LO C34 H35 SING N N 79 4LO C35 H36 SING N N 80 4LO C35 H37 SING N N 81 4LO C35 H38 SING N N 82 4LO C37 H39 SING N N 83 4LO N38 H40 SING N N 84 # 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 4LO SMILES ACDLabs 12.01 "CC(C)Oc1c(cc(C)c(c1)C2CCN(C)CC2)Nc5nc(Nc3c(cccc3)S(=O)(=O)C(C)C)c4cnnc4n5" 4LO InChI InChI 1.03 "InChI=1S/C30H39N7O3S/c1-18(2)40-26-16-22(21-11-13-37(6)14-12-21)20(5)15-25(26)33-30-34-28(23-17-31-36-29(23)35-30)32-24-9-7-8-10-27(24)41(38,39)19(3)4/h7-10,15-19,21H,11-14H2,1-6H3,(H3,31,32,33,34,35,36)" 4LO InChIKey InChI 1.03 CWXBESRGEPLREF-UHFFFAOYSA-N 4LO SMILES_CANONICAL CACTVS 3.385 "CC(C)Oc1cc(C2CCN(C)CC2)c(C)cc1Nc3nc(Nc4ccccc4[S](=O)(=O)C(C)C)c5c[nH]nc5n3" 4LO SMILES CACTVS 3.385 "CC(C)Oc1cc(C2CCN(C)CC2)c(C)cc1Nc3nc(Nc4ccccc4[S](=O)(=O)C(C)C)c5c[nH]nc5n3" 4LO SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "Cc1cc(c(cc1C2CCN(CC2)C)OC(C)C)Nc3nc4c(c[nH]n4)c(n3)Nc5ccccc5S(=O)(=O)C(C)C" 4LO SMILES "OpenEye OEToolkits" 1.9.2 "Cc1cc(c(cc1C2CCN(CC2)C)OC(C)C)Nc3nc4c(c[nH]n4)c(n3)Nc5ccccc5S(=O)(=O)C(C)C" # 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 4LO "SYSTEMATIC NAME" ACDLabs 12.01 "N~6~-[5-methyl-4-(1-methylpiperidin-4-yl)-2-(propan-2-yloxy)phenyl]-N~4~-[2-(propan-2-ylsulfonyl)phenyl]-2H-pyrazolo[3,4-d]pyrimidine-4,6-diamine" 4LO "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "N6-[5-methyl-4-(1-methylpiperidin-4-yl)-2-propan-2-yloxy-phenyl]-N4-(2-propan-2-ylsulfonylphenyl)-2H-pyrazolo[3,4-d]pyrimidine-4,6-diamine" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 4LO "Create component" 2015-04-12 RCSB 4LO "Initial release" 2016-02-03 RCSB #