data_L3G # _chem_comp.id L3G _chem_comp.name "N-(4-{4-AMINO-1-[1-(TETRAHYDRO-2H-PYRAN-4-YL)PIPERIDIN-4-YL]-1H-PYRAZOLO[3,4-D]PYRIMIDIN-3-YL}-2-METHOXYPHENYL)-1-METHYL-1H-INDOLE-2-CARBOXAMIDE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C32 H36 N8 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2005-09-07 _chem_comp.pdbx_modified_date 2011-06-04 _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 580.680 _chem_comp.one_letter_code ? _chem_comp.three_letter_code L3G _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details ? _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code ? _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 L3G C1 C1 C 0 1 Y N N 3.231 63.330 12.834 1.104 -1.456 -0.121 C1 L3G 1 L3G C2 C2 C 0 1 Y N N 4.316 64.153 12.273 1.516 -2.859 -0.151 C2 L3G 2 L3G C3 C3 C 0 1 Y N N 1.977 63.747 13.480 -0.289 -0.949 -0.161 C3 L3G 3 L3G N1 N1 N 0 1 Y N N 3.567 62.075 12.656 2.194 -0.729 -0.045 N1 L3G 4 L3G C4 C4 C 0 1 Y N N 5.331 63.150 11.729 2.922 -2.863 -0.095 C4 L3G 5 L3G C5 C5 C 0 1 Y N N 4.625 65.519 12.118 0.845 -4.090 -0.233 C5 L3G 6 L3G C6 C6 C 0 1 Y N N 1.119 64.597 12.777 -0.622 0.108 -1.007 C6 L3G 7 L3G C7 C7 C 0 1 Y N N 1.625 63.287 14.773 -1.266 -1.529 0.646 C7 L3G 8 L3G N2 N2 N 0 1 Y N N 4.809 61.935 12.000 3.319 -1.560 -0.028 N2 L3G 9 L3G N3 N3 N 0 1 Y N N 6.448 63.602 11.140 3.560 -4.033 -0.113 N3 L3G 10 L3G N4 N4 N 0 1 Y N N 5.784 65.832 11.511 1.570 -5.205 -0.245 N4 L3G 11 L3G N5 N5 N 0 1 N N N 3.776 66.520 12.576 -0.534 -4.142 -0.295 N5 L3G 12 L3G C8 C8 C 0 1 Y N N -0.110 65.012 13.341 -1.922 0.578 -1.043 C8 L3G 13 L3G C9 C9 C 0 1 Y N N 0.410 63.690 15.352 -2.562 -1.058 0.608 C9 L3G 14 L3G C11 C11 C 0 1 Y N N 6.651 64.903 11.042 2.889 -5.161 -0.185 C11 L3G 15 L3G C12 C12 C 0 1 Y N N -0.471 64.556 14.642 -2.895 -0.002 -0.230 C12 L3G 16 L3G O1 O1 O 0 1 N N N -0.982 65.836 12.671 -2.250 1.609 -1.866 O1 L3G 17 L3G C13 C13 C 0 1 N N N 7.158 54.805 10.226 9.554 3.246 -0.716 C13 L3G 18 L3G C14 C14 C 0 1 N N N 5.580 53.911 11.740 9.466 3.122 1.582 C14 L3G 19 L3G N6 N6 N 0 1 N N N -1.725 64.972 15.175 -4.210 0.474 -0.266 N6 L3G 20 L3G C15 C15 C 0 1 N N N -0.492 66.187 11.383 -1.055 1.985 -2.554 C15 L3G 21 L3G C16 C16 C 0 1 N N N 6.547 56.227 10.271 8.176 2.605 -0.897 C16 L3G 22 L3G C17 C17 C 0 1 N N N 4.868 55.286 11.937 8.081 2.471 1.588 C17 L3G 23 L3G C18 C18 C 0 1 N N N -1.941 65.422 16.435 -5.050 0.211 0.755 C18 L3G 24 L3G C19 C19 C 0 1 N N N 5.904 56.432 11.684 7.896 1.677 0.290 C19 L3G 25 L3G C20 C20 C 0 1 Y N N -3.343 65.696 16.887 -6.468 0.586 0.655 C20 L3G 26 L3G O2 O2 O 0 1 N N N -1.012 65.597 17.195 -4.635 -0.338 1.758 O2 L3G 27 L3G N7 N7 N 0 1 N N N 5.270 57.772 11.865 6.518 1.176 0.210 N7 L3G 28 L3G N8 N8 N 0 1 Y N N -3.736 66.517 17.968 -7.089 1.078 -0.477 N8 L3G 29 L3G C21 C21 C 0 1 Y N N -4.462 65.168 16.303 -7.376 0.509 1.663 C21 L3G 30 L3G C22 C22 C 0 1 N N N 6.219 58.554 12.717 6.436 0.358 -1.005 C22 L3G 31 L3G C23 C23 C 0 1 N N N 5.057 58.483 10.558 6.328 0.278 1.355 C23 L3G 32 L3G C24 C24 C 0 1 Y N N -5.108 66.506 18.051 -8.413 1.310 -0.191 C24 L3G 33 L3G C25 C25 C 0 1 N N N -2.874 67.292 18.888 -6.442 1.312 -1.771 C25 L3G 34 L3G C26 C26 C 0 1 Y N N -5.589 65.647 17.002 -8.620 0.961 1.159 C26 L3G 35 L3G C27 C27 C 0 1 N N N 5.637 59.929 13.012 5.022 -0.208 -1.153 C27 L3G 36 L3G C28 C28 C 0 1 N N N 4.416 59.840 10.822 4.909 -0.292 1.336 C28 L3G 37 L3G C29 C29 C 0 1 Y N N -6.041 67.144 18.945 -9.480 1.792 -0.943 C29 L3G 38 L3G C30 C30 C 0 1 Y N N -6.990 65.456 16.860 -9.893 1.104 1.725 C30 L3G 39 L3G C10 C10 C 0 1 N N N 5.382 60.652 11.694 4.708 -1.101 0.051 C10 L3G 40 L3G C31 C31 C 0 1 Y N N -7.413 66.937 18.776 -10.723 1.924 -0.363 C31 L3G 41 L3G C32 C32 C 0 1 Y N N -7.879 66.097 17.741 -10.923 1.580 0.967 C32 L3G 42 L3G O3 O3 O 0 1 N N N 6.118 53.826 10.387 9.571 4.023 0.481 O3 L3G 43 L3G H6 H6 H 0 1 N N N 1.397 64.941 11.792 0.134 0.559 -1.633 H6 L3G 44 L3G H7 H7 H 0 1 N N N 2.289 62.628 15.312 -1.009 -2.349 1.301 H7 L3G 45 L3G H5N1 1H5N H 0 0 N N N 4.219 67.410 12.465 -0.993 -4.991 -0.197 H5N1 L3G 46 L3G H5N2 2H5N H 0 0 N N N 3.572 66.368 13.543 -1.044 -3.329 -0.437 H5N2 L3G 47 L3G H9 H9 H 0 1 N N N 0.143 63.342 16.339 -3.318 -1.509 1.234 H9 L3G 48 L3G H11 H11 H 0 1 N N N 7.556 65.245 10.562 3.438 -6.091 -0.197 H11 L3G 49 L3G H131 1H13 H 0 0 N N N 7.890 54.697 11.040 10.311 2.465 -0.652 H131 L3G 50 L3G H132 2H13 H 0 0 N N N 7.657 54.652 9.258 9.769 3.890 -1.568 H132 L3G 51 L3G H141 1H14 H 0 0 N N N 4.854 53.099 11.896 10.229 2.349 1.492 H141 L3G 52 L3G H142 2H14 H 0 0 N N N 6.401 53.817 12.466 9.614 3.669 2.513 H142 L3G 53 L3G HA HA H 0 1 N N N -2.516 64.928 14.565 -4.517 0.993 -1.025 HA L3G 54 L3G H151 1H15 H 0 0 N N N 0.198 65.407 11.028 -0.300 2.293 -1.830 H151 L3G 55 L3G H152 2H15 H 0 0 N N N 0.040 67.148 11.443 -0.683 1.135 -3.127 H152 L3G 56 L3G H153 3H15 H 0 0 N N N -1.335 66.278 10.682 -1.270 2.813 -3.230 H153 L3G 57 L3G H161 1H16 H 0 0 N N N 5.786 56.340 9.485 8.161 2.029 -1.822 H161 L3G 58 L3G H162 2H16 H 0 0 N N N 7.332 56.979 10.103 7.414 3.384 -0.938 H162 L3G 59 L3G H171 1H17 H 0 0 N N N 4.474 55.359 12.961 7.315 3.244 1.655 H171 L3G 60 L3G H172 2H17 H 0 0 N N N 4.034 55.377 11.226 7.998 1.798 2.442 H172 L3G 61 L3G H19 H19 H 0 1 N N N 6.714 56.391 12.427 8.592 0.838 0.269 H19 L3G 62 L3G H21 H21 H 0 1 N N N -4.479 64.500 15.454 -7.184 0.164 2.668 H21 L3G 63 L3G H221 1H22 H 0 0 N N N 7.173 58.671 12.183 7.150 -0.463 -0.937 H221 L3G 64 L3G H222 2H22 H 0 0 N N N 6.385 58.018 13.663 6.673 0.973 -1.873 H222 L3G 65 L3G H231 1H23 H 0 0 N N N 4.397 57.882 9.915 7.048 -0.539 1.297 H231 L3G 66 L3G H232 2H23 H 0 0 N N N 6.025 58.625 10.055 6.484 0.833 2.280 H232 L3G 67 L3G H251 1H25 H 0 0 N N N -2.717 66.719 19.814 -5.959 2.289 -1.764 H251 L3G 68 L3G H252 2H25 H 0 0 N N N -3.361 68.249 19.127 -5.695 0.539 -1.949 H252 L3G 69 L3G H253 3H25 H 0 0 N N N -1.903 67.484 18.407 -7.191 1.282 -2.562 H253 L3G 70 L3G H271 1H27 H 0 0 N N N 6.344 60.509 13.623 4.960 -0.796 -2.069 H271 L3G 71 L3G H272 2H27 H 0 0 N N N 4.691 59.820 13.563 4.305 0.611 -1.196 H272 L3G 72 L3G H281 1H28 H 0 0 N N N 3.450 59.715 11.333 4.188 0.525 1.368 H281 L3G 73 L3G H282 2H28 H 0 0 N N N 4.236 60.363 9.871 4.765 -0.940 2.200 H282 L3G 74 L3G H29 H29 H 0 1 N N N -5.682 67.779 19.742 -9.335 2.062 -1.979 H29 L3G 75 L3G H30 H30 H 0 1 N N N -7.372 64.819 16.076 -10.059 0.839 2.759 H30 L3G 76 L3G H10 H10 H 0 1 N N N 6.323 60.774 11.138 5.377 -1.962 0.051 H10 L3G 77 L3G H31 H31 H 0 1 N N N -8.117 67.420 19.437 -11.549 2.299 -0.949 H31 L3G 78 L3G H32 H32 H 0 1 N N N -8.942 65.943 17.623 -11.904 1.689 1.406 H32 L3G 79 # 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 L3G C1 C2 SING Y N 1 L3G C1 C3 SING Y N 2 L3G C1 N1 DOUB Y N 3 L3G C2 C4 DOUB Y N 4 L3G C2 C5 SING Y N 5 L3G C3 C6 DOUB Y N 6 L3G C3 C7 SING Y N 7 L3G N1 N2 SING Y N 8 L3G C4 N2 SING Y N 9 L3G C4 N3 SING Y N 10 L3G C5 N4 DOUB Y N 11 L3G C5 N5 SING N N 12 L3G C6 C8 SING Y N 13 L3G C6 H6 SING N N 14 L3G C7 C9 DOUB Y N 15 L3G C7 H7 SING N N 16 L3G N2 C10 SING N N 17 L3G N3 C11 DOUB Y N 18 L3G N4 C11 SING Y N 19 L3G N5 H5N1 SING N N 20 L3G N5 H5N2 SING N N 21 L3G C8 C12 DOUB Y N 22 L3G C8 O1 SING N N 23 L3G C9 C12 SING Y N 24 L3G C9 H9 SING N N 25 L3G C11 H11 SING N N 26 L3G C12 N6 SING N N 27 L3G O1 C15 SING N N 28 L3G C13 C16 SING N N 29 L3G C13 O3 SING N N 30 L3G C13 H131 SING N N 31 L3G C13 H132 SING N N 32 L3G C14 C17 SING N N 33 L3G C14 O3 SING N N 34 L3G C14 H141 SING N N 35 L3G C14 H142 SING N N 36 L3G N6 C18 SING N N 37 L3G N6 HA SING N N 38 L3G C15 H151 SING N N 39 L3G C15 H152 SING N N 40 L3G C15 H153 SING N N 41 L3G C16 C19 SING N N 42 L3G C16 H161 SING N N 43 L3G C16 H162 SING N N 44 L3G C17 C19 SING N N 45 L3G C17 H171 SING N N 46 L3G C17 H172 SING N N 47 L3G C18 C20 SING N N 48 L3G C18 O2 DOUB N N 49 L3G C19 N7 SING N N 50 L3G C19 H19 SING N N 51 L3G C20 N8 SING Y N 52 L3G C20 C21 DOUB Y N 53 L3G N7 C22 SING N N 54 L3G N7 C23 SING N N 55 L3G N8 C24 SING Y N 56 L3G N8 C25 SING N N 57 L3G C21 C26 SING Y N 58 L3G C21 H21 SING N N 59 L3G C22 C27 SING N N 60 L3G C22 H221 SING N N 61 L3G C22 H222 SING N N 62 L3G C23 C28 SING N N 63 L3G C23 H231 SING N N 64 L3G C23 H232 SING N N 65 L3G C24 C26 DOUB Y N 66 L3G C24 C29 SING Y N 67 L3G C25 H251 SING N N 68 L3G C25 H252 SING N N 69 L3G C25 H253 SING N N 70 L3G C26 C30 SING Y N 71 L3G C27 C10 SING N N 72 L3G C27 H271 SING N N 73 L3G C27 H272 SING N N 74 L3G C28 C10 SING N N 75 L3G C28 H281 SING N N 76 L3G C28 H282 SING N N 77 L3G C29 C31 DOUB Y N 78 L3G C29 H29 SING N N 79 L3G C30 C32 DOUB Y N 80 L3G C30 H30 SING N N 81 L3G C10 H10 SING N N 82 L3G C31 C32 SING Y N 83 L3G C31 H31 SING N N 84 L3G C32 H32 SING N N 85 # 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 L3G SMILES ACDLabs 10.04 "O=C(c2cc1ccccc1n2C)Nc3ccc(cc3OC)c5nn(c4ncnc(N)c45)C7CCN(C6CCOCC6)CC7" L3G SMILES_CANONICAL CACTVS 3.341 "COc1cc(ccc1NC(=O)c2cc3ccccc3n2C)c4nn(C5CCN(CC5)C6CCOCC6)c7ncnc(N)c47" L3G SMILES CACTVS 3.341 "COc1cc(ccc1NC(=O)c2cc3ccccc3n2C)c4nn(C5CCN(CC5)C6CCOCC6)c7ncnc(N)c47" L3G SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "Cn1c2ccccc2cc1C(=O)Nc3ccc(cc3OC)c4c5c(ncnc5n(n4)C6CCN(CC6)C7CCOCC7)N" L3G SMILES "OpenEye OEToolkits" 1.5.0 "Cn1c2ccccc2cc1C(=O)Nc3ccc(cc3OC)c4c5c(ncnc5n(n4)C6CCN(CC6)C7CCOCC7)N" L3G InChI InChI 1.03 "InChI=1S/C32H36N8O3/c1-38-25-6-4-3-5-20(25)17-26(38)32(41)36-24-8-7-21(18-27(24)42-2)29-28-30(33)34-19-35-31(28)40(37-29)23-9-13-39(14-10-23)22-11-15-43-16-12-22/h3-8,17-19,22-23H,9-16H2,1-2H3,(H,36,41)(H2,33,34,35)" L3G InChIKey InChI 1.03 CMFPSTWYLODPNE-UHFFFAOYSA-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 L3G "SYSTEMATIC NAME" ACDLabs 10.04 "N-(4-{4-amino-1-[1-(tetrahydro-2H-pyran-4-yl)piperidin-4-yl]-1H-pyrazolo[3,4-d]pyrimidin-3-yl}-2-methoxyphenyl)-1-methyl-1H-indole-2-carboxamide" L3G "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "N-[4-[4-amino-1-[1-(oxan-4-yl)piperidin-4-yl]pyrazolo[4,5-e]pyrimidin-3-yl]-2-methoxy-phenyl]-1-methyl-indole-2-carboxamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site L3G "Create component" 2005-09-07 EBI L3G "Modify aromatic_flag" 2011-06-04 RCSB L3G "Modify descriptor" 2011-06-04 RCSB #