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                    2008-10-14 
_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 N 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 InChI            InChI                1.02b 
InChI=1/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)/f/h36H,33H2 
L3G InChIKey         InChI                1.02b CMFPSTWYLODPNE-UJTRZNQWCF 
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 
# 
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                      
# 
