data_L1G
# 
_chem_comp.id                                    L1G 
_chem_comp.name                                  N-(4-{4-AMINO-1-[4-(4-METHYLPIPERAZIN-1-YL)-TRANS-CYCLOHEXYL]-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                               "C33 H39 N9 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2005-09-03 
_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                        593.722 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     L1G 
_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 
L1G C1   C1   C 0 1 Y N N 3.217  63.243 12.874 0.786   -1.549 -0.119 C1   L1G 1  
L1G C2   C2   C 0 1 Y N N 4.276  64.068 12.293 1.160   -2.963 -0.141 C2   L1G 2  
L1G C3   C3   C 0 1 Y N N 1.963  63.665 13.537 -0.592  -1.004 -0.160 C3   L1G 3  
L1G N1   N1   N 0 1 Y N N 3.556  61.997 12.694 1.895   -0.852 -0.050 N1   L1G 4  
L1G C4   C4   C 0 1 Y N N 5.280  63.077 11.741 2.566   -3.004 -0.088 C4   L1G 5  
L1G C5   C5   C 0 1 Y N N 4.578  65.438 12.133 0.455   -4.175 -0.214 C5   L1G 6  
L1G C6   C6   C 0 1 Y N N 1.054  64.507 12.831 -0.899  0.056  -1.012 C6   L1G 7  
L1G C7   C7   C 0 1 Y N N 1.657  63.222 14.843 -1.584  -1.553 0.653  C7   L1G 8  
L1G N2   N2   N 0 1 Y N N 4.767  61.856 12.030 2.998   -1.712 -0.030 N2   L1G 9  
L1G N3   N3   N 0 1 Y N N 6.385  63.542 11.125 3.171   -4.191 -0.099 N3   L1G 10 
L1G N4   N4   N 0 1 Y N N 5.728  65.768 11.493 1.149   -5.309 -0.220 N4   L1G 11 
L1G N5   N5   N 0 1 N N N 3.738  66.428 12.602 -0.925  -4.190 -0.273 N5   L1G 12 
L1G C8   C8   C 0 1 Y N N -0.169 64.915 13.424 -2.185  0.561  -1.048 C8   L1G 13 
L1G C9   C9   C 0 1 Y N N 0.452  63.617 15.439 -2.866  -1.046 0.615  C9   L1G 14 
L1G C10  C10  C 0 1 N N N 5.360  60.548 11.713 4.399   -1.291 0.043  C10  L1G 15 
L1G C11  C11  C 0 1 Y N N 6.593  64.846 11.009 2.469   -5.302 -0.164 C11  L1G 16 
L1G C12  C12  C 0 1 Y N N -0.475 64.469 14.729 -3.172  0.013  -0.229 C12  L1G 17 
L1G O1   O1   O 0 1 N N N -1.086 65.736 12.793 -2.487  1.596  -1.877 O1   L1G 18 
L1G C13  C13  C 0 1 N N N 5.815  59.848 13.025 4.732   -0.416 -1.167 C13  L1G 19 
L1G C14  C14  C 0 1 N N N 4.300  59.707 10.986 4.625   -0.493 1.328  C14  L1G 20 
L1G N6   N6   N 0 1 N N N -1.693 64.866 15.312 -4.474  0.524  -0.265 N6   L1G 21 
L1G C15  C15  C 0 1 N N N -0.666 66.136 11.480 -1.284  1.934  -2.570 C15  L1G 22 
L1G C16  C16  C 0 1 N N N 6.407  58.467 12.701 6.195   0.024  -1.091 C16  L1G 23 
L1G C17  C17  C 0 1 N N N 4.840  58.311 10.666 6.089   -0.053 1.404  C17  L1G 24 
L1G C18  C18  C 0 1 N N N -1.821 65.349 16.573 -5.319  0.290  0.758  C18  L1G 25 
L1G C19  C19  C 0 1 N N N 5.304  57.604 11.999 6.422   0.823  0.194  C19  L1G 26 
L1G C20  C20  C 0 1 Y N N -3.153 65.697 17.076 -6.726  0.703  0.659  C20  L1G 27 
L1G O2   O2   O 0 1 N N N -0.853 65.475 17.304 -4.916  -0.263 1.765  O2   L1G 28 
L1G N7   N7   N 0 1 N N N 5.787  56.207 11.644 7.827   1.245  0.267  N7   L1G 29 
L1G N8   N8   N 0 1 Y N N -3.456 66.720 17.971 -7.335  1.205  -0.474 N8   L1G 30 
L1G C21  C21  C 0 1 Y N N -4.294 65.043 16.730 -7.634  0.658  1.670  C21  L1G 31 
L1G C22  C22  C 0 1 N N N 6.912  56.244 10.663 7.948   2.103  1.452  C22  L1G 32 
L1G C23  C23  C 0 1 N N N 6.215  55.495 12.895 8.073   2.097  -0.903 C23  L1G 33 
L1G C24  C24  C 0 1 Y N N -4.817 66.710 18.202 -8.653  1.475  -0.187 C24  L1G 34 
L1G C25  C25  C 0 1 N N N -2.489 67.655 18.579 -6.686  1.414  -1.771 C25  L1G 35 
L1G C26  C26  C 0 1 Y N N -5.374 65.649 17.418 -8.865  1.140  1.165  C26  L1G 36 
L1G C27  C27  C 0 1 N N N 7.337  54.800 10.315 9.362   2.681  1.525  C27  L1G 37 
L1G C28  C28  C 0 1 N N N 6.678  54.064 12.538 9.486   2.675  -0.830 C28  L1G 38 
L1G C29  C29  C 0 1 Y N N -5.680 67.505 19.013 -9.708  1.981  -0.940 C29  L1G 39 
L1G C30  C30  C 0 1 Y N N -6.783 65.400 17.456 -10.133 1.321  1.733  C30  L1G 40 
L1G N9   N9   N 0 1 N N N 7.793  54.105 11.543 9.608   3.533  0.355  N9   L1G 41 
L1G C31  C31  C 0 1 Y N N -7.062 67.242 19.037 -10.945 2.151  -0.359 C31  L1G 42 
L1G C32  C32  C 0 1 Y N N -7.605 66.195 18.260 -11.152 1.820  0.974  C32  L1G 43 
L1G C33  C33  C 0 1 N N N 8.214  52.721 11.209 11.013  3.956  0.428  C33  L1G 44 
L1G H6   H6   H 0 1 N N N 1.299  64.838 11.833 -0.132  0.482  -1.643 H6   L1G 45 
L1G H7   H7   H 0 1 N N N 2.346  62.584 15.377 -1.347  -2.374 1.313  H7   L1G 46 
L1G H5N1 1H5N H 0 0 N N N 4.183  67.318 12.502 -1.406  -5.026 -0.168 H5N1 L1G 47 
L1G H5N2 2H5N H 0 0 N N N 3.535  66.264 13.567 -1.413  -3.364 -0.418 H5N2 L1G 48 
L1G H9   H9   H 0 1 N N N 0.214  63.282 16.438 -3.633  -1.472 1.245  H9   L1G 49 
L1G H10  H10  H 0 1 N N N 6.242  60.667 11.067 5.043   -2.171 0.043  H10  L1G 50 
L1G H11  H11  H 0 1 N N N 7.488  65.186 10.509 2.993   -6.246 -0.171 H11  L1G 51 
L1G H131 1H13 H 0 0 N N N 4.948  59.724 13.690 4.571   -0.985 -2.083 H131 L1G 52 
L1G H132 2H13 H 0 0 N N N 6.579  60.465 13.521 4.088   0.463  -1.168 H132 L1G 53 
L1G H141 1H14 H 0 0 N N N 4.036  60.209 10.043 3.981   0.387  1.327  H141 L1G 54 
L1G H142 2H14 H 0 0 N N N 3.415  59.610 11.631 4.388   -1.116 2.190  H142 L1G 55 
L1G HA   HA   H 0 1 N N N -2.522 64.786 14.758 -4.768  1.047  -1.027 HA   L1G 56 
L1G H151 1H15 H 0 0 N N N 0.011  65.375 11.064 -0.520  2.226  -1.850 H151 L1G 57 
L1G H152 2H15 H 0 0 N N N -0.141 67.101 11.541 -0.937  1.071  -3.138 H152 L1G 58 
L1G H153 3H15 H 0 0 N N N -1.546 66.238 10.828 -1.477  2.763  -3.251 H153 L1G 59 
L1G H161 1H16 H 0 0 N N N 6.738  57.973 13.627 6.840   -0.855 -1.091 H161 L1G 60 
L1G H162 2H16 H 0 0 N N N 7.273  58.581 12.032 6.433   0.648  -1.953 H162 L1G 61 
L1G H171 1H17 H 0 0 N N N 5.697  58.399 9.982  6.733   -0.932 1.404  H171 L1G 62 
L1G H172 2H17 H 0 0 N N N 4.049  57.713 10.191 6.250   0.516  2.320  H172 L1G 63 
L1G H19  H19  H 0 1 N N N 4.475  57.513 12.716 5.778   1.702  0.194  H19  L1G 64 
L1G H21  H21  H 0 1 N N N -4.365 64.207 16.049 -7.449  0.314  2.677  H21  L1G 65 
L1G H221 1H22 H 0 0 N N N 7.765  56.782 11.102 7.226   2.917  1.387  H221 L1G 66 
L1G H222 2H22 H 0 0 N N N 6.585  56.761 9.749  7.750   1.514  2.348  H222 L1G 67 
L1G H231 1H23 H 0 0 N N N 5.369  55.443 13.596 7.970   1.504  -1.811 H231 L1G 68 
L1G H232 2H23 H 0 0 N N N 7.045  56.043 13.364 7.348   2.911  -0.918 H232 L1G 69 
L1G H251 1H25 H 0 0 N N N -2.043 67.192 19.472 -6.176  2.377  -1.771 H251 L1G 70 
L1G H252 2H25 H 0 0 N N N -3.007 68.582 18.866 -5.960  0.619  -1.945 H252 L1G 71 
L1G H253 3H25 H 0 0 N N N -1.697 67.888 17.852 -7.437  1.400  -2.560 H253 L1G 72 
L1G H271 1H27 H 0 0 N N N 8.159  54.827 9.585  9.465   3.275  2.434  H271 L1G 73 
L1G H272 2H27 H 0 0 N N N 6.480  54.260 9.886  10.087  1.868  1.540  H272 L1G 74 
L1G H281 1H28 H 0 0 N N N 5.831  53.515 12.100 9.684   3.264  -1.726 H281 L1G 75 
L1G H282 2H28 H 0 0 N N N 7.029  53.561 13.451 10.208  1.862  -0.764 H282 L1G 76 
L1G H29  H29  H 0 1 N N N -5.273 68.309 19.609 -9.557  2.241  -1.977 H29  L1G 77 
L1G H30  H30  H 0 1 N N N -7.209 64.602 16.866 -10.303 1.067  2.769  H30  L1G 78 
L1G H31  H31  H 0 1 N N N -7.712 67.845 19.654 -11.762 2.544  -0.945 H31  L1G 79 
L1G H32  H32  H 0 1 N N N -8.668 66.006 18.287 -12.128 1.958  1.414  H32  L1G 80 
L1G H331 1H33 H 0 0 N N N 7.456  52.010 11.571 11.658  3.077  0.411  H331 L1G 81 
L1G H332 2H33 H 0 0 N N N 9.179  52.505 11.690 11.245  4.594  -0.424 H332 L1G 82 
L1G H333 3H33 H 0 0 N N N 8.318  52.622 10.118 11.178  4.509  1.353  H333 L1G 83 
# 
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 
L1G C1  C2   SING Y N 1  
L1G C1  C3   SING N N 2  
L1G C1  N1   DOUB Y N 3  
L1G C2  C4   DOUB Y N 4  
L1G C2  C5   SING Y N 5  
L1G C3  C6   DOUB Y N 6  
L1G C3  C7   SING Y N 7  
L1G N1  N2   SING Y N 8  
L1G C4  N2   SING Y N 9  
L1G C4  N3   SING Y N 10 
L1G C5  N4   DOUB Y N 11 
L1G C5  N5   SING N N 12 
L1G C6  C8   SING Y N 13 
L1G C6  H6   SING N N 14 
L1G C7  C9   DOUB Y N 15 
L1G C7  H7   SING N N 16 
L1G N2  C10  SING N N 17 
L1G N3  C11  DOUB Y N 18 
L1G N4  C11  SING Y N 19 
L1G N5  H5N1 SING N N 20 
L1G N5  H5N2 SING N N 21 
L1G C8  C12  DOUB Y N 22 
L1G C8  O1   SING N N 23 
L1G C9  C12  SING Y N 24 
L1G C9  H9   SING N N 25 
L1G C10 C13  SING N N 26 
L1G C10 C14  SING N N 27 
L1G C10 H10  SING N N 28 
L1G C11 H11  SING N N 29 
L1G C12 N6   SING N N 30 
L1G O1  C15  SING N N 31 
L1G C13 C16  SING N N 32 
L1G C13 H131 SING N N 33 
L1G C13 H132 SING N N 34 
L1G C14 C17  SING N N 35 
L1G C14 H141 SING N N 36 
L1G C14 H142 SING N N 37 
L1G N6  C18  SING N N 38 
L1G N6  HA   SING N N 39 
L1G C15 H151 SING N N 40 
L1G C15 H152 SING N N 41 
L1G C15 H153 SING N N 42 
L1G C16 C19  SING N N 43 
L1G C16 H161 SING N N 44 
L1G C16 H162 SING N N 45 
L1G C17 C19  SING N N 46 
L1G C17 H171 SING N N 47 
L1G C17 H172 SING N N 48 
L1G C18 C20  SING N N 49 
L1G C18 O2   DOUB N N 50 
L1G C19 N7   SING N N 51 
L1G C19 H19  SING N N 52 
L1G C20 N8   SING Y N 53 
L1G C20 C21  DOUB Y N 54 
L1G N7  C22  SING N N 55 
L1G N7  C23  SING N N 56 
L1G N8  C24  SING Y N 57 
L1G N8  C25  SING N N 58 
L1G C21 C26  SING Y N 59 
L1G C21 H21  SING N N 60 
L1G C22 C27  SING N N 61 
L1G C22 H221 SING N N 62 
L1G C22 H222 SING N N 63 
L1G C23 C28  SING N N 64 
L1G C23 H231 SING N N 65 
L1G C23 H232 SING N N 66 
L1G C24 C26  DOUB Y N 67 
L1G C24 C29  SING Y N 68 
L1G C25 H251 SING N N 69 
L1G C25 H252 SING N N 70 
L1G C25 H253 SING N N 71 
L1G C26 C30  SING Y N 72 
L1G C27 N9   SING N N 73 
L1G C27 H271 SING N N 74 
L1G C27 H272 SING N N 75 
L1G C28 N9   SING N N 76 
L1G C28 H281 SING N N 77 
L1G C28 H282 SING N N 78 
L1G C29 C31  DOUB Y N 79 
L1G C29 H29  SING N N 80 
L1G C30 C32  DOUB Y N 81 
L1G C30 H30  SING N N 82 
L1G N9  C33  SING N N 83 
L1G C31 C32  SING Y N 84 
L1G C31 H31  SING N N 85 
L1G C32 H32  SING N N 86 
L1G C33 H331 SING N N 87 
L1G C33 H332 SING N N 88 
L1G C33 H333 SING N N 89 
# 
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 
L1G SMILES           ACDLabs              10.04 O=C(c2cc1ccccc1n2C)Nc3ccc(cc3OC)c5nn(c4ncnc(N)c45)C7CCC(N6CCN(CC6)C)CC7 
L1G InChI            InChI                1.02b 
InChI=1/C33H39N9O2/c1-39-14-16-41(17-15-39)23-9-11-24(12-10-23)42-32-29(31(34)35-20-36-32)30(38-42)22-8-13-25(28(19-22)44-3)37-33(43)27-18-21-6-4-5-7-26(21)40(27)2/h4-8,13,18-20,23-24H,9-12,14-17H2,1-3H3,(H,37,43)(H2,34,35,36)/t23-,24-/f/h37H,34H2 
L1G InChIKey         InChI                1.02b STVKLDUINKMZFE-JKWRRADFDU 
L1G SMILES_CANONICAL CACTVS               3.341 COc1cc(ccc1NC(=O)c2cc3ccccc3n2C)c4nn([C@H]5CC[C@@H](CC5)N6CCN(C)CC6)c7ncnc(N)c47 
L1G SMILES           CACTVS               3.341 COc1cc(ccc1NC(=O)c2cc3ccccc3n2C)c4nn([CH]5CC[CH](CC5)N6CCN(C)CC6)c7ncnc(N)c47 
L1G SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 Cn1c2ccccc2cc1C(=O)Nc3ccc(cc3OC)c4c5c(ncnc5n(n4)C6CCC(CC6)N7CCN(CC7)C)N 
L1G SMILES           "OpenEye OEToolkits" 1.5.0 Cn1c2ccccc2cc1C(=O)Nc3ccc(cc3OC)c4c5c(ncnc5n(n4)C6CCC(CC6)N7CCN(CC7)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 
L1G "SYSTEMATIC NAME" ACDLabs              10.04 N-(4-{4-amino-1-[trans-4-(4-methylpiperazin-1-yl)cyclohexyl]-1H-pyrazolo[3,4-d]pyrimidin-3-yl}-2-methoxyphenyl)-1-methyl-1H-indole-2-carboxamide 
L1G "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 N-[4-[4-amino-1-[4-(4-methylpiperazin-1-yl)cyclohexyl]pyrazolo[4,5-e]pyrimidin-3-yl]-2-methoxy-phenyl]-1-methyl-indole-2-carboxamide             
# 
