data_L2G
# 
_chem_comp.id                                    L2G 
_chem_comp.name                                  N-(4-{1-[4-(4-ACETYLPIPERAZIN-1-YL)-TRANS-CYCLOHEXYL]-4-AMINO-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                               "C34 H39 N9 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2005-09-06 
_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                        621.732 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     L2G 
_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 
L2G C1   C1   C 0 1 Y N N 2.978  63.027 13.370 0.195   -1.796 -0.115 C1   L2G 1  
L2G C2   C2   C 0 1 Y N N 4.178  63.799 12.910 0.477   -3.231 -0.126 C2   L2G 2  
L2G C3   C3   C 0 1 Y N N 1.708  63.553 13.942 -1.145  -1.164 -0.157 C3   L2G 3  
L2G N1   N1   N 0 1 Y N N 3.228  61.755 13.147 1.348   -1.171 -0.055 N1   L2G 4  
L2G C4   C4   C 0 1 Y N N 5.129  62.820 12.443 1.878   -3.363 -0.075 C4   L2G 5  
L2G C5   C5   C 0 1 Y N N 4.574  65.206 12.887 -0.305  -4.397 -0.187 C5   L2G 6  
L2G C6   C6   C 0 1 Y N N 0.914  64.433 13.172 -1.384  -0.093 -1.017 C6   L2G 7  
L2G C7   C7   C 0 1 Y N N 1.279  63.163 15.242 -2.168  -1.641 0.662  C7   L2G 8  
L2G N2   N2   N 0 1 Y N N 4.503  61.593 12.575 2.392   -2.101 -0.029 N2   L2G 9  
L2G N3   N3   N 0 1 Y N N 6.336  63.246 11.932 2.405   -4.587 -0.077 N3   L2G 10 
L2G N4   N4   N 0 1 Y N N 5.802  65.515 12.370 0.315   -5.573 -0.184 N4   L2G 11 
L2G N5   N5   N 0 1 N N N 3.703  66.195 13.342 -1.683  -4.322 -0.242 N5   L2G 12 
L2G C8   C8   C 0 1 Y N N -0.309 64.932 13.676 -2.636  0.494  -1.055 C8   L2G 13 
L2G C9   C9   C 0 1 Y N N 0.065  63.652 15.752 -3.415  -1.053 0.622  C9   L2G 14 
L2G C10  C10  C 0 1 N N N 5.086  60.315 12.221 3.818   -1.771 0.037  C10  L2G 15 
L2G C11  C11  C 0 1 Y N N 6.656  64.555 11.925 1.633   -5.650 -0.131 C11  L2G 16 
L2G C12  C12  C 0 1 Y N N -0.738 64.540 14.970 -3.654  0.017  -0.230 C12  L2G 17 
L2G O1   O1   O 0 1 N N N -1.108 65.799 12.941 -2.872  1.540  -1.892 O1   L2G 18 
L2G C13  C13  C 0 1 N N N 5.363  59.536 13.519 4.204   -0.929 -1.181 C13  L2G 19 
L2G C14  C14  C 0 1 N N N 4.096  59.539 11.327 4.099   -0.978 1.315  C14  L2G 20 
L2G N6   N6   N 0 1 N N N -1.967 65.039 15.450 -4.920  0.611  -0.268 N6   L2G 21 
L2G C15  C15  C 0 1 N N N -0.886 65.640 11.530 -1.651  1.794  -2.589 C15  L2G 22 
L2G C16  C16  C 0 1 N N N 6.041  58.209 13.156 5.693   -0.584 -1.112 C16  L2G 23 
L2G C17  C17  C 0 1 N N N 4.720  58.186 10.952 5.588   -0.633 1.384  C17  L2G 24 
L2G C18  C18  C 0 1 N N N -2.183 65.452 16.722 -5.776  0.440  0.759  C18  L2G 25 
L2G C19  C19  C 0 1 N N N 5.072  57.396 12.259 5.973   0.209  0.166  C19  L2G 26 
L2G C20  C20  C 0 1 Y N N -3.555 65.736 17.146 -7.154  0.942  0.659  C20  L2G 27 
L2G O2   O2   O 0 1 N N N -1.272 65.586 17.518 -5.408  -0.131 1.769  O2   L2G 28 
L2G N7   N7   N 0 1 N N N 5.700  56.062 11.979 7.403   0.541  0.233  N7   L2G 29 
L2G N8   N8   N 0 1 Y N N -3.963 66.838 17.907 -7.732  1.473  -0.477 N8   L2G 30 
L2G C21  C21  C 0 1 Y N N -4.644 64.947 16.850 -8.060  0.964  1.672  C21  L2G 31 
L2G C22  C22  C 0 1 N N N 6.809  56.203 10.976 7.583   1.398  1.410  C22  L2G 32 
L2G C23  C23  C 0 1 N N N 4.629  55.164 11.467 7.703   1.352  -0.952 C23  L2G 33 
L2G C24  C24  C 0 1 Y N N -5.330 66.751 18.108 -9.029  1.830  -0.189 C24  L2G 34 
L2G C25  C25  C 0 1 N N N -3.090 67.927 18.431 -7.074  1.628  -1.777 C25  L2G 35 
L2G C26  C26  C 0 1 Y N N -5.792 65.549 17.434 -9.259  1.521  1.166  C26  L2G 36 
L2G C27  C27  C 0 1 N N N 7.460  54.836 10.713 9.063   1.765  1.556  C27  L2G 37 
L2G C28  C28  C 0 1 N N N 5.190  53.757 11.173 9.191   1.716  -0.961 C28  L2G 38 
L2G C29  C29  C 0 1 Y N N -6.281 67.583 18.799 -10.051 2.397  -0.945 C29  L2G 39 
L2G C30  C30  C 0 1 Y N N -7.182 65.197 17.472 -10.511 1.788  1.735  C30  L2G 40 
L2G N9   N9   N 0 1 N N N 6.412  53.881 10.289 9.511   2.396  0.304  N9   L2G 41 
L2G C31  C31  C 0 1 Y N N -7.635 67.216 18.822 -11.273 2.651  -0.362 C31  L2G 42 
L2G C32  C32  C 0 1 Y N N -8.076 66.030 18.157 -11.497 2.345  0.974  C32  L2G 43 
L2G C33  C33  C 0 1 N N N 6.685  52.925 9.374  10.193  3.559  0.316  C33  L2G 44 
L2G C34  C34  C 0 1 N N N 6.559  53.224 7.899  10.529  4.248  -0.981 C34  L2G 45 
L2G O3   O3   O 0 1 N N N 7.037  51.824 9.740  10.535  4.050  1.371  O3   L2G 46 
L2G H6   H6   H 0 1 N N N 1.245  64.728 12.187 -0.593  0.278  -1.653 H6   L2G 47 
L2G H7   H7   H 0 1 N N N 1.885  62.493 15.834 -1.983  -2.471 1.328  H7   L2G 48 
L2G H5N1 1H5N H 0 0 N N N 4.132  67.092 13.236 -2.217  -5.124 -0.128 H5N1 L2G 49 
L2G H5N2 2H5N H 0 0 N N N 3.494  66.038 14.307 -2.117  -3.468 -0.395 H5N2 L2G 50 
L2G H9   H9   H 0 1 N N N -0.263 63.356 16.738 -4.206  -1.424 1.256  H9   L2G 51 
L2G H10  H10  H 0 1 N N N 6.027  60.453 11.667 4.404   -2.690 0.044  H10  L2G 52 
L2G H11  H11  H 0 1 N N N 7.625  64.852 11.553 2.095   -6.626 -0.131 H11  L2G 53 
L2G H131 1H13 H 0 0 N N N 4.419  59.343 14.050 4.004   -1.494 -2.091 H131 L2G 54 
L2G H132 2H13 H 0 0 N N N 6.023  60.125 14.173 3.618   -0.010 -1.188 H132 L2G 55 
L2G H141 1H14 H 0 0 N N N 3.885  60.117 10.415 3.513   -0.059 1.308  H141 L2G 56 
L2G H142 2H14 H 0 0 N N N 3.155  59.374 11.873 3.824   -1.577 2.183  H142 L2G 57 
L2G HA   HA   H 0 1 N N N -2.731 65.091 14.807 -5.182  1.146  -1.034 HA   L2G 58 
L2G H151 1H15 H 0 0 N N N -0.333 64.707 11.349 -1.792  2.629  -3.276 H151 L2G 59 
L2G H152 2H15 H 0 0 N N N -0.302 66.492 11.153 -0.868  2.042  -1.873 H152 L2G 60 
L2G H153 3H15 H 0 0 N N N -1.854 65.599 11.008 -1.362  0.906  -3.151 H153 L2G 61 
L2G H161 1H16 H 0 0 N N N 6.277  57.642 14.069 6.279   -1.503 -1.105 H161 L2G 62 
L2G H162 2H16 H 0 0 N N N 6.978  58.404 12.613 5.967   0.016  -1.979 H162 L2G 63 
L2G H171 1H17 H 0 0 N N N 5.635  58.353 10.366 6.174   -1.552 1.391  H171 L2G 64 
L2G H172 2H17 H 0 0 N N N 4.004  57.605 10.353 5.788   -0.067 2.295  H172 L2G 65 
L2G H19  H19  H 0 1 N N N 4.115  57.233 12.776 5.387   1.128  0.160  H19  L2G 66 
L2G H21  H21  H 0 1 N N N -4.629 64.032 16.276 -7.895  0.618  2.682  H21  L2G 67 
L2G H221 1H22 H 0 0 N N N 7.568  56.893 11.373 6.993   2.308  1.289  H221 L2G 68 
L2G H222 2H22 H 0 0 N N N 6.399  56.597 10.034 7.250   0.866  2.301  H222 L2G 69 
L2G H231 1H23 H 0 0 N N N 4.228  55.587 10.534 7.463   0.785  -1.851 H231 L2G 70 
L2G H232 2H23 H 0 0 N N N 3.836  55.083 12.225 7.107   2.264  -0.928 H232 L2G 71 
L2G H251 1H25 H 0 0 N N N -3.604 68.893 18.321 -6.503  2.556  -1.787 H251 L2G 72 
L2G H252 2H25 H 0 0 N N N -2.147 67.946 17.864 -6.402  0.786  -1.946 H252 L2G 73 
L2G H253 3H25 H 0 0 N N N -2.875 67.746 19.494 -7.827  1.655  -2.565 H253 L2G 74 
L2G H271 1H27 H 0 0 N N N 7.947  54.472 11.630 9.188   2.463  2.384  H271 L2G 75 
L2G H272 2H27 H 0 0 N N N 8.216  54.932 9.920  9.647   0.865  1.743  H272 L2G 76 
L2G H281 1H28 H 0 0 N N N 4.425  53.155 10.662 9.401   2.382  -1.799 H281 L2G 77 
L2G H282 2H28 H 0 0 N N N 5.468  53.267 12.118 9.790   0.810  -1.053 H282 L2G 78 
L2G H29  H29  H 0 1 N N N -5.954 68.484 19.297 -9.886  2.637  -1.985 H29  L2G 79 
L2G H30  H30  H 0 1 N N N -7.534 64.303 16.980 -10.695 1.554  2.773  H30  L2G 80 
L2G H31  H31  H 0 1 N N N -8.349 67.834 19.346 -12.064 3.091  -0.951 H31  L2G 81 
L2G H32  H32  H 0 1 N N N -9.124 65.770 18.183 -12.461 2.551  1.415  H32  L2G 82 
L2G H341 1H34 H 0 0 N N N 5.633  52.774 7.512  10.063  3.713  -1.808 H341 L2G 83 
L2G H342 2H34 H 0 0 N N N 7.423  52.803 7.365  10.156  5.273  -0.955 H342 L2G 84 
L2G H343 3H34 H 0 0 N N N 6.528  54.313 7.746  11.610  4.258  -1.117 H343 L2G 85 
# 
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 
L2G C1  C2   SING Y N 1  
L2G C1  C3   SING N N 2  
L2G C1  N1   DOUB Y N 3  
L2G C2  C4   DOUB Y N 4  
L2G C2  C5   SING Y N 5  
L2G C3  C6   DOUB Y N 6  
L2G C3  C7   SING Y N 7  
L2G N1  N2   SING Y N 8  
L2G C4  N2   SING Y N 9  
L2G C4  N3   SING Y N 10 
L2G C5  N4   DOUB Y N 11 
L2G C5  N5   SING N N 12 
L2G C6  C8   SING Y N 13 
L2G C6  H6   SING N N 14 
L2G C7  C9   DOUB Y N 15 
L2G C7  H7   SING N N 16 
L2G N2  C10  SING N N 17 
L2G N3  C11  DOUB Y N 18 
L2G N4  C11  SING Y N 19 
L2G N5  H5N1 SING N N 20 
L2G N5  H5N2 SING N N 21 
L2G C8  C12  DOUB Y N 22 
L2G C8  O1   SING N N 23 
L2G C9  C12  SING Y N 24 
L2G C9  H9   SING N N 25 
L2G C10 C13  SING N N 26 
L2G C10 C14  SING N N 27 
L2G C10 H10  SING N N 28 
L2G C11 H11  SING N N 29 
L2G C12 N6   SING N N 30 
L2G O1  C15  SING N N 31 
L2G C13 C16  SING N N 32 
L2G C13 H131 SING N N 33 
L2G C13 H132 SING N N 34 
L2G C14 C17  SING N N 35 
L2G C14 H141 SING N N 36 
L2G C14 H142 SING N N 37 
L2G N6  C18  SING N N 38 
L2G N6  HA   SING N N 39 
L2G C15 H151 SING N N 40 
L2G C15 H152 SING N N 41 
L2G C15 H153 SING N N 42 
L2G C16 C19  SING N N 43 
L2G C16 H161 SING N N 44 
L2G C16 H162 SING N N 45 
L2G C17 C19  SING N N 46 
L2G C17 H171 SING N N 47 
L2G C17 H172 SING N N 48 
L2G C18 C20  SING N N 49 
L2G C18 O2   DOUB N N 50 
L2G C19 N7   SING N N 51 
L2G C19 H19  SING N N 52 
L2G C20 N8   SING Y N 53 
L2G C20 C21  DOUB Y N 54 
L2G N7  C22  SING N N 55 
L2G N7  C23  SING N N 56 
L2G N8  C24  SING Y N 57 
L2G N8  C25  SING N N 58 
L2G C21 C26  SING Y N 59 
L2G C21 H21  SING N N 60 
L2G C22 C27  SING N N 61 
L2G C22 H221 SING N N 62 
L2G C22 H222 SING N N 63 
L2G C23 C28  SING N N 64 
L2G C23 H231 SING N N 65 
L2G C23 H232 SING N N 66 
L2G C24 C26  DOUB Y N 67 
L2G C24 C29  SING Y N 68 
L2G C25 H251 SING N N 69 
L2G C25 H252 SING N N 70 
L2G C25 H253 SING N N 71 
L2G C26 C30  SING Y N 72 
L2G C27 N9   SING N N 73 
L2G C27 H271 SING N N 74 
L2G C27 H272 SING N N 75 
L2G C28 N9   SING N N 76 
L2G C28 H281 SING N N 77 
L2G C28 H282 SING N N 78 
L2G C29 C31  DOUB Y N 79 
L2G C29 H29  SING N N 80 
L2G C30 C32  DOUB Y N 81 
L2G C30 H30  SING N N 82 
L2G N9  C33  SING N N 83 
L2G C31 C32  SING Y N 84 
L2G C31 H31  SING N N 85 
L2G C32 H32  SING N N 86 
L2G C33 C34  SING N N 87 
L2G C33 O3   DOUB N N 88 
L2G C34 H341 SING N N 89 
L2G C34 H342 SING N N 90 
L2G C34 H343 SING N N 91 
# 
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 
L2G SMILES           ACDLabs              10.04 O=C(c2cc1ccccc1n2C)Nc3ccc(cc3OC)c5nn(c4ncnc(N)c45)C7CCC(N6CCN(C(=O)C)CC6)CC7 
L2G InChI            InChI                1.02b 
InChI=1/C34H39N9O3/c1-21(44)41-14-16-42(17-15-41)24-9-11-25(12-10-24)43-33-30(32(35)36-20-37-33)31(39-43)23-8-13-26(29(19-23)46-3)38-34(45)28-18-22-6-4-5-7-27(22)40(28)2/h4-8,13,18-20,24-25H,9-12,14-17H2,1-3H3,(H,38,45)(H2,35,36,37)/t24-,25-/f/h38H,35H2 
L2G InChIKey         InChI                1.02b ZMNWFTYYYCSSTF-OAXRBSTODI 
L2G SMILES_CANONICAL CACTVS               3.341 COc1cc(ccc1NC(=O)c2cc3ccccc3n2C)c4nn([C@H]5CC[C@@H](CC5)N6CCN(CC6)C(C)=O)c7ncnc(N)c47 
L2G SMILES           CACTVS               3.341 COc1cc(ccc1NC(=O)c2cc3ccccc3n2C)c4nn([CH]5CC[CH](CC5)N6CCN(CC6)C(C)=O)c7ncnc(N)c47 
L2G SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC(=O)N1CCN(CC1)C2CCC(CC2)n3c4c(c(n3)c5ccc(c(c5)OC)NC(=O)c6cc7ccccc7n6C)c(ncn4)N 
L2G SMILES           "OpenEye OEToolkits" 1.5.0 CC(=O)N1CCN(CC1)C2CCC(CC2)n3c4c(c(n3)c5ccc(c(c5)OC)NC(=O)c6cc7ccccc7n6C)c(ncn4)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 
L2G "SYSTEMATIC NAME" ACDLabs              10.04 N-(4-{1-[trans-4-(4-acetylpiperazin-1-yl)cyclohexyl]-4-amino-1H-pyrazolo[3,4-d]pyrimidin-3-yl}-2-methoxyphenyl)-1-methyl-1H-indole-2-carboxamide 
L2G "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 N-[4-[4-amino-1-[4-(4-ethanoylpiperazin-1-yl)cyclohexyl]pyrazolo[4,5-e]pyrimidin-3-yl]-2-methoxy-phenyl]-1-methyl-indole-2-carboxamide           
# 
