data_LI2
# 
_chem_comp.id                                    LI2 
_chem_comp.name                                  3-FLUORO-5-MORPHOLIN-4-YL-N-[3-(2-PYRIDIN-4-YLETHYL)-1H-INDOL-5-YL]BENZAMIDE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C26 H25 F N4 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2004-11-05 
_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                        444.501 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     LI2 
_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        1WBS 
_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 
LI2 F1   F1   F 0 1 N N N 8.318  17.993 37.445 2.747  -2.151 4.875  F1   LI2 1  
LI2 C2   C2   C 0 1 Y N N 7.697  16.847 37.791 1.961  -1.253 4.241  C2   LI2 2  
LI2 C3   C3   C 0 1 Y N N 7.469  16.554 39.131 0.916  -0.650 4.920  C3   LI2 3  
LI2 C4   C4   C 0 1 Y N N 6.800  15.392 39.529 0.104  0.273  4.274  C4   LI2 4  
LI2 C5   C5   C 0 1 Y N N 6.423  14.508 38.510 0.339  0.594  2.945  C5   LI2 5  
LI2 C6   C6   C 0 1 Y N N 6.651  14.793 37.156 1.391  -0.012 2.261  C6   LI2 6  
LI2 C7   C7   C 0 1 Y N N 7.295  15.976 36.794 2.206  -0.936 2.918  C7   LI2 7  
LI2 C8   C8   C 0 1 N N N 6.227  13.811 36.122 1.646  0.323  0.844  C8   LI2 8  
LI2 O9   O9   O 0 1 N N N 5.239  13.131 36.343 0.938  1.131  0.274  O9   LI2 9  
LI2 N10  N10  N 0 1 N N N 7.009  13.681 35.011 2.664  -0.264 0.184  N10  LI2 10 
LI2 C11  C11  C 0 1 Y N N 6.807  12.769 33.956 2.836  -0.033 -1.186 C11  LI2 11 
LI2 C12  C12  C 0 1 Y N N 7.860  11.917 33.582 4.119  -0.002 -1.729 C12  LI2 12 
LI2 C13  C13  C 0 1 Y N N 7.729  11.001 32.553 4.305  0.223  -3.074 C13  LI2 13 
LI2 C14  C14  C 0 1 Y N N 6.535  10.923 31.854 3.208  0.422  -3.905 C14  LI2 14 
LI2 N15  N15  N 0 1 Y N N 6.100  10.127 30.813 3.075  0.664  -5.256 N15  LI2 15 
LI2 C17  C17  C 0 1 Y N N 4.803  10.460 30.502 1.751  0.786  -5.578 C17  LI2 16 
LI2 C18  C18  C 0 1 Y N N 4.371  11.452 31.307 0.996  0.631  -4.479 C18  LI2 17 
LI2 C19  C19  C 0 1 N N N 3.011  12.106 31.305 -0.507 0.693  -4.409 C19  LI2 18 
LI2 C20  C20  C 0 1 N N N 2.204  11.629 32.514 -1.086 -0.705 -4.633 C20  LI2 19 
LI2 C21  C21  C 0 1 Y N N 1.753  10.199 32.349 -2.590 -0.644 -4.563 C21  LI2 20 
LI2 C22  C22  C 0 1 Y N N 0.699  9.862  31.503 -3.344 -0.408 -5.703 C22  LI2 21 
LI2 C23  C23  C 0 1 Y N N 0.319  8.532  31.385 -4.722 -0.359 -5.600 C23  LI2 22 
LI2 N24  N24  N 0 1 Y N N 0.939  7.584  32.077 -5.318 -0.533 -4.437 N24  LI2 23 
LI2 C25  C25  C 0 1 Y N N 1.941  7.870  32.889 -4.632 -0.760 -3.333 C25  LI2 24 
LI2 C26  C26  C 0 1 Y N N 2.377  9.175  33.056 -3.252 -0.828 -3.360 C26  LI2 25 
LI2 C27  C27  C 0 1 Y N N 5.471  11.779 32.217 1.911  0.391  -3.361 C27  LI2 26 
LI2 C28  C28  C 0 1 Y N N 5.613  12.713 33.262 1.732  0.156  -1.996 C28  LI2 27 
LI2 N29  N29  N 0 1 N N N 6.592  15.076 40.908 -0.948 0.879  4.963  N29  LI2 28 
LI2 C30  C30  C 0 1 N N N 5.680  13.952 41.182 -0.929 0.334  6.327  C30  LI2 29 
LI2 C31  C31  C 0 1 N N N 5.833  13.530 42.641 -2.161 0.823  7.090  C31  LI2 30 
LI2 O32  O32  O 0 1 N N N 5.474  14.629 43.495 -3.344 0.331  6.461  O32  LI2 31 
LI2 C33  C33  C 0 1 N N N 6.389  15.708 43.281 -3.390 0.893  5.150  C33  LI2 32 
LI2 C34  C34  C 0 1 N N N 6.320  16.201 41.831 -2.190 0.406  4.337  C34  LI2 33 
LI2 H3   H3   H 0 1 N N N 7.826  17.258 39.902 0.732  -0.898 5.955  H3   LI2 34 
LI2 H5   H5   H 0 1 N N N 5.932  13.558 38.781 -0.291 1.311  2.442  H5   LI2 35 
LI2 H7   H7   H 0 1 N N N 7.480  16.213 35.733 3.022  -1.407 2.392  H7   LI2 36 
LI2 H10  H10  H 0 1 N N N 7.815  14.302 34.938 3.277  -0.846 0.659  H10  LI2 37 
LI2 H12  H12  H 0 1 N N N 8.818  11.980 34.124 4.975  -0.156 -1.089 H12  LI2 38 
LI2 H13  H13  H 0 1 N N N 8.570  10.337 32.291 5.304  0.246  -3.485 H13  LI2 39 
LI2 H15  H15  H 0 1 N N N 6.653  9.407  30.349 3.810  0.737  -5.884 H15  LI2 40 
LI2 H17  H17  H 0 1 N N N 4.202  9.984  29.708 1.370  0.978  -6.570 H17  LI2 41 
LI2 H191 1H19 H 0 0 N N N 2.467  11.939 30.346 -0.811 1.058  -3.428 H191 LI2 42 
LI2 H192 2H19 H 0 0 N N N 3.081  13.218 31.260 -0.880 1.368  -5.180 H192 LI2 43 
LI2 H201 1H20 H 0 0 N N N 1.343  12.307 32.723 -0.782 -1.071 -5.614 H201 LI2 44 
LI2 H202 2H20 H 0 0 N N N 2.770  11.771 33.464 -0.713 -1.380 -3.863 H202 LI2 45 
LI2 H22  H22  H 0 1 N N N 0.171  10.644 30.932 -2.862 -0.264 -6.658 H22  LI2 46 
LI2 H23  H23  H 0 1 N N N -0.508 8.260  30.708 -5.316 -0.176 -6.483 H23  LI2 47 
LI2 H25  H25  H 0 1 N N N 2.439  7.057  33.443 -5.156 -0.897 -2.398 H25  LI2 48 
LI2 H26  H26  H 0 1 N N N 3.210  9.400  33.743 -2.697 -1.014 -2.452 H26  LI2 49 
LI2 H28  H28  H 0 1 N N N 4.783  13.391 33.523 0.738  0.126  -1.576 H28  LI2 50 
LI2 H301 1H30 H 0 0 N N N 5.831  13.102 40.477 -0.938 -0.754 6.283  H301 LI2 51 
LI2 H302 2H30 H 0 0 N N N 4.623  14.189 40.918 -0.028 0.670  6.840  H302 LI2 52 
LI2 H311 1H31 H 0 0 N N N 6.853  13.139 42.863 -2.119 0.461  8.117  H311 LI2 53 
LI2 H312 2H31 H 0 0 N N N 5.255  12.606 42.876 -2.178 1.913  7.091  H312 LI2 54 
LI2 H331 1H33 H 0 0 N N N 6.225  16.538 44.007 -4.312 0.585  4.656  H331 LI2 55 
LI2 H332 2H33 H 0 0 N N N 7.429  15.431 43.574 -3.363 1.980  5.221  H332 LI2 56 
LI2 H341 1H34 H 0 0 N N N 5.352  16.705 41.604 -2.257 0.796  3.322  H341 LI2 57 
LI2 H342 2H34 H 0 0 N N N 6.999  17.067 41.649 -2.189 -0.683 4.308  H342 LI2 58 
# 
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 
LI2 F1  C2   SING N N 1  
LI2 C2  C3   DOUB Y N 2  
LI2 C2  C7   SING Y N 3  
LI2 C3  C4   SING Y N 4  
LI2 C3  H3   SING N N 5  
LI2 C4  C5   DOUB Y N 6  
LI2 C4  N29  SING N N 7  
LI2 C5  C6   SING Y N 8  
LI2 C5  H5   SING N N 9  
LI2 C6  C7   DOUB Y N 10 
LI2 C6  C8   SING N N 11 
LI2 C7  H7   SING N N 12 
LI2 C8  O9   DOUB N N 13 
LI2 C8  N10  SING N N 14 
LI2 N10 C11  SING N N 15 
LI2 N10 H10  SING N N 16 
LI2 C11 C12  DOUB Y N 17 
LI2 C11 C28  SING Y N 18 
LI2 C12 C13  SING Y N 19 
LI2 C12 H12  SING N N 20 
LI2 C13 C14  DOUB Y N 21 
LI2 C13 H13  SING N N 22 
LI2 C14 N15  SING Y N 23 
LI2 C14 C27  SING Y N 24 
LI2 N15 C17  SING Y N 25 
LI2 N15 H15  SING N N 26 
LI2 C17 C18  DOUB Y N 27 
LI2 C17 H17  SING N N 28 
LI2 C18 C19  SING N N 29 
LI2 C18 C27  SING Y N 30 
LI2 C19 C20  SING N N 31 
LI2 C19 H191 SING N N 32 
LI2 C19 H192 SING N N 33 
LI2 C20 C21  SING N N 34 
LI2 C20 H201 SING N N 35 
LI2 C20 H202 SING N N 36 
LI2 C21 C22  DOUB Y N 37 
LI2 C21 C26  SING Y N 38 
LI2 C22 C23  SING Y N 39 
LI2 C22 H22  SING N N 40 
LI2 C23 N24  DOUB Y N 41 
LI2 C23 H23  SING N N 42 
LI2 N24 C25  SING Y N 43 
LI2 C25 C26  DOUB Y N 44 
LI2 C25 H25  SING N N 45 
LI2 C26 H26  SING N N 46 
LI2 C27 C28  DOUB Y N 47 
LI2 C28 H28  SING N N 48 
LI2 N29 C30  SING N N 49 
LI2 N29 C34  SING N N 50 
LI2 C30 C31  SING N N 51 
LI2 C30 H301 SING N N 52 
LI2 C30 H302 SING N N 53 
LI2 C31 O32  SING N N 54 
LI2 C31 H311 SING N N 55 
LI2 C31 H312 SING N N 56 
LI2 O32 C33  SING N N 57 
LI2 C33 C34  SING N N 58 
LI2 C33 H331 SING N N 59 
LI2 C33 H332 SING N N 60 
LI2 C34 H341 SING N N 61 
LI2 C34 H342 SING N N 62 
# 
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 
LI2 SMILES           ACDLabs              10.04 O=C(Nc2cc1c(cnc1cc2)CCc3ccncc3)c4cc(cc(F)c4)N5CCOCC5                                                                                                                     
LI2 InChI            InChI                1.02b InChI=1/C26H25FN4O2/c27-21-13-20(14-23(15-21)31-9-11-33-12-10-31)26(32)30-22-3-4-25-24(16-22)19(17-29-25)2-1-18-5-7-28-8-6-18/h3-8,13-17,29H,1-2,9-12H2,(H,30,32)/f/h30H 
LI2 InChIKey         InChI                1.02b HIUFYIOMUILESI-SREBMQDQCX                                                                                                                                                
LI2 SMILES_CANONICAL CACTVS               3.341 Fc1cc(cc(c1)C(=O)Nc2ccc3[nH]cc(CCc4ccncc4)c3c2)N5CCOCC5                                                                                                                  
LI2 SMILES           CACTVS               3.341 Fc1cc(cc(c1)C(=O)Nc2ccc3[nH]cc(CCc4ccncc4)c3c2)N5CCOCC5                                                                                                                  
LI2 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1cc2c(cc1NC(=O)c3cc(cc(c3)F)N4CCOCC4)c(c[nH]2)CCc5ccncc5                                                                                                                
LI2 SMILES           "OpenEye OEToolkits" 1.5.0 c1cc2c(cc1NC(=O)c3cc(cc(c3)F)N4CCOCC4)c(c[nH]2)CCc5ccncc5                                                                                                                
# 
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 
LI2 "SYSTEMATIC NAME" ACDLabs              10.04 3-fluoro-5-morpholin-4-yl-N-[3-(2-pyridin-4-ylethyl)-1H-indol-5-yl]benzamide 
LI2 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 3-fluoro-5-morpholin-4-yl-N-[3-(2-pyridin-4-ylethyl)-1H-indol-5-yl]benzamide 
# 
