data_LI8
# 
_chem_comp.id                                    LI8 
_chem_comp.name                                  N-(3-{[5-BROMO-2-({3-[(PYRROLIDIN-1-YLCARBONYL)AMINO]PHENYL}AMINO)PYRIMIDIN-4-YL]AMINO}PROPYL)-2,2-DIMETHYLMALONAMIDE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C23 H31 Br N8 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2005-03-21 
_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                        547.448 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     LI8 
_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        1Z5M 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  RCSB 
# 
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 
LI8 C1   C1   C  0 1 Y N N -8.746  43.496 43.496 0.173   3.289  0.322  C1   LI8 1  
LI8 C2   C2   C  0 1 Y N N -7.390  43.556 43.964 0.696   2.026  0.034  C2   LI8 2  
LI8 N3   N3   N  0 1 Y N N -6.770  42.383 44.231 -0.126  1.066  -0.376 N3   LI8 3  
LI8 C4   C4   C  0 1 Y N N -7.361  41.177 44.069 -1.422  1.301  -0.515 C4   LI8 4  
LI8 N5   N5   N  0 1 Y N N -8.625  41.134 43.613 -1.945  2.490  -0.254 N5   LI8 5  
LI8 C6   C6   C  0 1 Y N N -9.323  42.238 43.329 -1.184  3.493  0.159  C6   LI8 6  
LI8 BR7  BR7  BR 0 0 N N N -9.806  44.989 43.127 1.298   4.691  0.910  BR7  LI8 7  
LI8 N8   N8   N  0 1 N N N -6.768  40.008 44.326 -2.252  0.278  -0.944 N8   LI8 8  
LI8 C10  C10  C  0 1 Y N N -5.572  39.760 44.874 -3.600  0.537  -1.214 C10  LI8 9  
LI8 C11  C11  C  0 1 Y N N -4.462  40.667 44.893 -4.570  -0.386 -0.852 C11  LI8 10 
LI8 C12  C12  C  0 1 Y N N -3.241  40.299 45.507 -5.907  -0.122 -1.116 C12  LI8 11 
LI8 C13  C13  C  0 1 Y N N -3.141  39.003 46.100 -6.268  1.059  -1.751 C13  LI8 12 
LI8 C14  C14  C  0 1 Y N N -4.225  38.102 46.086 -5.298  1.974  -2.116 C14  LI8 13 
LI8 C15  C15  C  0 1 Y N N -5.434  38.491 45.478 -3.967  1.717  -1.849 C15  LI8 14 
LI8 N16  N16  N  0 1 N N N -2.236  41.205 45.526 -6.889  -1.048 -0.747 N16  LI8 15 
LI8 C18  C18  C  0 1 N N N -0.994  41.096 45.057 -6.765  -1.741 0.402  C18  LI8 16 
LI8 O19  O19  O  0 1 N N N -0.637  40.057 44.464 -5.839  -1.509 1.154  O19  LI8 17 
LI8 N20  N20  N  0 1 N N N -0.091  42.083 45.245 -7.669  -2.690 0.718  N20  LI8 18 
LI8 C21  C21  C  0 1 N N N -0.345  43.305 45.924 -7.654  -3.517 1.933  C21  LI8 19 
LI8 C22  C22  C  0 1 N N N 0.998   43.646 46.620 -8.860  -4.475 1.850  C22  LI8 20 
LI8 C23  C23  C  0 1 N N N 2.017   42.618 46.044 -9.162  -4.523 0.329  C23  LI8 21 
LI8 C24  C24  C  0 1 N N N 1.275   41.994 44.853 -8.839  -3.067 -0.096 C24  LI8 22 
LI8 N25  N25  N  0 1 N N N -6.737  44.734 44.156 2.051   1.777  0.178  N25  LI8 23 
LI8 C27  C27  C  0 1 N N N -5.441  44.880 44.741 2.588   0.447  -0.122 C27  LI8 24 
LI8 C28  C28  C  0 1 N N N -4.308  44.649 43.719 4.099   0.441  0.118  C28  LI8 25 
LI8 N29  N29  N  0 1 N N N -4.685  46.901 42.728 6.106   -0.954 0.034  N29  LI8 26 
LI8 C31  C31  C  0 1 N N N -3.842  47.749 43.386 6.817   -2.079 -0.179 C31  LI8 27 
LI8 O32  O32  O  0 1 N N N -2.728  47.280 43.801 6.259   -3.086 -0.560 O32  LI8 28 
LI8 C33  C33  C  0 1 N N N -4.423  45.514 42.444 4.659   -0.948 -0.196 C33  LI8 29 
LI8 C34  C34  C  0 1 N N N -4.159  49.233 43.638 8.305   -2.086 0.057  C34  LI8 30 
LI8 C35  C35  C  0 1 N N N -2.822  50.050 43.616 8.591   -1.738 1.519  C35  LI8 31 
LI8 C36  C36  C  0 1 N N N -5.088  49.853 42.527 8.970   -1.051 -0.852 C36  LI8 32 
LI8 C37  C37  C  0 1 N N N -4.764  49.403 44.987 8.857   -3.454 -0.252 C37  LI8 33 
LI8 O38  O38  O  0 1 N N N -5.837  50.019 45.191 8.115   -4.337 -0.626 O38  LI8 34 
LI8 N39  N39  N  0 1 N N N -4.180  48.911 46.075 10.175  -3.696 -0.111 N39  LI8 35 
LI8 H6   H6   H  0 1 N N N -10.356 42.113 42.963 -1.620  4.459  0.369  H6   LI8 36 
LI8 HN8  HN8  H  0 1 N N N -6.763  39.509 43.436 -1.899  -0.618 -1.057 HN8  LI8 37 
LI8 H11  H11  H  0 1 N N N -4.548  41.663 44.428 -4.287  -1.304 -0.358 H11  LI8 38 
LI8 H13  H13  H  0 1 N N N -2.200  38.689 46.582 -7.308  1.263  -1.961 H13  LI8 39 
LI8 H14  H14  H  0 1 N N N -4.128  37.104 46.545 -5.582  2.891  -2.610 H14  LI8 40 
LI8 H15  H15  H  0 1 N N N -6.286  37.790 45.474 -3.212  2.434  -2.135 H15  LI8 41 
LI8 H16  H16  H  0 1 N N N -2.131  41.471 46.505 -7.660  -1.191 -1.319 H16  LI8 42 
LI8 H211 1H21 H  0 0 N N N -0.737  44.117 45.268 -6.728  -4.090 1.981  H211 LI8 43 
LI8 H212 2H21 H  0 0 N N N -1.219  43.269 46.614 -7.744  -2.882 2.815  H212 LI8 44 
LI8 H221 1H22 H  0 0 N N N 1.311   44.709 46.502 -8.593  -5.464 2.222  H221 LI8 45 
LI8 H222 2H22 H  0 0 N N N 0.942   43.653 47.733 -9.711  -4.072 2.400  H222 LI8 46 
LI8 H231 1H23 H  0 0 N N N 3.012   43.050 45.789 -8.510  -5.235 -0.176 H231 LI8 47 
LI8 H232 2H23 H  0 0 N N N 2.395   41.879 46.788 -10.211 -4.758 0.146  H232 LI8 48 
LI8 H241 1H24 H  0 0 N N N 1.614   40.968 44.578 -9.684  -2.412 0.119  H241 LI8 49 
LI8 H242 2H24 H  0 0 N N N 1.507   42.457 43.865 -8.588  -3.028 -1.156 H242 LI8 50 
LI8 H25  H25  H  0 1 N N N -7.366  45.331 44.692 2.645   2.483  0.478  H25  LI8 51 
LI8 H271 1H27 H  0 0 N N N -5.334  45.870 45.242 2.384   0.200  -1.164 H271 LI8 52 
LI8 H272 2H27 H  0 0 N N N -5.323  44.216 45.629 2.114   -0.290 0.526  H272 LI8 53 
LI8 H281 1H28 H  0 0 N N N -3.312  44.792 44.200 4.303   0.688  1.159  H281 LI8 54 
LI8 H282 2H28 H  0 0 N N N -4.235  43.568 43.453 4.573   1.178  -0.530 H282 LI8 55 
LI8 H29  H29  H  0 1 N N N -5.562  47.328 42.431 6.552   -0.149 0.339  H29  LI8 56 
LI8 H331 1H33 H  0 0 N N N -3.516  45.402 41.804 4.455   -1.196 -1.238 H331 LI8 57 
LI8 H332 2H33 H  0 0 N N N -5.188  45.098 41.748 4.185   -1.686 0.452  H332 LI8 58 
LI8 H351 1H35 H  0 0 N N N -3.051  51.125 43.798 8.192   -0.749 1.743  H351 LI8 59 
LI8 H352 2H35 H  0 0 N N N -2.067  49.649 44.332 8.118   -2.476 2.167  H352 LI8 60 
LI8 H353 3H35 H  0 0 N N N -2.243  49.892 42.675 9.668   -1.743 1.690  H353 LI8 61 
LI8 H361 1H36 H  0 0 N N N -5.317  50.928 42.709 10.047  -1.055 -0.682 H361 LI8 62 
LI8 H362 2H36 H  0 0 N N N -4.651  49.703 41.511 8.767   -1.298 -1.894 H362 LI8 63 
LI8 H363 3H36 H  0 0 N N N -6.023  49.258 42.410 8.571   -0.061 -0.629 H363 LI8 64 
LI8 H391 1H39 H  0 0 N N N -3.307  48.409 45.909 10.769  -2.990 0.188  H391 LI8 65 
LI8 H392 2H39 H  0 0 N N N -4.594  49.027 46.999 10.530  -4.577 -0.310 H392 LI8 66 
# 
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 
LI8 C1  C2   DOUB Y N 1  
LI8 C1  C6   SING Y N 2  
LI8 C1  BR7  SING N N 3  
LI8 C2  N3   SING Y N 4  
LI8 C2  N25  SING N N 5  
LI8 N3  C4   DOUB Y N 6  
LI8 C4  N5   SING Y N 7  
LI8 C4  N8   SING N N 8  
LI8 N5  C6   DOUB Y N 9  
LI8 C6  H6   SING N N 10 
LI8 N8  C10  SING N N 11 
LI8 N8  HN8  SING N N 12 
LI8 C10 C11  DOUB Y N 13 
LI8 C10 C15  SING Y N 14 
LI8 C11 C12  SING Y N 15 
LI8 C11 H11  SING N N 16 
LI8 C12 C13  DOUB Y N 17 
LI8 C12 N16  SING N N 18 
LI8 C13 C14  SING Y N 19 
LI8 C13 H13  SING N N 20 
LI8 C14 C15  DOUB Y N 21 
LI8 C14 H14  SING N N 22 
LI8 C15 H15  SING N N 23 
LI8 N16 C18  SING N N 24 
LI8 N16 H16  SING N N 25 
LI8 C18 O19  DOUB N N 26 
LI8 C18 N20  SING N N 27 
LI8 N20 C21  SING N N 28 
LI8 N20 C24  SING N N 29 
LI8 C21 C22  SING N N 30 
LI8 C21 H211 SING N N 31 
LI8 C21 H212 SING N N 32 
LI8 C22 C23  SING N N 33 
LI8 C22 H221 SING N N 34 
LI8 C22 H222 SING N N 35 
LI8 C23 C24  SING N N 36 
LI8 C23 H231 SING N N 37 
LI8 C23 H232 SING N N 38 
LI8 C24 H241 SING N N 39 
LI8 C24 H242 SING N N 40 
LI8 N25 C27  SING N N 41 
LI8 N25 H25  SING N N 42 
LI8 C27 C28  SING N N 43 
LI8 C27 H271 SING N N 44 
LI8 C27 H272 SING N N 45 
LI8 C28 C33  SING N N 46 
LI8 C28 H281 SING N N 47 
LI8 C28 H282 SING N N 48 
LI8 N29 C31  SING N N 49 
LI8 N29 C33  SING N N 50 
LI8 N29 H29  SING N N 51 
LI8 C31 O32  DOUB N N 52 
LI8 C31 C34  SING N N 53 
LI8 C33 H331 SING N N 54 
LI8 C33 H332 SING N N 55 
LI8 C34 C35  SING N N 56 
LI8 C34 C36  SING N N 57 
LI8 C34 C37  SING N N 58 
LI8 C35 H351 SING N N 59 
LI8 C35 H352 SING N N 60 
LI8 C35 H353 SING N N 61 
LI8 C36 H361 SING N N 62 
LI8 C36 H362 SING N N 63 
LI8 C36 H363 SING N N 64 
LI8 C37 O38  DOUB N N 65 
LI8 C37 N39  SING N N 66 
LI8 N39 H391 SING N N 67 
LI8 N39 H392 SING N N 68 
# 
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 
LI8 SMILES           ACDLabs              10.04 O=C(Nc2cccc(Nc1nc(NCCCNC(=O)C(C(=O)N)(C)C)c(Br)cn1)c2)N3CCCC3 
LI8 InChI            InChI                1.02b 
InChI=1/C23H31BrN8O3/c1-23(2,19(25)33)20(34)27-10-6-9-26-18-17(24)14-28-21(31-18)29-15-7-5-8-16(13-15)30-22(35)32-11-3-4-12-32/h5,7-8,13-14H,3-4,6,9-12H2,1-2H3,(H2,25,33)(H,27,34)(H,30,35)(H2,26,28,29,31)/f/h26-27,29-30H,25H2 
LI8 InChIKey         InChI                1.02b ZNSULAZTNWFKEW-KZBXRIFFCS 
LI8 SMILES_CANONICAL CACTVS               3.341 CC(C)(C(N)=O)C(=O)NCCCNc1nc(Nc2cccc(NC(=O)N3CCCC3)c2)ncc1Br 
LI8 SMILES           CACTVS               3.341 CC(C)(C(N)=O)C(=O)NCCCNc1nc(Nc2cccc(NC(=O)N3CCCC3)c2)ncc1Br 
LI8 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC(C)(C(=O)N)C(=O)NCCCNc1c(cnc(n1)Nc2cccc(c2)NC(=O)N3CCCC3)Br 
LI8 SMILES           "OpenEye OEToolkits" 1.5.0 CC(C)(C(=O)N)C(=O)NCCCNc1c(cnc(n1)Nc2cccc(c2)NC(=O)N3CCCC3)Br 
# 
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 
LI8 "SYSTEMATIC NAME" ACDLabs              10.04 N-(3-{[5-bromo-2-({3-[(pyrrolidin-1-ylcarbonyl)amino]phenyl}amino)pyrimidin-4-yl]amino}propyl)-2,2-dimethylpropanediamide   
LI8 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "N'-[3-[[5-bromo-2-[[3-(pyrrolidin-1-ylcarbonylamino)phenyl]amino]pyrimidin-4-yl]amino]propyl]-2,2-dimethyl-propanediamide" 
# 
