data_QQ2
# 
_chem_comp.id                                    QQ2 
_chem_comp.name                                  [(2-CHLORO-5-METHYLPHENYL){6-[(4-{[(2R)-3-(DIMETHYLAMINO)-2-HYDROXYPROPYL]OXY}PHENYL)AMINO]PYRIMIDIN-4-YL}AMINO]ACETONITRILE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C24 H27 Cl N6 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2006-06-26 
_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                        466.963 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     QQ2 
_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        2IW6 
_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 
QQ2 C22  C22  C  0 1 Y N N 3.868  41.776 50.557 2.969  1.584  -0.242 C22  QQ2 1  
QQ2 C1   C1   C  0 1 Y N N 9.721  44.776 50.454 -1.800 1.175  0.989  C1   QQ2 2  
QQ2 C5   C5   C  0 1 Y N N 7.754  43.670 49.894 -0.847 -0.216 -0.581 C5   QQ2 3  
QQ2 C4   C4   C  0 1 Y N N 7.057  44.598 50.699 -2.118 -0.608 -0.993 C4   QQ2 4  
QQ2 C3   C3   C  0 1 Y N N 7.742  45.625 51.384 -3.219 -0.052 -0.350 C3   QQ2 5  
QQ2 C11  C11  C  0 1 Y N N 3.192  45.811 53.544 -7.783 1.501  1.003  C11  QQ2 6  
QQ2 C10  C10  C  0 1 Y N N 3.434  46.478 52.348 -7.217 2.009  -0.152 C10  QQ2 7  
QQ2 C9   C9   C  0 1 Y N N 4.743  46.727 51.912 -6.130 1.378  -0.726 C9   QQ2 8  
QQ2 C8   C8   C  0 1 Y N N 5.838  46.291 52.665 -5.606 0.232  -0.143 C8   QQ2 9  
QQ2 C12  C12  C  0 1 Y N N 4.264  45.364 54.311 -7.263 0.360  1.587  C12  QQ2 10 
QQ2 C17  C17  C  0 1 N N N 8.643  47.655 53.811 -4.120 -2.717 -1.245 C17  QQ2 11 
QQ2 C16  C16  C  0 1 N N N 7.788  47.810 52.583 -4.714 -1.458 -1.724 C16  QQ2 12 
QQ2 C13  C13  C  0 1 Y N N 5.560  45.602 53.867 -6.180 -0.279 1.015  C13  QQ2 13 
QQ2 C20  C20  C  0 1 Y N N 5.868  42.147 49.293 1.551  -0.249 -0.857 C20  QQ2 14 
QQ2 N2   N2   N  0 1 Y N N 9.081  45.670 51.226 -3.019 0.830  0.629  N2   QQ2 15 
QQ2 N6   N6   N  0 1 Y N N 9.086  43.804 49.790 -0.732 0.667  0.409  N6   QQ2 16 
QQ2 N7   N7   N  0 1 N N N 7.115  46.545 52.197 -4.507 -0.409 -0.723 N7   QQ2 17 
QQ2 N18  N18  N  0 1 N N N 9.349  47.552 54.769 -3.662 -3.689 -0.876 N18  QQ2 18 
QQ2 N19  N19  N  0 1 N N N 7.149  42.607 49.172 0.283  -0.741 -1.190 N19  QQ2 19 
QQ2 C21  C21  C  0 1 Y N N 5.174  42.253 50.495 1.719  1.099  -0.569 C21  QQ2 20 
QQ2 C23  C23  C  0 1 Y N N 3.229  41.196 49.455 4.058  0.725  -0.200 C23  QQ2 21 
QQ2 C24  C24  C  0 1 Y N N 3.935  41.089 48.251 3.892  -0.621 -0.492 C24  QQ2 22 
QQ2 C25  C25  C  0 1 Y N N 5.257  41.568 48.195 2.641  -1.108 -0.815 C25  QQ2 23 
QQ2 O26  O26  O  0 1 N N N 1.932  40.744 49.622 5.289  1.203  0.123  O26  QQ2 24 
QQ2 C27  C27  C  0 1 N N N 1.129  40.212 48.562 6.188  0.093  0.081  C27  QQ2 25 
QQ2 C28  C28  C  0 1 N N R -0.402 40.196 48.801 7.599  0.565  0.436  C28  QQ2 26 
QQ2 C29  C29  C  0 1 N N N -0.906 40.649 50.190 8.536  -0.642 0.513  C29  QQ2 27 
QQ2 N30  N30  N  0 1 N N N -2.404 40.594 50.223 9.862  -0.204 0.971  N30  QQ2 28 
QQ2 C31  C31  C  0 1 N N N -3.175 41.746 50.699 10.633 -1.421 1.256  C31  QQ2 29 
QQ2 C32  C32  C  0 1 N N N -3.162 39.369 49.953 10.509 0.448  -0.176 C32  QQ2 30 
QQ2 O33  O33  O  0 1 N N N -1.028 40.979 47.766 8.066  1.467  -0.569 O33  QQ2 31 
QQ2 CL1  CL1  CL 0 0 N N N 6.836  44.978 54.925 -5.529 -1.712 1.748  CL1  QQ2 32 
QQ2 C33  C33  C  0 1 N N N 2.277  46.950 51.519 -7.786 3.252  -0.785 C33  QQ2 33 
QQ2 H22  H22  H  0 1 N N N 3.328  41.856 51.489 3.100  2.632  -0.017 H22  QQ2 34 
QQ2 H1   H1   H  0 1 N N N 10.795 44.845 50.366 -1.673 1.893  1.786  H1   QQ2 35 
QQ2 H4   H4   H  0 1 N N N 5.984  44.521 50.792 -2.246 -1.325 -1.790 H4   QQ2 36 
QQ2 H11  H11  H  0 1 N N N 2.178  45.641 53.876 -8.632 1.996  1.450  H11  QQ2 37 
QQ2 H9   H9   H  0 1 N N N 4.907  47.260 50.987 -5.689 1.776  -1.628 H9   QQ2 38 
QQ2 H12  H12  H  0 1 N N N 4.091  44.839 55.239 -7.707 -0.034 2.490  H12  QQ2 39 
QQ2 H161 1H16 H  0 0 N N N 8.444  48.109 51.752 -5.783 -1.600 -1.886 H161 QQ2 40 
QQ2 H162 2H16 H  0 0 N N N 7.017  48.567 52.788 -4.241 -1.166 -2.661 H162 QQ2 41 
QQ2 H19  H19  H  0 1 N N N 7.725  42.143 48.499 0.195  -1.450 -1.847 H19  QQ2 42 
QQ2 H21  H21  H  0 1 N N N 5.640  42.697 51.362 0.871  1.768  -0.602 H21  QQ2 43 
QQ2 H24  H24  H  0 1 N N N 3.473  40.647 47.381 4.740  -1.289 -0.460 H24  QQ2 44 
QQ2 H25  H25  H  0 1 N N N 5.809  41.481 47.271 2.511  -2.157 -1.039 H25  QQ2 45 
QQ2 H271 1H27 H  0 0 N N N 1.426  39.157 48.465 6.189  -0.336 -0.921 H271 QQ2 46 
QQ2 H272 2H27 H  0 0 N N N 1.314  40.830 47.671 5.866  -0.662 0.798  H272 QQ2 47 
QQ2 H28  H28  H  0 1 N N N -0.687 39.134 48.768 7.580  1.073  1.400  H28  QQ2 48 
QQ2 H291 1H29 H  0 0 N N N -0.574 41.680 50.381 8.624  -1.098 -0.473 H291 QQ2 49 
QQ2 H292 2H29 H  0 0 N N N -0.498 39.981 50.963 8.132  -1.371 1.216  H292 QQ2 50 
QQ2 H311 1H31 H  0 0 N N N -4.132 41.795 50.158 11.630 -1.147 1.600  H311 QQ2 51 
QQ2 H312 2H31 H  0 0 N N N -2.604 42.669 50.519 10.128 -1.999 2.029  H312 QQ2 52 
QQ2 H313 3H31 H  0 0 N N N -3.368 41.639 51.777 10.714 -2.021 0.349  H313 QQ2 53 
QQ2 H321 1H32 H  0 0 N N N -4.120 39.405 50.492 9.970  1.361  -0.427 H321 QQ2 54 
QQ2 H322 2H32 H  0 0 N N N -2.583 38.497 50.292 11.540 0.693  0.081  H322 QQ2 55 
QQ2 H323 3H32 H  0 0 N N N -3.352 39.285 48.873 10.499 -0.228 -1.031 H323 QQ2 56 
QQ2 H33  H33  H  0 1 N N N -1.166 41.865 48.078 8.067  0.979  -1.404 H33  QQ2 57 
QQ2 H331 1H33 H  0 0 N N N 2.066  46.213 50.730 -8.558 2.974  -1.502 H331 QQ2 58 
QQ2 H332 2H33 H  0 0 N N N 2.526  47.918 51.060 -8.220 3.887  -0.012 H332 QQ2 59 
QQ2 H333 3H33 H  0 0 N N N 1.390  47.066 52.159 -6.992 3.795  -1.297 H333 QQ2 60 
# 
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 
QQ2 C22 C21  DOUB Y N 1  
QQ2 C22 C23  SING Y N 2  
QQ2 C22 H22  SING N N 3  
QQ2 C1  N2   DOUB Y N 4  
QQ2 C1  N6   SING Y N 5  
QQ2 C1  H1   SING N N 6  
QQ2 C5  C4   SING Y N 7  
QQ2 C5  N6   DOUB Y N 8  
QQ2 C5  N19  SING N N 9  
QQ2 C4  C3   DOUB Y N 10 
QQ2 C4  H4   SING N N 11 
QQ2 C3  N2   SING Y N 12 
QQ2 C3  N7   SING N N 13 
QQ2 C11 C10  DOUB Y N 14 
QQ2 C11 C12  SING Y N 15 
QQ2 C11 H11  SING N N 16 
QQ2 C10 C9   SING Y N 17 
QQ2 C10 C33  SING N N 18 
QQ2 C9  C8   DOUB Y N 19 
QQ2 C9  H9   SING N N 20 
QQ2 C8  C13  SING Y N 21 
QQ2 C8  N7   SING N N 22 
QQ2 C12 C13  DOUB Y N 23 
QQ2 C12 H12  SING N N 24 
QQ2 C17 C16  SING N N 25 
QQ2 C17 N18  TRIP N N 26 
QQ2 C16 N7   SING N N 27 
QQ2 C16 H161 SING N N 28 
QQ2 C16 H162 SING N N 29 
QQ2 C13 CL1  SING N N 30 
QQ2 C20 N19  SING N N 31 
QQ2 C20 C21  SING Y N 32 
QQ2 C20 C25  DOUB Y N 33 
QQ2 N19 H19  SING N N 34 
QQ2 C21 H21  SING N N 35 
QQ2 C23 C24  DOUB Y N 36 
QQ2 C23 O26  SING N N 37 
QQ2 C24 C25  SING Y N 38 
QQ2 C24 H24  SING N N 39 
QQ2 C25 H25  SING N N 40 
QQ2 O26 C27  SING N N 41 
QQ2 C27 C28  SING N N 42 
QQ2 C27 H271 SING N N 43 
QQ2 C27 H272 SING N N 44 
QQ2 C28 C29  SING N N 45 
QQ2 C28 O33  SING N N 46 
QQ2 C28 H28  SING N N 47 
QQ2 C29 N30  SING N N 48 
QQ2 C29 H291 SING N N 49 
QQ2 C29 H292 SING N N 50 
QQ2 N30 C31  SING N N 51 
QQ2 N30 C32  SING N N 52 
QQ2 C31 H311 SING N N 53 
QQ2 C31 H312 SING N N 54 
QQ2 C31 H313 SING N N 55 
QQ2 C32 H321 SING N N 56 
QQ2 C32 H322 SING N N 57 
QQ2 C32 H323 SING N N 58 
QQ2 O33 H33  SING N N 59 
QQ2 C33 H331 SING N N 60 
QQ2 C33 H332 SING N N 61 
QQ2 C33 H333 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 
QQ2 SMILES           ACDLabs              10.04 Clc1ccc(cc1N(c3ncnc(Nc2ccc(OCC(O)CN(C)C)cc2)c3)CC#N)C                                                                                                                                         
QQ2 InChI            InChI                1.02b InChI=1/C24H27ClN6O2/c1-17-4-9-21(25)22(12-17)31(11-10-26)24-13-23(27-16-28-24)29-18-5-7-20(8-6-18)33-15-19(32)14-30(2)3/h4-9,12-13,16,19,32H,11,14-15H2,1-3H3,(H,27,28,29)/t19-/m1/s1/f/h29H 
QQ2 InChIKey         InChI                1.02b FIRZNFNHYVXQPP-TWPXYFCBDK                                                                                                                                                                     
QQ2 SMILES_CANONICAL CACTVS               3.341 CN(C)C[C@@H](O)COc1ccc(Nc2cc(ncn2)N(CC#N)c3cc(C)ccc3Cl)cc1                                                                                                                                    
QQ2 SMILES           CACTVS               3.341 CN(C)C[CH](O)COc1ccc(Nc2cc(ncn2)N(CC#N)c3cc(C)ccc3Cl)cc1                                                                                                                                      
QQ2 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 Cc1ccc(c(c1)N(CC#N)c2cc(ncn2)Nc3ccc(cc3)OC[C@@H](CN(C)C)O)Cl                                                                                                                                  
QQ2 SMILES           "OpenEye OEToolkits" 1.5.0 Cc1ccc(c(c1)N(CC#N)c2cc(ncn2)Nc3ccc(cc3)OCC(CN(C)C)O)Cl                                                                                                                                       
# 
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 
QQ2 "SYSTEMATIC NAME" ACDLabs              10.04 [(2-chloro-5-methylphenyl){6-[(4-{[(2R)-3-(dimethylamino)-2-hydroxypropyl]oxy}phenyl)amino]pyrimidin-4-yl}amino]acetonitrile 
QQ2 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 2-[(2-chloro-5-methyl-phenyl)-[6-[[4-[(2R)-3-dimethylamino-2-hydroxy-propoxy]phenyl]amino]pyrimidin-4-yl]amino]ethanenitrile 
# 
