data_MFQ
# 
_chem_comp.id                                    MFQ 
_chem_comp.name                                  ((2-BROMO-4-METHYLPHENYL){6-[(4-{[(2S)-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 Br N6 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2002-06-11 
_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                        511.414 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     MFQ 
_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        1H07 
_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 
MFQ C22  C22  C  0 1 Y N N 4.559  26.648 6.084  0.212  1.271  3.403  C22  MFQ 1  
MFQ C1   C1   C  0 1 Y N N 0.307  32.440 7.568  1.574  0.350  -1.232 C1   MFQ 2  
MFQ C5   C5   C  0 1 Y N N 1.706  30.646 7.287  -0.228 -0.732 -0.289 C5   MFQ 3  
MFQ C4   C4   C  0 1 Y N N 0.796  29.852 8.115  -0.618 -1.164 -1.554 C4   MFQ 4  
MFQ C3   C3   C  0 1 Y N N -0.365 30.462 8.643  0.157  -0.790 -2.646 C3   MFQ 5  
MFQ C11  C11  C  0 1 Y N N -0.783 25.633 11.190 2.155  -0.057 -7.177 C11  MFQ 6  
MFQ C10  C10  C  0 1 Y N N -0.279 26.768 11.855 1.103  0.743  -6.772 C10  MFQ 7  
MFQ C9   C9   C  0 1 Y N N -0.463 28.062 11.312 0.319  0.366  -5.698 C9   MFQ 8  
MFQ C8   C8   C  0 1 Y N N -1.165 28.267 10.079 0.597  -0.813 -5.018 C8   MFQ 9  
MFQ C12  C12  C  0 1 Y N N -1.483 25.800 9.960  2.430  -1.234 -6.506 C12  MFQ 10 
MFQ C17  C17  C  0 1 N N N -2.683 31.550 10.745 -2.570 -1.300 -3.658 C17  MFQ 11 
MFQ C16  C16  C  0 1 N N N -2.652 30.373 9.956  -1.380 -2.022 -4.137 C16  MFQ 12 
MFQ C13  C13  C  0 1 Y N N -1.672 27.108 9.406  1.655  -1.614 -5.428 C13  MFQ 13 
MFQ C15  C15  C  0 1 N N N -0.578 24.247 11.799 3.003  0.353  -8.353 C15  MFQ 14 
MFQ C20  C20  C  0 1 Y N N 3.444  28.689 6.858  -0.636 -0.541 2.081  C20  MFQ 15 
MFQ N2   N2   N  0 1 Y N N -0.580 31.777 8.331  1.237  -0.037 -2.445 N2   MFQ 16 
MFQ N6   N6   N  0 1 Y N N 1.427  31.937 7.036  0.863  0.021  -0.173 N6   MFQ 17 
MFQ N7   N7   N  0 1 N N N -1.380 29.680 9.513  -0.189 -1.195 -3.927 N7   MFQ 18 
MFQ BR   BR   BR 0 0 N N N 0.252  29.517 12.297 -1.119 1.461  -5.145 BR   MFQ 19 
MFQ N18  N18  N  0 1 N N N -2.722 32.514 11.392 -3.488 -0.743 -3.288 N18  MFQ 20 
MFQ N19  N19  N  0 1 N N N 2.940  30.053 6.712  -0.967 -1.078 0.831  N19  MFQ 21 
MFQ C21  C21  C  0 1 Y N N 4.143  27.991 5.832  -0.114 0.742  2.169  C21  MFQ 22 
MFQ C23  C23  C  0 1 Y N N 4.261  26.068 7.350  0.019  0.520  4.553  C23  MFQ 23 
MFQ C24  C24  C  0 1 Y N N 3.583  26.799 8.318  -0.497 -0.764 4.465  C24  MFQ 24 
MFQ C25  C25  C  0 1 Y N N 3.192  28.076 8.079  -0.829 -1.292 3.233  C25  MFQ 25 
MFQ O26  O26  O  0 1 N N N 4.616  24.759 7.655  0.341  1.041  5.767  O26  MFQ 26 
MFQ C27  C27  C  0 1 N N N 4.094  24.076 8.839  0.032  0.042  6.741  C27  MFQ 27 
MFQ C28  C28  C  0 1 N N S 4.611  22.654 8.944  0.372  0.567  8.136  C28  MFQ 28 
MFQ C29  C29  C  0 1 N N N 5.918  22.490 9.750  0.041  -0.501 9.179  C29  MFQ 29 
MFQ N30  N30  N  0 1 N N N 5.941  21.339 10.702 0.368  0.002  10.519 N30  MFQ 30 
MFQ C31  C31  C  0 1 N N N 5.835  21.724 12.139 0.029  -1.066 11.467 C31  MFQ 31 
MFQ C32  C32  C  0 1 N N N 7.064  20.393 10.452 1.828  0.160  10.566 C32  MFQ 32 
MFQ O33  O33  O  0 1 N N N 4.728  22.087 7.642  -0.392 1.745  8.402  O33  MFQ 33 
MFQ H22  H22  H  0 1 N N N 5.100  26.072 5.314  0.618  2.269  3.472  H22  MFQ 34 
MFQ H1L  H1L  H  0 1 N N N 0.095  33.502 7.358  2.456  0.960  -1.103 H1L  MFQ 35 
MFQ H4   H4   H  0 1 N N N 1.014  28.791 8.324  -1.500 -1.773 -1.683 H4   MFQ 36 
MFQ H10  H10  H  0 1 N N N 0.264  26.647 12.807 0.891  1.662  -7.299 H10  MFQ 37 
MFQ H12  H12  H  0 1 N N N -1.882 24.918 9.432  3.252  -1.857 -6.825 H12  MFQ 38 
MFQ H161 1H16 H  0 0 N N N -3.273 29.611 10.482 -1.489 -2.239 -5.199 H161 MFQ 39 
MFQ H162 2H16 H  0 0 N N N -3.248 30.581 9.037  -1.275 -2.956 -3.585 H162 MFQ 40 
MFQ H13  H13  H  0 1 N N N -2.213 27.224 8.452  1.871  -2.534 -4.904 H13  MFQ 41 
MFQ H151 1H15 H  0 0 N N N -0.977 23.349 11.273 2.577  -0.055 -9.269 H151 MFQ 42 
MFQ H152 2H15 H  0 0 N N N -0.977 24.254 12.840 3.031  1.441  -8.419 H152 MFQ 43 
MFQ H153 3H15 H  0 0 N N N 0.512  24.097 11.981 4.016  -0.027 -8.221 H153 MFQ 44 
MFQ H19  H19  H  0 1 N N N 3.509  30.678 6.142  -1.714 -1.691 0.749  H19  MFQ 45 
MFQ H21  H21  H  0 1 N N N 4.358  28.476 4.865  0.036  1.327  1.274  H21  MFQ 46 
MFQ H24  H24  H  0 1 N N N 3.360  26.335 9.293  -0.647 -1.348 5.361  H24  MFQ 47 
MFQ H25  H25  H  0 1 N N N 2.665  28.638 8.868  -1.236 -2.290 3.165  H25  MFQ 48 
MFQ H271 1H27 H  0 0 N N N 2.980  24.105 8.866  0.615  -0.855 6.538  H271 MFQ 49 
MFQ H272 2H27 H  0 0 N N N 4.307  24.655 9.768  -1.030 -0.196 6.691  H272 MFQ 50 
MFQ H28  H28  H  0 1 N N N 3.829  22.067 9.480  1.435  0.806  8.186  H28  MFQ 51 
MFQ H291 1H29 H  0 0 N N N 6.157  23.437 10.288 0.625  -1.399 8.976  H291 MFQ 52 
MFQ H292 2H29 H  0 0 N N N 6.790  22.432 9.058  -1.020 -0.740 9.130  H292 MFQ 53 
MFQ H311 1H31 H  0 0 N N N 5.852  20.865 12.850 0.255  -0.738 12.482 H311 MFQ 54 
MFQ H312 2H31 H  0 0 N N N 4.927  22.350 12.308 -1.033 -1.297 11.389 H312 MFQ 55 
MFQ H313 3H31 H  0 0 N N N 6.628  22.462 12.403 0.613  -1.957 11.235 H313 MFQ 56 
MFQ H321 1H32 H  0 0 N N N 7.081  19.534 11.163 2.131  0.947  9.875  H321 MFQ 57 
MFQ H322 2H32 H  0 0 N N N 8.042  20.929 10.454 2.132  0.428  11.578 H322 MFQ 58 
MFQ H323 3H32 H  0 0 N N N 7.053  20.034 9.396  2.304  -0.777 10.280 H323 MFQ 59 
MFQ H33  H33  H  0 1 N N N 5.052  21.196 7.708  -1.324 1.490  8.349  H33  MFQ 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 
MFQ C22 C21  DOUB Y N 1  
MFQ C22 C23  SING Y N 2  
MFQ C22 H22  SING N N 3  
MFQ C1  N2   DOUB Y N 4  
MFQ C1  N6   SING Y N 5  
MFQ C1  H1L  SING N N 6  
MFQ C5  C4   SING Y N 7  
MFQ C5  N6   DOUB Y N 8  
MFQ C5  N19  SING N N 9  
MFQ C4  C3   DOUB Y N 10 
MFQ C4  H4   SING N N 11 
MFQ C3  N2   SING Y N 12 
MFQ C3  N7   SING N N 13 
MFQ C11 C10  DOUB Y N 14 
MFQ C11 C12  SING Y N 15 
MFQ C11 C15  SING N N 16 
MFQ C10 C9   SING Y N 17 
MFQ C10 H10  SING N N 18 
MFQ C9  C8   DOUB Y N 19 
MFQ C9  BR   SING N N 20 
MFQ C8  C13  SING Y N 21 
MFQ C8  N7   SING N N 22 
MFQ C12 C13  DOUB Y N 23 
MFQ C12 H12  SING N N 24 
MFQ C17 C16  SING N N 25 
MFQ C17 N18  TRIP N N 26 
MFQ C16 N7   SING N N 27 
MFQ C16 H161 SING N N 28 
MFQ C16 H162 SING N N 29 
MFQ C13 H13  SING N N 30 
MFQ C15 H151 SING N N 31 
MFQ C15 H152 SING N N 32 
MFQ C15 H153 SING N N 33 
MFQ C20 N19  SING N N 34 
MFQ C20 C21  SING Y N 35 
MFQ C20 C25  DOUB Y N 36 
MFQ N19 H19  SING N N 37 
MFQ C21 H21  SING N N 38 
MFQ C23 C24  DOUB Y N 39 
MFQ C23 O26  SING N N 40 
MFQ C24 C25  SING Y N 41 
MFQ C24 H24  SING N N 42 
MFQ C25 H25  SING N N 43 
MFQ O26 C27  SING N N 44 
MFQ C27 C28  SING N N 45 
MFQ C27 H271 SING N N 46 
MFQ C27 H272 SING N N 47 
MFQ C28 C29  SING N N 48 
MFQ C28 O33  SING N N 49 
MFQ C28 H28  SING N N 50 
MFQ C29 N30  SING N N 51 
MFQ C29 H291 SING N N 52 
MFQ C29 H292 SING N N 53 
MFQ N30 C31  SING N N 54 
MFQ N30 C32  SING N N 55 
MFQ C31 H311 SING N N 56 
MFQ C31 H312 SING N N 57 
MFQ C31 H313 SING N N 58 
MFQ C32 H321 SING N N 59 
MFQ C32 H322 SING N N 60 
MFQ C32 H323 SING N N 61 
MFQ O33 H33  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 
MFQ SMILES           ACDLabs              10.04 Brc1cc(ccc1N(c3ncnc(Nc2ccc(OCC(O)CN(C)C)cc2)c3)CC#N)C                                                                                                                                         
MFQ InChI            InChI                1.02b InChI=1/C24H27BrN6O2/c1-17-4-9-22(21(25)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-/m0/s1/f/h29H 
MFQ InChIKey         InChI                1.02b UUISESFNPSRBFN-MBJLRDGADS                                                                                                                                                                     
MFQ SMILES_CANONICAL CACTVS               3.341 CN(C)C[C@H](O)COc1ccc(Nc2cc(ncn2)N(CC#N)c3ccc(C)cc3Br)cc1                                                                                                                                     
MFQ SMILES           CACTVS               3.341 CN(C)C[CH](O)COc1ccc(Nc2cc(ncn2)N(CC#N)c3ccc(C)cc3Br)cc1                                                                                                                                      
MFQ SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 Cc1ccc(c(c1)Br)N(CC#N)c2cc(ncn2)Nc3ccc(cc3)OC[C@H](CN(C)C)O                                                                                                                                   
MFQ SMILES           "OpenEye OEToolkits" 1.5.0 Cc1ccc(c(c1)Br)N(CC#N)c2cc(ncn2)Nc3ccc(cc3)OCC(CN(C)C)O                                                                                                                                       
# 
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 
MFQ "SYSTEMATIC NAME" ACDLabs              10.04 [(2-bromo-4-methylphenyl){6-[(4-{[(2S)-3-(dimethylamino)-2-hydroxypropyl]oxy}phenyl)amino]pyrimidin-4-yl}amino]acetonitrile 
MFQ "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 2-[(2-bromo-4-methyl-phenyl)-[6-[[4-[(2S)-3-dimethylamino-2-hydroxy-propoxy]phenyl]amino]pyrimidin-4-yl]amino]ethanenitrile 
# 
