data_VX6
# 
_chem_comp.id                                    VX6 
_chem_comp.name                                  "CYCLOPROPANECARBOXYLIC ACID {4-[4-(4-METHYL-PIPERAZIN-1-YL)-6-(5-METHYL-2H-PYRAZOL-3-YLAMINO)-PYRIMIDIN-2-YLSULFANYL]-PHENYL}-AMIDE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C23 H28 N8 O S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2005-12-08 
_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                        464.586 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     VX6 
_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        2F4J 
_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 
VX6 N1   N1   N 0 1 N N N 4.048  -5.701  -32.333 6.526  1.594  -0.925 N1   VX6 1  
VX6 C2   C2   C 0 1 N N N 4.863  -5.204  -31.177 6.175  0.173  -0.814 C2   VX6 2  
VX6 C3   C3   C 0 1 N N N 4.790  -6.119  -29.950 4.654  0.023  -0.748 C3   VX6 3  
VX6 N4   N4   N 0 1 N N N 3.373  -6.621  -29.509 4.145  0.684  0.460  N4   VX6 4  
VX6 C5   C5   C 0 1 N N N 2.480  -6.945  -30.720 4.497  2.105  0.349  C5   VX6 5  
VX6 C6   C6   C 0 1 N N N 2.647  -5.978  -31.939 6.017  2.255  0.283  C6   VX6 6  
VX6 C7   C7   C 0 1 N N N 4.161  -4.762  -33.515 7.992  1.672  -0.864 C7   VX6 7  
VX6 C8   C8   C 0 1 Y N N 2.941  -6.829  -28.148 2.762  0.610  0.402  C8   VX6 8  
VX6 C9   C9   C 0 1 Y N N 1.735  -7.607  -27.825 2.118  -0.621 0.483  C9   VX6 9  
VX6 C10  C10  C 0 1 Y N N 1.404  -7.764  -26.439 0.728  -0.647 0.420  C10  VX6 10 
VX6 N11  N11  N 0 1 Y N N 2.229  -7.197  -25.523 0.064  0.499  0.286  N11  VX6 11 
VX6 C12  C12  C 0 1 Y N N 3.300  -6.496  -25.867 0.711  1.653  0.212  C12  VX6 12 
VX6 N13  N13  N 0 1 Y N N 3.671  -6.297  -27.123 2.033  1.716  0.274  N13  VX6 13 
VX6 N14  N14  N 0 1 N N N 0.281  -8.483  -26.123 0.043  -1.851 0.497  N14  VX6 14 
VX6 C15  C15  C 0 1 Y N N -0.318 -8.938  -24.880 0.740  -3.055 0.423  C15  VX6 15 
VX6 C17  C17  C 0 1 Y N N 0.114  -8.602  -23.587 1.928  -3.260 -0.210 C17  VX6 16 
VX6 C18  C18  C 0 1 Y N N -0.765 -9.246  -22.720 2.277  -4.603 -0.041 C18  VX6 17 
VX6 N19  N19  N 0 1 Y N N -1.715 -9.964  -23.462 1.339  -5.190 0.657  N19  VX6 18 
VX6 N20  N20  N 0 1 Y N N -1.439 -9.774  -24.775 0.356  -4.240 0.964  N20  VX6 19 
VX6 C21  C21  C 0 1 N N N -0.783 -9.229  -21.208 3.521  -5.264 -0.577 C21  VX6 20 
VX6 S23  S23  S 0 1 N N N 4.282  -5.776  -24.527 -0.212 3.144  0.035  S23  VX6 21 
VX6 C24  C24  C 0 1 Y N N 3.587  -6.260  -23.017 -1.850 2.508  0.169  C24  VX6 22 
VX6 C25  C25  C 0 1 Y N N 2.860  -5.339  -22.252 -2.423 2.324  1.421  C25  VX6 23 
VX6 C26  C26  C 0 1 Y N N 2.250  -5.770  -21.034 -3.706 1.826  1.526  C26  VX6 24 
VX6 C27  C27  C 0 1 Y N N 2.378  -7.094  -20.602 -4.424 1.510  0.380  C27  VX6 25 
VX6 C28  C28  C 0 1 Y N N 3.118  -8.023  -21.380 -3.851 1.694  -0.871 C28  VX6 26 
VX6 C29  C29  C 0 1 Y N N 3.736  -7.575  -22.613 -2.570 2.196  -0.977 C29  VX6 27 
VX6 N30  N30  N 0 1 N N N 1.761  -7.560  -19.391 -5.727 1.005  0.487  N30  VX6 28 
VX6 C31  C31  C 0 1 N N N 1.701  -8.761  -18.743 -6.172 0.096  -0.403 C31  VX6 29 
VX6 O32  O32  O 0 1 N N N 2.216  -9.805  -19.137 -5.414 -0.365 -1.230 O32  VX6 30 
VX6 C33  C33  C 0 1 N N N 0.885  -8.737  -17.450 -7.612 -0.347 -0.370 C33  VX6 31 
VX6 C34  C34  C 0 1 N N N -0.602 -9.266  -17.389 -8.057 -1.381 -1.407 C34  VX6 32 
VX6 C35  C35  C 0 1 N N N 0.487  -9.810  -16.432 -7.899 -1.787 0.060  C35  VX6 33 
VX6 H21  1H2  H 0 1 N N N 4.455  -4.226  -30.883 6.555  -0.364 -1.683 H21  VX6 34 
VX6 H22  2H2  H 0 1 N N N 5.913  -5.141  -31.498 6.620  -0.241 0.091  H22  VX6 35 
VX6 H31  1H3  H 0 1 N N N 5.149  -5.504  -29.112 4.395  -1.035 -0.719 H31  VX6 36 
VX6 H32  2H3  H 0 1 N N N 5.389  -7.013  -30.181 4.206  0.482  -1.629 H32  VX6 37 
VX6 H51  1H5  H 0 1 N N N 1.440  -6.838  -30.378 4.117  2.642  1.218  H51  VX6 38 
VX6 H52  2H5  H 0 1 N N N 2.734  -7.960  -31.061 4.052  2.519  -0.556 H52  VX6 39 
VX6 H61  1H6  H 0 1 N N N 2.177  -6.478  -32.798 6.466  1.796  1.164  H61  VX6 40 
VX6 H62  2H6  H 0 1 N N N 2.180  -5.019  -31.670 6.277  3.313  0.254  H62  VX6 41 
VX6 H71  1H7  H 0 1 N N N 3.293  -4.899  -34.176 8.345  1.165  0.034  H71  VX6 42 
VX6 H72  2H7  H 0 1 N N N 5.084  -4.982  -34.071 8.419  1.192  -1.744 H72  VX6 43 
VX6 H73  3H7  H 0 1 N N N 4.188  -3.722  -33.157 8.299  2.718  -0.835 H73  VX6 44 
VX6 H9   H9   H 0 1 N N N 1.123  -8.043  -28.601 2.683  -1.535 0.591  H9   VX6 45 
VX6 H14  H14  H 0 1 N N N -0.244 -8.756  -26.929 -0.921 -1.854 0.602  H14  VX6 46 
VX6 H17  H17  H 0 1 N N N 0.952  -7.975  -23.321 2.502  -2.516 -0.743 H17  VX6 47 
VX6 H20  H20  H 0 1 N N N -1.949 -10.165 -25.541 -0.454 -4.400 1.472  H20  VX6 48 
VX6 H211 1H21 H 0 0 N N N -1.306 -10.123 -20.838 3.322  -5.658 -1.574 H211 VX6 49 
VX6 H212 2H21 H 0 0 N N N -1.306 -8.327  -20.858 4.327  -4.532 -0.630 H212 VX6 50 
VX6 H213 3H21 H 0 0 N N N 0.249  -9.225  -20.829 3.813  -6.079 0.085  H213 VX6 51 
VX6 H25  H25  H 0 1 N N N 2.762  -4.314  -22.579 -1.864 2.570  2.312  H25  VX6 52 
VX6 H26  H26  H 0 1 N N N 1.684  -5.066  -20.441 -4.152 1.683  2.499  H26  VX6 53 
VX6 H28  H28  H 0 1 N N N 3.219  -9.049  -21.058 -4.410 1.447  -1.762 H28  VX6 54 
VX6 H29  H29  H 0 1 N N N 4.310  -8.265  -23.214 -2.124 2.339  -1.951 H29  VX6 55 
VX6 H30  H30  H 0 1 N N N 1.260  -6.839  -18.912 -6.308 1.310  1.201  H30  VX6 56 
VX6 H33  H33  H 0 1 N N N 1.471  -7.814  -17.325 -8.333 0.418  -0.081 H33  VX6 57 
VX6 H341 1H34 H 0 0 N N N -1.331 -9.689  -18.096 -9.070 -1.297 -1.799 H341 VX6 58 
VX6 H342 2H34 H 0 0 N N N -1.554 -8.751  -17.196 -7.308 -1.741 -2.112 H342 VX6 59 
VX6 H351 1H35 H 0 0 N N N 0.581  -9.922  -15.342 -7.046 -2.414 0.319  H351 VX6 60 
VX6 H352 2H35 H 0 0 N N N 0.865  -10.835 -16.302 -8.808 -1.970 0.632  H352 VX6 61 
# 
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 
VX6 N1  C2   SING N N 1  
VX6 N1  C6   SING N N 2  
VX6 N1  C7   SING N N 3  
VX6 C2  C3   SING N N 4  
VX6 C2  H21  SING N N 5  
VX6 C2  H22  SING N N 6  
VX6 C3  N4   SING N N 7  
VX6 C3  H31  SING N N 8  
VX6 C3  H32  SING N N 9  
VX6 N4  C5   SING N N 10 
VX6 N4  C8   SING N N 11 
VX6 C5  C6   SING N N 12 
VX6 C5  H51  SING N N 13 
VX6 C5  H52  SING N N 14 
VX6 C6  H61  SING N N 15 
VX6 C6  H62  SING N N 16 
VX6 C7  H71  SING N N 17 
VX6 C7  H72  SING N N 18 
VX6 C7  H73  SING N N 19 
VX6 C8  C9   SING Y N 20 
VX6 C8  N13  DOUB Y N 21 
VX6 C9  C10  DOUB Y N 22 
VX6 C9  H9   SING N N 23 
VX6 C10 N11  SING Y N 24 
VX6 C10 N14  SING N N 25 
VX6 N11 C12  DOUB Y N 26 
VX6 C12 N13  SING Y N 27 
VX6 C12 S23  SING N N 28 
VX6 N14 C15  SING N N 29 
VX6 N14 H14  SING N N 30 
VX6 C15 C17  DOUB Y N 31 
VX6 C15 N20  SING Y N 32 
VX6 C17 C18  SING Y N 33 
VX6 C17 H17  SING N N 34 
VX6 C18 N19  DOUB Y N 35 
VX6 C18 C21  SING N N 36 
VX6 N19 N20  SING Y N 37 
VX6 N20 H20  SING N N 38 
VX6 C21 H211 SING N N 39 
VX6 C21 H212 SING N N 40 
VX6 C21 H213 SING N N 41 
VX6 S23 C24  SING N N 42 
VX6 C24 C25  SING Y N 43 
VX6 C24 C29  DOUB Y N 44 
VX6 C25 C26  DOUB Y N 45 
VX6 C25 H25  SING N N 46 
VX6 C26 C27  SING Y N 47 
VX6 C26 H26  SING N N 48 
VX6 C27 C28  DOUB Y N 49 
VX6 C27 N30  SING N N 50 
VX6 C28 C29  SING Y N 51 
VX6 C28 H28  SING N N 52 
VX6 C29 H29  SING N N 53 
VX6 N30 C31  SING N N 54 
VX6 N30 H30  SING N N 55 
VX6 C31 O32  DOUB N N 56 
VX6 C31 C33  SING N N 57 
VX6 C33 C34  SING N N 58 
VX6 C33 C35  SING N N 59 
VX6 C33 H33  SING N N 60 
VX6 C34 C35  SING N N 61 
VX6 C34 H341 SING N N 62 
VX6 C34 H342 SING N N 63 
VX6 C35 H351 SING N N 64 
VX6 C35 H352 SING N N 65 
# 
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 
VX6 SMILES           ACDLabs              10.04 O=C(Nc4ccc(Sc2nc(N1CCN(C)CC1)cc(n2)Nc3cc(nn3)C)cc4)C5CC5                                                                                                                                               
VX6 InChI            InChI                1.02b InChI=1/C23H28N8OS/c1-15-13-20(29-28-15)25-19-14-21(31-11-9-30(2)10-12-31)27-23(26-19)33-18-7-5-17(6-8-18)24-22(32)16-3-4-16/h5-8,13-14,16H,3-4,9-12H2,1-2H3,(H,24,32)(H2,25,26,27,28,29)/f/h24-25,29H 
VX6 InChIKey         InChI                1.02b GCIKSSRWRFVXBI-LMDSNWCACM                                                                                                                                                                              
VX6 SMILES_CANONICAL CACTVS               3.341 CN1CCN(CC1)c2cc(Nc3[nH]nc(C)c3)nc(Sc4ccc(NC(=O)C5CC5)cc4)n2                                                                                                                                            
VX6 SMILES           CACTVS               3.341 CN1CCN(CC1)c2cc(Nc3[nH]nc(C)c3)nc(Sc4ccc(NC(=O)C5CC5)cc4)n2                                                                                                                                            
VX6 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 Cc1cc([nH]n1)Nc2cc(nc(n2)Sc3ccc(cc3)NC(=O)C4CC4)N5CCN(CC5)C                                                                                                                                            
VX6 SMILES           "OpenEye OEToolkits" 1.5.0 Cc1cc([nH]n1)Nc2cc(nc(n2)Sc3ccc(cc3)NC(=O)C4CC4)N5CCN(CC5)C                                                                                                                                            
# 
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 
VX6 "SYSTEMATIC NAME" ACDLabs              10.04 N-[4-({4-(4-methylpiperazin-1-yl)-6-[(3-methyl-1H-pyrazol-5-yl)amino]pyrimidin-2-yl}sulfanyl)phenyl]cyclopropanecarboxamide 
VX6 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 N-[4-[4-(4-methylpiperazin-1-yl)-6-[(5-methyl-2H-pyrazol-3-yl)amino]pyrimidin-2-yl]sulfanylphenyl]cyclopropanecarboxamide   
# 
