data_IHE
# 
_chem_comp.id                                    IHE 
_chem_comp.name                                  6-(CYCLOHEXYLAMINO)-9-[2-(4-METHYLPIPERAZIN-1-YL)-ETHYL]-9H-PURINE-2-CARBONITRILE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C19 H28 N8" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         NVP-ABE854 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2004-08-18 
_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                        368.479 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     IHE 
_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        1U9V 
_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 
IHE C01  C01  C 0 1 N N N 62.379 15.303 -12.154 5.052  0.364  -1.608 C01  IHE 1  
IHE C02  C02  C 0 1 N N N 63.038 12.504 -12.793 6.167  -0.514 0.818  C02  IHE 2  
IHE N03  N03  N 0 1 N N N 62.363 13.403 -13.789 6.699  -1.031 -0.448 N03  IHE 3  
IHE C04  C04  C 0 1 N N N 61.522 14.463 -13.123 6.537  0.034  -1.445 C04  IHE 4  
IHE C05  C05  C 0 1 N N N 63.908 13.328 -11.823 4.683  -0.184 0.656  C05  IHE 5  
IHE N06  N06  N 0 1 N N N 63.076 14.398 -11.158 4.520  0.881  -0.341 N06  IHE 6  
IHE C15  C15  C 0 1 N N N 61.539 12.588 -14.724 8.144  -1.213 -0.256 C15  IHE 7  
IHE C16  C16  C 0 1 N N N 63.940 15.220 -10.207 3.075  1.062  -0.534 C16  IHE 8  
IHE C17  C17  C 0 1 N N N 64.446 14.417 -8.963  2.415  1.361  0.814  C17  IHE 9  
IHE N18  N18  N 0 1 Y N N 63.314 13.757 -8.291  0.974  1.542  0.622  N18  IHE 10 
IHE C19  C19  C 0 1 Y N N 62.950 12.407 -8.373  0.326  2.727  0.449  C19  IHE 11 
IHE N20  N20  N 0 1 Y N N 61.885 12.133 -7.678  -0.952 2.521  0.308  N20  IHE 12 
IHE C21  C21  C 0 1 Y N N 62.401 14.343 -7.461  0.028  0.547  0.578  C21  IHE 13 
IHE N22  N22  N 0 1 Y N N 62.304 15.648 -7.042  0.055  -0.774 0.691  N22  IHE 14 
IHE C23  C23  C 0 1 Y N N 61.246 15.917 -6.217  -1.064 -1.480 0.608  C23  IHE 15 
IHE N24  N24  N 0 1 Y N N 60.355 14.962 -5.856  -2.250 -0.911 0.418  N24  IHE 16 
IHE C25  C25  C 0 1 Y N N 60.496 13.696 -6.300  -2.368 0.405  0.300  C25  IHE 17 
IHE C26  C26  C 0 1 Y N N 61.545 13.359 -7.108  -1.206 1.194  0.381  C26  IHE 18 
IHE N28  N28  N 0 1 N N N 59.556 12.703 -5.951  -3.607 0.988  0.101  N28  IHE 19 
IHE C29  C29  C 0 1 N N N 58.359 12.858 -5.170  -4.807 0.151  0.019  C29  IHE 20 
IHE C30  C30  C 0 1 N N N 57.740 11.541 -4.681  -6.032 0.975  0.419  C30  IHE 21 
IHE C31  C31  C 0 1 N N N 56.442 11.776 -3.870  -7.285 0.101  0.333  C31  IHE 22 
IHE C32  C32  C 0 1 N N N 55.407 12.580 -4.701  -7.457 -0.405 -1.100 C32  IHE 23 
IHE C33  C33  C 0 1 N N N 55.989 13.920 -5.239  -6.231 -1.229 -1.500 C33  IHE 24 
IHE C34  C34  C 0 1 N N N 57.320 13.697 -5.971  -4.978 -0.355 -1.415 C34  IHE 25 
IHE N35  N35  N 0 1 N N N 61.938 18.154 -5.935  -0.934 -4.035 0.826  N35  IHE 26 
IHE C27  C27  C 0 1 N N N 61.044 17.296 -5.696  -0.992 -2.905 0.730  C27  IHE 27 
IHE H011 1H01 H 0 0 N N N 63.098 15.960 -12.695 4.931  1.117  -2.387 H011 IHE 28 
IHE H012 2H01 H 0 0 N N N 61.781 16.097 -11.649 4.509  -0.538 -1.889 H012 IHE 29 
IHE H021 1H02 H 0 0 N N N 62.304 11.863 -12.249 6.288  -1.267 1.597  H021 IHE 30 
IHE H022 2H02 H 0 0 N N N 63.624 11.698 -13.293 6.710  0.388  1.099  H022 IHE 31 
IHE H041 1H04 H 0 0 N N N 60.630 14.026 -12.615 7.072  0.924  -1.116 H041 IHE 32 
IHE H042 2H04 H 0 0 N N N 60.993 15.101 -13.868 6.941  -0.299 -2.401 H042 IHE 33 
IHE H051 1H05 H 0 0 N N N 64.428 12.681 -11.078 4.278  0.149  1.611  H051 IHE 34 
IHE H052 2H05 H 0 0 N N N 64.806 13.752 -12.327 4.147  -1.074 0.326  H052 IHE 35 
IHE H151 1H15 H 0 0 N N N 61.037 13.255 -15.463 8.584  -0.280 0.098  H151 IHE 36 
IHE H152 2H15 H 0 0 N N N 62.135 11.786 -15.218 8.317  -1.998 0.480  H152 IHE 37 
IHE H153 3H15 H 0 0 N N N 60.811 11.938 -14.184 8.604  -1.495 -1.203 H153 IHE 38 
IHE H161 1H16 H 0 0 N N N 64.796 15.680 -10.752 2.901  1.895  -1.216 H161 IHE 39 
IHE H162 2H16 H 0 0 N N N 63.403 16.143 -9.887  2.647  0.152  -0.954 H162 IHE 40 
IHE H171 1H17 H 0 0 N N N 65.250 13.693 -9.232  2.589  0.529  1.496  H171 IHE 41 
IHE H172 2H17 H 0 0 N N N 65.030 15.057 -8.262  2.842  2.271  1.234  H172 IHE 42 
IHE H19  H19  H 0 1 N N N 63.465 11.616 -8.944  0.802  3.696  0.432  H19  IHE 43 
IHE H28  H28  H 0 1 N N N 60.090 11.962 -5.496  -3.682 1.952  0.016  H28  IHE 44 
IHE H29  H29  H 0 1 N N N 58.658 13.395 -4.239  -4.704 -0.698 0.694  H29  IHE 45 
IHE H301 1H30 H 0 0 N N N 57.566 10.836 -5.527  -5.910 1.336  1.440  H301 IHE 46 
IHE H302 2H30 H 0 0 N N N 58.476 10.938 -4.099  -6.135 1.824  -0.256 H302 IHE 47 
IHE H311 1H31 H 0 0 N N N 56.012 10.818 -3.493  -7.182 -0.749 1.009  H311 IHE 48 
IHE H312 2H31 H 0 0 N N N 56.651 12.264 -2.889  -8.158 0.688  0.618  H312 IHE 49 
IHE H321 1H32 H 0 0 N N N 54.989 11.961 -5.529  -8.349 -1.028 -1.161 H321 IHE 50 
IHE H322 2H32 H 0 0 N N N 54.471 12.753 -4.119  -7.559 0.444  -1.776 H322 IHE 51 
IHE H331 1H33 H 0 0 N N N 55.253 14.456 -5.882  -6.128 -2.079 -0.825 H331 IHE 52 
IHE H332 2H33 H 0 0 N N N 56.090 14.677 -4.426  -6.353 -1.590 -2.522 H332 IHE 53 
IHE H341 1H34 H 0 0 N N N 57.762 14.672 -6.280  -5.081 0.494  -2.090 H341 IHE 54 
IHE H342 2H34 H 0 0 N N N 57.141 13.242 -6.973  -4.105 -0.942 -1.700 H342 IHE 55 
# 
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 
IHE C01 C04  SING N N 1  
IHE C01 N06  SING N N 2  
IHE C01 H011 SING N N 3  
IHE C01 H012 SING N N 4  
IHE C02 N03  SING N N 5  
IHE C02 C05  SING N N 6  
IHE C02 H021 SING N N 7  
IHE C02 H022 SING N N 8  
IHE N03 C04  SING N N 9  
IHE N03 C15  SING N N 10 
IHE C04 H041 SING N N 11 
IHE C04 H042 SING N N 12 
IHE C05 N06  SING N N 13 
IHE C05 H051 SING N N 14 
IHE C05 H052 SING N N 15 
IHE N06 C16  SING N N 16 
IHE C15 H151 SING N N 17 
IHE C15 H152 SING N N 18 
IHE C15 H153 SING N N 19 
IHE C16 C17  SING N N 20 
IHE C16 H161 SING N N 21 
IHE C16 H162 SING N N 22 
IHE C17 N18  SING N N 23 
IHE C17 H171 SING N N 24 
IHE C17 H172 SING N N 25 
IHE N18 C19  SING Y N 26 
IHE N18 C21  SING Y N 27 
IHE C19 N20  DOUB Y N 28 
IHE C19 H19  SING N N 29 
IHE N20 C26  SING Y N 30 
IHE C21 N22  DOUB Y N 31 
IHE C21 C26  SING Y N 32 
IHE N22 C23  SING Y N 33 
IHE C23 N24  DOUB Y N 34 
IHE C23 C27  SING N N 35 
IHE N24 C25  SING Y N 36 
IHE C25 C26  DOUB Y N 37 
IHE C25 N28  SING N N 38 
IHE N28 C29  SING N N 39 
IHE N28 H28  SING N N 40 
IHE C29 C30  SING N N 41 
IHE C29 C34  SING N N 42 
IHE C29 H29  SING N N 43 
IHE C30 C31  SING N N 44 
IHE C30 H301 SING N N 45 
IHE C30 H302 SING N N 46 
IHE C31 C32  SING N N 47 
IHE C31 H311 SING N N 48 
IHE C31 H312 SING N N 49 
IHE C32 C33  SING N N 50 
IHE C32 H321 SING N N 51 
IHE C32 H322 SING N N 52 
IHE C33 C34  SING N N 53 
IHE C33 H331 SING N N 54 
IHE C33 H332 SING N N 55 
IHE C34 H341 SING N N 56 
IHE C34 H342 SING N N 57 
IHE N35 C27  TRIP N N 58 
# 
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 
IHE SMILES           ACDLabs              10.04 N#Cc2nc1n(cnc1c(n2)NC3CCCCC3)CCN4CCN(CC4)C                                                                                                   
IHE InChI            InChI                1.02b InChI=1/C19H28N8/c1-25-7-9-26(10-8-25)11-12-27-14-21-17-18(22-15-5-3-2-4-6-15)23-16(13-20)24-19(17)27/h14-15H,2-12H2,1H3,(H,22,23,24)/f/h22H 
IHE InChIKey         InChI                1.02b OGODDSLNRULSMM-QWOVJGMICB                                                                                                                    
IHE SMILES_CANONICAL CACTVS               3.341 CN1CCN(CC1)CCn2cnc3c(NC4CCCCC4)nc(nc23)C#N                                                                                                   
IHE SMILES           CACTVS               3.341 CN1CCN(CC1)CCn2cnc3c(NC4CCCCC4)nc(nc23)C#N                                                                                                   
IHE SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CN1CCN(CC1)CCn2cnc3c2nc(nc3NC4CCCCC4)C#N                                                                                                     
IHE SMILES           "OpenEye OEToolkits" 1.5.0 CN1CCN(CC1)CCn2cnc3c2nc(nc3NC4CCCCC4)C#N                                                                                                     
# 
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 
IHE "SYSTEMATIC NAME" ACDLabs              10.04 6-(cyclohexylamino)-9-[2-(4-methylpiperazin-1-yl)ethyl]-9H-purine-2-carbonitrile 
IHE "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 6-(cyclohexylamino)-9-[2-(4-methylpiperazin-1-yl)ethyl]purine-2-carbonitrile     
# 
