data_IHI
# 
_chem_comp.id                                    IHI 
_chem_comp.name                                  "9-CYCLOPENTYL-6-[2-(3-IMIDAZOL-1-YL-PROPOXY)-PHENYLAMINO]-9H-PURINE-2-CARBONITRILE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C23 H24 N8 O" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         NVP-ABI491 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2004-08-18 
_chem_comp.pdbx_modified_date                    2024-09-27 
_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                        428.490 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     IHI 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   Y 
_chem_comp.pdbx_ideal_coordinates_details        ? 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        1U9W 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  RCSB 
_chem_comp.pdbx_pcm                              Y 
# 
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.pdbx_backbone_atom_flag 
_chem_comp_atom.pdbx_n_terminal_atom_flag 
_chem_comp_atom.pdbx_c_terminal_atom_flag 
_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 
IHI C01  C01  C 0 1 Y N N N N N 62.992 12.371 -7.998  6.469  -6.223 -2.897 C01  IHI 1  
IHI N02  N02  N 0 1 Y N N N N N 61.808 12.187 -7.547  6.763  -5.041 -2.398 N02  IHI 2  
IHI C03  C03  C 0 1 Y N N N N N 61.522 13.337 -6.812  7.894  -4.648 -3.067 C03  IHI 3  
IHI C04  C04  C 0 1 Y N N N N N 62.541 14.213 -6.812  8.283  -5.613 -3.982 C04  IHI 4  
IHI N05  N05  N 0 1 Y N N N N N 63.606 13.563 -7.533  7.362  -6.612 -3.860 N05  IHI 5  
IHI C07  C07  C 0 1 Y N N N N N 60.394 13.656 -6.124  8.680  -3.502 -2.988 C07  IHI 6  
IHI N08  N08  N 0 1 Y N N N N N 62.478 15.463 -6.175  9.340  -5.569 -4.808 N08  IHI 7  
IHI N09  N09  N 0 1 Y N N N N N 60.297 14.858 -5.476  9.764  -3.390 -3.793 N09  IHI 8  
IHI C10  C10  C 0 1 Y N N N N N 61.315 15.739 -5.522  10.023 -4.416 -4.640 C10  IHI 9  
IHI N11  N11  N 0 1 N N N N N N 59.402 12.668 -6.120  8.360  -2.472 -2.087 N11  IHI 10 
IHI C12  C12  C 0 1 N N N N N N 64.925 14.101 -7.946  7.324  -7.865 -4.610 C12  IHI 11 
IHI C13  C13  C 0 1 N N N N N N 65.039 15.616 -7.973  7.180  -7.662 -6.128 C13  IHI 12 
IHI C14  C14  C 0 1 N N N N N N 64.825 15.890 -9.429  8.011  -8.778 -6.744 C14  IHI 13 
IHI C15  C15  C 0 1 N N N N N N 65.752 14.857 -10.073 9.191  -8.898 -5.795 C15  IHI 14 
IHI C16  C16  C 0 1 N N N N N N 65.382 13.588 -9.323  8.561  -8.764 -4.413 C16  IHI 15 
IHI N27  N27  N 0 1 N N N N N N 62.307 17.858 -4.888  12.112 -4.122 -6.144 N27  IHI 16 
IHI C32  C32  C 0 1 Y N N N N N 58.207 12.775 -5.403  8.962  -1.228 -1.800 C32  IHI 17 
IHI C33  C33  C 0 1 Y N N N N N 57.530 14.023 -5.134  9.654  -0.553 -2.806 C33  IHI 18 
IHI C34  C34  C 0 1 Y N N N N N 56.328 14.017 -4.368  10.254 0.677  -2.536 C34  IHI 19 
IHI C35  C35  C 0 1 Y N N N N N 55.785 12.797 -3.858  10.163 1.232  -1.260 C35  IHI 20 
IHI C36  C36  C 0 1 Y N N N N N 56.440 11.570 -4.116  9.471  0.558  -0.254 C36  IHI 21 
IHI C37  C37  C 0 1 Y N N N N N 57.654 11.554 -4.883  8.871  -0.672 -0.524 C37  IHI 22 
IHI O38  O38  O 0 1 N N N N N N 58.262 10.260 -5.146  8.200  -1.315 0.473  O38  IHI 23 
IHI C39  C39  C 0 1 N N N N N N 59.133 9.658  -4.222  8.657  -1.097 1.806  C39  IHI 24 
IHI C26  C26  C 0 1 N N N N N N 61.124 17.034 -4.797  11.171 -4.254 -5.467 C26  IHI 25 
IHI C40  C40  C 0 1 N N N N N N ?      ?      ?       8.344  -2.334 2.639  C40  IHI 26 
IHI C41  C41  C 0 1 N N N N N N ?      ?      ?       8.812  -2.223 4.089  C41  IHI 27 
IHI N51  N51  N 0 1 Y N N N N N ?      ?      ?       8.466  -3.378 4.909  N51  IHI 28 
IHI C52  C52  C 0 1 Y N N N N N ?      ?      ?       7.323  -3.527 5.627  C52  IHI 29 
IHI N53  N53  N 0 1 Y N N N N N ?      ?      ?       7.305  -4.678 6.262  N53  IHI 30 
IHI C54  C54  C 0 1 Y N N N N N ?      ?      ?       8.492  -5.280 5.927  C54  IHI 31 
IHI C55  C55  C 0 1 Y N N N N N ?      ?      ?       9.232  -4.485 5.084  C55  IHI 32 
IHI H01  H01  H 0 1 N N N N N N 63.479 11.682 -8.671  5.631  -6.840 -2.603 H01  IHI 33 
IHI H11  H11  H 0 1 N N N N N N 59.557 11.840 -6.660  7.528  -2.656 -1.530 H11  IHI 34 
IHI H12  H12  H 0 1 N N N N N N 65.578 13.721 -7.146  6.440  -8.383 -4.219 H12  IHI 35 
IHI H131 1H13 H 0 0 N N N N N N 64.285 16.105 -7.339  7.581  -6.686 -6.431 H131 IHI 36 
IHI H132 2H13 H 0 0 N N N N N N 65.988 16.004 -7.576  6.135  -7.705 -6.450 H132 IHI 37 
IHI H141 1H14 H 0 0 N N N N N N 63.776 15.751 -9.729  8.322  -8.547 -7.767 H141 IHI 38 
IHI H142 2H14 H 0 0 N N N N N N 65.041 16.928 -9.724  7.437  -9.712 -6.760 H142 IHI 39 
IHI H151 1H15 H 0 0 N N N N N N 65.577 14.763 -11.155 9.729  -9.843 -5.914 H151 IHI 40 
IHI H152 2H15 H 0 0 N N N N N N 66.818 15.116 -10.000 9.898  -8.078 -5.966 H152 IHI 41 
IHI H161 1H16 H 0 0 N N N N N N 66.242 12.908 -9.234  8.239  -9.752 -4.062 H161 IHI 42 
IHI H162 2H16 H 0 0 N N N N N N 64.606 13.002 -9.837  9.274  -8.368 -3.683 H162 IHI 43 
IHI H33  H33  H 0 1 N N N N N N 57.931 14.952 -5.510  9.732  -0.976 -3.805 H33  IHI 44 
IHI H34  H34  H 0 1 N N N N N N 55.819 14.949 -4.170  10.792 1.202  -3.320 H34  IHI 45 
IHI H35  H35  H 0 1 N N N N N N 54.875 12.812 -3.276  10.630 2.190  -1.050 H35  IHI 46 
IHI H36  H36  H 0 1 N N N N N N 56.028 10.647 -3.737  9.404  0.995  0.738  H36  IHI 47 
IHI H391 1H39 H 0 0 N N N N N N 59.966 8.955  -4.374  9.733  -0.904 1.770  H391 IHI 48 
IHI H392 2H39 H 0 0 N N N N N N 59.926 10.005 -3.543  8.147  -0.216 2.208  H392 IHI 49 
IHI H401 1H40 H 0 0 N N N N N N ?      ?      ?       7.259  -2.501 2.628  H401 IHI 50 
IHI H402 2H40 H 0 0 N N N N N N ?      ?      ?       8.781  -3.217 2.155  H402 IHI 51 
IHI H411 1H41 H 0 0 N N N N N N ?      ?      ?       9.897  -2.076 4.138  H411 IHI 52 
IHI H412 2H41 H 0 0 N N N N N N ?      ?      ?       8.352  -1.349 4.565  H412 IHI 53 
IHI H52  H52  H 0 1 N N N N N N ?      ?      ?       6.544  -2.778 5.655  H52  IHI 54 
IHI H54  H54  H 0 1 N N N N N N ?      ?      ?       8.754  -6.255 6.311  H54  IHI 55 
IHI H55  H55  H 0 1 N N N N N N ?      ?      ?       10.198 -4.615 4.616  H55  IHI 56 
# 
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 
IHI C01 N02  DOUB Y N 1  
IHI C01 N05  SING Y N 2  
IHI C01 H01  SING N N 3  
IHI N02 C03  SING Y N 4  
IHI C03 C04  DOUB Y N 5  
IHI C03 C07  SING Y N 6  
IHI C04 N05  SING Y N 7  
IHI C04 N08  SING Y N 8  
IHI N05 C12  SING N N 9  
IHI C07 N09  DOUB Y N 10 
IHI C07 N11  SING N N 11 
IHI N08 C10  DOUB Y N 12 
IHI N09 C10  SING Y N 13 
IHI C10 C26  SING N N 14 
IHI N11 C32  SING N N 15 
IHI N11 H11  SING N N 16 
IHI C12 C13  SING N N 17 
IHI C12 C16  SING N N 18 
IHI C12 H12  SING N N 19 
IHI C13 C14  SING N N 20 
IHI C13 H131 SING N N 21 
IHI C13 H132 SING N N 22 
IHI C14 C15  SING N N 23 
IHI C14 H141 SING N N 24 
IHI C14 H142 SING N N 25 
IHI C15 C16  SING N N 26 
IHI C15 H151 SING N N 27 
IHI C15 H152 SING N N 28 
IHI C16 H161 SING N N 29 
IHI C16 H162 SING N N 30 
IHI N27 C26  TRIP N N 31 
IHI C32 C33  DOUB Y N 32 
IHI C32 C37  SING Y N 33 
IHI C33 C34  SING Y N 34 
IHI C33 H33  SING N N 35 
IHI C34 C35  DOUB Y N 36 
IHI C34 H34  SING N N 37 
IHI C35 C36  SING Y N 38 
IHI C35 H35  SING N N 39 
IHI C36 C37  DOUB Y N 40 
IHI C36 H36  SING N N 41 
IHI C37 O38  SING N N 42 
IHI O38 C39  SING N N 43 
IHI C39 C40  SING N N 44 
IHI C39 H391 SING N N 45 
IHI C39 H392 SING N N 46 
IHI C40 C41  SING N N 47 
IHI C40 H401 SING N N 48 
IHI C40 H402 SING N N 49 
IHI C41 N51  SING N N 50 
IHI C41 H411 SING N N 51 
IHI C41 H412 SING N N 52 
IHI N51 C52  SING Y N 53 
IHI N51 C55  SING Y N 54 
IHI C52 N53  DOUB Y N 55 
IHI C52 H52  SING N N 56 
IHI N53 C54  SING Y N 57 
IHI C54 C55  DOUB Y N 58 
IHI C54 H54  SING N N 59 
IHI C55 H55  SING N N 60 
# 
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 
IHI SMILES           ACDLabs              10.04 "N#Cc3nc1c(ncn1C2CCCC2)c(n3)Nc5ccccc5OCCCn4ccnc4"                                                                                                                            
IHI SMILES_CANONICAL CACTVS               3.341 "N#Cc1nc(Nc2ccccc2OCCCn3ccnc3)c4ncn(C5CCCC5)c4n1"                                                                                                                            
IHI SMILES           CACTVS               3.341 "N#Cc1nc(Nc2ccccc2OCCCn3ccnc3)c4ncn(C5CCCC5)c4n1"                                                                                                                            
IHI SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1ccc(c(c1)Nc2c3c(nc(n2)C#N)n(cn3)C4CCCC4)OCCCn5ccnc5"                                                                                                                      
IHI SMILES           "OpenEye OEToolkits" 1.5.0 "c1ccc(c(c1)Nc2c3c(nc(n2)C#N)n(cn3)C4CCCC4)OCCCn5ccnc5"                                                                                                                      
IHI InChI            InChI                1.03  "InChI=1S/C23H24N8O/c24-14-20-28-22(21-23(29-20)31(16-26-21)17-6-1-2-7-17)27-18-8-3-4-9-19(18)32-13-5-11-30-12-10-25-15-30/h3-4,8-10,12,15-17H,1-2,5-7,11,13H2,(H,27,28,29)" 
IHI InChIKey         InChI                1.03  JJNKDTWKWYLERH-UHFFFAOYSA-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 
IHI "SYSTEMATIC NAME" ACDLabs              10.04 "9-cyclopentyl-6-({2-[3-(1H-imidazol-1-yl)propoxy]phenyl}amino)-9H-purine-2-carbonitrile" 
IHI "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "9-cyclopentyl-6-[[2-(3-imidazol-1-ylpropoxy)phenyl]amino]purine-2-carbonitrile"          
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
IHI "Create component"  2004-08-18 RCSB 
IHI "Modify descriptor" 2011-06-04 RCSB 
IHI "Modify synonyms"   2021-03-01 PDBE 
IHI "Modify PCM"        2024-09-27 PDBE 
# 
_pdbx_chem_comp_synonyms.ordinal      1 
_pdbx_chem_comp_synonyms.comp_id      IHI 
_pdbx_chem_comp_synonyms.name         NVP-ABI491 
_pdbx_chem_comp_synonyms.provenance   ? 
_pdbx_chem_comp_synonyms.type         ? 
# 
_pdbx_chem_comp_pcm.pcm_id                             1 
_pdbx_chem_comp_pcm.comp_id                            IHI 
_pdbx_chem_comp_pcm.modified_residue_id                CYS 
_pdbx_chem_comp_pcm.type                               None 
_pdbx_chem_comp_pcm.category                           "Covalent chemical modification" 
_pdbx_chem_comp_pcm.position                           "Amino-acid side chain" 
_pdbx_chem_comp_pcm.polypeptide_position               "Any position" 
_pdbx_chem_comp_pcm.comp_id_linking_atom               C26 
_pdbx_chem_comp_pcm.modified_residue_id_linking_atom   SG 
_pdbx_chem_comp_pcm.uniprot_specific_ptm_accession     ? 
_pdbx_chem_comp_pcm.uniprot_generic_ptm_accession      ? 
# 
