data_4HK
# 
_chem_comp.id                                    4HK 
_chem_comp.name                                  "5-{7-ethyl-6-[(3S)-tetrahydrofuran-3-yloxy]-2,4-dihydroindeno[1,2-c]pyrazol-3-yl}pyridine-2-carbonitrile" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C22 H20 N4 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2012-07-05 
_chem_comp.pdbx_modified_date                    2012-08-17 
_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                        372.420 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     4HK 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        Corina 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        4FTQ 
_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 
4HK N1   N1   N 0 1 N N N 10.189 -5.437 13.416 -8.105 -2.891 -0.282 N1   4HK 1  
4HK C1   C1   C 0 1 N N N 11.096 -5.078 12.828 -7.221 -2.181 -0.218 C1   4HK 2  
4HK C2   C2   C 0 1 Y N N 12.241 -4.663 12.099 -6.107 -1.285 -0.137 C2   4HK 3  
4HK N2   N2   N 0 1 Y N N 12.202 -3.499 11.421 -5.061 -1.604 0.619  N2   4HK 4  
4HK C6   C6   C 0 1 Y N N 13.267 -3.171 10.678 -4.017 -0.814 0.724  C6   4HK 5  
4HK C5   C5   C 0 1 Y N N 14.425 -3.940 10.609 -3.970 0.402  0.036  C5   4HK 6  
4HK C4   C4   C 0 1 Y N N 14.429 -5.138 11.318 -5.053 0.772  -0.770 C4   4HK 7  
4HK C3   C3   C 0 1 Y N N 13.338 -5.517 12.074 -6.130 -0.089 -0.858 C3   4HK 8  
4HK C7   C7   C 0 1 Y N N 15.619 -3.510 9.860  -2.791 1.286  0.159  C7   4HK 9  
4HK C9   C9   C 0 1 Y N N 16.868 -4.102 9.792  -1.485 0.902  0.101  C9   4HK 10 
4HK C10  C10  C 0 1 N N N 17.709 -5.184 10.315 -0.558 -0.275 -0.070 C10  4HK 11 
4HK C11  C11  C 0 1 Y N N 19.064 -4.883 9.747  0.844  0.280  0.005  C11  4HK 12 
4HK C22  C22  C 0 1 Y N N 18.987 -3.799 8.883  0.745  1.655  0.201  C22  4HK 13 
4HK C8   C8   C 0 1 Y N N 17.627 -3.259 8.905  -0.686 2.046  0.261  C8   4HK 14 
4HK N4   N4   N 0 1 Y N N 16.875 -2.243 8.465  -1.487 3.085  0.411  N4   4HK 15 
4HK N3   N3   N 0 1 Y N N 15.658 -2.418 9.067  -2.812 2.638  0.346  N3   4HK 16 
4HK C21  C21  C 0 1 Y N N 20.118 -3.407 8.168  1.909  2.419  0.305  C21  4HK 17 
4HK C18  C18  C 0 1 Y N N 21.337 -4.067 8.319  3.144  1.813  0.215  C18  4HK 18 
4HK C19  C19  C 0 1 N N N 22.516 -3.564 7.513  4.398  2.641  0.329  C19  4HK 19 
4HK C20  C20  C 0 1 N N N 22.563 -4.082 6.096  4.887  3.020  -1.071 C20  4HK 20 
4HK C13  C13  C 0 1 Y N N 21.393 -5.150 9.206  3.235  0.441  0.019  C13  4HK 21 
4HK C12  C12  C 0 1 Y N N 20.274 -5.544 9.923  2.080  -0.323 -0.085 C12  4HK 22 
4HK O1   O1   O 0 1 N N N 22.592 -5.818 9.275  4.453  -0.153 -0.069 O1   4HK 23 
4HK C14  C14  C 0 1 N N S 22.749 -6.954 8.427  4.474  -1.546 -0.387 C14  4HK 24 
4HK C17  C17  C 0 1 N N N 22.371 -8.155 9.274  4.306  -2.403 0.886  C17  4HK 25 
4HK O2   O2   O 0 1 N N N 23.582 -8.819 9.620  5.198  -3.519 0.777  O2   4HK 26 
4HK C16  C16  C 0 1 N N N 24.546 -8.528 8.621  5.894  -3.470 -0.479 C16  4HK 27 
4HK C15  C15  C 0 1 N N N 24.207 -7.173 8.050  5.878  -1.977 -0.892 C15  4HK 28 
4HK H4   H4   H 0 1 N N N 13.225 -2.259 10.100 -3.186 -1.108 1.348  H4   4HK 29 
4HK H3   H3   H 0 1 N N N 15.297 -5.779 11.276 -5.045 1.705  -1.313 H3   4HK 30 
4HK H2   H2   H 0 1 N N N 13.337 -6.445 12.627 -6.983 0.164  -1.470 H2   4HK 31 
4HK H5   H5   H 0 1 N N N 17.347 -6.164 9.970  -0.718 -0.998 0.731  H5   4HK 32 
4HK H6   H6   H 0 1 N N N 17.732 -5.167 11.415 -0.724 -0.746 -1.038 H6   4HK 33 
4HK H1   H1   H 0 1 N N N 14.881 -1.803 8.934  -3.605 3.191  0.426  H1   4HK 34 
4HK H17  H17  H 0 1 N N N 20.048 -2.575 7.483  1.842  3.487  0.457  H17  4HK 35 
4HK H16  H16  H 0 1 N N N 23.440 -3.873 8.024  4.185  3.546  0.897  H16  4HK 36 
4HK H15  H15  H 0 1 N N N 22.466 -2.466 7.477  5.169  2.064  0.839  H15  4HK 37 
4HK H201 H201 H 0 0 N N N 23.445 -3.670 5.584  5.100  2.115  -1.639 H201 4HK 38 
4HK H202 H202 H 0 0 N N N 22.626 -5.180 6.109  4.116  3.597  -1.581 H202 4HK 39 
4HK H203 H203 H 0 0 N N N 21.652 -3.773 5.562  5.794  3.619  -0.988 H203 4HK 40 
4HK H7   H7   H 0 1 N N N 20.342 -6.366 10.620 2.151  -1.390 -0.237 H7   4HK 41 
4HK H8   H8   H 0 1 N N N 22.118 -6.894 7.528  3.704  -1.786 -1.121 H8   4HK 42 
4HK H14  H14  H 0 1 N N N 21.848 -7.826 10.184 4.560  -1.812 1.766  H14  4HK 43 
4HK H13  H13  H 0 1 N N N 21.720 -8.831 8.701  3.278  -2.757 0.960  H13  4HK 44 
4HK H12  H12  H 0 1 N N N 24.509 -9.290 7.829  6.920  -3.818 -0.356 H12  4HK 45 
4HK H11  H11  H 0 1 N N N 25.553 -8.508 9.064  5.376  -4.076 -1.222 H11  4HK 46 
4HK H9   H9   H 0 1 N N N 24.331 -7.170 6.957  5.957  -1.868 -1.974 H9   4HK 47 
4HK H10  H10  H 0 1 N N N 24.844 -6.394 8.493  6.666  -1.420 -0.384 H10  4HK 48 
# 
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 
4HK C20 C19  SING N N 1  
4HK C19 C18  SING N N 2  
4HK C15 C14  SING N N 3  
4HK C15 C16  SING N N 4  
4HK C21 C18  DOUB Y N 5  
4HK C21 C22  SING Y N 6  
4HK C18 C13  SING Y N 7  
4HK C14 C17  SING N N 8  
4HK C14 O1   SING N N 9  
4HK N4  C8   DOUB Y N 10 
4HK N4  N3   SING Y N 11 
4HK C16 O2   SING N N 12 
4HK C22 C8   SING N N 13 
4HK C22 C11  DOUB Y N 14 
4HK C8  C9   SING Y N 15 
4HK N3  C7   SING Y N 16 
4HK C13 O1   SING N N 17 
4HK C13 C12  DOUB Y N 18 
4HK C17 O2   SING N N 19 
4HK C11 C12  SING Y N 20 
4HK C11 C10  SING N N 21 
4HK C9  C7   DOUB Y N 22 
4HK C9  C10  SING N N 23 
4HK C7  C5   SING N N 24 
4HK C5  C6   DOUB Y N 25 
4HK C5  C4   SING Y N 26 
4HK C6  N2   SING Y N 27 
4HK C4  C3   DOUB Y N 28 
4HK N2  C2   DOUB Y N 29 
4HK C3  C2   SING Y N 30 
4HK C2  C1   SING N N 31 
4HK C1  N1   TRIP N N 32 
4HK C6  H4   SING N N 33 
4HK C4  H3   SING N N 34 
4HK C3  H2   SING N N 35 
4HK C10 H5   SING N N 36 
4HK C10 H6   SING N N 37 
4HK N3  H1   SING N N 38 
4HK C21 H17  SING N N 39 
4HK C19 H16  SING N N 40 
4HK C19 H15  SING N N 41 
4HK C20 H201 SING N N 42 
4HK C20 H202 SING N N 43 
4HK C20 H203 SING N N 44 
4HK C12 H7   SING N N 45 
4HK C14 H8   SING N N 46 
4HK C17 H14  SING N N 47 
4HK C17 H13  SING N N 48 
4HK C16 H12  SING N N 49 
4HK C16 H11  SING N N 50 
4HK C15 H9   SING N N 51 
4HK C15 H10  SING N N 52 
# 
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 
4HK SMILES           ACDLabs              12.01 "N#Cc1ncc(cc1)c2c5c(nn2)c4cc(c(OC3CCOC3)cc4C5)CC"                                                                                                                      
4HK InChI            InChI                1.03  "InChI=1S/C22H20N4O2/c1-2-13-7-18-15(9-20(13)28-17-5-6-27-12-17)8-19-21(25-26-22(18)19)14-3-4-16(10-23)24-11-14/h3-4,7,9,11,17H,2,5-6,8,12H2,1H3,(H,25,26)/t17-/m0/s1" 
4HK InChIKey         InChI                1.03  OAWMFMUHXBYJGX-KRWDZBQOSA-N                                                                                                                                            
4HK SMILES_CANONICAL CACTVS               3.370 "CCc1cc2c(Cc3c([nH]nc23)c4ccc(nc4)C#N)cc1O[C@H]5CCOC5"                                                                                                                 
4HK SMILES           CACTVS               3.370 "CCc1cc2c(Cc3c([nH]nc23)c4ccc(nc4)C#N)cc1O[CH]5CCOC5"                                                                                                                  
4HK SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CCc1cc-2c(cc1O[C@H]3CCOC3)Cc4c2n[nH]c4c5ccc(nc5)C#N"                                                                                                                  
4HK SMILES           "OpenEye OEToolkits" 1.7.6 "CCc1cc-2c(cc1OC3CCOC3)Cc4c2n[nH]c4c5ccc(nc5)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 
4HK "SYSTEMATIC NAME" ACDLabs              12.01 "5-{7-ethyl-6-[(3S)-tetrahydrofuran-3-yloxy]-2,4-dihydroindeno[1,2-c]pyrazol-3-yl}pyridine-2-carbonitrile" 
4HK "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "5-[7-ethyl-6-[(3S)-oxolan-3-yl]oxy-2,4-dihydroindeno[1,2-c]pyrazol-3-yl]pyridine-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 
4HK "Create component" 2012-07-05 RCSB 
# 
