data_GIK
# 
_chem_comp.id                                    GIK 
_chem_comp.name                                  "~{N}-[4-[[6-(3-chloranylpyridin-4-yl)-3-methyl-1~{H}-indazol-4-yl]oxy]cyclohexyl]ethanamide" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C21 H23 Cl N4 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2022-05-10 
_chem_comp.pdbx_modified_date                    2023-02-24 
_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                        398.886 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     GIK 
_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        7XNC 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBJ 
# 
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 
GIK C10 C1  C  0 1 N N N -9.539  68.807 34.644 -3.147 0.814  -0.912 C10 GIK 1  
GIK C13 C2  C  0 1 Y N N -4.306  68.114 34.905 0.921  -0.102 -0.173 C13 GIK 2  
GIK C15 C3  C  0 1 Y N N -1.838  68.467 34.815 3.276  -0.604 -0.398 C15 GIK 3  
GIK C20 C4  C  0 1 N N N -4.411  72.864 34.156 0.477  -4.706 -0.053 C20 GIK 4  
GIK C21 C5  C  0 1 Y N N -3.439  70.379 34.536 1.656  -2.394 -0.211 C21 GIK 5  
GIK C22 C6  C  0 1 Y N N -2.683  66.167 35.190 2.555  1.773  -0.374 C22 GIK 6  
GIK C24 C7  C  0 1 Y N N -2.797  63.799 34.500 2.172  3.962  -1.263 C24 GIK 7  
GIK C26 C8  C  0 1 Y N N -1.723  64.331 36.537 3.799  3.687  0.351  C26 GIK 8  
GIK C01 C9  C  0 1 N N N -12.914 66.972 31.277 -7.694 1.998  0.387  C01 GIK 9  
GIK C02 C10 C  0 1 N N N -11.692 67.816 31.605 -6.658 0.925  0.171  C02 GIK 10 
GIK C05 C11 C  0 1 N N N -9.713  68.577 33.116 -4.354 0.218  -0.183 C05 GIK 11 
GIK C06 C12 C  0 1 N N N -8.384  67.913 32.583 -3.908 -0.340 1.169  C06 GIK 12 
GIK C07 C13 C  0 1 N N N -7.101  68.751 32.944 -2.855 -1.429 0.950  C07 GIK 13 
GIK C08 C14 C  0 1 N N N -6.933  69.030 34.486 -1.649 -0.834 0.221  C08 GIK 14 
GIK C09 C15 C  0 1 N N N -8.265  69.623 35.058 -2.095 -0.275 -1.132 C09 GIK 15 
GIK C12 C16 C  0 1 Y N N -4.541  69.482 34.688 0.622  -1.444 -0.122 C12 GIK 16 
GIK C14 C17 C  0 1 Y N N -2.963  67.597 34.973 2.248  0.323  -0.314 C14 GIK 17 
GIK C16 C18 C  0 1 Y N N -2.144  69.865 34.602 2.990  -1.964 -0.342 C16 GIK 18 
GIK C19 C19 C  0 1 Y N N -3.321  71.829 34.306 1.681  -3.808 -0.182 C19 GIK 19 
GIK C23 C20 C  0 1 Y N N -3.088  65.169 34.258 1.859  2.619  -1.242 C23 GIK 20 
GIK C27 C21 C  0 1 Y N N -1.987  65.707 36.345 3.546  2.332  0.440  C27 GIK 21 
GIK N04 N1  N  0 1 N N N -10.921 67.727 32.810 -5.361 1.261  0.027  N04 GIK 22 
GIK N17 N2  N  0 1 Y N N -1.231  70.924 34.422 3.762  -3.097 -0.404 N17 GIK 23 
GIK N18 N3  N  0 1 Y N N -1.966  72.109 34.245 2.916  -4.206 -0.286 N18 GIK 24 
GIK N25 N4  N  0 1 Y N N -2.130  63.425 35.620 3.115  4.450  -0.478 N25 GIK 25 
GIK O03 O1  O  0 1 N N N -11.323 68.662 30.755 -6.992 -0.240 0.126  O03 GIK 26 
GIK O11 O2  O  0 1 N N N -5.854  69.992 34.628 -0.667 -1.851 0.016  O11 GIK 27 
GIK CL1 CL1 CL 0 0 N N N -1.433  66.869 37.581 4.443  1.338  1.544  CL1 GIK 28 
GIK H1  H1  H  0 1 N N N -10.424 69.350 35.009 -3.465 1.212  -1.876 H1  GIK 29 
GIK H2  H2  H  0 1 N N N -9.486  67.823 35.132 -2.720 1.616  -0.311 H2  GIK 30 
GIK H3  H3  H  0 1 N N N -5.143  67.441 35.022 0.127  0.628  -0.109 H3  GIK 31 
GIK H4  H4  H  0 1 N N N -0.822  68.102 34.852 4.298  -0.271 -0.507 H4  GIK 32 
GIK H5  H5  H  0 1 N N N -3.958  73.853 33.994 0.093  -4.944 -1.045 H5  GIK 33 
GIK H6  H6  H  0 1 N N N -5.045  72.606 33.295 0.762  -5.625 0.458  H6  GIK 34 
GIK H7  H7  H  0 1 N N N -5.024  72.886 35.069 -0.296 -4.196 0.523  H7  GIK 35 
GIK H8  H8  H  0 1 N N N -3.109  63.050 33.787 1.636  4.624  -1.927 H8  GIK 36 
GIK H9  H9  H  0 1 N N N -1.194  64.003 37.420 4.562  4.128  0.975  H9  GIK 37 
GIK H10 H10 H  0 1 N N N -13.302 67.256 30.287 -8.077 2.334  -0.576 H10 GIK 38 
GIK H11 H11 H  0 1 N N N -12.634 65.908 31.269 -8.514 1.596  0.984  H11 GIK 39 
GIK H12 H12 H  0 1 N N N -13.691 67.141 32.037 -7.242 2.839  0.912  H12 GIK 40 
GIK H13 H13 H  0 1 N N N -9.829  69.555 32.627 -4.781 -0.584 -0.784 H13 GIK 41 
GIK H14 H14 H  0 1 N N N -8.450  67.823 31.489 -3.480 0.462  1.771  H14 GIK 42 
GIK H15 H15 H  0 1 N N N -8.287  66.912 33.028 -4.767 -0.765 1.689  H15 GIK 43 
GIK H16 H16 H  0 1 N N N -6.217  68.199 32.594 -2.538 -1.827 1.913  H16 GIK 44 
GIK H17 H17 H  0 1 N N N -7.160  69.717 32.422 -3.283 -2.232 0.349  H17 GIK 45 
GIK H18 H18 H  0 1 N N N -6.697  68.089 35.004 -1.222 -0.031 0.822  H18 GIK 46 
GIK H19 H19 H  0 1 N N N -8.199  69.633 36.156 -2.523 -1.077 -1.733 H19 GIK 47 
GIK H20 H20 H  0 1 N N N -8.375  70.653 34.688 -1.236 0.149  -1.651 H20 GIK 48 
GIK H21 H21 H  0 1 N N N -3.619  65.455 33.362 1.086  2.227  -1.887 H21 GIK 49 
GIK H22 H22 H  0 1 N N N -11.203 67.055 33.495 -5.094 2.193  0.063  H22 GIK 50 
GIK H23 H23 H  0 1 N N N -0.234  70.846 34.421 4.727  -3.124 -0.496 H23 GIK 51 
# 
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 
GIK O03 C02 DOUB N N 1  
GIK C01 C02 SING N N 2  
GIK C02 N04 SING N N 3  
GIK C06 C07 SING N N 4  
GIK C06 C05 SING N N 5  
GIK N04 C05 SING N N 6  
GIK C07 C08 SING N N 7  
GIK C05 C10 SING N N 8  
GIK C20 C19 SING N N 9  
GIK N18 C19 DOUB Y N 10 
GIK N18 N17 SING Y N 11 
GIK C23 C24 DOUB Y N 12 
GIK C23 C22 SING Y N 13 
GIK C19 C21 SING Y N 14 
GIK N17 C16 SING Y N 15 
GIK C08 O11 SING N N 16 
GIK C08 C09 SING N N 17 
GIK C24 N25 SING Y N 18 
GIK C21 C16 DOUB Y N 19 
GIK C21 C12 SING Y N 20 
GIK C16 C15 SING Y N 21 
GIK O11 C12 SING N N 22 
GIK C10 C09 SING N N 23 
GIK C12 C13 DOUB Y N 24 
GIK C15 C14 DOUB Y N 25 
GIK C13 C14 SING Y N 26 
GIK C14 C22 SING N N 27 
GIK C22 C27 DOUB Y N 28 
GIK N25 C26 DOUB Y N 29 
GIK C27 C26 SING Y N 30 
GIK C27 CL1 SING N N 31 
GIK C10 H1  SING N N 32 
GIK C10 H2  SING N N 33 
GIK C13 H3  SING N N 34 
GIK C15 H4  SING N N 35 
GIK C20 H5  SING N N 36 
GIK C20 H6  SING N N 37 
GIK C20 H7  SING N N 38 
GIK C24 H8  SING N N 39 
GIK C26 H9  SING N N 40 
GIK C01 H10 SING N N 41 
GIK C01 H11 SING N N 42 
GIK C01 H12 SING N N 43 
GIK C05 H13 SING N N 44 
GIK C06 H14 SING N N 45 
GIK C06 H15 SING N N 46 
GIK C07 H16 SING N N 47 
GIK C07 H17 SING N N 48 
GIK C08 H18 SING N N 49 
GIK C09 H19 SING N N 50 
GIK C09 H20 SING N N 51 
GIK C23 H21 SING N N 52 
GIK N04 H22 SING N N 53 
GIK N17 H23 SING N N 54 
# 
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 
GIK InChI            InChI                1.03  "InChI=1S/C21H23ClN4O2/c1-12-21-19(26-25-12)9-14(17-7-8-23-11-18(17)22)10-20(21)28-16-5-3-15(4-6-16)24-13(2)27/h7-11,15-16H,3-6H2,1-2H3,(H,24,27)(H,25,26)/t15-,16-" 
GIK InChIKey         InChI                1.03  VCIOFIORKGNIFB-WKILWMFISA-N                                                                                                                                          
GIK SMILES_CANONICAL CACTVS               3.385 "CC(=O)N[C@H]1CC[C@@H](CC1)Oc2cc(cc3[nH]nc(C)c23)c4ccncc4Cl"                                                                                                         
GIK SMILES           CACTVS               3.385 "CC(=O)N[CH]1CC[CH](CC1)Oc2cc(cc3[nH]nc(C)c23)c4ccncc4Cl"                                                                                                            
GIK SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "Cc1c2c(cc(cc2OC3CCC(CC3)NC(=O)C)c4ccncc4Cl)[nH]n1"                                                                                                                  
GIK SMILES           "OpenEye OEToolkits" 2.0.7 "Cc1c2c(cc(cc2OC3CCC(CC3)NC(=O)C)c4ccncc4Cl)[nH]n1"                                                                                                                  
# 
_pdbx_chem_comp_identifier.comp_id           GIK 
_pdbx_chem_comp_identifier.type              "SYSTEMATIC NAME" 
_pdbx_chem_comp_identifier.program           "OpenEye OEToolkits" 
_pdbx_chem_comp_identifier.program_version   2.0.7 
_pdbx_chem_comp_identifier.identifier        "~{N}-[4-[[6-(3-chloranylpyridin-4-yl)-3-methyl-1~{H}-indazol-4-yl]oxy]cyclohexyl]ethanamide" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
GIK "Create component" 2022-05-10 PDBJ 
GIK "Initial release"  2023-03-01 RCSB 
# 
