data_GQ8
# 
_chem_comp.id                                    GQ8 
_chem_comp.name                                  "1-cyclopropyl-~{N}-[2-[[(2~{S})-2-methylpyrrolidin-1-yl]methyl]-3~{H}-benzimidazol-5-yl]indazole-5-carboxamide" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C24 H26 N6 O" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2018-10-02 
_chem_comp.pdbx_modified_date                    2018-10-12 
_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                        414.503 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     GQ8 
_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        6HT0 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  EBI 
# 
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 
GQ8 C1  C1  C 0 1 N N S -12.240 8.688  47.177 8.352   1.123  -0.389 C1  GQ8 1  
GQ8 C2  C2  C 0 1 N N N -11.004 8.506  46.305 9.380   0.341  0.456  C2  GQ8 2  
GQ8 C3  C3  C 0 1 N N N -11.309 7.329  45.451 8.542   -0.141 1.669  C3  GQ8 3  
GQ8 N4  N1  N 0 1 Y N N -15.875 -4.748 53.958 -7.335  0.484  -0.062 N4  GQ8 4  
GQ8 C5  C4  C 0 1 N N N -14.006 7.182  47.964 6.285   0.133  -1.184 C5  GQ8 5  
GQ8 C6  C5  C 0 1 Y N N -14.355 5.773  48.306 4.849   -0.128 -0.810 C6  GQ8 6  
GQ8 C8  C6  C 0 1 Y N N -14.708 2.878  50.263 1.346   0.528  -0.438 C8  GQ8 7  
GQ8 C9  C7  C 0 1 Y N N -15.154 1.628  49.827 0.412   -0.345 0.097  C9  GQ8 8  
GQ8 C10 C8  C 0 1 N N N -15.062 0.428  52.010 -1.906  -0.872 0.006  C10 GQ8 9  
GQ8 C11 C9  C 0 1 Y N N -15.280 -0.927 52.576 -3.320  -0.449 -0.001 C11 GQ8 10 
GQ8 C13 C10 C 0 1 Y N N -14.808 -2.805 54.005 -5.659  -0.978 -0.191 C13 GQ8 11 
GQ8 C15 C11 C 0 1 N N N -16.693 -5.894 53.553 -8.102  1.724  0.084  C15 GQ8 12 
GQ8 C16 C12 C 0 1 N N N -18.160 -5.834 53.799 -9.101  1.805  1.240  C16 GQ8 13 
GQ8 C18 C13 C 0 1 Y N N -15.830 -3.519 53.364 -5.972  0.384  -0.011 C18 GQ8 14 
GQ8 C19 C14 C 0 1 Y N N -16.578 -2.950 52.359 -4.946  1.312  0.173  C19 GQ8 15 
GQ8 C21 C15 C 0 1 Y N N -15.563 1.440  48.497 0.804   -1.604 0.547  C21 GQ8 16 
GQ8 C22 C16 C 0 1 Y N N -15.515 2.484  47.589 2.110   -1.994 0.469  C22 GQ8 17 
GQ8 C23 C17 C 0 1 Y N N -15.050 3.712  48.030 3.067   -1.129 -0.068 C23 GQ8 18 
GQ8 O   O1  O 0 1 N N N -14.813 1.386  52.739 -1.621  -2.044 -0.149 O   GQ8 19 
GQ8 C20 C18 C 0 1 Y N N -16.312 -1.655 51.979 -3.647  0.905  0.177  C20 GQ8 20 
GQ8 C17 C19 C 0 1 N N N -17.300 -6.750 54.610 -9.604  1.663  -0.198 C17 GQ8 21 
GQ8 N3  N2  N 0 1 Y N N -14.959 -4.847 54.968 -7.881  -0.786 -0.272 N3  GQ8 22 
GQ8 C14 C20 C 0 1 Y N N -14.321 -3.695 54.990 -6.932  -1.673 -0.359 C14 GQ8 23 
GQ8 C12 C21 C 0 1 Y N N -14.524 -1.499 53.599 -4.325  -1.391 -0.186 C12 GQ8 24 
GQ8 N2  N3  N 0 1 N N N -15.243 0.509  50.671 -0.930  0.040  0.185  N2  GQ8 25 
GQ8 C7  C22 C 0 1 Y N N -14.650 3.921  49.349 2.676   0.142  -0.524 C7  GQ8 26 
GQ8 N1  N4  N 0 1 Y N N -14.216 5.232  49.500 3.824   0.750  -0.989 N1  GQ8 27 
GQ8 N5  N5  N 0 1 Y N N -14.850 4.908  47.389 4.406   -1.228 -0.275 N5  GQ8 28 
GQ8 N   N6  N 0 1 N N N -12.643 7.289  47.451 7.014   0.633  -0.011 N   GQ8 29 
GQ8 C   C23 C 0 1 N N N -11.979 9.498  48.432 8.462   2.619  -0.090 C   GQ8 30 
GQ8 C4  C24 C 0 1 N N N -12.455 6.586  46.164 7.171   -0.428 1.007  C4  GQ8 31 
GQ8 H1  H1  H 0 1 N N N -13.023 9.186  46.586 8.526   0.943  -1.450 H1  GQ8 32 
GQ8 H2  H2  H 0 1 N N N -10.117 8.314  46.926 9.773   -0.508 -0.104 H2  GQ8 33 
GQ8 H3  H3  H 0 1 N N N -10.832 9.399  45.686 10.190  0.996  0.779  H3  GQ8 34 
GQ8 H4  H4  H 0 1 N N N -10.426 6.679  45.363 8.965   -1.049 2.099  H4  GQ8 35 
GQ8 H5  H5  H 0 1 N N N -11.626 7.653  44.449 8.456   0.643  2.421  H5  GQ8 36 
GQ8 H6  H6  H 0 1 N N N -14.097 7.802  48.868 6.745   -0.794 -1.529 H6  GQ8 37 
GQ8 H7  H7  H 0 1 N N N -14.706 7.547  47.198 6.324   0.876  -1.980 H7  GQ8 38 
GQ8 H8  H8  H 0 1 N N N -14.414 3.030  51.291 1.040   1.503  -0.787 H8  GQ8 39 
GQ8 H9  H9  H 0 1 N N N -16.382 -6.414 52.635 -7.575  2.638  -0.190 H9  GQ8 40 
GQ8 H10 H10 H 0 1 N N N -18.604 -4.941 54.263 -9.188  0.935  1.892  H10 GQ8 41 
GQ8 H11 H11 H 0 1 N N N -18.860 -6.248 53.058 -9.231  2.772  1.726  H11 GQ8 42 
GQ8 H12 H12 H 0 1 N N N -17.363 -3.512 51.875 -5.183  2.356  0.312  H12 GQ8 43 
GQ8 H13 H13 H 0 1 N N N -15.919 0.471  48.179 0.068   -2.276 0.963  H13 GQ8 44 
GQ8 H14 H14 H 0 1 N N N -15.831 2.345  46.566 2.404   -2.972 0.822  H14 GQ8 45 
GQ8 H15 H15 H 0 1 N N N -16.910 -1.194 51.207 -2.859  1.630  0.320  H15 GQ8 46 
GQ8 H16 H16 H 0 1 N N N -17.366 -7.839 54.466 -10.066 2.537  -0.657 H16 GQ8 47 
GQ8 H17 H17 H 0 1 N N N -17.111 -6.531 55.671 -10.023 0.701  -0.492 H17 GQ8 48 
GQ8 H18 H18 H 0 1 N N N -13.522 -3.459 55.677 -7.064  -2.733 -0.519 H18 GQ8 49 
GQ8 H19 H19 H 0 1 N N N -13.730 -0.940 54.071 -4.076  -2.433 -0.324 H19 GQ8 50 
GQ8 H20 H20 H 0 1 N N N -15.473 -0.352 50.217 -1.158  0.963  0.375  H20 GQ8 51 
GQ8 H21 H21 H 0 1 N N N -13.873 5.669  50.332 3.889   1.639  -1.372 H21 GQ8 52 
GQ8 H24 H24 H 0 1 N N N -12.910 9.589  49.011 8.304   2.789  0.976  H24 GQ8 53 
GQ8 H25 H25 H 0 1 N N N -11.216 8.993  49.042 9.453   2.974  -0.371 H25 GQ8 54 
GQ8 H26 H26 H 0 1 N N N -11.621 10.500 48.154 7.707   3.160  -0.659 H26 GQ8 55 
GQ8 H27 H27 H 0 1 N N N -13.375 6.632  45.563 7.175   -1.410 0.534  H27 GQ8 56 
GQ8 H28 H28 H 0 1 N N N -12.182 5.534  46.337 6.372   -0.366 1.747  H28 GQ8 57 
# 
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 
GQ8 C3  C4  SING N N 1  
GQ8 C3  C2  SING N N 2  
GQ8 C4  N   SING N N 3  
GQ8 C2  C1  SING N N 4  
GQ8 C1  N   SING N N 5  
GQ8 C1  C   SING N N 6  
GQ8 N5  C23 SING Y N 7  
GQ8 N5  C6  DOUB Y N 8  
GQ8 N   C5  SING N N 9  
GQ8 C22 C23 DOUB Y N 10 
GQ8 C22 C21 SING Y N 11 
GQ8 C5  C6  SING N N 12 
GQ8 C23 C7  SING Y N 13 
GQ8 C6  N1  SING Y N 14 
GQ8 C21 C9  DOUB Y N 15 
GQ8 C7  N1  SING Y N 16 
GQ8 C7  C8  DOUB Y N 17 
GQ8 C9  C8  SING Y N 18 
GQ8 C9  N2  SING N N 19 
GQ8 N2  C10 SING N N 20 
GQ8 C20 C19 DOUB Y N 21 
GQ8 C20 C11 SING Y N 22 
GQ8 C10 C11 SING N N 23 
GQ8 C10 O   DOUB N N 24 
GQ8 C19 C18 SING Y N 25 
GQ8 C11 C12 DOUB Y N 26 
GQ8 C18 N4  SING Y N 27 
GQ8 C18 C13 DOUB Y N 28 
GQ8 C15 C16 SING N N 29 
GQ8 C15 N4  SING N N 30 
GQ8 C15 C17 SING N N 31 
GQ8 C12 C13 SING Y N 32 
GQ8 C16 C17 SING N N 33 
GQ8 N4  N3  SING Y N 34 
GQ8 C13 C14 SING Y N 35 
GQ8 N3  C14 DOUB Y N 36 
GQ8 C1  H1  SING N N 37 
GQ8 C2  H2  SING N N 38 
GQ8 C2  H3  SING N N 39 
GQ8 C3  H4  SING N N 40 
GQ8 C3  H5  SING N N 41 
GQ8 C5  H6  SING N N 42 
GQ8 C5  H7  SING N N 43 
GQ8 C8  H8  SING N N 44 
GQ8 C15 H9  SING N N 45 
GQ8 C16 H10 SING N N 46 
GQ8 C16 H11 SING N N 47 
GQ8 C19 H12 SING N N 48 
GQ8 C21 H13 SING N N 49 
GQ8 C22 H14 SING N N 50 
GQ8 C20 H15 SING N N 51 
GQ8 C17 H16 SING N N 52 
GQ8 C17 H17 SING N N 53 
GQ8 C14 H18 SING N N 54 
GQ8 C12 H19 SING N N 55 
GQ8 N2  H20 SING N N 56 
GQ8 N1  H21 SING N N 57 
GQ8 C   H24 SING N N 58 
GQ8 C   H25 SING N N 59 
GQ8 C   H26 SING N N 60 
GQ8 C4  H27 SING N N 61 
GQ8 C4  H28 SING N N 62 
# 
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 
GQ8 InChI            InChI                1.03  "InChI=1S/C24H26N6O/c1-15-3-2-10-29(15)14-23-27-20-8-5-18(12-21(20)28-23)26-24(31)16-4-9-22-17(11-16)13-25-30(22)19-6-7-19/h4-5,8-9,11-13,15,19H,2-3,6-7,10,14H2,1H3,(H,26,31)(H,27,28)/t15-/m0/s1" 
GQ8 InChIKey         InChI                1.03  FTNYJPRHIRILOI-HNNXBMFYSA-N                                                                                                                                                                         
GQ8 SMILES_CANONICAL CACTVS               3.385 "C[C@H]1CCCN1Cc2[nH]c3cc(NC(=O)c4ccc5n(ncc5c4)C6CC6)ccc3n2"                                                                                                                                         
GQ8 SMILES           CACTVS               3.385 "C[CH]1CCCN1Cc2[nH]c3cc(NC(=O)c4ccc5n(ncc5c4)C6CC6)ccc3n2"                                                                                                                                          
GQ8 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "C[C@H]1CCCN1Cc2[nH]c3cc(ccc3n2)NC(=O)c4ccc5c(c4)cnn5C6CC6"                                                                                                                                         
GQ8 SMILES           "OpenEye OEToolkits" 2.0.6 "CC1CCCN1Cc2[nH]c3cc(ccc3n2)NC(=O)c4ccc5c(c4)cnn5C6CC6"                                                                                                                                             
# 
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 
GQ8 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "1-cyclopropyl-~{N}-[2-[[(2~{S})-2-methylpyrrolidin-1-yl]methyl]-3~{H}-benzimidazol-5-yl]indazole-5-carboxamide" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
GQ8 "Create component" 2018-10-02 EBI  
GQ8 "Initial release"  2018-10-17 RCSB 
# 
