data_422
# 
_chem_comp.id                                    422 
_chem_comp.name                                  3-(5-{[4-(AMINOMETHYL)PIPERIDIN-1-YL]METHYL}-1H-INDOL-2-YL)-1H-INDAZOLE-6-CARBONITRILE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C23 H24 N6" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2006-08-07 
_chem_comp.pdbx_modified_date                    2008-10-14 
_chem_comp.pdbx_ambiguous_flag                   ? 
_chem_comp.pdbx_release_status                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        384.477 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     422 
_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        ? 
_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 
422 C1   C1   C 0 1 Y N N 22.383 -2.635 8.810  -1.649  -1.346 4.364 C1   422 1  
422 C2   C2   C 0 1 Y N N 21.109 -3.057 9.429  -2.476  -0.780 5.335 C2   422 2  
422 C3   C3   C 0 1 Y N N 19.942 -2.205 9.266  -3.690  -1.422 5.652 C3   422 3  
422 C4   C4   C 0 1 Y N N 20.060 -0.941 8.504  -4.022  -2.601 4.983 C4   422 4  
422 C5   C5   C 0 1 Y N N 21.328 -0.522 7.888  -3.198  -3.174 4.008 C5   422 5  
422 C6   C6   C 0 1 Y N N 22.520 -1.385 8.040  -1.999  -2.521 3.710 C6   422 6  
422 C11  C11  C 0 1 Y N N 18.583 -2.373 9.744  -4.751  -1.144 6.560 C11  422 7  
422 C12  C12  C 0 1 Y N N 17.937 -1.178 9.258  -5.688  -2.142 6.426 C12  422 8  
422 N13  N13  N 0 1 Y N N 18.769 -0.361 8.581  -5.240  -3.016 5.473 N13  422 9  
422 C14  C14  C 0 1 Y N N 16.478 -0.774 9.470  -6.954  -2.267 7.165 C14  422 10 
422 C15  C15  C 0 1 Y N N 15.432 -1.403 10.256 -8.141  -2.868 6.686 C15  422 11 
422 C16  C16  C 0 1 Y N N 14.266 -0.537 10.157 -9.044  -2.742 7.736 C16  422 12 
422 N17  N17  N 0 1 Y N N 14.602 0.496  9.368  -8.354  -2.099 8.728 N17  422 13 
422 N18  N18  N 0 1 Y N N 15.911 0.400  8.984  -7.084  -1.798 8.411 N18  422 14 
422 C19  C19  C 0 1 Y N N 15.309 -2.619 11.116 -8.551  -3.496 5.498 C19  422 15 
422 C20  C20  C 0 1 Y N N 14.044 -2.912 11.844 -9.864  -3.977 5.414 C20  422 16 
422 C21  C21  C 0 1 Y N N 12.916 -1.955 11.709 -10.750 -3.837 6.484 C21  422 17 
422 C22  C22  C 0 1 Y N N 12.996 -0.751 10.854 -10.357 -3.214 7.672 C22  422 18 
422 C23  C23  C 0 1 N N N 11.715 -2.203 12.479 -12.083 -4.339 6.364 C23  422 19 
422 C7   C7   C 0 1 N N N 23.643 -3.495 8.956  -0.354  -0.669 4.021 C7   422 20 
422 N2   N2   N 0 1 N N N 23.691 -4.748 8.156  -0.517  0.776  3.859 N2   422 21 
422 C8   C8   C 0 1 N N N 22.791 -4.867 6.989  0.781   1.415  3.605 C8   422 22 
422 C9   C9   C 0 1 N N N 25.075 -5.165 7.776  -1.472  1.068  2.782 C9   422 23 
422 C10  C10  C 0 1 N N N 25.058 -6.609 7.279  -1.695  2.574  2.635 C10  422 24 
422 C13  C13  C 0 1 N N N 22.770 -6.318 6.522  0.635   2.933  3.487 C13  422 25 
422 C17  C17  C 0 1 N N N 24.138 -6.835 6.079  -0.374  3.313  2.398 C17  422 26 
422 C18  C18  C 0 1 N N N 24.068 -8.327 5.737  -0.590  4.823  2.353 C18  422 27 
422 N3   N3   N 0 1 N N N 23.119 -8.495 4.622  -1.480  5.152  1.290 N3   422 28 
422 N1   N1   N 0 1 N N N 10.735 -2.422 13.066 -13.166 -4.747 6.267 N1   422 29 
422 H2   H2   H 0 1 N N N 21.046 -3.978 9.990  -2.195  0.139  5.842 H2   422 30 
422 H5   H5   H 0 1 N N N 21.388 0.402  7.333  -3.474  -4.092 3.500 H5   422 31 
422 H6   H6   H 0 1 N N N 23.466 -1.107 7.599  -1.341  -2.947 2.956 H6   422 32 
422 H11  H11  H 0 1 N N N 18.162 -3.186 10.318 -4.814  -0.301 7.236 H11  422 33 
422 HN13 HN13 H 0 0 N N N 18.513 0.523  8.191  -5.730  -3.847 5.170 HN13 422 34 
422 HN17 HN17 H 0 0 N N N 13.982 1.233  9.099  -8.693  -1.836 9.646 HN17 422 35 
422 H19  H19  H 0 1 N N N 16.148 -3.293 11.210 -7.873  -3.612 4.658 H19  422 36 
422 H20  H20  H 0 1 N N N 13.949 -3.798 12.455 -10.182 -4.464 4.494 H20  422 37 
422 H22  H22  H 0 1 N N N 12.165 -0.069 10.750 -11.034 -3.097 8.513 H22  422 38 
422 H71  1H7  H 0 1 N N N 23.718 -3.783 10.015 0.391   -0.838 4.807 H71  422 39 
422 H72  2H7  H 0 1 N N N 24.469 -2.874 8.579  0.062   -1.065 3.089 H72  422 40 
422 H81  1H8  H 0 1 N N N 23.155 -4.223 6.175  1.240   1.014  2.692 H81  422 41 
422 H82  2H8  H 0 1 N N N 21.775 -4.554 7.271  1.465   1.198  4.435 H82  422 42 
422 H91  1H9  H 0 1 N N N 25.734 -5.088 8.653  -2.436  0.597  3.009 H91  422 43 
422 H92  2H9  H 0 1 N N N 25.447 -4.508 6.976  -1.122  0.650  1.829 H92  422 44 
422 H101 1H10 H 0 0 N N N 24.709 -7.249 8.102  -2.382  2.762  1.801 H101 422 45 
422 H102 2H10 H 0 0 N N N 26.080 -6.852 6.954  -2.182  2.961  3.540 H102 422 46 
422 H131 1H13 H 0 0 N N N 22.082 -6.393 5.667  0.314   3.346  4.453 H131 422 47 
422 H132 2H13 H 0 0 N N N 22.451 -6.931 7.378  1.612   3.377  3.262 H132 422 48 
422 H17  H17  H 0 1 N N N 24.497 -6.318 5.177  0.030   3.005  1.425 H17  422 49 
422 H181 1H18 H 0 0 N N N 23.724 -8.897 6.612  0.364   5.306  2.184 H181 422 50 
422 H182 2H18 H 0 0 N N N 25.063 -8.700 5.451  -1.019  5.146  3.292 H182 422 51 
422 HN31 1HN3 H 0 0 N N N 22.186 -8.533 4.980  -2.482  5.101  1.437 HN31 422 52 
422 HN32 2HN3 H 0 0 N N N 23.203 -7.722 3.993  -1.126  5.237  0.343 HN32 422 53 
# 
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 
422 C1  C6   SING Y N 1  
422 C1  C7   SING N N 2  
422 C1  C2   DOUB Y N 3  
422 C2  C3   SING Y N 4  
422 C2  H2   SING N N 5  
422 C3  C4   DOUB Y N 6  
422 C3  C11  SING Y N 7  
422 C4  C5   SING Y N 8  
422 C4  N13  SING Y N 9  
422 C5  C6   DOUB Y N 10 
422 C5  H5   SING N N 11 
422 C6  H6   SING N N 12 
422 C11 C12  DOUB Y N 13 
422 C11 H11  SING N N 14 
422 C12 N13  SING Y N 15 
422 C12 C14  SING N N 16 
422 N13 HN13 SING N N 17 
422 C14 N18  DOUB Y N 18 
422 C14 C15  SING Y N 19 
422 C15 C16  DOUB Y N 20 
422 C15 C19  SING Y N 21 
422 C16 N17  SING Y N 22 
422 C16 C22  SING Y N 23 
422 N17 N18  SING Y N 24 
422 N17 HN17 SING N N 25 
422 C19 C20  DOUB Y N 26 
422 C19 H19  SING N N 27 
422 C20 C21  SING Y N 28 
422 C20 H20  SING N N 29 
422 C21 C22  DOUB Y N 30 
422 C21 C23  SING N N 31 
422 C22 H22  SING N N 32 
422 C23 N1   TRIP N N 33 
422 C7  N2   SING N N 34 
422 C7  H71  SING N N 35 
422 C7  H72  SING N N 36 
422 N2  C8   SING N N 37 
422 N2  C9   SING N N 38 
422 C8  C13  SING N N 39 
422 C8  H81  SING N N 40 
422 C8  H82  SING N N 41 
422 C9  C10  SING N N 42 
422 C9  H91  SING N N 43 
422 C9  H92  SING N N 44 
422 C10 C17  SING N N 45 
422 C10 H101 SING N N 46 
422 C10 H102 SING N N 47 
422 C13 C17  SING N N 48 
422 C13 H131 SING N N 49 
422 C13 H132 SING N N 50 
422 C17 C18  SING N N 51 
422 C17 H17  SING N N 52 
422 C18 N3   SING N N 53 
422 C18 H181 SING N N 54 
422 C18 H182 SING N N 55 
422 N3  HN31 SING N N 56 
422 N3  HN32 SING N N 57 
# 
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 
422 SMILES           ACDLabs              10.04 N#Cc1cc2c(cc1)c(nn2)c4cc3cc(ccc3n4)CN5CCC(CC5)CN                                                                                                                
422 InChI            InChI                1.02b InChI=1/C23H24N6/c24-12-15-5-7-29(8-6-15)14-17-2-4-20-18(9-17)11-22(26-20)23-19-3-1-16(13-25)10-21(19)27-28-23/h1-4,9-11,15,26H,5-8,12,14,24H2,(H,27,28)/f/h27H 
422 InChIKey         InChI                1.02b WBKUBPBCFYCSRT-LELJVTLKCO                                                                                                                                       
422 SMILES_CANONICAL CACTVS               3.341 NCC1CCN(CC1)Cc2ccc3[nH]c(cc3c2)c4n[nH]c5cc(ccc45)C#N                                                                                                            
422 SMILES           CACTVS               3.341 NCC1CCN(CC1)Cc2ccc3[nH]c(cc3c2)c4n[nH]c5cc(ccc45)C#N                                                                                                            
422 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1cc2c(cc1CN3CCC(CC3)CN)cc([nH]2)c4c5ccc(cc5[nH]n4)C#N                                                                                                          
422 SMILES           "OpenEye OEToolkits" 1.5.0 c1cc2c(cc1CN3CCC(CC3)CN)cc([nH]2)c4c5ccc(cc5[nH]n4)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 
422 "SYSTEMATIC NAME" ACDLabs              10.04 3-(5-{[4-(aminomethyl)piperidin-1-yl]methyl}-1H-indol-2-yl)-1H-indazole-6-carbonitrile 
422 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 3-[5-[[4-(aminomethyl)piperidin-1-yl]methyl]-1H-indol-2-yl]-1H-indazole-6-carbonitrile 
# 
