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 2011-06-04 _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 Y 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 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" 422 InChI InChI 1.03 "InChI=1S/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)" 422 InChIKey InChI 1.03 WBKUBPBCFYCSRT-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 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" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 422 "Create component" 2006-08-07 RCSB 422 "Modify aromatic_flag" 2011-06-04 RCSB 422 "Modify descriptor" 2011-06-04 RCSB #