data_BKD # _chem_comp.id BKD _chem_comp.name "1-[1-(cyclopropylmethyl)-3-(1H-indol-4-yl)-1,4,6,7-tetrahydro-5H-pyrazolo[4,3-c]pyridin-5-yl]ethan-1-one" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H22 N4 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-08-09 _chem_comp.pdbx_modified_date 2018-08-03 _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 334.415 _chem_comp.one_letter_code ? _chem_comp.three_letter_code BKD _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 6ALC _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 BKD C14 C1 C 0 1 N N N -8.309 17.321 13.849 -3.221 4.565 0.522 C14 BKD 1 BKD C5 C2 C 0 1 N N N -4.937 15.787 17.365 -3.242 -1.660 -0.810 C5 BKD 2 BKD C6 C3 C 0 1 N N N -5.313 16.950 16.434 -3.159 -0.151 -0.549 C6 BKD 3 BKD C7 C4 C 0 1 Y N N -6.374 17.758 17.138 -1.716 0.280 -0.636 C7 BKD 4 BKD C8 C5 C 0 1 Y N N -6.718 17.633 18.451 -0.658 -0.563 -0.554 C8 BKD 5 BKD C9 C6 C 0 1 Y N N -7.728 18.578 18.649 0.515 0.198 -0.669 C9 BKD 6 BKD C12 C7 C 0 1 N N N -7.149 19.208 15.218 -2.044 2.744 -0.941 C12 BKD 7 BKD C13 C8 C 0 1 N N N -8.403 18.685 14.506 -2.297 3.348 0.442 C13 BKD 8 BKD C1 C9 C 0 1 N N N -3.402 16.869 20.742 -1.416 -3.806 1.796 C1 BKD 9 BKD C15 C10 C 0 1 N N N -8.354 18.583 12.975 -1.714 4.734 0.725 C15 BKD 10 BKD C16 C11 C 0 1 Y N N -8.507 18.864 19.882 1.902 -0.323 -0.629 C16 BKD 11 BKD C17 C12 C 0 1 Y N N -9.009 17.832 20.664 2.252 -1.440 -1.377 C17 BKD 12 BKD C18 C13 C 0 1 Y N N -9.818 18.042 21.805 3.549 -1.926 -1.339 C18 BKD 13 BKD C19 C14 C 0 1 Y N N -10.193 19.342 22.156 4.510 -1.314 -0.563 C19 BKD 14 BKD C2 C15 C 0 1 N N N -3.574 16.441 19.286 -2.505 -3.205 0.946 C2 BKD 15 BKD C20 C16 C 0 1 Y N N -9.739 20.397 21.345 4.187 -0.193 0.196 C20 BKD 16 BKD C21 C17 C 0 1 Y N N -8.899 20.186 20.192 2.876 0.313 0.160 C21 BKD 17 BKD C22 C18 C 0 1 Y N N -8.628 21.493 19.611 2.865 1.478 1.044 C22 BKD 18 BKD C23 C19 C 0 1 Y N N -9.282 22.425 20.383 4.109 1.610 1.535 C23 BKD 19 BKD C26 C20 C 0 1 N N N -6.059 16.646 19.397 -0.783 -2.057 -0.375 C26 BKD 20 BKD N10 N1 N 0 1 Y N N -7.965 19.237 17.544 0.161 1.460 -0.819 N10 BKD 21 BKD N11 N2 N 0 1 Y N N -7.161 18.712 16.584 -1.240 1.527 -0.802 N11 BKD 22 BKD N24 N3 N 0 1 Y N N -9.920 21.771 21.398 4.910 0.614 1.046 N24 BKD 23 BKD N4 N4 N 0 1 N N N -4.781 16.250 18.748 -2.190 -2.341 -0.041 N4 BKD 24 BKD O3 O1 O 0 1 N N N -2.583 16.151 18.604 -3.664 -3.497 1.148 O3 BKD 25 BKD H1 H1 H 0 1 N N N -9.172 16.639 13.874 -3.649 4.935 -0.410 H1 BKD 26 BKD H2 H2 H 0 1 N N N -7.379 16.738 13.924 -3.860 4.654 1.401 H2 BKD 27 BKD H3 H3 H 0 1 N N N -5.730 15.026 17.328 -4.218 -2.031 -0.499 H3 BKD 28 BKD H4 H4 H 0 1 N N N -3.989 15.346 17.024 -3.099 -1.855 -1.873 H4 BKD 29 BKD H5 H5 H 0 1 N N N -5.705 16.560 15.483 -3.745 0.382 -1.297 H5 BKD 30 BKD H6 H6 H 0 1 N N N -4.430 17.576 16.238 -3.547 0.069 0.446 H6 BKD 31 BKD H7 H7 H 0 1 N N N -6.249 18.847 14.699 -2.997 2.498 -1.410 H7 BKD 32 BKD H8 H8 H 0 1 N N N -7.154 20.308 15.221 -1.509 3.464 -1.560 H8 BKD 33 BKD H9 H9 H 0 1 N N N -9.372 18.958 14.950 -2.328 2.637 1.267 H9 BKD 34 BKD H10 H10 H 0 1 N N N -2.334 16.859 21.004 -0.457 -3.365 1.525 H10 BKD 35 BKD H11 H11 H 0 1 N N N -3.803 17.885 20.875 -1.624 -3.606 2.847 H11 BKD 36 BKD H12 H12 H 0 1 N N N -3.946 16.171 21.396 -1.380 -4.883 1.632 H12 BKD 37 BKD H13 H13 H 0 1 N N N -7.457 18.908 12.428 -1.150 5.215 -0.074 H13 BKD 38 BKD H14 H14 H 0 1 N N N -9.249 18.809 12.378 -1.361 4.935 1.736 H14 BKD 39 BKD H15 H15 H 0 1 N N N -8.769 16.816 20.386 1.511 -1.931 -1.990 H15 BKD 40 BKD H16 H16 H 0 1 N N N -10.144 17.203 22.402 3.810 -2.795 -1.924 H16 BKD 41 BKD H17 H17 H 0 1 N N N -10.811 19.530 23.022 5.516 -1.705 -0.543 H17 BKD 42 BKD H18 H18 H 0 1 N N N -8.026 21.693 18.737 2.019 2.113 1.260 H18 BKD 43 BKD H19 H19 H 0 1 N N N -9.290 23.492 20.215 4.427 2.381 2.221 H19 BKD 44 BKD H20 H20 H 0 1 N N N -5.863 17.121 20.370 -0.511 -2.565 -1.300 H20 BKD 45 BKD H21 H21 H 0 1 N N N -6.703 15.766 19.542 -0.133 -2.389 0.435 H21 BKD 46 BKD H25 H22 H 0 1 N N N -10.459 22.233 22.103 5.850 0.501 1.258 H25 BKD 47 # 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 BKD C15 C14 SING N N 1 BKD C15 C13 SING N N 2 BKD C14 C13 SING N N 3 BKD C13 C12 SING N N 4 BKD C12 N11 SING N N 5 BKD C6 C7 SING N N 6 BKD C6 C5 SING N N 7 BKD N11 C7 SING Y N 8 BKD N11 N10 SING Y N 9 BKD C7 C8 DOUB Y N 10 BKD C5 N4 SING N N 11 BKD N10 C9 DOUB Y N 12 BKD C8 C9 SING Y N 13 BKD C8 C26 SING N N 14 BKD O3 C2 DOUB N N 15 BKD C9 C16 SING N N 16 BKD N4 C2 SING N N 17 BKD N4 C26 SING N N 18 BKD C2 C1 SING N N 19 BKD C22 C21 SING Y N 20 BKD C22 C23 DOUB Y N 21 BKD C16 C21 DOUB Y N 22 BKD C16 C17 SING Y N 23 BKD C21 C20 SING Y N 24 BKD C23 N24 SING Y N 25 BKD C17 C18 DOUB Y N 26 BKD C20 N24 SING Y N 27 BKD C20 C19 DOUB Y N 28 BKD C18 C19 SING Y N 29 BKD C14 H1 SING N N 30 BKD C14 H2 SING N N 31 BKD C5 H3 SING N N 32 BKD C5 H4 SING N N 33 BKD C6 H5 SING N N 34 BKD C6 H6 SING N N 35 BKD C12 H7 SING N N 36 BKD C12 H8 SING N N 37 BKD C13 H9 SING N N 38 BKD C1 H10 SING N N 39 BKD C1 H11 SING N N 40 BKD C1 H12 SING N N 41 BKD C15 H13 SING N N 42 BKD C15 H14 SING N N 43 BKD C17 H15 SING N N 44 BKD C18 H16 SING N N 45 BKD C19 H17 SING N N 46 BKD C22 H18 SING N N 47 BKD C23 H19 SING N N 48 BKD C26 H20 SING N N 49 BKD C26 H21 SING N N 50 BKD N24 H25 SING N N 51 # 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 BKD SMILES ACDLabs 12.01 "C5C(Cn4c1CCN(C(C)=O)Cc1c(c2c3c(ccc2)ncc3)n4)C5" BKD InChI InChI 1.03 "InChI=1S/C20H22N4O/c1-13(25)23-10-8-19-17(12-23)20(22-24(19)11-14-5-6-14)16-3-2-4-18-15(16)7-9-21-18/h2-4,7,9,14,21H,5-6,8,10-12H2,1H3" BKD InChIKey InChI 1.03 MPXKOIKIRQBXKT-UHFFFAOYSA-N BKD SMILES_CANONICAL CACTVS 3.385 "CC(=O)N1CCc2n(CC3CC3)nc(c2C1)c4cccc5[nH]ccc45" BKD SMILES CACTVS 3.385 "CC(=O)N1CCc2n(CC3CC3)nc(c2C1)c4cccc5[nH]ccc45" BKD SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "CC(=O)N1CCc2c(c(nn2CC3CC3)c4cccc5c4cc[nH]5)C1" BKD SMILES "OpenEye OEToolkits" 2.0.6 "CC(=O)N1CCc2c(c(nn2CC3CC3)c4cccc5c4cc[nH]5)C1" # 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 BKD "SYSTEMATIC NAME" ACDLabs 12.01 "1-[1-(cyclopropylmethyl)-3-(1H-indol-4-yl)-1,4,6,7-tetrahydro-5H-pyrazolo[4,3-c]pyridin-5-yl]ethan-1-one" BKD "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "1-[1-(cyclopropylmethyl)-3-(1~{H}-indol-4-yl)-6,7-dihydro-4~{H}-pyrazolo[4,3-c]pyridin-5-yl]ethanone" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site BKD "Create component" 2017-08-09 RCSB BKD "Initial release" 2018-08-08 RCSB #