data_775 # _chem_comp.id 775 _chem_comp.name "2-[(4-chlorobenzyl)amino]-7-oxo-5-propyl-4,7-dihydropyrazolo[1,5-a]pyrimidine-3-carbonitrile" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C17 H16 Cl N5 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-06-08 _chem_comp.pdbx_modified_date 2015-06-26 _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 341.795 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 775 _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 5BWV _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 775 C1 C1 C 0 1 N N N 20.062 42.454 31.724 8.114 1.500 -0.819 C1 775 1 775 C2 C2 C 0 1 N N N 20.988 42.492 32.927 6.698 0.934 -0.941 C2 775 2 775 C3 C3 C 0 1 N N N 21.914 41.283 32.955 6.208 0.484 0.437 C3 775 3 775 C4 C4 C 0 1 N N N 22.863 41.345 31.822 4.813 -0.074 0.317 C4 775 4 775 C5 C5 C 0 1 N N N 22.816 40.542 30.750 4.626 -1.406 0.179 C5 775 5 775 C6 C6 C 0 1 N N N 23.745 40.635 29.653 3.317 -1.921 0.073 C6 775 6 775 O7 O1 O 0 1 N N N 23.729 39.916 28.665 3.140 -3.120 -0.051 O7 775 7 775 N8 N1 N 0 1 Y N N 24.697 41.642 29.823 2.262 -1.081 0.111 N8 775 8 775 N9 N2 N 0 1 Y N N 25.666 41.896 28.915 0.883 -1.311 0.030 N9 775 9 775 C10 C7 C 0 1 Y N N 26.354 42.915 29.447 0.250 -0.167 0.115 C10 775 10 775 N11 N3 N 0 1 N N N 27.429 43.510 28.850 -1.132 0.005 0.074 N11 775 11 775 C12 C8 C 0 1 N N N 27.817 43.298 27.438 -2.011 -1.157 -0.077 C12 775 12 775 C13 C9 C 0 1 Y N N 28.514 44.521 26.962 -3.447 -0.702 -0.093 C13 775 13 775 C14 C10 C 0 1 Y N N 29.895 44.625 26.970 -4.056 -0.376 -1.291 C14 775 14 775 C15 C11 C 0 1 Y N N 30.492 45.796 26.542 -5.373 0.041 -1.306 C15 775 15 775 C16 C12 C 0 1 Y N N 29.724 46.860 26.116 -6.083 0.133 -0.122 C16 775 16 775 CL1 CL1 CL 0 0 N N N 30.462 48.356 25.592 -7.738 0.657 -0.140 CL1 775 17 775 C18 C13 C 0 1 Y N N 28.348 46.751 26.113 -5.474 -0.193 1.077 C18 775 18 775 C19 C14 C 0 1 Y N N 27.748 45.586 26.537 -4.158 -0.615 1.090 C19 775 19 775 C20 C15 C 0 1 Y N N 25.814 43.302 30.697 1.212 0.865 0.257 C20 775 20 775 C21 C16 C 0 1 N N N 26.250 44.302 31.598 0.946 2.266 0.383 C21 775 21 775 N22 N4 N 0 1 N N N 26.630 45.106 32.346 0.734 3.378 0.484 N22 775 22 775 C23 C17 C 0 1 Y N N 24.755 42.454 30.913 2.465 0.257 0.250 C23 775 23 775 N24 N5 N 0 1 N N N 23.849 42.314 31.902 3.737 0.762 0.354 N24 775 24 775 H1 H1 H 0 1 N N N 19.409 43.339 31.735 8.107 2.352 -0.140 H1 775 25 775 H2 H2 H 0 1 N N N 20.660 42.451 30.801 8.781 0.730 -0.430 H2 775 26 775 H3 H3 H 0 1 N N N 19.446 41.544 31.764 8.462 1.821 -1.801 H3 775 27 775 H4 H4 H 0 1 N N N 21.596 43.407 32.882 6.031 1.703 -1.330 H4 775 28 775 H5 H5 H 0 1 N N N 20.382 42.500 33.845 6.704 0.081 -1.620 H5 775 29 775 H6 H6 H 0 1 N N N 21.315 40.364 32.878 6.875 -0.286 0.826 H6 775 30 775 H7 H7 H 0 1 N N N 22.476 41.277 33.901 6.201 1.336 1.116 H7 775 31 775 H8 H8 H 0 1 N N N 22.044 39.788 30.706 5.475 -2.073 0.149 H8 775 32 775 H10 H10 H 0 1 N N N 28.224 43.239 29.393 -1.512 0.895 0.145 H10 775 33 775 H11 H11 H 0 1 N N N 26.920 43.119 26.828 -1.781 -1.667 -1.012 H11 775 34 775 H12 H12 H 0 1 N N N 28.491 42.432 27.363 -1.855 -1.841 0.758 H12 775 35 775 H13 H13 H 0 1 N N N 30.501 43.797 27.308 -3.502 -0.448 -2.215 H13 775 36 775 H14 H14 H 0 1 N N N 31.569 45.879 26.541 -5.848 0.296 -2.241 H14 775 37 775 H15 H15 H 0 1 N N N 27.742 47.580 25.778 -6.027 -0.122 2.001 H15 775 38 775 H16 H16 H 0 1 N N N 26.671 45.506 26.537 -3.682 -0.870 2.026 H16 775 39 775 H9 H9 H 0 1 N N N 23.890 42.915 32.700 3.871 1.717 0.457 H9 775 40 # 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 775 CL1 C16 SING N N 1 775 C18 C16 DOUB Y N 2 775 C18 C19 SING Y N 3 775 C16 C15 SING Y N 4 775 C19 C13 DOUB Y N 5 775 C15 C14 DOUB Y N 6 775 C13 C14 SING Y N 7 775 C13 C12 SING N N 8 775 C12 N11 SING N N 9 775 O7 C6 DOUB N N 10 775 N11 C10 SING N N 11 775 N9 C10 DOUB Y N 12 775 N9 N8 SING Y N 13 775 C10 C20 SING Y N 14 775 C6 N8 SING N N 15 775 C6 C5 SING N N 16 775 N8 C23 SING Y N 17 775 C20 C23 DOUB Y N 18 775 C20 C21 SING N N 19 775 C5 C4 DOUB N N 20 775 C23 N24 SING N N 21 775 C21 N22 TRIP N N 22 775 C1 C2 SING N N 23 775 C4 N24 SING N N 24 775 C4 C3 SING N N 25 775 C2 C3 SING N N 26 775 C1 H1 SING N N 27 775 C1 H2 SING N N 28 775 C1 H3 SING N N 29 775 C2 H4 SING N N 30 775 C2 H5 SING N N 31 775 C3 H6 SING N N 32 775 C3 H7 SING N N 33 775 C5 H8 SING N N 34 775 N11 H10 SING N N 35 775 C12 H11 SING N N 36 775 C12 H12 SING N N 37 775 C14 H13 SING N N 38 775 C15 H14 SING N N 39 775 C18 H15 SING N N 40 775 C19 H16 SING N N 41 775 N24 H9 SING N N 42 # 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 775 SMILES ACDLabs 12.01 "CCCC=1Nc2n(C(C=1)=O)nc(c2C#N)NCc3ccc(Cl)cc3" 775 InChI InChI 1.03 "InChI=1S/C17H16ClN5O/c1-2-3-13-8-15(24)23-17(21-13)14(9-19)16(22-23)20-10-11-4-6-12(18)7-5-11/h4-8,21H,2-3,10H2,1H3,(H,20,22)" 775 InChIKey InChI 1.03 WMUCQGGTSRVMIG-UHFFFAOYSA-N 775 SMILES_CANONICAL CACTVS 3.385 "CCCC1=CC(=O)n2nc(NCc3ccc(Cl)cc3)c(C#N)c2N1" 775 SMILES CACTVS 3.385 "CCCC1=CC(=O)n2nc(NCc3ccc(Cl)cc3)c(C#N)c2N1" 775 SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "CCCC1=CC(=O)n2c(c(c(n2)NCc3ccc(cc3)Cl)C#N)N1" 775 SMILES "OpenEye OEToolkits" 1.9.2 "CCCC1=CC(=O)n2c(c(c(n2)NCc3ccc(cc3)Cl)C#N)N1" # 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 775 "SYSTEMATIC NAME" ACDLabs 12.01 "2-[(4-chlorobenzyl)amino]-7-oxo-5-propyl-4,7-dihydropyrazolo[1,5-a]pyrimidine-3-carbonitrile" 775 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "2-[(4-chlorophenyl)methylamino]-7-oxidanylidene-5-propyl-4H-pyrazolo[1,5-a]pyrimidine-3-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 775 "Create component" 2015-06-08 EBI 775 "Initial release" 2015-07-01 RCSB #