data_4W6 # _chem_comp.id 4W6 _chem_comp.name "7-oxo-2-[2-oxo-2-(pyrrolidin-1-yl)ethyl]-5-propyl-4,7-dihydropyrazolo[1,5-a]pyrimidine-3-carbonitrile" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C16 H19 N5 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-06-09 _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 313.354 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 4W6 _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 5BWW _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 4W6 C1 C1 C 0 1 N N N -4.567 39.783 22.311 7.255 -1.394 0.011 C1 4W6 1 4W6 C2 C2 C 0 1 N N N -5.537 38.804 21.678 5.887 -0.834 0.407 C2 4W6 2 4W6 C3 C3 C 0 1 N N N -6.640 38.364 22.624 5.129 -0.402 -0.850 C3 4W6 3 4W6 C4 C4 C 0 1 N N N -7.445 39.505 23.115 3.782 0.150 -0.460 C4 4W6 4 4W6 C5 C5 C 0 1 N N N -7.372 39.948 24.380 3.617 1.482 -0.295 C5 4W6 5 4W6 C6 C6 C 0 1 N N N -8.131 41.059 24.893 2.354 1.990 0.070 C6 4W6 6 4W6 O7 O1 O 0 1 N N N -8.097 41.504 26.042 2.197 3.189 0.220 O7 4W6 7 4W6 N8 N1 N 0 1 Y N N -8.963 41.612 23.903 1.319 1.145 0.252 N8 4W6 8 4W6 N9 N2 N 0 1 Y N N -9.780 42.659 24.164 -0.017 1.363 0.609 N9 4W6 9 4W6 C10 C7 C 0 1 Y N N -10.412 42.901 23.003 -0.642 0.220 0.660 C10 4W6 10 4W6 C11 C8 C 0 1 N N N -11.394 44.007 22.889 -2.095 0.025 1.008 C11 4W6 11 4W6 C12 C9 C 0 1 N N N -10.783 45.218 22.207 -2.925 0.088 -0.248 C12 4W6 12 4W6 O13 O2 O 0 1 N N N -9.582 45.301 21.919 -2.389 0.273 -1.321 O13 4W6 13 4W6 N14 N3 N 0 1 N N N -11.653 46.233 21.924 -4.263 -0.061 -0.180 N14 4W6 14 4W6 C15 C10 C 0 1 N N N -11.250 47.393 21.164 -5.041 -0.284 1.052 C15 4W6 15 4W6 C16 C11 C 0 1 N N N -12.527 47.993 20.631 -6.464 0.230 0.720 C16 4W6 16 4W6 C17 C12 C 0 1 N N N -13.636 47.436 21.502 -6.615 -0.205 -0.762 C17 4W6 17 4W6 C18 C13 C 0 1 N N N -13.083 46.218 22.179 -5.188 -0.022 -1.322 C18 4W6 18 4W6 C19 C14 C 0 1 Y N N -9.981 41.977 22.017 0.273 -0.806 0.335 C19 4W6 19 4W6 C20 C15 C 0 1 N N N -10.384 41.864 20.662 -0.006 -2.209 0.275 C20 4W6 20 4W6 N21 N4 N 0 1 N N N -10.805 41.754 19.583 -0.227 -3.322 0.228 N21 4W6 21 4W6 C22 C16 C 0 1 Y N N -9.056 41.165 22.617 1.499 -0.194 0.083 C22 4W6 22 4W6 N23 N5 N 0 1 N N N -8.306 40.104 22.195 2.726 -0.693 -0.278 N23 4W6 23 4W6 H1 H1 H 0 1 N N N -3.796 40.062 21.578 7.119 -2.254 -0.645 H1 4W6 24 4W6 H2 H2 H 0 1 N N N -5.112 40.684 22.631 7.825 -0.625 -0.511 H2 4W6 25 4W6 H3 H3 H 0 1 N N N -4.090 39.314 23.184 7.795 -1.701 0.906 H3 4W6 26 4W6 H4 H4 H 0 1 N N N -5.998 39.284 20.802 5.317 -1.602 0.929 H4 4W6 27 4W6 H5 H5 H 0 1 N N N -4.976 37.914 21.356 6.023 0.026 1.062 H5 4W6 28 4W6 H6 H6 H 0 1 N N N -7.303 37.665 22.094 5.699 0.366 -1.372 H6 4W6 29 4W6 H7 H7 H 0 1 N N N -6.185 37.855 23.486 4.994 -1.262 -1.506 H7 4W6 30 4W6 H8 H8 H 0 1 N N N -6.701 39.439 25.056 4.450 2.154 -0.442 H8 4W6 31 4W6 H10 H10 H 0 1 N N N -11.729 44.294 23.897 -2.228 -0.947 1.483 H10 4W6 32 4W6 H11 H11 H 0 1 N N N -12.257 43.661 22.300 -2.413 0.811 1.693 H11 4W6 33 4W6 H12 H12 H 0 1 N N N -10.589 47.098 20.335 -5.068 -1.345 1.297 H12 4W6 34 4W6 H13 H13 H 0 1 N N N -10.728 48.113 21.811 -4.614 0.285 1.878 H13 4W6 35 4W6 H14 H14 H 0 1 N N N -12.495 49.090 20.705 -7.211 -0.257 1.348 H14 4W6 36 4W6 H15 H15 H 0 1 N N N -12.680 47.700 19.582 -6.521 1.314 0.817 H15 4W6 37 4W6 H16 H16 H 0 1 N N N -13.939 48.181 22.252 -6.925 -1.247 -0.828 H16 4W6 38 4W6 H17 H17 H 0 1 N N N -14.504 47.164 20.883 -7.320 0.442 -1.284 H17 4W6 39 4W6 H18 H18 H 0 1 N N N -13.279 46.260 23.261 -5.113 0.941 -1.828 H18 4W6 40 4W6 H19 H19 H 0 1 N N N -13.537 45.308 21.759 -4.954 -0.828 -2.017 H19 4W6 41 4W6 H9 H9 H 0 1 N N N -8.372 39.767 21.256 2.842 -1.648 -0.401 H9 4W6 42 # 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 4W6 N21 C20 TRIP N N 1 4W6 C16 C15 SING N N 2 4W6 C16 C17 SING N N 3 4W6 C20 C19 SING N N 4 4W6 C15 N14 SING N N 5 4W6 C17 C18 SING N N 6 4W6 C2 C1 SING N N 7 4W6 C2 C3 SING N N 8 4W6 O13 C12 DOUB N N 9 4W6 N14 C18 SING N N 10 4W6 N14 C12 SING N N 11 4W6 C19 C22 DOUB Y N 12 4W6 C19 C10 SING Y N 13 4W6 N23 C22 SING N N 14 4W6 N23 C4 SING N N 15 4W6 C12 C11 SING N N 16 4W6 C22 N8 SING Y N 17 4W6 C3 C4 SING N N 18 4W6 C11 C10 SING N N 19 4W6 C10 N9 DOUB Y N 20 4W6 C4 C5 DOUB N N 21 4W6 N8 N9 SING Y N 22 4W6 N8 C6 SING N N 23 4W6 C5 C6 SING N N 24 4W6 C6 O7 DOUB N N 25 4W6 C1 H1 SING N N 26 4W6 C1 H2 SING N N 27 4W6 C1 H3 SING N N 28 4W6 C2 H4 SING N N 29 4W6 C2 H5 SING N N 30 4W6 C3 H6 SING N N 31 4W6 C3 H7 SING N N 32 4W6 C5 H8 SING N N 33 4W6 C11 H10 SING N N 34 4W6 C11 H11 SING N N 35 4W6 C15 H12 SING N N 36 4W6 C15 H13 SING N N 37 4W6 C16 H14 SING N N 38 4W6 C16 H15 SING N N 39 4W6 C17 H16 SING N N 40 4W6 C17 H17 SING N N 41 4W6 C18 H18 SING N N 42 4W6 C18 H19 SING N N 43 4W6 N23 H9 SING N N 44 # 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 4W6 SMILES ACDLabs 12.01 "CCCC3=CC(=O)n2nc(CC(=O)N1CCCC1)c(c2N3)C#N" 4W6 InChI InChI 1.03 "InChI=1S/C16H19N5O2/c1-2-5-11-8-15(23)21-16(18-11)12(10-17)13(19-21)9-14(22)20-6-3-4-7-20/h8,18H,2-7,9H2,1H3" 4W6 InChIKey InChI 1.03 IBJDXQJWRXJZBH-UHFFFAOYSA-N 4W6 SMILES_CANONICAL CACTVS 3.385 "CCCC1=CC(=O)n2nc(CC(=O)N3CCCC3)c(C#N)c2N1" 4W6 SMILES CACTVS 3.385 "CCCC1=CC(=O)n2nc(CC(=O)N3CCCC3)c(C#N)c2N1" 4W6 SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "CCCC1=CC(=O)n2c(c(c(n2)CC(=O)N3CCCC3)C#N)N1" 4W6 SMILES "OpenEye OEToolkits" 1.9.2 "CCCC1=CC(=O)n2c(c(c(n2)CC(=O)N3CCCC3)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 4W6 "SYSTEMATIC NAME" ACDLabs 12.01 "7-oxo-2-[2-oxo-2-(pyrrolidin-1-yl)ethyl]-5-propyl-4,7-dihydropyrazolo[1,5-a]pyrimidine-3-carbonitrile" 4W6 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "7-oxidanylidene-2-(2-oxidanylidene-2-pyrrolidin-1-yl-ethyl)-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 4W6 "Create component" 2015-06-09 EBI 4W6 "Initial release" 2015-07-01 RCSB #