data_1Q3 # _chem_comp.id 1Q3 _chem_comp.name "(1R,2S)-2-{[8-oxo-2-(1H-pyrazol-4-yl)-5,8-dihydropyrido[3,4-d]pyrimidin-4-yl]amino}cyclopentanecarbonitrile" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C16 H15 N7 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-04-24 _chem_comp.pdbx_modified_date 2013-09-27 _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 321.337 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 1Q3 _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 4K6Z _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 1Q3 C1 C1 C 0 1 N N N 26.551 6.399 1.970 0.750 -2.784 0.123 C1 DRG 1 1Q3 C2 C2 C 0 1 N N N 27.813 7.009 1.928 0.028 -4.112 0.214 C2 DRG 2 1Q3 N3 N3 N 0 1 N N N 28.907 6.421 1.369 -1.263 -4.152 0.229 N3 DRG 3 1Q3 C5 C5 C 0 1 N N N 28.864 5.108 0.767 -2.048 -3.067 0.167 C5 DRG 4 1Q3 O6 O6 O 0 1 N N N 29.907 4.628 0.323 -3.255 -3.209 0.187 O6 DRG 5 1Q3 C7 C7 C 0 1 Y N N 27.530 4.417 0.790 -1.485 -1.701 0.075 C7 DRG 6 1Q3 C8 C8 C 0 1 Y N N 26.377 5.072 1.389 -0.102 -1.542 0.052 C8 DRG 7 1Q3 C9 C9 C 0 1 Y N N 25.202 4.242 1.344 0.437 -0.264 -0.033 C9 DRG 8 1Q3 N10 N10 N 0 1 Y N N 25.213 3.019 0.802 -0.398 0.771 -0.091 N10 DRG 9 1Q3 C11 C11 C 0 1 Y N N 26.350 2.530 0.322 -1.712 0.586 -0.067 C11 DRG 10 1Q3 N12 N12 N 0 1 Y N N 27.520 3.171 0.280 -2.256 -0.621 0.013 N12 DRG 11 1Q3 C13 C13 C 0 1 Y N N 26.190 1.160 -0.077 -2.602 1.769 -0.134 C13 DRG 12 1Q3 C14 C14 C 0 1 Y N N 27.085 0.275 -0.641 -3.968 1.755 -0.116 C14 DRG 13 1Q3 N15 N15 N 0 1 Y N N 26.489 -0.919 -0.701 -4.390 3.031 -0.189 N15 DRG 14 1Q3 N17 N17 N 0 1 Y N N 25.225 -0.887 -0.231 -3.265 3.862 -0.254 N17 DRG 15 1Q3 C18 C18 C 0 1 Y N N 25.020 0.366 0.150 -2.194 3.115 -0.222 C18 DRG 16 1Q3 N19 N19 N 0 1 N N N 23.974 4.354 1.868 1.809 -0.072 -0.057 N19 DRG 17 1Q3 C20 C20 C 0 1 N N S 23.246 5.182 2.789 2.357 1.284 -0.147 C20 DRG 18 1Q3 C21 C21 C 0 1 N N N 21.786 5.223 2.308 2.516 1.885 1.265 C21 DRG 19 1Q3 C22 C22 C 0 1 N N N 21.012 4.254 3.223 3.994 1.603 1.633 C22 DRG 20 1Q3 C23 C23 C 0 1 N N N 22.048 3.358 3.894 4.729 1.820 0.287 C23 DRG 21 1Q3 C24 C24 C 0 1 N N R 23.052 4.439 4.168 3.764 1.243 -0.769 C24 DRG 22 1Q3 C25 C25 C 0 1 N N N 24.279 3.932 4.796 4.135 -0.146 -1.085 C25 DRG 23 1Q3 N26 N26 N 0 1 N N N 25.226 3.586 5.322 4.422 -1.217 -1.330 N26 DRG 24 1Q3 H1 H1 H 0 1 N N N 25.853 7.071 1.449 1.400 -2.695 0.994 H1 DRG 25 1Q3 H2 H2 H 0 1 N N N 26.266 6.325 3.030 1.384 -2.807 -0.764 H2 DRG 26 1Q3 H3 H3 H 0 1 N N N 27.923 7.993 2.360 0.595 -5.029 0.268 H3 DRG 27 1Q3 H4 H4 H 0 1 N N N 28.086 0.506 -0.974 -4.596 0.878 -0.054 H4 DRG 28 1Q3 H5 H5 H 0 1 N N N 26.930 -1.744 -1.055 -5.314 3.324 -0.195 H5 DRG 29 1Q3 H6 H6 H 0 1 N N N 24.098 0.737 0.573 -1.174 3.468 -0.253 H6 DRG 30 1Q3 H7 H7 H 0 1 N N N 23.413 4.433 1.044 2.407 -0.835 -0.014 H7 DRG 31 1Q3 H8 H8 H 0 1 N N N 23.672 6.187 2.923 1.701 1.912 -0.749 H8 DRG 32 1Q3 H9 H9 H 0 1 N N N 21.381 6.242 2.400 2.326 2.958 1.247 H9 DRG 33 1Q3 H10 H10 H 0 1 N N N 21.719 4.895 1.260 1.847 1.389 1.968 H10 DRG 34 1Q3 H11 H11 H 0 1 N N N 20.450 4.818 3.982 4.347 2.309 2.385 H11 DRG 35 1Q3 H12 H12 H 0 1 N N N 20.315 3.646 2.627 4.117 0.576 1.979 H12 DRG 36 1Q3 H13 H13 H 0 1 N N N 21.669 2.889 4.814 4.896 2.883 0.111 H13 DRG 37 1Q3 H14 H14 H 0 1 N N N 22.436 2.581 3.219 5.675 1.278 0.277 H14 DRG 38 1Q3 H15 H15 H 0 1 N N N 22.588 5.161 4.856 3.791 1.852 -1.672 H15 DRG 39 # 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 1Q3 N15 C14 SING Y N 1 1Q3 N15 N17 SING Y N 2 1Q3 C14 C13 DOUB Y N 3 1Q3 N17 C18 DOUB Y N 4 1Q3 C13 C18 SING Y N 5 1Q3 C13 C11 SING N N 6 1Q3 N12 C11 DOUB Y N 7 1Q3 N12 C7 SING Y N 8 1Q3 C11 N10 SING Y N 9 1Q3 O6 C5 DOUB N N 10 1Q3 C5 C7 SING N N 11 1Q3 C5 N3 SING N N 12 1Q3 C7 C8 DOUB Y N 13 1Q3 N10 C9 DOUB Y N 14 1Q3 C9 C8 SING Y N 15 1Q3 C9 N19 SING N N 16 1Q3 N3 C2 DOUB N N 17 1Q3 C8 C1 SING N N 18 1Q3 N19 C20 SING N N 19 1Q3 C2 C1 SING N N 20 1Q3 C21 C20 SING N N 21 1Q3 C21 C22 SING N N 22 1Q3 C20 C24 SING N N 23 1Q3 C22 C23 SING N N 24 1Q3 C23 C24 SING N N 25 1Q3 C24 C25 SING N N 26 1Q3 C25 N26 TRIP N N 27 1Q3 C1 H1 SING N N 28 1Q3 C1 H2 SING N N 29 1Q3 C2 H3 SING N N 30 1Q3 C14 H4 SING N N 31 1Q3 N15 H5 SING N N 32 1Q3 C18 H6 SING N N 33 1Q3 N19 H7 SING N N 34 1Q3 C20 H8 SING N N 35 1Q3 C21 H9 SING N N 36 1Q3 C21 H10 SING N N 37 1Q3 C22 H11 SING N N 38 1Q3 C22 H12 SING N N 39 1Q3 C23 H13 SING N N 40 1Q3 C23 H14 SING N N 41 1Q3 C24 H15 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 1Q3 SMILES ACDLabs 12.01 "N#CC4CCCC4Nc1nc(nc2c1CC=NC2=O)c3cnnc3" 1Q3 InChI InChI 1.03 "InChI=1S/C16H15N7O/c17-6-9-2-1-3-12(9)21-15-11-4-5-18-16(24)13(11)22-14(23-15)10-7-19-20-8-10/h5,7-9,12H,1-4H2,(H,19,20)(H,21,22,23)/t9-,12-/m0/s1" 1Q3 InChIKey InChI 1.03 GGNYHYINELGWQU-CABZTGNLSA-N 1Q3 SMILES_CANONICAL CACTVS 3.370 "O=C1N=CCc2c(N[C@H]3CCC[C@H]3C#N)nc(nc12)c4c[nH]nc4" 1Q3 SMILES CACTVS 3.370 "O=C1N=CCc2c(N[CH]3CCC[CH]3C#N)nc(nc12)c4c[nH]nc4" 1Q3 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1c(cn[nH]1)c2nc3c(c(n2)N[C@H]4CCC[C@H]4C#N)CC=NC3=O" 1Q3 SMILES "OpenEye OEToolkits" 1.7.6 "c1c(cn[nH]1)c2nc3c(c(n2)NC4CCCC4C#N)CC=NC3=O" # 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 1Q3 "SYSTEMATIC NAME" ACDLabs 12.01 "(1R,2S)-2-{[8-oxo-2-(1H-pyrazol-4-yl)-5,8-dihydropyrido[3,4-d]pyrimidin-4-yl]amino}cyclopentanecarbonitrile" 1Q3 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(1R,2S)-2-[[8-oxidanylidene-2-(1H-pyrazol-4-yl)-5H-pyrido[3,4-d]pyrimidin-4-yl]amino]cyclopentane-1-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 1Q3 "Create component" 2013-04-24 RCSB 1Q3 "Initial release" 2013-10-02 RCSB #