data_DUK # _chem_comp.id DUK _chem_comp.name "(2R)-2-{[1-(3-chlorophenyl)-4-oxo-4,5-dihydro-1H-pyrazolo[3,4-d]pyrimidin-6-yl]sulfanyl}propanamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C14 H12 Cl N5 O2 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-04-24 _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 349.795 _chem_comp.one_letter_code ? _chem_comp.three_letter_code DUK _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 5VJA _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 DUK O1 O1 O 0 1 N N N -26.727 -11.961 56.679 3.324 -3.666 0.451 O1 DUK 1 DUK C13 C1 C 0 1 N N N -27.415 -11.253 55.987 2.176 -3.434 0.137 C13 DUK 2 DUK N4 N1 N 0 1 N N N -27.281 -9.881 56.101 1.365 -4.442 -0.244 N4 DUK 3 DUK C11 C2 C 0 1 N N R -28.399 -11.905 55.027 1.654 -2.021 0.178 C11 DUK 4 DUK C12 C3 C 0 1 N N N -29.576 -12.440 55.873 0.959 -1.773 1.518 C12 DUK 5 DUK S S1 S 0 1 N N N -28.995 -10.803 53.682 3.032 -0.863 -0.011 S DUK 6 DUK C6 C4 C 0 1 N N N -27.698 -10.117 52.785 2.146 0.658 -0.079 C6 DUK 7 DUK N1 N2 N 0 1 N N N -26.463 -10.222 53.201 0.835 0.636 0.011 N1 DUK 8 DUK C9 C5 C 0 1 Y N N -25.425 -9.605 52.360 0.117 1.766 -0.036 C9 DUK 9 DUK N3 N3 N 0 1 Y N N -24.097 -9.565 52.484 -1.216 2.043 0.030 N3 DUK 10 DUK N2 N4 N 0 1 Y N N -23.597 -8.911 51.517 -1.381 3.429 -0.075 N2 DUK 11 DUK C10 C6 C 0 1 Y N N -24.553 -8.498 50.655 -0.215 4.000 -0.201 C10 DUK 12 DUK C8 C7 C 0 1 Y N N -25.725 -8.955 51.197 0.776 2.998 -0.183 C8 DUK 13 DUK C7 C8 C 0 1 N N N -27.110 -8.832 50.739 2.191 3.006 -0.278 C7 DUK 14 DUK O O2 O 0 1 N N N -27.458 -8.243 49.712 2.803 4.052 -0.405 O DUK 15 DUK N N5 N 0 1 N N N -28.034 -9.445 51.592 2.843 1.824 -0.217 N DUK 16 DUK C2 C9 C 0 1 Y N N -23.256 -10.013 53.582 -2.243 1.102 0.176 C2 DUK 17 DUK C C10 C 0 1 Y N N -21.893 -9.811 53.493 -2.130 -0.149 -0.415 C DUK 18 DUK C4 C11 C 0 1 Y N N -23.783 -10.449 54.783 -3.374 1.418 0.918 C4 DUK 19 DUK C5 C12 C 0 1 Y N N -22.939 -10.793 55.847 -4.385 0.488 1.062 C5 DUK 20 DUK C3 C13 C 0 1 Y N N -21.570 -10.625 55.732 -4.274 -0.756 0.468 C3 DUK 21 DUK C1 C14 C 0 1 Y N N -21.070 -10.131 54.549 -3.146 -1.075 -0.268 C1 DUK 22 DUK CL CL1 CL 0 0 N N N -19.398 -9.936 54.338 -3.007 -2.640 -1.006 CL DUK 23 DUK H1 H1 H 0 1 N N N -26.623 -9.495 56.748 1.700 -5.352 -0.267 H1 DUK 24 DUK H2 H2 H 0 1 N N N -27.842 -9.275 55.537 0.447 -4.256 -0.496 H2 DUK 25 DUK H3 H3 H 0 1 N N N -27.908 -12.751 54.525 0.942 -1.873 -0.634 H3 DUK 26 DUK H4 H4 H 0 1 N N N -29.189 -13.095 56.668 1.672 -1.921 2.330 H4 DUK 27 DUK H5 H5 H 0 1 N N N -30.116 -11.595 56.325 0.582 -0.751 1.548 H5 DUK 28 DUK H6 H6 H 0 1 N N N -30.261 -13.011 55.229 0.129 -2.471 1.632 H6 DUK 29 DUK H7 H7 H 0 1 N N N -24.422 -7.934 49.743 -0.039 5.061 -0.301 H7 DUK 30 DUK H8 H8 H 0 1 N N N -29.000 -9.404 51.338 3.811 1.803 -0.279 H8 DUK 31 DUK H9 H9 H 0 1 N N N -21.470 -9.399 52.589 -1.250 -0.398 -0.989 H9 DUK 32 DUK H10 H10 H 0 1 N N N -24.854 -10.525 54.902 -3.462 2.388 1.383 H10 DUK 33 DUK H11 H11 H 0 1 N N N -23.358 -11.190 56.760 -5.265 0.734 1.639 H11 DUK 34 DUK H12 H12 H 0 1 N N N -20.911 -10.875 56.550 -5.066 -1.480 0.583 H12 DUK 35 # 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 DUK O C7 DOUB N N 1 DUK C10 C8 SING Y N 2 DUK C10 N2 DOUB Y N 3 DUK C7 C8 SING N N 4 DUK C7 N SING N N 5 DUK C8 C9 DOUB Y N 6 DUK N2 N3 SING Y N 7 DUK N C6 SING N N 8 DUK C9 N3 SING Y N 9 DUK C9 N1 SING N N 10 DUK N3 C2 SING N N 11 DUK C6 N1 DOUB N N 12 DUK C6 S SING N N 13 DUK C C2 DOUB Y N 14 DUK C C1 SING Y N 15 DUK C2 C4 SING Y N 16 DUK S C11 SING N N 17 DUK CL C1 SING N N 18 DUK C1 C3 DOUB Y N 19 DUK C4 C5 DOUB Y N 20 DUK C11 C12 SING N N 21 DUK C11 C13 SING N N 22 DUK C3 C5 SING Y N 23 DUK C13 N4 SING N N 24 DUK C13 O1 DOUB N N 25 DUK N4 H1 SING N N 26 DUK N4 H2 SING N N 27 DUK C11 H3 SING N N 28 DUK C12 H4 SING N N 29 DUK C12 H5 SING N N 30 DUK C12 H6 SING N N 31 DUK C10 H7 SING N N 32 DUK N H8 SING N N 33 DUK C H9 SING N N 34 DUK C4 H10 SING N N 35 DUK C5 H11 SING N N 36 DUK C3 H12 SING N N 37 # 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 DUK SMILES ACDLabs 12.01 "O=C(N)C(C)SC3=Nc2n(c1cccc(c1)Cl)ncc2C(N3)=O" DUK InChI InChI 1.03 "InChI=1S/C14H12ClN5O2S/c1-7(11(16)21)23-14-18-12-10(13(22)19-14)6-17-20(12)9-4-2-3-8(15)5-9/h2-7H,1H3,(H2,16,21)(H,18,19,22)/t7-/m1/s1" DUK InChIKey InChI 1.03 NASYEGAVCTZSDO-SSDOTTSWSA-N DUK SMILES_CANONICAL CACTVS 3.385 "C[C@@H](SC1=Nc2n(ncc2C(=O)N1)c3cccc(Cl)c3)C(N)=O" DUK SMILES CACTVS 3.385 "C[CH](SC1=Nc2n(ncc2C(=O)N1)c3cccc(Cl)c3)C(N)=O" DUK SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "C[C@H](C(=O)N)SC1=Nc2c(cnn2c3cccc(c3)Cl)C(=O)N1" DUK SMILES "OpenEye OEToolkits" 2.0.6 "CC(C(=O)N)SC1=Nc2c(cnn2c3cccc(c3)Cl)C(=O)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 DUK "SYSTEMATIC NAME" ACDLabs 12.01 "(2R)-2-{[1-(3-chlorophenyl)-4-oxo-4,5-dihydro-1H-pyrazolo[3,4-d]pyrimidin-6-yl]sulfanyl}propanamide" DUK "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "(2~{R})-2-[[1-(3-chlorophenyl)-4-oxidanylidene-5~{H}-pyrazolo[3,4-d]pyrimidin-6-yl]sulfanyl]propanamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site DUK "Create component" 2017-04-24 RCSB DUK "Initial release" 2018-08-08 RCSB #