data_N4D # _chem_comp.id N4D _chem_comp.name "N,4-dimethyl-3-[(1-phenyl-1H-pyrazolo[3,4-d]pyrimidin-4-yl)amino]benzamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H18 N6 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2008-03-16 _chem_comp.pdbx_modified_date 2011-06-04 _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 358.397 _chem_comp.one_letter_code ? _chem_comp.three_letter_code N4D _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 3CG2 _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 N4D C13 C13 C 0 1 Y N N -5.215 -3.040 -22.050 -3.331 2.361 0.287 C13 N4D 1 N4D C18 C18 C 0 1 N N N -2.198 -1.263 -24.553 -4.606 -1.655 -0.292 C18 N4D 2 N4D C17 C17 C 0 1 Y N N -3.088 -4.391 -19.737 -0.076 0.741 0.096 C17 N4D 3 N4D C16 C16 C 0 1 Y N N -2.454 -5.403 -17.644 2.226 0.000 0.110 C16 N4D 4 N4D C15 C15 C 0 1 Y N N -3.869 -3.477 -21.961 -2.396 1.375 -0.009 C15 N4D 5 N4D C19 C19 C 0 1 N N N -6.299 -3.636 -21.191 -2.882 3.785 0.490 C19 N4D 6 N4D C20 C20 C 0 1 N N N -1.587 0.552 -26.048 -6.358 -3.345 -0.404 C20 N4D 7 N4D C11 C11 C 0 1 Y N N -2.894 -5.548 -18.954 1.286 1.021 -0.131 C11 N4D 8 N4D C12 C12 C 0 1 Y N N -3.249 -1.877 -23.699 -4.159 -0.260 -0.087 C12 N4D 9 N4D C1 C1 C 0 1 Y N N -1.268 -7.959 -13.192 7.098 -1.473 0.109 C1 N4D 10 N4D C2 C2 C 0 1 Y N N -0.831 -6.729 -13.669 6.897 -0.549 -0.900 C2 N4D 11 N4D C3 C3 C 0 1 Y N N -2.051 -8.756 -14.017 6.092 -1.736 1.021 C3 N4D 12 N4D C4 C4 C 0 1 Y N N -4.579 -1.453 -23.779 -5.091 0.739 0.200 C4 N4D 13 N4D C5 C5 C 0 1 Y N N -5.552 -2.029 -22.960 -4.671 2.039 0.391 C5 N4D 14 N4D C6 C6 C 0 1 Y N N -1.173 -6.293 -14.961 5.690 0.115 -0.999 C6 N4D 15 N4D C7 C7 C 0 1 Y N N -2.396 -8.329 -15.306 4.883 -1.076 0.927 C7 N4D 16 N4D C8 C8 C 0 1 Y N N -2.891 -2.889 -22.786 -2.807 0.064 -0.197 C8 N4D 17 N4D C9 C9 C 0 1 Y N N -3.017 -6.937 -19.127 2.007 2.152 -0.572 C9 N4D 18 N4D C10 C10 C 0 1 Y N N -2.410 -3.187 -17.871 0.510 -1.397 0.738 C10 N4D 19 N4D C14 C14 C 0 1 Y N N -1.956 -7.091 -15.796 4.678 -0.147 -0.085 C14 N4D 20 N4D N21 N21 N 0 1 Y N N -2.697 -7.621 -18.032 3.274 1.850 -0.599 N21 N4D 21 N4D N22 N22 N 0 1 Y N N -2.202 -4.222 -17.040 1.793 -1.183 0.540 N22 N4D 22 N4D N23 N23 N 0 1 Y N N -2.822 -3.199 -19.158 -0.408 -0.471 0.525 N23 N4D 23 N4D N24 N24 N 0 1 Y N N -2.339 -6.684 -17.112 3.453 0.525 -0.183 N24 N4D 24 N4D N25 N25 N 0 1 N N N -3.520 -4.493 -21.059 -1.042 1.706 -0.118 N25 N4D 25 N4D N26 N26 N 0 1 N N N -2.587 -0.307 -25.462 -5.915 -1.963 -0.201 N26 N4D 26 N4D O27 O27 O 0 1 N N N -1.038 -1.615 -24.415 -3.793 -2.523 -0.543 O27 N4D 27 N4D H19 H19 H 0 1 N N N -5.919 -3.781 -20.169 -2.899 4.311 -0.464 H19 N4D 28 N4D H19A H19A H 0 0 N N N -7.163 -2.956 -21.168 -3.553 4.281 1.191 H19A N4D 29 N4D H19B H19B H 0 0 N N N -6.606 -4.606 -21.609 -1.868 3.792 0.891 H19B N4D 30 N4D H20 H20 H 0 1 N N N -1.857 0.771 -27.092 -6.079 -3.672 -1.406 H20 N4D 31 N4D H20A H20A H 0 0 N N N -1.532 1.492 -25.479 -5.883 -3.991 0.335 H20A N4D 32 N4D H20B H20B H 0 0 N N N -0.609 0.048 -26.020 -7.440 -3.399 -0.292 H20B N4D 33 N4D H1 H1 H 0 1 N N N -1.004 -8.289 -12.198 8.041 -1.994 0.182 H1 N4D 34 N4D H2 H2 H 0 1 N N N -0.220 -6.100 -13.039 7.685 -0.345 -1.610 H2 N4D 35 N4D H3 H3 H 0 1 N N N -2.398 -9.715 -13.661 6.253 -2.459 1.807 H3 N4D 36 N4D H4 H4 H 0 1 N N N -4.855 -0.677 -24.477 -6.140 0.494 0.274 H4 N4D 37 N4D H5 H5 H 0 1 N N N -6.576 -1.692 -23.029 -5.393 2.809 0.622 H5 N4D 38 N4D H6 H6 H 0 1 N N N -0.827 -5.332 -15.310 5.533 0.837 -1.787 H6 N4D 39 N4D H7 H7 H 0 1 N N N -3.009 -8.962 -15.931 4.098 -1.282 1.639 H7 N4D 40 N4D H8 H8 H 0 1 N N N -1.863 -3.215 -22.719 -2.083 -0.703 -0.428 H8 N4D 41 N4D H9 H9 H 0 1 N N N -3.337 -7.399 -20.049 1.580 3.107 -0.843 H9 N4D 42 N4D H10 H10 H 0 1 N N N -2.222 -2.209 -17.452 0.195 -2.369 1.087 H10 N4D 43 N4D HN25 HN25 H 0 0 N N N -3.591 -5.425 -21.415 -0.781 2.612 -0.344 HN25 N4D 44 N4D HN26 HN26 H 0 0 N N N -3.550 -0.209 -25.713 -6.564 -1.270 -0.001 HN26 N4D 45 # 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 N4D C13 C15 DOUB Y N 1 N4D C13 C19 SING N N 2 N4D C13 C5 SING Y N 3 N4D C18 C12 SING N N 4 N4D C18 N26 SING N N 5 N4D C18 O27 DOUB N N 6 N4D C17 C11 DOUB Y N 7 N4D C17 N23 SING Y N 8 N4D C17 N25 SING N N 9 N4D C16 C11 SING Y N 10 N4D C16 N22 DOUB Y N 11 N4D C16 N24 SING Y N 12 N4D C15 C8 SING Y N 13 N4D C15 N25 SING N N 14 N4D C20 N26 SING N N 15 N4D C11 C9 SING Y N 16 N4D C12 C4 SING Y N 17 N4D C12 C8 DOUB Y N 18 N4D C1 C2 DOUB Y N 19 N4D C1 C3 SING Y N 20 N4D C2 C6 SING Y N 21 N4D C3 C7 DOUB Y N 22 N4D C4 C5 DOUB Y N 23 N4D C6 C14 DOUB Y N 24 N4D C7 C14 SING Y N 25 N4D C9 N21 DOUB Y N 26 N4D C10 N22 SING Y N 27 N4D C10 N23 DOUB Y N 28 N4D C14 N24 SING Y N 29 N4D N21 N24 SING Y N 30 N4D C19 H19 SING N N 31 N4D C19 H19A SING N N 32 N4D C19 H19B SING N N 33 N4D C20 H20 SING N N 34 N4D C20 H20A SING N N 35 N4D C20 H20B SING N N 36 N4D C1 H1 SING N N 37 N4D C2 H2 SING N N 38 N4D C3 H3 SING N N 39 N4D C4 H4 SING N N 40 N4D C5 H5 SING N N 41 N4D C6 H6 SING N N 42 N4D C7 H7 SING N N 43 N4D C8 H8 SING N N 44 N4D C9 H9 SING N N 45 N4D C10 H10 SING N N 46 N4D N25 HN25 SING N N 47 N4D N26 HN26 SING N N 48 # 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 N4D SMILES ACDLabs 10.04 "O=C(NC)c1cc(c(cc1)C)Nc2ncnc3c2cnn3c4ccccc4" N4D SMILES_CANONICAL CACTVS 3.341 "CNC(=O)c1ccc(C)c(Nc2ncnc3n(ncc23)c4ccccc4)c1" N4D SMILES CACTVS 3.341 "CNC(=O)c1ccc(C)c(Nc2ncnc3n(ncc23)c4ccccc4)c1" N4D SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "Cc1ccc(cc1Nc2c3cnn(c3ncn2)c4ccccc4)C(=O)NC" N4D SMILES "OpenEye OEToolkits" 1.5.0 "Cc1ccc(cc1Nc2c3cnn(c3ncn2)c4ccccc4)C(=O)NC" N4D InChI InChI 1.03 "InChI=1S/C20H18N6O/c1-13-8-9-14(20(27)21-2)10-17(13)25-18-16-11-24-26(19(16)23-12-22-18)15-6-4-3-5-7-15/h3-12H,1-2H3,(H,21,27)(H,22,23,25)" N4D InChIKey InChI 1.03 OYTBZXSFNNAVKU-UHFFFAOYSA-N # 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 N4D "SYSTEMATIC NAME" ACDLabs 10.04 "N,4-dimethyl-3-[(1-phenyl-1H-pyrazolo[3,4-d]pyrimidin-4-yl)amino]benzamide" N4D "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "N,4-dimethyl-3-[(1-phenylpyrazolo[4,5-e]pyrimidin-4-yl)amino]benzamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site N4D "Create component" 2008-03-16 RCSB N4D "Modify aromatic_flag" 2011-06-04 RCSB N4D "Modify descriptor" 2011-06-04 RCSB #