data_P66 # _chem_comp.id P66 _chem_comp.name "4-chloro-N-cyclopropyl-3-{[1-(2,6-difluorophenyl)-1H-pyrazolo[3,4-d]pyridazin-4-yl]amino}benzamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C21 H15 Cl F2 N6 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2009-09-01 _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 440.833 _chem_comp.one_letter_code ? _chem_comp.three_letter_code P66 _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 3ITZ _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 P66 N1 N1 N 0 1 Y N N 1.983 31.008 31.048 -0.249 -0.422 -0.451 N1 P66 1 P66 N3 N3 N 0 1 Y N N -0.430 34.202 30.969 3.689 0.321 0.131 N3 P66 2 P66 C4 C4 C 0 1 Y N N -1.704 34.397 31.339 4.859 -0.449 0.054 C4 P66 3 P66 C5 C5 C 0 1 Y N N -2.750 34.134 30.456 5.105 -1.232 -1.067 C5 P66 4 P66 C6 C6 C 0 1 Y N N -2.002 34.870 32.621 5.778 -0.425 1.097 C6 P66 5 P66 C7 C7 C 0 1 Y N N 2.404 32.210 30.585 0.182 0.780 -0.104 C7 P66 6 P66 C8 C8 C 0 1 Y N N -4.072 34.338 30.849 6.260 -1.990 -1.139 C8 P66 7 P66 C10 C10 C 0 1 Y N N -3.325 35.081 33.018 6.931 -1.186 1.017 C10 P66 8 P66 C13 C13 C 0 1 Y N N 4.468 30.445 29.039 -2.577 0.301 0.180 C13 P66 9 P66 C15 C15 C 0 1 Y N N 6.365 29.237 29.925 -4.827 1.132 -0.107 C15 P66 10 P66 C17 C17 C 0 1 Y N N 5.534 31.208 31.065 -2.968 2.639 -0.226 C17 P66 11 P66 C20 C20 C 0 1 N N N 6.509 26.903 25.283 -7.769 -3.021 0.934 C20 P66 12 P66 C21 C21 C 0 1 N N N 7.619 26.193 26.050 -7.436 -3.342 -0.524 C21 P66 13 P66 C19 C19 C 0 1 N N N 6.244 26.392 26.702 -6.332 -2.879 0.428 C19 P66 14 P66 N5 N5 N 0 1 N N N 6.179 27.427 27.750 -5.808 -1.523 0.248 N5 P66 15 P66 C18 C18 C 0 1 N N N 5.257 28.399 27.780 -4.480 -1.300 0.304 C18 P66 16 P66 O1 O1 O 0 1 N N N 4.368 28.549 26.940 -3.717 -2.225 0.503 O1 P66 17 P66 C14 C14 C 0 1 Y N N 5.370 29.382 28.956 -3.952 0.068 0.123 C14 P66 18 P66 C16 C16 C 0 1 Y N N 6.445 30.149 30.978 -4.332 2.408 -0.276 C16 P66 19 P66 CL1 CL1 CL 0 0 N N N 5.677 32.317 32.389 -2.354 4.248 -0.439 CL1 P66 20 P66 C12 C12 C 0 1 Y N N 4.539 31.362 30.089 -2.089 1.586 0.008 C12 P66 21 P66 N4 N4 N 0 1 N N N 3.659 32.370 30.136 -0.713 1.826 0.071 N4 P66 22 P66 N6 N6 N 0 1 Y N N 0.835 30.812 31.477 0.538 -1.419 -0.624 N6 P66 23 P66 C11 C11 C 0 1 Y N N -0.095 31.764 31.522 1.843 -1.340 -0.473 C11 P66 24 P66 C1 C1 C 0 1 Y N N 0.220 33.044 31.069 2.419 -0.124 -0.108 C1 P66 25 P66 C2 C2 C 0 1 Y N N 1.495 33.277 30.589 1.562 0.981 0.085 C2 P66 26 P66 C3 C3 C 0 1 Y N N 1.516 34.562 30.232 2.376 2.075 0.443 C3 P66 27 P66 N2 N2 N 0 1 Y N N 0.307 35.076 30.489 3.619 1.680 0.467 N2 P66 28 P66 F1 F1 F 0 1 N N N -2.487 33.675 29.220 4.216 -1.255 -2.085 F1 P66 29 P66 C9 C9 C 0 1 Y N N -4.364 34.815 32.129 7.169 -1.969 -0.097 C9 P66 30 P66 F2 F2 F 0 1 N N N -1.010 35.125 33.489 5.547 0.340 2.186 F2 P66 31 P66 H8 H8 H 0 1 N N N -4.876 34.126 30.159 6.452 -2.599 -2.010 H8 P66 32 P66 H10 H10 H 0 1 N N N -3.541 35.449 34.010 7.646 -1.168 1.826 H10 P66 33 P66 H13 H13 H 0 1 N N N 3.706 30.559 28.282 -1.896 -0.518 0.362 H13 P66 34 P66 H15 H15 H 0 1 N N N 7.070 28.422 29.860 -5.892 0.956 -0.147 H15 P66 35 P66 H20 H20 H 0 1 N N N 6.462 27.920 24.866 -8.324 -2.104 1.133 H20 P66 36 P66 H20A H20A H 0 0 N N N 6.024 26.653 24.328 -7.989 -3.858 1.597 H20A P66 37 P66 H21 H21 H 0 1 N N N 8.180 25.275 25.819 -7.438 -4.391 -0.821 H21 P66 38 P66 H21A H21A H 0 0 N N N 8.617 26.539 26.356 -7.773 -2.638 -1.285 H21A P66 39 P66 H19 H19 H 0 1 N N N 5.498 25.732 27.169 -5.607 -3.624 0.758 H19 P66 40 P66 HN5 HN5 H 0 1 N N N 6.862 27.402 28.480 -6.417 -0.785 0.089 HN5 P66 41 P66 H16 H16 H 0 1 N N N 7.213 30.037 31.729 -5.011 3.230 -0.450 H16 P66 42 P66 HN4 HN4 H 0 1 N N N 3.947 33.276 29.825 -0.384 2.723 0.237 HN4 P66 43 P66 H11 H11 H 0 1 N N N -1.081 31.547 31.905 2.463 -2.210 -0.631 H11 P66 44 P66 H3 H3 H 0 1 N N N 2.357 35.093 29.811 2.029 3.074 0.660 H3 P66 45 P66 H9 H9 H 0 1 N N N -5.389 34.977 32.428 8.069 -2.562 -0.156 H9 P66 46 # 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 P66 C7 N1 DOUB Y N 1 P66 N1 N6 SING Y N 2 P66 N2 N3 SING Y N 3 P66 N3 C1 SING Y N 4 P66 N3 C4 SING Y N 5 P66 C5 C4 DOUB Y N 6 P66 C4 C6 SING Y N 7 P66 F1 C5 SING N N 8 P66 C5 C8 SING Y N 9 P66 C6 C10 DOUB Y N 10 P66 C6 F2 SING N N 11 P66 N4 C7 SING N N 12 P66 C7 C2 SING Y N 13 P66 C8 C9 DOUB Y N 14 P66 C8 H8 SING N N 15 P66 C9 C10 SING Y N 16 P66 C10 H10 SING N N 17 P66 C14 C13 DOUB Y N 18 P66 C13 C12 SING Y N 19 P66 C13 H13 SING N N 20 P66 C14 C15 SING Y N 21 P66 C15 C16 DOUB Y N 22 P66 C15 H15 SING N N 23 P66 C12 C17 DOUB Y N 24 P66 C16 C17 SING Y N 25 P66 C17 CL1 SING N N 26 P66 C20 C21 SING N N 27 P66 C20 C19 SING N N 28 P66 C20 H20 SING N N 29 P66 C20 H20A SING N N 30 P66 C21 C19 SING N N 31 P66 C21 H21 SING N N 32 P66 C21 H21A SING N N 33 P66 C19 N5 SING N N 34 P66 C19 H19 SING N N 35 P66 N5 C18 SING N N 36 P66 N5 HN5 SING N N 37 P66 O1 C18 DOUB N N 38 P66 C18 C14 SING N N 39 P66 C16 H16 SING N N 40 P66 C12 N4 SING N N 41 P66 N4 HN4 SING N N 42 P66 N6 C11 DOUB Y N 43 P66 C1 C11 SING Y N 44 P66 C11 H11 SING N N 45 P66 C2 C1 DOUB Y N 46 P66 C3 C2 SING Y N 47 P66 C3 N2 DOUB Y N 48 P66 C3 H3 SING N N 49 P66 C9 H9 SING N N 50 # 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 P66 SMILES ACDLabs 11.02 "O=C(NC1CC1)c2cc(c(Cl)cc2)Nc3nncc4c3cnn4c5c(F)cccc5F" P66 SMILES_CANONICAL CACTVS 3.352 "Fc1cccc(F)c1n2ncc3c(Nc4cc(ccc4Cl)C(=O)NC5CC5)nncc23" P66 SMILES CACTVS 3.352 "Fc1cccc(F)c1n2ncc3c(Nc4cc(ccc4Cl)C(=O)NC5CC5)nncc23" P66 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "c1cc(c(c(c1)F)n2c3cnnc(c3cn2)Nc4cc(ccc4Cl)C(=O)NC5CC5)F" P66 SMILES "OpenEye OEToolkits" 1.7.0 "c1cc(c(c(c1)F)n2c3cnnc(c3cn2)Nc4cc(ccc4Cl)C(=O)NC5CC5)F" P66 InChI InChI 1.03 "InChI=1S/C21H15ClF2N6O/c22-14-7-4-11(21(31)27-12-5-6-12)8-17(14)28-20-13-9-26-30(18(13)10-25-29-20)19-15(23)2-1-3-16(19)24/h1-4,7-10,12H,5-6H2,(H,27,31)(H,28,29)" P66 InChIKey InChI 1.03 ZWVCUFJZBBAOFI-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 P66 "SYSTEMATIC NAME" ACDLabs 11.02 "4-chloro-N-cyclopropyl-3-{[1-(2,6-difluorophenyl)-1H-pyrazolo[3,4-d]pyridazin-4-yl]amino}benzamide" P66 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.6.1 "4-chloro-N-cyclopropyl-3-[[1-(2,6-difluorophenyl)pyrazolo[3,4-d]pyridazin-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 P66 "Create component" 2009-09-01 RCSB P66 "Modify aromatic_flag" 2011-06-04 RCSB P66 "Modify descriptor" 2011-06-04 RCSB #