data_VFC # _chem_comp.id VFC _chem_comp.name "N-[(2R)-1-(3-cyanoazetidin-1-yl)-1-oxidanylidene-propan-2-yl]-2-(6-fluoranyl-1-methyl-indazol-3-yl)-5H-pyrrolo[2,3-b]pyrazine-7-carboxamide" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H19 F N8 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-11-16 _chem_comp.pdbx_modified_date 2014-09-05 _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 446.437 _chem_comp.one_letter_code ? _chem_comp.three_letter_code VFC _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 3ZC6 _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 VFC F32 F32 F 0 1 N N N 17.179 -38.358 -12.579 -4.343 -5.052 -0.596 F32 VFC 1 VFC C29 C29 C 0 1 Y N N 17.014 -38.518 -11.274 -4.256 -3.712 -0.443 C29 VFC 2 VFC C28 C28 C 0 1 Y N N 17.502 -37.540 -10.394 -3.055 -3.063 -0.714 C28 VFC 3 VFC C26 C26 C 0 1 Y N N 17.354 -37.690 -9.018 -2.948 -1.711 -0.565 C26 VFC 4 VFC C24 C24 C 0 1 Y N N 16.707 -38.827 -8.542 -4.052 -0.969 -0.138 C24 VFC 5 VFC C27 C27 C 0 1 Y N N 16.374 -39.652 -10.787 -5.360 -3.000 -0.025 C27 VFC 6 VFC C25 C25 C 0 1 Y N N 16.234 -39.772 -9.407 -5.269 -1.619 0.137 C25 VFC 7 VFC N30 N30 N 0 1 Y N N 15.661 -40.734 -8.677 -6.159 -0.652 0.530 N30 VFC 8 VFC C33 C33 C 0 1 N N N 15.026 -41.947 -9.212 -7.553 -0.888 0.912 C33 VFC 9 VFC N31 N31 N 0 1 Y N N 15.747 -40.461 -7.449 -5.525 0.595 0.507 N31 VFC 10 VFC C23 C23 C 0 1 Y N N 16.380 -39.281 -7.281 -4.280 0.457 0.119 C23 VFC 11 VFC C5 C5 C 0 1 Y N N 16.637 -38.678 -5.959 -3.285 1.544 -0.032 C5 VFC 12 VFC N3 N3 N 0 1 Y N N 17.443 -37.548 -5.810 -1.988 1.274 0.058 N3 VFC 13 VFC C6 C6 C 0 1 Y N N 16.056 -39.261 -4.830 -3.712 2.854 -0.275 C6 VFC 14 VFC N4 N4 N 0 1 Y N N 16.269 -38.742 -3.552 -2.835 3.828 -0.411 N4 VFC 15 VFC C2 C2 C 0 1 Y N N 17.074 -37.623 -3.447 -1.536 3.571 -0.318 C2 VFC 16 VFC N7 N7 N 0 1 Y N N 17.431 -36.934 -2.363 -0.413 4.362 -0.414 N7 VFC 17 VFC C8 C8 C 0 1 Y N N 18.234 -35.922 -2.740 0.707 3.619 -0.244 C8 VFC 18 VFC C9 C9 C 0 1 Y N N 18.403 -35.968 -4.102 0.368 2.315 -0.030 C9 VFC 19 VFC C1 C1 C 0 1 Y N N 17.645 -37.041 -4.540 -1.104 2.253 -0.078 C1 VFC 20 VFC C10 C10 C 0 1 N N N 19.169 -34.993 -4.905 1.289 1.193 0.199 C10 VFC 21 VFC O11 O11 O 0 1 N N N 19.778 -34.084 -4.373 0.850 0.072 0.378 O11 VFC 22 VFC N12 N12 N 0 1 N N N 19.104 -35.107 -6.278 2.619 1.405 0.212 N12 VFC 23 VFC C13 C13 C 0 1 N N R 19.726 -34.230 -7.257 3.538 0.287 0.441 C13 VFC 24 VFC C22 C22 C 0 1 N N N 18.612 -33.736 -8.161 3.707 0.065 1.945 C22 VFC 25 VFC C14 C14 C 0 1 N N N 20.662 -34.959 -8.175 4.877 0.603 -0.174 C14 VFC 26 VFC O21 O21 O 0 1 N N N 20.354 -36.051 -8.610 5.048 1.658 -0.747 O21 VFC 27 VFC N15 N15 N 0 1 N N N 21.846 -34.353 -8.539 5.885 -0.288 -0.088 N15 VFC 28 VFC C17 C17 C 0 1 N N N 22.503 -33.083 -8.205 7.283 -0.351 -0.538 C17 VFC 29 VFC C18 C18 C 0 1 N N N 23.675 -33.432 -9.092 7.150 -1.880 -0.561 C18 VFC 30 VFC C16 C16 C 0 1 N N N 22.965 -34.743 -9.401 6.072 -1.621 0.504 C16 VFC 31 VFC C19 C19 C 0 1 N N N 24.915 -33.675 -8.366 8.333 -2.597 -0.058 C19 VFC 32 VFC N20 N20 N 0 1 N N N 25.875 -33.852 -7.756 9.245 -3.150 0.331 N20 VFC 33 VFC H28 H28 H 0 1 N N N 17.996 -36.664 -10.787 -2.201 -3.635 -1.044 H28 VFC 34 VFC H27 H27 H 0 1 N N N 15.999 -40.413 -11.455 -6.289 -3.510 0.178 H27 VFC 35 VFC H26 H26 H 0 1 N N N 17.732 -36.942 -8.336 -2.012 -1.216 -0.777 H26 VFC 36 VFC H331 H331 H 0 0 N N N 14.648 -42.561 -8.381 -7.609 -1.076 1.984 H331 VFC 37 VFC H332 H332 H 0 0 N N N 14.190 -41.664 -9.868 -8.151 -0.010 0.666 H332 VFC 38 VFC H333 H333 H 0 0 N N N 15.765 -42.524 -9.787 -7.937 -1.752 0.371 H333 VFC 39 VFC H6 H6 H 0 1 N N N 15.429 -40.132 -4.949 -4.768 3.068 -0.351 H6 VFC 40 VFC H7 H7 H 0 1 N N N 17.149 -37.136 -1.425 -0.423 5.318 -0.581 H7 VFC 41 VFC H8 H8 H 0 1 N N N 18.675 -35.191 -2.078 1.716 4.002 -0.274 H8 VFC 42 VFC H12 H12 H 0 1 N N N 18.573 -35.874 -6.638 2.970 2.299 0.070 H12 VFC 43 VFC H13 H13 H 0 1 N N N 20.235 -33.383 -6.773 3.132 -0.616 -0.017 H13 VFC 44 VFC H221 H221 H 0 0 N N N 19.030 -33.064 -8.925 4.113 0.967 2.402 H221 VFC 45 VFC H222 H222 H 0 0 N N N 18.130 -34.595 -8.652 2.738 -0.164 2.390 H222 VFC 46 VFC H223 H223 H 0 0 N N N 17.868 -33.191 -7.561 4.390 -0.767 2.115 H223 VFC 47 VFC H171 H171 H 0 0 N N N 21.946 -32.193 -8.532 7.442 0.085 -1.524 H171 VFC 48 VFC H172 H172 H 0 0 N N N 22.763 -32.982 -7.141 7.995 0.011 0.203 H172 VFC 49 VFC H161 H161 H 0 0 N N N 23.505 -35.637 -9.056 6.465 -1.593 1.521 H161 VFC 50 VFC H162 H162 H 0 0 N N N 22.693 -34.866 -10.460 5.199 -2.266 0.407 H162 VFC 51 VFC H18 H18 H 0 1 N N N 23.778 -32.773 -9.967 6.767 -2.282 -1.500 H18 VFC 52 # 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 VFC F32 C29 SING N N 1 VFC C29 C28 SING Y N 2 VFC C29 C27 DOUB Y N 3 VFC C28 C26 DOUB Y N 4 VFC C26 C24 SING Y N 5 VFC C24 C25 DOUB Y N 6 VFC C24 C23 SING Y N 7 VFC C27 C25 SING Y N 8 VFC C25 N30 SING Y N 9 VFC N30 C33 SING N N 10 VFC N30 N31 SING Y N 11 VFC N31 C23 DOUB Y N 12 VFC C23 C5 SING N N 13 VFC C5 N3 DOUB Y N 14 VFC C5 C6 SING Y N 15 VFC N3 C1 SING Y N 16 VFC C6 N4 DOUB Y N 17 VFC N4 C2 SING Y N 18 VFC C2 N7 SING Y N 19 VFC C2 C1 DOUB Y N 20 VFC N7 C8 SING Y N 21 VFC C8 C9 DOUB Y N 22 VFC C9 C1 SING Y N 23 VFC C9 C10 SING N N 24 VFC C10 O11 DOUB N N 25 VFC C10 N12 SING N N 26 VFC N12 C13 SING N N 27 VFC C13 C22 SING N N 28 VFC C13 C14 SING N N 29 VFC C14 O21 DOUB N N 30 VFC C14 N15 SING N N 31 VFC N15 C17 SING N N 32 VFC N15 C16 SING N N 33 VFC C17 C18 SING N N 34 VFC C18 C16 SING N N 35 VFC C18 C19 SING N N 36 VFC C19 N20 TRIP N N 37 VFC C28 H28 SING N N 38 VFC C27 H27 SING N N 39 VFC C26 H26 SING N N 40 VFC C33 H331 SING N N 41 VFC C33 H332 SING N N 42 VFC C33 H333 SING N N 43 VFC C6 H6 SING N N 44 VFC N7 H7 SING N N 45 VFC C8 H8 SING N N 46 VFC N12 H12 SING N N 47 VFC C13 H13 SING N N 48 VFC C22 H221 SING N N 49 VFC C22 H222 SING N N 50 VFC C22 H223 SING N N 51 VFC C17 H171 SING N N 52 VFC C17 H172 SING N N 53 VFC C16 H161 SING N N 54 VFC C16 H162 SING N N 55 VFC C18 H18 SING N N 56 # 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 VFC SMILES ACDLabs 12.01 "N#CC5CN(C(=O)C(NC(=O)c2cnc1ncc(nc12)c4nn(c3cc(F)ccc34)C)C)C5" VFC InChI InChI 1.03 "InChI=1S/C22H19FN8O2/c1-11(22(33)31-9-12(6-24)10-31)27-21(32)15-7-25-20-19(15)28-16(8-26-20)18-14-4-3-13(23)5-17(14)30(2)29-18/h3-5,7-8,11-12H,9-10H2,1-2H3,(H,25,26)(H,27,32)/t11-/m1/s1" VFC InChIKey InChI 1.03 AGTYRXOJPORGGM-LLVKDONJSA-N VFC SMILES_CANONICAL CACTVS 3.385 "C[C@@H](NC(=O)c1c[nH]c2ncc(nc12)c3nn(C)c4cc(F)ccc34)C(=O)N5C[C@H](C5)C#N" VFC SMILES CACTVS 3.385 "C[CH](NC(=O)c1c[nH]c2ncc(nc12)c3nn(C)c4cc(F)ccc34)C(=O)N5C[CH](C5)C#N" VFC SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "C[C@H](C(=O)N1CC(C1)C#N)NC(=O)c2c[nH]c3c2nc(cn3)c4c5ccc(cc5n(n4)C)F" VFC SMILES "OpenEye OEToolkits" 1.9.2 "CC(C(=O)N1CC(C1)C#N)NC(=O)c2c[nH]c3c2nc(cn3)c4c5ccc(cc5n(n4)C)F" # 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 VFC "SYSTEMATIC NAME" ACDLabs 12.01 "N-[(2R)-1-(3-cyanoazetidin-1-yl)-1-oxopropan-2-yl]-2-(6-fluoro-1-methyl-1H-indazol-3-yl)-5H-pyrrolo[2,3-b]pyrazine-7-carboxamide" VFC "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "N-[(2R)-1-(3-cyanoazetidin-1-yl)-1-oxidanylidene-propan-2-yl]-2-(6-fluoranyl-1-methyl-indazol-3-yl)-5H-pyrrolo[2,3-b]pyrazine-7-carboxamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site VFC "Create component" 2012-11-16 EBI VFC "Initial release" 2013-09-25 RCSB VFC "Modify descriptor" 2014-09-05 RCSB #