data_3YO
# 
_chem_comp.id                                    3YO 
_chem_comp.name                                  "N-(6-fluoro-2-methyl-3-{5-[(5-methyl-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrazin-2-yl)amino]-6-oxo-1,6-dihydropyridazin-3-yl}phenyl)-1-benzothiophene-2-carboxamide" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C27 H24 F N7 O2 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2014-12-10 
_chem_comp.pdbx_modified_date                    2015-11-27 
_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                        529.589 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     3YO 
_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        4RX5 
_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 
3YO C1  C1  C 0 1 N N N -37.601 27.511 -6.945  -0.279  0.324  0.206  C1  3YO 1  
3YO C2  C2  C 0 1 Y N N -38.655 27.691 -7.999  -0.867  1.696  -0.001 C2  3YO 2  
3YO C3  C3  C 0 1 Y N N -38.336 28.038 -9.319  -0.044  2.819  0.024  C3  3YO 3  
3YO C4  C4  C 0 1 Y N N -39.343 28.166 -10.264 -0.592  4.086  -0.173 C4  3YO 4  
3YO C5  C5  C 0 1 Y N N -40.663 27.963 -9.900  -1.947  4.226  -0.392 C5  3YO 5  
3YO C6  C6  C 0 1 Y N N -40.968 27.619 -8.606  -2.767  3.111  -0.417 C6  3YO 6  
3YO C7  C7  C 0 1 Y N N -39.981 27.475 -7.650  -2.227  1.843  -0.222 C7  3YO 7  
3YO N8  N8  N 0 1 N N N -40.291 27.125 -6.322  -3.058  0.717  -0.254 N8  3YO 8  
3YO C9  C9  C 0 1 N N N -40.868 28.010 -5.501  -4.320  0.796  0.211  C9  3YO 9  
3YO O10 O10 O 0 1 N N N -41.091 29.144 -5.880  -4.720  1.831  0.711  O10 3YO 10 
3YO C11 C11 C 0 1 Y N N -41.154 27.672 -4.102  -5.214  -0.366 0.114  C11 3YO 11 
3YO C12 C12 C 0 1 Y N N -40.779 26.584 -3.411  -6.480  -0.390 0.543  C12 3YO 12 
3YO C13 C13 C 0 1 Y N N -41.179 26.577 -2.057  -7.161  -1.604 0.354  C13 3YO 13 
3YO C14 C14 C 0 1 Y N N -40.971 25.597 -1.053  -8.493  -1.937 0.699  C14 3YO 14 
3YO C15 C15 C 0 1 Y N N -41.448 25.781 0.211   -8.984  -3.177 0.436  C15 3YO 15 
3YO C16 C16 C 0 1 Y N N -42.134 26.944 0.551   -8.189  -4.139 -0.176 C16 3YO 16 
3YO C17 C17 C 0 1 Y N N -42.353 27.908 -0.394  -6.892  -3.846 -0.522 C17 3YO 17 
3YO C18 C18 C 0 1 Y N N -41.876 27.734 -1.694  -6.365  -2.577 -0.261 C18 3YO 18 
3YO S19 S19 S 0 1 Y N N -42.005 28.805 -3.076  -4.769  -1.911 -0.589 S19 3YO 19 
3YO F20 F20 F 0 1 N N N -42.263 27.420 -8.261  -4.093  3.254  -0.632 F20 3YO 20 
3YO C21 C21 C 0 1 N N N -36.931 28.249 -9.751  1.413   2.668  0.261  C21 3YO 21 
3YO C22 C22 C 0 1 N N N -36.448 27.666 -10.945 2.212   2.007  -0.694 C22 3YO 22 
3YO C23 C23 C 0 1 N N N -35.144 27.873 -11.313 3.552   1.869  -0.474 C23 3YO 23 
3YO C24 C24 C 0 1 N N N -34.315 28.661 -10.483 4.115   2.396  0.716  C24 3YO 24 
3YO O25 O25 O 0 1 N N N -33.134 28.851 -10.764 5.311   2.284  0.933  O25 3YO 25 
3YO N26 N26 N 0 1 N N N -34.814 29.197 -9.373  3.320   3.022  1.607  N26 3YO 26 
3YO N28 N28 N 0 1 N N N -36.147 28.999 -9.018  1.949   3.156  1.357  N28 3YO 27 
3YO N29 N29 N 0 1 N N N -34.516 27.362 -12.451 4.357   1.217  -1.407 N29 3YO 28 
3YO C30 C30 C 0 1 Y N N -35.145 26.834 -13.569 5.089   0.084  -1.031 C30 3YO 29 
3YO C31 C31 C 0 1 Y N N -34.538 26.618 -14.824 5.018   -0.568 0.213  C31 3YO 30 
3YO C32 C32 C 0 1 Y N N -35.482 26.092 -15.625 5.870   -1.609 0.179  C32 3YO 31 
3YO N33 N33 N 0 1 Y N N -36.624 25.981 -14.908 6.465   -1.622 -1.038 N33 3YO 32 
3YO N34 N34 N 0 1 Y N N -36.391 26.441 -13.628 5.957   -0.558 -1.781 N34 3YO 33 
3YO C35 C35 C 0 1 N N N -37.884 25.456 -15.425 7.465   -2.617 -1.441 C35 3YO 34 
3YO C36 C36 C 0 1 N N N -37.834 25.623 -16.948 7.987   -3.312 -0.178 C36 3YO 35 
3YO N37 N37 N 0 1 N N N -36.612 25.003 -17.482 6.856   -3.762 0.645  N37 3YO 36 
3YO C38 C38 C 0 1 N N N -35.363 25.683 -17.073 6.163   -2.616 1.263  C38 3YO 37 
3YO C39 C39 C 0 1 N N N -36.684 24.912 -18.948 7.300   -4.721 1.665  C39 3YO 38 
3YO H1  H1  H 0 1 N N N -37.428 28.468 -6.432  -0.061  -0.127 -0.762 H1  3YO 39 
3YO H2  H2  H 0 1 N N N -37.937 26.759 -6.215  0.641   0.406  0.784  H2  3YO 40 
3YO H3  H3  H 0 1 N N N -36.666 27.173 -7.416  -0.993  -0.300 0.745  H3  3YO 41 
3YO H4  H4  H 0 1 N N N -39.097 28.424 -11.284 0.045   4.958  -0.154 H4  3YO 42 
3YO H5  H5  H 0 1 N N N -41.450 28.075 -10.631 -2.369  5.208  -0.544 H5  3YO 43 
3YO H6  H6  H 0 1 N N N -40.078 26.206 -5.989  -2.724  -0.122 -0.610 H6  3YO 44 
3YO H7  H7  H 0 1 N N N -40.215 25.777 -3.856  -6.947  0.467  1.005  H7  3YO 45 
3YO H8  H8  H 0 1 N N N -40.428 24.694 -1.293  -9.124  -1.201 1.175  H8  3YO 46 
3YO H9  H9  H 0 1 N N N -41.292 25.016 0.957   -10.002 -3.417 0.705  H9  3YO 47 
3YO H10 H10 H 0 1 N N N -42.493 27.085 1.560   -8.592  -5.120 -0.379 H10 3YO 48 
3YO H11 H11 H 0 1 N N N -42.896 28.805 -0.134  -6.279  -4.597 -0.996 H11 3YO 49 
3YO H12 H12 H 0 1 N N N -37.100 27.064 -11.561 1.766   1.611  -1.594 H12 3YO 50 
3YO H27 H27 H 0 1 N N N -34.224 29.750 -8.785  3.700   3.384  2.422  H27 3YO 51 
3YO H13 H13 H 0 1 N N N -33.516 27.378 -12.461 4.411   1.549  -2.317 H13 3YO 52 
3YO H14 H14 H 0 1 N N N -33.514 26.833 -15.090 4.393   -0.285 1.047  H14 3YO 53 
3YO H15 H15 H 0 1 N N N -38.731 26.022 -15.008 7.005   -3.353 -2.102 H15 3YO 54 
3YO H16 H16 H 0 1 N N N -37.989 24.393 -15.163 8.288   -2.123 -1.958 H16 3YO 55 
3YO H17 H17 H 0 1 N N N -37.838 26.694 -17.197 8.594   -4.172 -0.461 H17 3YO 56 
3YO H18 H18 H 0 1 N N N -38.714 25.139 -17.397 8.595   -2.612 0.395  H18 3YO 57 
3YO H20 H20 H 0 1 N N N -34.512 24.997 -17.194 6.800   -2.169 2.026  H20 3YO 58 
3YO H21 H21 H 0 1 N N N -35.207 26.575 -17.697 5.227   -2.950 1.712  H21 3YO 59 
3YO H22 H22 H 0 1 N N N -37.616 24.405 -19.239 6.445   -5.038 2.262  H22 3YO 60 
3YO H23 H23 H 0 1 N N N -36.667 25.924 -19.379 7.745   -5.589 1.178  H23 3YO 61 
3YO H24 H24 H 0 1 N N N -35.823 24.339 -19.322 8.039   -4.248 2.311  H24 3YO 62 
# 
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 
3YO C39 N37 SING N N 1  
3YO N37 C38 SING N N 2  
3YO N37 C36 SING N N 3  
3YO C38 C32 SING N N 4  
3YO C36 C35 SING N N 5  
3YO C32 N33 SING Y N 6  
3YO C32 C31 DOUB Y N 7  
3YO C35 N33 SING N N 8  
3YO N33 N34 SING Y N 9  
3YO C31 C30 SING Y N 10 
3YO N34 C30 DOUB Y N 11 
3YO C30 N29 SING N N 12 
3YO N29 C23 SING N N 13 
3YO C23 C22 DOUB N N 14 
3YO C23 C24 SING N N 15 
3YO C22 C21 SING N N 16 
3YO O25 C24 DOUB N N 17 
3YO C24 N26 SING N N 18 
3YO C4  C5  DOUB Y N 19 
3YO C4  C3  SING Y N 20 
3YO C5  C6  SING Y N 21 
3YO C21 C3  SING N N 22 
3YO C21 N28 DOUB N N 23 
3YO N26 N28 SING N N 24 
3YO C3  C2  DOUB Y N 25 
3YO C6  F20 SING N N 26 
3YO C6  C7  DOUB Y N 27 
3YO C2  C7  SING Y N 28 
3YO C2  C1  SING N N 29 
3YO C7  N8  SING N N 30 
3YO N8  C9  SING N N 31 
3YO O10 C9  DOUB N N 32 
3YO C9  C11 SING N N 33 
3YO C11 C12 DOUB Y N 34 
3YO C11 S19 SING Y N 35 
3YO C12 C13 SING Y N 36 
3YO S19 C18 SING Y N 37 
3YO C13 C18 DOUB Y N 38 
3YO C13 C14 SING Y N 39 
3YO C18 C17 SING Y N 40 
3YO C14 C15 DOUB Y N 41 
3YO C17 C16 DOUB Y N 42 
3YO C15 C16 SING Y N 43 
3YO C1  H1  SING N N 44 
3YO C1  H2  SING N N 45 
3YO C1  H3  SING N N 46 
3YO C4  H4  SING N N 47 
3YO C5  H5  SING N N 48 
3YO N8  H6  SING N N 49 
3YO C12 H7  SING N N 50 
3YO C14 H8  SING N N 51 
3YO C15 H9  SING N N 52 
3YO C16 H10 SING N N 53 
3YO C17 H11 SING N N 54 
3YO C22 H12 SING N N 55 
3YO N26 H27 SING N N 56 
3YO N29 H13 SING N N 57 
3YO C31 H14 SING N N 58 
3YO C35 H15 SING N N 59 
3YO C35 H16 SING N N 60 
3YO C36 H17 SING N N 61 
3YO C36 H18 SING N N 62 
3YO C38 H20 SING N N 63 
3YO C38 H21 SING N N 64 
3YO C39 H22 SING N N 65 
3YO C39 H23 SING N N 66 
3YO C39 H24 SING N N 67 
# 
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 
3YO SMILES           ACDLabs              12.01 "O=C3C(Nc1nn2c(c1)CN(C)CC2)=CC(=NN3)c4c(c(c(F)cc4)NC(=O)c6sc5ccccc5c6)C" 
3YO InChI            InChI                1.03  
"InChI=1S/C27H24FN7O2S/c1-15-18(7-8-19(28)25(15)30-27(37)23-11-16-5-3-4-6-22(16)38-23)20-13-21(26(36)32-31-20)29-24-12-17-14-34(2)9-10-35(17)33-24/h3-8,11-13H,9-10,14H2,1-2H3,(H,30,37)(H,32,36)(H,29,31,33)" 
3YO InChIKey         InChI                1.03  MZSDTUIZKGUVHK-UHFFFAOYSA-N 
3YO SMILES_CANONICAL CACTVS               3.385 "CN1CCn2nc(NC3=CC(=NNC3=O)c4ccc(F)c(NC(=O)c5sc6ccccc6c5)c4C)cc2C1" 
3YO SMILES           CACTVS               3.385 "CN1CCn2nc(NC3=CC(=NNC3=O)c4ccc(F)c(NC(=O)c5sc6ccccc6c5)c4C)cc2C1" 
3YO SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "Cc1c(ccc(c1NC(=O)c2cc3ccccc3s2)F)C4=NNC(=O)C(=C4)Nc5cc6n(n5)CCN(C6)C" 
3YO SMILES           "OpenEye OEToolkits" 1.7.6 "Cc1c(ccc(c1NC(=O)c2cc3ccccc3s2)F)C4=NNC(=O)C(=C4)Nc5cc6n(n5)CCN(C6)C" 
# 
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 
3YO "SYSTEMATIC NAME" ACDLabs              12.01 "N-(6-fluoro-2-methyl-3-{5-[(5-methyl-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrazin-2-yl)amino]-6-oxo-1,6-dihydropyridazin-3-yl}phenyl)-1-benzothiophene-2-carboxamide"   
3YO "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "N-[6-fluoranyl-2-methyl-3-[5-[(5-methyl-6,7-dihydro-4H-pyrazolo[1,5-a]pyrazin-2-yl)amino]-6-oxidanylidene-1H-pyridazin-3-yl]phenyl]-1-benzothiophene-2-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 
3YO "Create component" 2014-12-10 RCSB 
3YO "Initial release"  2015-12-02 RCSB 
# 
