data_3C9 # _chem_comp.id 3C9 _chem_comp.name "1-{(3S)-1-[(2-methylpropyl)sulfonyl]piperidin-3-yl}-3-(5H-pyrrolo[2,3-b]pyrazin-2-yl)urea" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C16 H24 N6 O3 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2014-07-26 _chem_comp.pdbx_modified_date 2015-05-22 _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 380.465 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 3C9 _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 4QT1 _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site PDBJ # 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 3C9 S1 S1 S 0 1 N N N 4.624 -15.703 -5.522 -4.448 -0.291 0.416 S1 3C9 1 3C9 N2 N2 N 0 1 N N N 3.438 -16.652 -6.202 -3.229 -1.188 -0.256 N2 3C9 2 3C9 C3 C3 C 0 1 N N N -0.408 -18.055 -4.394 1.577 -0.908 0.304 C3 3C9 3 3C9 N4 N4 N 0 1 N N N -1.347 -17.349 -3.708 2.679 -1.331 0.954 N4 3C9 4 3C9 N5 N5 N 0 1 Y N N -0.179 -15.287 -3.988 3.978 0.331 -0.091 N5 3C9 5 3C9 C6 C6 C 0 1 Y N N -1.310 -13.233 -3.400 6.323 0.390 0.276 C6 3C9 6 3C9 C7 C7 C 0 1 Y N N -1.261 -15.962 -3.585 3.911 -0.724 0.705 C7 3C9 7 3C9 C8 C8 C 0 1 Y N N -0.169 -13.936 -3.910 5.156 0.905 -0.324 C8 3C9 8 3C9 N9 N9 N 0 1 Y N N -2.391 -13.925 -3.002 6.238 -0.668 1.072 N9 3C9 9 3C9 C10 C10 C 0 1 N N N 3.085 -17.925 -5.514 -2.039 -1.542 0.530 C10 3C9 10 3C9 N11 N11 N 0 1 Y N N -1.026 -11.890 -3.425 7.373 1.175 -0.141 N11 3C9 11 3C9 C12 C12 C 0 1 Y N N 0.826 -12.911 -4.241 5.587 2.050 -1.127 C12 3C9 12 3C9 N13 N13 N 0 1 N N N 0.687 -17.474 -4.929 0.408 -1.559 0.466 N13 3C9 13 3C9 O14 O14 O 0 1 N N N 4.327 -14.380 -5.993 -5.604 -0.660 -0.324 O14 3C9 14 3C9 O15 O15 O 0 1 N N N 4.562 -15.984 -4.139 -4.353 -0.558 1.809 O15 3C9 15 3C9 C16 C16 C 0 1 Y N N 0.248 -11.728 -3.941 6.918 2.157 -0.975 C16 3C9 16 3C9 O17 O17 O 0 1 N N N -0.533 -19.257 -4.535 1.637 0.061 -0.428 O17 3C9 17 3C9 C18 C18 C 0 1 N N S 1.614 -18.304 -5.710 -0.791 -1.099 -0.240 C18 3C9 18 3C9 C19 C19 C 0 1 Y N N -2.380 -15.261 -3.091 5.068 -1.231 1.298 C19 3C9 19 3C9 C20 C20 C 0 1 N N N 6.084 -16.468 -6.282 -3.990 1.429 0.066 C20 3C9 20 3C9 C21 C21 C 0 1 N N N 2.840 -16.210 -7.486 -3.320 -1.650 -1.648 C21 3C9 21 3C9 C22 C22 C 0 1 N N N 1.350 -16.569 -7.562 -2.060 -1.207 -2.398 C22 3C9 22 3C9 C23 C23 C 0 1 N N N 1.188 -18.054 -7.175 -0.820 -1.707 -1.645 C23 3C9 23 3C9 C24 C24 C 0 1 N N N 7.343 -15.682 -5.930 -5.052 2.367 0.644 C24 3C9 24 3C9 C25 C25 C 0 1 N N N 7.619 -15.889 -4.448 -4.605 3.819 0.459 C25 3C9 25 3C9 C26 C26 C 0 1 N N N 8.524 -16.282 -6.717 -6.379 2.146 -0.084 C26 3C9 26 3C9 H1 H1 H 0 1 N N N -2.113 -17.833 -3.284 2.616 -2.056 1.594 H1 3C9 27 3C9 H2 H2 H 0 1 N N N 3.715 -18.732 -5.918 -2.073 -1.034 1.493 H2 3C9 28 3C9 H3 H3 H 0 1 N N N 3.280 -17.811 -4.438 -2.012 -2.620 0.686 H3 3C9 29 3C9 H4 H4 H 0 1 N N N -1.634 -11.156 -3.123 8.300 1.050 0.118 H4 3C9 30 3C9 H5 H5 H 0 1 N N N 1.816 -13.069 -4.642 4.955 2.687 -1.728 H5 3C9 31 3C9 H6 H6 H 0 1 N N N 0.863 -16.499 -4.796 0.360 -2.331 1.051 H6 3C9 32 3C9 H7 H7 H 0 1 N N N 0.723 -10.769 -4.086 7.536 2.909 -1.443 H7 3C9 33 3C9 H8 H8 H 0 1 N N N 1.473 -19.368 -5.467 -0.775 -0.012 -0.314 H8 3C9 34 3C9 H9 H9 H 0 1 N N N -3.251 -15.816 -2.776 5.004 -2.092 1.947 H9 3C9 35 3C9 H10 H10 H 0 1 N N N 5.959 -16.480 -7.375 -3.025 1.648 0.522 H10 3C9 36 3C9 H11 H11 H 0 1 N N N 6.186 -17.499 -5.913 -3.924 1.575 -1.012 H11 3C9 37 3C9 H12 H12 H 0 1 N N N 3.369 -16.702 -8.315 -3.394 -2.738 -1.667 H12 3C9 38 3C9 H13 H13 H 0 1 N N N 2.950 -15.119 -7.576 -4.201 -1.216 -2.120 H13 3C9 39 3C9 H14 H14 H 0 1 N N N 0.780 -15.939 -6.864 -2.070 -1.625 -3.405 H14 3C9 40 3C9 H15 H15 H 0 1 N N N 0.981 -16.409 -8.586 -2.035 -0.119 -2.456 H15 3C9 41 3C9 H16 H16 H 0 1 N N N 0.133 -18.342 -7.295 0.078 -1.414 -2.189 H16 3C9 42 3C9 H17 H17 H 0 1 N N N 1.814 -18.668 -7.840 -0.858 -2.793 -1.564 H17 3C9 43 3C9 H18 H18 H 0 1 N N N 7.220 -14.614 -6.164 -5.181 2.159 1.706 H18 3C9 44 3C9 H19 H19 H 0 1 N N N 6.791 -15.470 -3.858 -4.476 4.027 -0.603 H19 3C9 45 3C9 H20 H20 H 0 1 N N N 7.710 -16.965 -4.239 -5.361 4.487 0.871 H20 3C9 46 3C9 H21 H21 H 0 1 N N N 8.556 -15.382 -4.175 -3.659 3.977 0.977 H21 3C9 47 3C9 H22 H22 H 0 1 N N N 9.444 -15.729 -6.477 -6.250 2.353 -1.146 H22 3C9 48 3C9 H23 H23 H 0 1 N N N 8.650 -17.339 -6.440 -6.698 1.112 0.048 H23 3C9 49 3C9 H24 H24 H 0 1 N N N 8.322 -16.207 -7.796 -7.135 2.814 0.328 H24 3C9 50 # 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 3C9 C22 C21 SING N N 1 3C9 C22 C23 SING N N 2 3C9 C21 N2 SING N N 3 3C9 C23 C18 SING N N 4 3C9 C26 C24 SING N N 5 3C9 C20 C24 SING N N 6 3C9 C20 S1 SING N N 7 3C9 N2 S1 SING N N 8 3C9 N2 C10 SING N N 9 3C9 O14 S1 DOUB N N 10 3C9 C24 C25 SING N N 11 3C9 C18 C10 SING N N 12 3C9 C18 N13 SING N N 13 3C9 S1 O15 DOUB N N 14 3C9 N13 C3 SING N N 15 3C9 O17 C3 DOUB N N 16 3C9 C3 N4 SING N N 17 3C9 C12 C16 DOUB Y N 18 3C9 C12 C8 SING Y N 19 3C9 N5 C8 DOUB Y N 20 3C9 N5 C7 SING Y N 21 3C9 C16 N11 SING Y N 22 3C9 C8 C6 SING Y N 23 3C9 N4 C7 SING N N 24 3C9 C7 C19 DOUB Y N 25 3C9 N11 C6 SING Y N 26 3C9 C6 N9 DOUB Y N 27 3C9 C19 N9 SING Y N 28 3C9 N4 H1 SING N N 29 3C9 C10 H2 SING N N 30 3C9 C10 H3 SING N N 31 3C9 N11 H4 SING N N 32 3C9 C12 H5 SING N N 33 3C9 N13 H6 SING N N 34 3C9 C16 H7 SING N N 35 3C9 C18 H8 SING N N 36 3C9 C19 H9 SING N N 37 3C9 C20 H10 SING N N 38 3C9 C20 H11 SING N N 39 3C9 C21 H12 SING N N 40 3C9 C21 H13 SING N N 41 3C9 C22 H14 SING N N 42 3C9 C22 H15 SING N N 43 3C9 C23 H16 SING N N 44 3C9 C23 H17 SING N N 45 3C9 C24 H18 SING N N 46 3C9 C25 H19 SING N N 47 3C9 C25 H20 SING N N 48 3C9 C25 H21 SING N N 49 3C9 C26 H22 SING N N 50 3C9 C26 H23 SING N N 51 3C9 C26 H24 SING N N 52 # 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 3C9 SMILES ACDLabs 12.01 "O=S(=O)(N3CCCC(NC(=O)Nc1nc2c(nc1)ncc2)C3)CC(C)C" 3C9 InChI InChI 1.03 "InChI=1S/C16H24N6O3S/c1-11(2)10-26(24,25)22-7-3-4-12(9-22)19-16(23)21-14-8-18-15-13(20-14)5-6-17-15/h5-6,8,11-12H,3-4,7,9-10H2,1-2H3,(H,17,18)(H2,19,20,21,23)/t12-/m0/s1" 3C9 InChIKey InChI 1.03 UTTDMGAEOAWZGU-LBPRGKRZSA-N 3C9 SMILES_CANONICAL CACTVS 3.385 "CC(C)C[S](=O)(=O)N1CCC[C@@H](C1)NC(=O)Nc2cnc3[nH]ccc3n2" 3C9 SMILES CACTVS 3.385 "CC(C)C[S](=O)(=O)N1CCC[CH](C1)NC(=O)Nc2cnc3[nH]ccc3n2" 3C9 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CC(C)CS(=O)(=O)N1CCC[C@@H](C1)NC(=O)Nc2cnc3c(n2)cc[nH]3" 3C9 SMILES "OpenEye OEToolkits" 1.7.6 "CC(C)CS(=O)(=O)N1CCCC(C1)NC(=O)Nc2cnc3c(n2)cc[nH]3" # 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 3C9 "SYSTEMATIC NAME" ACDLabs 12.01 "1-{(3S)-1-[(2-methylpropyl)sulfonyl]piperidin-3-yl}-3-(5H-pyrrolo[2,3-b]pyrazin-2-yl)urea" 3C9 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "1-[(3S)-1-(2-methylpropylsulfonyl)piperidin-3-yl]-3-(5H-pyrrolo[2,3-b]pyrazin-2-yl)urea" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 3C9 "Create component" 2014-07-26 PDBJ 3C9 "Initial release" 2015-05-27 RCSB #