data_933 # _chem_comp.id 933 _chem_comp.name "2-cyclopropyl-N-[(2S)-3,3-dimethylbutan-2-yl]-5H-pyrrolo[2,3-b]pyrazine-7-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C16 H22 N4 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-11-12 _chem_comp.pdbx_modified_date 2013-01-11 _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 286.372 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 933 _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 4HVD _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 933 N1 N1 N 0 1 Y N N -2.542 -14.191 -2.965 -3.385 1.888 -0.039 N1 933 1 933 C2 C2 C 0 1 Y N N -2.583 -15.512 -3.044 -4.120 0.794 0.032 C2 933 2 933 C3 C3 C 0 1 Y N N -1.489 -16.239 -3.506 -3.523 -0.457 0.064 C3 933 3 933 N4 N4 N 0 1 Y N N -0.381 -15.606 -3.858 -2.208 -0.568 0.024 N4 933 4 933 C5 C5 C 0 1 Y N N -1.434 -13.539 -3.325 -2.063 1.795 -0.080 C5 933 5 933 C6 C6 C 0 1 Y N N -0.321 -14.281 -3.784 -1.458 0.524 -0.047 C6 933 6 933 C7 C7 C 0 1 Y N N 0.728 -13.302 -4.096 -0.007 0.767 -0.108 C7 933 7 933 C8 C8 C 0 1 Y N N 0.195 -12.072 -3.826 0.156 2.121 -0.171 C8 933 8 933 N9 N9 N 0 1 Y N N -1.080 -12.211 -3.360 -1.054 2.729 -0.154 N9 933 9 933 C10 C10 C 0 1 N N N -1.574 -17.745 -3.576 -4.378 -1.695 0.146 C10 933 10 933 C11 C11 C 0 1 N N N -0.915 -18.461 -4.760 -5.683 -1.601 0.940 C11 933 11 933 C12 C12 C 0 1 N N N -0.282 -18.537 -3.365 -5.721 -1.676 -0.588 C12 933 12 933 C13 C13 C 0 1 N N N 2.051 -13.648 -4.629 1.057 -0.247 -0.102 C13 933 13 933 N14 N14 N 0 1 N N N 2.279 -14.963 -4.871 2.349 0.131 -0.164 N14 933 14 933 O15 O15 O 0 1 N N N 2.889 -12.789 -4.856 0.770 -1.428 -0.042 O15 933 15 933 C16 C16 C 0 1 N N S 3.511 -15.521 -5.445 3.409 -0.881 -0.159 C16 933 16 933 C17 C17 C 0 1 N N N 3.205 -15.984 -6.890 4.701 -0.262 0.380 C17 933 17 933 C18 C18 C 0 1 N N N 2.725 -14.786 -7.721 4.469 0.241 1.806 C18 933 18 933 C19 C19 C 0 1 N N N 4.461 -16.527 -7.575 5.807 -1.319 0.386 C19 933 19 933 C20 C20 C 0 1 N N N 2.118 -17.066 -6.936 5.117 0.908 -0.513 C20 933 20 933 C21 C21 C 0 1 N N N 4.006 -16.672 -4.555 3.641 -1.384 -1.585 C21 933 21 933 H1 H1 H 0 1 N N N -3.480 -16.034 -2.745 -5.196 0.873 0.066 H1 933 22 933 H2 H2 H 0 1 N N N 0.707 -11.131 -3.961 1.107 2.630 -0.225 H2 933 23 933 H3 H3 H 0 1 N N N -1.673 -11.455 -3.083 -1.191 3.689 -0.189 H3 933 24 933 H4 H4 H 0 1 N N N -2.494 -18.204 -3.184 -3.836 -2.640 0.179 H4 933 25 933 H5 H5 H 0 1 N N N -1.390 -19.351 -5.198 -5.999 -2.484 1.495 H5 933 26 933 H6 H6 H 0 1 N N N -0.428 -17.877 -5.554 -5.922 -0.643 1.403 H6 933 27 933 H7 H7 H 0 1 N N N -0.302 -19.482 -2.803 -5.985 -0.767 -1.130 H7 933 28 933 H8 H8 H 0 1 N N N 0.660 -18.008 -3.159 -6.062 -2.608 -1.038 H8 933 29 933 H9 H9 H 0 1 N N N 1.548 -15.606 -4.640 2.577 1.072 -0.212 H9 933 30 933 H10 H10 H 0 1 N N N 4.288 -14.743 -5.482 3.112 -1.714 0.477 H10 933 31 933 H11 H11 H 0 1 N N N 1.819 -14.361 -7.264 4.172 -0.593 2.442 H11 933 32 933 H12 H12 H 0 1 N N N 3.514 -14.020 -7.750 5.389 0.682 2.190 H12 933 33 933 H13 H13 H 0 1 N N N 2.498 -15.118 -8.745 3.680 0.994 1.802 H13 933 34 933 H14 H14 H 0 1 N N N 4.842 -17.391 -7.011 5.973 -1.677 -0.630 H14 933 35 933 H15 H15 H 0 1 N N N 4.214 -16.839 -8.601 6.728 -0.878 0.770 H15 933 36 933 H16 H16 H 0 1 N N N 5.230 -15.741 -7.606 5.511 -2.152 1.022 H16 933 37 933 H17 H17 H 0 1 N N N 2.441 -17.936 -6.346 4.328 1.661 -0.517 H17 933 38 933 H18 H18 H 0 1 N N N 1.184 -16.665 -6.516 6.037 1.349 -0.129 H18 933 39 933 H19 H19 H 0 1 N N N 1.950 -17.372 -7.979 5.282 0.549 -1.529 H19 933 40 933 H20 H20 H 0 1 N N N 4.209 -16.292 -3.543 3.937 -0.550 -2.221 H20 933 41 933 H21 H21 H 0 1 N N N 3.235 -17.455 -4.505 4.429 -2.136 -1.581 H21 933 42 933 H22 H22 H 0 1 N N N 4.929 -17.093 -4.980 2.720 -1.824 -1.969 H22 933 43 # 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 933 C18 C17 SING N N 1 933 C19 C17 SING N N 2 933 C20 C17 SING N N 3 933 C17 C16 SING N N 4 933 C16 N14 SING N N 5 933 C16 C21 SING N N 6 933 N14 C13 SING N N 7 933 O15 C13 DOUB N N 8 933 C11 C10 SING N N 9 933 C11 C12 SING N N 10 933 C13 C7 SING N N 11 933 C7 C8 DOUB Y N 12 933 C7 C6 SING Y N 13 933 N4 C6 DOUB Y N 14 933 N4 C3 SING Y N 15 933 C8 N9 SING Y N 16 933 C6 C5 SING Y N 17 933 C10 C3 SING N N 18 933 C10 C12 SING N N 19 933 C3 C2 DOUB Y N 20 933 N9 C5 SING Y N 21 933 C5 N1 DOUB Y N 22 933 C2 N1 SING Y N 23 933 C2 H1 SING N N 24 933 C8 H2 SING N N 25 933 N9 H3 SING N N 26 933 C10 H4 SING N N 27 933 C11 H5 SING N N 28 933 C11 H6 SING N N 29 933 C12 H7 SING N N 30 933 C12 H8 SING N N 31 933 N14 H9 SING N N 32 933 C16 H10 SING N N 33 933 C18 H11 SING N N 34 933 C18 H12 SING N N 35 933 C18 H13 SING N N 36 933 C19 H14 SING N N 37 933 C19 H15 SING N N 38 933 C19 H16 SING N N 39 933 C20 H17 SING N N 40 933 C20 H18 SING N N 41 933 C20 H19 SING N N 42 933 C21 H20 SING N N 43 933 C21 H21 SING N N 44 933 C21 H22 SING N N 45 # 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 933 SMILES ACDLabs 12.01 "O=C(c2c1nc(cnc1nc2)C3CC3)NC(C)C(C)(C)C" 933 InChI InChI 1.03 "InChI=1S/C16H22N4O/c1-9(16(2,3)4)19-15(21)11-7-17-14-13(11)20-12(8-18-14)10-5-6-10/h7-10H,5-6H2,1-4H3,(H,17,18)(H,19,21)/t9-/m0/s1" 933 InChIKey InChI 1.03 YCFLEMHGWPQDSP-VIFPVBQESA-N 933 SMILES_CANONICAL CACTVS 3.370 "C[C@H](NC(=O)c1c[nH]c2ncc(nc12)C3CC3)C(C)(C)C" 933 SMILES CACTVS 3.370 "C[CH](NC(=O)c1c[nH]c2ncc(nc12)C3CC3)C(C)(C)C" 933 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "C[C@@H](C(C)(C)C)NC(=O)c1c[nH]c2c1nc(cn2)C3CC3" 933 SMILES "OpenEye OEToolkits" 1.7.6 "CC(C(C)(C)C)NC(=O)c1c[nH]c2c1nc(cn2)C3CC3" # 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 933 "SYSTEMATIC NAME" ACDLabs 12.01 "2-cyclopropyl-N-[(2S)-3,3-dimethylbutan-2-yl]-5H-pyrrolo[2,3-b]pyrazine-7-carboxamide" 933 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "2-cyclopropyl-N-[(2S)-3,3-dimethylbutan-2-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 933 "Create component" 2012-11-12 RCSB 933 "Initial release" 2013-01-11 RCSB #