data_19R # _chem_comp.id 19R _chem_comp.name "2-cyclopropyl-N-[(2R)-3-hydroxy-3-methylbutan-2-yl]-5H-pyrrolo[2,3-b]pyrazine-7-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C15 H20 N4 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-11-12 _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 288.345 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 19R _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 4HVH _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 19R C1 C1 C 0 1 Y N N -2.640 -15.480 -3.069 4.155 -0.794 -0.035 C1 19R 1 19R C2 C2 C 0 1 Y N N -1.614 -16.206 -3.660 3.558 0.457 -0.060 C2 19R 2 19R N3 N3 N 0 1 Y N N -0.544 -15.579 -4.114 2.243 0.569 -0.014 N3 19R 3 19R N4 N4 N 0 1 Y N N -2.586 -14.162 -2.955 3.420 -1.888 0.034 N4 19R 4 19R C5 C5 C 0 1 Y N N -1.519 -13.509 -3.413 2.098 -1.795 0.086 C5 19R 5 19R C6 C6 C 0 1 Y N N -0.465 -14.245 -4.007 1.493 -0.523 0.056 C6 19R 6 19R C7 C7 C 0 1 Y N N 0.535 -13.244 -4.384 0.042 -0.767 0.120 C7 19R 7 19R C8 C8 C 0 1 Y N N 0.041 -12.025 -4.013 -0.121 -2.121 0.177 C8 19R 8 19R N9 N9 N 0 1 Y N N -1.170 -12.178 -3.434 1.089 -2.729 0.161 N9 19R 9 19R C10 C10 C 0 1 N N N 1.809 -13.493 -5.066 -1.021 0.247 0.116 C10 19R 10 19R O11 O11 O 0 1 N N N 2.607 -12.579 -5.201 -0.735 1.429 0.062 O11 19R 11 19R C12 C12 C 0 1 N N N -1.752 -17.706 -3.752 4.414 1.695 -0.139 C12 19R 12 19R N13 N13 N 0 1 N N N 2.035 -14.732 -5.554 -2.314 -0.131 0.172 N13 19R 13 19R C14 C14 C 0 1 N N N -1.066 -18.429 -4.917 5.772 1.661 0.563 C14 19R 14 19R C15 C15 C 0 1 N N N -0.514 -18.565 -3.491 5.700 1.613 -0.964 C15 19R 15 19R C16 C16 C 0 1 N N R 3.253 -15.117 -6.285 -3.374 0.881 0.168 C16 19R 16 19R C17 C17 C 0 1 N N N 3.612 -16.586 -5.986 -4.664 0.265 -0.378 C17 19R 17 19R C18 C18 C 0 1 N N N 4.692 -17.081 -6.960 -5.735 1.350 -0.499 C18 19R 18 19R C19 C19 C 0 1 N N N 4.123 -16.718 -4.546 -4.396 -0.343 -1.756 C19 19R 19 19R O20 O20 O 0 1 N N N 2.453 -17.407 -6.107 -5.118 -0.756 0.513 O20 19R 20 19R C21 C21 C 0 1 N N N 2.978 -14.927 -7.785 -3.610 1.378 1.595 C21 19R 21 19R H1 H1 H 0 1 N N N -3.505 -16.005 -2.692 5.231 -0.874 -0.077 H1 19R 22 19R H2 H2 H 0 1 N N N 0.544 -11.081 -4.161 -1.071 -2.630 0.232 H2 19R 23 19R H3 H3 H 0 1 N N N -1.731 -11.433 -3.073 1.226 -3.689 0.193 H3 19R 24 19R H4 H4 H 0 1 N N N -2.712 -18.130 -3.421 3.872 2.641 -0.143 H4 19R 25 19R H5 H5 H 0 1 N N N 1.333 -15.429 -5.410 -2.542 -1.072 0.215 H5 19R 26 19R H6 H6 H 0 1 N N N -1.559 -19.285 -5.401 6.125 2.584 1.022 H6 19R 27 19R H7 H7 H 0 1 N N N -0.509 -17.853 -5.671 6.047 0.743 1.083 H7 19R 28 19R H8 H8 H 0 1 N N N -0.610 -19.519 -2.953 5.926 0.664 -1.450 H8 19R 29 19R H9 H9 H 0 1 N N N 0.440 -18.088 -3.223 6.004 2.506 -1.511 H9 19R 30 19R H10 H10 H 0 1 N N N 4.093 -14.472 -5.986 -3.075 1.717 -0.464 H10 19R 31 19R H11 H11 H 0 1 N N N 4.937 -18.129 -6.734 -5.388 2.129 -1.179 H11 19R 32 19R H12 H12 H 0 1 N N N 4.317 -17.006 -7.992 -6.654 0.912 -0.888 H12 19R 33 19R H13 H13 H 0 1 N N N 5.595 -16.462 -6.852 -5.926 1.784 0.482 H13 19R 34 19R H14 H14 H 0 1 N N N 3.350 -16.364 -3.848 -3.632 -1.117 -1.669 H14 19R 35 19R H15 H15 H 0 1 N N N 4.353 -17.773 -4.334 -5.315 -0.782 -2.145 H15 19R 36 19R H16 H16 H 0 1 N N N 5.033 -16.113 -4.423 -4.049 0.435 -2.435 H16 19R 37 19R H17 H17 H 0 1 N N N 1.784 -17.102 -5.505 -5.934 -1.191 0.229 H17 19R 38 19R H18 H18 H 0 1 N N N 2.724 -13.875 -7.981 -3.908 0.541 2.227 H18 19R 39 19R H19 H19 H 0 1 N N N 3.875 -15.201 -8.360 -2.691 1.816 1.984 H19 19R 40 19R H20 H20 H 0 1 N N N 2.138 -15.570 -8.088 -4.398 2.130 1.592 H20 19R 41 # 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 19R C21 C16 SING N N 1 19R C18 C17 SING N N 2 19R C16 C17 SING N N 3 19R C16 N13 SING N N 4 19R O20 C17 SING N N 5 19R C17 C19 SING N N 6 19R N13 C10 SING N N 7 19R O11 C10 DOUB N N 8 19R C10 C7 SING N N 9 19R C14 C12 SING N N 10 19R C14 C15 SING N N 11 19R C7 C8 DOUB Y N 12 19R C7 C6 SING Y N 13 19R N3 C6 DOUB Y N 14 19R N3 C2 SING Y N 15 19R C8 N9 SING Y N 16 19R C6 C5 SING Y N 17 19R C12 C2 SING N N 18 19R C12 C15 SING N N 19 19R C2 C1 DOUB Y N 20 19R N9 C5 SING Y N 21 19R C5 N4 DOUB Y N 22 19R C1 N4 SING Y N 23 19R C1 H1 SING N N 24 19R C8 H2 SING N N 25 19R N9 H3 SING N N 26 19R C12 H4 SING N N 27 19R N13 H5 SING N N 28 19R C14 H6 SING N N 29 19R C14 H7 SING N N 30 19R C15 H8 SING N N 31 19R C15 H9 SING N N 32 19R C16 H10 SING N N 33 19R C18 H11 SING N N 34 19R C18 H12 SING N N 35 19R C18 H13 SING N N 36 19R C19 H14 SING N N 37 19R C19 H15 SING N N 38 19R C19 H16 SING N N 39 19R O20 H17 SING N N 40 19R C21 H18 SING N N 41 19R C21 H19 SING N N 42 19R C21 H20 SING N N 43 # 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 19R SMILES ACDLabs 12.01 "O=C(c2c1nc(cnc1nc2)C3CC3)NC(C)C(O)(C)C" 19R InChI InChI 1.03 "InChI=1S/C15H20N4O2/c1-8(15(2,3)21)18-14(20)10-6-16-13-12(10)19-11(7-17-13)9-4-5-9/h6-9,21H,4-5H2,1-3H3,(H,16,17)(H,18,20)/t8-/m1/s1" 19R InChIKey InChI 1.03 ODYYFDDUIDLRBK-MRVPVSSYSA-N 19R SMILES_CANONICAL CACTVS 3.370 "C[C@@H](NC(=O)c1c[nH]c2ncc(nc12)C3CC3)C(C)(C)O" 19R SMILES CACTVS 3.370 "C[CH](NC(=O)c1c[nH]c2ncc(nc12)C3CC3)C(C)(C)O" 19R SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "C[C@H](C(C)(C)O)NC(=O)c1c[nH]c2c1nc(cn2)C3CC3" 19R SMILES "OpenEye OEToolkits" 1.7.6 "CC(C(C)(C)O)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 19R "SYSTEMATIC NAME" ACDLabs 12.01 "2-cyclopropyl-N-[(2R)-3-hydroxy-3-methylbutan-2-yl]-5H-pyrrolo[2,3-b]pyrazine-7-carboxamide" 19R "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "2-cyclopropyl-N-[(2R)-3-methyl-3-oxidanyl-butan-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 19R "Create component" 2012-11-12 RCSB 19R "Initial release" 2013-01-11 RCSB #