data_1B4 # _chem_comp.id 1B4 _chem_comp.name "N-(propan-2-yl)-2-(3,4,5-trimethoxyphenyl)-5H-pyrrolo[2,3-b]pyrazine-7-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C19 H22 N4 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-11-20 _chem_comp.pdbx_modified_date 2013-10-25 _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 370.402 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 1B4 _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 4I0R _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 1B4 C1 C1 C 0 1 Y N N 0.309 -0.301 14.646 1.760 0.495 -0.100 C1 066 1 1B4 N2 N2 N 0 1 Y N N 3.616 -1.223 16.134 -0.584 3.366 -0.097 N2 066 2 1B4 C3 C3 C 0 1 Y N N 2.322 -1.246 15.849 0.533 2.667 -0.117 C3 066 3 1B4 C4 C4 C 0 1 Y N N 1.767 -0.302 14.967 0.496 1.270 -0.076 C4 066 4 1B4 N5 N5 N 0 1 Y N N 2.564 0.628 14.444 -0.670 0.637 -0.015 N5 066 5 1B4 C6 C6 C 0 1 Y N N 4.413 -0.295 15.607 -1.756 2.745 -0.035 C6 066 6 1B4 C7 C7 C 0 1 Y N N 3.863 0.660 14.731 -1.795 1.338 0.006 C7 066 7 1B4 C8 C8 C 0 1 Y N N 4.979 1.534 14.321 -3.222 0.977 0.069 C8 066 8 1B4 C9 C9 C 0 1 Y N N 6.092 1.071 14.971 -3.918 2.151 0.061 C9 066 9 1B4 N10 N10 N 0 1 Y N N 5.758 -0.015 15.720 -3.057 3.195 0.000 N10 066 10 1B4 C11 C11 C 0 1 Y N N -0.548 -1.246 15.228 2.986 1.157 -0.059 C11 066 11 1B4 C12 C12 C 0 1 Y N N -1.911 -1.242 14.951 4.165 0.432 -0.082 C12 066 12 1B4 C13 C13 C 0 1 Y N N -2.441 -0.276 14.076 4.126 -0.957 -0.145 C13 066 13 1B4 C14 C14 C 0 1 Y N N -1.599 0.689 13.497 2.904 -1.620 -0.187 C14 066 14 1B4 C15 C15 C 0 1 Y N N -0.230 0.667 13.783 1.723 -0.897 -0.159 C15 066 15 1B4 O16 O16 O 0 1 N N N -2.765 -2.150 15.521 5.361 1.078 -0.042 O16 066 16 1B4 C17 C17 C 0 1 N N N -2.068 -3.145 16.290 5.326 2.505 0.022 C17 066 17 1B4 O18 O18 O 0 1 N N N -3.786 -0.232 13.807 5.286 -1.668 -0.167 O18 066 18 1B4 C19 C19 C 0 1 N N N -4.184 -1.235 12.869 5.827 -2.065 1.094 C19 066 19 1B4 O20 O20 O 0 1 N N N -2.165 1.610 12.647 2.868 -2.978 -0.243 O20 066 20 1B4 C21 C21 C 0 1 N N N -1.211 2.553 12.135 1.579 -3.593 -0.271 C21 066 21 1B4 C22 C22 C 0 1 N N N 4.868 2.714 13.447 -3.786 -0.379 0.128 C22 066 22 1B4 N23 N23 N 0 1 N N N 3.628 3.226 13.290 -5.121 -0.552 0.182 N23 066 23 1B4 O24 O24 O 0 1 N N N 5.847 3.228 12.932 -3.046 -1.345 0.127 O24 066 24 1B4 C25 C25 C 0 1 N N N 3.309 4.421 12.508 -5.683 -1.904 0.240 C25 066 25 1B4 C26 C26 C 0 1 N N N 2.045 4.183 11.679 -7.062 -1.855 0.900 C26 066 26 1B4 C27 C27 C 0 1 N N N 3.024 5.530 13.540 -5.815 -2.463 -1.178 C27 066 27 1B4 H1 H1 H 0 1 N N N 1.688 -1.996 16.298 1.484 3.177 -0.168 H1 066 28 1B4 H2 H2 H 0 1 N N N 7.080 1.501 14.900 -4.994 2.236 0.098 H2 066 29 1B4 H3 H3 H 0 1 N N N 6.402 -0.539 16.277 -3.319 4.128 -0.016 H3 066 30 1B4 H4 H4 H 0 1 N N N -0.144 -1.988 15.901 3.016 2.236 -0.011 H4 066 31 1B4 H5 H5 H 0 1 N N N 0.420 1.403 13.335 0.774 -1.412 -0.190 H5 066 32 1B4 H6 H6 H 0 1 N N N -2.794 -3.848 16.725 6.344 2.893 0.048 H6 066 33 1B4 H7 H7 H 0 1 N N N -1.374 -3.693 15.636 4.811 2.895 -0.856 H7 066 34 1B4 H8 H8 H 0 1 N N N -1.503 -2.655 17.097 4.795 2.815 0.922 H8 066 35 1B4 H9 H9 H 0 1 N N N -5.266 -1.159 12.687 6.038 -1.180 1.694 H9 066 36 1B4 H10 H10 H 0 1 N N N -3.642 -1.088 11.923 5.107 -2.695 1.617 H10 066 37 1B4 H11 H11 H 0 1 N N N -3.950 -2.230 13.275 6.749 -2.624 0.934 H11 066 38 1B4 H12 H12 H 0 1 N N N -1.719 3.262 11.464 1.031 -3.249 -1.148 H12 066 39 1B4 H13 H13 H 0 1 N N N -0.754 3.103 12.971 1.694 -4.676 -0.316 H13 066 40 1B4 H14 H14 H 0 1 N N N -0.429 2.017 11.578 1.028 -3.323 0.630 H14 066 41 1B4 H15 H15 H 0 1 N N N 2.872 2.753 13.742 -5.710 0.219 0.182 H15 066 42 1B4 H16 H16 H 0 1 N N N 4.147 4.711 11.857 -5.023 -2.546 0.824 H16 066 43 1B4 H17 H17 H 0 1 N N N 1.813 5.086 11.095 -7.721 -1.212 0.316 H17 066 44 1B4 H18 H18 H 0 1 N N N 2.209 3.337 10.996 -7.480 -2.861 0.943 H18 066 45 1B4 H19 H19 H 0 1 N N N 1.204 3.955 12.350 -6.968 -1.457 1.910 H19 066 46 1B4 H20 H20 H 0 1 N N N 3.926 5.711 14.143 -6.233 -3.468 -1.135 H20 066 47 1B4 H21 H21 H 0 1 N N N 2.742 6.455 13.016 -6.474 -1.820 -1.762 H21 066 48 1B4 H22 H22 H 0 1 N N N 2.200 5.216 14.198 -4.832 -2.497 -1.648 H22 066 49 # 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 1B4 C26 C25 SING N N 1 1B4 C21 O20 SING N N 2 1B4 C25 N23 SING N N 3 1B4 C25 C27 SING N N 4 1B4 O20 C14 SING N N 5 1B4 C19 O18 SING N N 6 1B4 O24 C22 DOUB N N 7 1B4 N23 C22 SING N N 8 1B4 C22 C8 SING N N 9 1B4 C14 C15 DOUB Y N 10 1B4 C14 C13 SING Y N 11 1B4 C15 C1 SING Y N 12 1B4 O18 C13 SING N N 13 1B4 C13 C12 DOUB Y N 14 1B4 C8 C7 SING Y N 15 1B4 C8 C9 DOUB Y N 16 1B4 N5 C7 DOUB Y N 17 1B4 N5 C4 SING Y N 18 1B4 C1 C4 SING N N 19 1B4 C1 C11 DOUB Y N 20 1B4 C7 C6 SING Y N 21 1B4 C12 C11 SING Y N 22 1B4 C12 O16 SING N N 23 1B4 C4 C3 DOUB Y N 24 1B4 C9 N10 SING Y N 25 1B4 O16 C17 SING N N 26 1B4 C6 N10 SING Y N 27 1B4 C6 N2 DOUB Y N 28 1B4 C3 N2 SING Y N 29 1B4 C3 H1 SING N N 30 1B4 C9 H2 SING N N 31 1B4 N10 H3 SING N N 32 1B4 C11 H4 SING N N 33 1B4 C15 H5 SING N N 34 1B4 C17 H6 SING N N 35 1B4 C17 H7 SING N N 36 1B4 C17 H8 SING N N 37 1B4 C19 H9 SING N N 38 1B4 C19 H10 SING N N 39 1B4 C19 H11 SING N N 40 1B4 C21 H12 SING N N 41 1B4 C21 H13 SING N N 42 1B4 C21 H14 SING N N 43 1B4 N23 H15 SING N N 44 1B4 C25 H16 SING N N 45 1B4 C26 H17 SING N N 46 1B4 C26 H18 SING N N 47 1B4 C26 H19 SING N N 48 1B4 C27 H20 SING N N 49 1B4 C27 H21 SING N N 50 1B4 C27 H22 SING N N 51 # 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 1B4 SMILES ACDLabs 12.01 "O=C(c2c1nc(cnc1nc2)c3cc(OC)c(OC)c(OC)c3)NC(C)C" 1B4 InChI InChI 1.03 "InChI=1S/C19H22N4O4/c1-10(2)22-19(24)12-8-20-18-16(12)23-13(9-21-18)11-6-14(25-3)17(27-5)15(7-11)26-4/h6-10H,1-5H3,(H,20,21)(H,22,24)" 1B4 InChIKey InChI 1.03 WWUBOSRORWJGRU-UHFFFAOYSA-N 1B4 SMILES_CANONICAL CACTVS 3.370 "COc1cc(cc(OC)c1OC)c2cnc3[nH]cc(C(=O)NC(C)C)c3n2" 1B4 SMILES CACTVS 3.370 "COc1cc(cc(OC)c1OC)c2cnc3[nH]cc(C(=O)NC(C)C)c3n2" 1B4 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CC(C)NC(=O)c1c[nH]c2c1nc(cn2)c3cc(c(c(c3)OC)OC)OC" 1B4 SMILES "OpenEye OEToolkits" 1.7.6 "CC(C)NC(=O)c1c[nH]c2c1nc(cn2)c3cc(c(c(c3)OC)OC)OC" # 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 1B4 "SYSTEMATIC NAME" ACDLabs 12.01 "N-(propan-2-yl)-2-(3,4,5-trimethoxyphenyl)-5H-pyrrolo[2,3-b]pyrazine-7-carboxamide" 1B4 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "N-propan-2-yl-2-(3,4,5-trimethoxyphenyl)-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 1B4 "Create component" 2012-11-20 RCSB 1B4 "Initial release" 2013-10-30 RCSB #