data_77A # _chem_comp.id 77A _chem_comp.name "1-(5-CHLORO-2-METHOXYPHENYL)-3-{6-[2-(DIMETHYLAMINO)-1-METHYLETHOXY]PYRAZIN-2-YL}UREA" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C17 H22 Cl N5 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2007-01-31 _chem_comp.pdbx_modified_date 2011-06-04 _chem_comp.pdbx_ambiguous_flag ? _chem_comp.pdbx_release_status REL _chem_comp.pdbx_replaced_by ? _chem_comp.pdbx_replaces ? _chem_comp.formula_weight 379.841 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 77A _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details "OpenEye/OEToolkits V1.4.2" _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code ? _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 77A N1 N1 N 0 1 N N N -3.300 9.756 -19.371 -3.386 1.463 5.424 N1 77A 1 77A C2 C2 C 0 1 Y N N -1.986 9.347 -19.508 -2.821 2.580 6.085 C2 77A 2 77A C3 C3 C 0 1 Y N N -1.007 10.147 -20.214 -1.567 3.020 5.695 C3 77A 3 77A C4 C4 C 0 1 Y N N 0.339 9.677 -20.327 -0.997 4.119 6.337 C4 77A 4 77A C5 C5 C 0 1 Y N N 0.750 8.427 -19.760 -1.690 4.764 7.362 C5 77A 5 77A C6 C6 C 0 1 Y N N -0.217 7.631 -19.058 -2.952 4.310 7.744 C6 77A 6 77A C7 C7 C 0 1 Y N N -1.607 8.082 -18.922 -3.521 3.210 7.101 C7 77A 7 77A O8 O8 O 0 1 N N N -2.653 7.392 -18.252 -4.756 2.782 7.490 O8 77A 8 77A C9 C9 C 0 1 N N N -2.804 5.986 -18.453 -5.879 3.354 6.824 C9 77A 9 77A CL10 CL10 CL 0 0 N N N 1.480 10.660 -21.181 0.560 4.681 5.866 CL10 77A 10 77A C11 C11 C 0 1 N N N -4.161 10.684 -20.009 -2.831 0.704 4.381 C11 77A 11 77A O12 O12 O 0 1 N N N -3.782 11.384 -20.952 -1.734 0.900 3.868 O12 77A 12 77A N13 N13 N 0 1 N N N -5.460 10.818 -19.575 -3.725 -0.326 4.007 N13 77A 13 77A C14 C14 C 0 1 Y N N -6.187 10.191 -18.564 -3.565 -1.300 3.018 C14 77A 14 77A N15 N15 N 0 1 Y N N -5.876 8.840 -18.240 -2.435 -1.323 2.284 N15 77A 15 77A C16 C16 C 0 1 Y N N -6.599 8.163 -17.218 -2.356 -2.291 1.351 C16 77A 16 77A C17 C17 C 0 1 Y N N -7.663 8.883 -16.511 -3.368 -3.204 1.156 C17 77A 17 77A N18 N18 N 0 1 Y N N -7.965 10.218 -16.835 -4.498 -3.181 1.890 N18 77A 18 77A C19 C19 C 0 1 Y N N -7.247 10.880 -17.848 -4.579 -2.213 2.824 C19 77A 19 77A O20 O20 O 0 1 N N N -6.288 6.813 -16.913 -1.224 -2.345 0.585 O20 77A 20 77A C21 C21 C 0 1 N N S -6.383 6.306 -15.582 -0.225 -1.362 0.851 C21 77A 21 77A C22 C22 C 0 1 N N N -5.012 5.646 -15.272 0.530 -1.071 -0.443 C22 77A 22 77A N23 N23 N 0 1 N N N -4.226 6.163 -14.119 -0.385 -0.564 -1.441 N23 77A 23 77A C24 C24 C 0 1 N N N -4.705 5.613 -12.847 0.308 -0.304 -2.709 C24 77A 24 77A C25 C25 C 0 1 N N N -7.530 5.282 -15.524 0.712 -1.899 1.926 C25 77A 25 77A C26 C26 C 0 1 N N N -4.208 7.638 -14.042 -1.048 0.661 -0.977 C26 77A 26 77A HN1 HN1 H 0 1 N N N -3.763 9.271 -18.629 -4.308 1.175 5.743 HN1 77A 27 77A H3 H3 H 0 1 N N N -1.291 11.092 -20.652 -1.028 2.516 4.895 H3 77A 28 77A H5 H5 H 0 1 N N N 1.771 8.089 -19.859 -1.259 5.622 7.871 H5 77A 29 77A H6 H6 H 0 1 N N N 0.082 6.688 -18.624 -3.486 4.816 8.543 H6 77A 30 77A H91 1H9 H 0 1 N N N -2.843 5.771 -19.531 -5.536 3.943 5.970 H91 77A 31 77A H92 2H9 H 0 1 N N N -1.950 5.458 -18.005 -6.432 3.989 7.520 H92 77A 32 77A H93 3H9 H 0 1 N N N -3.736 5.646 -17.978 -6.530 2.550 6.471 H93 77A 33 77A HN13 HN13 H 0 0 N N N -5.986 11.499 -20.085 -4.602 -0.352 4.535 HN13 77A 34 77A H17 H17 H 0 1 N N N -8.221 8.383 -15.733 -3.307 -3.983 0.406 H17 77A 35 77A H19 H19 H 0 1 N N N -7.485 11.904 -18.094 -5.492 -2.205 3.409 H19 77A 36 77A H21 H21 H 0 1 N N N -6.600 7.090 -14.841 -0.728 -0.459 1.215 H21 77A 37 77A H221 1H22 H 0 0 N N N -5.213 4.584 -15.066 1.314 -0.324 -0.277 H221 77A 38 77A H222 2H22 H 0 0 N N N -4.392 5.868 -16.153 0.999 -1.981 -0.831 H222 77A 39 77A H241 1H24 H 0 0 N N N -4.825 4.524 -12.940 0.809 0.667 -2.671 H241 77A 40 77A H242 2H24 H 0 0 N N N -3.976 5.835 -12.054 -0.407 -0.299 -3.537 H242 77A 41 77A H243 3H24 H 0 0 N N N -5.674 6.068 -12.593 1.056 -1.079 -2.897 H243 77A 42 77A H251 1H25 H 0 0 N N N -7.751 5.038 -14.475 0.162 -2.183 2.828 H251 77A 43 77A H252 2H25 H 0 0 N N N -8.426 5.709 -15.998 1.268 -2.770 1.562 H252 77A 44 77A H253 3H25 H 0 0 N N N -7.232 4.368 -16.058 1.456 -1.142 2.197 H253 77A 45 77A H261 1H26 H 0 0 N N N -4.204 7.951 -12.987 -0.650 1.529 -1.509 H261 77A 46 77A H262 2H26 H 0 0 N N N -3.305 8.020 -14.541 -0.880 0.798 0.095 H262 77A 47 77A H263 3H26 H 0 0 N N N -5.102 8.042 -14.540 -2.124 0.600 -1.158 H263 77A 48 # 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 77A N1 C11 SING N N 1 77A N1 C2 SING N N 2 77A N1 HN1 SING N N 3 77A C2 C3 SING Y N 4 77A C2 C7 DOUB Y N 5 77A C3 C4 DOUB Y N 6 77A C3 H3 SING N N 7 77A C4 CL10 SING N N 8 77A C4 C5 SING Y N 9 77A C5 C6 DOUB Y N 10 77A C5 H5 SING N N 11 77A C6 C7 SING Y N 12 77A C6 H6 SING N N 13 77A C7 O8 SING N N 14 77A O8 C9 SING N N 15 77A C9 H91 SING N N 16 77A C9 H92 SING N N 17 77A C9 H93 SING N N 18 77A C11 O12 DOUB N N 19 77A C11 N13 SING N N 20 77A N13 C14 SING N N 21 77A N13 HN13 SING N N 22 77A C14 N15 DOUB Y N 23 77A C14 C19 SING Y N 24 77A N15 C16 SING Y N 25 77A C16 O20 SING N N 26 77A C16 C17 DOUB Y N 27 77A C17 N18 SING Y N 28 77A C17 H17 SING N N 29 77A N18 C19 DOUB Y N 30 77A C19 H19 SING N N 31 77A O20 C21 SING N N 32 77A C21 C25 SING N N 33 77A C21 C22 SING N N 34 77A C21 H21 SING N N 35 77A C22 N23 SING N N 36 77A C22 H221 SING N N 37 77A C22 H222 SING N N 38 77A N23 C26 SING N N 39 77A N23 C24 SING N N 40 77A C24 H241 SING N N 41 77A C24 H242 SING N N 42 77A C24 H243 SING N N 43 77A C25 H251 SING N N 44 77A C25 H252 SING N N 45 77A C25 H253 SING N N 46 77A C26 H261 SING N N 47 77A C26 H262 SING N N 48 77A C26 H263 SING N N 49 # 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 77A SMILES ACDLabs 10.04 "Clc1cc(c(OC)cc1)NC(=O)Nc2nc(OC(CN(C)C)C)cnc2" 77A SMILES_CANONICAL CACTVS 3.341 "COc1ccc(Cl)cc1NC(=O)Nc2cncc(O[C@@H](C)CN(C)C)n2" 77A SMILES CACTVS 3.341 "COc1ccc(Cl)cc1NC(=O)Nc2cncc(O[CH](C)CN(C)C)n2" 77A SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C[C@@H](CN(C)C)Oc1cncc(n1)NC(=O)Nc2cc(ccc2OC)Cl" 77A SMILES "OpenEye OEToolkits" 1.5.0 "CC(CN(C)C)Oc1cncc(n1)NC(=O)Nc2cc(ccc2OC)Cl" 77A InChI InChI 1.03 "InChI=1S/C17H22ClN5O3/c1-11(10-23(2)3)26-16-9-19-8-15(21-16)22-17(24)20-13-7-12(18)5-6-14(13)25-4/h5-9,11H,10H2,1-4H3,(H2,20,21,22,24)/t11-/m0/s1" 77A InChIKey InChI 1.03 GIAYFZLMPSVQDV-NSHDSACASA-N # 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 77A "SYSTEMATIC NAME" ACDLabs 10.04 "1-(5-chloro-2-methoxyphenyl)-3-{6-[(1S)-2-(dimethylamino)-1-methylethoxy]pyrazin-2-yl}urea" 77A "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "1-(5-chloro-2-methoxy-phenyl)-3-[6-[(2S)-1-dimethylaminopropan-2-yl]oxypyrazin-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 77A "Create component" 2007-01-31 RCSB 77A "Modify descriptor" 2011-06-04 RCSB #