data_LUO # _chem_comp.id LUO _chem_comp.name "N-(4-methoxyphenyl)-N~2~-[1-(2-methylphenyl)-4-oxo-4,5-dihydro-1H-pyrazolo[3,4-d]pyrimidin-6-yl]-L-alaninamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H22 N6 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-09-12 _chem_comp.pdbx_modified_date 2012-09-28 _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 418.448 _chem_comp.one_letter_code ? _chem_comp.three_letter_code LUO _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 4GH6 _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 LUO CL1 CL1 C 0 1 N N N 77.971 49.716 40.173 5.309 -1.806 -2.198 CL1 LUO 1 LUO C2 C2 C 0 1 Y N N 79.239 50.206 39.888 4.567 -2.377 -1.017 C2 LUO 2 LUO C3 C3 C 0 1 Y N N 79.797 49.992 38.633 4.405 -3.744 -0.897 C3 LUO 3 LUO C4 C4 C 0 1 Y N N 81.066 50.480 38.344 3.725 -4.268 0.186 C4 LUO 4 LUO C5 C5 C 0 1 Y N N 81.776 51.179 39.314 3.203 -3.428 1.152 C5 LUO 5 LUO C6 C6 C 0 1 Y N N 81.215 51.402 40.566 3.361 -2.060 1.038 C6 LUO 6 LUO C7 C7 C 0 1 Y N N 79.945 50.916 40.853 4.049 -1.531 -0.046 C7 LUO 7 LUO N8 N8 N 0 1 Y N N 79.399 51.129 42.048 4.216 -0.145 -0.161 N8 LUO 8 LUO C11 C11 C 0 1 Y N N 78.322 51.890 42.219 3.241 0.793 0.000 C11 LUO 9 LUO N13 N13 N 0 1 N N N 77.546 52.564 41.361 1.935 0.735 0.291 N13 LUO 10 LUO N9 N9 N 0 1 Y N N 79.768 50.729 43.045 5.416 0.516 -0.457 N9 LUO 11 LUO C10 C10 C 0 1 Y N N 79.011 51.151 44.058 5.209 1.803 -0.486 C10 LUO 12 LUO C12 C12 C 0 1 Y N N 78.060 51.907 43.519 3.849 2.043 -0.205 C12 LUO 13 LUO C16 C16 C 0 1 N N N 77.014 52.592 43.972 3.054 3.212 -0.096 C16 LUO 14 LUO O17 O17 O 0 1 N N N 76.827 52.613 45.319 3.539 4.316 -0.266 O17 LUO 15 LUO N15 N15 N 0 1 N N N 76.224 53.270 43.127 1.743 3.069 0.201 N15 LUO 16 LUO C14 C14 C 0 1 N N N 76.500 53.269 41.814 1.211 1.827 0.389 C14 LUO 17 LUO N18 N18 N 0 1 N N N 75.839 54.101 40.964 -0.123 1.714 0.689 N18 LUO 18 LUO C19 C19 C 0 1 N N S 74.814 53.420 40.215 -0.718 0.392 0.895 C19 LUO 19 LUO C20 C20 C 0 1 N N N 73.986 54.464 39.464 -0.505 -0.043 2.346 C20 LUO 20 LUO C21 C21 C 0 1 N N N 75.415 52.434 39.210 -2.195 0.454 0.601 C21 LUO 21 LUO O22 O22 O 0 1 N N N 76.477 52.674 38.638 -2.700 1.500 0.253 O22 LUO 22 LUO N23 N23 N 0 1 N N N 74.627 51.257 39.014 -2.954 -0.653 0.724 N23 LUO 23 LUO C24 C24 C 0 1 Y N N 75.032 50.463 37.983 -4.304 -0.622 0.349 C24 LUO 24 LUO C29 C29 C 0 1 Y N N 74.368 49.255 37.798 -4.712 0.179 -0.709 C29 LUO 25 LUO C28 C28 C 0 1 Y N N 74.726 48.394 36.767 -6.042 0.208 -1.079 C28 LUO 26 LUO C27 C27 C 0 1 Y N N 75.760 48.743 35.906 -6.970 -0.562 -0.393 C27 LUO 27 LUO O30 O30 O 0 1 N N N 76.115 47.883 34.913 -8.281 -0.529 -0.754 O30 LUO 28 LUO C31 C31 C 0 1 N N N 75.732 48.399 33.635 -8.630 0.317 -1.852 C31 LUO 29 LUO C26 C26 C 0 1 Y N N 76.428 49.950 36.085 -6.563 -1.362 0.664 C26 LUO 30 LUO C25 C25 C 0 1 Y N N 76.066 50.809 37.119 -5.232 -1.397 1.031 C25 LUO 31 LUO H1 H1 H 0 1 N N N 78.054 48.701 40.589 6.352 -1.643 -1.927 H1 LUO 32 LUO H2 H2 H 0 1 N N N 77.480 50.373 40.906 5.255 -2.504 -3.033 H2 LUO 33 LUO H3 H3 H 0 1 N N N 77.374 49.686 39.250 4.857 -0.857 -2.487 H3 LUO 34 LUO H4 H4 H 0 1 N N N 79.244 49.446 37.882 4.811 -4.403 -1.650 H4 LUO 35 LUO H5 H5 H 0 1 N N N 81.500 50.317 37.368 3.599 -5.337 0.277 H5 LUO 36 LUO H6 H6 H 0 1 N N N 82.766 51.550 39.094 2.672 -3.841 1.997 H6 LUO 37 LUO H7 H7 H 0 1 N N N 81.765 51.952 41.315 2.954 -1.404 1.793 H7 LUO 38 LUO H8 H8 H 0 1 N N N 79.144 50.924 45.106 5.955 2.557 -0.690 H8 LUO 39 LUO H9 H9 H 0 1 N N N 75.433 53.774 43.474 1.178 3.853 0.280 H9 LUO 40 LUO H10 H10 H 0 1 N N N 76.042 55.076 40.870 -0.672 2.510 0.764 H10 LUO 41 LUO H11 H11 H 0 1 N N N 74.152 52.869 40.899 -0.245 -0.328 0.227 H11 LUO 42 LUO H12 H12 H 0 1 N N N 73.552 55.175 40.183 -0.948 -1.026 2.500 H12 LUO 43 LUO H13 H13 H 0 1 N N N 74.632 55.006 38.758 0.563 -0.088 2.559 H13 LUO 44 LUO H14 H14 H 0 1 N N N 73.178 53.962 38.911 -0.979 0.677 3.014 H14 LUO 45 LUO H15 H15 H 0 1 N N N 73.840 51.034 39.589 -2.566 -1.470 1.073 H15 LUO 46 LUO H16 H16 H 0 1 N N N 73.563 48.982 38.465 -3.990 0.779 -1.243 H16 LUO 47 LUO H17 H17 H 0 1 N N N 74.203 47.458 36.636 -6.360 0.831 -1.902 H17 LUO 48 LUO H18 H18 H 0 1 N N N 76.028 47.689 32.849 -8.365 1.348 -1.615 H18 LUO 49 LUO H19 H19 H 0 1 N N N 74.642 48.541 33.609 -8.088 -0.001 -2.743 H19 LUO 50 LUO H20 H20 H 0 1 N N N 76.232 49.364 33.465 -9.702 0.251 -2.035 H20 LUO 51 LUO H21 H21 H 0 1 N N N 77.232 50.222 35.418 -7.286 -1.961 1.198 H21 LUO 52 LUO H22 H22 H 0 1 N N N 76.588 51.745 37.251 -4.915 -2.020 1.854 H22 LUO 53 # 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 LUO C31 O30 SING N N 1 LUO O30 C27 SING N N 2 LUO C27 C26 DOUB Y N 3 LUO C27 C28 SING Y N 4 LUO C26 C25 SING Y N 5 LUO C28 C29 DOUB Y N 6 LUO C25 C24 DOUB Y N 7 LUO C29 C24 SING Y N 8 LUO C24 N23 SING N N 9 LUO C4 C3 DOUB Y N 10 LUO C4 C5 SING Y N 11 LUO C3 C2 SING Y N 12 LUO O22 C21 DOUB N N 13 LUO N23 C21 SING N N 14 LUO C21 C19 SING N N 15 LUO C5 C6 DOUB Y N 16 LUO C20 C19 SING N N 17 LUO C2 CL1 SING N N 18 LUO C2 C7 DOUB Y N 19 LUO C19 N18 SING N N 20 LUO C6 C7 SING Y N 21 LUO C7 N8 SING N N 22 LUO N18 C14 SING N N 23 LUO N13 C14 DOUB N N 24 LUO N13 C11 SING N N 25 LUO C14 N15 SING N N 26 LUO N8 C11 SING Y N 27 LUO N8 N9 SING Y N 28 LUO C11 C12 DOUB Y N 29 LUO N9 C10 DOUB Y N 30 LUO N15 C16 SING N N 31 LUO C12 C16 SING N N 32 LUO C12 C10 SING Y N 33 LUO C16 O17 DOUB N N 34 LUO CL1 H1 SING N N 35 LUO CL1 H2 SING N N 36 LUO CL1 H3 SING N N 37 LUO C3 H4 SING N N 38 LUO C4 H5 SING N N 39 LUO C5 H6 SING N N 40 LUO C6 H7 SING N N 41 LUO C10 H8 SING N N 42 LUO N15 H9 SING N N 43 LUO N18 H10 SING N N 44 LUO C19 H11 SING N N 45 LUO C20 H12 SING N N 46 LUO C20 H13 SING N N 47 LUO C20 H14 SING N N 48 LUO N23 H15 SING N N 49 LUO C29 H16 SING N N 50 LUO C28 H17 SING N N 51 LUO C31 H18 SING N N 52 LUO C31 H19 SING N N 53 LUO C31 H20 SING N N 54 LUO C26 H21 SING N N 55 LUO C25 H22 SING N N 56 # 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 LUO SMILES ACDLabs 12.01 "O=C(Nc1ccc(OC)cc1)C(NC2=Nc3c(C(=O)N2)cnn3c4ccccc4C)C" LUO InChI InChI 1.03 "InChI=1S/C22H22N6O3/c1-13-6-4-5-7-18(13)28-19-17(12-23-28)21(30)27-22(26-19)24-14(2)20(29)25-15-8-10-16(31-3)11-9-15/h4-12,14H,1-3H3,(H,25,29)(H2,24,26,27,30)/t14-/m0/s1" LUO InChIKey InChI 1.03 VHGPQZWYIWLLDA-AWEZNQCLSA-N LUO SMILES_CANONICAL CACTVS 3.370 "COc1ccc(NC(=O)[C@H](C)NC2=Nc3n(ncc3C(=O)N2)c4ccccc4C)cc1" LUO SMILES CACTVS 3.370 "COc1ccc(NC(=O)[CH](C)NC2=Nc3n(ncc3C(=O)N2)c4ccccc4C)cc1" LUO SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "Cc1ccccc1n2c3c(cn2)C(=O)NC(=N3)N[C@@H](C)C(=O)Nc4ccc(cc4)OC" LUO SMILES "OpenEye OEToolkits" 1.7.6 "Cc1ccccc1n2c3c(cn2)C(=O)NC(=N3)NC(C)C(=O)Nc4ccc(cc4)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 LUO "SYSTEMATIC NAME" ACDLabs 12.01 "N-(4-methoxyphenyl)-N~2~-[1-(2-methylphenyl)-4-oxo-4,5-dihydro-1H-pyrazolo[3,4-d]pyrimidin-6-yl]-L-alaninamide" LUO "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(2S)-N-(4-methoxyphenyl)-2-[[1-(2-methylphenyl)-4-oxidanylidene-5H-pyrazolo[3,4-d]pyrimidin-6-yl]amino]propanamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site LUO "Create component" 2012-09-12 RCSB LUO "Initial release" 2012-09-28 RCSB #