data_2PU # _chem_comp.id 2PU _chem_comp.name "1-(5-OXO-2,3,5,9B-TETRAHYDRO-1H-PYRROLO[2,1-A]ISOINDOL-9-YL)-3-(5-PYRROLIDIN-2-YL-1H-PYRAZOL-3-YL)-UREA" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C19 H22 N6 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "N'-(PYRROLIDINO[2,1-B]ISOINDOLIN-4-ON-8-YL)-N-(5-(PYRROLIDIN-2-YL)PYRAZOL-3-YL)UREA" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2001-02-09 _chem_comp.pdbx_modified_date 2021-03-13 _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 366.417 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 2PU _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details ? _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 1GIJ _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 2PU C1 C1 C 0 1 Y N N 5.314 10.427 27.521 -0.334 -0.304 -3.324 C1 2PU 1 2PU C2 C2 C 0 1 N N S 6.638 11.202 27.221 0.915 -0.296 -4.158 C2 2PU 2 2PU C3 C3 C 0 1 Y N N 4.819 10.928 28.791 -1.383 0.007 -4.195 C3 2PU 3 2PU C4 C4 C 0 1 Y N N 4.578 9.427 26.821 -0.592 -0.555 -1.990 C4 2PU 4 2PU N5 N5 N 0 1 N N N 6.772 12.064 28.412 0.521 0.327 -5.446 N5 2PU 5 2PU C6 C6 C 0 1 N N N 8.024 10.587 27.177 1.960 0.692 -3.601 C6 2PU 6 2PU C7 C7 C 0 1 N N N 5.762 11.946 29.344 -0.810 0.223 -5.541 C7 2PU 7 2PU C8 C8 C 0 1 Y N N 3.605 10.447 29.347 -2.689 0.053 -3.707 C8 2PU 8 2PU C9 C9 C 0 1 Y N N 3.350 8.960 27.389 -1.897 -0.497 -1.513 C9 2PU 9 2PU N10 N10 N 0 1 N N N 4.993 8.832 25.576 0.459 -0.862 -1.119 N10 2PU 10 2PU C11 C11 C 0 1 N N N 8.141 12.442 28.736 1.772 0.811 -6.043 C11 2PU 11 2PU C12 C12 C 0 1 N N N 8.922 11.733 27.603 2.736 1.111 -4.875 C12 2PU 12 2PU O13 O13 O 0 1 N N N 5.620 12.543 30.429 -1.448 0.296 -6.573 O13 2PU 13 2PU C14 C14 C 0 1 Y N N 2.867 9.456 28.621 -2.937 -0.196 -2.373 C14 2PU 14 2PU C15 C15 C 0 1 N N N 4.340 7.987 24.769 0.333 -0.619 0.200 C15 2PU 15 2PU N16 N16 N 0 1 N N N 4.972 7.636 23.657 1.289 -1.031 1.055 N16 2PU 16 2PU O17 O17 O 0 1 N N N 3.186 7.609 25.050 -0.646 -0.033 0.620 O17 2PU 17 2PU C18 C18 C 0 1 Y N N 6.287 7.979 23.382 1.155 -0.784 2.429 C18 2PU 18 2PU C19 C19 C 0 1 Y N N 7.098 7.364 22.486 0.082 -0.122 3.047 C19 2PU 19 2PU N20 N20 N 0 1 Y N N 6.968 8.997 23.998 2.008 -1.137 3.362 N20 2PU 20 2PU C21 C21 C 0 1 Y N N 8.331 8.043 22.573 0.327 -0.087 4.377 C21 2PU 21 2PU N22 N22 N 0 1 Y N N 8.220 9.035 23.510 1.508 -0.702 4.596 N22 2PU 22 2PU C23 C23 C 0 1 N N S 9.591 7.725 21.802 -0.560 0.528 5.426 C23 2PU 23 2PU C24 C24 C 0 1 N N N 10.873 8.470 22.232 0.203 1.622 6.203 C24 2PU 24 2PU N25 N25 N 0 1 N N N 9.626 7.752 20.367 -0.925 -0.479 6.454 N25 2PU 25 2PU C26 C26 C 0 1 N N N 11.912 8.016 21.147 -0.283 1.491 7.661 C26 2PU 26 2PU C27 C27 C 0 1 N N N 11.041 7.412 20.000 -1.301 0.330 7.642 C27 2PU 27 2PU H2 H2 H 0 1 N N N 6.468 11.545 26.174 1.334 -1.293 -4.298 H2 2PU 28 2PU H61 1H6 H 0 1 N N N 8.295 10.122 26.201 2.621 0.198 -2.889 H61 2PU 29 2PU H62 2H6 H 0 1 N N N 8.139 9.657 27.781 1.472 1.554 -3.144 H62 2PU 30 2PU H8 H8 H 0 1 N N N 3.245 10.832 30.316 -3.506 0.283 -4.375 H8 2PU 31 2PU H9 H9 H 0 1 N N N 2.758 8.194 26.861 -2.099 -0.688 -0.470 H9 2PU 32 2PU H10 H10 H 0 1 N N N 5.878 8.370 25.784 1.278 -1.249 -1.465 H10 2PU 33 2PU H111 1H11 H 0 0 N N N 8.473 12.197 29.772 2.198 0.044 -6.690 H111 2PU 34 2PU H112 2H11 H 0 0 N N N 8.325 13.538 28.831 1.585 1.720 -6.614 H112 2PU 35 2PU H121 1H12 H 0 0 N N N 9.224 12.408 26.768 3.647 0.521 -4.975 H121 2PU 36 2PU H122 2H12 H 0 0 N N N 9.953 11.420 27.890 2.973 2.174 -4.842 H122 2PU 37 2PU H14 H14 H 0 1 N N N 1.913 9.069 29.017 -3.949 -0.156 -1.998 H14 2PU 38 2PU H16 H16 H 0 1 N N N 4.429 7.085 22.992 2.071 -1.499 0.721 H16 2PU 39 2PU H19 H19 H 0 1 N N N 6.821 6.514 21.840 -0.783 0.286 2.549 H19 2PU 40 2PU H22 H22 H 0 1 N N N 8.947 9.691 23.796 1.934 -0.826 5.459 H22 2PU 41 2PU H23 H23 H 0 1 N N N 9.560 6.656 22.118 -1.457 0.944 4.967 H23 2PU 42 2PU H241 1H24 H 0 0 N N N 11.188 8.290 23.286 1.277 1.446 6.146 H241 2PU 43 2PU H242 2H24 H 0 0 N N N 10.760 9.574 22.339 -0.041 2.608 5.809 H242 2PU 44 2PU H25 H25 H 0 1 N N N 9.296 8.629 19.964 -1.767 -0.933 6.134 H25 2PU 45 2PU H261 1H26 H 0 0 N N N 12.700 7.327 21.532 0.551 1.252 8.320 H261 2PU 46 2PU H262 2H26 H 0 0 N N N 12.605 8.824 20.815 -0.767 2.414 7.983 H262 2PU 47 2PU H271 1H27 H 0 0 N N N 11.338 7.753 18.981 -1.216 -0.264 8.552 H271 2PU 48 2PU H272 2H27 H 0 0 N N N 11.214 6.324 19.827 -2.315 0.715 7.532 H272 2PU 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 2PU C1 C2 SING N N 1 2PU C1 C3 DOUB Y N 2 2PU C1 C4 SING Y N 3 2PU C2 N5 SING N N 4 2PU C2 C6 SING N N 5 2PU C2 H2 SING N N 6 2PU C3 C7 SING N N 7 2PU C3 C8 SING Y N 8 2PU C4 C9 DOUB Y N 9 2PU C4 N10 SING N N 10 2PU N5 C7 SING N N 11 2PU N5 C11 SING N N 12 2PU C6 C12 SING N N 13 2PU C6 H61 SING N N 14 2PU C6 H62 SING N N 15 2PU C7 O13 DOUB N N 16 2PU C8 C14 DOUB Y N 17 2PU C8 H8 SING N N 18 2PU C9 C14 SING Y N 19 2PU C9 H9 SING N N 20 2PU N10 C15 SING N N 21 2PU N10 H10 SING N N 22 2PU C11 C12 SING N N 23 2PU C11 H111 SING N N 24 2PU C11 H112 SING N N 25 2PU C12 H121 SING N N 26 2PU C12 H122 SING N N 27 2PU C14 H14 SING N N 28 2PU C15 N16 SING N N 29 2PU C15 O17 DOUB N N 30 2PU N16 C18 SING N N 31 2PU N16 H16 SING N N 32 2PU C18 C19 SING Y N 33 2PU C18 N20 DOUB Y N 34 2PU C19 C21 DOUB Y N 35 2PU C19 H19 SING N N 36 2PU N20 N22 SING Y N 37 2PU C21 N22 SING Y N 38 2PU C21 C23 SING N N 39 2PU N22 H22 SING N N 40 2PU C23 C24 SING N N 41 2PU C23 N25 SING N N 42 2PU C23 H23 SING N N 43 2PU C24 C26 SING N N 44 2PU C24 H241 SING N N 45 2PU C24 H242 SING N N 46 2PU N25 C27 SING N N 47 2PU N25 H25 SING N N 48 2PU C26 C27 SING N N 49 2PU C26 H261 SING N N 50 2PU C26 H262 SING N N 51 2PU C27 H271 SING N N 52 2PU C27 H272 SING N N 53 # # 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 2PU SMILES ACDLabs 10.04 "O=C2c1cccc(c1C3N2CCC3)NC(=O)Nc4nnc(c4)C5NCCC5" 2PU SMILES_CANONICAL CACTVS 3.341 "O=C(Nc1cc([nH]n1)[C@@H]2CCCN2)Nc3cccc4C(=O)N5CCC[C@H]5c34" 2PU SMILES CACTVS 3.341 "O=C(Nc1cc([nH]n1)[CH]2CCCN2)Nc3cccc4C(=O)N5CCC[CH]5c34" 2PU SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1cc2c(c(c1)NC(=O)Nc3cc([nH]n3)[C@@H]4CCCN4)[C@@H]5CCCN5C2=O" 2PU SMILES "OpenEye OEToolkits" 1.5.0 "c1cc2c(c(c1)NC(=O)Nc3cc([nH]n3)C4CCCN4)C5CCCN5C2=O" 2PU InChI InChI 1.03 "InChI=1S/C19H22N6O2/c26-18-11-4-1-5-13(17(11)15-7-3-9-25(15)18)21-19(27)22-16-10-14(23-24-16)12-6-2-8-20-12/h1,4-5,10,12,15,20H,2-3,6-9H2,(H3,21,22,23,24,27)/t12-,15-/m0/s1" 2PU InChIKey InChI 1.03 IWOOJEZSDPRYAZ-WFASDCNBSA-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 2PU "SYSTEMATIC NAME" ACDLabs 10.04 "1-[(9bS)-5-oxo-2,3,5,9b-tetrahydro-1H-pyrrolo[2,1-a]isoindol-9-yl]-3-{5-[(2S)-pyrrolidin-2-yl]-1H-pyrazol-3-yl}urea" 2PU "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "1-[(9bS)-5-oxo-1,2,3,9b-tetrahydrobenzo[f]pyrrolizin-9-yl]-3-[5-[(2S)-pyrrolidin-2-yl]-1H-pyrazol-3-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 2PU "Create component" 2001-02-09 RCSB 2PU "Modify descriptor" 2011-06-04 RCSB 2PU "Modify synonyms" 2021-03-13 RCSB # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 2PU _pdbx_chem_comp_synonyms.name "N'-(PYRROLIDINO[2,1-B]ISOINDOLIN-4-ON-8-YL)-N-(5-(PYRROLIDIN-2-YL)PYRAZOL-3-YL)UREA" _pdbx_chem_comp_synonyms.provenance PDB _pdbx_chem_comp_synonyms.type ? ##