data_1PU # _chem_comp.id 1PU _chem_comp.name "1-(5-OXO-2,3,5,9B-TETRAHYDRO-1H-PYRROLO[2,1-A]ISOINDOL-9-YL)-3-PYRIDIN-2-YL-UREA" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C17 H16 N4 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "N'-(PYRROLIDINO[2,1-B]ISOINDOLIN-4-ON-8-YL)-N-(PYRIDIN-2-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 308.335 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 1PU _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 1GIH _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 1PU C1 C1 C 0 1 Y N N 5.490 10.016 27.819 -0.282 0.336 -2.006 C1 1PU 1 1PU C2 C2 C 0 1 N N R 6.953 10.387 27.653 1.045 0.506 -2.690 C2 1PU 2 1PU C3 C3 C 0 1 Y N N 5.034 10.623 29.029 -1.208 0.064 -3.019 C3 1PU 3 1PU C7 C7 C 0 1 N N N 6.128 11.366 29.647 -0.487 0.062 -4.310 C7 1PU 4 1PU C6 C6 C 0 1 N N N 7.341 11.405 26.570 2.109 -0.452 -2.131 C6 1PU 5 1PU C4 C4 C 0 1 Y N N 4.613 9.232 27.035 -0.691 0.384 -0.687 C4 1PU 6 1PU N5 N5 N 0 1 N N N 7.196 11.206 28.838 0.829 0.042 -4.083 N5 1PU 7 1PU C8 C8 C 0 1 Y N N 3.705 10.464 29.460 -2.549 -0.128 -2.687 C8 1PU 8 1PU C9 C9 C 0 1 Y N N 3.287 9.093 27.493 -2.030 0.182 -0.368 C9 1PU 9 1PU N10 N10 N 0 1 N N N 5.107 8.619 25.819 0.239 0.641 0.325 N10 1PU 10 1PU C11 C11 C 0 1 N N N 8.251 12.219 28.697 2.185 -0.254 -4.574 C11 1PU 11 1PU C12 C12 C 0 1 N N N 8.530 12.166 27.188 2.881 -0.945 -3.377 C12 1PU 12 1PU O13 O13 O 0 1 N N N 6.061 11.989 30.681 -1.010 0.076 -5.406 O13 1PU 13 1PU C14 C14 C 0 1 Y N N 2.847 9.698 28.682 -2.950 -0.070 -1.368 C14 1PU 14 1PU C15 C15 C 0 1 N N N 4.553 7.831 24.914 -0.001 0.222 1.584 C15 1PU 15 1PU N16 N16 N 0 1 N N N 5.341 7.404 23.937 0.834 0.571 2.581 N16 1PU 16 1PU O17 O17 O 0 1 N N N 3.359 7.522 24.975 -0.970 -0.473 1.817 O17 1PU 17 1PU C18 C18 C 0 1 Y N N 6.664 7.738 23.540 0.533 0.223 3.897 C18 1PU 18 1PU C19 C19 C 0 1 Y N N 7.407 7.003 22.616 1.343 0.676 4.932 C19 1PU 19 1PU N20 N20 N 0 1 Y N N 7.185 8.823 24.114 -0.525 -0.530 4.150 N20 1PU 20 1PU C21 C21 C 0 1 Y N N 8.716 7.440 22.317 1.032 0.323 6.234 C21 1PU 21 1PU C22 C22 C 0 1 Y N N 8.415 9.259 23.850 -0.843 -0.886 5.380 C22 1PU 22 1PU C23 C23 C 0 1 Y N N 9.232 8.584 22.942 -0.083 -0.472 6.455 C23 1PU 23 1PU H2 H2 H 0 1 N N N 7.485 9.430 27.442 1.386 1.541 -2.660 H2 1PU 24 1PU H61 1H6 H 0 1 N N N 6.503 12.058 26.232 1.636 -1.290 -1.621 H61 1PU 25 1PU H62 2H6 H 0 1 N N N 7.552 10.956 25.572 2.780 0.076 -1.454 H62 1PU 26 1PU H8 H8 H 0 1 N N N 3.342 10.931 30.391 -3.274 -0.322 -3.464 H8 1PU 27 1PU H9 H9 H 0 1 N N N 2.573 8.493 26.904 -2.350 0.222 0.661 H9 1PU 28 1PU H10 H10 H 0 1 N N N 5.936 8.106 26.120 1.057 1.121 0.122 H10 1PU 29 1PU H111 1H11 H 0 0 N N N 9.142 12.071 29.350 2.141 -0.928 -5.430 H111 1PU 30 1PU H112 2H11 H 0 0 N N N 7.997 13.228 29.098 2.705 0.665 -4.838 H112 1PU 31 1PU H121 1H12 H 0 0 N N N 8.706 13.168 26.731 2.803 -2.029 -3.467 H121 1PU 32 1PU H122 2H12 H 0 0 N N N 9.523 11.727 26.932 3.927 -0.642 -3.320 H122 1PU 33 1PU H14 H14 H 0 1 N N N 1.803 9.569 29.013 -3.989 -0.224 -1.115 H14 1PU 34 1PU H16 H16 H 0 1 N N N 4.843 6.696 23.397 1.646 1.064 2.384 H16 1PU 35 1PU H19 H19 H 0 1 N N N 6.975 6.108 22.139 2.204 1.294 4.724 H19 1PU 36 1PU H21 H21 H 0 1 N N N 9.337 6.886 21.593 1.643 0.659 7.058 H21 1PU 37 1PU H22 H22 H 0 1 N N N 8.753 10.167 24.377 -1.711 -1.506 5.547 H22 1PU 38 1PU H23 H23 H 0 1 N N N 10.252 8.943 22.725 -0.353 -0.766 7.459 H23 1PU 39 # # 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 1PU C1 C2 SING N N 1 1PU C1 C3 DOUB Y N 2 1PU C1 C4 SING Y N 3 1PU C2 C6 SING N N 4 1PU C2 N5 SING N N 5 1PU C2 H2 SING N N 6 1PU C3 C7 SING N N 7 1PU C3 C8 SING Y N 8 1PU C7 N5 SING N N 9 1PU C7 O13 DOUB N N 10 1PU C6 C12 SING N N 11 1PU C6 H61 SING N N 12 1PU C6 H62 SING N N 13 1PU C4 C9 DOUB Y N 14 1PU C4 N10 SING N N 15 1PU N5 C11 SING N N 16 1PU C8 C14 DOUB Y N 17 1PU C8 H8 SING N N 18 1PU C9 C14 SING Y N 19 1PU C9 H9 SING N N 20 1PU N10 C15 SING N N 21 1PU N10 H10 SING N N 22 1PU C11 C12 SING N N 23 1PU C11 H111 SING N N 24 1PU C11 H112 SING N N 25 1PU C12 H121 SING N N 26 1PU C12 H122 SING N N 27 1PU C14 H14 SING N N 28 1PU C15 N16 SING N N 29 1PU C15 O17 DOUB N N 30 1PU N16 C18 SING N N 31 1PU N16 H16 SING N N 32 1PU C18 C19 DOUB Y N 33 1PU C18 N20 SING Y N 34 1PU C19 C21 SING Y N 35 1PU C19 H19 SING N N 36 1PU N20 C22 DOUB Y N 37 1PU C21 C23 DOUB Y N 38 1PU C21 H21 SING N N 39 1PU C22 C23 SING Y N 40 1PU C22 H22 SING N N 41 1PU C23 H23 SING N N 42 # # 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 1PU SMILES ACDLabs 10.04 "O=C3c1c(c(ccc1)NC(=O)Nc2ncccc2)C4N3CCC4" 1PU SMILES_CANONICAL CACTVS 3.341 "O=C(Nc1ccccn1)Nc2cccc3C(=O)N4CCC[C@@H]4c23" 1PU SMILES CACTVS 3.341 "O=C(Nc1ccccn1)Nc2cccc3C(=O)N4CCC[CH]4c23" 1PU SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1ccnc(c1)NC(=O)Nc2cccc3c2[C@H]4CCCN4C3=O" 1PU SMILES "OpenEye OEToolkits" 1.5.0 "c1ccnc(c1)NC(=O)Nc2cccc3c2C4CCCN4C3=O" 1PU InChI InChI 1.03 "InChI=1S/C17H16N4O2/c22-16-11-5-3-6-12(15(11)13-7-4-10-21(13)16)19-17(23)20-14-8-1-2-9-18-14/h1-3,5-6,8-9,13H,4,7,10H2,(H2,18,19,20,23)/t13-/m1/s1" 1PU InChIKey InChI 1.03 KLVYMYQTRZCMLE-CYBMUJFWSA-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 1PU "SYSTEMATIC NAME" ACDLabs 10.04 "1-[(9bR)-5-oxo-2,3,5,9b-tetrahydro-1H-pyrrolo[2,1-a]isoindol-9-yl]-3-pyridin-2-ylurea" 1PU "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "1-[(9bR)-5-oxo-1,2,3,9b-tetrahydrobenzo[f]pyrrolizin-9-yl]-3-pyridin-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 1PU "Create component" 2001-02-09 RCSB 1PU "Modify descriptor" 2011-06-04 RCSB 1PU "Modify synonyms" 2021-03-13 RCSB # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 1PU _pdbx_chem_comp_synonyms.name "N'-(PYRROLIDINO[2,1-B]ISOINDOLIN-4-ON-8-YL)-N-(PYRIDIN-2-YL)UREA" _pdbx_chem_comp_synonyms.provenance PDB _pdbx_chem_comp_synonyms.type ? ##