data_QRP # _chem_comp.id QRP _chem_comp.name "(3S,8aS)-3-(1H-indol-3-ylmethyl)hexahydropyrrolo[1,2-a]pyrazine-1,4-dione" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C16 H17 N3 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "Brevianamide F; cyclo-L-Trp-L-Pro" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2010-07-27 _chem_comp.pdbx_modified_date 2020-05-27 _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 283.325 _chem_comp.one_letter_code ? _chem_comp.three_letter_code QRP _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 3O2K _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 QRP C C C 0 1 N N N -19.591 24.125 2.972 2.039 -1.387 -0.192 C QRP 1 QRP N N N 0 1 N N N -19.022 22.271 4.431 0.521 0.456 0.280 N QRP 2 QRP O O O 0 1 N N N -19.871 24.615 1.907 2.228 -2.416 -0.807 O QRP 3 QRP CA CA C 0 1 N N S -19.211 22.728 3.065 0.654 -1.000 0.278 CA QRP 4 QRP CB CB C 0 1 N N N -20.031 21.762 2.214 -0.391 -1.605 -0.662 CB QRP 5 QRP CG CG C 0 1 Y N N -19.507 20.313 2.304 -1.771 -1.325 -0.126 CG QRP 6 QRP OAA OAA O 0 1 N N N -18.481 22.806 6.640 1.393 2.469 0.604 OAA QRP 7 QRP CAH CAH C 0 1 N N N -20.717 26.333 5.679 4.820 0.840 -0.624 CAH QRP 8 QRP CAI CAI C 0 1 N N N -19.885 25.241 6.400 4.018 1.635 0.434 CAI QRP 9 QRP CAJ CAJ C 0 1 N N N -20.351 26.204 4.274 4.465 -0.635 -0.298 CAJ QRP 10 QRP CAN CAN C 0 1 N N N -18.837 23.222 5.565 1.552 1.267 0.584 CAN QRP 11 QRP CAT CAT C 0 1 N N S -19.070 24.629 5.375 2.905 0.679 0.899 CAT QRP 12 QRP NAU NAU N 0 1 N N N -19.772 24.876 4.163 3.052 -0.554 0.098 NAU QRP 13 QRP CD1 CD1 C 0 1 Y N N -19.841 19.373 3.289 -2.510 -2.139 0.643 CD1 QRP 14 QRP CD2 CD2 C 0 1 Y N N -18.501 19.616 1.294 -2.558 -0.108 -0.342 CD2 QRP 15 QRP NE1 NE1 N 0 1 Y N N -19.094 18.079 2.981 -3.709 -1.547 0.933 NE1 QRP 16 QRP CE2 CE2 C 0 1 Y N N -18.285 18.289 1.738 -3.770 -0.303 0.346 CE2 QRP 17 QRP CE3 CE3 C 0 1 Y N N -17.777 20.131 0.002 -2.335 1.082 -1.037 CE3 QRP 18 QRP CH2 CH2 C 0 1 Y N N -16.721 17.941 -0.235 -4.494 1.865 -0.369 CH2 QRP 19 QRP CZ2 CZ2 C 0 1 Y N N -17.426 17.437 1.023 -4.735 0.699 0.323 CZ2 QRP 20 QRP CZ3 CZ3 C 0 1 Y N N -16.949 19.312 -0.690 -3.297 2.053 -1.046 CZ3 QRP 21 QRP HN HN H 0 1 N N N -19.016 21.288 4.617 -0.336 0.850 0.054 HN QRP 22 QRP HA HA H 0 1 N N N -18.218 22.705 2.592 0.495 -1.380 1.288 HA QRP 23 QRP HB HB H 0 1 N N N -21.072 21.780 2.569 -0.288 -1.162 -1.653 HB QRP 24 QRP HBA HBA H 0 1 N N N -19.978 22.089 1.165 -0.239 -2.683 -0.728 HBA QRP 25 QRP HAH HAH H 0 1 N N N -20.474 27.335 6.062 4.495 1.102 -1.631 HAH QRP 26 QRP HAHA HAHA H 0 0 N N N -21.795 26.171 5.825 5.890 1.016 -0.508 HAHA QRP 27 QRP HAI HAI H 0 1 N N N -19.255 25.686 7.185 4.660 1.904 1.272 HAI QRP 28 QRP HAIA HAIA H 0 0 N N N -20.544 24.496 6.870 3.586 2.531 -0.013 HAIA QRP 29 QRP HAJ HAJ H 0 1 N N N -21.233 26.307 3.624 4.583 -1.264 -1.180 HAJ QRP 30 QRP HAJA HAJA H 0 0 N N N -19.626 26.978 3.982 5.075 -1.005 0.526 HAJA QRP 31 QRP HAT HAT H 0 1 N N N -18.058 25.060 5.387 2.996 0.476 1.965 HAT QRP 32 QRP HD1 HD1 H 0 1 N N N -20.510 19.536 4.121 -2.204 -3.118 0.982 HD1 QRP 33 QRP HE3 HE3 H 0 1 N N N -17.939 21.143 -0.338 -1.406 1.235 -1.565 HE3 QRP 34 QRP HH2 HH2 H 0 1 N N N -16.058 17.289 -0.785 -5.245 2.642 -0.386 HH2 QRP 35 QRP HZ2 HZ2 H 0 1 N N N -17.264 16.425 1.363 -5.670 0.562 0.846 HZ2 QRP 36 QRP HZ3 HZ3 H 0 1 N N N -16.456 19.673 -1.580 -3.124 2.973 -1.584 HZ3 QRP 37 QRP HNE1 HNE1 H 0 0 N N N -19.137 17.236 3.517 -4.410 -1.943 1.474 HNE1 QRP 38 # 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 QRP O C DOUB N N 1 QRP C CA SING N N 2 QRP C NAU SING N N 3 QRP CA N SING N N 4 QRP N CAN SING N N 5 QRP N HN SING N N 6 QRP CB CA SING N N 7 QRP CA HA SING N N 8 QRP CB CG SING N N 9 QRP CB HB SING N N 10 QRP CB HBA SING N N 11 QRP CD2 CG SING Y N 12 QRP CG CD1 DOUB Y N 13 QRP CAN OAA DOUB N N 14 QRP CAJ CAH SING N N 15 QRP CAH CAI SING N N 16 QRP CAH HAH SING N N 17 QRP CAH HAHA SING N N 18 QRP CAT CAI SING N N 19 QRP CAI HAI SING N N 20 QRP CAI HAIA SING N N 21 QRP NAU CAJ SING N N 22 QRP CAJ HAJ SING N N 23 QRP CAJ HAJA SING N N 24 QRP CAT CAN SING N N 25 QRP NAU CAT SING N N 26 QRP CAT HAT SING N N 27 QRP NE1 CD1 SING Y N 28 QRP CD1 HD1 SING N N 29 QRP CE3 CD2 DOUB Y N 30 QRP CD2 CE2 SING Y N 31 QRP CE2 NE1 SING Y N 32 QRP CZ2 CE2 DOUB Y N 33 QRP CZ3 CE3 SING Y N 34 QRP CE3 HE3 SING N N 35 QRP CZ3 CH2 DOUB Y N 36 QRP CH2 CZ2 SING Y N 37 QRP CH2 HH2 SING N N 38 QRP CZ2 HZ2 SING N N 39 QRP CZ3 HZ3 SING N N 40 QRP NE1 HNE1 SING N N 41 # 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 QRP SMILES ACDLabs 12.01 "O=C1N4C(C(=O)NC1Cc3c2ccccc2nc3)CCC4" QRP SMILES_CANONICAL CACTVS 3.370 "O=C1N[C@@H](Cc2c[nH]c3ccccc23)C(=O)N4CCC[C@@H]14" QRP SMILES CACTVS 3.370 "O=C1N[CH](Cc2c[nH]c3ccccc23)C(=O)N4CCC[CH]14" QRP SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "c1ccc2c(c1)c(c[nH]2)C[C@H]3C(=O)N4CCC[C@H]4C(=O)N3" QRP SMILES "OpenEye OEToolkits" 1.7.0 "c1ccc2c(c1)c(c[nH]2)CC3C(=O)N4CCCC4C(=O)N3" QRP InChI InChI 1.03 "InChI=1S/C16H17N3O2/c20-15-14-6-3-7-19(14)16(21)13(18-15)8-10-9-17-12-5-2-1-4-11(10)12/h1-2,4-5,9,13-14,17H,3,6-8H2,(H,18,20)/t13-,14-/m0/s1" QRP InChIKey InChI 1.03 RYFZBPVMVYTEKZ-KBPBESRZSA-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 QRP "SYSTEMATIC NAME" ACDLabs 12.01 "(3S,8aS)-3-(1H-indol-3-ylmethyl)hexahydropyrrolo[1,2-a]pyrazine-1,4-dione" QRP "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "(3S,8aS)-3-(1H-indol-3-ylmethyl)-2,3,6,7,8,8a-hexahydropyrrolo[1,2-a]pyrazine-1,4-dione" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site QRP "Create component" 2010-07-27 RCSB QRP "Modify aromatic_flag" 2011-06-04 RCSB QRP "Modify descriptor" 2011-06-04 RCSB QRP "Modify synonyms" 2020-05-27 PDBE # loop_ _pdbx_chem_comp_synonyms.ordinal _pdbx_chem_comp_synonyms.comp_id _pdbx_chem_comp_synonyms.name _pdbx_chem_comp_synonyms.provenance _pdbx_chem_comp_synonyms.type 1 QRP "Brevianamide F" ? ? 2 QRP cyclo-L-Trp-L-Pro ? ? #