data_ALJ # _chem_comp.id ALJ _chem_comp.name "CYCLO-(L-ARGININE-L-PROLINE) INHIBITOR" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C11 H19 N5 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "N''-{3-[(3S,8AR)-1,4-DIOXOOCTAHYDROPYRROLO[1,2-A]PYRAZIN-3-YL]PROPYL}GUANIDINE" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2004-06-24 _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 253.301 _chem_comp.one_letter_code ? _chem_comp.three_letter_code ALJ _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 1W1V _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # # 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 ALJ O O O 0 1 N N N 20.642 43.344 103.261 -2.460 -0.192 1.665 O ALJ 1 ALJ C C C 0 1 N N N 19.484 43.342 102.846 -1.301 0.153 1.747 C ALJ 2 ALJ NP NP N 0 1 N N N 18.808 44.554 102.647 -0.626 0.058 2.910 NP ALJ 3 ALJ CDP CDP C 0 1 N N N 19.250 45.964 102.754 -1.069 -0.530 4.190 CDP ALJ 4 ALJ CGP CGP C 0 1 N N N 17.966 46.765 102.522 0.125 -0.460 5.167 CGP ALJ 5 ALJ CBP CBP C 0 1 N N N 17.269 45.901 101.472 1.348 -0.341 4.218 CBP ALJ 6 ALJ CAP CAP C 0 1 N N S 17.417 44.546 102.164 0.768 0.523 3.074 CAP ALJ 7 ALJ CP CP C 0 1 N N N 17.200 43.392 101.186 1.501 0.227 1.790 CP ALJ 8 ALJ OP OP O 0 1 N N N 16.441 43.526 100.224 2.677 -0.071 1.816 OP ALJ 9 ALJ N N N 0 1 N N N 17.866 42.179 101.410 0.847 0.296 0.615 N ALJ 10 ALJ CA CA C 0 1 N N S 18.759 42.024 102.569 -0.560 0.688 0.543 CA ALJ 11 ALJ CB CB C 0 1 N N N 19.751 40.881 102.334 -1.182 0.116 -0.732 CB ALJ 12 ALJ CG CG C 0 1 N N N 18.988 39.569 102.528 -0.435 0.659 -1.952 CG ALJ 13 ALJ CD CD C 0 1 N N N 19.902 38.341 102.518 -1.057 0.088 -3.227 CD ALJ 14 ALJ NE NE N 0 1 N N N 19.000 37.189 102.676 -0.342 0.608 -4.395 NE ALJ 15 ALJ CZ CZ C 0 1 N N N 18.742 36.384 101.648 0.301 -0.207 -5.182 CZ ALJ 16 ALJ NH1 NH1 N 0 1 N N N 19.365 36.554 100.485 1.078 0.290 -6.201 NH1 ALJ 17 ALJ NH2 NH2 N 0 1 N N N 17.899 35.364 101.800 0.204 -1.565 -4.991 NH2 ALJ 18 ALJ HDP1 1HDP H 0 0 N N N 20.091 46.236 102.075 -1.371 -1.567 4.047 HDP1 ALJ 19 ALJ HDP2 2HDP H 0 0 N N N 19.781 46.209 103.703 -1.903 0.051 4.582 HDP2 ALJ 20 ALJ HGP1 1HGP H 0 0 N N N 18.112 47.834 102.242 0.188 -1.369 5.765 HGP1 ALJ 21 ALJ HGP2 2HGP H 0 0 N N N 17.367 46.985 103.436 0.048 0.418 5.808 HGP2 ALJ 22 ALJ HBP1 1HBP H 0 0 N N N 16.235 46.203 101.186 1.655 -1.320 3.851 HBP1 ALJ 23 ALJ HBP2 2HBP H 0 0 N N N 17.660 45.973 100.430 2.177 0.167 4.710 HBP2 ALJ 24 ALJ HAP HAP H 0 1 N N N 16.708 44.468 103.021 0.808 1.585 3.318 HAP ALJ 25 ALJ H H H 0 1 N N N 17.731 41.400 100.766 1.321 0.081 -0.203 H ALJ 26 ALJ HA HA H 0 1 N N N 18.137 41.772 103.460 -0.633 1.775 0.526 HA ALJ 27 ALJ HBC1 1HBC H 0 0 N N N 20.661 40.955 102.974 -2.230 0.409 -0.788 HBC1 ALJ 28 ALJ HBC2 2HBC H 0 0 N N N 20.264 40.945 101.346 -1.109 -0.970 -0.716 HBC2 ALJ 29 ALJ HGC1 1HGC H 0 0 N N N 18.174 39.466 101.773 0.613 0.366 -1.896 HGC1 ALJ 30 ALJ HGC2 2HGC H 0 0 N N N 18.372 39.600 103.457 -0.508 1.747 -1.968 HGC2 ALJ 31 ALJ HDC1 1HDC H 0 0 N N N 20.719 38.381 103.276 -2.105 0.381 -3.283 HDC1 ALJ 32 ALJ HDC2 2HDC H 0 0 N N N 20.561 38.277 101.621 -0.984 -0.999 -3.211 HDC2 ALJ 33 ALJ HH11 1HH1 H 0 0 N N N 19.167 35.937 99.697 1.557 -0.317 -6.787 HH11 ALJ 34 ALJ HH12 2HH1 H 0 0 N N N 20.011 37.335 100.369 1.143 1.248 -6.338 HH12 ALJ 35 ALJ HH21 1HH2 H 0 0 N N N 17.701 34.747 101.012 0.788 -2.166 -5.480 HH21 ALJ 36 ALJ HH22 2HH2 H 0 0 N N N 17.421 35.234 102.692 -0.448 -1.922 -4.369 HH22 ALJ 37 # # 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 ALJ O C DOUB N N 1 ALJ C NP SING N N 2 ALJ C CA SING N N 3 ALJ NP CDP SING N N 4 ALJ NP CAP SING N N 5 ALJ CDP CGP SING N N 6 ALJ CDP HDP1 SING N N 7 ALJ CDP HDP2 SING N N 8 ALJ CGP CBP SING N N 9 ALJ CGP HGP1 SING N N 10 ALJ CGP HGP2 SING N N 11 ALJ CBP CAP SING N N 12 ALJ CBP HBP1 SING N N 13 ALJ CBP HBP2 SING N N 14 ALJ CAP CP SING N N 15 ALJ CAP HAP SING N N 16 ALJ CP OP DOUB N N 17 ALJ CP N SING N N 18 ALJ N CA SING N N 19 ALJ N H SING N N 20 ALJ CA CB SING N N 21 ALJ CA HA SING N N 22 ALJ CB CG SING N N 23 ALJ CB HBC1 SING N N 24 ALJ CB HBC2 SING N N 25 ALJ CG CD SING N N 26 ALJ CG HGC1 SING N N 27 ALJ CG HGC2 SING N N 28 ALJ CD NE SING N N 29 ALJ CD HDC1 SING N N 30 ALJ CD HDC2 SING N N 31 ALJ NE CZ DOUB N N 32 ALJ CZ NH1 SING N N 33 ALJ CZ NH2 SING N N 34 ALJ NH1 HH11 SING N N 35 ALJ NH1 HH12 SING N N 36 ALJ NH2 HH21 SING N N 37 ALJ NH2 HH22 SING N N 38 # # 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 ALJ SMILES ACDLabs 10.04 "O=C1N2C(C(=O)NC1CCC/N=C(\N)N)CCC2" ALJ SMILES_CANONICAL CACTVS 3.341 "NC(N)=NCCC[C@@H]1NC(=O)[C@@H]2CCCN2C1=O" ALJ SMILES CACTVS 3.341 "NC(N)=NCCC[CH]1NC(=O)[CH]2CCCN2C1=O" ALJ SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C1C[C@H]2C(=O)N[C@H](C(=O)N2C1)CCCN=C(N)N" ALJ SMILES "OpenEye OEToolkits" 1.5.0 "C1CC2C(=O)NC(C(=O)N2C1)CCCN=C(N)N" ALJ InChI InChI 1.03 "InChI=1S/C11H19N5O2/c12-11(13)14-5-1-3-7-10(18)16-6-2-4-8(16)9(17)15-7/h7-8H,1-6H2,(H,15,17)(H4,12,13,14)/t7-,8-/m0/s1" ALJ InChIKey InChI 1.03 ZRJHYOXNWCMGMW-YUMQZZPRSA-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 ALJ "SYSTEMATIC NAME" ACDLabs 10.04 "2-{3-[(3S,8aS)-1,4-dioxooctahydropyrrolo[1,2-a]pyrazin-3-yl]propyl}guanidine" ALJ "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "2-[3-[(3S,8aS)-1,4-dioxo-2,3,6,7,8,8a-hexahydropyrrolo[1,2-d]pyrazin-3-yl]propyl]guanidine" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site ALJ "Create component" 2004-06-24 EBI ALJ "Modify descriptor" 2011-06-04 RCSB ALJ "Modify synonyms" 2021-03-13 RCSB # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id ALJ _pdbx_chem_comp_synonyms.name "N''-{3-[(3S,8AR)-1,4-DIOXOOCTAHYDROPYRROLO[1,2-A]PYRAZIN-3-YL]PROPYL}GUANIDINE" _pdbx_chem_comp_synonyms.provenance PDB _pdbx_chem_comp_synonyms.type ? ##