data_4HX # _chem_comp.id 4HX _chem_comp.name "(4R)-4-(HYDROXY{N~5~-[IMINO(NITROAMINO)METHYL]-L-ORNITHYL}AMINO)-L-PROLINAMIDE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C11 H22 N8 O5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "4-N-(NW-NITRO-L-ARGININYL)-TRANS-4-HYDROXYAMINO-L-PROLINE AMIDE" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2006-08-07 _chem_comp.pdbx_modified_date 2021-03-01 _chem_comp.pdbx_ambiguous_flag ? _chem_comp.pdbx_release_status REL _chem_comp.pdbx_replaced_by ? _chem_comp.pdbx_replaces ? _chem_comp.formula_weight 346.343 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 4HX _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 ? _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 4HX NO NO N 1 1 N N N 10.620 0.273 60.885 10.510 -4.484 -2.676 NO 4HX 1 4HX O2 O2 O -1 1 N N N 10.479 1.150 61.812 10.421 -3.689 -3.618 O2 4HX 2 4HX O3 O3 O 0 1 N N N 10.037 -0.855 61.005 11.287 -5.440 -2.604 O3 4HX 3 4HX N N N 0 1 N N N 16.550 -0.679 56.348 5.383 -4.638 5.709 N 4HX 4 4HX CA CA C 0 1 N N S 16.306 0.607 57.051 5.709 -4.034 4.414 CA 4HX 5 4HX C C C 0 1 N N N 17.600 1.454 57.171 4.411 -4.029 3.603 C 4HX 6 4HX O O O 0 1 N N N 18.673 0.880 57.379 3.854 -5.090 3.305 O 4HX 7 4HX CB CB C 0 1 N N N 15.723 0.222 58.427 6.787 -4.871 3.710 CB 4HX 8 4HX CG CG C 0 1 N N N 14.866 1.322 59.087 7.165 -4.300 2.336 CG 4HX 9 4HX CD CD C 0 1 N N N 13.551 1.580 58.361 8.282 -5.091 1.659 CD 4HX 10 4HX NE NE N 0 1 N N N 12.875 0.292 58.087 8.608 -4.518 0.375 NE 4HX 11 4HX CZ CZ C 0 1 N N N 11.834 -0.116 58.797 9.578 -5.010 -0.487 CZ 4HX 12 4HX NH1 NH1 N 0 1 N N N 11.346 0.614 59.802 9.646 -4.234 -1.642 NH1 4HX 13 4HX NH2 NH2 N 0 1 N N N 11.310 -1.298 58.445 10.288 -6.061 -0.184 NH2 4HX 14 4HX "N1'" "N1'" N 0 1 N N N 17.841 7.812 54.945 1.449 -0.626 -1.455 "N1'" 4HX 15 4HX "N2'" "N2'" N 0 1 N N N 17.494 2.801 57.045 3.934 -2.807 3.213 "N2'" 4HX 16 4HX "O2'" "O2'" O 0 1 N N N 16.213 3.376 56.802 4.545 -1.591 3.536 "O2'" 4HX 17 4HX "N'" "N'" N 0 1 N N N 19.310 4.388 54.994 0.838 -1.347 2.002 "N'" 4HX 18 4HX "CA'" "CA'" C 0 1 N N S 18.327 5.405 55.436 1.755 -1.052 0.891 "CA'" 4HX 19 4HX "C'" "C'" C 0 1 N N N 18.711 6.815 54.953 1.055 -1.393 -0.384 "C'" 4HX 20 4HX "O'" "O'" O 0 1 N N N 19.846 7.069 54.542 0.220 -2.291 -0.450 "O'" 4HX 21 4HX "CB'" "CB'" C 0 1 N N N 18.304 5.237 56.962 3.010 -1.891 1.116 "CB'" 4HX 22 4HX "CG'" "CG'" C 0 1 N N R 18.681 3.740 57.146 2.749 -2.624 2.426 "CG'" 4HX 23 4HX "CD'" "CD'" C 0 1 N N N 19.867 3.663 56.157 1.709 -1.755 3.111 "CD'" 4HX 24 4HX HN1 1HN H 0 1 N N N 16.605 -0.516 55.363 4.970 -4.055 6.402 HN1 4HX 25 4HX HN2 2HN H 0 1 N N N 17.410 -1.076 56.668 5.765 -5.533 5.913 HN2 4HX 26 4HX HA HA H 0 1 N N N 15.607 1.248 56.493 6.088 -3.027 4.603 HA 4HX 27 4HX HB1 1HB H 0 1 N N N 15.086 -0.664 58.287 6.444 -5.908 3.595 HB1 4HX 28 4HX HB2 2HB H 0 1 N N N 16.579 0.044 59.095 7.689 -4.903 4.336 HB2 4HX 29 4HX HG1 1HG H 0 1 N N N 15.447 2.256 59.088 6.284 -4.279 1.683 HG1 4HX 30 4HX HG2 2HG H 0 1 N N N 14.618 0.979 60.102 7.500 -3.264 2.460 HG2 4HX 31 4HX HD1 1HD H 0 1 N N N 13.753 2.097 57.411 9.177 -5.070 2.290 HD1 4HX 32 4HX HD2 2HD H 0 1 N N N 12.902 2.207 58.991 7.994 -6.140 1.532 HD2 4HX 33 4HX HNE HNE H 0 1 N N N 13.214 -0.286 57.345 8.078 -3.696 0.100 HNE 4HX 34 4HX HNH1 HNH1 H 0 0 N N N 11.557 1.590 59.740 9.002 -3.448 -1.689 HNH1 4HX 35 4HX HNH2 HNH2 H 0 0 N N N 10.534 -1.516 59.037 10.946 -6.272 -0.939 HNH2 4HX 36 4HX "H1'1" "1H1'" H 0 0 N N N 16.948 7.524 55.292 1.021 -0.797 -2.359 "H1'1" 4HX 37 4HX "H1'2" "2H1'" H 0 0 N N N 18.050 8.738 54.631 2.149 0.105 -1.377 "H1'2" 4HX 38 4HX "HO2'" "HO2'" H 0 0 N N N 15.761 3.504 57.628 5.132 -1.478 2.769 "HO2'" 4HX 39 4HX "HN'" "HN'" H 0 1 N N N 18.855 3.735 54.388 0.257 -2.150 1.755 "HN'" 4HX 40 4HX "HA'" "HA'" H 0 1 N N N 17.322 5.270 55.009 1.997 0.016 0.870 "HA'" 4HX 41 4HX "HB'1" "1HB'" H 0 0 N N N 19.025 5.904 57.457 3.214 -2.600 0.306 "HB'1" 4HX 42 4HX "HB'2" "2HB'" H 0 0 N N N 17.336 5.499 57.413 3.883 -1.231 1.206 "HB'2" 4HX 43 4HX "HG'" "HG'" H 0 1 N N N 18.992 3.386 58.140 2.338 -3.620 2.221 "HG'" 4HX 44 4HX "HD'1" "1HD'" H 0 0 N N N 20.143 2.627 55.913 1.152 -2.301 3.879 "HD'1" 4HX 45 4HX "HD'2" "2HD'" H 0 0 N N N 20.806 4.086 56.545 2.156 -0.872 3.584 "HD'2" 4HX 46 # # 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 4HX NO NH1 SING N N 1 4HX NO O3 DOUB N N 2 4HX NO O2 SING N N 3 4HX N CA SING N N 4 4HX N HN1 SING N N 5 4HX N HN2 SING N N 6 4HX CA C SING N N 7 4HX CA CB SING N N 8 4HX CA HA SING N N 9 4HX C "N2'" SING N N 10 4HX C O DOUB N N 11 4HX CB CG SING N N 12 4HX CB HB1 SING N N 13 4HX CB HB2 SING N N 14 4HX CG CD SING N N 15 4HX CG HG1 SING N N 16 4HX CG HG2 SING N N 17 4HX CD NE SING N N 18 4HX CD HD1 SING N N 19 4HX CD HD2 SING N N 20 4HX NE CZ SING N N 21 4HX NE HNE SING N N 22 4HX CZ NH2 DOUB N Z 23 4HX CZ NH1 SING N N 24 4HX NH1 HNH1 SING N N 25 4HX NH2 HNH2 SING N N 26 4HX "N1'" "C'" SING N N 27 4HX "N1'" "H1'1" SING N N 28 4HX "N1'" "H1'2" SING N N 29 4HX "N2'" "O2'" SING N N 30 4HX "N2'" "CG'" SING N N 31 4HX "O2'" "HO2'" SING N N 32 4HX "N'" "CA'" SING N N 33 4HX "N'" "CD'" SING N N 34 4HX "N'" "HN'" SING N N 35 4HX "CA'" "C'" SING N N 36 4HX "CA'" "CB'" SING N N 37 4HX "CA'" "HA'" SING N N 38 4HX "C'" "O'" DOUB N N 39 4HX "CB'" "CG'" SING N N 40 4HX "CB'" "HB'1" SING N N 41 4HX "CB'" "HB'2" SING N N 42 4HX "CG'" "CD'" SING N N 43 4HX "CG'" "HG'" SING N N 44 4HX "CD'" "HD'1" SING N N 45 4HX "CD'" "HD'2" SING N N 46 # # 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 4HX SMILES ACDLabs 10.04 "O=C(N)C1NCC(N(O)C(=O)C(N)CCCNC(=[N@H])N[N+]([O-])=O)C1" 4HX SMILES_CANONICAL CACTVS 3.341 "N[C@@H](CCCNC(=N)N[N+]([O-])=O)C(=O)N(O)[C@H]1CN[C@@H](C1)C(N)=O" 4HX SMILES CACTVS 3.341 "N[CH](CCCNC(=N)N[N+]([O-])=O)C(=O)N(O)[CH]1CN[CH](C1)C(N)=O" 4HX SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "[H]/N=C(/NCCC[C@@H](C(=O)N([C@@H]1C[C@H](NC1)C(=O)N)O)N)\N[N+](=O)[O-]" 4HX SMILES "OpenEye OEToolkits" 1.5.0 "[H]N=C(NCCCC(C(=O)N(C1CC(NC1)C(=O)N)O)N)N[N+](=O)[O-]" 4HX InChI InChI 1.03 "InChI=1S/C11H22N8O5/c12-7(2-1-3-15-11(14)17-19(23)24)10(21)18(22)6-4-8(9(13)20)16-5-6/h6-8,16,22H,1-5,12H2,(H2,13,20)(H3,14,15,17)/t6-,7+,8+/m1/s1" 4HX InChIKey InChI 1.03 CTHMJCQUZVLLJU-CSMHCCOUSA-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 4HX "SYSTEMATIC NAME" ACDLabs 10.04 "(4R)-4-{hydroxy[N~5~-(N-nitrocarbamimidoyl)-L-ornithyl]amino}-L-prolinamide" 4HX "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S,4R)-4-[[(2S)-2-amino-5-[(N-nitrocarbamimidoyl)amino]pentanoyl]-hydroxy-amino]pyrrolidine-2-carboxamide" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 4HX "Create component" 2006-08-07 RCSB 4HX "Modify descriptor" 2011-06-04 RCSB 4HX "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 4HX _pdbx_chem_comp_synonyms.name "4-N-(NW-NITRO-L-ARGININYL)-TRANS-4-HYDROXYAMINO-L-PROLINE AMIDE" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##