data_CSH # _chem_comp.id CSH _chem_comp.name "[2-(2-HYDROXY-1-METHYL-ETHYL)-4-(1H-IMIDAZOL-4-YLMETHYL)-5-OXO-IMIDAZOLIDIN-1-YL]-ACETIC ACID" _chem_comp.type "L-PEPTIDE LINKING" _chem_comp.pdbx_type ATOMP _chem_comp.formula "C11 H17 N5 O4" _chem_comp.mon_nstd_parent_comp_id "SER, HIS, GLY" _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 1999-07-08 _chem_comp.pdbx_modified_date 2023-11-03 _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 283.284 _chem_comp.one_letter_code SHG _chem_comp.three_letter_code CSH _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 2EMD _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.pdbx_backbone_atom_flag _chem_comp_atom.pdbx_n_terminal_atom_flag _chem_comp_atom.pdbx_c_terminal_atom_flag _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 CSH C1 C1 C 0 1 N N S Y N N 13.677 63.810 76.928 0.861 -0.625 -0.465 C1 CSH 1 CSH N2 N2 N 0 1 N N N Y N N 13.743 64.288 75.699 -0.605 -0.490 -0.307 N2 CSH 2 CSH CA2 CA2 C 0 1 N N S Y N N 12.639 65.140 75.616 -0.791 0.968 -0.114 CA2 CSH 3 CSH C2 C2 C 0 1 N N N Y N N 11.908 65.126 76.900 0.518 1.449 0.474 C2 CSH 4 CSH O2 O2 O 0 1 N N N Y N N 10.843 65.628 77.248 0.694 2.507 1.041 O2 CSH 5 CSH N3 N3 N 0 1 N N N Y N N 12.604 64.280 77.656 1.456 0.504 0.262 N3 CSH 6 CSH CA3 CA3 C 0 1 N N N Y N N 12.143 63.754 78.950 2.854 0.590 0.691 CA3 CSH 7 CSH C3 C3 C 0 1 N N N Y N Y 12.582 64.607 80.132 3.675 1.234 -0.397 C3 CSH 8 CSH O3 O3 O 0 1 N N N Y N Y 11.947 64.632 81.175 3.146 1.585 -1.425 O3 CSH 9 CSH OXT OXT O 0 1 N Y N Y N Y 13.543 65.478 79.899 4.993 1.417 -0.223 OXT CSH 10 CSH CA1 CA1 C 0 1 N N R Y N N 14.707 62.816 77.436 1.336 -1.948 0.139 CA1 CSH 11 CSH N1 N1 N 0 1 N N N Y Y N 14.206 61.466 77.346 0.866 -2.049 1.527 N1 CSH 12 CSH CB1 CB1 C 0 1 N N N N N N 15.990 62.937 76.596 0.771 -3.112 -0.677 CB1 CSH 13 CSH OG2 OG2 O 0 1 N N N N N N 16.605 64.199 76.816 1.307 -4.343 -0.185 OG2 CSH 14 CSH CB2 CB2 C 0 1 N N N N N N 12.205 65.829 74.557 -1.941 1.235 0.859 CB2 CSH 15 CSH CG CG C 0 1 Y N N N N N 12.735 65.858 73.198 -3.234 0.757 0.250 CG CSH 16 CSH ND1 ND1 N 0 1 Y N N N N N 13.827 65.137 72.775 -3.726 1.122 -0.943 ND1 CSH 17 CSH CD2 CD2 C 0 1 Y N N N N N 12.269 66.509 72.100 -4.095 -0.117 0.806 CD2 CSH 18 CSH CE1 CE1 C 0 1 Y N N N N N 14.010 65.329 71.480 -4.862 0.511 -1.145 CE1 CSH 19 CSH NE2 NE2 N 0 1 Y N N N N N 13.080 66.160 71.048 -5.129 -0.271 -0.078 NE2 CSH 20 CSH H1 H1 H 0 1 N N N Y N N 14.239 63.265 77.701 1.130 -0.575 -1.520 H1 CSH 21 CSH HN2 HN2 H 0 1 N N N Y N N 14.599 64.782 75.544 -1.089 -0.810 -1.132 HN2 CSH 22 CSH HA2 HA2 H 0 1 N N N Y N N 12.825 65.798 74.754 -0.979 1.457 -1.070 HA2 CSH 23 CSH HA31 HA31 H 0 0 N N N Y N N 11.044 63.722 78.937 2.919 1.189 1.599 HA31 CSH 24 CSH HA32 HA32 H 0 0 N N N Y N N 12.589 62.757 79.079 3.235 -0.412 0.889 HA32 CSH 25 CSH HXT HXT H 0 1 N Y N Y N Y 13.625 66.066 80.641 5.477 1.834 -0.949 HXT CSH 26 CSH HA1 HA1 H 0 1 N N N Y N N 14.921 63.043 78.491 2.425 -1.986 0.121 HA1 CSH 27 CSH H HN11 H 0 0 N N N Y Y N 14.090 61.216 76.385 -0.142 -2.017 1.571 HN11 CSH 28 CSH H2 HN12 H 0 0 N Y N Y Y N 14.856 60.840 77.777 1.220 -2.884 1.969 HN12 CSH 29 CSH HB11 HB11 H 0 0 N N N N N N 16.689 62.138 76.886 -0.315 -3.127 -0.586 HB11 CSH 30 CSH HB12 HB12 H 0 0 N N N N N N 15.731 62.845 75.531 1.046 -2.989 -1.724 HB12 CSH 31 CSH HOG HOG H 0 1 N N N N N N 16.742 64.327 77.747 0.992 -5.126 -0.657 HOG CSH 32 CSH HB21 HB21 H 0 0 N N N N N N 11.176 65.466 74.421 -1.760 0.702 1.792 HB21 CSH 33 CSH HB22 HB22 H 0 0 N N N N N N 12.507 66.837 74.877 -2.008 2.304 1.058 HB22 CSH 34 CSH HD2 HD2 H 0 1 N N N N N N 11.420 67.176 72.062 -3.990 -0.603 1.765 HD2 CSH 35 CSH HE1 HE1 H 0 1 N N N N N N 14.788 64.882 70.878 -5.484 0.613 -2.023 HE1 CSH 36 CSH HE2 HE2 H 0 1 N N N N N N 12.982 66.483 70.107 -5.907 -0.839 0.040 HE2 CSH 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 CSH C1 N2 SING N N 1 CSH C1 N3 SING N N 2 CSH C1 CA1 SING N N 3 CSH C1 H1 SING N N 4 CSH N2 CA2 SING N N 5 CSH N2 HN2 SING N N 6 CSH CA2 C2 SING N N 7 CSH CA2 CB2 SING N N 8 CSH CA2 HA2 SING N N 9 CSH C2 O2 DOUB N N 10 CSH C2 N3 SING N N 11 CSH N3 CA3 SING N N 12 CSH CA3 C3 SING N N 13 CSH CA3 HA31 SING N N 14 CSH CA3 HA32 SING N N 15 CSH C3 O3 DOUB N N 16 CSH C3 OXT SING N N 17 CSH OXT HXT SING N N 18 CSH CA1 N1 SING N N 19 CSH CA1 CB1 SING N N 20 CSH CA1 HA1 SING N N 21 CSH N1 H SING N N 22 CSH N1 H2 SING N N 23 CSH CB1 OG2 SING N N 24 CSH CB1 HB11 SING N N 25 CSH CB1 HB12 SING N N 26 CSH OG2 HOG SING N N 27 CSH CB2 CG SING N N 28 CSH CB2 HB21 SING N N 29 CSH CB2 HB22 SING N N 30 CSH CG ND1 SING Y N 31 CSH CG CD2 DOUB Y N 32 CSH ND1 CE1 DOUB Y N 33 CSH CD2 NE2 SING Y N 34 CSH CD2 HD2 SING N N 35 CSH CE1 NE2 SING Y N 36 CSH CE1 HE1 SING N N 37 CSH NE2 HE2 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 CSH SMILES ACDLabs 10.04 "O=C1N(CC(=O)O)C(NC1Cc2ncnc2)C(N)CO" CSH SMILES_CANONICAL CACTVS 3.341 "N[C@@H](CO)[C@H]1N[C@@H](Cc2c[nH]cn2)C(=O)N1CC(O)=O" CSH SMILES CACTVS 3.341 "N[CH](CO)[CH]1N[CH](Cc2c[nH]cn2)C(=O)N1CC(O)=O" CSH SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1c(nc[nH]1)CC2C(=O)N(C(N2)[C@H](CO)N)CC(=O)O" CSH SMILES "OpenEye OEToolkits" 1.5.0 "c1c(nc[nH]1)CC2C(=O)N(C(N2)C(CO)N)CC(=O)O" CSH InChI InChI 1.03 "InChI=1S/C11H17N5O4/c12-7(4-17)10-15-8(1-6-2-13-5-14-6)11(20)16(10)3-9(18)19/h2,5,7-8,10,15,17H,1,3-4,12H2,(H,13,14)(H,18,19)/t7-,8-,10-/m0/s1" CSH InChIKey InChI 1.03 QHHYSJJZGWVBMV-NRPADANISA-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 CSH "SYSTEMATIC NAME" ACDLabs 10.04 "[(2S,4S)-2-[(1R)-1-amino-2-hydroxyethyl]-4-(1H-imidazol-4-ylmethyl)-5-oxoimidazolidin-1-yl]acetic acid" CSH "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "2-[2-[(1R)-1-amino-2-hydroxy-ethyl]-4-(1H-imidazol-4-ylmethyl)-5-oxo-imidazolidin-1-yl]ethanoic acid" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site CSH "Create component" 1999-07-08 RCSB CSH "Modify descriptor" 2011-06-04 RCSB CSH "Modify backbone" 2023-11-03 PDBE #