data_4AR # _chem_comp.id 4AR _chem_comp.name "amino({(4S)-4-amino-6-[(2,6-dimethylbenzoyl)oxy]-5-oxohexyl}amino)methaniminium" _chem_comp.type "L-PEPTIDE LINKING" _chem_comp.pdbx_type ATOMP _chem_comp.formula "C16 H25 N4 O3" _chem_comp.mon_nstd_parent_comp_id ARG _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 1 _chem_comp.pdbx_initial_date 2013-01-09 _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 321.395 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 4AR _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 4I1P _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 4AR N N1 N 0 1 N N N Y Y N 69.812 14.685 89.810 -2.168 2.861 -1.004 N1 4AR 1 4AR CA C1 C 0 1 N N S Y N N 70.052 14.573 91.280 -1.702 1.783 -0.122 C1 4AR 2 4AR C C2 C 0 1 N N N Y N Y 71.542 14.389 91.604 -0.266 1.457 -0.442 C2 4AR 3 4AR O O1 O 0 1 N N N Y N Y 72.354 14.342 90.659 0.227 1.852 -1.471 O1 4AR 4 4AR C3 C3 C 0 1 N N N N N N 69.227 13.419 91.854 -2.567 0.540 -0.335 C3 4AR 5 4AR C4 C4 C 0 1 N N N N N N 67.722 13.607 91.686 -4.002 0.834 0.108 C4 4AR 6 4AR C5 C5 C 0 1 N N N N N N 66.952 12.344 92.045 -4.867 -0.410 -0.105 C5 4AR 7 4AR N2 N2 N 0 1 N N N N N N 67.307 11.224 91.178 -6.240 -0.128 0.320 N2 4AR 8 4AR C6 C6 C 0 1 N N N N N N 66.932 9.966 91.380 -7.199 -1.099 0.221 C6 4AR 9 4AR N3 N3 N 0 1 N N N N N N 66.176 9.651 92.421 -6.884 -2.300 -0.261 N3 4AR 10 4AR N4 N4 N 1 1 N N N N N N 67.344 9.015 90.554 -8.448 -0.842 0.608 N4 4AR 11 4AR C7 C7 C 0 1 N N N N N N 71.985 14.304 93.076 0.554 0.639 0.521 C7 4AR 12 4AR O2 O2 O 0 1 N Y N N N N 73.251 14.951 93.232 1.893 0.463 -0.011 O2 4AR 13 4AR C8 C8 C 0 1 N Y N N N N 73.565 15.111 94.731 2.759 -0.251 0.734 C8 4AR 14 4AR C9 C9 C 0 1 Y Y N N N N 74.878 15.782 95.175 4.139 -0.470 0.256 C9 4AR 15 4AR C10 C10 C 0 1 Y Y N N N N 76.170 14.945 95.175 4.441 -1.585 -0.528 C10 4AR 16 4AR C11 C11 C 0 1 Y Y N N N N 77.542 15.645 95.175 5.732 -1.784 -0.972 C11 4AR 17 4AR C12 C12 C 0 1 Y Y N N N N 77.621 17.183 95.175 6.727 -0.881 -0.641 C12 4AR 18 4AR C13 C13 C 0 1 Y Y N N N N 76.328 18.021 95.175 6.435 0.226 0.137 C13 4AR 19 4AR C14 C14 C 0 1 Y Y N N N N 74.957 17.320 95.175 5.147 0.440 0.582 C14 4AR 20 4AR O3 O3 O 0 1 N Y N N N N 72.688 15.850 95.149 2.405 -0.714 1.800 O3 4AR 21 4AR C15 C15 C 0 1 N Y N N N N 76.091 13.407 95.175 3.358 -2.570 -0.889 C15 4AR 22 4AR C16 C16 C 0 1 N Y N N N N 73.664 18.157 95.175 4.830 1.649 1.423 C16 4AR 23 4AR H H H 0 1 N N N Y Y N 68.834 14.803 89.640 -2.107 2.587 -1.973 H 4AR 24 4AR H2 H2 H 0 1 N Y N Y Y N 70.311 15.473 89.450 -3.108 3.142 -0.766 H2 4AR 25 4AR HA HA H 0 1 N N N Y N N 69.714 15.503 91.760 -1.778 2.105 0.917 HA 4AR 26 4AR HB2 HB2 H 0 1 N N N N N N 69.522 12.491 91.342 -2.562 0.270 -1.391 HB2 4AR 27 4AR HB3 HB3 H 0 1 N N N N N N 69.450 13.332 92.928 -2.167 -0.286 0.253 HB3 4AR 28 4AR HG2 HG2 H 0 1 N N N N N N 67.390 14.425 92.342 -4.007 1.104 1.164 HG2 4AR 29 4AR HG3 HG3 H 0 1 N N N N N N 67.510 13.868 90.639 -4.402 1.660 -0.480 HG3 4AR 30 4AR HD2 HD2 H 0 1 N N N N N N 67.179 12.073 93.087 -4.861 -0.680 -1.161 HD2 4AR 31 4AR HD3 HD3 H 0 1 N N N N N N 65.875 12.544 91.945 -4.467 -1.236 0.483 HD3 4AR 32 4AR HE HE H 0 1 N N N N N N 67.872 11.418 90.376 -6.470 0.747 0.671 HE 4AR 33 4AR HH11 HH11 H 0 0 N N N N N N 65.918 8.698 92.582 -5.975 -2.486 -0.542 HH11 4AR 34 4AR HH12 HH12 H 0 0 N N N N N N 65.863 10.366 93.046 -7.564 -2.988 -0.330 HH12 4AR 35 4AR HH21 HH21 H 0 0 N N N N N N 67.084 8.063 90.718 -8.677 0.032 0.959 HH21 4AR 36 4AR HH22 HH22 H 0 0 N N N N N N 67.915 9.249 89.767 -9.128 -1.531 0.538 HH22 4AR 37 4AR H15 H15 H 0 1 N N N N N N 71.238 14.801 93.713 0.609 1.154 1.480 H15 4AR 38 4AR H16 H16 H 0 1 N N N N N N 72.074 13.248 93.372 0.087 -0.336 0.659 H16 4AR 39 4AR H17 H17 H 0 1 N Y N N N N 78.448 15.058 95.175 5.966 -2.646 -1.579 H17 4AR 40 4AR H18 H18 H 0 1 N Y N N N N 78.583 17.674 95.175 7.736 -1.042 -0.990 H18 4AR 41 4AR H19 H19 H 0 1 N Y N N N N 76.383 19.100 95.175 7.217 0.926 0.391 H19 4AR 42 4AR H20 H20 H 0 1 N Y N N N N 76.072 13.040 94.138 2.889 -2.266 -1.825 H20 4AR 43 4AR H21 H21 H 0 1 N Y N N N N 76.969 12.995 95.694 3.794 -3.562 -1.006 H21 4AR 44 4AR H22 H22 H 0 1 N Y N N N N 75.175 13.087 95.694 2.610 -2.593 -0.097 H22 4AR 45 4AR H23 H23 H 0 1 N Y N N N N 73.356 18.357 96.212 4.963 1.404 2.477 H23 4AR 46 4AR H24 H24 H 0 1 N Y N N N N 73.844 19.110 94.656 5.500 2.466 1.152 H24 4AR 47 4AR H25 H25 H 0 1 N Y N N N N 72.868 17.602 94.656 3.798 1.953 1.248 H25 4AR 48 # 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 4AR N CA SING N N 1 4AR CA C SING N N 2 4AR CA C3 SING N N 3 4AR C O DOUB N N 4 4AR C C7 SING N N 5 4AR C3 C4 SING N N 6 4AR C4 C5 SING N N 7 4AR C5 N2 SING N N 8 4AR N2 C6 SING N N 9 4AR C6 N3 SING N N 10 4AR C6 N4 DOUB N N 11 4AR C7 O2 SING N N 12 4AR O2 C8 SING N N 13 4AR C8 C9 SING N N 14 4AR C9 C10 SING Y N 15 4AR C9 C14 DOUB Y N 16 4AR C10 C11 DOUB Y N 17 4AR C11 C12 SING Y N 18 4AR C12 C13 DOUB Y N 19 4AR C13 C14 SING Y N 20 4AR C8 O3 DOUB N N 21 4AR C10 C15 SING N N 22 4AR C14 C16 SING N N 23 4AR N H SING N N 24 4AR N H2 SING N N 25 4AR CA HA SING N N 26 4AR C3 HB2 SING N N 27 4AR C3 HB3 SING N N 28 4AR C4 HG2 SING N N 29 4AR C4 HG3 SING N N 30 4AR C5 HD2 SING N N 31 4AR C5 HD3 SING N N 32 4AR N2 HE SING N N 33 4AR N3 HH11 SING N N 34 4AR N3 HH12 SING N N 35 4AR N4 HH21 SING N N 36 4AR N4 HH22 SING N N 37 4AR C7 H15 SING N N 38 4AR C7 H16 SING N N 39 4AR C11 H17 SING N N 40 4AR C12 H18 SING N N 41 4AR C13 H19 SING N N 42 4AR C15 H20 SING N N 43 4AR C15 H21 SING N N 44 4AR C15 H22 SING N N 45 4AR C16 H23 SING N N 46 4AR C16 H24 SING N N 47 4AR C16 H25 SING N N 48 # 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 4AR SMILES ACDLabs 12.01 "O=C(OCC(=O)C(N)CCCNC(=[NH2+])\N)c1c(cccc1C)C" 4AR InChI InChI 1.03 "InChI=1S/C16H24N4O3/c1-10-5-3-6-11(2)14(10)15(22)23-9-13(21)12(17)7-4-8-20-16(18)19/h3,5-6,12H,4,7-9,17H2,1-2H3,(H4,18,19,20)/p+1/t12-/m0/s1" 4AR InChIKey InChI 1.03 KMOPGYJBSQTHQA-LBPRGKRZSA-O 4AR SMILES_CANONICAL CACTVS 3.370 "Cc1cccc(C)c1C(=O)OCC(=O)[C@@H](N)CCCNC(N)=[NH2+]" 4AR SMILES CACTVS 3.370 "Cc1cccc(C)c1C(=O)OCC(=O)[CH](N)CCCNC(N)=[NH2+]" 4AR SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "Cc1cccc(c1C(=O)OCC(=O)[C@H](CCCNC(=[NH2+])N)N)C" 4AR SMILES "OpenEye OEToolkits" 1.7.6 "Cc1cccc(c1C(=O)OCC(=O)C(CCCNC(=[NH2+])N)N)C" # 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 4AR "SYSTEMATIC NAME" ACDLabs 12.01 "amino({(4S)-4-amino-6-[(2,6-dimethylbenzoyl)oxy]-5-oxohexyl}amino)methaniminium" 4AR "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "[azanyl-[[(4S)-4-azanyl-6-(2,6-dimethylphenyl)carbonyloxy-5-oxidanylidene-hexyl]amino]methylidene]azanium" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 4AR "Create component" 2013-01-09 RCSB 4AR "Modify backbone" 2023-11-03 PDBE #