data_4NK # _chem_comp.id 4NK _chem_comp.name "(1S)-1-carboxy-4-({(1R)-1-carboxy-2-[(S)-{4-[(2S)-2-carboxy-2-(trimethylammonio)ethyl]-1H-imidazol-2-yl}sulfinyl]ethyl}amino)-4-oxobutan-1-aminium" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C17 H29 N5 O8 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 2 _chem_comp.pdbx_initial_date 2015-04-21 _chem_comp.pdbx_modified_date 2015-06-26 _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 463.506 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 4NK _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 4ZFL _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 4NK O O1 O 0 1 N N N 2.400 7.160 -46.433 -7.409 3.035 -1.706 O 4NK 1 4NK C C1 C 0 1 N N N 3.489 6.556 -46.493 -7.404 2.629 -0.427 C 4NK 2 4NK OXT O2 O 0 1 N N N 3.609 5.337 -46.590 -8.447 2.471 0.161 OXT 4NK 3 4NK CA C2 C 0 1 N N S 4.803 7.358 -46.428 -6.096 2.371 0.276 CA 4NK 4 4NK N N1 N 1 1 N N N 4.637 8.415 -45.460 -6.305 2.412 1.730 N 4NK 5 4NK CB C3 C 0 1 N N N 5.861 6.457 -45.867 -5.566 0.993 -0.124 CB 4NK 6 4NK CAN C4 C 0 1 N N N 7.244 7.042 -45.716 -4.180 0.781 0.490 CAN 4NK 7 4NK CAU C5 C 0 1 N N N 7.757 7.266 -47.122 -3.658 -0.576 0.096 CAU 4NK 8 4NK OAE O3 O 0 1 N N N 8.040 6.267 -47.777 -4.328 -1.303 -0.606 OAE 4NK 9 4NK NAS N2 N 0 1 N N N 7.890 8.546 -47.541 -2.446 -0.982 0.525 NAS 4NK 10 4NK CBB C6 C 0 1 N N R 8.381 8.873 -48.891 -1.939 -2.302 0.142 CBB 4NK 11 4NK CAW C7 C 0 1 N N N 8.358 10.406 -49.134 -2.465 -3.340 1.099 CAW 4NK 12 4NK OAK O4 O 0 1 N N N 7.281 10.964 -49.464 -3.190 -3.011 2.008 OAK 4NK 13 4NK OAG O5 O 0 1 N N N 9.441 10.996 -49.001 -2.129 -4.630 0.942 OAG 4NK 14 4NK CAQ C8 C 0 1 N N N 7.475 8.249 -49.913 -0.409 -2.294 0.190 CAQ 4NK 15 4NK SBD S1 S 0 1 N N S 8.113 8.612 -51.574 0.225 -1.044 -0.963 SBD 4NK 16 4NK OAI O6 O 0 1 N N N 7.015 9.070 -52.531 0.014 -1.481 -2.298 OAI 4NK 17 4NK CAZ C9 C 0 1 Y N N 9.056 7.182 -52.191 1.971 -1.179 -0.772 CAZ 4NK 18 4NK NAR N3 N 0 1 Y N N 8.477 6.102 -52.740 2.696 -0.515 0.086 NAR 4NK 19 4NK NAT N4 N 0 1 Y N N 10.345 6.943 -52.009 2.780 -1.991 -1.486 NAT 4NK 20 4NK CAM C10 C 0 1 Y N N 10.603 5.766 -52.597 4.056 -1.794 -1.030 CAM 4NK 21 4NK CAY C11 C 0 1 Y N N 9.452 5.252 -53.023 3.981 -0.876 -0.048 CAY 4NK 22 4NK CAP C12 C 0 1 N N N 9.343 3.869 -53.697 5.139 -0.342 0.755 CAP 4NK 23 4NK CBC C13 C 0 1 N N S 8.190 3.752 -54.723 5.163 1.185 0.661 CBC 4NK 24 4NK CAX C14 C 0 1 N N N 8.242 4.862 -55.776 6.258 1.725 1.546 CAX 4NK 25 4NK OAL O7 O 0 1 N N N 9.315 5.004 -56.395 7.306 2.081 1.061 OAL 4NK 26 4NK OAH O8 O 0 1 N N N 7.182 5.503 -55.955 6.068 1.811 2.872 OAH 4NK 27 4NK NBE N5 N 1 1 N N N 8.098 2.419 -55.378 5.415 1.587 -0.729 NBE 4NK 28 4NK CAB C15 C 0 1 N N N 7.606 1.444 -54.415 4.249 1.245 -1.556 CAB 4NK 29 4NK CAC C16 C 0 1 N N N 9.400 1.931 -55.829 5.647 3.036 -0.786 CAC 4NK 30 4NK CAA C17 C 0 1 N N N 7.246 2.450 -56.578 6.599 0.881 -1.237 CAA 4NK 31 4NK H1 H1 H 0 1 N N N 1.687 6.533 -46.474 -8.273 3.188 -2.114 H1 4NK 32 4NK HA H2 H 0 1 N N N 5.081 7.738 -47.422 -5.373 3.135 -0.009 HA 4NK 33 4NK H2 H3 H 0 1 N N N 5.480 8.950 -45.402 -6.655 3.321 1.993 H2 4NK 34 4NK H3 H5 H 0 1 N N N 3.884 9.010 -45.742 -6.974 1.705 1.994 H3 4NK 35 4NK HB2 H6 H 0 1 N N N 5.527 6.132 -44.871 -6.246 0.222 0.240 HB2 4NK 36 4NK HB1 H7 H 0 1 N N N 5.940 5.583 -46.531 -5.495 0.932 -1.210 HB1 4NK 37 4NK HAO H8 H 0 1 N N N 7.899 6.341 -45.177 -3.500 1.552 0.127 HAO 4NK 38 4NK HAN H9 H 0 1 N N N 7.198 7.995 -45.169 -4.251 0.842 1.576 HAN 4NK 39 4NK HAS H10 H 0 1 N N N 7.649 9.290 -46.918 -1.911 -0.401 1.087 HAS 4NK 40 4NK HBB H11 H 0 1 N N N 9.408 8.501 -49.024 -2.269 -2.539 -0.869 HBB 4NK 41 4NK H4 H12 H 0 1 N N N 9.323 11.920 -49.186 -2.491 -5.259 1.581 H4 4NK 42 4NK HAQ H13 H 0 1 N N N 6.462 8.664 -49.809 -0.079 -2.056 1.201 HAQ 4NK 43 4NK HB4 H14 H 0 1 N N N 7.443 7.160 -49.761 -0.032 -3.276 -0.095 HB4 4NK 44 4NK HAT H17 H 0 1 N N N 10.999 7.526 -51.527 2.508 -2.600 -2.191 HAT 4NK 45 4NK HAM H18 H 0 1 N N N 11.577 5.313 -52.706 4.949 -2.286 -1.385 HAM 4NK 46 4NK HB3 H19 H 0 1 N N N 9.184 3.114 -52.912 5.027 -0.640 1.797 HB3 4NK 47 4NK HAP H20 H 0 1 N N N 10.290 3.663 -54.217 6.072 -0.745 0.360 HAP 4NK 48 4NK HBC H21 H 0 1 N N N 7.257 3.899 -54.159 4.203 1.585 0.987 HBC 4NK 49 4NK H7 H22 H 0 1 N N N 7.308 6.136 -56.652 6.799 2.164 3.398 H7 4NK 50 4NK HAF H23 H 0 1 N N N 8.259 1.441 -53.530 3.335 1.486 -1.013 HAF 4NK 51 4NK HAE H24 H 0 1 N N N 6.582 1.710 -54.114 4.282 1.816 -2.484 HAE 4NK 52 4NK HAD H25 H 0 1 N N N 7.605 0.444 -54.874 4.266 0.179 -1.784 HAD 4NK 53 4NK HAI H26 H 0 1 N N N 10.090 1.883 -54.974 6.616 3.266 -0.343 HAI 4NK 54 4NK HAH H27 H 0 1 N N N 9.285 0.927 -56.264 5.635 3.366 -1.825 HAH 4NK 55 4NK HAG H28 H 0 1 N N N 9.805 2.615 -56.589 4.862 3.552 -0.233 HAG 4NK 56 4NK HAA H29 H 0 1 N N N 6.243 2.811 -56.307 6.377 -0.183 -1.326 HAA 4NK 57 4NK HAC H30 H 0 1 N N N 7.689 3.125 -57.325 6.868 1.279 -2.215 HAC 4NK 58 4NK HAB H31 H 0 1 N N N 7.169 1.437 -56.999 7.430 1.022 -0.545 HAB 4NK 59 4NK H6 H32 H 0 1 N N N 4.431 8.018 -44.565 -5.429 2.239 2.200 H6 4NK 60 # 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 4NK CAA NBE SING N N 1 4NK OAL CAX DOUB N N 2 4NK OAH CAX SING N N 3 4NK CAC NBE SING N N 4 4NK CAX CBC SING N N 5 4NK NBE CBC SING N N 6 4NK NBE CAB SING N N 7 4NK CBC CAP SING N N 8 4NK CAP CAY SING N N 9 4NK CAY NAR SING Y N 10 4NK CAY CAM DOUB Y N 11 4NK NAR CAZ DOUB Y N 12 4NK CAM NAT SING Y N 13 4NK OAI SBD DOUB N N 14 4NK CAZ NAT SING Y N 15 4NK CAZ SBD SING N N 16 4NK SBD CAQ SING N N 17 4NK CAQ CBB SING N N 18 4NK OAK CAW DOUB N N 19 4NK CAW OAG SING N N 20 4NK CAW CBB SING N N 21 4NK CBB NAS SING N N 22 4NK OAE CAU DOUB N N 23 4NK NAS CAU SING N N 24 4NK CAU CAN SING N N 25 4NK OXT C DOUB N N 26 4NK C O SING N N 27 4NK C CA SING N N 28 4NK CA CB SING N N 29 4NK CA N SING N N 30 4NK CB CAN SING N N 31 4NK O H1 SING N N 32 4NK CA HA SING N N 33 4NK N H2 SING N N 34 4NK N H3 SING N N 35 4NK CB HB2 SING N N 36 4NK CB HB1 SING N N 37 4NK CAN HAO SING N N 38 4NK CAN HAN SING N N 39 4NK NAS HAS SING N N 40 4NK CBB HBB SING N N 41 4NK OAG H4 SING N N 42 4NK CAQ HAQ SING N N 43 4NK CAQ HB4 SING N N 44 4NK NAT HAT SING N N 45 4NK CAM HAM SING N N 46 4NK CAP HB3 SING N N 47 4NK CAP HAP SING N N 48 4NK CBC HBC SING N N 49 4NK OAH H7 SING N N 50 4NK CAB HAF SING N N 51 4NK CAB HAE SING N N 52 4NK CAB HAD SING N N 53 4NK CAC HAI SING N N 54 4NK CAC HAH SING N N 55 4NK CAC HAG SING N N 56 4NK CAA HAA SING N N 57 4NK CAA HAC SING N N 58 4NK CAA HAB SING N N 59 4NK N H6 SING N N 60 # 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 4NK SMILES ACDLabs 12.01 "OC(C(CCC(=O)NC(C(O)=O)CS(=O)c1ncc(n1)CC(C(=O)O)[N+](C)(C)C)[NH3+])=O" 4NK InChI InChI 1.03 "InChI=1S/C17H27N5O8S/c1-22(2,3)12(16(28)29)6-9-7-19-17(20-9)31(30)8-11(15(26)27)21-13(23)5-4-10(18)14(24)25/h7,10-12H,4-6,8,18H2,1-3H3,(H4-,19,20,21,23,24,25,26,27,28,29)/p+2/t10-,11-,12-,31-/m0/s1" 4NK InChIKey InChI 1.03 SJHLSLUUWIBQNS-HBCRSHFUSA-P 4NK SMILES_CANONICAL CACTVS 3.385 "C[N+](C)(C)[C@@H](Cc1c[nH]c(n1)[S@@](=O)C[C@H](NC(=O)CC[C@H]([NH3+])C(O)=O)C(O)=O)C(O)=O" 4NK SMILES CACTVS 3.385 "C[N+](C)(C)[CH](Cc1c[nH]c(n1)[S](=O)C[CH](NC(=O)CC[CH]([NH3+])C(O)=O)C(O)=O)C(O)=O" 4NK SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "C[N+](C)(C)[C@@H](Cc1c[nH]c(n1)S(=O)C[C@@H](C(=O)O)NC(=O)CC[C@@H](C(=O)O)[NH3+])C(=O)O" 4NK SMILES "OpenEye OEToolkits" 1.9.2 "C[N+](C)(C)C(Cc1c[nH]c(n1)S(=O)CC(C(=O)O)NC(=O)CCC(C(=O)O)[NH3+])C(=O)O" # 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 4NK "SYSTEMATIC NAME" ACDLabs 12.01 "(1S)-1-carboxy-4-({(1R)-1-carboxy-2-[(S)-{4-[(2S)-2-carboxy-2-(trimethylammonio)ethyl]-1H-imidazol-2-yl}sulfinyl]ethyl}amino)-4-oxobutan-1-aminium" 4NK "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "[(2S)-3-[2-[(2R)-2-[[(4S)-4-azaniumyl-5-oxidanyl-5-oxidanylidene-pentanoyl]amino]-3-oxidanyl-3-oxidanylidene-propyl]sulfinyl-1H-imidazol-4-yl]-1-oxidanyl-1-oxidanylidene-propan-2-yl]-trimethyl-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 4NK "Create component" 2015-04-21 EBI 4NK "Other modification" 2015-05-21 EBI 4NK "Initial release" 2015-07-01 RCSB #