data_ARK # _chem_comp.id ARK _chem_comp.name "N-({(1S)-5-[4-({2-[2-({2,4-BIS[HYDROXY(OXO)AMMONIO]PHENYL}AMINO)ETHOXY]ETHOXY}METHYL)-1H-1,2,3-TRIAZOL-1-YL]-1-CARBOXYPENTYL}CARBAMOYL)-L-GLUTAMIC ACID" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C25 H36 N8 O13" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 2 _chem_comp.pdbx_initial_date 2010-05-14 _chem_comp.pdbx_modified_date 2011-06-04 _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 656.599 _chem_comp.one_letter_code ? _chem_comp.three_letter_code ARK _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 2XEI _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 ARK OAA OAA O 0 1 N N N 13.858 48.698 40.215 11.604 2.478 -2.328 OAA ARK 1 ARK CBH CBH C 0 1 N N N 13.813 47.444 40.045 10.484 3.042 -1.849 CBH ARK 2 ARK OAG OAG O 0 1 N N N 12.996 46.866 39.297 10.139 4.131 -2.243 OAG ARK 3 ARK CAV CAV C 0 1 N N N 14.856 46.536 40.813 9.656 2.317 -0.818 CAV ARK 4 ARK CAX CAX C 0 1 N N N 14.574 45.018 41.042 8.444 3.173 -0.444 CAX ARK 5 ARK CBQ CBQ C 0 1 N N S 15.884 44.207 41.390 7.604 2.437 0.602 CBQ ARK 6 ARK CBJ CBJ C 0 1 N N N 16.871 44.417 40.189 6.480 3.329 1.061 CBJ ARK 7 ARK OAI OAI O 0 1 N N N 16.774 43.624 39.193 6.752 4.510 1.637 OAI ARK 8 ARK OAC OAC O 0 1 N N N 17.727 45.352 40.258 5.333 2.980 0.911 OAC ARK 9 ARK NBE NBE N 0 1 N N N 16.583 44.770 42.555 7.050 1.216 0.012 NBE ARK 10 ARK CBK CBK C 0 1 N N N 17.835 44.413 42.854 6.720 0.176 0.802 CBK ARK 11 ARK OAD OAD O 0 1 N N N 18.332 43.392 42.347 6.882 0.250 2.005 OAD ARK 12 ARK N N N 0 1 N N N 18.454 45.191 43.742 6.209 -0.948 0.260 N ARK 13 ARK CA CA C 0 1 N N S 19.796 44.961 44.242 5.851 -2.079 1.119 CA ARK 14 ARK C C C 0 1 N N N 19.896 45.556 45.645 7.071 -2.927 1.369 C ARK 15 ARK OXT OXT O 0 1 N Y N 19.416 46.711 45.800 6.980 -4.025 2.135 OXT ARK 16 ARK O O O 0 1 N N N 20.517 44.851 46.504 8.132 -2.618 0.879 O ARK 17 ARK CB CB C 0 1 N N N 20.669 45.826 43.264 4.776 -2.922 0.429 CB ARK 18 ARK CAP CAP C 0 1 N N N 22.113 45.316 43.234 3.494 -2.099 0.288 CAP ARK 19 ARK CAQ CAQ C 0 1 N N N 23.057 46.490 43.037 2.420 -2.942 -0.402 CAQ ARK 20 ARK CAY CAY C 0 1 N N N 24.015 46.275 41.872 1.138 -2.118 -0.543 CAY ARK 21 ARK NBR NBR N 0 1 Y N N 24.726 47.561 41.645 0.109 -2.926 -1.203 NBR ARK 22 ARK CAO CAO C 0 1 Y N N 25.131 48.366 42.643 -1.130 -3.179 -0.722 CAO ARK 23 ARK NBB NBB N 0 1 Y N N 25.011 48.045 40.532 0.227 -3.512 -2.343 NBB ARK 24 ARK NBA NBA N 0 1 Y N N 25.591 49.133 40.672 -0.859 -4.138 -2.635 NBA ARK 25 ARK CBL CBL C 0 1 Y N N 25.694 49.376 41.991 -1.741 -3.958 -1.645 CBL ARK 26 ARK CAZ CAZ C 0 1 N N N 26.281 50.496 42.602 -3.141 -4.511 -1.574 CAZ ARK 27 ARK OBG OBG O 0 1 N N N 25.433 51.603 42.988 -3.759 -4.088 -0.357 OBG ARK 28 ARK CAU CAU C 0 1 N N N 25.338 51.678 44.430 -5.097 -4.561 -0.189 CAU ARK 29 ARK CAT CAT C 0 1 N N N 25.290 53.141 44.955 -5.656 -4.049 1.140 CAT ARK 30 ARK OBF OBF O 0 1 N N N 26.603 53.557 45.410 -5.761 -2.625 1.096 OBF ARK 31 ARK CAS CAS C 0 1 N N N 26.775 53.215 46.805 -6.276 -2.042 2.295 CAS ARK 32 ARK CAR CAR C 0 1 N N N 28.000 52.331 47.092 -6.344 -0.522 2.135 CAR ARK 33 ARK NBC NBC N 0 1 N N N 29.094 53.181 47.593 -7.316 -0.184 1.092 NBC ARK 34 ARK CBN CBN C 0 1 Y N N 30.179 52.728 48.244 -7.549 1.131 0.770 CBN ARK 35 ARK CAM CAM C 0 1 Y N N 30.074 52.078 49.475 -6.959 2.148 1.521 CAM ARK 36 ARK CAL CAL C 0 1 Y N N 31.223 51.642 50.116 -7.182 3.454 1.212 CAL ARK 37 ARK CBM CBM C 0 1 Y N N 32.480 51.865 49.550 -8.015 3.803 0.126 CBM ARK 38 ARK NBS NBS N 1 1 N N N 33.623 51.454 50.113 -8.228 5.094 -0.169 NBS ARK 39 ARK OAJ OAJ O 0 1 N N N 34.851 51.657 49.432 -7.703 5.965 0.500 OAJ ARK 40 ARK OAE OAE O 0 1 N N N 33.662 50.692 51.329 -8.946 5.394 -1.105 OAE ARK 41 ARK CAN CAN C 0 1 Y N N 32.580 52.524 48.342 -8.619 2.800 -0.644 CAN ARK 42 ARK CBO CBO C 0 1 Y N N 31.443 52.959 47.690 -8.385 1.455 -0.329 CBO ARK 43 ARK NBT NBT N 1 1 N N N 31.605 53.565 46.517 -8.951 0.483 -1.058 NBT ARK 44 ARK OAK OAK O 0 1 N N N 32.910 53.705 45.977 -10.046 0.658 -1.561 OAK ARK 45 ARK OAF OAF O 0 1 N N N 30.476 53.971 45.752 -8.370 -0.576 -1.216 OAF ARK 46 ARK HAA HAA H 0 1 N N N 13.183 49.113 39.691 12.101 2.981 -2.987 HAA ARK 47 ARK HAV1 HAV1 H 0 0 N N N 15.786 46.585 40.228 9.317 1.366 -1.229 HAV1 ARK 48 ARK HAV2 HAV2 H 0 0 N N N 14.850 46.951 41.832 10.261 2.135 0.070 HAV2 ARK 49 ARK HAX1 HAX1 H 0 0 N N N 13.868 44.917 41.880 8.784 4.124 -0.034 HAX1 ARK 50 ARK HAX2 HAX2 H 0 0 N N N 14.162 44.608 40.108 7.840 3.355 -1.333 HAX2 ARK 51 ARK HBQ HBQ H 0 1 N N N 15.605 43.161 41.587 8.232 2.176 1.454 HBQ ARK 52 ARK HBE HBE H 0 1 N N N 16.111 45.434 43.135 6.920 1.157 -0.947 HBE ARK 53 ARK HAI HAI H 0 1 N N N 17.429 43.850 38.543 5.998 5.048 1.914 HAI ARK 54 ARK H H H 0 1 N N N 17.959 45.988 44.087 6.080 -1.007 -0.700 H ARK 55 ARK HA HA H 0 1 N N N 20.089 43.902 44.289 5.466 -1.706 2.068 HA ARK 56 ARK HB1C HB1C H 0 0 N N N 20.244 45.763 42.251 5.127 -3.221 -0.558 HB1C ARK 57 ARK HB2C HB2C H 0 0 N N N 20.668 46.868 43.616 4.573 -3.811 1.027 HB2C ARK 58 ARK HB HB H 0 1 N N N 19.584 47.008 46.687 7.789 -4.537 2.267 HB ARK 59 ARK HAP1 HAP1 H 0 0 N N N 22.345 44.813 44.185 3.144 -1.800 1.276 HAP1 ARK 60 ARK HAP2 HAP2 H 0 0 N N N 22.234 44.603 42.405 3.698 -1.210 -0.310 HAP2 ARK 61 ARK HAQ1 HAQ1 H 0 0 N N N 22.458 47.390 42.835 2.771 -3.241 -1.390 HAQ1 ARK 62 ARK HAQ2 HAQ2 H 0 0 N N N 23.658 46.597 43.952 2.217 -3.831 0.196 HAQ2 ARK 63 ARK HAY1 HAY1 H 0 0 N N N 24.735 45.479 42.113 0.787 -1.820 0.445 HAY1 ARK 64 ARK HAY2 HAY2 H 0 0 N N N 23.467 45.968 40.969 1.341 -1.230 -1.141 HAY2 ARK 65 ARK HAO HAO H 0 1 N N N 25.025 48.226 43.709 -1.547 -2.830 0.211 HAO ARK 66 ARK HAZ1 HAZ1 H 0 0 N N N 26.760 50.134 43.524 -3.720 -4.145 -2.422 HAZ1 ARK 67 ARK HAZ2 HAZ2 H 0 0 N N N 26.939 50.915 41.827 -3.103 -5.600 -1.602 HAZ2 ARK 68 ARK HAU1 HAU1 H 0 0 N N N 24.416 51.166 44.744 -5.716 -4.196 -1.008 HAU1 ARK 69 ARK HAU2 HAU2 H 0 0 N N N 26.238 51.203 44.848 -5.100 -5.651 -0.189 HAU2 ARK 70 ARK HAT1 HAT1 H 0 0 N N N 24.962 53.806 44.143 -6.642 -4.481 1.310 HAT1 ARK 71 ARK HAT2 HAT2 H 0 0 N N N 24.585 53.196 45.798 -4.988 -4.339 1.951 HAT2 ARK 72 ARK HAS1 HAS1 H 0 0 N N N 26.893 54.151 47.371 -7.275 -2.432 2.488 HAS1 ARK 73 ARK HAS2 HAS2 H 0 0 N N N 25.888 52.636 47.103 -5.620 -2.290 3.130 HAS2 ARK 74 ARK HAR1 HAR1 H 0 0 N N N 27.742 51.575 47.848 -6.652 -0.071 3.078 HAR1 ARK 75 ARK HAR2 HAR2 H 0 0 N N N 28.316 51.821 46.170 -5.362 -0.142 1.854 HAR2 ARK 76 ARK HBC HBC H 0 1 N N N 29.458 53.632 46.778 -7.795 -0.889 0.628 HBC ARK 77 ARK HAM HAM H 0 1 N N N 29.105 51.916 49.924 -6.320 1.897 2.355 HAM ARK 78 ARK HAL HAL H 0 1 N N N 31.145 51.125 51.061 -6.718 4.231 1.803 HAL ARK 79 ARK HAN HAN H 0 1 N N N 33.552 52.700 47.904 -9.257 3.062 -1.475 HAN ARK 80 ARK HAJ HAJ H 0 1 N N N 34.691 51.702 48.497 -7.886 6.881 0.250 HAJ ARK 81 ARK HAK HAK H 0 1 N N N 32.859 53.736 45.029 -10.414 -0.072 -2.078 HAK ARK 82 # 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 ARK OAA CBH SING N N 1 ARK CBH OAG DOUB N N 2 ARK CBH CAV SING N N 3 ARK CAV CAX SING N N 4 ARK CAX CBQ SING N N 5 ARK CBQ CBJ SING N N 6 ARK CBQ NBE SING N N 7 ARK CBJ OAI SING N N 8 ARK CBJ OAC DOUB N N 9 ARK NBE CBK SING N N 10 ARK CBK OAD DOUB N N 11 ARK CBK N SING N N 12 ARK N CA SING N N 13 ARK CA C SING N N 14 ARK CA CB SING N N 15 ARK C OXT SING N N 16 ARK C O DOUB N N 17 ARK CB CAP SING N N 18 ARK CAP CAQ SING N N 19 ARK CAQ CAY SING N N 20 ARK CAY NBR SING N N 21 ARK NBR CAO SING Y N 22 ARK NBR NBB SING Y N 23 ARK CAO CBL DOUB Y N 24 ARK NBB NBA DOUB Y N 25 ARK NBA CBL SING Y N 26 ARK CBL CAZ SING N N 27 ARK CAZ OBG SING N N 28 ARK OBG CAU SING N N 29 ARK CAU CAT SING N N 30 ARK CAT OBF SING N N 31 ARK OBF CAS SING N N 32 ARK CAS CAR SING N N 33 ARK CAR NBC SING N N 34 ARK NBC CBN SING N N 35 ARK CBN CAM SING Y N 36 ARK CBN CBO DOUB Y N 37 ARK CAM CAL DOUB Y N 38 ARK CAL CBM SING Y N 39 ARK CBM NBS SING N N 40 ARK CBM CAN DOUB Y N 41 ARK NBS OAJ SING N N 42 ARK NBS OAE DOUB N N 43 ARK CAN CBO SING Y N 44 ARK CBO NBT SING N N 45 ARK NBT OAK SING N N 46 ARK NBT OAF DOUB N N 47 ARK OAA HAA SING N N 48 ARK CAV HAV1 SING N N 49 ARK CAV HAV2 SING N N 50 ARK CAX HAX1 SING N N 51 ARK CAX HAX2 SING N N 52 ARK CBQ HBQ SING N N 53 ARK NBE HBE SING N N 54 ARK OAI HAI SING N N 55 ARK N H SING N N 56 ARK CA HA SING N N 57 ARK CB HB1C SING N N 58 ARK CB HB2C SING N N 59 ARK OXT HB SING N N 60 ARK CAP HAP1 SING N N 61 ARK CAP HAP2 SING N N 62 ARK CAQ HAQ1 SING N N 63 ARK CAQ HAQ2 SING N N 64 ARK CAY HAY1 SING N N 65 ARK CAY HAY2 SING N N 66 ARK CAO HAO SING N N 67 ARK CAZ HAZ1 SING N N 68 ARK CAZ HAZ2 SING N N 69 ARK CAU HAU1 SING N N 70 ARK CAU HAU2 SING N N 71 ARK CAT HAT1 SING N N 72 ARK CAT HAT2 SING N N 73 ARK CAS HAS1 SING N N 74 ARK CAS HAS2 SING N N 75 ARK CAR HAR1 SING N N 76 ARK CAR HAR2 SING N N 77 ARK NBC HBC SING N N 78 ARK CAM HAM SING N N 79 ARK CAL HAL SING N N 80 ARK CAN HAN SING N N 81 ARK OAJ HAJ SING N N 82 ARK OAK HAK SING N N 83 # 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 ARK SMILES ACDLabs 10.04 "O=C(O)C(NC(=O)NC(C(=O)O)CCCCn1nnc(c1)COCCOCCNc2ccc([N+](=O)O)cc2[N+](=O)O)CCC(=O)O" ARK SMILES_CANONICAL CACTVS 3.352 "OC(=O)CC[C@H](NC(=O)N[C@@H](CCCCn1cc(COCCOCCNc2ccc(cc2[N+](O)=O)[N+](O)=O)nn1)C(O)=O)C(O)=O" ARK SMILES CACTVS 3.352 "OC(=O)CC[CH](NC(=O)N[CH](CCCCn1cc(COCCOCCNc2ccc(cc2[N+](O)=O)[N+](O)=O)nn1)C(O)=O)C(O)=O" ARK SMILES_CANONICAL "OpenEye OEToolkits" 1.6.1 "c1cc(c(cc1[N+](=O)O)[N+](=O)O)NCCOCCOCc2cn(nn2)CCCC[C@@H](C(=O)O)NC(=O)N[C@@H](CCC(=O)O)C(=O)O" ARK SMILES "OpenEye OEToolkits" 1.6.1 "c1cc(c(cc1[N+](=O)O)[N+](=O)O)NCCOCCOCc2cn(nn2)CCCCC(C(=O)O)NC(=O)NC(CCC(=O)O)C(=O)O" ARK InChI InChI 1.03 ;InChI=1S/C25H34N8O13/c34-22(35)7-6-20(24(38)39)28-25(40)27-19(23(36)37)3-1-2-9-31-14-16(29-30-31)15-46-12-11-45-10-8-26-18-5-4-17(32(41)42)13-21(18)33(43)44/h4-5,13-14,19-20,26H,1-3,6-12,15H2,(H5-2,27,28,34,35,36,37,38,39,40,41,42,43,44)/p+2/t19-,20-/m0/s1 ; ARK InChIKey InChI 1.03 LUGMXXDMBWQRGS-PMACEKPBSA-P # 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 ARK "SYSTEMATIC NAME" ACDLabs 10.04 "N-({(1S)-5-[4-({2-[2-({2,4-bis[hydroxy(oxo)ammonio]phenyl}amino)ethoxy]ethoxy}methyl)-1H-1,2,3-triazol-1-yl]-1-carboxypentyl}carbamoyl)-L-glutamic acid" ARK "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.6.1 "[4-[2-[2-[[1-[(5S)-5-[[(2S)-1,5-dihydroxy-1,5-dioxo-pentan-2-yl]carbamoylamino]-6-hydroxy-6-oxo-hexyl]-1,2,3-triazol-4-yl]methoxy]ethoxy]ethylamino]-3-(hydroxy-oxo-azaniumyl)phenyl]-hydroxy-oxo-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 ARK "Create component" 2010-05-14 EBI ARK "Modify aromatic_flag" 2011-06-04 RCSB ARK "Modify descriptor" 2011-06-04 RCSB #