data_WRG # _chem_comp.id WRG _chem_comp.name "(2S)-2-[[(2S)-2-acetamido-5-[[N-(methylcarbamoyl)carbamimidoyl]amino]pentanoyl]-methyl-amino]-3-phenyl-propanoic acid" _chem_comp.type peptide-like _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H30 N6 O5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2008-03-11 _chem_comp.pdbx_modified_date 2012-01-05 _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 434.489 _chem_comp.one_letter_code ? _chem_comp.three_letter_code WRG _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 3CHD _chem_comp.pdbx_subcomponent_list "ACE VR0 MEA" _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 WRG CAW CAW C 0 1 N N N 96.406 69.579 -7.700 -0.658 -2.399 -1.720 C ACE 1 WRG OAE OAE O 0 1 N N N 97.201 69.137 -6.872 -0.674 -1.472 -2.502 O ACE 2 WRG CAB CAB C 0 1 N N N 96.565 69.232 -9.182 -0.579 -3.814 -2.231 CH3 ACE 3 WRG CAA CAA C 0 1 N N N 89.098 66.817 -2.598 10.127 0.196 0.755 C1 VR0 4 WRG NH1 NH1 N 0 1 N N N 92.239 70.692 -3.807 5.467 1.167 -0.645 NH2 VR0 5 WRG OAG OAG O 0 1 N N N 90.972 68.740 -2.590 7.802 1.093 -0.276 O1 VR0 6 WRG O O O 0 1 N N N 94.700 72.171 -10.403 -2.582 -0.580 -1.415 O VR0 7 WRG CG CG C 0 1 N N N 93.347 72.169 -6.458 1.698 -0.601 0.282 CG VR0 8 WRG CD CD C 0 1 N N N 92.010 72.600 -5.850 2.930 0.179 -0.184 CD VR0 9 WRG CB CB C 0 1 N N N 93.135 71.400 -7.762 0.444 -0.007 -0.363 CB VR0 10 WRG NAS NAS N 0 1 N N N 89.232 67.820 -3.663 8.811 -0.380 1.045 NH3 VR0 11 WRG NE NE N 0 1 N N N 91.100 71.460 -5.654 4.130 -0.390 0.434 NE VR0 12 WRG NH2 NH2 N 0 1 N N N 90.302 69.627 -4.538 6.496 -0.386 0.744 NH1 VR0 13 WRG N N N 0 1 N N N 95.373 70.361 -7.392 -0.710 -2.163 -0.394 N VR0 14 WRG CZ CZ C 0 1 N N N 91.202 70.606 -4.636 5.365 0.150 0.162 CZ VR0 15 WRG CAZ CAZ C 0 1 N N N 90.218 68.708 -3.562 7.706 0.144 0.477 C6 VR0 16 WRG C C C 0 1 N N N 95.117 71.954 -9.265 -2.031 -0.128 -0.433 C VR0 17 WRG CA CA C 0 1 N N S 94.435 70.893 -8.394 -0.787 -0.787 0.103 CA VR0 18 WRG CAC CAC C 0 1 N N N 96.397 72.458 -7.298 -1.868 1.509 1.364 C1 MEA 19 WRG NBE NBE N 0 1 N N N 96.124 72.641 -8.730 -2.533 0.964 0.178 N MEA 20 WRG CBD CBD C 0 1 N N S 96.857 73.614 -9.552 -3.743 1.604 -0.343 CA MEA 21 WRG CAY CAY C 0 1 N N N 98.310 73.137 -9.633 -3.433 3.029 -0.723 C MEA 22 WRG OAF OAF O 0 1 N N N 99.091 73.516 -8.733 -2.316 3.465 -0.573 O MEA 23 WRG CAR CAR C 0 1 N N N 96.786 75.002 -8.912 -4.832 1.588 0.731 CB MEA 24 WRG CBB CBB C 0 1 Y N N 95.331 75.450 -8.754 -5.229 0.164 1.022 CG MEA 25 WRG CAN CAN C 0 1 Y N N 94.554 75.700 -9.878 -6.255 -0.427 0.309 CD1 MEA 26 WRG CAL CAL C 0 1 Y N N 93.233 76.107 -9.725 -6.616 -1.735 0.573 CE1 MEA 27 WRG CAJ CAJ C 0 1 Y N N 92.689 76.264 -8.455 -5.958 -2.449 1.557 CZ MEA 28 WRG CAK CAK C 0 1 Y N N 93.468 76.015 -7.331 -4.935 -1.856 2.274 CE2 MEA 29 WRG CAM CAM C 0 1 Y N N 94.788 75.607 -7.483 -4.571 -0.550 2.007 CD2 MEA 30 WRG OAI OAI O 0 1 N N N 98.601 72.369 -10.576 -4.397 3.815 -1.227 OXT MEA 31 WRG HAB HAB H 0 1 N N N 97.441 68.581 -9.315 -1.586 -4.201 -2.387 H1 ACE 32 WRG HABA HABA H 0 0 N N N 95.663 68.710 -9.535 -0.034 -3.830 -3.175 H2 ACE 33 WRG HABB HABB H 0 0 N N N 96.704 70.156 -9.762 -0.060 -4.436 -1.501 H3 ACE 34 WRG HAA HAA H 0 1 N N N 88.245 66.158 -2.819 10.142 1.241 1.063 H5 VR0 35 WRG HAAA HAAA H 0 0 N N N 90.019 66.218 -2.541 10.892 -0.355 1.301 H4 VR0 36 WRG HAAB HAAB H 0 0 N N N 88.930 67.324 -1.636 10.324 0.130 -0.315 H3 VR0 37 WRG HNH1 HNH1 H 0 0 N N N 92.860 71.434 -4.060 4.672 1.543 -1.054 HH22 VR0 38 WRG HG HG H 0 1 N N N 93.950 73.065 -6.666 1.798 -1.646 -0.012 HG2 VR0 39 WRG HGA HGA H 0 1 N N N 93.872 71.520 -5.742 1.615 -0.535 1.367 HG3 VR0 40 WRG HD HD H 0 1 N N N 91.530 73.320 -6.530 2.830 1.224 0.110 HD2 VR0 41 WRG HDA HDA H 0 1 N N N 92.203 73.068 -4.873 3.013 0.112 -1.269 HD3 VR0 42 WRG HB HB H 0 1 N N N 92.498 70.530 -7.546 0.345 1.038 -0.069 HB2 VR0 43 WRG HBA HBA H 0 1 N N N 92.646 72.074 -8.481 0.528 -0.074 -1.448 HB3 VR0 44 WRG HNAS HNAS H 0 0 N N N 88.602 67.835 -4.439 8.735 -1.137 1.646 HH33 VR0 45 WRG HNE HNE H 0 1 N N N 90.367 71.319 -6.319 4.054 -1.148 1.035 HE VR0 46 WRG HNH2 HNH2 H 0 0 N N N 89.619 69.571 -5.266 6.420 -1.144 1.344 HH11 VR0 47 WRG HN HN H 0 1 N N N 95.227 70.599 -6.432 -0.697 -2.905 0.231 H2 VR0 48 WRG HA HA H 0 1 N N N 94.142 70.062 -9.053 -0.821 -0.795 1.192 HA VR0 49 WRG HAC HAC H 0 1 N N N 97.251 73.086 -7.004 -1.126 2.246 1.058 HC1 MEA 50 WRG HACA HACA H 0 0 N N N 95.510 72.749 -6.716 -2.608 1.984 2.009 HC2 MEA 51 WRG HACB HACB H 0 0 N N N 96.634 71.402 -7.102 -1.376 0.703 1.908 HC3 MEA 52 WRG HBD HBD H 0 1 N N N 96.418 73.686 -10.558 -4.091 1.062 -1.222 HA MEA 53 WRG HAR HAR H 0 1 N N N 97.261 74.965 -7.920 -4.452 2.053 1.641 HB1 MEA 54 WRG HARA HARA H 0 0 N N N 97.316 75.721 -9.554 -5.701 2.142 0.376 HB2 MEA 55 WRG HAN HAN H 0 1 N N N 94.974 75.579 -10.866 -6.772 0.131 -0.457 HD1 MEA 56 WRG HAL HAL H 0 1 N N N 92.627 76.302 -10.597 -7.415 -2.199 0.013 HE1 MEA 57 WRG HAJ HAJ H 0 1 N N N 91.662 76.579 -8.342 -6.242 -3.470 1.765 HZ MEA 58 WRG HAK HAK H 0 1 N N N 93.049 76.138 -6.343 -4.421 -2.414 3.042 HE2 MEA 59 WRG HAM HAM H 0 1 N N N 95.394 75.411 -6.611 -3.772 -0.087 2.567 HD2 MEA 60 WRG HOA HOA H 0 1 N N N 99.513 72.113 -10.507 -4.151 4.721 -1.456 HXT MEA 61 # 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 WRG CAA NAS SING N N 1 WRG NAS CAZ SING N N 2 WRG CAZ OAG DOUB N N 3 WRG CAZ NH2 SING N N 4 WRG NH2 CZ SING N N 5 WRG CZ NH1 DOUB N N 6 WRG CZ NE SING N N 7 WRG NE CD SING N N 8 WRG CD CG SING N N 9 WRG CG CB SING N N 10 WRG CB CA SING N N 11 WRG CA N SING N N 12 WRG CA C SING N N 13 WRG N CAW SING N N 14 WRG CAW CAB SING N N 15 WRG CAW OAE DOUB N N 16 WRG C O DOUB N N 17 WRG C NBE SING N N 18 WRG NBE CAC SING N N 19 WRG NBE CBD SING N N 20 WRG CBD CAY SING N N 21 WRG CBD CAR SING N N 22 WRG CAY OAI SING N N 23 WRG CAY OAF DOUB N N 24 WRG CAR CBB SING N N 25 WRG CBB CAM DOUB Y N 26 WRG CBB CAN SING Y N 27 WRG CAM CAK SING Y N 28 WRG CAK CAJ DOUB Y N 29 WRG CAJ CAL SING Y N 30 WRG CAL CAN DOUB Y N 31 WRG CAA HAA SING N N 32 WRG CAA HAAA SING N N 33 WRG CAA HAAB SING N N 34 WRG NAS HNAS SING N N 35 WRG NH2 HNH2 SING N N 36 WRG NH1 HNH1 SING N N 37 WRG NE HNE SING N N 38 WRG CD HD SING N N 39 WRG CD HDA SING N N 40 WRG CG HG SING N N 41 WRG CG HGA SING N N 42 WRG CB HB SING N N 43 WRG CB HBA SING N N 44 WRG CA HA SING N N 45 WRG N HN SING N N 46 WRG CAB HAB SING N N 47 WRG CAB HABA SING N N 48 WRG CAB HABB SING N N 49 WRG CAC HAC SING N N 50 WRG CAC HACA SING N N 51 WRG CAC HACB SING N N 52 WRG CBD HBD SING N N 53 WRG CAR HAR SING N N 54 WRG CAR HARA SING N N 55 WRG CAM HAM SING N N 56 WRG CAK HAK SING N N 57 WRG CAJ HAJ SING N N 58 WRG CAL HAL SING N N 59 WRG CAN HAN SING N N 60 WRG OAI HOA SING N N 61 # 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 WRG SMILES ACDLabs 12.01 "O=C(NC)NC(=[N@H])NCCCC(NC(=O)C)C(=O)N(C(C(=O)O)Cc1ccccc1)C" WRG InChI InChI 1.03 "InChI=1S/C20H30N6O5/c1-13(27)24-15(10-7-11-23-19(21)25-20(31)22-2)17(28)26(3)16(18(29)30)12-14-8-5-4-6-9-14/h4-6,8-9,15-16H,7,10-12H2,1-3H3,(H,24,27)(H,29,30)(H4,21,22,23,25,31)/t15-,16-/m0/s1" WRG InChIKey InChI 1.03 NXHZAKRRBAPHDQ-HOTGVXAUSA-N WRG SMILES_CANONICAL CACTVS 3.385 "CNC(=O)NC(=N)NCCC[C@H](NC(C)=O)C(=O)N(C)[C@@H](Cc1ccccc1)C(O)=O" WRG SMILES CACTVS 3.385 "CNC(=O)NC(=N)NCCC[CH](NC(C)=O)C(=O)N(C)[CH](Cc1ccccc1)C(O)=O" WRG SMILES_CANONICAL "OpenEye OEToolkits" 1.7.5 "[H]/N=C(\NCCC[C@@H](C(=O)N(C)[C@@H](Cc1ccccc1)C(=O)O)NC(=O)C)/NC(=O)NC" WRG SMILES "OpenEye OEToolkits" 1.7.5 "CC(=O)NC(CCCNC(=N)NC(=O)NC)C(=O)N(C)C(Cc1ccccc1)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 WRG "SYSTEMATIC NAME" ACDLabs 12.01 "N~2~-acetyl-N~5~-[N-(methylcarbamoyl)carbamimidoyl]-L-ornithyl-N-methyl-L-phenylalanine" WRG "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "(2S)-2-[[(2S)-2-acetamido-5-[[N-(methylcarbamoyl)carbamimidoyl]amino]pentanoyl]-methyl-amino]-3-phenyl-propanoic 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 WRG "Create component" 2008-03-11 RCSB WRG "Other modification" 2010-11-10 RCSB WRG "Modify aromatic_flag" 2011-06-04 RCSB WRG "Modify descriptor" 2011-06-04 RCSB WRG "Modify descriptor" 2012-01-05 RCSB #