data_00Q # _chem_comp.id 00Q _chem_comp.name "D-phenylalanyl-N-{(1S)-1-[(S)-1,3-benzothiazol-2-yl(hydroxy)methyl]-4-carbamimidamidobutyl}-L-prolinamide" _chem_comp.type peptide-like _chem_comp.pdbx_type HETAIN _chem_comp.formula "C27 H35 N7 O3 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms RWJ-30353 _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2010-10-28 _chem_comp.pdbx_modified_date 2020-06-17 _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 537.677 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 00Q _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 1TBZ _chem_comp.pdbx_subcomponent_list "DPN PRO THZ" _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 00Q N N N 0 1 N N N 15.971 -16.703 23.342 3.220 -1.781 -1.865 N DPN 1 00Q CA CA C 0 1 N N R 17.318 -16.035 23.376 3.102 -1.524 -0.423 CA DPN 2 00Q C C C 0 1 N N N 17.116 -14.667 22.734 1.646 -1.472 -0.040 C DPN 3 00Q O O O 0 1 N N N 16.098 -14.064 23.102 0.810 -1.975 -0.761 O DPN 4 00Q CB CB C 0 1 N N N 17.762 -15.946 24.842 3.794 -2.647 0.353 CB DPN 5 00Q CG CG C 0 1 Y N N 19.183 -15.474 24.979 5.273 -2.621 0.063 CG DPN 6 00Q CD1 CD1 C 0 1 Y N N 20.204 -16.221 24.368 5.782 -3.346 -0.998 CD1 DPN 7 00Q CD2 CD2 C 0 1 Y N N 19.491 -14.350 25.750 6.119 -1.867 0.854 CD2 DPN 8 00Q CE1 CE1 C 0 1 Y N N 21.553 -15.803 24.476 7.138 -3.322 -1.264 CE1 DPN 9 00Q CE2 CE2 C 0 1 Y N N 20.861 -13.964 25.914 7.475 -1.842 0.588 CE2 DPN 10 00Q CZ CZ C 0 1 Y N N 21.887 -14.686 25.277 7.985 -2.572 -0.469 CZ DPN 11 00Q NX NX N 0 1 N N N 17.966 -14.263 21.822 1.271 -0.867 1.104 N PRO 12 00Q CAX CAX C 0 1 N N S 17.750 -12.970 21.091 -0.108 -0.744 1.597 CA PRO 13 00Q CX CX C 0 1 N N N 16.363 -12.959 20.459 -0.947 0.003 0.592 C PRO 14 00Q OX OX O 0 1 N N N 15.811 -14.026 20.100 -0.449 0.394 -0.442 O PRO 15 00Q CBX CBX C 0 1 N N N 18.919 -12.854 20.140 -0.053 0.044 2.923 CB PRO 16 00Q CGX CGX C 0 1 N N N 19.836 -14.040 20.351 1.291 0.811 2.816 CG PRO 17 00Q CDX CDX C 0 1 N N N 19.187 -14.944 21.374 2.178 -0.223 2.072 CD PRO 18 00Q CY CY C 0 1 N N S 14.313 -10.613 18.737 -2.912 2.462 0.087 CY THZ 19 00Q NY NY N 0 1 N N N 15.687 -11.802 20.469 -2.252 0.231 0.840 NY THZ 20 00Q OY OY O 0 1 N N N 13.254 -10.519 18.077 -3.708 3.170 -0.866 OY THZ 21 00Q CAY CAY C 0 1 N N S 14.347 -11.550 19.965 -3.068 0.957 -0.137 CAY THZ 22 00Q CBY CBY C 0 1 N N N 13.377 -10.930 20.983 -4.536 0.565 0.033 CBY THZ 23 00Q CDY CDY C 0 1 N N N 11.912 -11.287 22.915 -6.182 -1.308 -0.143 CDY THZ 24 00Q NEY NEY N 0 1 N N N 11.282 -12.258 23.747 -6.350 -2.725 -0.474 NEY THZ 25 00Q CGY CGY C 0 1 N N N 12.931 -11.898 22.043 -4.713 -0.915 -0.313 CGY THZ 26 00Q NH1 NH1 N 0 1 N N N 10.185 -10.781 25.048 -8.622 -2.597 -0.024 NH1 THZ 27 00Q NH2 NH2 N 0 1 N N N 9.708 -13.096 25.175 -7.752 -4.636 -0.705 NH2 THZ 28 00Q CZY CZY C 0 1 N N N 10.445 -12.077 24.737 -7.593 -3.306 -0.394 CZY THZ 29 00Q S1 S1 S 0 1 Y N N 14.913 -12.501 16.611 -0.416 3.223 1.213 S1 THZ 30 00Q N11 N11 N 0 1 Y N N 16.841 -10.809 17.195 -0.870 2.937 -1.209 N11 THZ 31 00Q C17 C17 C 0 1 Y N N 15.631 -11.090 17.490 -1.465 2.849 -0.080 C17 THZ 32 00Q C21 C21 C 0 1 Y N N 17.256 -11.545 16.111 0.429 3.293 -1.209 C21 THZ 33 00Q C31 C31 C 0 1 Y N N 18.418 -11.246 15.359 1.316 3.464 -2.291 C31 THZ 34 00Q C41 C41 C 0 1 Y N N 18.701 -11.985 14.228 2.608 3.834 -2.072 C41 THZ 35 00Q C51 C51 C 0 1 Y N N 17.834 -13.061 13.824 3.077 4.048 -0.783 C51 THZ 36 00Q C61 C61 C 0 1 Y N N 16.548 -13.115 14.368 2.234 3.888 0.293 C61 THZ 37 00Q C71 C71 C 0 1 Y N N 16.237 -12.276 15.461 0.908 3.511 0.088 C71 THZ 38 00Q HN HN H 0 1 N N N 16.039 -17.612 23.753 4.185 -1.756 -2.159 H DPN 39 00Q HNA HNA H 0 1 N N N 15.313 -16.153 23.857 2.789 -2.658 -2.113 H2 DPN 40 00Q HA HA H 0 1 N N N 18.104 -16.579 22.832 3.575 -0.572 -0.183 HA DPN 41 00Q HB HB H 0 1 N N N 17.105 -15.235 25.364 3.631 -2.505 1.421 HB2 DPN 42 00Q HBA HBA H 0 1 N N N 17.680 -16.946 25.294 3.381 -3.608 0.047 HB3 DPN 43 00Q HD1 HD1 H 0 1 N N N 19.960 -17.116 23.815 5.120 -3.932 -1.618 HD1 DPN 44 00Q HD2 HD2 H 0 1 N N N 18.704 -13.778 26.218 5.720 -1.296 1.680 HD2 DPN 45 00Q HE1 HE1 H 0 1 N N N 22.327 -16.338 23.946 7.536 -3.889 -2.092 HE1 DPN 46 00Q HE2 HE2 H 0 1 N N N 21.108 -13.113 26.531 8.137 -1.257 1.209 HE2 DPN 47 00Q HZ HZ H 0 1 N N N 22.919 -14.390 25.398 9.045 -2.553 -0.677 HZ DPN 48 00Q HAX HAX H 0 1 N N N 17.742 -12.076 21.731 -0.530 -1.734 1.769 HA PRO 49 00Q HBX HBX H 0 1 N N N 18.554 -12.847 19.102 -0.889 0.740 2.993 HB2 PRO 50 00Q HBXA HBXA H 0 0 N N N 19.467 -11.921 20.338 -0.043 -0.636 3.775 HB3 PRO 51 00Q HGX HGX H 0 1 N N N 19.978 -14.581 19.404 1.175 1.723 2.231 HG2 PRO 52 00Q H17 H17 H 0 1 N N N 20.816 -13.699 20.716 1.696 1.030 3.804 HG3 PRO 53 00Q HDX HDX H 0 1 N N N 19.866 -15.113 22.223 2.572 -0.961 2.771 HD2 PRO 54 00Q H12 H12 H 0 1 N N N 18.941 -15.918 20.925 2.993 0.280 1.552 HD3 PRO 55 00Q HNH1 HNH1 H 0 0 N N N 9.383 -10.691 25.638 -9.499 -3.007 0.033 HNH1 THZ 56 00Q HY HY H 0 1 N Y N 14.464 -9.641 19.229 -3.242 2.716 1.095 HY THZ 57 00Q HNY HNY H 0 1 N N N 16.161 -11.019 20.871 -2.651 -0.085 1.666 HNY THZ 58 00Q HOY HOY H 0 1 N N N 13.382 -9.912 17.357 -3.470 2.993 -1.786 HOY THZ 59 00Q HAY HAY H 0 1 N N N 14.020 -12.567 19.704 -2.738 0.704 -1.145 HAY THZ 60 00Q HBY HBY H 0 1 N N N 13.887 -10.090 21.477 -4.841 0.735 1.066 HBY THZ 61 00Q HBYA HBYA H 0 0 N N N 12.487 -10.579 20.441 -5.153 1.169 -0.632 HBYA THZ 62 00Q HDY HDY H 0 1 N N N 11.146 -10.811 22.285 -6.798 -0.703 -0.808 HDY THZ 63 00Q HDYA HDYA H 0 0 N N N 12.398 -10.535 23.554 -6.486 -1.137 0.890 HDYA THZ 64 00Q HNEY HNEY H 0 0 N N N 11.512 -13.210 23.546 -5.585 -3.253 -0.749 HNEY THZ 65 00Q HGY HGY H 0 1 N N N 12.502 -12.787 21.559 -4.408 -1.086 -1.345 HGY THZ 66 00Q HGYA HGYA H 0 0 N N N 13.799 -12.186 22.654 -4.096 -1.520 0.353 HGYA THZ 67 00Q HNH2 HNH2 H 0 0 N N N 8.918 -12.925 25.764 -6.986 -5.164 -0.980 HNH2 THZ 68 00Q HNHA HNHA H 0 0 N N N 9.944 -14.032 24.915 -8.629 -5.046 -0.648 HNHA THZ 69 00Q H31 H31 H 0 1 N N N 19.076 -10.447 15.667 0.968 3.301 -3.300 H31 THZ 70 00Q H41 H41 H 0 1 N N N 19.579 -11.754 13.642 3.276 3.961 -2.911 H41 THZ 71 00Q H51 H51 H 0 1 N N N 18.169 -13.807 13.119 4.104 4.341 -0.625 H51 THZ 72 00Q H61 H61 H 0 1 N N N 15.806 -13.786 13.960 2.599 4.054 1.295 H61 THZ 73 # # 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 00Q CX NY SING N N 1 00Q CX CAX SING N N 2 00Q NX C SING N N 3 00Q OX CX DOUB N N 4 00Q CY CAY SING N N 5 00Q OY CY SING N N 6 00Q CAX NX SING N N 7 00Q CAY NY SING N N 8 00Q CAY CBY SING N N 9 00Q CBX CAX SING N N 10 00Q CBX CGX SING N N 11 00Q CBY CGY SING N N 12 00Q CDX NX SING N N 13 00Q CDY NEY SING N N 14 00Q NEY CZY SING N N 15 00Q CGX CDX SING N N 16 00Q CGY CDY SING N N 17 00Q NH1 HNH1 SING N N 18 00Q CZY NH1 DOUB N N 19 00Q CZY NH2 SING N N 20 00Q C O DOUB N N 21 00Q C CA SING N N 22 00Q N CA SING N N 23 00Q S1 C17 SING Y N 24 00Q CA CB SING N N 25 00Q CB CG SING N N 26 00Q CG CD2 SING Y N 27 00Q CZ CE2 SING Y N 28 00Q N11 C17 DOUB Y N 29 00Q C17 CY SING N N 30 00Q C21 N11 SING Y N 31 00Q C31 C21 SING Y N 32 00Q C41 C31 DOUB Y N 33 00Q C51 C41 SING Y N 34 00Q C51 C61 DOUB Y N 35 00Q C61 C71 SING Y N 36 00Q C71 S1 SING Y N 37 00Q C71 C21 DOUB Y N 38 00Q CD1 CG DOUB Y N 39 00Q CD1 CE1 SING Y N 40 00Q CD2 CE2 DOUB Y N 41 00Q CE1 CZ DOUB Y N 42 00Q CY HY SING N N 43 00Q NY HNY SING N N 44 00Q OY HOY SING N N 45 00Q CAX HAX SING N N 46 00Q CAY HAY SING N N 47 00Q CBX HBX SING N N 48 00Q CBX HBXA SING N N 49 00Q CBY HBY SING N N 50 00Q CBY HBYA SING N N 51 00Q CDX HDX SING N N 52 00Q CDX H12 SING N N 53 00Q CDY HDY SING N N 54 00Q CDY HDYA SING N N 55 00Q NEY HNEY SING N N 56 00Q CGX HGX SING N N 57 00Q CGX H17 SING N N 58 00Q CGY HGY SING N N 59 00Q CGY HGYA SING N N 60 00Q NH2 HNH2 SING N N 61 00Q NH2 HNHA SING N N 62 00Q N HN SING N N 63 00Q N HNA SING N N 64 00Q CA HA SING N N 65 00Q CB HB SING N N 66 00Q CB HBA SING N N 67 00Q CZ HZ SING N N 68 00Q C31 H31 SING N N 69 00Q C41 H41 SING N N 70 00Q C51 H51 SING N N 71 00Q C61 H61 SING N N 72 00Q CD1 HD1 SING N N 73 00Q CD2 HD2 SING N N 74 00Q CE1 HE1 SING N N 75 00Q CE2 HE2 SING N N 76 # # 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 00Q SMILES ACDLabs 12.01 "O=C(N1CCCC1C(=O)NC(CCCNC(=[N@H])N)C(O)c2nc3ccccc3s2)C(N)Cc4ccccc4" 00Q InChI InChI 1.03 "InChI=1S/C27H35N7O3S/c28-18(16-17-8-2-1-3-9-17)26(37)34-15-7-12-21(34)24(36)32-20(11-6-14-31-27(29)30)23(35)25-33-19-10-4-5-13-22(19)38-25/h1-5,8-10,13,18,20-21,23,35H,6-7,11-12,14-16,28H2,(H,32,36)(H4,29,30,31)/t18-,20+,21+,23+/m1/s1" 00Q InChIKey InChI 1.03 FOIAKHMJUJAMDU-ANZJIFDASA-N 00Q SMILES_CANONICAL CACTVS 3.385 "N[C@H](Cc1ccccc1)C(=O)N2CCC[C@H]2C(=O)N[C@@H](CCCNC(N)=N)[C@H](O)c3sc4ccccc4n3" 00Q SMILES CACTVS 3.385 "N[CH](Cc1ccccc1)C(=O)N2CCC[CH]2C(=O)N[CH](CCCNC(N)=N)[CH](O)c3sc4ccccc4n3" 00Q SMILES_CANONICAL "OpenEye OEToolkits" 1.7.5 "[H]/N=C(\N)/NCCC[C@@H]([C@@H](c1nc2ccccc2s1)O)NC(=O)[C@@H]3CCCN3C(=O)[C@@H](Cc4ccccc4)N" 00Q SMILES "OpenEye OEToolkits" 1.7.5 "c1ccc(cc1)CC(C(=O)N2CCCC2C(=O)NC(CCCNC(=N)N)C(c3nc4ccccc4s3)O)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 00Q "SYSTEMATIC NAME" ACDLabs 12.01 "D-phenylalanyl-N-[(1S,2S)-1-(1,3-benzothiazol-2-yl)-5-carbamimidamido-1-hydroxypentan-2-yl]-L-prolinamide" 00Q "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "(2S)-1-[(2R)-2-azanyl-3-phenyl-propanoyl]-N-[(1S,2S)-1-(1,3-benzothiazol-2-yl)-5-carbamimidamido-1-hydroxy-pentan-2-yl]pyrrolidine-2-carboxamide" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 00Q "Create component" 2010-10-28 RCSB 00Q "Other modification" 2010-11-15 RCSB 00Q "Modify aromatic_flag" 2011-06-04 RCSB 00Q "Modify descriptor" 2011-06-04 RCSB 00Q "Modify descriptor" 2012-01-05 RCSB 00Q "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 00Q _pdbx_chem_comp_synonyms.name RWJ-30353 _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##