data_RWJ # _chem_comp.id RWJ _chem_comp.name "CYCLOPENTANECARBOXYLIC ACID [1-(BENZOTHIAZOLE-2-CARBONYL)-4-GUANIDINO-BUTYL]-AMIDE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C19 H25 N5 O2 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms RWJ-51084 _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 1999-07-08 _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 387.499 _chem_comp.one_letter_code ? _chem_comp.three_letter_code RWJ _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details ? _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 1QCP _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 RWJ C51 C51 C 0 1 N N N 42.578 24.540 50.140 2.971 -0.606 2.852 C51 RWJ 1 RWJ C52 C52 C 0 1 N N N 42.460 25.990 49.907 3.659 0.614 3.489 C52 RWJ 2 RWJ C53 C53 C 0 1 N N N 40.983 26.277 49.788 3.276 0.606 4.983 C53 RWJ 3 RWJ C54 C54 C 0 1 N N N 40.230 24.939 49.982 2.922 -0.873 5.276 C54 RWJ 4 RWJ C55 C55 C 0 1 N N N 41.272 23.856 50.158 2.194 -1.313 3.981 C55 RWJ 5 RWJ CP CP C 0 1 N N N 43.796 23.801 49.631 2.020 -0.157 1.773 CP RWJ 6 RWJ OP OP O 0 1 N N N 44.900 24.340 49.602 1.895 1.023 1.527 OP RWJ 7 RWJ N N N 0 1 N N N 43.602 22.554 49.214 1.307 -1.068 1.081 N RWJ 8 RWJ CA CA C 0 1 N N S 44.694 21.691 48.743 0.382 -0.632 0.032 CA RWJ 9 RWJ CB CB C 0 1 N N N 44.667 20.412 49.581 -0.680 0.285 0.640 CB RWJ 10 RWJ CG CG C 0 1 N N N 45.569 20.312 50.781 -1.454 -0.475 1.718 CG RWJ 11 RWJ CD CD C 0 1 N N N 45.357 18.944 51.440 -2.518 0.441 2.325 CD RWJ 12 RWJ NE NE N 0 1 N N N 45.797 18.951 52.832 -3.259 -0.287 3.358 NE RWJ 13 RWJ CZ CZ C 0 1 N N N 45.873 17.883 53.623 -4.271 0.337 4.047 CZ RWJ 14 RWJ NH1 NH1 N 0 1 N N N 45.536 16.680 53.182 -4.572 1.577 3.782 NH1 RWJ 15 RWJ NH2 NH2 N 0 1 N N N 46.308 18.028 54.868 -4.967 -0.346 5.016 NH2 RWJ 16 RWJ O O O 0 1 N N N 45.472 20.411 46.857 2.142 0.740 -0.734 O RWJ 17 RWJ N5 N5 N 0 1 Y N N 43.392 23.109 45.786 -0.364 -0.525 -2.936 N5 RWJ 18 RWJ C5 C5 C 0 1 Y N N 44.507 22.584 46.394 0.679 0.092 -2.424 C5 RWJ 19 RWJ S5 S5 S 0 1 Y N N 45.890 23.558 46.155 1.390 0.885 -3.860 S5 RWJ 20 RWJ C61 C61 C 0 1 Y N N 43.608 24.281 45.128 -0.679 -0.460 -4.232 C61 RWJ 21 RWJ C62 C62 C 0 1 Y N N 44.970 24.722 45.210 0.194 0.312 -5.041 C62 RWJ 22 RWJ C63 C63 C 0 1 Y N N 45.360 25.896 44.578 0.004 0.467 -6.394 C63 RWJ 23 RWJ C64 C64 C 0 1 Y N N 44.436 26.654 43.857 -1.072 -0.145 -7.003 C64 RWJ 24 RWJ C65 C65 C 0 1 Y N N 43.103 26.243 43.775 -1.946 -0.908 -6.237 C65 RWJ 25 RWJ C66 C66 C 0 1 Y N N 42.695 25.058 44.411 -1.772 -1.070 -4.901 C66 RWJ 26 RWJ C C C 0 1 N N N 44.471 21.324 47.276 1.144 0.117 -1.029 C RWJ 27 RWJ H511 1H51 H 0 0 N N N 42.929 24.470 51.195 3.719 -1.280 2.433 H511 RWJ 28 RWJ H521 1H52 H 0 0 N N N 42.971 26.607 50.682 4.741 0.531 3.380 H521 RWJ 29 RWJ H522 2H52 H 0 0 N N N 43.053 26.349 49.034 3.305 1.530 3.017 H522 RWJ 30 RWJ H531 1H53 H 0 0 N N N 40.638 27.074 50.486 4.120 0.924 5.595 H531 RWJ 31 RWJ H532 2H53 H 0 0 N N N 40.716 26.791 48.835 2.413 1.247 5.159 H532 RWJ 32 RWJ H541 1H54 H 0 0 N N N 39.490 24.972 50.816 3.825 -1.463 5.432 H541 RWJ 33 RWJ H542 2H54 H 0 0 N N N 39.509 24.721 49.159 2.257 -0.947 6.137 H542 RWJ 34 RWJ H551 1H55 H 0 0 N N N 41.190 23.034 49.408 1.156 -0.981 3.996 H551 RWJ 35 RWJ H552 2H55 H 0 0 N N N 41.111 23.228 51.065 2.248 -2.395 3.862 H552 RWJ 36 RWJ H1N 1NH H 0 1 N N N 42.625 22.262 49.255 1.407 -2.013 1.278 H1N RWJ 37 RWJ HA1 1HA H 0 1 N N N 45.671 22.218 48.841 -0.099 -1.502 -0.411 HA1 RWJ 38 RWJ HB1 1HB H 0 1 N N N 43.617 20.213 49.901 -1.369 0.609 -0.140 HB1 RWJ 39 RWJ HB2 2HB H 0 1 N N N 44.858 19.539 48.913 -0.198 1.155 1.084 HB2 RWJ 40 RWJ HG1 1HG H 0 1 N N N 46.638 20.503 50.528 -0.766 -0.800 2.498 HG1 RWJ 41 RWJ HG2 2HG H 0 1 N N N 45.425 21.156 51.494 -1.936 -1.346 1.274 HG2 RWJ 42 RWJ HD1 1HD H 0 1 N N N 44.298 18.604 51.347 -3.206 0.766 1.545 HD1 RWJ 43 RWJ HD2 2HD H 0 1 N N N 45.849 18.129 50.859 -2.036 1.312 2.770 HD2 RWJ 44 RWJ HE1 1HE H 0 1 N N N 45.214 19.632 53.318 -3.035 -1.210 3.556 HE1 RWJ 45 RWJ HN11 1HN1 H 0 0 N N N 44.604 16.441 53.521 -4.082 2.059 3.098 HN11 RWJ 46 RWJ HN21 1HN2 H 0 0 N N N 46.366 17.209 55.474 -5.681 0.094 5.502 HN21 RWJ 47 RWJ HN22 2HN2 H 0 0 N N N 45.741 18.738 55.331 -4.746 -1.270 5.211 HN22 RWJ 48 RWJ H631 1H63 H 0 0 N N N 46.409 26.228 44.649 0.692 1.064 -6.975 H631 RWJ 49 RWJ H641 1H64 H 0 0 N N N 44.759 27.579 43.351 -1.234 -0.032 -8.065 H641 RWJ 50 RWJ H651 1H65 H 0 0 N N N 42.376 26.851 43.210 -2.787 -1.385 -6.719 H651 RWJ 51 RWJ H661 1H66 H 0 0 N N N 41.642 24.733 44.346 -2.473 -1.671 -4.340 H661 RWJ 52 # # 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 RWJ C51 C52 SING N N 1 RWJ C51 C55 SING N N 2 RWJ C51 CP SING N N 3 RWJ C51 H511 SING N N 4 RWJ C52 C53 SING N N 5 RWJ C52 H521 SING N N 6 RWJ C52 H522 SING N N 7 RWJ C53 C54 SING N N 8 RWJ C53 H531 SING N N 9 RWJ C53 H532 SING N N 10 RWJ C54 C55 SING N N 11 RWJ C54 H541 SING N N 12 RWJ C54 H542 SING N N 13 RWJ C55 H551 SING N N 14 RWJ C55 H552 SING N N 15 RWJ CP OP DOUB N N 16 RWJ CP N SING N N 17 RWJ N CA SING N N 18 RWJ N H1N SING N N 19 RWJ CA CB SING N N 20 RWJ CA C SING N N 21 RWJ CA HA1 SING N N 22 RWJ CB CG SING N N 23 RWJ CB HB1 SING N N 24 RWJ CB HB2 SING N N 25 RWJ CG CD SING N N 26 RWJ CG HG1 SING N N 27 RWJ CG HG2 SING N N 28 RWJ CD NE SING N N 29 RWJ CD HD1 SING N N 30 RWJ CD HD2 SING N N 31 RWJ NE CZ SING N N 32 RWJ NE HE1 SING N N 33 RWJ CZ NH1 DOUB N N 34 RWJ CZ NH2 SING N N 35 RWJ NH1 HN11 SING N N 36 RWJ NH2 HN21 SING N N 37 RWJ NH2 HN22 SING N N 38 RWJ O C DOUB N N 39 RWJ N5 C5 DOUB Y N 40 RWJ N5 C61 SING Y N 41 RWJ C5 S5 SING Y N 42 RWJ C5 C SING N N 43 RWJ S5 C62 SING Y N 44 RWJ C61 C62 DOUB Y N 45 RWJ C61 C66 SING Y N 46 RWJ C62 C63 SING Y N 47 RWJ C63 C64 DOUB Y N 48 RWJ C63 H631 SING N N 49 RWJ C64 C65 SING Y N 50 RWJ C64 H641 SING N N 51 RWJ C65 C66 DOUB Y N 52 RWJ C65 H651 SING N N 53 RWJ C66 H661 SING N N 54 # # 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 RWJ SMILES ACDLabs 10.04 "O=C(NC(C(=O)c1nc2ccccc2s1)CCCNC(=[N@H])N)C3CCCC3" RWJ SMILES_CANONICAL CACTVS 3.341 "NC(=N)NCCC[C@H](NC(=O)C1CCCC1)C(=O)c2sc3ccccc3n2" RWJ SMILES CACTVS 3.341 "NC(=N)NCCC[CH](NC(=O)C1CCCC1)C(=O)c2sc3ccccc3n2" RWJ SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1ccc2c(c1)nc(s2)C(=O)[C@H](CCCNC(=N)N)NC(=O)C3CCCC3" RWJ SMILES "OpenEye OEToolkits" 1.5.0 "c1ccc2c(c1)nc(s2)C(=O)C(CCCNC(=N)N)NC(=O)C3CCCC3" RWJ InChI InChI 1.03 "InChI=1S/C19H25N5O2S/c20-19(21)22-11-5-9-14(23-17(26)12-6-1-2-7-12)16(25)18-24-13-8-3-4-10-15(13)27-18/h3-4,8,10,12,14H,1-2,5-7,9,11H2,(H,23,26)(H4,20,21,22)/t14-/m0/s1" RWJ InChIKey InChI 1.03 NQABUEUFRXDDFI-AWEZNQCLSA-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 RWJ "SYSTEMATIC NAME" ACDLabs 10.04 "N-[(1S)-1-(1,3-benzothiazol-2-ylcarbonyl)-4-carbamimidamidobutyl]cyclopentanecarboxamide" RWJ "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "N-[(2S)-1-(1,3-benzothiazol-2-yl)-5-carbamimidamido-1-oxo-pentan-2-yl]cyclopentanecarboxamide" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site RWJ "Create component" 1999-07-08 EBI RWJ "Modify descriptor" 2011-06-04 RCSB RWJ "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id RWJ _pdbx_chem_comp_synonyms.name RWJ-51084 _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##