data_162 # _chem_comp.id 162 _chem_comp.name "(2-{2-[(5-CARBAMIMIDOYL-1-METHYL-1H-PYRROL-3-YLMETHYL)-CARBAMOYL]-PYRROL-1-YL} -1-CYCLOHEXYLMETHYL-2-OXO-ETHYLAMINO)-ACETIC ACID" _chem_comp.type peptide-like _chem_comp.pdbx_type HETAIN _chem_comp.formula "C23 H32 N6 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2003-03-18 _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 456.538 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 162 _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 1NZQ _chem_comp.pdbx_subcomponent_list "01N PYC 01O" _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 162 C12 C12 C 0 1 N N N 17.413 19.627 22.703 -1.700 -0.060 0.629 C 01N 1 162 O1 O1 O 0 1 N N N 16.532 20.312 23.187 -1.217 -1.146 0.412 O 01N 2 162 C13 C13 C 0 1 N N R 17.608 18.219 23.229 -3.197 0.099 0.691 CA 01N 3 162 C14 C14 C 0 1 N N N 18.222 18.251 24.653 -3.699 0.712 -0.618 CB 01N 4 162 C15 C15 C 0 1 N N N 19.610 18.904 24.651 -5.225 0.824 -0.578 CG 01N 5 162 C16 C16 C 0 1 N N N 19.892 19.532 26.030 -5.637 1.766 0.555 CD1 01N 6 162 C17 C17 C 0 1 N N N 21.273 20.240 26.015 -7.162 1.877 0.596 CE1 01N 7 162 C18 C18 C 0 1 N N N 22.394 19.237 25.642 -7.669 2.431 -0.737 CZ 01N 8 162 C19 C19 C 0 1 N N N 22.083 18.547 24.287 -7.257 1.490 -1.870 CE2 01N 9 162 C20 C20 C 0 1 N N N 20.697 17.853 24.333 -5.731 1.378 -1.911 CD2 01N 10 162 N5 N5 N 0 1 N N N 16.278 17.578 23.261 -3.822 -1.216 0.887 N 01N 11 162 C21 C21 C 0 1 N N N 16.376 16.125 23.435 -3.671 -2.054 -0.310 C1 01N 12 162 C22 C22 C 0 1 N N N 14.979 15.568 23.511 -4.310 -3.397 -0.067 C2 01N 13 162 O2 O2 O 0 1 N N N 14.807 14.390 23.785 -4.293 -4.333 -1.029 O21 01N 14 162 O3 O3 O 0 1 N N N 14.016 16.295 23.297 -4.838 -3.631 0.995 O22 01N 15 162 O O O 0 1 N N N 16.171 20.850 19.890 0.802 -1.156 -0.073 O7 PYC 16 162 C7 C7 C 0 1 N N N 16.694 21.707 20.595 1.315 -0.103 0.257 C1 PYC 17 162 C8 C8 C 0 1 Y N N 18.107 21.490 21.088 0.473 1.029 0.657 C2 PYC 18 162 C9 C9 C 0 1 Y N N 19.089 21.531 19.941 0.903 2.296 0.934 C3 PYC 19 162 C10 C10 C 0 1 Y N N 19.760 20.408 19.876 -0.224 3.057 1.273 C4 PYC 20 162 C11 C11 C 0 1 Y N N 19.313 19.472 20.970 -1.308 2.253 1.198 C5 PYC 21 162 N4 N4 N 0 1 Y N N 18.197 20.137 21.697 -0.900 1.009 0.816 N6 PYC 22 162 N N N 0 1 N N N 10.196 21.216 24.368 8.007 0.675 -2.627 N 01O 23 162 C C C 0 1 N N N 11.081 22.181 24.060 8.114 0.512 -1.336 C 01O 24 162 N1 N1 N 0 1 N N N 11.032 23.355 24.701 9.296 0.826 -0.696 N1 01O 25 162 C1 C1 C 0 1 Y N N 12.094 21.970 23.009 6.974 -0.006 -0.562 C1 01O 26 162 N2 N2 N 0 1 Y N N 12.535 20.759 22.482 6.981 -0.327 0.774 N2 01O 27 162 C2 C2 C 0 1 N N N 12.089 19.401 22.855 8.130 -0.212 1.675 C2 01O 28 162 C3 C3 C 0 1 Y N N 13.467 21.024 21.543 5.744 -0.769 1.120 C3 01O 29 162 C4 C4 C 0 1 Y N N 12.782 22.966 22.370 5.718 -0.247 -1.043 C4 01O 30 162 C5 C5 C 0 1 Y N N 13.641 22.361 21.452 4.951 -0.733 0.024 C5 01O 31 162 C6 C6 C 0 1 N N N 14.604 23.075 20.523 3.501 -1.138 -0.038 C6 01O 32 162 N3 N3 N 0 1 N N N 16.009 22.831 20.963 2.657 0.023 0.255 N3 01O 33 162 H13 H13 H 0 1 N N N 18.298 17.657 22.583 -3.459 0.754 1.522 H13 01N 34 162 H141 H141 H 0 0 N N N 17.559 18.830 25.312 -3.266 1.704 -0.745 H141 01N 35 162 H142 H142 H 0 0 N N N 18.316 17.219 25.022 -3.404 0.077 -1.454 H142 01N 36 162 H15 H15 H 0 1 N N N 19.631 19.686 23.878 -5.657 -0.162 -0.406 H15 01N 37 162 H161 H161 H 0 0 N N N 19.108 20.268 26.262 -5.276 1.371 1.505 H161 01N 38 162 H162 H162 H 0 0 N N N 19.896 18.742 26.796 -5.205 2.751 0.384 H162 01N 39 162 H171 H171 H 0 0 N N N 21.254 21.051 25.273 -7.594 0.891 0.768 H171 01N 40 162 H172 H172 H 0 0 N N N 21.477 20.653 27.014 -7.456 2.548 1.404 H172 01N 41 162 H181 H181 H 0 0 N N N 23.348 19.778 25.559 -8.756 2.511 -0.708 H181 01N 42 162 H182 H182 H 0 0 N N N 22.466 18.470 26.428 -7.237 3.417 -0.908 H182 01N 43 162 H191 H191 H 0 0 N N N 22.080 19.305 23.490 -7.689 0.504 -1.698 H191 01N 44 162 H192 H192 H 0 0 N N N 22.857 17.792 24.082 -7.618 1.884 -2.820 H192 01N 45 162 H201 H201 H 0 0 N N N 20.699 17.078 25.114 -5.299 2.364 -2.082 H201 01N 46 162 H202 H202 H 0 0 N N N 20.486 17.389 23.358 -5.438 0.707 -2.718 H202 01N 47 162 H5 H5 H 0 1 N N N 15.758 17.958 24.026 -3.446 -1.677 1.701 H5 01N 48 162 H211 H211 H 0 0 N N N 16.911 15.680 22.583 -4.155 -1.569 -1.157 H211 01N 49 162 H212 H212 H 0 0 N N N 16.923 15.894 24.361 -2.611 -2.190 -0.526 H212 01N 50 162 HO2 HO2 H 0 1 N N N 13.877 14.199 23.792 -4.716 -5.178 -0.826 HO2 01N 51 162 H9 H9 H 0 1 N N N 19.219 22.367 19.270 1.924 2.647 0.899 H31 PYC 52 162 H10 H10 H 0 1 N N N 20.523 20.185 19.145 -0.226 4.102 1.546 H41 PYC 53 162 H11 H11 H 0 1 N N N 19.726 18.498 21.187 -2.327 2.548 1.402 H61 PYC 54 162 H H H 0 1 N N N 10.327 20.396 23.811 7.176 0.454 -3.077 H 01O 55 162 H11A H11A H 0 0 N N N 11.679 24.080 24.466 10.100 0.988 -1.214 H11A 01O 56 162 H12 H12 H 0 1 N N N 10.348 23.507 25.415 9.323 0.886 0.272 H12 01O 57 162 H21 H21 H 0 1 N N N 12.632 18.658 22.253 8.198 0.809 2.049 H21 01O 58 162 H22 H22 H 0 1 N N N 12.294 19.228 23.922 8.005 -0.899 2.513 H22 01O 59 162 H23 H23 H 0 1 N N N 11.009 19.306 22.669 9.042 -0.462 1.134 H23 01O 60 162 H3 H3 H 0 1 N N N 13.991 20.284 20.956 5.443 -1.094 2.105 H3 01O 61 162 H4 H4 H 0 1 N N N 12.679 24.027 22.545 5.381 -0.094 -2.057 H4 01O 62 162 H61 H61 H 0 1 N N N 14.472 22.695 19.499 3.270 -1.513 -1.035 H61 01O 63 162 H62 H62 H 0 1 N N N 14.398 24.155 20.545 3.311 -1.920 0.697 H62 01O 64 162 HN3 HN3 H 0 1 N N N 16.462 23.508 21.543 3.063 0.882 0.448 HN3 01O 65 # 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 162 N C DOUB N N 1 162 N H SING N N 2 162 C N1 SING N N 3 162 C C1 SING N N 4 162 N1 H11A SING N N 5 162 N1 H12 SING N N 6 162 C1 N2 SING Y N 7 162 C1 C4 DOUB Y N 8 162 N2 C2 SING N N 9 162 N2 C3 SING Y N 10 162 C2 H21 SING N N 11 162 C2 H22 SING N N 12 162 C2 H23 SING N N 13 162 C3 C5 DOUB Y N 14 162 C3 H3 SING N N 15 162 C4 C5 SING Y N 16 162 C4 H4 SING N N 17 162 C5 C6 SING N N 18 162 C6 N3 SING N N 19 162 C6 H61 SING N N 20 162 C6 H62 SING N N 21 162 N3 C7 SING N N 22 162 N3 HN3 SING N N 23 162 C7 O DOUB N N 24 162 C7 C8 SING N N 25 162 C8 C9 DOUB Y N 26 162 C8 N4 SING Y N 27 162 C9 C10 SING Y N 28 162 C9 H9 SING N N 29 162 C10 C11 DOUB Y N 30 162 C10 H10 SING N N 31 162 C11 N4 SING Y N 32 162 C11 H11 SING N N 33 162 N4 C12 SING N N 34 162 C12 O1 DOUB N N 35 162 C12 C13 SING N N 36 162 C13 C14 SING N N 37 162 C13 N5 SING N N 38 162 C13 H13 SING N N 39 162 C14 C15 SING N N 40 162 C14 H141 SING N N 41 162 C14 H142 SING N N 42 162 C15 C16 SING N N 43 162 C15 C20 SING N N 44 162 C15 H15 SING N N 45 162 C16 C17 SING N N 46 162 C16 H161 SING N N 47 162 C16 H162 SING N N 48 162 C17 C18 SING N N 49 162 C17 H171 SING N N 50 162 C17 H172 SING N N 51 162 C18 C19 SING N N 52 162 C18 H181 SING N N 53 162 C18 H182 SING N N 54 162 C19 C20 SING N N 55 162 C19 H191 SING N N 56 162 C19 H192 SING N N 57 162 C20 H201 SING N N 58 162 C20 H202 SING N N 59 162 N5 C21 SING N N 60 162 N5 H5 SING N N 61 162 C21 C22 SING N N 62 162 C21 H211 SING N N 63 162 C21 H212 SING N N 64 162 C22 O2 SING N N 65 162 C22 O3 DOUB N N 66 162 O2 HO2 SING N N 67 # 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 162 SMILES ACDLabs 12.01 "O=C(c2cccn2C(=O)C(NCC(=O)O)CC1CCCCC1)NCc3cc(C(=[N@H])N)n(c3)C" 162 SMILES_CANONICAL CACTVS 3.370 "Cn1cc(CNC(=O)c2cccn2C(=O)[C@@H](CC3CCCCC3)NCC(O)=O)cc1C(N)=N" 162 SMILES CACTVS 3.370 "Cn1cc(CNC(=O)c2cccn2C(=O)[CH](CC3CCCCC3)NCC(O)=O)cc1C(N)=N" 162 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "Cn1cc(cc1C(=N)N)CNC(=O)c2cccn2C(=O)[C@@H](CC3CCCCC3)NCC(=O)O" 162 SMILES "OpenEye OEToolkits" 1.7.0 "Cn1cc(cc1C(=N)N)CNC(=O)c2cccn2C(=O)C(CC3CCCCC3)NCC(=O)O" 162 InChI InChI 1.03 "InChI=1S/C23H32N6O4/c1-28-14-16(11-19(28)21(24)25)12-27-22(32)18-8-5-9-29(18)23(33)17(26-13-20(30)31)10-15-6-3-2-4-7-15/h5,8-9,11,14-15,17,26H,2-4,6-7,10,12-13H2,1H3,(H3,24,25)(H,27,32)(H,30,31)/t17-/m1/s1" 162 InChIKey InChI 1.03 NWTFRWIXCVUIDS-QGZVFWFLSA-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 162 "SYSTEMATIC NAME" ACDLabs 12.01 "N-[(2R)-1-(2-{[(5-carbamimidoyl-1-methyl-1H-pyrrol-3-yl)methyl]carbamoyl}-1H-pyrrol-1-yl)-3-cyclohexyl-1-oxopropan-2-yl]glycine" 162 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "2-[[(2R)-1-[2-[(5-carbamimidoyl-1-methyl-pyrrol-3-yl)methylcarbamoyl]pyrrol-1-yl]-3-cyclohexyl-1-oxo-propan-2-yl]amino]ethanoic 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 162 "Create component" 2003-03-18 RCSB 162 "Modify subcomponent list" 2011-02-24 RCSB 162 "Modify descriptor" 2011-06-04 RCSB #