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 
# 
