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                                  NON-POLYMER 
_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                    2008-10-14 
_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        ? 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        1NZQ 
_chem_comp.pdbx_subcomponent_list                ? 
_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 N    N    N 0 1 N N N 10.196 21.216 24.368 1.351  -2.457 7.845  N    162 1  
162 C    C    C 0 1 N N N 11.081 22.181 24.060 0.719  -1.336 8.069  C    162 2  
162 N1   N1   N 0 1 N N N 11.032 23.355 24.701 0.676  -0.812 9.345  N1   162 3  
162 C1   C1   C 0 1 Y N N 12.094 21.970 23.009 0.051  -0.633 6.962  C1   162 4  
162 N2   N2   N 0 1 Y N N 12.535 20.759 22.482 -0.543 0.604  7.030  N2   162 5  
162 C2   C2   C 0 1 N N N 12.089 19.401 22.855 -0.616 1.453  8.221  C2   162 6  
162 C3   C3   C 0 1 Y N N 13.467 21.024 21.543 -1.046 0.910  5.806  C3   162 7  
162 C4   C4   C 0 1 Y N N 12.782 22.966 22.370 -0.094 -1.096 5.686  C4   162 8  
162 C5   C5   C 0 1 Y N N 13.641 22.361 21.452 -0.785 -0.115 4.963  C5   162 9  
162 C6   C6   C 0 1 N N N 14.604 23.075 20.523 -1.168 -0.189 3.507  C6   162 10 
162 N3   N3   N 0 1 N N N 16.009 22.831 20.963 -0.092 0.377  2.690  N3   162 11 
162 C7   C7   C 0 1 N N N 16.694 21.707 20.595 -0.214 0.417  1.349  C7   162 12 
162 O    O    O 0 1 N N N 16.171 20.850 19.890 -1.255 0.070  0.822  O    162 13 
162 C8   C8   C 0 1 Y N N 18.107 21.490 21.088 0.905  0.880  0.524  C8   162 14 
162 C9   C9   C 0 1 Y N N 19.089 21.531 19.941 2.133  1.271  0.977  C9   162 15 
162 C10  C10  C 0 1 Y N N 19.760 20.408 19.876 2.897  1.633  -0.139 C10  162 16 
162 C11  C11  C 0 1 Y N N 19.313 19.472 20.970 2.134  1.459  -1.241 C11  162 17 
162 N4   N4   N 0 1 Y N N 18.197 20.137 21.697 0.912  0.992  -0.854 N4   162 18 
162 C12  C12  C 0 1 N N N 17.413 19.627 22.703 -0.115 0.698  -1.674 C12  162 19 
162 O1   O1   O 0 1 N N N 16.532 20.312 23.187 -1.193 0.406  -1.211 O1   162 20 
162 C13  C13  C 0 1 N N R 17.608 18.219 23.229 0.077  0.734  -3.168 C13  162 21 
162 C14  C14  C 0 1 N N N 18.222 18.251 24.653 0.648  -0.603 -3.641 C14  162 22 
162 C15  C15  C 0 1 N N N 19.610 18.904 24.651 0.834  -0.570 -5.159 C15  162 23 
162 C16  C16  C 0 1 N N N 19.892 19.532 26.030 1.905  0.461  -5.520 C16  162 24 
162 C17  C17  C 0 1 N N N 21.273 20.240 26.015 2.091  0.494  -7.038 C17  162 25 
162 C18  C18  C 0 1 N N N 22.394 19.237 25.642 2.529  -0.887 -7.528 C18  162 26 
162 C19  C19  C 0 1 N N N 22.083 18.547 24.287 1.459  -1.919 -7.167 C19  162 27 
162 C20  C20  C 0 1 N N N 20.697 17.853 24.333 1.273  -1.952 -5.649 C20  162 28 
162 N5   N5   N 0 1 N N N 16.278 17.578 23.261 -1.214 0.974  -3.824 N5   162 29 
162 C21  C21  C 0 1 N N N 16.376 16.125 23.435 -1.962 -0.288 -3.757 C21  162 30 
162 C22  C22  C 0 1 N N N 14.979 15.568 23.511 -3.199 -0.184 -4.612 C22  162 31 
162 O2   O2   O 0 1 N N N 14.807 14.390 23.785 -4.040 -1.226 -4.704 O2   162 32 
162 O3   O3   O 0 1 N N N 14.016 16.295 23.297 -3.433 0.835  -5.215 O3   162 33 
162 H    H    H 0 1 N N N 9.226  21.431 24.134 1.791  -2.920 8.574  H    162 34 
162 H11A 1H1  H 0 0 N N N 11.703 24.086 24.467 1.267  -1.159 10.032 H11A 162 35 
162 H12  2H1  H 0 1 N N N 11.080 23.178 25.704 0.056  -0.096 9.555  H12  162 36 
162 H21  1H2  H 0 1 N N N 12.442 18.431 22.433 -1.461 1.144  8.836  H21  162 37 
162 H22  2H2  H 0 1 N N N 12.232 19.324 23.958 0.305  1.354  8.795  H22  162 38 
162 H23  3H2  H 0 1 N N N 10.980 19.400 22.736 -0.747 2.492  7.919  H23  162 39 
162 H3   H3   H 0 1 N N N 14.001 20.267 20.944 -1.568 1.819  5.549  H3   162 40 
162 H4   H4   H 0 1 N N N 12.666 24.046 22.558 0.260  -2.042 5.303  H4   162 41 
162 H61  1H6  H 0 1 N N N 14.444 22.792 19.456 -1.328 -1.229 3.226  H61  162 42 
162 H62  2H6  H 0 1 N N N 14.374 24.162 20.438 -2.084 0.377  3.344  H62  162 43 
162 HN3  HN3  H 0 1 N N N 16.535 23.474 21.553 0.708  0.722  3.115  HN3  162 44 
162 H9   H9   H 0 1 N N N 19.300 22.323 19.204 2.456  1.298  2.008  H9   162 45 
162 H10  H10  H 0 1 N N N 20.520 20.280 19.087 3.917  1.990  -0.123 H10  162 46 
162 H11  H11  H 0 1 N N N 19.729 18.476 21.198 2.441  1.652  -2.258 H11  162 47 
162 H13  H13  H 0 1 N N N 18.307 17.649 22.574 0.770  1.536  -3.425 H13  162 48 
162 H141 1H14 H 0 0 N N N 17.538 18.746 25.381 1.611  -0.777 -3.160 H141 162 49 
162 H142 2H14 H 0 0 N N N 18.250 17.233 25.108 -0.039 -1.406 -3.376 H142 162 50 
162 H15  H15  H 0 1 N N N 19.630 19.697 23.867 -0.107 -0.298 -5.635 H15  162 51 
162 H161 1H16 H 0 0 N N N 19.073 20.217 26.353 1.592  1.445  -5.171 H161 162 52 
162 H162 2H16 H 0 0 N N N 19.813 18.785 26.854 2.847  0.189  -5.044 H162 162 53 
162 H171 1H17 H 0 0 N N N 21.274 21.131 25.344 1.148  0.766  -7.514 H171 162 54 
162 H172 2H17 H 0 0 N N N 21.484 20.757 26.980 2.853  1.229  -7.295 H172 162 55 
162 H181 1H18 H 0 0 N N N 23.398 19.721 25.638 2.662  -0.864 -8.610 H181 162 56 
162 H182 2H18 H 0 0 N N N 22.570 18.493 26.453 3.471  -1.159 -7.052 H182 162 57 
162 H191 1H19 H 0 0 N N N 22.161 19.259 23.432 0.517  -1.647 -7.643 H191 162 58 
162 H192 2H19 H 0 0 N N N 22.890 17.838 23.988 1.771  -2.903 -7.516 H192 162 59 
162 H201 1H20 H 0 0 N N N 20.677 16.995 25.045 2.215  -2.224 -5.173 H201 162 60 
162 H202 2H20 H 0 0 N N N 20.476 17.286 23.398 0.511  -2.687 -5.392 H202 162 61 
162 H5   H5   H 0 1 N N N 15.731 17.816 22.433 -1.713 1.637  -3.249 H5   162 62 
162 H211 1H21 H 0 0 N N N 16.991 15.637 22.643 -1.335 -1.101 -4.123 H211 162 63 
162 H212 2H21 H 0 0 N N N 17.002 15.837 24.311 -2.249 -0.486 -2.725 H212 162 64 
162 HO2  HO2  H 0 1 N N N 13.925 14.038 23.832 -4.834 -1.160 -5.253 HO2  162 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              10.04 O=C(c2cccn2C(=O)C(NCC(=O)O)CC1CCCCC1)NCc3cc(C(=[N@H])N)n(c3)C 
162 InChI            InChI                1.02b 
InChI=1/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/f/h24,27,30H,25H2 
162 InChIKey         InChI                1.02b NWTFRWIXCVUIDS-YWWSMLIVDT 
162 SMILES_CANONICAL CACTVS               3.341 Cn1cc(CNC(=O)c2cccn2C(=O)[C@@H](CC3CCCCC3)NCC(O)=O)cc1C(N)=N 
162 SMILES           CACTVS               3.341 Cn1cc(CNC(=O)c2cccn2C(=O)[CH](CC3CCCCC3)NCC(O)=O)cc1C(N)=N 
162 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 Cn1cc(cc1C(=N)N)CNC(=O)c2cccn2C(=O)[C@@H](CC3CCCCC3)NCC(=O)O 
162 SMILES           "OpenEye OEToolkits" 1.5.0 Cn1cc(cc1C(=N)N)CNC(=O)c2cccn2C(=O)C(CC3CCCCC3)NCC(=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 
162 "SYSTEMATIC NAME" ACDLabs              10.04 N-[(1R)-2-(2-{[(5-carbamimidoyl-1-methyl-1H-pyrrol-3-yl)methyl]carbamoyl}-1H-pyrrol-1-yl)-1-(cyclohexylmethyl)-2-oxoethyl]glycine      
162 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "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" 
# 
