data_JKU
# 
_chem_comp.id                                    JKU 
_chem_comp.name                                  "(2S)-2-[[(2S)-2-[2-[(2-azanyl-4-oxidanylidene-3H-pteridin-7-yl)carbonylamino]ethanoylamino]-3-phenyl-propanoyl]amino]-5-(phenylmethoxycarbonylamino)pentanoic acid" 
_chem_comp.type                                  peptide-like 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C31 H33 N9 O8" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2022-08-18 
_chem_comp.pdbx_modified_date                    2022-11-11 
_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                        659.649 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     JKU 
_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        7Y4K 
_chem_comp.pdbx_subcomponent_list                "JP2 GLY PHE JKC" 
_chem_comp.pdbx_processing_site                  PDBJ 
# 
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 
JKU C2  C28 C 0 1 N N N -8.640  -3.090 -0.130 -7.391  3.943  1.242  C1   JP2 1  
JKU N2  N7  N 0 1 N N N -9.740  -2.360 -0.280 -7.046  4.778  2.273  N1   JP2 2  
JKU O4  O8  O 0 1 N N N -7.680  -6.410 0.660  -10.028 3.511  -0.978 O1   JP2 3  
JKU C4  C29 C 0 1 N N N -7.570  -5.210 0.410  -8.966  3.345  -0.408 C2   JP2 4  
JKU N3  N8  N 0 1 N N N -8.740  -4.460 0.200  -8.585  4.145  0.615  N2   JP2 5  
JKU C4A C30 C 0 1 Y N N -6.320  -4.580 0.300  -8.040  2.270  -0.813 C3   JP2 6  
JKU N1  N6  N 0 1 N N N -7.430  -2.510 -0.240 -6.555  2.992  0.904  N3   JP2 7  
JKU OBU O7  O 0 1 N N N -2.190  -2.130 1.200  -5.587  -1.477 -2.729 O3   JP2 8  
JKU C8A C27 C 0 1 Y N N -6.290  -3.210 -0.040 -6.823  2.138  -0.102 C4   JP2 9  
JKU N8  N5  N 0 1 Y N N -5.100  -2.570 -0.110 -5.968  1.175  -0.439 N4   JP2 10 
JKU C7  C26 C 0 1 Y N N -3.920  -3.190 0.140  -6.268  0.353  -1.436 C5   JP2 11 
JKU N5  N9  N 0 1 Y N N -5.150  -5.230 0.550  -8.327  1.442  -1.807 N5   JP2 12 
JKU C6  C31 C 0 1 Y N N -3.910  -4.550 0.490  -7.473  0.491  -2.133 C6   JP2 13 
JKU CBH C25 C 0 1 N N N -2.740  -2.440 0.150  -5.317  -0.721 -1.816 C7   JP2 14 
JKU NBG N4  N 0 1 N N N -2.300  -2.120 -1.080 -4.154  -0.859 -1.149 N    GLY 15 
JKU CBF C24 C 0 1 N N N -1.190  -1.190 -1.360 -3.216  -1.920 -1.524 CA   GLY 16 
JKU CBE C23 C 0 1 N N N 0.150   -1.600 -0.740 -2.004  -1.857 -0.630 C    GLY 17 
JKU OBV O6  O 0 1 N N N 0.900   -2.370 -1.340 -1.932  -1.010 0.235  O    GLY 18 
JKU NBD N3  N 0 1 N N N 0.390   -1.040 0.460  -1.001  -2.743 -0.792 N    PHE 19 
JKU CAV C15 C 0 1 N N S 1.640   -1.160 1.230  0.177   -2.682 0.077  CA   PHE 20 
JKU CAB C14 C 0 1 N N N 2.820   -0.550 0.450  1.357   -3.296 -0.633 C    PHE 21 
JKU OAA O5  O 0 1 N N N 3.060   0.650  0.600  1.226   -3.740 -1.753 O    PHE 22 
JKU CAW C16 C 0 1 N N N 1.780   -2.470 2.020  -0.101  -3.455 1.367  CB   PHE 23 
JKU CAX C17 C 0 1 Y N N 2.590   -3.480 1.500  -1.200  -2.769 2.137  CG   PHE 24 
JKU CAY C18 C 0 1 Y N N 3.920   -3.600 1.970  -2.519  -3.118 1.918  CD1  PHE 25 
JKU CBC C22 C 0 1 Y N N 2.060   -4.450 0.610  -0.888  -1.795 3.067  CD2  PHE 26 
JKU CAZ C19 C 0 1 Y N N 4.720   -4.690 1.550  -3.527  -2.488 2.623  CE1  PHE 27 
JKU CBB C21 C 0 1 Y N N 2.860   -5.530 0.190  -1.896  -1.170 3.778  CE2  PHE 28 
JKU CBA C20 C 0 1 Y N N 4.180   -5.640 0.660  -3.216  -1.510 3.549  CZ   PHE 29 
JKU CAM C1  C 0 1 Y N N 9.700   5.520  -0.290 9.138   4.776  -1.222 C7   JKC 30 
JKU CAN C2  C 0 1 Y N N 10.400  6.540  0.390  9.040   6.105  -1.592 C6   JKC 31 
JKU CAO C3  C 0 1 Y N N 11.810  6.540  0.400  8.426   7.013  -0.750 C5   JKC 32 
JKU CAP C4  C 0 1 Y N N 12.540  5.540  -0.280 7.909   6.593  0.461  C4   JKC 33 
JKU CAQ C5  C 0 1 Y N N 11.850  4.520  -0.970 8.007   5.265  0.831  C3   JKC 34 
JKU CAL C6  C 0 1 Y N N 10.430  4.520  -0.970 8.616   4.355  -0.013 C2   JKC 35 
JKU CAK C7  C 0 1 N N N 9.740   3.520  -1.680 8.723   2.907  0.390  C1   JKC 36 
JKU OAJ O1  O 0 1 N N N 9.690   2.290  -0.940 7.552   2.187  -0.076 O2   JKC 37 
JKU CAI C8  C 0 1 N N N 8.590   2.050  -0.150 7.491   0.872  0.204  CZ   JKC 38 
JKU OAR O2  O 0 1 N N N 7.760   2.930  0.100  8.392   0.340  0.822  O1   JKC 39 
JKU NAH N1  N 0 1 N N N 8.440   0.820  0.370  6.430   0.145  -0.200 NE   JKC 40 
JKU CAG C9  C 0 1 N N N 7.320   0.430  1.260  6.364   -1.287 0.105  CD   JKC 41 
JKU CAF C10 C 0 1 N N N 6.410   -0.610 0.600  5.068   -1.870 -0.462 CG   JKC 42 
JKU CB  C11 C 0 1 N N N 5.700   -0.010 -0.620 4.999   -3.364 -0.144 CB   JKC 43 
JKU CA  C12 C 0 1 N N S 4.630   -0.930 -1.240 3.703   -3.947 -0.711 CA   JKC 44 
JKU C   C13 C 0 1 N N N 5.310   -2.150 -1.880 3.692   -5.440 -0.506 C    JKC 45 
JKU O   O3  O 0 1 N N N 5.750   -2.000 -3.030 2.816   -5.953 0.150  O    JKC 46 
JKU OXT O4  O 0 1 N N N 5.490   -3.150 -1.150 4.655   -6.200 -1.050 OXT  JKC 47 
JKU N   N2  N 0 1 N N N 3.550   -1.370 -0.340 2.556   -3.351 -0.021 N    JKC 48 
JKU H30 H30 H 0 1 N N N -9.668  -1.382 -0.474 -7.646  5.492  2.540  HN1  JP2 49 
JKU H31 H31 H 0 1 N N N -10.640 -2.789 -0.199 -6.203  4.655  2.736  HN1A JP2 50 
JKU H33 H33 H 0 1 N N N -2.984  -5.062 0.707  -7.706  -0.184 -2.943 H6   JP2 51 
JKU H32 H32 H 0 1 N N N -9.637  -4.893 0.284  -9.165  4.866  0.904  H32  JP2 52 
JKU H29 H29 H 0 1 N N N -2.759  -2.543 -1.861 -3.939  -0.256 -0.420 H    GLY 53 
JKU H27 H27 H 0 1 N N N -1.060  -1.128 -2.451 -3.700  -2.890 -1.412 HA2  GLY 54 
JKU H28 H28 H 0 1 N N N -1.463  -0.200 -0.966 -2.910  -1.784 -2.561 HA3  GLY 55 
JKU H26 H26 H 0 1 N N N -0.344  -0.495 0.864  -1.059  -3.420 -1.484 H    PHE 56 
JKU H18 H18 H 0 1 N N N 1.495   -0.424 2.034  0.398   -1.642 0.317  HA   PHE 57 
JKU H19 H19 H 0 1 N N N 2.182   -2.210 3.011  -0.408  -4.472 1.123  HB2  PHE 58 
JKU H20 H20 H 0 1 N N N 0.770   -2.890 2.133  0.804   -3.485 1.975  HB3  PHE 59 
JKU H21 H21 H 0 1 N N N 4.323   -2.862 2.647  -2.762  -3.882 1.194  HD1  PHE 60 
JKU H25 H25 H 0 1 N N N 1.044   -4.360 0.255  0.143   -1.523 3.239  HD2  PHE 61 
JKU H22 H22 H 0 1 N N N 5.734   -4.792 1.908  -4.558  -2.760 2.451  HE1  PHE 62 
JKU H24 H24 H 0 1 N N N 2.462   -6.269 -0.489 -1.652  -0.409 4.505  HE2  PHE 63 
JKU H23 H23 H 0 1 N N N 4.792   -6.468 0.333  -4.003  -1.022 4.104  HZ   PHE 64 
JKU H1  H1  H 0 1 N N N 8.620   5.504  -0.290 9.618   4.067  -1.879 H1   JKC 65 
JKU H2  H2  H 0 1 N N N 9.856   7.320  0.902  9.444   6.433  -2.538 H2   JKC 66 
JKU H3  H3  H 0 1 N N N 12.339  7.315  0.935  8.349   8.051  -1.039 H3   JKC 67 
JKU H4  H4  H 0 1 N N N 13.620  5.556  -0.272 7.429   7.303  1.119  H4   JKC 68 
JKU H5  H5  H 0 1 N N N 12.396  3.748  -1.492 7.599   4.936  1.776  H5   JKC 69 
JKU H6  H6  H 0 1 N N N 8.713   3.863  -1.874 9.618   2.471  -0.054 H6   JKC 70 
JKU H7  H7  H 0 1 N N N 10.253  3.341  -2.636 8.785   2.836  1.476  H7   JKC 71 
JKU H8  H8  H 0 1 N N N 9.124   0.127  0.143  5.711   0.569  -0.693 H8   JKC 72 
JKU H9  H9  H 0 1 N N N 7.732   0.006  2.187  7.218   -1.794 -0.345 H9   JKC 73 
JKU H10 H10 H 0 1 N N N 6.726   1.324  1.498  6.385   -1.429 1.185  H10  JKC 74 
JKU H11 H11 H 0 1 N N N 5.657   -0.945 1.328  4.214   -1.362 -0.013 H11  JKC 75 
JKU H12 H12 H 0 1 N N N 7.017   -1.469 0.279  5.048   -1.727 -1.543 H12  JKC 76 
JKU H13 H13 H 0 1 N N N 6.457   0.207  -1.388 5.853   -3.872 -0.593 H13  JKC 77 
JKU H14 H14 H 0 1 N N N 5.213   0.927  -0.311 5.019   -3.507 0.937  H14  JKC 78 
JKU H15 H15 H 0 1 N N N 4.164   -0.363 -2.059 3.641   -3.727 -1.777 H15  JKC 79 
JKU H16 H16 H 0 1 N N N 6.021   -3.788 -1.612 4.605   -7.153 -0.891 HXT  JKC 80 
JKU H17 H17 H 0 1 N N N 3.341   -2.347 -0.311 2.661   -2.995 0.875  H17  JKC 81 
# 
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 
JKU O   C   DOUB N N 1  
JKU C   CA  SING N N 2  
JKU C   OXT SING N N 3  
JKU CAK CAL SING N N 4  
JKU CAK OAJ SING N N 5  
JKU CBF NBG SING N N 6  
JKU CBF CBE SING N N 7  
JKU OBV CBE DOUB N N 8  
JKU CA  CB  SING N N 9  
JKU CA  N   SING N N 10 
JKU NBG CBH SING N N 11 
JKU CAQ CAL DOUB Y N 12 
JKU CAQ CAP SING Y N 13 
JKU CAL CAM SING Y N 14 
JKU OAJ CAI SING N N 15 
JKU CBE NBD SING N N 16 
JKU CB  CAF SING N N 17 
JKU N   CAB SING N N 18 
JKU CAM CAN DOUB Y N 19 
JKU CAP CAO DOUB Y N 20 
JKU N2  C2  SING N N 21 
JKU N1  C2  DOUB N N 22 
JKU N1  C8A SING N N 23 
JKU CAI OAR DOUB N N 24 
JKU CAI NAH SING N N 25 
JKU C2  N3  SING N N 26 
JKU N8  C8A DOUB Y N 27 
JKU N8  C7  SING Y N 28 
JKU C8A C4A SING Y N 29 
JKU C7  CBH SING N N 30 
JKU C7  C6  DOUB Y N 31 
JKU CBH OBU DOUB N N 32 
JKU CBB CBC DOUB Y N 33 
JKU CBB CBA SING Y N 34 
JKU N3  C4  SING N N 35 
JKU C4A C4  SING N N 36 
JKU C4A N5  DOUB Y N 37 
JKU NAH CAG SING N N 38 
JKU CAN CAO SING Y N 39 
JKU C4  O4  DOUB N N 40 
JKU CAB OAA DOUB N N 41 
JKU CAB CAV SING N N 42 
JKU NBD CAV SING N N 43 
JKU C6  N5  SING Y N 44 
JKU CAF CAG SING N N 45 
JKU CBC CAX SING Y N 46 
JKU CBA CAZ DOUB Y N 47 
JKU CAV CAW SING N N 48 
JKU CAX CAY DOUB Y N 49 
JKU CAX CAW SING N N 50 
JKU CAZ CAY SING Y N 51 
JKU CAM H1  SING N N 52 
JKU CAN H2  SING N N 53 
JKU CAO H3  SING N N 54 
JKU CAP H4  SING N N 55 
JKU CAQ H5  SING N N 56 
JKU CAK H6  SING N N 57 
JKU CAK H7  SING N N 58 
JKU NAH H8  SING N N 59 
JKU CAG H9  SING N N 60 
JKU CAG H10 SING N N 61 
JKU CAF H11 SING N N 62 
JKU CAF H12 SING N N 63 
JKU CB  H13 SING N N 64 
JKU CB  H14 SING N N 65 
JKU CA  H15 SING N N 66 
JKU OXT H16 SING N N 67 
JKU N   H17 SING N N 68 
JKU CAV H18 SING N N 69 
JKU CAW H19 SING N N 70 
JKU CAW H20 SING N N 71 
JKU CAY H21 SING N N 72 
JKU CAZ H22 SING N N 73 
JKU CBA H23 SING N N 74 
JKU CBB H24 SING N N 75 
JKU CBC H25 SING N N 76 
JKU NBD H26 SING N N 77 
JKU CBF H27 SING N N 78 
JKU CBF H28 SING N N 79 
JKU NBG H29 SING N N 80 
JKU N2  H30 SING N N 81 
JKU N2  H31 SING N N 82 
JKU N3  H32 SING N N 83 
JKU C6  H33 SING N N 84 
# 
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 
JKU InChI            InChI                1.06  "InChI=1S/C31H33N9O8/c32-30-39-25-24(28(44)40-30)34-15-22(37-25)26(42)35-16-23(41)36-21(14-18-8-3-1-4-9-18)27(43)38-20(29(45)46)12-7-13-33-31(47)48-17-19-10-5-2-6-11-19/h1-6,8-11,15,20-21H,7,12-14,16-17H2,(H,33,47)(H,35,42)(H,36,41)(H,38,43)(H,45,46)(H3,32,37,39,40,44)/t20-,21-/m0/s1" 
JKU InChIKey         InChI                1.06  QOJLCYQYXRRJPT-SFTDATJTSA-N                                                                                                                                                                                                                                                                   
JKU SMILES_CANONICAL CACTVS               3.385 "NC1=Nc2nc(cnc2C(=O)N1)C(=O)NCC(=O)N[C@@H](Cc3ccccc3)C(=O)N[C@@H](CCCNC(=O)OCc4ccccc4)C(O)=O"                                                                                                                                                                                                 
JKU SMILES           CACTVS               3.385 "NC1=Nc2nc(cnc2C(=O)N1)C(=O)NCC(=O)N[CH](Cc3ccccc3)C(=O)N[CH](CCCNC(=O)OCc4ccccc4)C(O)=O"                                                                                                                                                                                                     
JKU SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "c1ccc(cc1)C[C@@H](C(=O)N[C@@H](CCCNC(=O)OCc2ccccc2)C(=O)O)NC(=O)CNC(=O)c3cnc4c(n3)N=C(NC4=O)N"                                                                                                                                                                                               
JKU SMILES           "OpenEye OEToolkits" 2.0.7 "c1ccc(cc1)CC(C(=O)NC(CCCNC(=O)OCc2ccccc2)C(=O)O)NC(=O)CNC(=O)c3cnc4c(n3)N=C(NC4=O)N"                                                                                                                                                                                                         
# 
_pdbx_chem_comp_identifier.comp_id           JKU 
_pdbx_chem_comp_identifier.type              "SYSTEMATIC NAME" 
_pdbx_chem_comp_identifier.program           "OpenEye OEToolkits" 
_pdbx_chem_comp_identifier.program_version   2.0.7 
_pdbx_chem_comp_identifier.identifier        "(2~{S})-2-[[(2~{S})-2-[2-[(2-azanyl-4-oxidanylidene-3~{H}-pteridin-7-yl)carbonylamino]ethanoylamino]-3-phenyl-propanoyl]amino]-5-(phenylmethoxycarbonylamino)pentanoic 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 
JKU "Create component" 2022-08-18 PDBJ 
JKU "Initial release"  2022-11-16 RCSB 
# 
