# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Apr 27 07:07:04 2020
#   Inital geometry file: a 147 line input string
#   Ligand name: N-acetyl-L-alanyl-5-[5-(hydroxymethyl)-1H-imidazol-2-yl]-L-norvalyl-L-valinamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(C)[C@H](NC(=O)[C@H](CCCc1[nH]c(CO)cn1)NC(=O)[C@H](C)NC(C)=O)C(N)=O
#
data_comp_list
loop_
_chem_comp.id
_chem_comp.three_letter_code
_chem_comp.name
_chem_comp.group
_chem_comp.number_atoms_all
_chem_comp.number_atoms_nh
_chem_comp.desc_level
_chem_comp.initial_date
_chem_comp.modified_date
_chem_comp.source
 OK4  OK4  N-acetyl-L-alanyl-5-[5-(hydroxymethyl)-1H-imidazol-2-yl]-L-norvalyl-L-valinamide  peptide  62  30  .  2022-09-22  2022-09-22
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT (side chain)
;

data_comp_OK4
loop_
_chem_comp_atom.comp_id
_chem_comp_atom.atom_id
_chem_comp_atom.type_symbol
_chem_comp_atom.type_energy
_chem_comp_atom.charge
_chem_comp_atom.partial_charge
_chem_comp_atom.x
_chem_comp_atom.y
_chem_comp_atom.z
 OK4  C25  C  C     0   0.526  -0.1598   5.8300   0.3483
 OK4  O26  O  O     0  -0.508  -1.0946   5.9868  -0.4267
 OK4  C27  C  CH3   0  -0.776   0.2238   6.8818   1.3589
 OK4  N24  N  NH1   0  -0.626   0.5820   4.7107   0.3805
 OK4  C22  C  CH1   0  -0.213   0.3819   3.5962  -0.5104
 OK4  C20  C  C     0   0.570   0.8223   2.3244   0.2011
 OK4  O21  O  O     0  -0.485   1.6791   2.3318   1.0721
 OK4  C23  C  CH3   0  -0.644   1.1758   3.7507  -1.8103
 OK4  C11  C  CH2   0  -0.535  -2.4371  -2.2939  -0.5002
 OK4  C14  C  CR5   0   0.252  -6.0633  -2.1891  -0.2359
 OK4  C12  C  CR5   0   0.456  -3.8640  -2.2384  -0.0720
 OK4  C15  C  CR15  0  -0.261  -5.6699  -2.1267   1.0699
 OK4  C06  C  C     0   0.573   2.1500  -0.2957  -0.2841
 OK4  O07  O  O     0  -0.481   2.5749   0.2129  -1.3071
 OK4  C08  C  CH1   0  -0.200   0.7085  -0.0957   0.1833
 OK4  C09  C  CH2   0  -0.464  -0.1673  -1.1996  -0.4113
 OK4  N13  N  NR15  0  -0.652  -4.8970  -2.2580  -0.9459
 OK4  N16  N  N     0  -0.461  -4.3027  -2.1569   1.1584
 OK4  O18  O  OH1   0  -0.665  -8.3502  -1.8122   0.0864
 OK4  N19  N  NH1   0  -0.640   0.2323   1.1998  -0.2262
 OK4  N05  N  NH1   0  -0.637   2.8852  -1.1038   0.4945
 OK4  C04  C  CH1   0  -0.173   4.1801  -1.5670   0.0795
 OK4  C28  C  C     0   0.518   4.0468  -2.4950  -1.1327
 OK4  O29  O  O     0  -0.476   3.0060  -3.0727  -1.3968
 OK4  C02  C  CH1   0  -0.278   4.9267  -2.2615   1.2335
 OK4  C01  C  CH3   0  -0.648   5.1433  -1.2954   2.3944
 OK4  C03  C  CH3   0  -0.663   4.2573  -3.5513   1.7015
 OK4  N30  N  NH2   0  -0.803   5.1768  -2.6352  -1.8396
 OK4  H29  H  HCH3  0   0.268  -0.5637   6.9640   2.1090
 OK4  H30  H  HCH3  0   0.249   1.1613   6.6720   1.8704
 OK4  H31  H  HCH3  0   0.264   0.3051   7.8493   0.8655
 OK4  H28  H  HNH1  0   0.398   1.3625   4.6511   1.0157
 OK4  H24  H  HCH1  0   0.278  -0.6818   3.5297  -0.7473
 OK4  H25  H  HCH3  0   0.249   0.8448   4.6419  -2.3411
 OK4  H26  H  HCH3  0   0.235   2.2413   3.8482  -1.6016
 OK4  H27  H  HCH3  0   0.238   1.0352   2.8923  -2.4663
 OK4  H1   H  HCH2  0   0.253  -2.3857  -2.3032  -1.5918
 OK4  H2   H  HCH2  0   0.256  -1.9937  -3.2359  -0.1642
 OK4  H5   H  HCH2  0   0.215  -7.4044  -1.5316  -1.7480
 OK4  H6   H  HCH2  0   0.224  -7.6199  -3.2080  -1.2675
 OK4  H7   H  HCR5  0   0.245  -6.2939  -2.0593   1.9474
 OK4  H17  H  HCH1  0   0.276   0.6654  -0.1670   1.2753
 OK4  H18  H  HCH2  0   0.257   0.2585  -2.1628  -0.1200
 OK4  H19  H  HCH2  0   0.246  -0.1097  -1.1559  -1.5037
 OK4  H20  H  HNR5  0   0.412  -4.8159  -2.3067  -1.9498
 OK4  H22  H  HOH1  0   0.462  -9.2269  -1.9684  -0.2755
 OK4  H23  H  HNH1  0   0.409  -0.4183   1.2507  -0.9946
 OK4  H16  H  HNH1  0   0.399   2.4444  -1.5405   1.2879
 OK4  H15  H  HCH1  0   0.280   4.7777  -0.7001  -0.2205
 OK4  H11  H  HCH1  0   0.251   5.9113  -2.5262   0.8371
 OK4  H10  H  HCH3  0   0.233   5.6426  -0.3828   2.0656
 OK4  H8   H  HCH3  0   0.222   4.2033  -1.0084   2.8685
 OK4  H9   H  HCH3  0   0.237   5.7675  -1.7580   3.1596
 OK4  H12  H  HCH3  0   0.242   4.8433  -3.9976   2.5051
 OK4  H13  H  HCH3  0   0.219   3.2535  -3.3844   2.0985
 OK4  H14  H  HCH3  0   0.240   4.1799  -4.2920   0.9060
 OK4  H32  H  HNH2  0   0.408   6.0037  -2.1021  -1.6305
 OK4  H33  H  HNH2  0   0.402   5.2089  -3.2400  -2.6441
 OK4  C10  C  CH2   0  -0.422  -1.6185  -1.1258   0.0462
 OK4  C17  C  CH2   0  -0.223  -7.4064  -2.2034  -0.8782
 OK4  H3   H  HCH2  0   0.237  -2.0769  -0.1884  -0.2791
 OK4  H4   H  HCH2  0   0.237  -1.6639  -1.1322   1.1379

loop_
_chem_comp_bond.comp_id
_chem_comp_bond.atom_id_1
_chem_comp_bond.atom_id_2
_chem_comp_bond.type
_chem_comp_bond.value_dist
_chem_comp_bond.value_dist_esd
_chem_comp_bond.value_dist_neutron
 OK4  C11  C12  single    1.491  0.020  1.491
 OK4  C11  C10  single    1.527  0.020  1.527
 OK4  C14  C17  single    1.489  0.020  1.489
 OK4  C14  N13  aromatic  1.367  0.020  1.367
 OK4  C14  C15  aromatic  1.365  0.020  1.365
 OK4  C10  C09  single    1.523  0.020  1.523
 OK4  C12  N13  aromatic  1.353  0.020  1.353
 OK4  C12  N16  aromatic  1.309  0.020  1.309
 OK4  C17  O18  single    1.405  0.020  1.405
 OK4  C15  N16  aromatic  1.370  0.020  1.370
 OK4  C01  C02  single    1.526  0.020  1.526
 OK4  C02  C04  single    1.540  0.020  1.540
 OK4  C02  C03  single    1.527  0.020  1.527
 OK4  C04  C28  single    1.532  0.020  1.532
 OK4  C04  N05  single    1.436  0.020  1.436
 OK4  N05  C06  single    1.342  0.020  1.342
 OK4  C06  O07  double    1.219  0.020  1.219
 OK4  C06  C08  single    1.529  0.020  1.529
 OK4  C08  N19  single    1.440  0.020  1.440
 OK4  C08  C09  single    1.529  0.020  1.529
 OK4  N19  C20  single    1.340  0.020  1.340
 OK4  C20  O21  double    1.222  0.020  1.222
 OK4  C20  C22  single    1.522  0.020  1.522
 OK4  C22  C23  single    1.531  0.020  1.531
 OK4  C22  N24  single    1.441  0.020  1.441
 OK4  N24  C25  single    1.343  0.020  1.343
 OK4  C25  O26  double    1.224  0.020  1.224
 OK4  C25  C27  single    1.508  0.020  1.508
 OK4  C28  N30  single    1.340  0.020  1.340
 OK4  C28  O29  double    1.219  0.020  1.219
 OK4  C11  H1   single    0.970  0.020  1.090
 OK4  C11  H2   single    0.970  0.020  1.090
 OK4  C10  H3   single    0.970  0.020  1.090
 OK4  C10  H4   single    0.970  0.020  1.090
 OK4  C17  H5   single    0.970  0.020  1.090
 OK4  C17  H6   single    0.970  0.020  1.090
 OK4  C15  H7   single    0.930  0.020  1.080
 OK4  C01  H8   single    0.970  0.020  1.090
 OK4  C01  H9   single    0.970  0.020  1.090
 OK4  C01  H10  single    0.970  0.020  1.090
 OK4  C02  H11  single    0.970  0.020  1.090
 OK4  C03  H12  single    0.970  0.020  1.090
 OK4  C03  H13  single    0.970  0.020  1.090
 OK4  C03  H14  single    0.970  0.020  1.090
 OK4  C04  H15  single    0.970  0.020  1.090
 OK4  N05  H16  single    0.860  0.020  1.020
 OK4  C08  H17  single    0.970  0.020  1.090
 OK4  C09  H18  single    0.970  0.020  1.090
 OK4  C09  H19  single    0.970  0.020  1.090
 OK4  N13  H20  single    0.860  0.020  1.020
 OK4  O18  H22  single    0.850  0.020  0.980
 OK4  N19  H23  single    0.860  0.020  1.020
 OK4  C22  H24  single    0.970  0.020  1.090
 OK4  C23  H25  single    0.970  0.020  1.090
 OK4  C23  H26  single    0.970  0.020  1.090
 OK4  C23  H27  single    0.970  0.020  1.090
 OK4  N24  H28  single    0.860  0.020  1.020
 OK4  C27  H29  single    0.970  0.020  1.090
 OK4  C27  H30  single    0.970  0.020  1.090
 OK4  C27  H31  single    0.970  0.020  1.090
 OK4  N30  H32  single    0.860  0.020  1.020
 OK4  N30  H33  single    0.860  0.020  1.020

loop_
_chem_comp_angle.comp_id
_chem_comp_angle.atom_id_1
_chem_comp_angle.atom_id_2
_chem_comp_angle.atom_id_3
_chem_comp_angle.value_angle
_chem_comp_angle.value_angle_esd
 OK4  N24  C25  C27  115.12  3.000
 OK4  C27  C25  O26  121.94  3.000
 OK4  N24  C25  O26  122.93  3.000
 OK4  H31  C27  H30  108.65  3.000
 OK4  H31  C27  H29  107.37  3.000
 OK4  H30  C27  H29  108.25  3.000
 OK4  H31  C27  C25  109.57  3.000
 OK4  H30  C27  C25  113.55  3.000
 OK4  H29  C27  C25  109.25  3.000
 OK4  H28  N24  C22  116.84  3.000
 OK4  H28  N24  C25  119.47  3.000
 OK4  C22  N24  C25  123.58  3.000
 OK4  H24  C22  C23  109.10  3.000
 OK4  H24  C22  C20  109.41  3.000
 OK4  C23  C22  C20  109.34  3.000
 OK4  H24  C22  N24  108.46  3.000
 OK4  C23  C22  N24  112.02  3.000
 OK4  C20  C22  N24  108.49  3.000
 OK4  N19  C20  O21  122.77  3.000
 OK4  O21  C20  C22  122.07  3.000
 OK4  N19  C20  C22  115.13  3.000
 OK4  H27  C23  H26  108.17  3.000
 OK4  H27  C23  H25  108.19  3.000
 OK4  H26  C23  H25  108.50  3.000
 OK4  H27  C23  C22  111.40  3.000
 OK4  H26  C23  C22  110.69  3.000
 OK4  H25  C23  C22  109.81  3.000
 OK4  H2   C11  H1   106.28  3.000
 OK4  H2   C11  C12  109.37  3.000
 OK4  H1   C11  C12  109.41  3.000
 OK4  H2   C11  C10  109.35  3.000
 OK4  H1   C11  C10  109.79  3.000
 OK4  C12  C11  C10  112.44  3.000
 OK4  N13  C14  C15  104.67  3.000
 OK4  C15  C14  C17  132.30  3.000
 OK4  N13  C14  C17  123.03  3.000
 OK4  N16  C12  N13  110.61  3.000
 OK4  N16  C12  C11  126.39  3.000
 OK4  N13  C12  C11  123.00  3.000
 OK4  H7   C15  N16  121.73  3.000
 OK4  H7   C15  C14  127.89  3.000
 OK4  N16  C15  C14  110.38  3.000
 OK4  N05  C06  C08  114.72  3.000
 OK4  C08  C06  O07  122.06  3.000
 OK4  N05  C06  O07  123.19  3.000
 OK4  H17  C08  N19  109.22  3.000
 OK4  H17  C08  C09  108.55  3.000
 OK4  N19  C08  C09  110.45  3.000
 OK4  H17  C08  C06  109.48  3.000
 OK4  C09  C08  C06  109.07  3.000
 OK4  N19  C08  C06  110.04  3.000
 OK4  H19  C09  H18  106.30  3.000
 OK4  H19  C09  C08  109.21  3.000
 OK4  H18  C09  C08  108.02  3.000
 OK4  H19  C09  C10  110.36  3.000
 OK4  H18  C09  C10  109.50  3.000
 OK4  C08  C09  C10  113.19  3.000
 OK4  H20  N13  C12  125.61  3.000
 OK4  H20  N13  C14  126.02  3.000
 OK4  C12  N13  C14  108.37  3.000
 OK4  C15  N16  C12  105.97  3.000
 OK4  H22  O18  C17  107.99  3.000
 OK4  H23  N19  C08  118.41  3.000
 OK4  H23  N19  C20  119.00  3.000
 OK4  C08  N19  C20  121.25  3.000
 OK4  H16  N05  C04  118.84  3.000
 OK4  H16  N05  C06  118.58  3.000
 OK4  C04  N05  C06  121.37  3.000
 OK4  H15  C04  C02  107.33  3.000
 OK4  H15  C04  C28  108.08  3.000
 OK4  C02  C04  C28  111.21  3.000
 OK4  H15  C04  N05  108.41  3.000
 OK4  C28  C04  N05  110.20  3.000
 OK4  C02  C04  N05  111.46  3.000
 OK4  N30  C28  O29  123.77  3.000
 OK4  O29  C28  C04  122.17  3.000
 OK4  N30  C28  C04  114.03  3.000
 OK4  H11  C02  C03  107.53  3.000
 OK4  H11  C02  C01  107.53  3.000
 OK4  C03  C02  C01  111.34  3.000
 OK4  H11  C02  C04  105.90  3.000
 OK4  C03  C02  C04  113.46  3.000
 OK4  C01  C02  C04  110.70  3.000
 OK4  H9   C01  H8   107.45  3.000
 OK4  H9   C01  H10  107.71  3.000
 OK4  H8   C01  H10  107.77  3.000
 OK4  H10  C01  C02  111.42  3.000
 OK4  H9   C01  C02  110.28  3.000
 OK4  H8   C01  C02  112.01  3.000
 OK4  H14  C03  H13  107.70  3.000
 OK4  H14  C03  H12  107.34  3.000
 OK4  H13  C03  H12  106.77  3.000
 OK4  H14  C03  C02  112.44  3.000
 OK4  H13  C03  C02  112.66  3.000
 OK4  H12  C03  C02  109.64  3.000
 OK4  H33  N30  H32  117.27  3.000
 OK4  H33  N30  C28  120.73  3.000
 OK4  H32  N30  C28  121.87  3.000
 OK4  H4   C10  H3   106.56  3.000
 OK4  H4   C10  C09  109.84  3.000
 OK4  H3   C10  C09  110.59  3.000
 OK4  H4   C10  C11  109.31  3.000
 OK4  H3   C10  C11  108.94  3.000
 OK4  C09  C10  C11  111.47  3.000
 OK4  H6   C17  H5   106.20  3.000
 OK4  H6   C17  O18  111.56  3.000
 OK4  H5   C17  O18  111.98  3.000
 OK4  H6   C17  C14  109.69  3.000
 OK4  H5   C17  C14  109.50  3.000
 OK4  O18  C17  C14  107.89  3.000

loop_
_chem_comp_tor.comp_id
_chem_comp_tor.id
_chem_comp_tor.atom_id_1
_chem_comp_tor.atom_id_2
_chem_comp_tor.atom_id_3
_chem_comp_tor.atom_id_4
_chem_comp_tor.value_angle
_chem_comp_tor.value_angle_esd
_chem_comp_tor.period
 OK4  CONST_01  N16  C12  N13  C14     0.00   0.0  0
 OK4  CONST_02  C12  N16  C15  C14     0.00   0.0  0
 OK4  CONST_03  C15  C14  N13  C12     0.00   0.0  0
 OK4  CONST_04  N13  C12  N16  C15     0.00   0.0  0
 OK4  CONST_05  N16  C15  C14  N13     0.00   0.0  0
 OK4  CONST_06  C14  N13  C12  C11   180.00   0.0  0
 OK4  CONST_07  C15  N16  C12  C11   180.00   0.0  0
 OK4  CONST_08  C17  C14  N13  C12   180.00   0.0  0
 OK4  CONST_09  N16  C15  C14  C17   180.00   0.0  0
 OK4  CONST_10  H7   C15  N16  C12   180.00   0.0  0
 OK4  CONST_11  H20  N13  C14  C15   180.00   0.0  0
 OK4  CONST_12  C22  N24  C25  O26     0.00   0.0  0
 OK4  CONST_13  C22  N24  C25  C27   180.00   0.0  0
 OK4  CONST_14  C08  N19  C20  C22   180.00   0.0  0
 OK4  CONST_15  C08  N19  C20  O21     0.00   0.0  0
 OK4  CONST_16  C04  N05  C06  O07     0.00   0.0  0
 OK4  CONST_17  C04  N05  C06  C08   180.00   0.0  0
 OK4  CONST_18  H28  N24  C25  O26   180.00   0.0  0
 OK4  CONST_19  H23  N19  C20  C22     0.00   0.0  0
 OK4  CONST_20  H16  N05  C06  O07   180.00   0.0  0
 OK4  CONST_21  H32  N30  C28  C04     0.00   0.0  0
 OK4  CONST_22  H33  N30  C28  C04   180.00   0.0  0
 OK4  Var_01    N13  C12  C11  C10   124.88  30.0  2
 OK4  Var_02    O18  C17  C14  C15    14.16  30.0  2
 OK4  Var_03    C09  C10  C11  C12  -179.65  30.0  3
 OK4  Var_04    C08  C09  C10  C11  -176.46  30.0  3
 OK4  Var_05    H29  C27  C25  O26    68.00  30.0  3
 OK4  Var_06    H8   C01  C02  C04    66.69  30.0  3
 OK4  Var_07    H12  C03  C02  C04   179.09  30.0  3

loop_
_chem_comp_chir.comp_id
_chem_comp_chir.id
_chem_comp_chir.atom_id_centre
_chem_comp_chir.atom_id_1
_chem_comp_chir.atom_id_2
_chem_comp_chir.atom_id_3
_chem_comp_chir.volume_sign
 OK4  chir_01  C22  C20  C23  N24  positiv
 OK4  chir_02  C08  N19  C09  C06  negativ
 OK4  chir_03  C04  N05  C02  C28  negativ

loop_
_chem_comp_plane_atom.comp_id
_chem_comp_plane_atom.plane_id
_chem_comp_plane_atom.atom_id
_chem_comp_plane_atom.dist_esd
 OK4  plan-1  C11  0.020
 OK4  plan-1  C14  0.020
 OK4  plan-1  C12  0.020
 OK4  plan-1  C15  0.020
 OK4  plan-1  N13  0.020
 OK4  plan-1  N16  0.020
 OK4  plan-1  H7   0.020
 OK4  plan-1  H20  0.020
 OK4  plan-1  C17  0.020
 OK4  plan-2  C25  0.020
 OK4  plan-2  O26  0.020
 OK4  plan-2  C27  0.020
 OK4  plan-2  N24  0.020
 OK4  plan-2  C22  0.020
 OK4  plan-2  H28  0.020
 OK4  plan-3  C22  0.020
 OK4  plan-3  C20  0.020
 OK4  plan-3  O21  0.020
 OK4  plan-3  C08  0.020
 OK4  plan-3  N19  0.020
 OK4  plan-3  H23  0.020
 OK4  plan-4  C06  0.020
 OK4  plan-4  O07  0.020
 OK4  plan-4  C08  0.020
 OK4  plan-4  N05  0.020
 OK4  plan-4  C04  0.020
 OK4  plan-4  H16  0.020
 OK4  plan-5  C04  0.020
 OK4  plan-5  C28  0.020
 OK4  plan-5  O29  0.020
 OK4  plan-5  N30  0.020
 OK4  plan-5  H32  0.020
 OK4  plan-5  H33  0.020

