# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon May  4 12:37:05 2020
#   Inital geometry file: a 140 line input string
#   Ligand name: 1-({2-[(1S)-1-aminoethyl]-1,3-oxazol-4-yl}carbonyl)-L-prolyl-L-tryptophan
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@H](N)c1occ(n1)C(=O)N2CCC[C@H]2C(=O)N[C@@H](Cc3c[nH]c4ccccc34)C(O)=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
 CO9  CO9  1-({2-[(1S)-1-aminoethyl]-1,3-oxazol-4-yl}carbonyl)-L-prolyl-L-tryptophan  ligand  57  32  .  2021-08-08  2021-08-08  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_CO9
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
 CO9  C1    C  CH3   0  -0.659   6.3401  -5.8811   1.1392
 CO9  N1    N  NH2   0  -0.768   5.7383  -4.0328   2.6128
 CO9  O1    O  O     0  -0.487   1.7924  -2.6562  -2.3835
 CO9  C2    C  CH1   0  -0.213   6.1196  -4.3740   1.2604
 CO9  N2    N  N     0  -0.430   3.9136  -3.5123   0.4317
 CO9  C3    C  CR5   0   0.490   5.1186  -3.9130   0.2393
 CO9  N3    N  NT    0  -0.476   1.1802  -2.4471  -0.2325
 CO9  C4    C  CR5   0  -0.009   3.4173  -3.2351  -0.8264
 CO9  N4    N  NH1   0  -0.634  -1.0753  -0.1718  -1.9118
 CO9  C5    C  C     0   0.518   2.0694  -2.7527  -1.1916
 CO9  N5    N  NR15  0  -0.685   2.4282  -0.2326  -4.4044
 CO9  O5    O  O     0  -0.400   5.4698  -3.9235  -1.0607
 CO9  C6    C  CH2   0  -0.245   1.3521  -2.4755   1.2224
 CO9  C7    C  CH2   0  -0.483   0.0717  -1.8383   1.7541
 CO9  C8    C  CH2   0  -0.461  -0.9533  -2.1092   0.6601
 CO9  C9    C  CH1   0  -0.237  -0.1325  -1.9818  -0.6290
 CO9  C10   C  C     0   0.604  -0.0806  -0.5231  -1.0755
 CO9  C11   C  CH1   0  -0.216  -1.2633   1.1627  -2.4081
 CO9  C12   C  CH2   0  -0.549  -0.8924   1.2747  -3.8955
 CO9  C13   C  CR5   0   0.009   0.5428   0.9362  -4.1023
 CO9  C14   C  CR15  0  -0.045   1.0649  -0.2889  -4.4004
 CO9  C15   C  CR56  0   0.353   2.8292   1.0284  -4.0763
 CO9  C16   C  CR16  0  -0.310   4.1070   1.5662  -3.9349
 CO9  C17   C  CR16  0  -0.288   4.2037   2.9008  -3.5862
 CO9  C18   C  CR16  0  -0.271   3.0572   3.6874  -3.3881
 CO9  C19   C  CR16  0  -0.380   1.7918   3.1502  -3.5333
 CO9  C20   C  CR56  0   0.048   1.6625   1.8015  -3.8802
 CO9  C21   C  C     0   0.564  -2.6656   1.6798  -2.1317
 CO9  C22   C  CR15  0   0.007   4.3868  -3.4940  -1.7351
 CO9  H11A  H  HCH3  0   0.239   6.6510  -6.1647   0.1346
 CO9  H12   H  HCH3  0   0.247   7.1157  -6.1951   1.8365
 CO9  H13   H  HCH3  0   0.232   5.4248  -6.4258   1.3776
 CO9  HN11  H  HNH2  0   0.353   5.6377  -3.0295   2.7038
 CO9  HN12  H  HNH2  0   0.346   4.8269  -4.4244   2.8198
 CO9  H2    H  HCH1  0   0.271   7.0668  -3.8723   1.0384
 CO9  HO3   H  HOH1  0   0.483  -4.0936   1.5122  -0.9116
 CO9  HN4   H  HNH1  0   0.400  -1.6597  -0.8997  -2.2935
 CO9  H61   H  HCH2  0   0.253   2.2418  -1.9315   1.5308
 CO9  H62   H  HCH2  0   0.240   1.4587  -3.5031   1.5728
 CO9  H71   H  HCH2  0   0.245   0.2080  -0.7658   1.8934
 CO9  H72   H  HCH2  0   0.255  -0.2171  -2.2616   2.7150
 CO9  H81   H  HCH2  0   0.258  -1.3410  -3.1267   0.7353
 CO9  H82   H  HCH2  0   0.260  -1.8041  -1.4282   0.6829
 CO9  H9    H  HCH1  0   0.285  -0.5409  -2.6068  -1.4260
 CO9  H11   H  HCH1  0   0.311  -0.5899   1.8123  -1.8388
 CO9  H121  H  HCH2  0   0.258  -1.5351   0.6086  -4.4770
 CO9  H122  H  HCH2  0   0.254  -1.1018   2.2883  -4.2422
 CO9  H14   H  HCR5  0   0.270   0.5553  -1.2150  -4.6106
 CO9  H16   H  HCR6  0   0.255   4.9926   0.9629  -4.0912
 CO9  H17   H  HCR6  0   0.245   5.1818   3.3481  -3.4638
 CO9  H18   H  HCR6  0   0.242   3.1711   4.7299  -3.1196
 CO9  H19   H  HCR6  0   0.235   0.9148   3.7684  -3.3807
 CO9  H22   H  HCR5  0   0.306   4.4543  -3.4226  -2.8072
 CO9  O4    O  O     0  -0.440  -3.1993   2.5371  -2.7895
 CO9  O2    O  O     0  -0.472   0.7436   0.2562  -0.6337
 CO9  O3    O  OH1   0  -0.579  -3.2196   1.1226  -1.0671
 CO9  HN5   H  HNR5  0   0.399   3.0303  -1.0291  -4.5213

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
 CO9  C1   C2    single    1.528  0.020  1.528
 CO9  C1   H11A  single    0.970  0.020  1.090
 CO9  C1   H12   single    0.970  0.020  1.090
 CO9  C1   H13   single    0.970  0.020  1.090
 CO9  N1   C2    single    1.446  0.020  1.446
 CO9  N1   HN11  single    0.890  0.020  1.040
 CO9  N1   HN12  single    0.890  0.020  1.040
 CO9  O1   C5    double    1.227  0.020  1.227
 CO9  C2   C3    single    1.502  0.020  1.502
 CO9  C2   H2    single    0.970  0.020  1.090
 CO9  N2   C4    aromatic  1.381  0.020  1.381
 CO9  N2   C3    aromatic  1.284  0.020  1.284
 CO9  O2   C10   double    1.217  0.020  1.217
 CO9  C3   O5    aromatic  1.347  0.020  1.347
 CO9  N3   C9    single    1.448  0.020  1.448
 CO9  N3   C6    single    1.465  0.020  1.465
 CO9  N3   C5    single    1.343  0.020  1.343
 CO9  O3   C21   single    1.323  0.020  1.323
 CO9  O3   HO3   single    0.850  0.020  0.980
 CO9  C4   C5    single    1.478  0.020  1.478
 CO9  C4   C22   aromatic  1.354  0.020  1.354
 CO9  N4   C11   single    1.436  0.020  1.436
 CO9  N4   C10   single    1.346  0.020  1.346
 CO9  N4   HN4   single    0.860  0.020  1.020
 CO9  O4   C21   double    1.205  0.020  1.205
 CO9  N5   C14   aromatic  1.365  0.020  1.365
 CO9  N5   C15   aromatic  1.363  0.020  1.363
 CO9  N5   HN5   single    0.860  0.020  1.020
 CO9  O5   C22   aromatic  1.346  0.020  1.346
 CO9  C6   C7    single    1.526  0.020  1.526
 CO9  C6   H61   single    0.970  0.020  1.090
 CO9  C6   H62   single    0.970  0.020  1.090
 CO9  C7   C8    single    1.523  0.020  1.523
 CO9  C7   H71   single    0.970  0.020  1.090
 CO9  C7   H72   single    0.970  0.020  1.090
 CO9  C8   C9    single    1.533  0.020  1.533
 CO9  C8   H81   single    0.970  0.020  1.090
 CO9  C8   H82   single    0.970  0.020  1.090
 CO9  C9   C10   single    1.526  0.020  1.526
 CO9  C9   H9    single    0.970  0.020  1.090
 CO9  C11  C21   single    1.520  0.020  1.520
 CO9  C11  C12   single    1.537  0.020  1.537
 CO9  C11  H11   single    0.970  0.020  1.090
 CO9  C12  C13   single    1.489  0.020  1.489
 CO9  C12  H121  single    0.970  0.020  1.090
 CO9  C12  H122  single    0.970  0.020  1.090
 CO9  C13  C14   aromatic  1.365  0.020  1.365
 CO9  C13  C20   aromatic  1.432  0.020  1.432
 CO9  C14  H14   single    0.930  0.020  1.080
 CO9  C15  C16   aromatic  1.394  0.020  1.394
 CO9  C15  C20   aromatic  1.413  0.020  1.413
 CO9  C16  C17   aromatic  1.383  0.020  1.383
 CO9  C16  H16   single    0.930  0.020  1.080
 CO9  C17  C18   aromatic  1.404  0.020  1.404
 CO9  C17  H17   single    0.930  0.020  1.080
 CO9  C18  C19   aromatic  1.382  0.020  1.382
 CO9  C18  H18   single    0.930  0.020  1.080
 CO9  C19  C20   aromatic  1.399  0.020  1.399
 CO9  C19  H19   single    0.930  0.020  1.080
 CO9  C22  H22   single    0.930  0.020  1.080

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
 CO9  H13   C1   H12   108.27  3.000
 CO9  H13   C1   H11A  108.11  3.000
 CO9  H12   C1   H11A  108.19  3.000
 CO9  H13   C1   C2    110.72  3.000
 CO9  H12   C1   C2    109.65  3.000
 CO9  H11A  C1   C2    111.78  3.000
 CO9  HN12  N1   HN11  105.98  3.000
 CO9  HN12  N1   C2    109.69  3.000
 CO9  HN11  N1   C2    110.13  3.000
 CO9  H2    C2   C3    107.34  3.000
 CO9  H2    C2   N1    108.04  3.000
 CO9  C3    C2   N1    112.81  3.000
 CO9  H2    C2   C1    108.12  3.000
 CO9  C3    C2   C1    110.18  3.000
 CO9  N1    C2   C1    110.18  3.000
 CO9  C4    N2   C3    105.27  3.000
 CO9  O5    C3   N2    113.06  3.000
 CO9  O5    C3   C2    118.68  3.000
 CO9  N2    C3   C2    128.25  3.000
 CO9  C9    N3   C6    112.61  3.000
 CO9  C6    N3   C5    128.83  3.000
 CO9  C9    N3   C5    118.54  3.000
 CO9  C22   C4   C5    123.36  3.000
 CO9  C22   C4   N2    108.41  3.000
 CO9  C5    C4   N2    128.22  3.000
 CO9  HN4   N4   C11   117.65  3.000
 CO9  HN4   N4   C10   118.36  3.000
 CO9  C11   N4   C10   123.63  3.000
 CO9  C4    C5   N3    120.12  3.000
 CO9  C4    C5   O1    118.13  3.000
 CO9  N3    C5   O1    121.75  3.000
 CO9  HN5   N5   C15   125.78  3.000
 CO9  HN5   N5   C14   124.48  3.000
 CO9  C15   N5   C14   109.35  3.000
 CO9  C22   O5   C3    105.75  3.000
 CO9  H62   C6   H61   107.47  3.000
 CO9  H62   C6   C7    111.31  3.000
 CO9  H61   C6   C7    112.25  3.000
 CO9  H62   C6   N3    110.41  3.000
 CO9  H61   C6   N3    111.59  3.000
 CO9  C7    C6   N3    103.85  3.000
 CO9  H72   C7   H71   107.63  3.000
 CO9  H72   C7   C8    112.72  3.000
 CO9  H71   C7   C8    110.54  3.000
 CO9  H72   C7   C6    111.57  3.000
 CO9  H71   C7   C6    110.51  3.000
 CO9  C8    C7   C6    103.89  3.000
 CO9  H82   C8   H81   107.68  3.000
 CO9  H82   C8   C9    112.55  3.000
 CO9  H81   C8   C9    109.00  3.000
 CO9  H82   C8   C7    113.52  3.000
 CO9  H81   C8   C7    110.80  3.000
 CO9  C9    C8   C7    103.23  3.000
 CO9  H9    C9   C10   110.25  3.000
 CO9  H9    C9   C8    111.46  3.000
 CO9  C10   C9   C8    110.09  3.000
 CO9  H9    C9   N3    110.79  3.000
 CO9  C10   C9   N3    110.87  3.000
 CO9  C8    C9   N3    103.20  3.000
 CO9  C9    C10  N4    113.95  3.000
 CO9  C9    C10  O2    121.92  3.000
 CO9  N4    C10  O2    123.96  3.000
 CO9  H11   C11  C21   105.72  3.000
 CO9  H11   C11  C12   108.15  3.000
 CO9  C21   C11  C12   111.95  3.000
 CO9  H11   C11  N4    106.92  3.000
 CO9  C12   C11  N4    111.75  3.000
 CO9  C21   C11  N4    111.97  3.000
 CO9  H122  C12  H121  106.51  3.000
 CO9  H122  C12  C13   110.61  3.000
 CO9  H121  C12  C13   110.75  3.000
 CO9  H122  C12  C11   109.19  3.000
 CO9  H121  C12  C11   109.18  3.000
 CO9  C13   C12  C11   110.51  3.000
 CO9  C20   C13  C14   106.09  3.000
 CO9  C20   C13  C12   126.48  3.000
 CO9  C14   C13  C12   127.10  3.000
 CO9  H14   C14  C13   129.28  3.000
 CO9  H14   C14  N5    120.48  3.000
 CO9  C13   C14  N5    110.24  3.000
 CO9  C20   C15  C16   122.13  3.000
 CO9  C20   C15  N5    107.25  3.000
 CO9  C16   C15  N5    130.63  3.000
 CO9  H16   C16  C17   121.12  3.000
 CO9  H16   C16  C15   121.34  3.000
 CO9  C17   C16  C15   117.53  3.000
 CO9  H17   C17  C18   119.36  3.000
 CO9  H17   C17  C16   119.38  3.000
 CO9  C18   C17  C16   121.27  3.000
 CO9  H18   C18  C19   119.77  3.000
 CO9  H18   C18  C17   119.24  3.000
 CO9  C19   C18  C17   120.99  3.000
 CO9  H19   C19  C20   120.67  3.000
 CO9  H19   C19  C18   120.29  3.000
 CO9  C20   C19  C18   119.04  3.000
 CO9  C19   C20  C15   119.05  3.000
 CO9  C19   C20  C13   133.89  3.000
 CO9  C15   C20  C13   107.06  3.000
 CO9  C11   C21  O4    123.46  3.000
 CO9  C11   C21  O3    112.91  3.000
 CO9  O4    C21  O3    123.59  3.000
 CO9  H22   C22  O5    118.01  3.000
 CO9  H22   C22  C4    134.48  3.000
 CO9  O5    C22  C4    107.51  3.000
 CO9  HO3   O3   C21   109.71  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
 CO9  CONST_01  O5   C22  C4   N2     0.00   0.0  0
 CO9  CONST_02  C22  O5   C3   N2     0.00   0.0  0
 CO9  CONST_03  C22  C4   N2   C3     0.00   0.0  0
 CO9  CONST_04  C4   C22  O5   C3     0.00   0.0  0
 CO9  CONST_05  O5   C3   N2   C4     0.00   0.0  0
 CO9  CONST_06  C20  C13  C14  N5     0.00   0.0  0
 CO9  CONST_07  C17  C16  C15  N5   180.00   0.0  0
 CO9  CONST_08  C13  C20  C15  N5     0.00   0.0  0
 CO9  CONST_09  C19  C20  C15  N5   180.00   0.0  0
 CO9  CONST_10  C15  N5   C14  C13    0.00   0.0  0
 CO9  CONST_11  C16  C15  C20  C13  180.00   0.0  0
 CO9  CONST_12  C18  C19  C20  C13  180.00   0.0  0
 CO9  CONST_13  C16  C15  N5   C14  180.00   0.0  0
 CO9  CONST_14  C20  C15  N5   C14    0.00   0.0  0
 CO9  CONST_15  C15  C20  C13  C14    0.00   0.0  0
 CO9  CONST_16  C19  C20  C13  C14  180.00   0.0  0
 CO9  CONST_17  C18  C17  C16  C15    0.00   0.0  0
 CO9  CONST_18  C18  C19  C20  C15    0.00   0.0  0
 CO9  CONST_19  C19  C20  C15  C16    0.00   0.0  0
 CO9  CONST_20  C19  C18  C17  C16    0.00   0.0  0
 CO9  CONST_21  C20  C15  C16  C17    0.00   0.0  0
 CO9  CONST_22  C20  C19  C18  C17    0.00   0.0  0
 CO9  CONST_23  C4   N2   C3   C2   180.00   0.0  0
 CO9  CONST_24  C22  O5   C3   C2   180.00   0.0  0
 CO9  CONST_25  C5   C4   N2   C3   180.00   0.0  0
 CO9  CONST_26  O5   C22  C4   C5   180.00   0.0  0
 CO9  CONST_27  C12  C13  C14  N5   180.00   0.0  0
 CO9  CONST_28  C15  C20  C13  C12  180.00   0.0  0
 CO9  CONST_29  C19  C20  C13  C12    0.00   0.0  0
 CO9  CONST_30  C9   N3   C5   C4   180.00   0.0  0
 CO9  CONST_31  C6   N3   C5   C4     0.00   0.0  0
 CO9  CONST_32  H22  C22  C4   N2   180.00   0.0  0
 CO9  CONST_33  H16  C16  C15  N5     0.00   0.0  0
 CO9  CONST_34  HN5  N5   C14  C13  180.00   0.0  0
 CO9  CONST_35  H19  C19  C20  C13    0.00   0.0  0
 CO9  CONST_36  H14  C14  N5   C15  180.00   0.0  0
 CO9  CONST_37  H17  C17  C16  C15  180.00   0.0  0
 CO9  CONST_38  H18  C18  C17  C16  180.00   0.0  0
 CO9  CONST_39  C9   N3   C5   O1     0.00   0.0  0
 CO9  CONST_40  C6   N3   C5   O1   180.00   0.0  0
 CO9  CONST_41  C11  N4   C10  C9   180.00   0.0  0
 CO9  CONST_42  HN4  N4   C10  C9     0.00   0.0  0
 CO9  CONST_43  C11  N4   C10  O2     0.00   0.0  0
 CO9  CONST_44  HO3  O3   C21  O4     0.00   0.0  0
 CO9  Var_01    C8   C7   C6   N3    26.15  30.0  1
 CO9  Var_02    C9   C8   C7   C6   -36.23  30.0  1
 CO9  Var_03    C9   N3   C6   C7    -5.91  30.0  1
 CO9  Var_04    N3   C5   C4   N2     4.38  30.0  2
 CO9  Var_05    C14  C13  C12  C11   92.07  30.0  2

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
 CO9  chir_01  C2   C1  N1   C3   positiv
 CO9  chir_02  C9   N3  C8   C10  negativ
 CO9  chir_03  C11  N4  C12  C21  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
 CO9  plan-1  C2   0.020
 CO9  plan-1  N2   0.020
 CO9  plan-1  C3   0.020
 CO9  plan-1  C4   0.020
 CO9  plan-1  C5   0.020
 CO9  plan-1  O5   0.020
 CO9  plan-1  C22  0.020
 CO9  plan-1  H22  0.020
 CO9  plan-2  N5   0.020
 CO9  plan-2  C12  0.020
 CO9  plan-2  C13  0.020
 CO9  plan-2  C14  0.020
 CO9  plan-2  C15  0.020
 CO9  plan-2  C16  0.020
 CO9  plan-2  C17  0.020
 CO9  plan-2  C18  0.020
 CO9  plan-2  C19  0.020
 CO9  plan-2  C20  0.020
 CO9  plan-2  H14  0.020
 CO9  plan-2  H16  0.020
 CO9  plan-2  H17  0.020
 CO9  plan-2  H18  0.020
 CO9  plan-2  H19  0.020
 CO9  plan-2  HN5  0.020
 CO9  plan-3  N4   0.020
 CO9  plan-3  C9   0.020
 CO9  plan-3  C10  0.020
 CO9  plan-3  C11  0.020
 CO9  plan-3  HN4  0.020
 CO9  plan-3  O2   0.020
 CO9  plan-4  O1   0.020
 CO9  plan-4  N3   0.020
 CO9  plan-4  C4   0.020
 CO9  plan-4  C5   0.020
 CO9  plan-4  C6   0.020
 CO9  plan-4  C9   0.020
 CO9  plan-5  C11  0.020
 CO9  plan-5  C21  0.020
 CO9  plan-5  HO3  0.020
 CO9  plan-5  O4   0.020
 CO9  plan-5  O3   0.020

