# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Mar  9 00:41:09 2022
#   Inital geometry file: a 153 line input string
#   Ligand name: beta-phenyl-D-phenylalanyl-N-(2,5-dichlorobenzyl)-L-prolinamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: N[C@H](C(c1ccccc1)c2ccccc2)C(=O)N3CCC[C@H]3C(=O)NCc4cc(Cl)ccc4Cl
#
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
 176  176  beta-phenyl-D-phenylalanyl-N-(2,5-dichlorobenzyl)-L-prolinamide  peptide  61  34  .  2019-03-22  2022-03-10
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_176
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
 176  CD1   C   CR16  0  -0.306  20.0895  -15.9146  24.6389
 176  CE1   C   CR16  0  -0.235  21.1152  -14.9828  24.7129
 176  CZ1   C   CR16  0  -0.270  20.9140  -13.7717  25.3633
 176  CE2   C   CR16  0  -0.237  19.6801  -13.5019  25.9376
 176  CD2   C   CR16  0  -0.310  18.6540  -14.4346  25.8548
 176  CG1   C   CR6   0   0.149  18.8424  -15.6495  25.2016
 176  CB0   C   CH1   0  -0.399  17.6950  -16.6335  25.0897
 176  CA0   C   CH1   0  -0.202  17.1425  -16.6833  23.6517
 176  C0    C   C     0   0.580  16.7553  -15.2600  23.2490
 176  O0    O   O     0  -0.490  15.8345  -14.6859  23.8153
 176  N0    N   NH2   0  -0.790  15.9431  -17.5040  23.6190
 176  CG2   C   CR6   0   0.149  18.0798  -17.9943  25.6321
 176  CD3   C   CR16  0  -0.326  18.6761  -18.9822  24.8509
 176  CE3   C   CR16  0  -0.240  19.0463  -20.2012  25.4054
 176  CZ2   C   CR16  0  -0.267  18.8275  -20.4538  26.7522
 176  CE4   C   CR16  0  -0.239  18.2322  -19.4778  27.5407
 176  CD4   C   CR16  0  -0.298  17.8610  -18.2634  26.9823
 176  N     N   NT    0  -0.477  17.4540  -14.6517  22.2757
 176  CA    C   CH1   0  -0.177  17.0970  -13.2978  21.8994
 176  C     C   C     0   0.560  15.6953  -13.2317  21.3050
 176  O     O   O     0  -0.480  15.2066  -14.1705  20.7014
 176  CB    C   CH2   0  -0.480  18.1401  -12.9140  20.8335
 176  CG    C   CH2   0  -0.463  19.3010  -13.8611  21.1097
 176  CD    C   CH2   0  -0.283  18.5989  -15.1460  21.5172
 176  N'    N   NH1   0  -0.629  15.1061  -12.0302  21.4370
 176  CA'   C   CH2   0  -0.351  13.8692  -11.6598  20.7879
 176  CB'   C   CR6   0   0.177  12.9636  -10.9136  21.7293
 176  CG'   C   CR6   0  -0.099  12.2921  -11.5428  22.7757
 176  CD'   C   CR16  0  -0.200  11.4760  -10.8332  23.6415
 176  CE'   C   CR16  0  -0.233  11.3175   -9.4658  23.4800
 176  CDB   C   CR6   0  -0.016  11.9798   -8.8311  22.4431
 176  CGB   C   CR16  0  -0.269  12.7944   -9.5423  21.5769
 176  CL1   CL  CL    0  -0.112  12.4516  -13.2500  23.0020
 176  CL2   CL  CL    0  -0.118  11.7925   -7.1253  22.2243
 176  HD1   H   HCR6  0   0.258  20.2701  -16.8578  24.1369
 176  HE1   H   HCR6  0   0.254  22.0752  -15.2061  24.2652
 176  HZ1   H   HCR6  0   0.254  21.7151  -13.0464  25.4241
 176  HE2   H   HCR6  0   0.253  19.5130  -12.5639  26.4516
 176  HD2   H   HCR6  0   0.250  17.6928  -14.2141  26.3031
 176  HB0   H   HCH1  0   0.270  16.8787  -16.2601  25.7140
 176  HA0   H   HCH1  0   0.247  17.9276  -17.0599  22.9876
 176  HN01  H   HNH2  0   0.353  15.6049  -17.5746  22.6667
 176  HN02  H   HNH2  0   0.357  16.1803  -18.4502  23.8922
 176  HD3   H   HCR6  0   0.259  18.8596  -18.8140  23.7962
 176  HE3   H   HCR6  0   0.254  19.5055  -20.9552  24.7791
 176  HZ2   H   HCR6  0   0.254  19.1151  -21.4041  27.1831
 176  HE4   H   HCR6  0   0.254  18.0510  -19.6635  28.5917
 176  HD4   H   HCR6  0   0.250  17.3941  -17.5087  27.6046
 176  HA    H   HCH1  0   0.277  17.1706  -12.6360  22.7683
 176  HB1   H   HCH2  0   0.252  17.7479  -13.0959  19.8306
 176  HB2   H   HCH2  0   0.266  18.4109  -11.8616  20.8972
 176  HG1   H   HCH2  0   0.242  19.9080  -13.4952  21.9406
 176  HG2   H   HCH2  0   0.256  19.9527  -13.9983  20.2480
 176  HD1A  H   HCH2  0   0.261  19.2408  -15.7827  22.1188
 176  HD2A  H   HCH2  0   0.246  18.2701  -15.7143  20.6422
 176  HN'   H   HNH1  0   0.405  15.6063  -11.2988  21.9188
 176  HA11  H   HCH2  0   0.273  14.0721  -11.0329  19.9161
 176  HA12  H   HCH2  0   0.274  13.3862  -12.5656  20.4247
 176  HD'   H   HCR6  0   0.290  10.9594  -11.3410  24.4445
 176  HE'   H   HCR6  0   0.290  10.6817   -8.9114  24.1564
 176  HG'   H   HCR6  0   0.285  13.3070   -9.0331  20.7706

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
 176  N0   CA0   single    1.454  0.020  1.454
 176  N0   HN01  single    0.890  0.020  1.040
 176  N0   HN02  single    0.890  0.020  1.040
 176  CA0  CB0   single    1.541  0.020  1.541
 176  CA0  C0    single    1.529  0.020  1.529
 176  CA0  HA0   single    0.970  0.020  1.090
 176  CB0  CG1   single    1.516  0.020  1.516
 176  CB0  CG2   single    1.515  0.020  1.515
 176  CB0  HB0   single    0.970  0.020  1.090
 176  CG1  CD1   aromatic  1.394  0.020  1.394
 176  CG1  CD2   aromatic  1.392  0.020  1.392
 176  CD1  CE1   aromatic  1.388  0.020  1.388
 176  CD1  HD1   single    0.930  0.020  1.080
 176  CE1  CZ1   aromatic  1.389  0.020  1.389
 176  CE1  HE1   single    0.930  0.020  1.080
 176  CZ1  CE2   aromatic  1.388  0.020  1.388
 176  CZ1  HZ1   single    0.930  0.020  1.080
 176  CE2  CD2   aromatic  1.389  0.020  1.389
 176  CE2  HE2   single    0.930  0.020  1.080
 176  CD2  HD2   single    0.930  0.020  1.080
 176  CG2  CD3   aromatic  1.393  0.020  1.393
 176  CG2  CD4   aromatic  1.394  0.020  1.394
 176  CD3  CE3   aromatic  1.389  0.020  1.389
 176  CD3  HD3   single    0.930  0.020  1.080
 176  CE3  CZ2   aromatic  1.388  0.020  1.388
 176  CE3  HE3   single    0.930  0.020  1.080
 176  CZ2  CE4   aromatic  1.389  0.020  1.389
 176  CZ2  HZ2   single    0.930  0.020  1.080
 176  CE4  CD4   aromatic  1.387  0.020  1.387
 176  CE4  HE4   single    0.930  0.020  1.080
 176  CD4  HD4   single    0.930  0.020  1.080
 176  C0   O0    double    1.224  0.020  1.224
 176  C0   N     single    1.344  0.020  1.344
 176  N    CD    single    1.473  0.014  1.473
 176  N    CA    single    1.458  0.019  1.458
 176  CD   CG    single    1.520  0.020  1.520
 176  CD   HD1A  single    0.970  0.020  1.090
 176  CD   HD2A  single    0.970  0.020  1.090
 176  CA   CB    single    1.521  0.033  1.521
 176  CA   C     single    1.525  0.021  1.525
 176  CA   HA    single    0.970  0.020  0.970
 176  CB   CG    single    1.523  0.020  1.523
 176  CB   HB1   single    0.970  0.020  1.090
 176  CB   HB2   single    0.970  0.020  1.090
 176  CG   HG1   single    0.970  0.020  1.090
 176  CG   HG2   single    0.970  0.020  1.090
 176  C    O     double    1.231  0.020  1.231
 176  C    N'    single    1.345  0.020  1.345
 176  N'   CA'   single    1.445  0.020  1.445
 176  N'   HN'   single    0.860  0.020  1.020
 176  CA'  CB'   single    1.504  0.020  1.504
 176  CA'  HA11  single    0.970  0.020  1.090
 176  CA'  HA12  single    0.970  0.020  1.090
 176  CB'  CG'   aromatic  1.393  0.020  1.393
 176  CB'  CGB   aromatic  1.390  0.020  1.390
 176  CG'  CD'   aromatic  1.385  0.020  1.385
 176  CG'  CL1   single    1.730  0.020  1.730
 176  CD'  CE'   aromatic  1.386  0.020  1.386
 176  CD'  HD'   single    0.930  0.020  1.080
 176  CE'  CDB   aromatic  1.384  0.020  1.384
 176  CE'  HE'   single    0.930  0.020  1.080
 176  CDB  CGB   aromatic  1.386  0.020  1.386
 176  CDB  CL2   single    1.730  0.020  1.730
 176  CGB  HG'   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
 176  HD1   CD1  CG1   120.12  3.000
 176  HD1   CD1  CE1   119.08  3.000
 176  CG1   CD1  CE1   120.80  3.000
 176  HE1   CE1  CZ1   120.12  3.000
 176  HE1   CE1  CD1   119.66  3.000
 176  CZ1   CE1  CD1   120.22  3.000
 176  HZ1   CZ1  CE2   120.30  3.000
 176  HZ1   CZ1  CE1   120.22  3.000
 176  CE2   CZ1  CE1   119.47  3.000
 176  HE2   CE2  CD2   119.75  3.000
 176  HE2   CE2  CZ1   120.15  3.000
 176  CD2   CE2  CZ1   120.10  3.000
 176  HD2   CD2  CG1   119.47  3.000
 176  HD2   CD2  CE2   119.60  3.000
 176  CG1   CD2  CE2   120.93  3.000
 176  CB0   CG1  CD2   119.91  3.000
 176  CD2   CG1  CD1   118.46  3.000
 176  CB0   CG1  CD1   121.61  3.000
 176  HB0   CB0  CG2   106.98  3.000
 176  HB0   CB0  CA0   106.03  3.000
 176  CG2   CB0  CA0   113.34  3.000
 176  HB0   CB0  CG1   107.54  3.000
 176  CG2   CB0  CG1   111.37  3.000
 176  CA0   CB0  CG1   111.17  3.000
 176  HA0   CA0  N0    112.56  3.000
 176  HA0   CA0  C0    110.00  3.000
 176  N0    CA0  C0    108.10  3.000
 176  HA0   CA0  CB0   108.66  3.000
 176  C0    CA0  CB0   107.84  3.000
 176  N0    CA0  CB0   109.57  3.000
 176  N     C0   O0    120.93  3.000
 176  N     C0   CA0   118.72  3.000
 176  O0    C0   CA0   120.35  3.000
 176  HN02  N0   HN01  105.46  3.000
 176  HN02  N0   CA0   109.16  3.000
 176  HN01  N0   CA0   109.63  3.000
 176  CD4   CG2  CD3   118.24  3.000
 176  CD4   CG2  CB0   118.71  3.000
 176  CD3   CG2  CB0   123.02  3.000
 176  HD3   CD3  CE3   118.65  3.000
 176  HD3   CD3  CG2   120.54  3.000
 176  CE3   CD3  CG2   120.82  3.000
 176  HE3   CE3  CZ2   120.11  3.000
 176  HE3   CE3  CD3   119.56  3.000
 176  CZ2   CE3  CD3   120.34  3.000
 176  HZ2   CZ2  CE4   120.32  3.000
 176  HZ2   CZ2  CE3   120.29  3.000
 176  CE4   CZ2  CE3   119.39  3.000
 176  HE4   CE4  CD4   119.75  3.000
 176  HE4   CE4  CZ2   120.16  3.000
 176  CD4   CE4  CZ2   120.09  3.000
 176  HD4   CD4  CE4   119.58  3.000
 176  HD4   CD4  CG2   119.29  3.000
 176  CE4   CD4  CG2   121.13  3.000
 176  CD    N    CA    112.00  3.000
 176  CA    N    C0    118.86  3.000
 176  CD    N    C0    129.12  3.000
 176  HA    CA   CB    109.00  3.000
 176  HA    CA   C     110.00  3.000
 176  CB    CA   C     110.50  1.500
 176  HA    CA   N     110.00  3.000
 176  C     CA   N     111.00  2.800
 176  CB    CA   N     110.40  1.500
 176  N'    C    O     124.15  3.000
 176  N'    C    CA    113.80  3.000
 176  O     C    CA    120.80  1.700
 176  HB2   CB   HB1   107.71  3.000
 176  HB2   CB   CG    113.63  3.000
 176  HB1   CB   CG    109.67  3.000
 176  HB2   CB   CA    111.65  3.000
 176  HB1   CB   CA    110.54  3.000
 176  CG    CB   CA    103.63  3.000
 176  HG2   CG   HG1   108.16  3.000
 176  HG2   CG   CD    112.46  3.000
 176  HG1   CG   CD    109.63  3.000
 176  HG2   CG   CB    113.01  3.000
 176  HG1   CG   CB    110.68  3.000
 176  CD    CG   CB    102.84  3.000
 176  HD2A  CD   HD1A  108.43  3.000
 176  HD2A  CD   CG    111.32  3.000
 176  HD1A  CD   CG    111.79  3.000
 176  HD2A  CD   N     110.85  3.000
 176  HD1A  CD   N     111.98  3.000
 176  CG    CD   N     103.20  1.500
 176  HN'   N'   CA'   116.95  3.000
 176  HN'   N'   C     118.52  3.000
 176  CA'   N'   C     124.05  3.000
 176  HA12  CA'  HA11  107.06  3.000
 176  HA12  CA'  CB'   110.75  3.000
 176  HA11  CA'  CB'   109.06  3.000
 176  HA12  CA'  N'    108.44  3.000
 176  HA11  CA'  N'    110.26  3.000
 176  CB'   CA'  N'    111.18  3.000
 176  CGB   CB'  CG'   117.98  3.000
 176  CGB   CB'  CA'   119.60  3.000
 176  CG'   CB'  CA'   122.42  3.000
 176  CL1   CG'  CD'   118.57  3.000
 176  CL1   CG'  CB'   119.97  3.000
 176  CD'   CG'  CB'   121.46  3.000
 176  HD'   CD'  CE'   119.68  3.000
 176  HD'   CD'  CG'   120.32  3.000
 176  CE'   CD'  CG'   119.99  3.000
 176  HE'   CE'  CDB   120.98  3.000
 176  HE'   CE'  CD'   120.02  3.000
 176  CDB   CE'  CD'   119.00  3.000
 176  CL2   CDB  CGB   119.39  3.000
 176  CL2   CDB  CE'   119.67  3.000
 176  CGB   CDB  CE'   120.94  3.000
 176  HG'   CGB  CDB   120.17  3.000
 176  HG'   CGB  CB'   119.21  3.000
 176  CDB   CGB  CB'   120.62  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
 176  CONST_01  CE2  CD2  CG1  CD1    0.00   0.0  0
 176  CONST_02  CE2  CZ1  CE1  CD1    0.00   0.0  0
 176  CONST_03  CD2  CG1  CD1  CE1    0.00   0.0  0
 176  CONST_04  CD2  CE2  CZ1  CE1    0.00   0.0  0
 176  CONST_05  CG1  CD1  CE1  CZ1    0.00   0.0  0
 176  CONST_06  CG1  CD2  CE2  CZ1    0.00   0.0  0
 176  CONST_07  CZ2  CE3  CD3  CG2    0.00   0.0  0
 176  CONST_08  CZ2  CE4  CD4  CG2    0.00   0.0  0
 176  CONST_09  CE4  CD4  CG2  CD3    0.00   0.0  0
 176  CONST_10  CE4  CZ2  CE3  CD3    0.00   0.0  0
 176  CONST_11  CD4  CG2  CD3  CE3    0.00   0.0  0
 176  CONST_12  CD4  CE4  CZ2  CE3    0.00   0.0  0
 176  CONST_13  CE'  CD'  CG'  CB'    0.00   0.0  0
 176  CONST_14  CE'  CDB  CGB  CB'    0.00   0.0  0
 176  CONST_15  CDB  CGB  CB'  CG'    0.00   0.0  0
 176  CONST_16  CDB  CE'  CD'  CG'    0.00   0.0  0
 176  CONST_17  CGB  CB'  CG'  CD'    0.00   0.0  0
 176  CONST_18  CGB  CDB  CE'  CD'    0.00   0.0  0
 176  CONST_19  CB0  CG1  CD1  CE1  180.00   0.0  0
 176  CONST_20  CB0  CG1  CD2  CE2  180.00   0.0  0
 176  CONST_21  CE3  CD3  CG2  CB0  180.00   0.0  0
 176  CONST_22  CE4  CD4  CG2  CB0  180.00   0.0  0
 176  CONST_23  CD'  CG'  CB'  CA'  180.00   0.0  0
 176  CONST_24  CDB  CGB  CB'  CA'  180.00   0.0  0
 176  CONST_25  CL2  CDB  CGB  CB'  180.00   0.0  0
 176  CONST_26  CL2  CDB  CE'  CD'  180.00   0.0  0
 176  CONST_27  CL1  CG'  CD'  CE'  180.00   0.0  0
 176  CONST_28  CL1  CG'  CB'  CGB  180.00   0.0  0
 176  CONST_29  HD2  CD2  CG1  CD1  180.00   0.0  0
 176  CONST_30  HZ1  CZ1  CE1  CD1  180.00   0.0  0
 176  CONST_31  HE2  CE2  CZ1  CE1  180.00   0.0  0
 176  CONST_32  HD1  CD1  CE1  CZ1  180.00   0.0  0
 176  CONST_33  HE1  CE1  CZ1  CE2  180.00   0.0  0
 176  CONST_34  HE3  CE3  CD3  CG2  180.00   0.0  0
 176  CONST_35  HE4  CE4  CD4  CG2  180.00   0.0  0
 176  CONST_36  HD4  CD4  CG2  CD3  180.00   0.0  0
 176  CONST_37  HZ2  CZ2  CE3  CD3  180.00   0.0  0
 176  CONST_38  HD3  CD3  CE3  CZ2  180.00   0.0  0
 176  CONST_39  HD'  CD'  CG'  CB'  180.00   0.0  0
 176  CONST_40  HG'  CGB  CB'  CG'  180.00   0.0  0
 176  CONST_41  HE'  CE'  CD'  CG'  180.00   0.0  0
 176  CONST_42  CD   N    C0   CA0    0.00   0.0  0
 176  CONST_43  CA   N    C0   CA0  180.00   0.0  0
 176  CONST_44  CD   N    C0   O0   180.00   0.0  0
 176  CONST_45  CA   N    C0   O0     0.00   0.0  0
 176  CONST_46  CA'  N'   C    CA   180.00   0.0  0
 176  CONST_47  HN'  N'   C    CA     0.00   0.0  0
 176  CONST_48  CA'  N'   C    O      0.00   0.0  0
 176  Var_01    CB   CG   CD   N    -36.85  30.0  1
 176  Var_02    CG   CD   N    CA    24.19  30.0  1
 176  Var_03    CD   CG   CB   CA    36.51  30.0  1
 176  Var_04    CG2  CB0  CG1  CD1   55.89  30.0  2
 176  Var_05    CD3  CG2  CB0  CG1  -88.47  30.0  2
 176  Var_06    CG'  CB'  CA'  N'   -72.69  30.0  2
 176  Var_07    CB'  CA'  N'   C    137.12  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
 176  chir_01  CA0  N0  CB0  C0  positiv
 176  chir_02  CA   N   CB   C   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
 176  plan-1  CD1  0.020
 176  plan-1  CE1  0.020
 176  plan-1  CZ1  0.020
 176  plan-1  CE2  0.020
 176  plan-1  CD2  0.020
 176  plan-1  CG1  0.020
 176  plan-1  CB0  0.020
 176  plan-1  HD1  0.020
 176  plan-1  HE1  0.020
 176  plan-1  HZ1  0.020
 176  plan-1  HE2  0.020
 176  plan-1  HD2  0.020
 176  plan-2  CB0  0.020
 176  plan-2  CG2  0.020
 176  plan-2  CD3  0.020
 176  plan-2  CE3  0.020
 176  plan-2  CZ2  0.020
 176  plan-2  CE4  0.020
 176  plan-2  CD4  0.020
 176  plan-2  HD3  0.020
 176  plan-2  HE3  0.020
 176  plan-2  HZ2  0.020
 176  plan-2  HE4  0.020
 176  plan-2  HD4  0.020
 176  plan-3  CA'  0.020
 176  plan-3  CB'  0.020
 176  plan-3  CG'  0.020
 176  plan-3  CD'  0.020
 176  plan-3  CE'  0.020
 176  plan-3  CDB  0.020
 176  plan-3  CGB  0.020
 176  plan-3  CL1  0.020
 176  plan-3  CL2  0.020
 176  plan-3  HD'  0.020
 176  plan-3  HE'  0.020
 176  plan-3  HG'  0.020
 176  plan-4  CA   0.020
 176  plan-4  C    0.020
 176  plan-4  O    0.020
 176  plan-4  N'   0.020
 176  plan-4  CA'  0.020
 176  plan-4  HN'  0.020
 176  plan-5  CA0  0.020
 176  plan-5  C0   0.020
 176  plan-5  O0   0.020
 176  plan-5  N    0.020
 176  plan-5  CA   0.020
 176  plan-5  CD   0.020

