# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr 23 05:06:15 2020
#   Inital geometry file: a 152 line input string
#   Ligand name: 3-[4-({N-[(benzyloxy)carbonyl]-L-phenylalanyl}amino)phenyl]propanoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)CCc1ccc(NC(=O)[C@H](Cc2ccccc2)NC(=O)OCc3ccccc3)cc1
#
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
 M80  M80  '3-[4-({N-[(benzyloxy)carbonyl]-L-phenylalanyl}amino)phenyl]propanoic acid'  ligand  58  33  .  2021-08-14  2021-08-14  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_M80
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
 M80  C1B   C  C      0   0.414   -9.6249  -0.5700   0.4978
 M80  O1B   O  O      0  -0.607  -10.0826  -0.9653  -0.5922
 M80  C2B   C  CH2    0  -0.577   -8.1091  -0.3180   0.5918
 M80  C3B   C  CH2    0  -0.497   -7.3421  -0.4236  -0.7242
 M80  CB1   C  CR6    0   0.129   -5.8702  -0.1844  -0.5361
 M80  CB6   C  CR16   0  -0.319   -4.9516  -1.2283  -0.5600
 M80  CB5   C  CR16   0  -0.283   -3.5952  -1.0242  -0.3381
 M80  CB2   C  CR16   0  -0.297   -5.3794   1.0959  -0.2814
 M80  CB3   C  CR16   0  -0.316   -4.0318   1.3205  -0.0647
 M80  CB4   C  CR6    0   0.339   -3.1245   0.2614  -0.0890
 M80  NB4   N  NH1    0  -0.739   -1.7759   0.5536   0.1786
 M80  C4B   C  C      0   0.545   -0.6806  -0.0784  -0.2981
 M80  O4B   O  O      0  -0.459   -0.7031  -1.0798  -0.9880
 M80  CW    C  CH1    0  -0.230    0.6280   0.6224   0.0564
 M80  CW1   C  CH2    0  -0.523    0.8854   1.7612  -0.9582
 M80  CW2   C  CR6    0   0.134    2.1890   2.4501  -0.6755
 M80  CW3   C  CR16   0  -0.306    3.3716   2.0047  -1.2608
 M80  CW4   C  CR16   0  -0.242    4.5874   2.5950  -0.9418
 M80  CW5   C  CR16   0  -0.266    4.6349   3.6467  -0.0367
 M80  CW6   C  CR16   0  -0.243    3.4594   4.1050   0.5447
 M80  CW7   C  CR16   0  -0.294    2.2479   3.5072   0.2287
 M80  NW    N  NH1    0  -0.654    1.7004  -0.3313   0.0624
 M80  CY    C  C      0   0.770    2.6932  -0.2843   0.9776
 M80  OY1   O  O      0  -0.506    2.6724   0.3572   2.0055
 M80  OY2   O  O2     0  -0.478    3.7051  -1.0736   0.6067
 M80  CZ    C  CH2    0  -0.241    4.8570  -1.0948   1.4567
 M80  CZ1   C  CR6    0   0.078    5.9476  -1.7882   0.6987
 M80  CZ2   C  CR16   0  -0.282    6.6151  -1.1199  -0.3260
 M80  CZ3   C  CR16   0  -0.243    7.6156  -1.7541  -1.0466
 M80  CZ4   C  CR16   0  -0.262    7.9611  -3.0675  -0.7485
 M80  CZ5   C  CR16   0  -0.242    7.3014  -3.7401   0.2706
 M80  CZ6   C  CR16   0  -0.297    6.2969  -3.1021   0.9885
 M80  OXT   O  OC    -1  -0.630  -10.2754  -0.3629   1.5436
 M80  H2B1  H  HCH2   0   0.225   -7.9478   0.6696   1.0355
 M80  H2B2  H  HCH2   0   0.230   -7.6871  -1.0253   1.3151
 M80  H3B1  H  HCH2   0   0.229   -7.5003  -1.4106  -1.1612
 M80  H3B2  H  HCH2   0   0.229   -7.7450   0.2980  -1.4396
 M80  HB6   H  HCR6   0   0.247   -5.2980  -2.2373  -0.7515
 M80  HB2   H  HCR6   0   0.249   -6.0622   1.9372  -0.2578
 M80  HB5   H  HCR6   0   0.268   -2.9249  -1.8694  -0.3473
 M80  HB3   H  HCR6   0   0.265   -3.6783   2.3277   0.1235
 M80  HB4   H  HNH1   0   0.416   -1.6169   1.3962   0.7105
 M80  HW    H  HCH1   0   0.299    0.5563   1.0521   1.0569
 M80  HW11  H  HCH2   0   0.268    0.8885   1.3404  -1.9671
 M80  HW12  H  HCH2   0   0.267    0.0602   2.4747  -0.9136
 M80  HA    H  HNH1   0   0.397    1.8603  -0.8546  -0.7854
 M80  HW3   H  HCR6   0   0.250    3.3431   1.1897  -1.9741
 M80  HW7   H  HCR6   0   0.246    1.3358   3.8671   0.6913
 M80  HW4   H  HCR6   0   0.252    5.4979   2.2351  -1.4046
 M80  HW5   H  HCR6   0   0.253    5.5816   4.1104   0.2093
 M80  HW6   H  HCR6   0   0.253    3.4861   4.9288   1.2463
 M80  HZ1C  H  HCH2   0   0.247    5.1540  -0.0750   1.7085
 M80  HZ2C  H  HCH2   0   0.249    4.6278  -1.6209   2.3858
 M80  HZ2   H  HCR6   0   0.251    6.3547  -0.0931  -0.5571
 M80  HZ6   H  HCR6   0   0.256    5.7833  -3.6331   1.7812
 M80  HZ3   H  HCR6   0   0.258    8.1289  -1.2228  -1.8375
 M80  HZ4   H  HCR6   0   0.259    8.7440  -3.5636  -1.3075
 M80  HZ5   H  HCR6   0   0.259    7.5666  -4.7622   0.5074

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
 M80  C1B  O1B   deloc     1.247  0.020  1.247
 M80  C1B  C2B   single    1.539  0.020  1.539
 M80  C1B  OXT   deloc     1.249  0.020  1.249
 M80  C2B  C3B   single    1.527  0.020  1.527
 M80  C3B  CB1   single    1.503  0.020  1.503
 M80  CB1  CB6   aromatic  1.391  0.020  1.391
 M80  CB1  CB2   aromatic  1.395  0.020  1.395
 M80  CB6  CB5   aromatic  1.389  0.020  1.389
 M80  CB5  CB4   aromatic  1.392  0.020  1.392
 M80  CB2  CB3   aromatic  1.383  0.020  1.383
 M80  CB3  CB4   aromatic  1.395  0.020  1.395
 M80  CB4  NB4   single    1.406  0.020  1.406
 M80  NB4  C4B   single    1.351  0.020  1.351
 M80  C4B  O4B   double    1.216  0.020  1.216
 M80  C4B  CW    single    1.526  0.020  1.526
 M80  CW   CW1   single    1.547  0.020  1.547
 M80  CW   NW    single    1.435  0.020  1.435
 M80  CW1  CW2   single    1.501  0.020  1.501
 M80  CW2  CW3   aromatic  1.393  0.020  1.393
 M80  CW2  CW7   aromatic  1.392  0.020  1.392
 M80  CW3  CW4   aromatic  1.389  0.020  1.389
 M80  CW4  CW5   aromatic  1.388  0.020  1.388
 M80  CW5  CW6   aromatic  1.389  0.020  1.389
 M80  CW6  CW7   aromatic  1.387  0.020  1.387
 M80  NW   CY    single    1.351  0.020  1.351
 M80  CY   OY1   double    1.212  0.020  1.212
 M80  CY   OY2   single    1.336  0.020  1.336
 M80  OY2  CZ    single    1.432  0.020  1.432
 M80  CZ   CZ1   single    1.498  0.020  1.498
 M80  CZ1  CZ2   aromatic  1.394  0.020  1.394
 M80  CZ1  CZ6   aromatic  1.390  0.020  1.390
 M80  CZ2  CZ3   aromatic  1.387  0.020  1.387
 M80  CZ3  CZ4   aromatic  1.390  0.020  1.390
 M80  CZ4  CZ5   aromatic  1.388  0.020  1.388
 M80  CZ5  CZ6   aromatic  1.390  0.020  1.390
 M80  C2B  H2B1  single    0.970  0.020  1.090
 M80  C2B  H2B2  single    0.970  0.020  1.090
 M80  C3B  H3B1  single    0.970  0.020  1.090
 M80  C3B  H3B2  single    0.970  0.020  1.090
 M80  CB6  HB6   single    0.930  0.020  1.080
 M80  CB2  HB2   single    0.930  0.020  1.080
 M80  CB5  HB5   single    0.930  0.020  1.080
 M80  CB3  HB3   single    0.930  0.020  1.080
 M80  NB4  HB4   single    0.860  0.020  1.020
 M80  CW   HW    single    0.970  0.020  1.090
 M80  CW1  HW11  single    0.970  0.020  1.090
 M80  CW1  HW12  single    0.970  0.020  1.090
 M80  NW   HA    single    0.860  0.020  1.020
 M80  CW3  HW3   single    0.930  0.020  1.080
 M80  CW7  HW7   single    0.930  0.020  1.080
 M80  CW4  HW4   single    0.930  0.020  1.080
 M80  CW5  HW5   single    0.930  0.020  1.080
 M80  CW6  HW6   single    0.930  0.020  1.080
 M80  CZ   HZ1C  single    0.970  0.020  1.090
 M80  CZ   HZ2C  single    0.970  0.020  1.090
 M80  CZ2  HZ2   single    0.930  0.020  1.080
 M80  CZ6  HZ6   single    0.930  0.020  1.080
 M80  CZ3  HZ3   single    0.930  0.020  1.080
 M80  CZ4  HZ4   single    0.930  0.020  1.080
 M80  CZ5  HZ5   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
 M80  OXT   C1B  C2B   115.76  3.000
 M80  OXT   C1B  O1B   126.41  3.000
 M80  C2B   C1B  O1B   117.83  3.000
 M80  H2B2  C2B  H2B1  104.94  3.000
 M80  H2B2  C2B  C3B   109.31  3.000
 M80  H2B1  C2B  C3B   109.74  3.000
 M80  H2B2  C2B  C1B   108.29  3.000
 M80  H2B1  C2B  C1B   108.51  3.000
 M80  C3B   C2B  C1B   115.51  3.000
 M80  H3B2  C3B  H3B1  106.36  3.000
 M80  H3B2  C3B  CB1   109.74  3.000
 M80  H3B1  C3B  CB1   109.64  3.000
 M80  H3B2  C3B  C2B   109.47  3.000
 M80  H3B1  C3B  C2B   109.57  3.000
 M80  CB1   C3B  C2B   111.91  3.000
 M80  CB2   CB1  CB6   117.37  3.000
 M80  CB2   CB1  C3B   120.91  3.000
 M80  CB6   CB1  C3B   121.68  3.000
 M80  HB6   CB6  CB5   118.49  3.000
 M80  HB6   CB6  CB1   119.39  3.000
 M80  CB5   CB6  CB1   122.12  3.000
 M80  HB5   CB5  CB4   121.01  3.000
 M80  HB5   CB5  CB6   119.34  3.000
 M80  CB4   CB5  CB6   119.64  3.000
 M80  HB2   CB2  CB3   118.97  3.000
 M80  HB2   CB2  CB1   119.66  3.000
 M80  CB3   CB2  CB1   121.37  3.000
 M80  HB3   CB3  CB4   119.77  3.000
 M80  HB3   CB3  CB2   119.72  3.000
 M80  CB4   CB3  CB2   120.51  3.000
 M80  NB4   CB4  CB3   117.58  3.000
 M80  NB4   CB4  CB5   123.41  3.000
 M80  CB3   CB4  CB5   118.99  3.000
 M80  HB4   NB4  C4B   116.67  3.000
 M80  HB4   NB4  CB4   115.15  3.000
 M80  C4B   NB4  CB4   127.82  3.000
 M80  CW    C4B  O4B   121.72  3.000
 M80  CW    C4B  NB4   113.46  3.000
 M80  O4B   C4B  NB4   124.76  3.000
 M80  HW    CW   NW    107.88  3.000
 M80  HW    CW   CW1   108.81  3.000
 M80  NW    CW   CW1   111.57  3.000
 M80  HW    CW   C4B   109.72  3.000
 M80  NW    CW   C4B   109.67  3.000
 M80  CW1   CW   C4B   109.17  3.000
 M80  HW12  CW1  HW11  106.94  3.000
 M80  HW12  CW1  CW2   110.41  3.000
 M80  HW11  CW1  CW2   110.36  3.000
 M80  HW12  CW1  CW    109.18  3.000
 M80  HW11  CW1  CW    108.81  3.000
 M80  CW2   CW1  CW    111.03  3.000
 M80  CW7   CW2  CW3   118.68  3.000
 M80  CW7   CW2  CW1   120.49  3.000
 M80  CW3   CW2  CW1   120.76  3.000
 M80  HW3   CW3  CW4   119.61  3.000
 M80  HW3   CW3  CW2   119.67  3.000
 M80  CW4   CW3  CW2   120.72  3.000
 M80  HW4   CW4  CW5   120.10  3.000
 M80  HW4   CW4  CW3   119.78  3.000
 M80  CW5   CW4  CW3   120.12  3.000
 M80  HW5   CW5  CW6   120.23  3.000
 M80  HW5   CW5  CW4   120.18  3.000
 M80  CW6   CW5  CW4   119.59  3.000
 M80  HW6   CW6  CW7   119.81  3.000
 M80  HW6   CW6  CW5   120.10  3.000
 M80  CW7   CW6  CW5   120.09  3.000
 M80  HW7   CW7  CW6   119.63  3.000
 M80  HW7   CW7  CW2   119.57  3.000
 M80  CW6   CW7  CW2   120.80  3.000
 M80  HA    NW   CY    118.08  3.000
 M80  HA    NW   CW    117.36  3.000
 M80  CY    NW   CW    121.92  3.000
 M80  OY2   CY   OY1   124.15  3.000
 M80  OY2   CY   NW    110.36  3.000
 M80  OY1   CY   NW    125.48  3.000
 M80  CZ    OY2  CY    116.96  3.000
 M80  HZ2C  CZ   HZ1C  108.12  3.000
 M80  HZ2C  CZ   CZ1   111.11  3.000
 M80  HZ1C  CZ   CZ1   110.55  3.000
 M80  HZ2C  CZ   OY2   110.09  3.000
 M80  HZ1C  CZ   OY2   110.00  3.000
 M80  CZ1   CZ   OY2   106.98  3.000
 M80  CZ6   CZ1  CZ2   119.09  3.000
 M80  CZ6   CZ1  CZ    120.98  3.000
 M80  CZ2   CZ1  CZ    119.92  3.000
 M80  HZ2   CZ2  CZ3   119.72  3.000
 M80  HZ2   CZ2  CZ1   119.72  3.000
 M80  CZ3   CZ2  CZ1   120.56  3.000
 M80  HZ3   CZ3  CZ4   120.17  3.000
 M80  HZ3   CZ3  CZ2   119.83  3.000
 M80  CZ4   CZ3  CZ2   120.00  3.000
 M80  HZ4   CZ4  CZ5   120.07  3.000
 M80  HZ4   CZ4  CZ3   120.12  3.000
 M80  CZ5   CZ4  CZ3   119.81  3.000
 M80  HZ5   CZ5  CZ6   119.84  3.000
 M80  HZ5   CZ5  CZ4   120.12  3.000
 M80  CZ6   CZ5  CZ4   120.03  3.000
 M80  HZ6   CZ6  CZ5   119.71  3.000
 M80  HZ6   CZ6  CZ1   119.78  3.000
 M80  CZ5   CZ6  CZ1   120.51  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
 M80  CONST_01  CB4  CB5  CB6  CB1     0.00   0.0  0
 M80  CONST_02  CB4  CB3  CB2  CB1     0.00   0.0  0
 M80  CONST_03  CB3  CB2  CB1  CB6     0.00   0.0  0
 M80  CONST_04  CB3  CB4  CB5  CB6     0.00   0.0  0
 M80  CONST_05  CB2  CB1  CB6  CB5     0.00   0.0  0
 M80  CONST_06  CB2  CB3  CB4  CB5     0.00   0.0  0
 M80  CONST_07  CW5  CW4  CW3  CW2     0.00   0.0  0
 M80  CONST_08  CW5  CW6  CW7  CW2     0.00   0.0  0
 M80  CONST_09  CW6  CW7  CW2  CW3     0.00   0.0  0
 M80  CONST_10  CW6  CW5  CW4  CW3     0.00   0.0  0
 M80  CONST_11  CW7  CW2  CW3  CW4     0.00   0.0  0
 M80  CONST_12  CW7  CW6  CW5  CW4     0.00   0.0  0
 M80  CONST_13  CZ4  CZ3  CZ2  CZ1     0.00   0.0  0
 M80  CONST_14  CZ4  CZ5  CZ6  CZ1     0.00   0.0  0
 M80  CONST_15  CZ5  CZ6  CZ1  CZ2     0.00   0.0  0
 M80  CONST_16  CZ5  CZ4  CZ3  CZ2     0.00   0.0  0
 M80  CONST_17  CZ6  CZ1  CZ2  CZ3     0.00   0.0  0
 M80  CONST_18  CZ6  CZ5  CZ4  CZ3     0.00   0.0  0
 M80  CONST_19  CB5  CB6  CB1  C3B   180.00   0.0  0
 M80  CONST_20  CB3  CB2  CB1  C3B   180.00   0.0  0
 M80  CONST_21  NB4  CB4  CB5  CB6   180.00   0.0  0
 M80  CONST_22  NB4  CB4  CB3  CB2   180.00   0.0  0
 M80  CONST_23  CW4  CW3  CW2  CW1   180.00   0.0  0
 M80  CONST_24  CW6  CW7  CW2  CW1   180.00   0.0  0
 M80  CONST_25  CZ3  CZ2  CZ1  CZ    180.00   0.0  0
 M80  CONST_26  CZ5  CZ6  CZ1  CZ    180.00   0.0  0
 M80  CONST_27  HB5  CB5  CB6  CB1   180.00   0.0  0
 M80  CONST_28  HB3  CB3  CB2  CB1   180.00   0.0  0
 M80  CONST_29  HB2  CB2  CB1  CB6   180.00   0.0  0
 M80  CONST_30  HB6  CB6  CB1  CB2   180.00   0.0  0
 M80  CONST_31  HW4  CW4  CW3  CW2   180.00   0.0  0
 M80  CONST_32  HW6  CW6  CW7  CW2   180.00   0.0  0
 M80  CONST_33  HW7  CW7  CW2  CW3   180.00   0.0  0
 M80  CONST_34  HW5  CW5  CW4  CW3   180.00   0.0  0
 M80  CONST_35  HW3  CW3  CW4  CW5   180.00   0.0  0
 M80  CONST_36  HZ3  CZ3  CZ2  CZ1   180.00   0.0  0
 M80  CONST_37  HZ5  CZ5  CZ6  CZ1   180.00   0.0  0
 M80  CONST_38  HZ6  CZ6  CZ1  CZ2   180.00   0.0  0
 M80  CONST_39  HZ4  CZ4  CZ3  CZ2   180.00   0.0  0
 M80  CONST_40  HZ2  CZ2  CZ3  CZ4   180.00   0.0  0
 M80  CONST_44  O4B  C4B  NB4  CB4     0.00   0.0  0
 M80  CONST_45  CW   C4B  NB4  CB4   180.00   0.0  0
 M80  Var_01    CB6  CB1  C3B  C2B   104.87  30.0  2
 M80  Var_02    CW3  CW2  CW1  CW     89.86  30.0  2
 M80  Var_03    CZ2  CZ1  CZ   OY2    75.76  30.0  2
 M80  Var_04    CB1  C3B  C2B  C1B  -179.12  30.0  3
 M80  Var_05    CZ1  CZ   OY2  CY   -167.70  30.0  3
 M80  Var_06    C3B  C2B  C1B  O1B     7.00  30.0  3
 M80  Var_07    OY1  CY   NW   CW     14.88  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
 M80  chir_01  CW  C4B  CW1  NW  positiv

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
 M80  plan-1  C3B  0.020
 M80  plan-1  CB1  0.020
 M80  plan-1  CB6  0.020
 M80  plan-1  CB5  0.020
 M80  plan-1  CB2  0.020
 M80  plan-1  CB3  0.020
 M80  plan-1  CB4  0.020
 M80  plan-1  NB4  0.020
 M80  plan-1  HB6  0.020
 M80  plan-1  HB2  0.020
 M80  plan-1  HB5  0.020
 M80  plan-1  HB3  0.020
 M80  plan-2  NW   0.020
 M80  plan-2  CY   0.020
 M80  plan-2  OY1  0.020
 M80  plan-2  OY2  0.020
 M80  plan-3  CW1  0.020
 M80  plan-3  CW2  0.020
 M80  plan-3  CW3  0.020
 M80  plan-3  CW4  0.020
 M80  plan-3  CW5  0.020
 M80  plan-3  CW6  0.020
 M80  plan-3  CW7  0.020
 M80  plan-3  HW3  0.020
 M80  plan-3  HW7  0.020
 M80  plan-3  HW4  0.020
 M80  plan-3  HW5  0.020
 M80  plan-3  HW6  0.020
 M80  plan-4  CZ   0.020
 M80  plan-4  CZ1  0.020
 M80  plan-4  CZ2  0.020
 M80  plan-4  CZ3  0.020
 M80  plan-4  CZ4  0.020
 M80  plan-4  CZ5  0.020
 M80  plan-4  CZ6  0.020
 M80  plan-4  HZ2  0.020
 M80  plan-4  HZ6  0.020
 M80  plan-4  HZ3  0.020
 M80  plan-4  HZ4  0.020
 M80  plan-4  HZ5  0.020
 M80  plan-5  CB4  0.020
 M80  plan-5  NB4  0.020
 M80  plan-5  C4B  0.020
 M80  plan-5  O4B  0.020
 M80  plan-5  CW   0.020
 M80  plan-5  HB4  0.020
 M80  plan-6  C1B  0.020
 M80  plan-6  O1B  0.020
 M80  plan-6  C2B  0.020
 M80  plan-6  OXT  0.020

