# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr  8 13:14:11 2020
#   Inital geometry file: a 153 line input string
#   Ligand name: beta-phenyl-D-phenylalanyl-N-(3-chlorobenzyl)-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)NCc4cccc(Cl)c4
#
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
 23U  23U  beta-phenyl-D-phenylalanyl-N-(3-chlorobenzyl)-L-prolinamide  ligand  61  33  .  2021-08-04  2021-08-04  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_23U
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
 23U  C1    C   CR6   0   0.170   3.6236   1.5108  -0.3308
 23U  C2    C   CR16  0  -0.288   4.5179   2.2766   0.4146
 23U  C3    C   CR16  0  -0.242   4.5990   3.6502   0.2310
 23U  C4    C   CR16  0  -0.270   3.7888   4.2811  -0.7042
 23U  C5    C   CR16  0  -0.245   2.8966   3.5274  -1.4547
 23U  C6    C   CR16  0  -0.305   2.8161   2.1543  -1.2656
 23U  C7    C   CR6   0   0.143   4.8588  -0.6589  -0.0392
 23U  C8    C   CH1   0  -0.415   3.5057   0.0138  -0.1366
 23U  C9    C   CH1   0  -0.224   2.5433  -0.3402   1.0305
 23U  N2    N   NH2   0  -0.768   2.8539   0.3970   2.2301
 23U  C10   C   C     0   0.557   1.1047  -0.1187   0.5539
 23U  O32   O   O     0  -0.490   0.4975   0.9085   0.8281
 23U  N1    N   NT    0  -0.478   0.5472  -1.0712  -0.2121
 23U  C11   C   CH2   0  -0.287   1.1096  -2.3636  -0.5862
 23U  C12   C   CH2   0  -0.467   0.3080  -2.7218  -1.8280
 23U  C13   C   CH2   0  -0.486  -1.0804  -2.1827  -1.5007
 23U  C14   C   CH1   0  -0.172  -0.7929  -0.8818  -0.7319
 23U  C15   C   C     0   0.559  -1.8064  -0.6909   0.3880
 23U  N23   N   NH1   0  -0.631  -2.8271   0.1212   0.0678
 23U  C16   C   CH2   0  -0.357  -3.9659   0.3701   0.9146
 23U  C17   C   CR6   0   0.108  -5.2268  -0.3096   0.4361
 23U  C18   C   CR16  0  -0.287  -5.2122  -1.6198  -0.0341
 23U  C19   C   CR16  0  -0.243  -6.3879  -2.2349  -0.4358
 23U  C20   C   CR16  0  -0.232  -7.5987  -1.5579  -0.3783
 23U  C21   C   CR6   0  -0.021  -7.6029  -0.2541   0.0879
 23U  C22   C   CR16  0  -0.270  -6.4352   0.3756   0.4915
 23U  CL1   CL  CL    0  -0.130  -9.1007   0.6181   0.1610
 23U  O22   O   O     0  -0.487  -1.7167  -1.2951   1.4436
 23U  C23   C   CR16  0  -0.306   5.5228  -0.9697  -1.2259
 23U  C24   C   CR16  0  -0.243   6.7667  -1.5831  -1.2131
 23U  C25   C   CR16  0  -0.269   7.3722  -1.9018  -0.0038
 23U  C26   C   CR16  0  -0.243   6.7214  -1.5970   1.1832
 23U  C27   C   CR16  0  -0.308   5.4759  -0.9796   1.1674
 23U  H2    H   HCR6  0   0.255   5.1642   1.7978   1.1389
 23U  H3    H   HCR6  0   0.253   5.3013   4.2294   0.8167
 23U  H4    H   HCR6  0   0.254   3.8583   5.3510  -0.8527
 23U  H5    H   HCR6  0   0.253   2.2659   4.0076  -2.1921
 23U  H6    H   HCR6  0   0.242   2.1202   1.5754  -1.8623
 23U  H8    H   HCH1  0   0.274   3.0475  -0.3749  -1.0519
 23U  H9    H   HCH1  0   0.273   2.6805  -1.4020   1.2525
 23U  HN2   H   HNH2  0   0.352   2.5470   1.3570   2.1336
 23U  HN2A  H   HNH2  0   0.357   2.3353   0.0099   3.0085
 23U  H11   H   HCH2  0   0.257   2.1777  -2.3040  -0.7881
 23U  H11A  H   HCH2  0   0.253   0.9586  -3.0992   0.2092
 23U  H12   H   HCH2  0   0.247   0.7221  -2.2094  -2.6986
 23U  H12A  H   HCH2  0   0.259   0.3116  -3.7917  -2.0307
 23U  H13   H   HCH2  0   0.268  -1.6949  -1.9997  -2.3802
 23U  H13A  H   HCH2  0   0.253  -1.6111  -2.8939  -0.8637
 23U  H14   H   HCH1  0   0.277  -0.8121  -0.0233  -1.4106
 23U  HN23  H   HNH1  0   0.406  -2.8096   0.5875  -0.8257
 23U  H16   H   HCH2  0   0.274  -3.7246   0.0293   1.9218
 23U  H16A  H   HCH2  0   0.272  -4.1323   1.4466   0.9792
 23U  H18   H   HCR6  0   0.255  -4.2823  -2.1715  -0.0899
 23U  H19   H   HCR6  0   0.269  -6.3665  -3.2541  -0.7986
 23U  H20   H   HCR6  0   0.280  -8.5164  -2.0366  -0.6914
 23U  H22   H   HCR6  0   0.276  -6.4631   1.3991   0.8441
 23U  H23   H   HCR6  0   0.249   5.0569  -0.7293  -2.1751
 23U  H24   H   HCR6  0   0.254   7.2603  -1.8161  -2.1479
 23U  H25   H   HCR6  0   0.253   8.3408  -2.3850   0.0118
 23U  H26   H   HCR6  0   0.252   7.1840  -1.8379   2.1320
 23U  H27   H   HCR6  0   0.263   4.9852  -0.7360   2.1002

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
 23U  C1   C2    aromatic  1.393  0.020  1.393
 23U  C1   C6    aromatic  1.393  0.020  1.393
 23U  C1   C8    single    1.514  0.020  1.514
 23U  C2   C3    aromatic  1.388  0.020  1.388
 23U  C3   C4    aromatic  1.389  0.020  1.389
 23U  C4   C5    aromatic  1.388  0.020  1.388
 23U  C5   C6    aromatic  1.388  0.020  1.388
 23U  C7   C8    single    1.514  0.020  1.514
 23U  C7   C23   aromatic  1.395  0.020  1.395
 23U  C7   C27   aromatic  1.393  0.020  1.393
 23U  C8   C9    single    1.554  0.020  1.554
 23U  C9   N2    single    1.442  0.020  1.442
 23U  C9   C10   single    1.532  0.020  1.532
 23U  C10  O32   double    1.224  0.020  1.224
 23U  C10  N1    single    1.343  0.020  1.343
 23U  N1   C11   single    1.458  0.020  1.458
 23U  N1   C14   single    1.450  0.020  1.450
 23U  C11  C12   single    1.521  0.020  1.521
 23U  C12  C13   single    1.525  0.020  1.525
 23U  C13  C14   single    1.538  0.020  1.538
 23U  C14  C15   single    1.522  0.020  1.522
 23U  C15  N23   single    1.343  0.020  1.343
 23U  C15  O22   double    1.220  0.020  1.220
 23U  N23  C16   single    1.441  0.020  1.441
 23U  C16  C17   single    1.510  0.020  1.510
 23U  C17  C18   aromatic  1.392  0.020  1.392
 23U  C17  C22   aromatic  1.390  0.020  1.390
 23U  C18  C19   aromatic  1.386  0.020  1.386
 23U  C19  C20   aromatic  1.388  0.020  1.388
 23U  C20  C21   aromatic  1.385  0.020  1.385
 23U  C21  C22   aromatic  1.387  0.020  1.387
 23U  C21  CL1   single    1.735  0.020  1.735
 23U  C23  C24   aromatic  1.387  0.020  1.387
 23U  C24  C25   aromatic  1.389  0.020  1.389
 23U  C25  C26   aromatic  1.388  0.020  1.388
 23U  C26  C27   aromatic  1.390  0.020  1.390
 23U  C2   H2    single    0.930  0.020  1.080
 23U  C3   H3    single    0.930  0.020  1.080
 23U  C4   H4    single    0.930  0.020  1.080
 23U  C5   H5    single    0.930  0.020  1.080
 23U  C6   H6    single    0.930  0.020  1.080
 23U  C8   H8    single    0.970  0.020  1.090
 23U  C9   H9    single    0.970  0.020  1.090
 23U  N2   HN2   single    0.890  0.020  1.040
 23U  N2   HN2A  single    0.890  0.020  1.040
 23U  C11  H11   single    0.970  0.020  1.090
 23U  C11  H11A  single    0.970  0.020  1.090
 23U  C12  H12   single    0.970  0.020  1.090
 23U  C12  H12A  single    0.970  0.020  1.090
 23U  C13  H13   single    0.970  0.020  1.090
 23U  C13  H13A  single    0.970  0.020  1.090
 23U  C14  H14   single    0.970  0.020  1.090
 23U  N23  HN23  single    0.860  0.020  1.020
 23U  C16  H16   single    0.970  0.020  1.090
 23U  C16  H16A  single    0.970  0.020  1.090
 23U  C18  H18   single    0.930  0.020  1.080
 23U  C19  H19   single    0.930  0.020  1.080
 23U  C20  H20   single    0.930  0.020  1.080
 23U  C22  H22   single    0.930  0.020  1.080
 23U  C23  H23   single    0.930  0.020  1.080
 23U  C24  H24   single    0.930  0.020  1.080
 23U  C25  H25   single    0.930  0.020  1.080
 23U  C26  H26   single    0.930  0.020  1.080
 23U  C27  H27   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
 23U  C8    C1   C6   119.85  3.000
 23U  C8    C1   C2   121.65  3.000
 23U  C6    C1   C2   118.50  3.000
 23U  H2    C2   C3   119.43  3.000
 23U  H2    C2   C1   119.87  3.000
 23U  C3    C2   C1   120.70  3.000
 23U  H3    C3   C4   119.98  3.000
 23U  H3    C3   C2   119.72  3.000
 23U  C4    C3   C2   120.30  3.000
 23U  H4    C4   C5   120.24  3.000
 23U  H4    C4   C3   120.26  3.000
 23U  C5    C4   C3   119.49  3.000
 23U  H5    C5   C6   119.84  3.000
 23U  H5    C5   C4   120.12  3.000
 23U  C6    C5   C4   120.03  3.000
 23U  H6    C6   C5   119.36  3.000
 23U  H6    C6   C1   119.66  3.000
 23U  C5    C6   C1   120.98  3.000
 23U  C27   C7   C23  118.35  3.000
 23U  C27   C7   C8   123.64  3.000
 23U  C23   C7   C8   118.01  3.000
 23U  H8    C8   C9   106.73  3.000
 23U  H8    C8   C7   105.67  3.000
 23U  C9    C8   C7   113.83  3.000
 23U  H8    C8   C1   106.04  3.000
 23U  C9    C8   C1   111.71  3.000
 23U  C7    C8   C1   112.20  3.000
 23U  H9    C9   C10  108.75  3.000
 23U  H9    C9   N2   107.49  3.000
 23U  C10   C9   N2   112.78  3.000
 23U  H9    C9   C8   107.22  3.000
 23U  C10   C9   C8   108.37  3.000
 23U  N2    C9   C8   112.03  3.000
 23U  HN2A  N2   HN2  106.29  3.000
 23U  HN2A  N2   C9   109.51  3.000
 23U  HN2   N2   C9   109.89  3.000
 23U  N1    C10  O32  121.11  3.000
 23U  N1    C10  C9   117.69  3.000
 23U  O32   C10  C9   121.16  3.000
 23U  C14   N1   C11  112.35  3.000
 23U  C14   N1   C10  119.69  3.000
 23U  C11   N1   C10  127.92  3.000
 23U  H11A  C11  H11  107.89  3.000
 23U  H11A  C11  C12  111.26  3.000
 23U  H11   C11  C12  112.24  3.000
 23U  H11A  C11  N1   110.87  3.000
 23U  H11   C11  N1   112.18  3.000
 23U  C12   C11  N1   102.41  3.000
 23U  H12A  C12  H12  108.14  3.000
 23U  H12A  C12  C13  112.97  3.000
 23U  H12   C12  C13  110.52  3.000
 23U  H12A  C12  C11  112.44  3.000
 23U  H12   C12  C11  109.92  3.000
 23U  C13   C12  C11  102.79  3.000
 23U  H13A  C13  H13  107.84  3.000
 23U  H13A  C13  C14  110.48  3.000
 23U  H13   C13  C14  111.54  3.000
 23U  H13A  C13  C12  109.72  3.000
 23U  H13   C13  C12  113.58  3.000
 23U  C14   C13  C12  103.65  3.000
 23U  H14   C14  C15  110.25  3.000
 23U  H14   C14  C13  110.50  3.000
 23U  C15   C14  C13  110.44  3.000
 23U  H14   C14  N1   109.94  3.000
 23U  C15   C14  N1   111.59  3.000
 23U  C13   C14  N1   103.97  3.000
 23U  O22   C15  N23  124.18  3.000
 23U  O22   C15  C14  121.71  3.000
 23U  N23   C15  C14  113.98  3.000
 23U  HN23  N23  C16  117.05  3.000
 23U  HN23  N23  C15  118.55  3.000
 23U  C16   N23  C15  124.40  3.000
 23U  H16A  C16  H16  106.71  3.000
 23U  H16A  C16  C17  109.60  3.000
 23U  H16   C16  C17  109.69  3.000
 23U  H16A  C16  N23  109.01  3.000
 23U  H16   C16  N23  108.30  3.000
 23U  C17   C16  N23  113.32  3.000
 23U  C22   C17  C18  119.11  3.000
 23U  C22   C17  C16  119.42  3.000
 23U  C18   C17  C16  121.46  3.000
 23U  H18   C18  C19  119.16  3.000
 23U  H18   C18  C17  120.40  3.000
 23U  C19   C18  C17  120.44  3.000
 23U  H19   C19  C20  119.36  3.000
 23U  H19   C19  C18  119.89  3.000
 23U  C20   C19  C18  120.74  3.000
 23U  H20   C20  C21  120.78  3.000
 23U  H20   C20  C19  120.81  3.000
 23U  C21   C20  C19  118.41  3.000
 23U  CL1   C21  C22  119.11  3.000
 23U  CL1   C21  C20  119.35  3.000
 23U  C22   C21  C20  121.54  3.000
 23U  H22   C22  C21  120.15  3.000
 23U  H22   C22  C17  120.08  3.000
 23U  C21   C22  C17  119.77  3.000
 23U  H23   C23  C24  119.44  3.000
 23U  H23   C23  C7   119.39  3.000
 23U  C24   C23  C7   121.17  3.000
 23U  H24   C24  C25  120.23  3.000
 23U  H24   C24  C23  119.74  3.000
 23U  C25   C24  C23  120.02  3.000
 23U  H25   C25  C26  120.36  3.000
 23U  H25   C25  C24  120.32  3.000
 23U  C26   C25  C24  119.32  3.000
 23U  H26   C26  C27  119.44  3.000
 23U  H26   C26  C25  120.02  3.000
 23U  C27   C26  C25  120.54  3.000
 23U  H27   C27  C26  119.78  3.000
 23U  H27   C27  C7   119.61  3.000
 23U  C26   C27  C7   120.60  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
 23U  CONST_01  C4    C3   C2   C1      0.00   0.0  0
 23U  CONST_02  C4    C5   C6   C1      0.00   0.0  0
 23U  CONST_03  C5    C6   C1   C2      0.00   0.0  0
 23U  CONST_04  C5    C4   C3   C2      0.00   0.0  0
 23U  CONST_05  C6    C1   C2   C3      0.00   0.0  0
 23U  CONST_06  C6    C5   C4   C3      0.00   0.0  0
 23U  CONST_07  C25   C24  C23  C7      0.00   0.0  0
 23U  CONST_08  C25   C26  C27  C7      0.00   0.0  0
 23U  CONST_09  C20   C19  C18  C17     0.00   0.0  0
 23U  CONST_10  C20   C21  C22  C17     0.00   0.0  0
 23U  CONST_11  C21   C22  C17  C18     0.00   0.0  0
 23U  CONST_12  C21   C20  C19  C18     0.00   0.0  0
 23U  CONST_13  C22   C17  C18  C19     0.00   0.0  0
 23U  CONST_14  C22   C21  C20  C19     0.00   0.0  0
 23U  CONST_15  C26   C27  C7   C23     0.00   0.0  0
 23U  CONST_16  C26   C25  C24  C23     0.00   0.0  0
 23U  CONST_17  C27   C7   C23  C24     0.00   0.0  0
 23U  CONST_18  C27   C26  C25  C24     0.00   0.0  0
 23U  CONST_19  C8    C1   C2   C3    180.00   0.0  0
 23U  CONST_20  C8    C1   C6   C5    180.00   0.0  0
 23U  CONST_21  C24   C23  C7   C8    180.00   0.0  0
 23U  CONST_22  C26   C27  C7   C8    180.00   0.0  0
 23U  CONST_23  C19   C18  C17  C16   180.00   0.0  0
 23U  CONST_24  C21   C22  C17  C16   180.00   0.0  0
 23U  CONST_25  CL1   C21  C22  C17   180.00   0.0  0
 23U  CONST_26  CL1   C21  C20  C19   180.00   0.0  0
 23U  CONST_27  H3    C3   C2   C1    180.00   0.0  0
 23U  CONST_28  H5    C5   C6   C1    180.00   0.0  0
 23U  CONST_29  H6    C6   C1   C2    180.00   0.0  0
 23U  CONST_30  H4    C4   C3   C2    180.00   0.0  0
 23U  CONST_31  H2    C2   C3   C4    180.00   0.0  0
 23U  CONST_32  H24   C24  C23  C7    180.00   0.0  0
 23U  CONST_33  H26   C26  C27  C7    180.00   0.0  0
 23U  CONST_34  H19   C19  C18  C17   180.00   0.0  0
 23U  CONST_35  H22   C22  C17  C18   180.00   0.0  0
 23U  CONST_36  H20   C20  C19  C18   180.00   0.0  0
 23U  CONST_37  H18   C18  C19  C20   180.00   0.0  0
 23U  CONST_38  H27   C27  C7   C23   180.00   0.0  0
 23U  CONST_39  H25   C25  C24  C23   180.00   0.0  0
 23U  CONST_40  H23   C23  C24  C25   180.00   0.0  0
 23U  CONST_41  C11   N1   C10  C9      0.00   0.0  0
 23U  CONST_42  C14   N1   C10  C9    180.00   0.0  0
 23U  CONST_43  C11   N1   C10  O32   180.00   0.0  0
 23U  CONST_44  C14   N1   C10  O32     0.00   0.0  0
 23U  CONST_45  C16   N23  C15  C14   180.00   0.0  0
 23U  CONST_46  HN23  N23  C15  C14     0.00   0.0  0
 23U  CONST_47  O22   C15  N23  C16     0.00   0.0  0
 23U  Var_01    C13   C12  C11  N1    -36.35  30.0  1
 23U  Var_02    C14   C13  C12  C11    36.87  30.0  1
 23U  Var_03    C14   N1   C11  C12    23.09  30.0  1
 23U  Var_04    C23   C7   C8   C1    -82.74  30.0  3
 23U  Var_05    C7    C8   C1   C2    -44.51  30.0  2
 23U  Var_06    C18   C17  C16  N23    42.67  30.0  2
 23U  Var_07    C17   C16  N23  C15  -106.42  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
 23U  chir_01  C9   C8  N2   C10  negativ
 23U  chir_02  C14  N1  C13  C15  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
 23U  plan-1  C1    0.020
 23U  plan-1  C2    0.020
 23U  plan-1  C3    0.020
 23U  plan-1  C4    0.020
 23U  plan-1  C5    0.020
 23U  plan-1  C6    0.020
 23U  plan-1  C8    0.020
 23U  plan-1  H2    0.020
 23U  plan-1  H3    0.020
 23U  plan-1  H4    0.020
 23U  plan-1  H5    0.020
 23U  plan-1  H6    0.020
 23U  plan-2  C7    0.020
 23U  plan-2  C8    0.020
 23U  plan-2  C23   0.020
 23U  plan-2  C24   0.020
 23U  plan-2  C25   0.020
 23U  plan-2  C26   0.020
 23U  plan-2  C27   0.020
 23U  plan-2  H23   0.020
 23U  plan-2  H24   0.020
 23U  plan-2  H25   0.020
 23U  plan-2  H26   0.020
 23U  plan-2  H27   0.020
 23U  plan-3  C16   0.020
 23U  plan-3  C17   0.020
 23U  plan-3  C18   0.020
 23U  plan-3  C19   0.020
 23U  plan-3  C20   0.020
 23U  plan-3  C21   0.020
 23U  plan-3  C22   0.020
 23U  plan-3  CL1   0.020
 23U  plan-3  H18   0.020
 23U  plan-3  H19   0.020
 23U  plan-3  H20   0.020
 23U  plan-3  H22   0.020
 23U  plan-4  C14   0.020
 23U  plan-4  C15   0.020
 23U  plan-4  N23   0.020
 23U  plan-4  C16   0.020
 23U  plan-4  O22   0.020
 23U  plan-4  HN23  0.020
 23U  plan-5  C9    0.020
 23U  plan-5  C10   0.020
 23U  plan-5  O32   0.020
 23U  plan-5  N1    0.020
 23U  plan-5  C11   0.020
 23U  plan-5  C14   0.020

