# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat May  2 20:34:31 2020
#   Inital geometry file: a 160 line input string
#   Ligand name: N-[(4-carboxyphenyl)carbonyl]-L-valyl-N-[(1S)-3,3,3-trifluoro-1-(1-methylethyl)-2-oxopropyl]-L-prolinamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(C)[C@H](NC(=O)c1ccc(cc1)C(O)=O)C(=O)N2CCC[C@H]2C(=O)N[C@@H](C(C)C)C(=O)C(F)(F)F
#
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
 FRW  FRW  N-[(4-carboxyphenyl)carbonyl]-L-valyl-N-[(1S)-3,3,3-trifluoro-1-(1-methylethyl)-2-oxopropyl]-L-prolinamide  ligand  65  36  .  2021-08-09  2021-08-09  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_FRW
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
 FRW  O6    O  O      0  -0.589  -8.1581   3.0038   1.7871
 FRW  C4    C  C      0   0.400  -7.2481   3.1706   0.9539
 FRW  O5    O  OC    -1  -0.589  -7.0349   4.1889   0.2699
 FRW  C3    C  CR6    0  -0.097  -6.2906   2.0009   0.7473
 FRW  C2    C  CR16   0  -0.278  -6.4548   0.8077   1.4475
 FRW  C1    C  CR16   0  -0.260  -5.5931  -0.2587   1.2517
 FRW  C7    C  CR16   0  -0.274  -5.2343   2.0976  -0.1541
 FRW  C8    C  CR16   0  -0.281  -4.3588   1.0399  -0.3438
 FRW  C9    C  CR6    0  -0.044  -4.5263  -0.1500   0.3624
 FRW  C10   C  C      0   0.537  -3.6309  -1.3316   0.1755
 FRW  O11   O  O      0  -0.486  -4.0317  -2.4690   0.3805
 FRW  N12   N  NH1    0  -0.651  -2.3772  -1.0483  -0.2249
 FRW  C13   C  CH1    0  -0.210  -1.3596  -2.0426  -0.4470
 FRW  C14   C  CH1    0  -0.232  -1.0829  -2.2716  -1.9514
 FRW  C15   C  CH3    0  -0.657  -2.3298  -2.8015  -2.6491
 FRW  C16   C  CH3    0  -0.676  -0.5543  -1.0186  -2.6411
 FRW  C17   C  C      0   0.586  -0.0906  -1.5968   0.2716
 FRW  O18   O  O      0  -0.487   0.0731  -0.4272   0.5987
 FRW  N19   N  NT     0  -0.477   0.8560  -2.5190   0.4937
 FRW  C23   C  CH2    0  -0.285   0.7935  -3.9574   0.2605
 FRW  C22   C  CH2    0  -0.468   1.8352  -4.4948   1.2299
 FRW  C21   C  CH2    0  -0.481   2.9117  -3.4153   1.1990
 FRW  C20   C  CH1    0  -0.174   2.1068  -2.1114   1.1129
 FRW  C24   C  C      0   0.580   2.8066  -1.0676   0.2528
 FRW  O25   O  O      0  -0.477   2.9206  -1.2085  -0.9517
 FRW  N26   N  NH1    0  -0.646   3.3332  -0.0350   0.9383
 FRW  C27   C  CH1    0  -0.193   3.9620   1.0843   0.2751
 FRW  C28   C  CH1    0  -0.235   2.9575   2.1783  -0.1494
 FRW  C29   C  CH3    0  -0.670   2.0670   2.6875   0.9761
 FRW  C30   C  CH3    0  -0.670   3.6606   3.3245  -0.8670
 FRW  C31   C  C      0   0.205   5.0485   1.5893   1.2100
 FRW  O32   O  O      0  -0.319   4.8414   2.0153   2.3099
 FRW  C33   C  CT     0   0.971   6.5013   1.4688   0.7180
 FRW  F36   F  F      0  -0.287   7.3609   1.9260   1.6138
 FRW  F34   F  F      0  -0.300   6.7805   0.1847   0.4801
 FRW  F35   F  F      0  -0.296   6.6781   2.1447  -0.4183
 FRW  H2    H  HCR6   0   0.249  -7.2695   0.7123   2.1526
 FRW  H1    H  HCR6   0   0.252  -5.7430  -1.1798   1.7999
 FRW  H7    H  HCR6   0   0.250  -5.0989   3.0095  -0.7199
 FRW  H8    H  HCR6   0   0.249  -3.5658   1.1469  -1.0740
 FRW  HN12  H  HNH1   0   0.400  -2.0658  -0.0899  -0.2011
 FRW  H13   H  HCH1   0   0.283  -1.7164  -2.9812  -0.0165
 FRW  H14   H  HCH1   0   0.244  -0.3138  -3.0469  -2.0221
 FRW  H15   H  HCH3   0   0.236  -2.1017  -3.0587  -3.6842
 FRW  H15A  H  HCH3   0   0.230  -2.7124  -3.6973  -2.1593
 FRW  H15B  H  HCH3   0   0.223  -3.1277  -2.0574  -2.6650
 FRW  H16   H  HCH3   0   0.244   0.3797  -0.6676  -2.2022
 FRW  H16A  H  HCH3   0   0.237  -0.3608  -1.2253  -3.6942
 FRW  H16B  H  HCH3   0   0.219  -1.2791  -0.2031  -2.6001
 FRW  H23   H  HCH2   0   0.264  -0.2037  -4.3507   0.4536
 FRW  H23A  H  HCH2   0   0.249   1.0650  -4.1983  -0.7708
 FRW  H22   H  HCH2   0   0.248   1.4070  -4.5842   2.2300
 FRW  H22A  H  HCH2   0   0.261   2.2081  -5.4738   0.9328
 FRW  H21   H  HCH2   0   0.269   3.5632  -3.4254   2.0707
 FRW  H21A  H  HCH2   0   0.254   3.5350  -3.5368   0.3110
 FRW  H20   H  HCH1   0   0.281   1.9159  -1.7159   2.1156
 FRW  HN26  H  HNH1   0   0.409   3.0613   0.0785   1.9032
 FRW  H27   H  HCH1   0   0.299   4.4191   0.7021  -0.6393
 FRW  H28   H  HCH1   0   0.256   2.3130   1.6722  -0.8745
 FRW  H29   H  HCH3   0   0.227   2.6130   3.2829   1.7078
 FRW  H29A  H  HCH3   0   0.237   1.2895   3.3264   0.5553
 FRW  H29B  H  HCH3   0   0.237   1.5635   1.8735   1.4965
 FRW  H30   H  HCH3   0   0.236   4.2807   2.9717  -1.6923
 FRW  H30A  H  HCH3   0   0.246   2.9229   4.0092  -1.2854
 FRW  H30B  H  HCH3   0   0.224   4.2888   3.9074  -0.1901

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
 FRW  O6   C4    deloc     1.245  0.020  1.245
 FRW  C4   O5    deloc     1.245  0.020  1.245
 FRW  C4   C3    single    1.526  0.020  1.526
 FRW  C3   C2    aromatic  1.393  0.020  1.393
 FRW  C3   C7    aromatic  1.392  0.020  1.392
 FRW  C2   C1    aromatic  1.385  0.020  1.385
 FRW  C1   C9    aromatic  1.393  0.020  1.393
 FRW  C7   C8    aromatic  1.386  0.020  1.386
 FRW  C8   C9    aromatic  1.394  0.020  1.394
 FRW  C9   C10   single    1.494  0.020  1.494
 FRW  C10  O11   double    1.223  0.020  1.223
 FRW  C10  N12   single    1.346  0.020  1.346
 FRW  N12  C13   single    1.440  0.020  1.440
 FRW  C13  C14   single    1.547  0.020  1.547
 FRW  C13  C17   single    1.525  0.020  1.525
 FRW  C14  C15   single    1.524  0.020  1.524
 FRW  C14  C16   single    1.525  0.020  1.525
 FRW  C17  O18   double    1.226  0.020  1.226
 FRW  C17  N19   single    1.340  0.020  1.340
 FRW  N19  C23   single    1.459  0.020  1.459
 FRW  N19  C20   single    1.454  0.020  1.454
 FRW  C23  C22   single    1.521  0.020  1.521
 FRW  C22  C21   single    1.525  0.020  1.525
 FRW  C21  C20   single    1.535  0.020  1.535
 FRW  C20  C24   single    1.523  0.020  1.523
 FRW  C24  O25   double    1.218  0.020  1.218
 FRW  C24  N26   single    1.347  0.020  1.347
 FRW  N26  C27   single    1.445  0.020  1.445
 FRW  C27  C28   single    1.545  0.020  1.545
 FRW  C27  C31   single    1.520  0.020  1.520
 FRW  C28  C29   single    1.523  0.020  1.523
 FRW  C28  C30   single    1.524  0.020  1.524
 FRW  C31  O32   double    1.198  0.020  1.198
 FRW  C31  C33   single    1.539  0.020  1.539
 FRW  C33  F36   single    1.323  0.020  1.323
 FRW  C33  F34   single    1.335  0.020  1.335
 FRW  C33  F35   single    1.334  0.020  1.334
 FRW  C2   H2    single    0.930  0.020  1.080
 FRW  C1   H1    single    0.930  0.020  1.080
 FRW  C7   H7    single    0.930  0.020  1.080
 FRW  C8   H8    single    0.930  0.020  1.080
 FRW  N12  HN12  single    0.860  0.020  1.020
 FRW  C13  H13   single    0.970  0.020  1.090
 FRW  C14  H14   single    0.970  0.020  1.090
 FRW  C15  H15   single    0.970  0.020  1.090
 FRW  C15  H15A  single    0.970  0.020  1.090
 FRW  C15  H15B  single    0.970  0.020  1.090
 FRW  C16  H16   single    0.970  0.020  1.090
 FRW  C16  H16A  single    0.970  0.020  1.090
 FRW  C16  H16B  single    0.970  0.020  1.090
 FRW  C23  H23   single    0.970  0.020  1.090
 FRW  C23  H23A  single    0.970  0.020  1.090
 FRW  C22  H22   single    0.970  0.020  1.090
 FRW  C22  H22A  single    0.970  0.020  1.090
 FRW  C21  H21   single    0.970  0.020  1.090
 FRW  C21  H21A  single    0.970  0.020  1.090
 FRW  C20  H20   single    0.970  0.020  1.090
 FRW  N26  HN26  single    0.860  0.020  1.020
 FRW  C27  H27   single    0.970  0.020  1.090
 FRW  C28  H28   single    0.970  0.020  1.090
 FRW  C29  H29   single    0.970  0.020  1.090
 FRW  C29  H29A  single    0.970  0.020  1.090
 FRW  C29  H29B  single    0.970  0.020  1.090
 FRW  C30  H30   single    0.970  0.020  1.090
 FRW  C30  H30A  single    0.970  0.020  1.090
 FRW  C30  H30B  single    0.970  0.020  1.090

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
 FRW  C3    C4   O5    116.43  3.000
 FRW  C3    C4   O6    116.53  3.000
 FRW  O5    C4   O6    127.04  3.000
 FRW  C7    C3   C2    118.32  3.000
 FRW  C7    C3   C4    120.71  3.000
 FRW  C2    C3   C4    120.97  3.000
 FRW  H2    C2   C1    119.53  3.000
 FRW  H2    C2   C3    119.47  3.000
 FRW  C1    C2   C3    121.00  3.000
 FRW  H1    C1   C9    119.72  3.000
 FRW  H1    C1   C2    119.84  3.000
 FRW  C9    C1   C2    120.44  3.000
 FRW  H7    C7   C8    119.51  3.000
 FRW  H7    C7   C3    119.49  3.000
 FRW  C8    C7   C3    121.00  3.000
 FRW  H8    C8   C9    120.92  3.000
 FRW  H8    C8   C7    118.64  3.000
 FRW  C9    C8   C7    120.41  3.000
 FRW  C10   C9   C8    122.67  3.000
 FRW  C10   C9   C1    118.49  3.000
 FRW  C8    C9   C1    118.82  3.000
 FRW  N12   C10  O11   123.41  3.000
 FRW  N12   C10  C9    115.39  3.000
 FRW  O11   C10  C9    121.20  3.000
 FRW  HN12  N12  C13   116.22  3.000
 FRW  HN12  N12  C10   118.74  3.000
 FRW  C13   N12  C10   123.96  3.000
 FRW  H13   C13  C17   109.71  3.000
 FRW  H13   C13  C14   108.33  3.000
 FRW  C17   C13  C14   110.66  3.000
 FRW  H13   C13  N12   107.56  3.000
 FRW  C17   C13  N12   108.27  3.000
 FRW  C14   C13  N12   112.25  3.000
 FRW  H14   C14  C16   108.01  3.000
 FRW  H14   C14  C15   107.41  3.000
 FRW  C16   C14  C15   111.24  3.000
 FRW  H14   C14  C13   107.07  3.000
 FRW  C16   C14  C13   112.35  3.000
 FRW  C15   C14  C13   110.52  3.000
 FRW  H15B  C15  H15A  108.07  3.000
 FRW  H15B  C15  H15   107.45  3.000
 FRW  H15A  C15  H15   107.82  3.000
 FRW  H15B  C15  C14   111.58  3.000
 FRW  H15A  C15  C14   111.54  3.000
 FRW  H15   C15  C14   110.21  3.000
 FRW  H16B  C16  H16A  107.19  3.000
 FRW  H16B  C16  H16   108.25  3.000
 FRW  H16A  C16  H16   107.33  3.000
 FRW  H16B  C16  C14   111.51  3.000
 FRW  H16A  C16  C14   110.03  3.000
 FRW  H16   C16  C14   112.31  3.000
 FRW  N19   C17  O18   121.21  3.000
 FRW  N19   C17  C13   117.70  3.000
 FRW  O18   C17  C13   121.06  3.000
 FRW  C20   N19  C23   112.42  3.000
 FRW  C20   N19  C17   119.04  3.000
 FRW  C23   N19  C17   128.45  3.000
 FRW  H23A  C23  H23   108.36  3.000
 FRW  H23A  C23  C22   110.68  3.000
 FRW  H23   C23  C22   112.73  3.000
 FRW  H23A  C23  N19   110.95  3.000
 FRW  H23   C23  N19   111.53  3.000
 FRW  C22   C23  N19   102.54  3.000
 FRW  H22A  C22  H22   108.10  3.000
 FRW  H22A  C22  C21   112.90  3.000
 FRW  H22   C22  C21   110.70  3.000
 FRW  H22A  C22  C23   112.23  3.000
 FRW  H22   C22  C23   110.13  3.000
 FRW  C21   C22  C23   102.73  3.000
 FRW  H21A  C21  H21   107.98  3.000
 FRW  H21A  C21  C20   110.39  3.000
 FRW  H21   C21  C20   111.51  3.000
 FRW  H21A  C21  C22   109.93  3.000
 FRW  H21   C21  C22   113.57  3.000
 FRW  C20   C21  C22   103.44  3.000
 FRW  H20   C20  C24   110.48  3.000
 FRW  H20   C20  C21   110.31  3.000
 FRW  C24   C20  C21   111.91  3.000
 FRW  H20   C20  N19   109.96  3.000
 FRW  C24   C20  N19   110.30  3.000
 FRW  C21   C20  N19   103.70  3.000
 FRW  N26   C24  O25   123.74  3.000
 FRW  N26   C24  C20   114.69  3.000
 FRW  O25   C24  C20   121.49  3.000
 FRW  HN26  N26  C27   117.97  3.000
 FRW  HN26  N26  C24   117.88  3.000
 FRW  C27   N26  C24   122.04  3.000
 FRW  H27   C27  C31   109.41  3.000
 FRW  H27   C27  C28   106.86  3.000
 FRW  C31   C27  C28   113.50  3.000
 FRW  H27   C27  N26   107.18  3.000
 FRW  C31   C27  N26   106.63  3.000
 FRW  C28   C27  N26   113.06  3.000
 FRW  H28   C28  C30   107.91  3.000
 FRW  H28   C28  C29   107.46  3.000
 FRW  C30   C28  C29   111.49  3.000
 FRW  H28   C28  C27   103.75  3.000
 FRW  C30   C28  C27   111.22  3.000
 FRW  C29   C28  C27   114.45  3.000
 FRW  H29B  C29  H29A  107.01  3.000
 FRW  H29B  C29  H29   108.60  3.000
 FRW  H29A  C29  H29   107.22  3.000
 FRW  H29B  C29  C28   111.93  3.000
 FRW  H29A  C29  C28   109.12  3.000
 FRW  H29   C29  C28   112.70  3.000
 FRW  H30B  C30  H30A  106.97  3.000
 FRW  H30B  C30  H30   108.33  3.000
 FRW  H30A  C30  H30   107.31  3.000
 FRW  H30B  C30  C28   112.02  3.000
 FRW  H30A  C30  C28   109.93  3.000
 FRW  H30   C30  C28   112.04  3.000
 FRW  C33   C31  O32   119.00  3.000
 FRW  C33   C31  C27   116.90  3.000
 FRW  O32   C31  C27   124.02  3.000
 FRW  F35   C33  F34   107.93  3.000
 FRW  F35   C33  F36   108.40  3.000
 FRW  F34   C33  F36   108.48  3.000
 FRW  F35   C33  C31   110.97  3.000
 FRW  F34   C33  C31   109.24  3.000
 FRW  F36   C33  C31   111.71  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
 FRW  CONST_01  C9    C1   C2   C3      0.00   0.0  0
 FRW  CONST_02  C9    C8   C7   C3      0.00   0.0  0
 FRW  CONST_03  C8    C7   C3   C2      0.00   0.0  0
 FRW  CONST_04  C8    C9   C1   C2      0.00   0.0  0
 FRW  CONST_05  C7    C3   C2   C1      0.00   0.0  0
 FRW  CONST_06  C7    C8   C9   C1      0.00   0.0  0
 FRW  CONST_07  C1    C2   C3   C4    180.00   0.0  0
 FRW  CONST_08  C8    C7   C3   C4    180.00   0.0  0
 FRW  CONST_09  C10   C9   C1   C2    180.00   0.0  0
 FRW  CONST_10  C10   C9   C8   C7    180.00   0.0  0
 FRW  CONST_11  H1    C1   C2   C3    180.00   0.0  0
 FRW  CONST_12  H8    C8   C7   C3    180.00   0.0  0
 FRW  CONST_13  H7    C7   C3   C2    180.00   0.0  0
 FRW  CONST_14  H2    C2   C3   C7    180.00   0.0  0
 FRW  CONST_15  C23   N19  C17  C13     0.00   0.0  0
 FRW  CONST_16  C20   N19  C17  C13   180.00   0.0  0
 FRW  CONST_17  C23   N19  C17  O18   180.00   0.0  0
 FRW  CONST_18  C20   N19  C17  O18     0.00   0.0  0
 FRW  CONST_19  C13   N12  C10  C9    180.00   0.0  0
 FRW  CONST_20  C27   N26  C24  C20   180.00   0.0  0
 FRW  CONST_21  HN12  N12  C10  C9      0.00   0.0  0
 FRW  CONST_22  HN26  N26  C24  C20     0.00   0.0  0
 FRW  CONST_23  C13   N12  C10  O11     0.00   0.0  0
 FRW  CONST_24  C27   N26  C24  O25     0.00   0.0  0
 FRW  Var_01    C21   C22  C23  N19   -35.71  30.0  1
 FRW  Var_02    C20   C21  C22  C23    38.12  30.0  1
 FRW  Var_03    C20   N19  C23  C22    20.65  30.0  1
 FRW  Var_04    C2    C3   C4   O6      1.01  30.0  2
 FRW  Var_05    O11   C10  C9   C1     25.68  30.0  2
 FRW  Var_06    F36   C33  C31  C27  -179.42  30.0  3
 FRW  Var_07    H15   C15  C14  C13  -174.15  30.0  3
 FRW  Var_08    H16   C16  C14  C13    59.80  30.0  3
 FRW  Var_09    H29   C29  C28  C27    70.30  30.0  3
 FRW  Var_10    H30   C30  C28  C27    52.46  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
 FRW  chir_01  C13  N12  C14  C17  negativ
 FRW  chir_02  C20  N19  C21  C24  negativ
 FRW  chir_03  C27  N26  C28  C31  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
 FRW  plan-1  C4    0.020
 FRW  plan-1  C3    0.020
 FRW  plan-1  C2    0.020
 FRW  plan-1  C1    0.020
 FRW  plan-1  C7    0.020
 FRW  plan-1  C8    0.020
 FRW  plan-1  C9    0.020
 FRW  plan-1  C10   0.020
 FRW  plan-1  H2    0.020
 FRW  plan-1  H1    0.020
 FRW  plan-1  H7    0.020
 FRW  plan-1  H8    0.020
 FRW  plan-2  C13   0.020
 FRW  plan-2  C17   0.020
 FRW  plan-2  O18   0.020
 FRW  plan-2  N19   0.020
 FRW  plan-2  C23   0.020
 FRW  plan-2  C20   0.020
 FRW  plan-3  C20   0.020
 FRW  plan-3  C24   0.020
 FRW  plan-3  O25   0.020
 FRW  plan-3  N26   0.020
 FRW  plan-3  C27   0.020
 FRW  plan-3  HN26  0.020
 FRW  plan-4  C9    0.020
 FRW  plan-4  C10   0.020
 FRW  plan-4  O11   0.020
 FRW  plan-4  N12   0.020
 FRW  plan-4  C13   0.020
 FRW  plan-4  HN12  0.020
 FRW  plan-5  C27   0.020
 FRW  plan-5  C31   0.020
 FRW  plan-5  O32   0.020
 FRW  plan-5  C33   0.020
 FRW  plan-6  O6    0.020
 FRW  plan-6  C4    0.020
 FRW  plan-6  O5    0.020
 FRW  plan-6  C3    0.020

