# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Jul 31 06:34:27 2021
#   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  66  36  .  2021-08-09  2022-11-17
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

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  -0.433  17.6556  12.4143   7.7730
 FRW  C4    C  C     0   0.538  18.1400  12.1285   6.7050
 FRW  O5    O  OH1   0  -0.591  19.4362  11.9335   6.5195
 FRW  C3    C  CR6   0  -0.081  17.3443  11.9604   5.4610
 FRW  C2    C  CR16  0  -0.244  17.9306  11.6242   4.2435
 FRW  C1    C  CR16  0  -0.272  17.1445  11.4720   3.1130
 FRW  C7    C  CR16  0  -0.243  15.9662  12.1547   5.5280
 FRW  C8    C  CR16  0  -0.255  15.1854  12.0158   4.3957
 FRW  C9    C  CR6   0  -0.031  15.7667  11.6598   3.1815
 FRW  C10   C  C     0   0.545  14.8832  11.5254   1.9839
 FRW  O11   O  O     0  -0.472  13.8411  12.1574   1.8879
 FRW  N12   N  NH1   0  -0.652  15.3042  10.6805   1.0271
 FRW  C13   C  CH1   0  -0.150  14.4907  10.4273  -0.1404
 FRW  C14   C  CH1   0  -0.276  15.2729   9.5885  -1.1631
 FRW  C15   C  CH3   0  -0.684  14.4160   9.3017  -2.3924
 FRW  C16   C  CH3   0  -0.650  16.5622  10.2942  -1.5752
 FRW  C17   C  C     0   0.569  13.2229   9.6889   0.2983
 FRW  O18   O  O     0  -0.491  13.3145   8.7213   1.0427
 FRW  N19   N  NR5   0  -0.470  12.0365  10.1023  -0.1680
 FRW  C23   C  CH2   0  -0.278  11.7400  11.3143  -0.9253
 FRW  C22   C  CH2   0  -0.474  10.2701  11.5580  -0.6136
 FRW  C21   C  CH2   0  -0.476   9.7036  10.1513  -0.4681
 FRW  C20   C  CR15  0  -0.183  10.8400   9.3815   0.2210
 FRW  C24   C  C     0   0.589  10.8712   7.9383  -0.2544
 FRW  O25   O  O     0  -0.462  11.3327   7.6195  -1.3328
 FRW  N26   N  NH1   0  -0.667  10.2505   7.0734   0.5778
 FRW  C27   C  CH1   0  -0.221  10.1198   5.6663   0.3027
 FRW  C28   C  CH1   0  -0.230  10.9590   4.7838   1.2386
 FRW  C29   C  CH3   0  -0.668  12.4437   5.0276   0.9888
 FRW  C30   C  CH3   0  -0.677  10.6127   4.9951   2.7093
 FRW  C31   C  C     0   0.221   8.6607   5.2558   0.2462
 FRW  O32   O  O     0  -0.331   8.2412   4.1886   0.5904
 FRW  C33   C  CT    0   0.989   7.6555   6.2712  -0.3486
 FRW  F36   F  F     0  -0.304   7.3453   7.2052   0.5538
 FRW  F34   F  F     0  -0.295   8.1492   6.8785  -1.4276
 FRW  F35   F  F     0  -0.292   6.5322   5.6592  -0.7015
 FRW  HO5   H  HOH1  0   0.490  19.9144  12.0573   7.3531
 FRW  H2    H  HCR6  0   0.276  18.9987  11.4830   4.1590
 FRW  H1    H  HCR6  0   0.269  17.6274  11.2304   2.1748
 FRW  H7    H  HCR6  0   0.273  15.5012  12.4192   6.4678
 FRW  H8    H  HCR6  0   0.269  14.1175  12.1736   4.4599
 FRW  HN12  H  HNH1  0   0.409  16.0206  10.0073   1.2508
 FRW  H13   H  HCH1  0   0.272  14.2533  11.3861  -0.6058
 FRW  H14   H  HCH1  0   0.240  15.5297   8.6354  -0.6869
 FRW  H15   H  HCH3  0   0.257  13.5155   8.7367  -2.1543
 FRW  H15A  H  HCH3  0   0.220  14.1111  10.2319  -2.8789
 FRW  H15B  H  HCH3  0   0.240  14.9855   8.7226  -3.1196
 FRW  H16   H  HCH3  0   0.223  16.3481  11.2654  -2.0269
 FRW  H16A  H  HCH3  0   0.230  17.2422  10.4590  -0.7393
 FRW  H16B  H  HCH3  0   0.237  17.0963   9.6948  -2.3132
 FRW  H23   H  HCH2  0   0.261  12.3671  12.1432  -0.6046
 FRW  H23A  H  HCH2  0   0.246  11.8980  11.1544  -1.9951
 FRW  H22   H  HCH2  0   0.246  10.1750  12.1079   0.3247
 FRW  H22A  H  HCH2  0   0.260   9.7737  12.1344  -1.3929
 FRW  H21   H  HCH2  0   0.266   8.7842  10.1147   0.1136
 FRW  H21A  H  HCH2  0   0.254   9.4970   9.7274  -1.4528
 FRW  H20   H  HCR5  0   0.277  10.7188   9.4193   1.3090
 FRW  HN26  H  HNH1  0   0.408   9.9901   7.4017   1.4950
 FRW  H27   H  HCH1  0   0.328  10.4844   5.5115  -0.7212
 FRW  H28   H  HCH1  0   0.248  10.7394   3.7465   0.9740
 FRW  H29   H  HCH3  0   0.230  12.7105   4.8437  -0.0529
 FRW  H29A  H  HCH3  0   0.237  12.7306   6.0514   1.2316
 FRW  H29B  H  HCH3  0   0.236  13.0432   4.3585   1.6069
 FRW  H30   H  HCH3  0   0.247  11.1739   4.2956   3.3290
 FRW  H30A  H  HCH3  0   0.220  10.8779   5.9997   3.0467
 FRW  H30B  H  HCH3  0   0.238   9.5552   4.8347   2.9204

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    double    1.207  0.020  1.207
 FRW  C4   O5    single    1.324  0.020  1.324
 FRW  C4   C3    single    1.486  0.020  1.486
 FRW  C3   C2    aromatic  1.393  0.020  1.393
 FRW  C3   C7    aromatic  1.393  0.020  1.393
 FRW  C2   C1    aromatic  1.385  0.020  1.385
 FRW  C1   C9    aromatic  1.392  0.020  1.392
 FRW  C7   C8    aromatic  1.382  0.020  1.382
 FRW  C8   C9    aromatic  1.392  0.020  1.392
 FRW  C9   C10   single    1.494  0.020  1.494
 FRW  C10  O11   double    1.223  0.020  1.223
 FRW  C10  N12   single    1.344  0.020  1.344
 FRW  N12  C13   single    1.445  0.020  1.445
 FRW  C13  C14   single    1.537  0.020  1.537
 FRW  C13  C17   single    1.531  0.020  1.531
 FRW  C14  C15   single    1.526  0.020  1.526
 FRW  C14  C16   single    1.527  0.020  1.527
 FRW  C17  O18   double    1.224  0.020  1.224
 FRW  C17  N19   single    1.340  0.020  1.340
 FRW  N19  C23   single    1.460  0.020  1.460
 FRW  N19  C20   single    1.450  0.020  1.450
 FRW  C23  C22   single    1.522  0.020  1.522
 FRW  C22  C21   single    1.523  0.020  1.523
 FRW  C21  C20   single    1.536  0.020  1.536
 FRW  C20  C24   single    1.520  0.020  1.520
 FRW  C24  O25   double    1.216  0.020  1.216
 FRW  C24  N26   single    1.351  0.020  1.351
 FRW  N26  C27   single    1.440  0.020  1.440
 FRW  C27  C28   single    1.536  0.020  1.536
 FRW  C27  C31   single    1.517  0.020  1.517
 FRW  C28  C29   single    1.525  0.020  1.525
 FRW  C28  C30   single    1.526  0.020  1.526
 FRW  C31  O32   double    1.197  0.020  1.197
 FRW  C31  C33   single    1.548  0.020  1.548
 FRW  C33  F36   single    1.335  0.020  1.335
 FRW  C33  F34   single    1.333  0.020  1.333
 FRW  C33  F35   single    1.327  0.020  1.327
 FRW  O5   HO5   single    0.850  0.020  0.980
 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    112.97  3.000
 FRW  C3    C4   O6    123.54  3.000
 FRW  O5    C4   O6    123.49  3.000
 FRW  HO5   O5   C4    110.11  3.000
 FRW  C7    C3   C2    119.49  3.000
 FRW  C7    C3   C4    118.26  3.000
 FRW  C2    C3   C4    122.25  3.000
 FRW  H2    C2   C1    118.86  3.000
 FRW  H2    C2   C3    121.07  3.000
 FRW  C1    C2   C3    120.07  3.000
 FRW  H1    C1   C9    120.95  3.000
 FRW  H1    C1   C2    118.60  3.000
 FRW  C9    C1   C2    120.43  3.000
 FRW  H7    C7   C8    119.57  3.000
 FRW  H7    C7   C3    120.08  3.000
 FRW  C8    C7   C3    120.34  3.000
 FRW  H8    C8   C9    120.09  3.000
 FRW  H8    C8   C7    119.63  3.000
 FRW  C9    C8   C7    120.27  3.000
 FRW  C10   C9   C8    118.36  3.000
 FRW  C10   C9   C1    122.24  3.000
 FRW  C8    C9   C1    119.38  3.000
 FRW  N12   C10  O11   122.41  3.000
 FRW  N12   C10  C9    116.22  3.000
 FRW  O11   C10  C9    121.36  3.000
 FRW  HN12  N12  C13   117.52  3.000
 FRW  HN12  N12  C10   118.97  3.000
 FRW  C13   N12  C10   120.59  3.000
 FRW  H13   C13  C17   111.44  3.000
 FRW  H13   C13  C14   107.84  3.000
 FRW  C17   C13  C14   110.42  3.000
 FRW  H13   C13  N12   108.23  3.000
 FRW  C17   C13  N12   108.61  3.000
 FRW  C14   C13  N12   110.29  3.000
 FRW  H14   C14  C16   108.75  3.000
 FRW  H14   C14  C15   108.56  3.000
 FRW  C16   C14  C15   110.11  3.000
 FRW  H14   C14  C13   107.75  3.000
 FRW  C16   C14  C13   110.93  3.000
 FRW  C15   C14  C13   110.67  3.000
 FRW  H15B  C15  H15A  107.51  3.000
 FRW  H15B  C15  H15   107.58  3.000
 FRW  H15A  C15  H15   107.94  3.000
 FRW  H15B  C15  C14   110.12  3.000
 FRW  H15A  C15  C14   110.81  3.000
 FRW  H15   C15  C14   112.69  3.000
 FRW  H16B  C16  H16A  107.25  3.000
 FRW  H16B  C16  H16   107.75  3.000
 FRW  H16A  C16  H16   107.76  3.000
 FRW  H16B  C16  C14   110.01  3.000
 FRW  H16A  C16  C14   112.94  3.000
 FRW  H16   C16  C14   110.92  3.000
 FRW  N19   C17  O18   121.45  3.000
 FRW  N19   C17  C13   118.98  3.000
 FRW  O18   C17  C13   119.56  3.000
 FRW  C20   N19  C23   112.60  3.000
 FRW  C20   N19  C17   118.93  3.000
 FRW  C23   N19  C17   128.07  3.000
 FRW  H23A  C23  H23   108.46  3.000
 FRW  H23A  C23  C22   111.31  3.000
 FRW  H23   C23  C22   111.98  3.000
 FRW  H23A  C23  N19   110.91  3.000
 FRW  H23   C23  N19   111.26  3.000
 FRW  C22   C23  N19   102.88  3.000
 FRW  H22A  C22  H22   107.98  3.000
 FRW  H22A  C22  C21   112.80  3.000
 FRW  H22   C22  C21   110.53  3.000
 FRW  H22A  C22  C23   112.23  3.000
 FRW  H22   C22  C23   109.92  3.000
 FRW  C21   C22  C23   103.34  3.000
 FRW  H21A  C21  H21   108.00  3.000
 FRW  H21A  C21  C20   110.50  3.000
 FRW  H21   C21  C20   111.62  3.000
 FRW  H21A  C21  C22   110.04  3.000
 FRW  H21   C21  C22   113.33  3.000
 FRW  C20   C21  C22   103.33  3.000
 FRW  H20   C20  C24   110.22  3.000
 FRW  H20   C20  C21   110.27  3.000
 FRW  C24   C20  C21   110.53  3.000
 FRW  H20   C20  N19   109.91  3.000
 FRW  C24   C20  N19   111.79  3.000
 FRW  C21   C20  N19   103.95  3.000
 FRW  N26   C24  O25   123.57  3.000
 FRW  N26   C24  C20   113.94  3.000
 FRW  O25   C24  C20   122.30  3.000
 FRW  HN26  N26  C27   117.94  3.000
 FRW  HN26  N26  C24   118.06  3.000
 FRW  C27   N26  C24   123.34  3.000
 FRW  H27   C27  C31   104.27  3.000
 FRW  H27   C27  C28   107.81  3.000
 FRW  C31   C27  C28   113.13  3.000
 FRW  H27   C27  N26   106.61  3.000
 FRW  C31   C27  N26   111.04  3.000
 FRW  C28   C27  N26   113.30  3.000
 FRW  H28   C28  C30   108.62  3.000
 FRW  H28   C28  C29   107.92  3.000
 FRW  C30   C28  C29   110.90  3.000
 FRW  H28   C28  C27   106.74  3.000
 FRW  C30   C28  C27   112.57  3.000
 FRW  C29   C28  C27   109.89  3.000
 FRW  H29B  C29  H29A  107.76  3.000
 FRW  H29B  C29  H29   107.66  3.000
 FRW  H29A  C29  H29   107.85  3.000
 FRW  H29B  C29  C28   110.13  3.000
 FRW  H29A  C29  C28   111.70  3.000
 FRW  H29   C29  C28   111.56  3.000
 FRW  H30B  C30  H30A  108.12  3.000
 FRW  H30B  C30  H30   107.15  3.000
 FRW  H30A  C30  H30   106.84  3.000
 FRW  H30B  C30  C28   112.73  3.000
 FRW  H30A  C30  C28   111.72  3.000
 FRW  H30   C30  C28   110.01  3.000
 FRW  C33   C31  O32   117.89  3.000
 FRW  C33   C31  C27   117.49  3.000
 FRW  O32   C31  C27   124.58  3.000
 FRW  F35   C33  F34   107.96  3.000
 FRW  F35   C33  F36   107.80  3.000
 FRW  F34   C33  F36   108.32  3.000
 FRW  F35   C33  C31   110.45  3.000
 FRW  F34   C33  C31   111.68  3.000
 FRW  F36   C33  C31   110.49  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_22  HN26  N26  C24  C20     0.00   0.0  0
 FRW  CONST_23  HO5   O5   C4   C3    180.00   0.0  0
 FRW  CONST_24  C13   N12  C10  O11     0.00   0.0  0
 FRW  CONST_25  C27   N26  C24  O25     0.00   0.0  0
 FRW  Var_01    C21   C22  C23  N19   -33.37  30.0  1
 FRW  Var_02    C20   C21  C22  C23    37.01  30.0  1
 FRW  Var_03    C20   N19  C23  C22    17.61  30.0  1
 FRW  Var_04    C2    C3   C4   O6   -179.70  30.0  2
 FRW  Var_05    O11   C10  C9   C1   -151.02  30.0  2
 FRW  Var_06    F36   C33  C31  C27   -79.41  30.0  3
 FRW  Var_07    H15   C15  C14  C13   -60.94  30.0  3
 FRW  Var_08    H16   C16  C14  C13   -59.91  30.0  3
 FRW  Var_09    H29   C29  C28  C27   -56.99  30.0  3
 FRW  Var_10    H30   C30  C28  C27   175.57  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
 FRW  plan-6  HO5   0.020

