# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Jul 22 19:08:20 2021
#   Inital geometry file: a 136 line input string
#   Ligand name: (2~{S})-2-[[(2~{S})-1-heptanoylpyrrolidin-2-yl]carbonylamino]-3-phenyl-propanoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCCCCCC(=O)N1CCC[C@H]1C(=O)N[C@@H](Cc2ccccc2)C(O)=O
#
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
 OPF  OPF  '(2~{S})-2-[[(2~{S})-1-heptanoylpyrrolidin-2-yl]carbonylamino]-3-phenyl-propanoic acid'  ligand  57  27  .  2022-03-23  2022-11-17
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_OPF
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
 OPF  O54  O  OH1   0  -0.591  32.8457  29.4036   5.8698
 OPF  C55  C  C     0   0.552  32.9267  29.0152   4.6044
 OPF  O53  O  O     0  -0.420  33.9602  28.8593   4.0111
 OPF  C56  C  CH1   0  -0.176  31.5519  28.8245   3.9916
 OPF  C36  C  CH2   0  -0.520  30.8628  30.1855   3.7615
 OPF  C35  C  CR6   0   0.115  31.7094  31.1317   2.9589
 OPF  C34  C  CR16  0  -0.306  31.7999  30.9995   1.5747
 OPF  C33  C  CR16  0  -0.239  32.6125  31.8451   0.8332
 OPF  C32  C  CR16  0  -0.268  33.3479  32.8390   1.4676
 OPF  C31  C  CR16  0  -0.240  33.2622  32.9816   2.8456
 OPF  C30  C  CR16  0  -0.300  32.4488  32.1320   3.5844
 OPF  N52  N  NH1   0  -0.641  30.7483  27.9647   4.8291
 OPF  C51  C  C     0   0.557  29.8254  27.1232   4.3296
 OPF  O49  O  O     0  -0.488  29.6355  26.9695   3.1337
 OPF  C50  C  CH1   0  -0.179  28.9498  26.4053   5.3478
 OPF  C48  C  CH2   0  -0.489  27.6838  27.2208   5.6638
 OPF  C47  C  CH2   0  -0.477  28.0397  27.9678   6.9446
 OPF  C46  C  CH2   0  -0.286  28.8696  26.9504   7.7141
 OPF  N45  N  NT    0  -0.502  29.5703  26.2353   6.6492
 OPF  C44  C  C     0   0.563  30.5743  25.3425   6.8061
 OPF  O43  O  O     0  -0.489  31.0595  24.7767   5.8363
 OPF  C42  C  CH2   0  -0.598  31.0729  25.1236   8.2179
 OPF  C41  C  CH2   0  -0.415  31.9109  23.8631   8.3791
 OPF  C40  C  CH2   0  -0.415  31.0995  22.5773   8.2702
 OPF  C39  C  CH2   0  -0.407  31.9451  21.3232   8.4476
 OPF  C38  C  CH2   0  -0.418  31.1364  20.0356   8.3455
 OPF  C37  C  CH3   0  -0.662  31.9908  18.7862   8.5070
 OPF  H1   H  HOH1  0   0.491  33.7298  29.5312   6.2470
 OPF  H2   H  HCH1  0   0.294  31.6980  28.3304   3.0314
 OPF  H3   H  HCH2  0   0.263  30.6066  30.6253   4.7273
 OPF  H4   H  HCH2  0   0.275  29.9223  29.9826   3.2453
 OPF  H5   H  HCR6  0   0.251  31.2262  30.2300   1.0706
 OPF  H6   H  HCR6  0   0.256  32.6697  31.7305  -0.2417
 OPF  H7   H  HCR6  0   0.256  33.9800  33.5003   0.8893
 OPF  H8   H  HCR6  0   0.256  33.8251  33.7577   3.3482
 OPF  H9   H  HCR6  0   0.251  32.3852  32.2535   4.6596
 OPF  H10  H  HNH1  0   0.399  30.8124  28.0747   5.8289
 OPF  H11  H  HCH1  0   0.289  28.6924  25.4407   4.9058
 OPF  H12  H  HCH2  0   0.269  27.3877  27.8747   4.8443
 OPF  H13  H  HCH2  0   0.264  26.8579  26.5315   5.8462
 OPF  H14  H  HCH2  0   0.240  28.6341  28.8571   6.7225
 OPF  H15  H  HCH2  0   0.266  27.1633  28.2911   7.5039
 OPF  H16  H  HCH2  0   0.253  28.2283  26.2712   8.2831
 OPF  H17  H  HCH2  0   0.266  29.5701  27.4184   8.4054
 OPF  H18  H  HCH2  0   0.282  31.6600  26.0055   8.4991
 OPF  H19  H  HCH2  0   0.261  30.2309  25.1015   8.9156
 OPF  H20  H  HCH2  0   0.227  32.3907  23.8987   9.3612
 OPF  H21  H  HCH2  0   0.221  32.7204  23.8568   7.6453
 OPF  H22  H  HCH2  0   0.207  30.3043  22.5893   9.0242
 OPF  H23  H  HCH2  0   0.217  30.5978  22.5359   7.2993
 OPF  H24  H  HCH2  0   0.207  32.7400  21.3109   7.6932
 OPF  H25  H  HCH2  0   0.206  32.4511  21.3564   9.4193
 OPF  H26  H  HCH2  0   0.210  30.6227  20.0080   7.3793
 OPF  H27  H  HCH2  0   0.210  30.3492  20.0423   9.1060
 OPF  H28  H  HCH3  0   0.226  31.3916  17.8770   8.4430
 OPF  H29  H  HCH3  0   0.216  32.7590  18.7304   7.7333
 OPF  H30  H  HCH3  0   0.215  32.4982  18.7788   9.4738

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
 OPF  C33  C34  aromatic  1.388  0.020  1.388
 OPF  C33  C32  aromatic  1.390  0.020  1.390
 OPF  C34  C35  aromatic  1.393  0.020  1.393
 OPF  C32  C31  aromatic  1.388  0.020  1.388
 OPF  O49  C51  double    1.221  0.020  1.221
 OPF  C35  C30  aromatic  1.392  0.020  1.392
 OPF  C35  C36  single    1.502  0.020  1.502
 OPF  C31  C30  aromatic  1.389  0.020  1.389
 OPF  O53  C55  double    1.202  0.020  1.202
 OPF  C56  C36  single    1.543  0.020  1.543
 OPF  C56  C55  single    1.517  0.020  1.517
 OPF  C56  N52  single    1.444  0.020  1.444
 OPF  C51  N52  single    1.345  0.020  1.345
 OPF  C51  C50  single    1.523  0.020  1.523
 OPF  C55  O54  single    1.326  0.020  1.326
 OPF  C50  C48  single    1.539  0.020  1.539
 OPF  C50  N45  single    1.452  0.020  1.452
 OPF  C48  C47  single    1.525  0.020  1.525
 OPF  O43  C44  double    1.223  0.020  1.223
 OPF  N45  C44  single    1.353  0.020  1.353
 OPF  N45  C46  single    1.462  0.020  1.462
 OPF  C44  C42  single    1.513  0.020  1.513
 OPF  C47  C46  single    1.522  0.020  1.522
 OPF  C40  C41  single    1.524  0.020  1.524
 OPF  C40  C39  single    1.523  0.020  1.523
 OPF  C42  C41  single    1.522  0.020  1.522
 OPF  C37  C38  single    1.522  0.020  1.522
 OPF  C38  C39  single    1.524  0.020  1.524
 OPF  O54  H1   single    0.850  0.020  0.980
 OPF  C56  H2   single    0.970  0.020  1.090
 OPF  C36  H3   single    0.970  0.020  1.090
 OPF  C36  H4   single    0.970  0.020  1.090
 OPF  C34  H5   single    0.930  0.020  1.080
 OPF  C33  H6   single    0.930  0.020  1.080
 OPF  C32  H7   single    0.930  0.020  1.080
 OPF  C31  H8   single    0.930  0.020  1.080
 OPF  C30  H9   single    0.930  0.020  1.080
 OPF  N52  H10  single    0.860  0.020  1.020
 OPF  C50  H11  single    0.970  0.020  1.090
 OPF  C48  H12  single    0.970  0.020  1.090
 OPF  C48  H13  single    0.970  0.020  1.090
 OPF  C47  H14  single    0.970  0.020  1.090
 OPF  C47  H15  single    0.970  0.020  1.090
 OPF  C46  H16  single    0.970  0.020  1.090
 OPF  C46  H17  single    0.970  0.020  1.090
 OPF  C42  H18  single    0.970  0.020  1.090
 OPF  C42  H19  single    0.970  0.020  1.090
 OPF  C41  H20  single    0.970  0.020  1.090
 OPF  C41  H21  single    0.970  0.020  1.090
 OPF  C40  H22  single    0.970  0.020  1.090
 OPF  C40  H23  single    0.970  0.020  1.090
 OPF  C39  H24  single    0.970  0.020  1.090
 OPF  C39  H25  single    0.970  0.020  1.090
 OPF  C38  H26  single    0.970  0.020  1.090
 OPF  C38  H27  single    0.970  0.020  1.090
 OPF  C37  H28  single    0.970  0.020  1.090
 OPF  C37  H29  single    0.970  0.020  1.090
 OPF  C37  H30  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
 OPF  H1   O54  C55  110.73  3.000
 OPF  C56  C55  O53  124.30  3.000
 OPF  C56  C55  O54  111.52  3.000
 OPF  O53  C55  O54  124.16  3.000
 OPF  H2   C56  N52  108.40  3.000
 OPF  H2   C56  C36  109.18  3.000
 OPF  N52  C56  C36  111.29  3.000
 OPF  H2   C56  C55  106.94  3.000
 OPF  N52  C56  C55  110.17  3.000
 OPF  C36  C56  C55  110.73  3.000
 OPF  H4   C36  H3   106.91  3.000
 OPF  H4   C36  C35  110.48  3.000
 OPF  H3   C36  C35  110.56  3.000
 OPF  H4   C36  C56  106.93  3.000
 OPF  H3   C36  C56  109.16  3.000
 OPF  C35  C36  C56  112.56  3.000
 OPF  C30  C35  C34  118.68  3.000
 OPF  C30  C35  C36  120.79  3.000
 OPF  C34  C35  C36  120.51  3.000
 OPF  H5   C34  C33  119.60  3.000
 OPF  H5   C34  C35  119.66  3.000
 OPF  C33  C34  C35  120.74  3.000
 OPF  H6   C33  C32  120.07  3.000
 OPF  H6   C33  C34  119.81  3.000
 OPF  C32  C33  C34  120.12  3.000
 OPF  H7   C32  C31  120.25  3.000
 OPF  H7   C32  C33  120.15  3.000
 OPF  C31  C32  C33  119.61  3.000
 OPF  H8   C31  C30  119.75  3.000
 OPF  H8   C31  C32  120.17  3.000
 OPF  C30  C31  C32  120.09  3.000
 OPF  H9   C30  C31  119.56  3.000
 OPF  H9   C30  C35  119.67  3.000
 OPF  C31  C30  C35  120.77  3.000
 OPF  H10  N52  C51  118.70  3.000
 OPF  H10  N52  C56  118.35  3.000
 OPF  C51  N52  C56  122.60  3.000
 OPF  C50  C51  O49  120.42  3.000
 OPF  C50  C51  N52  116.18  3.000
 OPF  O49  C51  N52  123.32  3.000
 OPF  H11  C50  N45  111.12  3.000
 OPF  H11  C50  C48  110.94  3.000
 OPF  N45  C50  C48  103.27  3.000
 OPF  H11  C50  C51  106.35  3.000
 OPF  N45  C50  C51  114.14  3.000
 OPF  C48  C50  C51  111.13  3.000
 OPF  H13  C48  H12  107.41  3.000
 OPF  H13  C48  C47  110.23  3.000
 OPF  H12  C48  C47  113.66  3.000
 OPF  H13  C48  C50  108.80  3.000
 OPF  H12  C48  C50  112.78  3.000
 OPF  C47  C48  C50  103.89  3.000
 OPF  H15  C47  H14  107.50  3.000
 OPF  H15  C47  C46  112.19  3.000
 OPF  H14  C47  C46  110.50  3.000
 OPF  H15  C47  C48  112.90  3.000
 OPF  H14  C47  C48  110.79  3.000
 OPF  C46  C47  C48  102.97  3.000
 OPF  H17  C46  H16  108.27  3.000
 OPF  H17  C46  N45  111.36  3.000
 OPF  H16  C46  N45  110.87  3.000
 OPF  H17  C46  C47  112.59  3.000
 OPF  H16  C46  C47  111.00  3.000
 OPF  N45  C46  C47  102.71  3.000
 OPF  C44  N45  C46  126.46  3.000
 OPF  C46  N45  C50  113.02  3.000
 OPF  C44  N45  C50  119.90  3.000
 OPF  C42  C44  O43  122.83  3.000
 OPF  C42  C44  N45  116.63  3.000
 OPF  O43  C44  N45  120.52  3.000
 OPF  H19  C42  H18  105.37  3.000
 OPF  H19  C42  C41  109.85  3.000
 OPF  H18  C42  C41  110.13  3.000
 OPF  H19  C42  C44  110.15  3.000
 OPF  H18  C42  C44  107.42  3.000
 OPF  C41  C42  C44  113.58  3.000
 OPF  H21  C41  H20  106.16  3.000
 OPF  H21  C41  C40  109.97  3.000
 OPF  H20  C41  C40  108.98  3.000
 OPF  H21  C41  C42  109.97  3.000
 OPF  H20  C41  C42  108.04  3.000
 OPF  C40  C41  C42  113.44  3.000
 OPF  H23  C40  H22  106.16  3.000
 OPF  H23  C40  C39  109.09  3.000
 OPF  H22  C40  C39  109.37  3.000
 OPF  H23  C40  C41  109.85  3.000
 OPF  H22  C40  C41  109.14  3.000
 OPF  C39  C40  C41  113.00  3.000
 OPF  H25  C39  H24  106.00  3.000
 OPF  H25  C39  C38  109.27  3.000
 OPF  H24  C39  C38  109.23  3.000
 OPF  H25  C39  C40  109.56  3.000
 OPF  H24  C39  C40  109.37  3.000
 OPF  C38  C39  C40  113.16  3.000
 OPF  H27  C38  H26  106.02  3.000
 OPF  H27  C38  C37  109.57  3.000
 OPF  H26  C38  C37  109.65  3.000
 OPF  H27  C38  C39  109.27  3.000
 OPF  H26  C38  C39  109.24  3.000
 OPF  C37  C38  C39  112.86  3.000
 OPF  H30  C37  H29  107.47  3.000
 OPF  H30  C37  H28  107.56  3.000
 OPF  H29  C37  H28  107.60  3.000
 OPF  H30  C37  C38  111.12  3.000
 OPF  H29  C37  C38  111.20  3.000
 OPF  H28  C37  C38  111.69  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
 OPF  CONST_01  C32  C33  C34  C35     0.00   0.0  0
 OPF  CONST_02  C32  C31  C30  C35     0.00   0.0  0
 OPF  CONST_03  C31  C32  C33  C34     0.00   0.0  0
 OPF  CONST_04  C31  C30  C35  C34     0.00   0.0  0
 OPF  CONST_05  C30  C35  C34  C33     0.00   0.0  0
 OPF  CONST_06  C30  C31  C32  C33     0.00   0.0  0
 OPF  CONST_07  C33  C34  C35  C36   180.00   0.0  0
 OPF  CONST_08  C31  C30  C35  C36   180.00   0.0  0
 OPF  CONST_09  H6   C33  C34  C35   180.00   0.0  0
 OPF  CONST_10  H8   C31  C30  C35   180.00   0.0  0
 OPF  CONST_11  H7   C32  C33  C34   180.00   0.0  0
 OPF  CONST_12  H9   C30  C35  C34   180.00   0.0  0
 OPF  CONST_13  H5   C34  C33  C32   180.00   0.0  0
 OPF  CONST_14  O43  C44  N45  C50     0.00   0.0  0
 OPF  CONST_15  C42  C44  N45  C50   180.00   0.0  0
 OPF  CONST_16  O43  C44  N45  C46   180.00   0.0  0
 OPF  CONST_17  C42  C44  N45  C46     0.00   0.0  0
 OPF  CONST_18  C50  C51  N52  C56   180.00   0.0  0
 OPF  CONST_19  H10  N52  C51  C50     0.00   0.0  0
 OPF  CONST_20  O49  C51  N52  C56     0.00   0.0  0
 OPF  CONST_21  H1   O54  C55  O53     0.00   0.0  0
 OPF  Var_01    C46  C47  C48  C50   -37.24  30.0  1
 OPF  Var_02    C47  C46  N45  C50   -18.65  30.0  1
 OPF  Var_03    N45  C46  C47  C48    33.88  30.0  1
 OPF  Var_04    C34  C35  C36  C56    78.45  30.0  2
 OPF  Var_05    C41  C42  C44  N45   164.15  30.0  3
 OPF  Var_06    C40  C41  C42  C44   -70.61  30.0  3
 OPF  Var_07    C39  C40  C41  C42  -179.39  30.0  2
 OPF  Var_08    C38  C39  C40  C41   179.74  30.0  3
 OPF  Var_09    C37  C38  C39  C40   179.30  30.0  2
 OPF  Var_10    H28  C37  C38  C39   179.30  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
 OPF  chir_01  C56  C36  C55  N52  negativ
 OPF  chir_02  C50  N45  C51  C48  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
 OPF  plan-1  C36  0.020
 OPF  plan-1  C35  0.020
 OPF  plan-1  C34  0.020
 OPF  plan-1  C33  0.020
 OPF  plan-1  C32  0.020
 OPF  plan-1  C31  0.020
 OPF  plan-1  C30  0.020
 OPF  plan-1  H5   0.020
 OPF  plan-1  H6   0.020
 OPF  plan-1  H7   0.020
 OPF  plan-1  H8   0.020
 OPF  plan-1  H9   0.020
 OPF  plan-2  C50  0.020
 OPF  plan-2  C46  0.020
 OPF  plan-2  N45  0.020
 OPF  plan-2  C44  0.020
 OPF  plan-2  O43  0.020
 OPF  plan-2  C42  0.020
 OPF  plan-3  C56  0.020
 OPF  plan-3  N52  0.020
 OPF  plan-3  C51  0.020
 OPF  plan-3  O49  0.020
 OPF  plan-3  C50  0.020
 OPF  plan-3  H10  0.020
 OPF  plan-4  O54  0.020
 OPF  plan-4  C55  0.020
 OPF  plan-4  O53  0.020
 OPF  plan-4  C56  0.020
 OPF  plan-4  H1   0.020

