# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr  1 00:05:10 2020
#   Inital geometry file: a 157 line input string
#   Ligand name: (1R)-1-{(2S)-1-[(5R)-5-tert-butyl-1-(4-phenylbutanoyl)-L-prolyl]pyrrolidin-2-yl}ethane-1,2-diol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(C)(C)[C@H]1CC[C@H](N1C(=O)CCCc2ccccc2)C(=O)N3CCC[C@H]3[C@@H](O)CO
#
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
 2P2  2P2  (1R)-1-{(2S)-1-[(5R)-5-tert-butyl-1-(4-phenylbutanoyl)-L-prolyl]pyrrolidin-2-yl}ethane-1,2-diol  ligand  69  31  .  2022-07-22  2022-07-26
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_2P2
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
 2P2  C23   C  CH2   0  -0.605  -1.7175  -0.0045  -0.9315
 2P2  C24   C  CH2   0  -0.407  -3.1920   0.0505  -0.5603
 2P2  C25   C  CH2   0  -0.508  -3.8423  -1.3310  -0.6564
 2P2  C26   C  CR6   0   0.136  -5.2947  -1.2917  -0.2723
 2P2  C27   C  CR16  0  -0.316  -6.2886  -1.1351  -1.2355
 2P2  C31   C  CR16  0  -0.310  -5.6754  -1.3625   1.0669
 2P2  C28   C  CR16  0  -0.240  -7.6272  -1.0526  -0.8730
 2P2  C20   C  CR16  0  -0.239  -7.0115  -1.2807   1.4350
 2P2  C29   C  CR16  0  -0.274  -7.9935  -1.1250   0.4646
 2P2  C21   C  C     0   0.568  -1.0462   1.3566  -0.8903
 2P2  O22   O  O     0  -0.485  -1.7095   2.3780  -0.9650
 2P2  C10   C  C     0   0.585   1.6203  -0.6194  -0.0658
 2P2  O11   O  O     0  -0.470   1.2335  -0.4410   1.0763
 2P2  C12   C  CH1   0  -0.263   1.1049   0.2431  -1.2219
 2P2  C13   C  CH2   0  -0.457   2.1849   0.9039  -2.0847
 2P2  C14   C  CH2   0  -0.490   2.4164   2.2421  -1.4085
 2P2  C15   C  CH1   0   0.016   1.0543   2.6518  -0.8327
 2P2  C16   C  CT    0  -0.104   1.1870   3.4735   0.4787
 2P2  C17   C  CH3   0  -0.650   2.0423   4.7022   0.1393
 2P2  C18   C  CH3   0  -0.625  -0.1626   3.9806   0.9920
 2P2  C19   C  CH3   0  -0.659   1.8524   2.6986   1.6154
 2P2  N20   N  NT    0  -0.469   0.3085   1.3761  -0.7672
 2P2  C1    C  CH1   0  -0.010   4.2736  -2.0059   1.3320
 2P2  O2    O  OH1   0  -0.658   5.2580  -1.6648   0.3822
 2P2  C3    C  CH2   0  -0.164   4.0341  -0.8806   2.3241
 2P2  O4    O  OH1   0  -0.673   5.2304  -0.6645   3.0389
 2P2  C5    C  CH1   0  -0.080   2.9963  -2.5177   0.6510
 2P2  C6    C  CH2   0  -0.477   3.2514  -3.8331  -0.1053
 2P2  C7    C  CH2   0  -0.447   2.5350  -3.6704  -1.4399
 2P2  C8    C  CH2   0  -0.314   2.6740  -2.1813  -1.7125
 2P2  N9    N  NT    0  -0.488   2.5064  -1.5925  -0.3823
 2P2  H23   H  HCH2  0   0.260  -1.1990  -0.7079  -0.2767
 2P2  H23A  H  HCH2  0   0.270  -1.6193  -0.4057  -1.9474
 2P2  H24   H  HCH2  0   0.232  -3.3070   0.4327   0.4575
 2P2  H24A  H  HCH2  0   0.234  -3.7209   0.7446  -1.2155
 2P2  H25   H  HCH2  0   0.240  -3.7365  -1.7082  -1.6771
 2P2  H25A  H  HCH2  0   0.239  -3.3077  -2.0312  -0.0083
 2P2  H27   H  HCR6  0   0.244  -6.0137  -1.0800  -2.2829
 2P2  H31   H  HCR6  0   0.245  -4.9157  -1.4841   1.8310
 2P2  H28   H  HCR6  0   0.253  -8.3850  -0.9345  -1.6370
 2P2  H20   H  HCR6  0   0.252  -7.2856  -1.3409   2.4807
 2P2  H29   H  HCR6  0   0.252  -9.0365  -1.0636   0.7478
 2P2  H12   H  HCH1  0   0.300   0.4970  -0.4106  -1.8511
 2P2  H13   H  HCH2  0   0.266   3.0986   0.3191  -2.1701
 2P2  H13A  H  HCH2  0   0.257   1.7889   1.0397  -3.0924
 2P2  H14   H  HCH2  0   0.236   3.1580   2.1318  -0.6159
 2P2  H14A  H  HCH2  0   0.262   2.8027   2.9889  -2.1003
 2P2  H15   H  HCH1  0   0.236   0.5371   3.2965  -1.5520
 2P2  H17   H  HCH3  0   0.223   1.6146   5.2696  -0.6911
 2P2  H17A  H  HCH3  0   0.228   2.0955   5.3717   0.9998
 2P2  H17B  H  HCH3  0   0.231   3.0662   4.4382  -0.1284
 2P2  H18   H  HCH3  0   0.224  -0.8086   3.1681   1.3216
 2P2  H18A  H  HCH3  0   0.212   0.0029   4.6366   1.8500
 2P2  H18B  H  HCH3  0   0.218  -0.6978   4.5521   0.2340
 2P2  H19   H  HCH3  0   0.217   2.8556   2.3479   1.3667
 2P2  H19A  H  HCH3  0   0.218   1.9470   3.3481   2.4884
 2P2  H19B  H  HCH3  0   0.246   1.2654   1.8303   1.9042
 2P2  HO2   H  HOH1  0   0.439   4.9475  -0.8932  -0.1041
 2P2  H3    H  HCH2  0   0.197   3.7154   0.0287   1.7973
 2P2  H3A   H  HCH2  0   0.198   3.2107  -1.1654   2.9903
 2P2  HO4   H  HOH1  0   0.454   5.0860   0.0640   3.6492
 2P2  H5    H  HCH1  0   0.258   2.2192  -2.6558   1.4063
 2P2  H6    H  HCH2  0   0.243   4.3201  -3.9753  -0.2741
 2P2  H6A   H  HCH2  0   0.254   2.8939  -4.6891   0.4656
 2P2  H7    H  HCH2  0   0.250   2.9660  -4.2788  -2.2344
 2P2  H7A   H  HCH2  0   0.238   1.4783  -3.9315  -1.3513
 2P2  H8    H  HCH2  0   0.245   3.6632  -1.9484  -2.1161
 2P2  H8A   H  HCH2  0   0.268   1.9347  -1.8176  -2.4218
 2P2  H1    H  HCH1  0   0.239   4.6824  -2.8534   1.8941

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
 2P2  C1   O2    single    1.410  0.020  1.410
 2P2  C1   C3    single    1.519  0.020  1.519
 2P2  C1   C5    single    1.535  0.020  1.535
 2P2  C3   O4    single    1.410  0.020  1.410
 2P2  C5   C6    single    1.539  0.020  1.539
 2P2  C5   N9    single    1.471  0.020  1.471
 2P2  C6   C7    single    1.523  0.020  1.523
 2P2  C7   C8    single    1.520  0.020  1.520
 2P2  C8   N9    single    1.464  0.020  1.464
 2P2  N9   C10   single    1.354  0.020  1.354
 2P2  C10  O11   double    1.219  0.020  1.219
 2P2  C10  C12   single    1.532  0.020  1.532
 2P2  C12  C13   single    1.532  0.020  1.532
 2P2  C12  N20   single    1.458  0.020  1.458
 2P2  C13  C14   single    1.517  0.020  1.517
 2P2  C14  C15   single    1.534  0.020  1.534
 2P2  C15  C16   single    1.553  0.020  1.553
 2P2  C15  N20   single    1.479  0.020  1.479
 2P2  C16  C17   single    1.535  0.020  1.535
 2P2  C16  C18   single    1.530  0.020  1.530
 2P2  C16  C19   single    1.528  0.020  1.528
 2P2  C20  C29   aromatic  1.389  0.020  1.389
 2P2  C20  C31   aromatic  1.388  0.020  1.388
 2P2  N20  C21   single    1.360  0.020  1.360
 2P2  C21  O22   double    1.220  0.020  1.220
 2P2  C21  C23   single    1.518  0.020  1.518
 2P2  C23  C24   single    1.521  0.020  1.521
 2P2  C24  C25   single    1.530  0.020  1.530
 2P2  C25  C26   single    1.503  0.020  1.503
 2P2  C26  C27   aromatic  1.393  0.020  1.393
 2P2  C26  C31   aromatic  1.394  0.020  1.394
 2P2  C27  C28   aromatic  1.389  0.020  1.389
 2P2  C28  C29   aromatic  1.389  0.020  1.389
 2P2  C1   H1    single    0.970  0.020  1.090
 2P2  O2   HO2   single    0.850  0.020  0.980
 2P2  C3   H3    single    0.970  0.020  1.090
 2P2  C3   H3A   single    0.970  0.020  1.090
 2P2  O4   HO4   single    0.850  0.020  0.980
 2P2  C5   H5    single    0.970  0.020  1.090
 2P2  C6   H6    single    0.970  0.020  1.090
 2P2  C6   H6A   single    0.970  0.020  1.090
 2P2  C7   H7    single    0.970  0.020  1.090
 2P2  C7   H7A   single    0.970  0.020  1.090
 2P2  C8   H8    single    0.970  0.020  1.090
 2P2  C8   H8A   single    0.970  0.020  1.090
 2P2  C12  H12   single    0.970  0.020  1.090
 2P2  C13  H13   single    0.970  0.020  1.090
 2P2  C13  H13A  single    0.970  0.020  1.090
 2P2  C14  H14   single    0.970  0.020  1.090
 2P2  C14  H14A  single    0.970  0.020  1.090
 2P2  C15  H15   single    0.970  0.020  1.090
 2P2  C17  H17   single    0.970  0.020  1.090
 2P2  C17  H17A  single    0.970  0.020  1.090
 2P2  C17  H17B  single    0.970  0.020  1.090
 2P2  C18  H18   single    0.970  0.020  1.090
 2P2  C18  H18A  single    0.970  0.020  1.090
 2P2  C18  H18B  single    0.970  0.020  1.090
 2P2  C19  H19   single    0.970  0.020  1.090
 2P2  C19  H19A  single    0.970  0.020  1.090
 2P2  C19  H19B  single    0.970  0.020  1.090
 2P2  C20  H20   single    0.930  0.020  1.080
 2P2  C23  H23   single    0.970  0.020  1.090
 2P2  C23  H23A  single    0.970  0.020  1.090
 2P2  C24  H24   single    0.970  0.020  1.090
 2P2  C24  H24A  single    0.970  0.020  1.090
 2P2  C25  H25   single    0.970  0.020  1.090
 2P2  C25  H25A  single    0.970  0.020  1.090
 2P2  C27  H27   single    0.930  0.020  1.080
 2P2  C28  H28   single    0.930  0.020  1.080
 2P2  C29  H29   single    0.930  0.020  1.080
 2P2  C31  H31   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
 2P2  H23A  C23  H23   106.10  3.000
 2P2  H23A  C23  C21   108.27  3.000
 2P2  H23   C23  C21   110.56  3.000
 2P2  H23A  C23  C24   109.03  3.000
 2P2  H23   C23  C24   109.71  3.000
 2P2  C21   C23  C24   112.92  3.000
 2P2  H24A  C24  H24   106.59  3.000
 2P2  H24A  C24  C25   109.31  3.000
 2P2  H24   C24  C25   109.24  3.000
 2P2  H24A  C24  C23   110.26  3.000
 2P2  H24   C24  C23   109.98  3.000
 2P2  C25   C24  C23   111.34  3.000
 2P2  H25A  C25  H25   106.56  3.000
 2P2  H25A  C25  C26   109.74  3.000
 2P2  H25   C25  C26   109.94  3.000
 2P2  H25A  C25  C24   109.46  3.000
 2P2  H25   C25  C24   109.21  3.000
 2P2  C26   C25  C24   111.78  3.000
 2P2  C31   C26  C27   118.37  3.000
 2P2  C31   C26  C25   120.54  3.000
 2P2  C27   C26  C25   121.05  3.000
 2P2  H27   C27  C28   119.56  3.000
 2P2  H27   C27  C26   119.52  3.000
 2P2  C28   C27  C26   120.91  3.000
 2P2  H31   C31  C20   119.61  3.000
 2P2  H31   C31  C26   119.43  3.000
 2P2  C20   C31  C26   120.96  3.000
 2P2  H28   C28  C29   120.06  3.000
 2P2  H28   C28  C27   119.78  3.000
 2P2  C29   C28  C27   120.16  3.000
 2P2  H20   C20  C29   120.12  3.000
 2P2  H20   C20  C31   119.77  3.000
 2P2  C29   C20  C31   120.11  3.000
 2P2  H29   C29  C20   120.31  3.000
 2P2  H29   C29  C28   120.21  3.000
 2P2  C20   C29  C28   119.48  3.000
 2P2  N20   C21  O22   122.33  3.000
 2P2  O22   C21  C23   120.56  3.000
 2P2  N20   C21  C23   117.11  3.000
 2P2  N9    C10  C12   116.65  3.000
 2P2  C12   C10  O11   121.20  3.000
 2P2  N9    C10  O11   122.15  3.000
 2P2  H12   C12  N20   109.93  3.000
 2P2  H12   C12  C13   109.03  3.000
 2P2  N20   C12  C13   103.03  3.000
 2P2  H12   C12  C10   106.57  3.000
 2P2  N20   C12  C10   112.71  3.000
 2P2  C13   C12  C10   115.51  3.000
 2P2  H13A  C13  H13   107.40  3.000
 2P2  H13A  C13  C14   110.93  3.000
 2P2  H13   C13  C14   112.40  3.000
 2P2  H13A  C13  C12   108.53  3.000
 2P2  H13   C13  C12   113.85  3.000
 2P2  C14   C13  C12   103.71  3.000
 2P2  H14A  C14  H14   106.84  3.000
 2P2  H14A  C14  C15   111.73  3.000
 2P2  H14   C14  C15   110.96  3.000
 2P2  H14A  C14  C13   112.08  3.000
 2P2  H14   C14  C13   109.77  3.000
 2P2  C15   C14  C13   105.51  3.000
 2P2  H15   C15  N20   107.37  3.000
 2P2  H15   C15  C16   106.46  3.000
 2P2  N20   C15  C16   117.51  3.000
 2P2  H15   C15  C14   109.25  3.000
 2P2  N20   C15  C14   103.52  3.000
 2P2  C16   C15  C14   112.47  3.000
 2P2  C19   C16  C18   107.61  3.000
 2P2  C19   C16  C17   109.13  3.000
 2P2  C18   C16  C17   107.48  3.000
 2P2  C19   C16  C15   113.39  3.000
 2P2  C18   C16  C15   112.53  3.000
 2P2  C17   C16  C15   106.52  3.000
 2P2  H17B  C17  H17A  107.22  3.000
 2P2  H17B  C17  H17   107.85  3.000
 2P2  H17A  C17  H17   107.43  3.000
 2P2  H17B  C17  C16   112.56  3.000
 2P2  H17A  C17  C16   110.11  3.000
 2P2  H17   C17  C16   111.44  3.000
 2P2  H18B  C18  H18A  107.80  3.000
 2P2  H18B  C18  H18   108.08  3.000
 2P2  H18A  C18  H18   107.47  3.000
 2P2  H18B  C18  C16   111.94  3.000
 2P2  H18A  C18  C16   109.19  3.000
 2P2  H18   C18  C16   112.18  3.000
 2P2  H19B  C19  H19A  108.02  3.000
 2P2  H19B  C19  H19   107.47  3.000
 2P2  H19A  C19  H19   107.07  3.000
 2P2  H19B  C19  C16   111.57  3.000
 2P2  H19A  C19  C16   109.32  3.000
 2P2  H19   C19  C16   113.18  3.000
 2P2  C15   N20  C12   112.40  3.000
 2P2  C15   N20  C21   120.69  3.000
 2P2  C12   N20  C21   120.31  3.000
 2P2  H1    C1   C5    106.26  3.000
 2P2  H1    C1   C3    107.25  3.000
 2P2  C5    C1   C3    113.92  3.000
 2P2  H1    C1   O2    105.79  3.000
 2P2  C5    C1   O2    111.27  3.000
 2P2  C3    C1   O2    111.77  3.000
 2P2  HO2   O2   C1    107.98  3.000
 2P2  H3A   C3   H3    106.77  3.000
 2P2  H3A   C3   O4    111.64  3.000
 2P2  H3    C3   O4    111.25  3.000
 2P2  H3A   C3   C1    108.82  3.000
 2P2  H3    C3   C1    110.23  3.000
 2P2  O4    C3   C1    108.10  3.000
 2P2  HO4   O4   C3    108.09  3.000
 2P2  H5    C5   N9    109.16  3.000
 2P2  H5    C5   C6    110.47  3.000
 2P2  N9    C5   C6    104.34  3.000
 2P2  H5    C5   C1    109.11  3.000
 2P2  N9    C5   C1    112.27  3.000
 2P2  C6    C5   C1    111.41  3.000
 2P2  H6A   C6   H6    107.46  3.000
 2P2  H6A   C6   C7    112.88  3.000
 2P2  H6    C6   C7    109.81  3.000
 2P2  H6A   C6   C5    111.09  3.000
 2P2  H6    C6   C5    110.47  3.000
 2P2  C7    C6   C5    105.15  3.000
 2P2  H7A   C7   H7    107.96  3.000
 2P2  H7A   C7   C8    109.71  3.000
 2P2  H7    C7   C8    112.34  3.000
 2P2  H7A   C7   C6    111.00  3.000
 2P2  H7    C7   C6    113.15  3.000
 2P2  C8    C7   C6    102.63  3.000
 2P2  H8A   C8   H8    107.64  3.000
 2P2  H8A   C8   N9    112.35  3.000
 2P2  H8    C8   N9    110.69  3.000
 2P2  H8A   C8   C7    112.49  3.000
 2P2  H8    C8   C7    110.95  3.000
 2P2  N9    C8   C7    102.74  3.000
 2P2  C8    N9   C5    110.31  3.000
 2P2  C8    N9   C10   125.20  3.000
 2P2  C5    N9   C10   120.39  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
 2P2  CONST_01  C29  C28  C27  C26    0.00   0.0  0
 2P2  CONST_02  C29  C20  C31  C26    0.00   0.0  0
 2P2  CONST_03  C20  C31  C26  C27    0.00   0.0  0
 2P2  CONST_04  C20  C29  C28  C27    0.00   0.0  0
 2P2  CONST_05  C28  C29  C20  C31    0.00   0.0  0
 2P2  CONST_06  C28  C27  C26  C31    0.00   0.0  0
 2P2  CONST_07  C28  C27  C26  C25  180.00   0.0  0
 2P2  CONST_08  C20  C31  C26  C25  180.00   0.0  0
 2P2  CONST_09  C5   N9   C10  C12  180.00   0.0  0
 2P2  CONST_11  H28  C28  C27  C26  180.00   0.0  0
 2P2  CONST_12  H20  C20  C31  C26  180.00   0.0  0
 2P2  CONST_13  H31  C31  C26  C27  180.00   0.0  0
 2P2  CONST_14  H29  C29  C28  C27  180.00   0.0  0
 2P2  CONST_15  H27  C27  C26  C31  180.00   0.0  0
 2P2  CONST_17  C15  N20  C21  C23  180.00   0.0  0
 2P2  CONST_19  C15  N20  C21  O22    0.00   0.0  0
 2P2  CONST_20  C5   N9   C10  O11    0.00   0.0  0
 2P2  Var_01    C15  C14  C13  C12  -32.99  30.0  1
 2P2  Var_02    C8   C7   C6   C5    32.84  30.0  1
 2P2  Var_03    C7   C8   N9   C5    30.50  30.0  1
 2P2  Var_04    N9   C8   C7   C6   -38.27  30.0  1
 2P2  Var_05    C27  C26  C25  C24   93.87  30.0  2
 2P2  Var_06    C26  C25  C24  C23  179.17  30.0  3
 2P2  Var_07    N20  C21  C23  C24  158.91  30.0  2
 2P2  Var_08    H17  C17  C16  C15   55.60  30.0  3
 2P2  Var_09    H18  C18  C16  C15   66.99  30.0  3
 2P2  Var_10    H19  C19  C16  C15   58.56  30.0  3
 2P2  Var_11    C21  C23  C24  C25  178.20  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
 2P2  chir_01  C12  C10  C13  N20  positiv
 2P2  chir_02  C15  N20  C16  C14  negativ
 2P2  chir_03  C1   O2   C3   C5   negativ
 2P2  chir_04  C5   N9   C6   C1   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
 2P2  plan-1  C23  0.020
 2P2  plan-1  C21  0.020
 2P2  plan-1  O22  0.020
 2P2  plan-1  C12  0.020
 2P2  plan-1  C15  0.020
 2P2  plan-1  N20  0.020
 2P2  plan-2  C25  0.020
 2P2  plan-2  C26  0.020
 2P2  plan-2  C27  0.020
 2P2  plan-2  C31  0.020
 2P2  plan-2  C28  0.020
 2P2  plan-2  C20  0.020
 2P2  plan-2  C29  0.020
 2P2  plan-2  H27  0.020
 2P2  plan-2  H31  0.020
 2P2  plan-2  H28  0.020
 2P2  plan-2  H20  0.020
 2P2  plan-2  H29  0.020
 2P2  plan-3  C10  0.020
 2P2  plan-3  O11  0.020
 2P2  plan-3  C12  0.020
 2P2  plan-3  C5   0.020
 2P2  plan-3  C8   0.020
 2P2  plan-3  N9   0.020

