# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat May  2 09:12:03 2020
#   Inital geometry file: a 150 line input string
#   Ligand name: N~2~-[3-(1,1':4',1''-terphenyl-4-yl)propanoyl]-L-alpha-glutamine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: NC(=O)[C@H](CCC(O)=O)NC(=O)CCc1ccc(cc1)c2ccc(cc2)c3ccccc3
#
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
 E3P  E3P  N~2~-[3-(1,1':4',1''-terphenyl-4-yl)propanoyl]-L-alpha-glutamine  ligand  58  32  .  2021-08-09  2021-08-09  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_E3P
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
 E3P  C1    C  C     0   0.554  -7.7824   3.0404  -0.4545
 E3P  N1    N  NH1   0  -0.644  -4.9473  -0.2859  -0.1178
 E3P  C2    C  CH2   0  -0.580  -7.0445   1.8568   0.1071
 E3P  O2    O  O     0  -0.496  -4.5033  -2.1050   1.1226
 E3P  C3    C  CH2   0  -0.462  -7.0904   0.6413  -0.8054
 E3P  C4    C  CH1   0  -0.190  -6.3582  -0.5543  -0.1936
 E3P  C5    C  C     0   0.517  -6.6256  -1.8039  -1.0394
 E3P  O5    O  O     0  -0.481  -5.8917  -2.1249  -1.9585
 E3P  O6    O  O     0  -0.443  -8.2974   3.0840  -1.5437
 E3P  C7    C  CH2   0  -0.581  -2.6324  -0.8337   0.3074
 E3P  O7    O  OH1   0  -0.596  -7.8024   4.0574   0.4004
 E3P  C8    C  CH2   0  -0.507  -1.7909  -1.2382   1.5168
 E3P  C9    C  CR6   0   0.116  -0.3298  -0.9932   1.2675
 E3P  C10   C  CR16  0  -0.290   0.4440  -1.9340   0.5918
 E3P  C11   C  CR16  0  -0.299   1.7819  -1.6998   0.3203
 E3P  C12   C  CR6   0   0.078   2.3980  -0.5108   0.7157
 E3P  C13   C  CR16  0  -0.298   1.6237   0.4294   1.3965
 E3P  C14   C  CR16  0  -0.296   0.2842   0.1911   1.6649
 E3P  C15   C  CR6   0   0.080   6.5523   0.2098  -0.1462
 E3P  C16   C  CR16  0  -0.298   5.9675   0.6825   1.0298
 E3P  C17   C  CR16  0  -0.299   4.6307   0.4524   1.3077
 E3P  C19   C  CR6   0   0.082   3.8216  -0.2606   0.4217
 E3P  C35   C  CR16  0  -0.300   4.4061  -0.7311  -0.7554
 E3P  C36   C  CR16  0  -0.297   5.7426  -0.5013  -1.0333
 E3P  C37   C  CR6   0   0.095   7.9784   0.4514  -0.4392
 E3P  C38   C  CR16  0  -0.315   8.6008   1.6364  -0.0403
 E3P  C39   C  CR16  0  -0.239   9.9427   1.8613  -0.3095
 E3P  C40   C  CR16  0  -0.267  10.6906   0.9065  -0.9861
 E3P  C41   C  CR16  0  -0.239  10.0831  -0.2749  -1.3908
 E3P  C42   C  CR16  0  -0.314   8.7415  -0.4998  -1.1198
 E3P  HN1   H  HNH1  0   0.403  -4.5632   0.4250  -0.7205
 E3P  H2    H  HCH2  0   0.289  -6.0153   2.1686   0.3084
 E3P  H2A   H  HCH2  0   0.286  -7.4728   1.6139   1.0841
 E3P  H3    H  HCH2  0   0.268  -8.1283   0.3567  -0.9838
 E3P  H3A   H  HCH2  0   0.258  -6.6551   0.8710  -1.7813
 E3P  HN3   H  HNH2  0   0.408  -8.3138  -2.1838   0.0710
 E3P  HN3A  H  HNH2  0   0.404  -8.0553  -3.2526  -1.2492
 E3P  H4    H  HCH1  0   0.274  -6.7447  -0.7202   0.8172
 E3P  H7    H  HCH2  0   0.281  -2.2919  -1.3844  -0.5761
 E3P  H7A   H  HCH2  0   0.266  -2.4865   0.2247   0.0798
 E3P  HO7   H  HOH1  0   0.480  -8.2819   4.8058   0.0147
 E3P  H8    H  HCH2  0   0.253  -2.1193  -0.6767   2.3944
 E3P  H8A   H  HCH2  0   0.254  -1.9579  -2.2939   1.7356
 E3P  H10   H  HCR6  0   0.249  -0.0033  -2.8704   0.2788
 E3P  H11   H  HCR6  0   0.253   2.3570  -2.4642  -0.1880
 E3P  H13   H  HCR6  0   0.252   2.0633   1.3690   1.7078
 E3P  H14   H  HCR6  0   0.249  -0.2922   0.9438   2.1902
 E3P  H17   H  HCR6  0   0.255   4.2217   0.8127   2.2433
 E3P  H35   H  HCR6  0   0.256   3.8059  -1.2643  -1.4821
 E3P  H36   H  HCR6  0   0.255   6.1508  -0.8618  -1.9691
 E3P  H38   H  HCR6  0   0.254   8.0290   2.4014   0.4703
 E3P  H39   H  HCR6  0   0.258  10.4024   2.7891   0.0057
 E3P  H40   H  HCR6  0   0.257  11.7373   1.0821  -1.1973
 E3P  H41   H  HCR6  0   0.258  10.6563  -1.0295  -1.9140
 E3P  H42   H  HCR6  0   0.254   8.2905  -1.4355  -1.4263
 E3P  C6    C  C     0   0.578  -4.1018  -1.1416   0.4864
 E3P  N3    N  NH2   0  -0.799  -7.7430  -2.4628  -0.7083
 E3P  H16   H  HCR6  0   0.256   6.5674   1.2160   1.7565

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
 E3P  C2   C1    single    1.504  0.020  1.504
 E3P  C1   O6    double    1.206  0.020  1.206
 E3P  C1   O7    single    1.329  0.020  1.329
 E3P  C6   N1    single    1.346  0.020  1.346
 E3P  C4   N1    single    1.438  0.020  1.438
 E3P  N1   HN1   single    0.860  0.020  1.020
 E3P  C3   C2    single    1.521  0.020  1.521
 E3P  C2   H2    single    0.970  0.020  1.090
 E3P  C2   H2A   single    0.970  0.020  1.090
 E3P  O2   C6    double    1.222  0.020  1.222
 E3P  C4   C3    single    1.530  0.020  1.530
 E3P  C3   H3    single    0.970  0.020  1.090
 E3P  C3   H3A   single    0.970  0.020  1.090
 E3P  N3   C5    single    1.339  0.020  1.339
 E3P  N3   HN3   single    0.860  0.020  1.020
 E3P  N3   HN3A  single    0.860  0.020  1.020
 E3P  C5   C4    single    1.532  0.020  1.532
 E3P  C4   H4    single    0.970  0.020  1.090
 E3P  C5   O5    double    1.219  0.020  1.219
 E3P  C6   C7    single    1.512  0.020  1.512
 E3P  C7   C8    single    1.528  0.020  1.528
 E3P  C7   H7    single    0.970  0.020  1.090
 E3P  C7   H7A   single    0.970  0.020  1.090
 E3P  O7   HO7   single    0.850  0.020  0.980
 E3P  C8   C9    single    1.502  0.020  1.502
 E3P  C8   H8    single    0.970  0.020  1.090
 E3P  C8   H8A   single    0.970  0.020  1.090
 E3P  C10  C9    aromatic  1.393  0.020  1.393
 E3P  C9   C14   aromatic  1.392  0.020  1.392
 E3P  C10  C11   aromatic  1.385  0.020  1.385
 E3P  C10  H10   single    0.930  0.020  1.080
 E3P  C11  C12   aromatic  1.396  0.020  1.396
 E3P  C11  H11   single    0.930  0.020  1.080
 E3P  C12  C13   aromatic  1.395  0.020  1.395
 E3P  C12  C19   single    1.475  0.020  1.475
 E3P  C14  C13   aromatic  1.387  0.020  1.387
 E3P  C13  H13   single    0.930  0.020  1.080
 E3P  C14  H14   single    0.930  0.020  1.080
 E3P  C36  C15   aromatic  1.396  0.020  1.396
 E3P  C15  C16   aromatic  1.396  0.020  1.396
 E3P  C15  C37   single    1.476  0.020  1.476
 E3P  C17  C16   aromatic  1.385  0.020  1.385
 E3P  C16  H16   single    0.930  0.020  1.080
 E3P  C19  C17   aromatic  1.396  0.020  1.396
 E3P  C17  H17   single    0.930  0.020  1.080
 E3P  C35  C19   aromatic  1.396  0.020  1.396
 E3P  C35  C36   aromatic  1.384  0.020  1.384
 E3P  C35  H35   single    0.930  0.020  1.080
 E3P  C36  H36   single    0.930  0.020  1.080
 E3P  C38  C37   aromatic  1.397  0.020  1.397
 E3P  C37  C42   aromatic  1.397  0.020  1.397
 E3P  C38  C39   aromatic  1.387  0.020  1.387
 E3P  C38  H38   single    0.930  0.020  1.080
 E3P  C39  C40   aromatic  1.389  0.020  1.389
 E3P  C39  H39   single    0.930  0.020  1.080
 E3P  C40  C41   aromatic  1.389  0.020  1.389
 E3P  C40  H40   single    0.930  0.020  1.080
 E3P  C42  C41   aromatic  1.387  0.020  1.387
 E3P  C41  H41   single    0.930  0.020  1.080
 E3P  C42  H42   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
 E3P  O7    C1   O6   123.18  3.000
 E3P  O7    C1   C2   111.69  3.000
 E3P  O6    C1   C2   125.14  3.000
 E3P  HN1   N1   C6   118.51  3.000
 E3P  HN1   N1   C4   118.29  3.000
 E3P  C6    N1   C4   121.41  3.000
 E3P  H2A   C2   H2   105.50  3.000
 E3P  H2A   C2   C3   110.28  3.000
 E3P  H2    C2   C3   111.51  3.000
 E3P  H2A   C2   C1   108.43  3.000
 E3P  H2    C2   C1   107.82  3.000
 E3P  C3    C2   C1   112.97  3.000
 E3P  H3A   C3   H3   106.72  3.000
 E3P  H3A   C3   C4   109.32  3.000
 E3P  H3    C3   C4   108.47  3.000
 E3P  H3A   C3   C2   110.85  3.000
 E3P  H3    C3   C2   109.60  3.000
 E3P  C4    C3   C2   111.74  3.000
 E3P  H4    C4   C5   108.93  3.000
 E3P  H4    C4   C3   108.59  3.000
 E3P  C5    C4   C3   109.46  3.000
 E3P  H4    C4   N1   109.02  3.000
 E3P  C5    C4   N1   110.63  3.000
 E3P  C3    C4   N1   110.17  3.000
 E3P  O5    C5   C4   121.72  3.000
 E3P  O5    C5   N3   124.01  3.000
 E3P  C4    C5   N3   114.23  3.000
 E3P  H7A   C7   H7   106.11  3.000
 E3P  H7A   C7   C8   110.36  3.000
 E3P  H7    C7   C8   109.52  3.000
 E3P  H7A   C7   C6   110.60  3.000
 E3P  H7    C7   C6   107.17  3.000
 E3P  C8    C7   C6   112.80  3.000
 E3P  HO7   O7   C1   110.03  3.000
 E3P  H8A   C8   H8   106.88  3.000
 E3P  H8A   C8   C9   109.87  3.000
 E3P  H8    C8   C9   109.99  3.000
 E3P  H8A   C8   C7   109.31  3.000
 E3P  H8    C8   C7   109.53  3.000
 E3P  C9    C8   C7   111.17  3.000
 E3P  C14   C9   C10  117.91  3.000
 E3P  C14   C9   C8   121.36  3.000
 E3P  C10   C9   C8   120.70  3.000
 E3P  H10   C10  C11  119.21  3.000
 E3P  H10   C10  C9   119.62  3.000
 E3P  C11   C10  C9   121.16  3.000
 E3P  H11   C11  C12  119.97  3.000
 E3P  H11   C11  C10  119.04  3.000
 E3P  C12   C11  C10  120.97  3.000
 E3P  C19   C12  C13  121.23  3.000
 E3P  C19   C12  C11  120.92  3.000
 E3P  C13   C12  C11  117.85  3.000
 E3P  H13   C13  C14  119.04  3.000
 E3P  H13   C13  C12  119.97  3.000
 E3P  C14   C13  C12  120.98  3.000
 E3P  H14   C14  C13  119.22  3.000
 E3P  H14   C14  C9   119.65  3.000
 E3P  C13   C14  C9   121.13  3.000
 E3P  C37   C15  C36  121.19  3.000
 E3P  C37   C15  C16  121.11  3.000
 E3P  C36   C15  C16  117.71  3.000
 E3P  H16   C16  C17  118.82  3.000
 E3P  H16   C16  C15  120.01  3.000
 E3P  C17   C16  C15  121.15  3.000
 E3P  H17   C17  C19  119.97  3.000
 E3P  H17   C17  C16  118.87  3.000
 E3P  C19   C17  C16  121.14  3.000
 E3P  C35   C19  C17  117.69  3.000
 E3P  C35   C19  C12  121.00  3.000
 E3P  C17   C19  C12  121.31  3.000
 E3P  H35   C35  C36  118.83  3.000
 E3P  H35   C35  C19  119.98  3.000
 E3P  C36   C35  C19  121.17  3.000
 E3P  H36   C36  C35  118.83  3.000
 E3P  H36   C36  C15  120.01  3.000
 E3P  C35   C36  C15  121.14  3.000
 E3P  C42   C37  C38  118.27  3.000
 E3P  C42   C37  C15  120.88  3.000
 E3P  C38   C37  C15  120.85  3.000
 E3P  H38   C38  C39  119.19  3.000
 E3P  H38   C38  C37  119.92  3.000
 E3P  C39   C38  C37  120.88  3.000
 E3P  H39   C39  C40  120.17  3.000
 E3P  H39   C39  C38  119.56  3.000
 E3P  C40   C39  C38  120.27  3.000
 E3P  H40   C40  C41  120.28  3.000
 E3P  H40   C40  C39  120.29  3.000
 E3P  C41   C40  C39  119.43  3.000
 E3P  H41   C41  C42  119.58  3.000
 E3P  H41   C41  C40  120.15  3.000
 E3P  C42   C41  C40  120.27  3.000
 E3P  H42   C42  C41  119.18  3.000
 E3P  H42   C42  C37  119.93  3.000
 E3P  C41   C42  C37  120.88  3.000
 E3P  C7    C6   O2   122.78  3.000
 E3P  C7    C6   N1   115.33  3.000
 E3P  O2    C6   N1   121.89  3.000
 E3P  HN3A  N3   HN3  117.25  3.000
 E3P  HN3A  N3   C5   120.80  3.000
 E3P  HN3   N3   C5   121.94  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
 E3P  CONST_01  C12   C11  C10  C9      0.00   0.0  0
 E3P  CONST_02  C12   C13  C14  C9      0.00   0.0  0
 E3P  CONST_03  C13   C14  C9   C10     0.00   0.0  0
 E3P  CONST_04  C13   C12  C11  C10     0.00   0.0  0
 E3P  CONST_05  C19   C12  C11  C10   180.00   0.0  0
 E3P  CONST_06  C14   C9   C10  C11     0.00   0.0  0
 E3P  CONST_07  C14   C13  C12  C11     0.00   0.0  0
 E3P  CONST_10  C16   C17  C19  C12   180.00   0.0  0
 E3P  CONST_11  C36   C35  C19  C12   180.00   0.0  0
 E3P  CONST_14  C19   C12  C13  C14   180.00   0.0  0
 E3P  CONST_15  C19   C35  C36  C15     0.00   0.0  0
 E3P  CONST_16  C19   C17  C16  C15     0.00   0.0  0
 E3P  CONST_17  C39   C38  C37  C15   180.00   0.0  0
 E3P  CONST_18  C41   C42  C37  C15   180.00   0.0  0
 E3P  CONST_19  C35   C36  C15  C16     0.00   0.0  0
 E3P  CONST_22  C35   C19  C17  C16     0.00   0.0  0
 E3P  CONST_23  C36   C15  C16  C17     0.00   0.0  0
 E3P  CONST_24  C37   C15  C16  C17   180.00   0.0  0
 E3P  CONST_25  C36   C35  C19  C17     0.00   0.0  0
 E3P  CONST_26  C37   C15  C36  C35   180.00   0.0  0
 E3P  CONST_29  C40   C39  C38  C37     0.00   0.0  0
 E3P  CONST_30  C40   C41  C42  C37     0.00   0.0  0
 E3P  CONST_31  C41   C42  C37  C38     0.00   0.0  0
 E3P  CONST_32  C41   C40  C39  C38     0.00   0.0  0
 E3P  CONST_33  C42   C37  C38  C39     0.00   0.0  0
 E3P  CONST_34  C42   C41  C40  C39     0.00   0.0  0
 E3P  CONST_35  C11   C10  C9   C8    180.00   0.0  0
 E3P  CONST_36  C13   C14  C9   C8    180.00   0.0  0
 E3P  CONST_37  H11   C11  C10  C9    180.00   0.0  0
 E3P  CONST_38  H13   C13  C14  C9    180.00   0.0  0
 E3P  CONST_39  H14   C14  C9   C10   180.00   0.0  0
 E3P  CONST_40  H10   C10  C11  C12   180.00   0.0  0
 E3P  CONST_41  H17   C17  C19  C12     0.00   0.0  0
 E3P  CONST_42  H35   C35  C19  C12     0.00   0.0  0
 E3P  CONST_43  H38   C38  C37  C15     0.00   0.0  0
 E3P  CONST_44  H42   C42  C37  C15     0.00   0.0  0
 E3P  CONST_45  H36   C36  C15  C16   180.00   0.0  0
 E3P  CONST_46  H16   C16  C17  C19   180.00   0.0  0
 E3P  CONST_47  H39   C39  C38  C37   180.00   0.0  0
 E3P  CONST_48  H41   C41  C42  C37   180.00   0.0  0
 E3P  CONST_49  H40   C40  C39  C38   180.00   0.0  0
 E3P  CONST_50  C4    N1   C6   O2      0.00   0.0  0
 E3P  CONST_51  C7    C6   N1   C4    180.00   0.0  0
 E3P  CONST_52  HN1   N1   C6   O2    180.00   0.0  0
 E3P  CONST_53  HN3   N3   C5   C4      0.00   0.0  0
 E3P  CONST_54  HN3A  N3   C5   C4    180.00   0.0  0
 E3P  CONST_55  HO7   O7   C1   C2    180.00   0.0  0
 E3P  Var_01    C10   C9   C8   C7    -84.02  30.0  2
 E3P  Var_02    C9    C8   C7   C6    176.56  30.0  3
 E3P  Var_03    C4    C3   C2   C1   -178.74  30.0  1
 E3P  Var_04    C8    C7   C6   N1    147.62  30.0  3
 E3P  Var_05    O6    C1   C2   C3     -4.33  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
 E3P  chir_01  C4  N1  C3  C5  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
 E3P  plan-1  C8    0.020
 E3P  plan-1  C9    0.020
 E3P  plan-1  C10   0.020
 E3P  plan-1  C11   0.020
 E3P  plan-1  C12   0.020
 E3P  plan-1  C13   0.020
 E3P  plan-1  C14   0.020
 E3P  plan-1  C19   0.020
 E3P  plan-1  H10   0.020
 E3P  plan-1  H11   0.020
 E3P  plan-1  H13   0.020
 E3P  plan-1  H14   0.020
 E3P  plan-2  C12   0.020
 E3P  plan-2  C15   0.020
 E3P  plan-2  C16   0.020
 E3P  plan-2  C17   0.020
 E3P  plan-2  C19   0.020
 E3P  plan-2  C35   0.020
 E3P  plan-2  C36   0.020
 E3P  plan-2  C37   0.020
 E3P  plan-2  H17   0.020
 E3P  plan-2  H35   0.020
 E3P  plan-2  H36   0.020
 E3P  plan-2  H16   0.020
 E3P  plan-3  C15   0.020
 E3P  plan-3  C37   0.020
 E3P  plan-3  C38   0.020
 E3P  plan-3  C39   0.020
 E3P  plan-3  C40   0.020
 E3P  plan-3  C41   0.020
 E3P  plan-3  C42   0.020
 E3P  plan-3  H38   0.020
 E3P  plan-3  H39   0.020
 E3P  plan-3  H40   0.020
 E3P  plan-3  H41   0.020
 E3P  plan-3  H42   0.020
 E3P  plan-4  C4    0.020
 E3P  plan-4  C5    0.020
 E3P  plan-4  O5    0.020
 E3P  plan-4  HN3   0.020
 E3P  plan-4  HN3A  0.020
 E3P  plan-4  N3    0.020
 E3P  plan-5  N1    0.020
 E3P  plan-5  O2    0.020
 E3P  plan-5  C4    0.020
 E3P  plan-5  C7    0.020
 E3P  plan-5  HN1   0.020
 E3P  plan-5  C6    0.020
 E3P  plan-6  C1    0.020
 E3P  plan-6  C2    0.020
 E3P  plan-6  O6    0.020
 E3P  plan-6  O7    0.020
 E3P  plan-6  HO7   0.020

