# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Mar 19 10:36:25 2022
#   Inital geometry file: a 149 line input string
#   Ligand name: N-[(1S)-1-carboxy-3-phenylpropyl]-L-phenylalanyl-L-alpha-asparagine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: NC(=O)[C@H](CC(O)=O)NC(=O)[C@H](Cc1ccccc1)N[C@@H](CCc2ccccc2)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
 HPI  HPI  N-[(1S)-1-carboxy-3-phenylpropyl]-L-phenylalanyl-L-alpha-asparagine  ligand  57  32  .  2022-03-29  2022-03-29
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_HPI
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
 HPI  C01   C  CR16   0  -0.271  23.1086  25.8377  -2.6286
 HPI  C02   C  CR16   0  -0.239  22.1222  26.3565  -1.8011
 HPI  C03   C  CR16   0  -0.304  21.3467  27.4278  -2.2268
 HPI  C04   C  CR6    0   0.130  21.5415  27.9961  -3.4830
 HPI  C05   C  CR16   0  -0.311  22.5376  27.4694  -4.3029
 HPI  C06   C  CR16   0  -0.238  23.3151  26.3996  -3.8827
 HPI  C07   C  CH2    0  -0.529  20.6814  29.1302  -3.9622
 HPI  C08   C  CH1    0  -0.182  19.5853  28.6898  -4.9465
 HPI  N09   N  NH1    0  -0.614  18.7639  29.8318  -5.2906
 HPI  C10   C  CH1    0  -0.194  17.9619  29.6137  -6.4898
 HPI  C11   C  CH2    0  -0.424  16.8075  30.6156  -6.4914
 HPI  C12   C  CH2    0  -0.511  15.7902  30.4076  -7.6148
 HPI  C13   C  CR6    0   0.141  14.5645  31.2547  -7.4173
 HPI  C14   C  CR16   0  -0.322  14.3603  32.4188  -8.1534
 HPI  C15   C  CR16   0  -0.237  13.2359  33.2089  -7.9439
 HPI  C16   C  CR16   0  -0.274  12.2951  32.8438  -6.9913
 HPI  C17   C  CR16   0  -0.238  12.4881  31.6847  -6.2485
 HPI  C18   C  CR16   0  -0.304  13.6128  30.9011  -6.4611
 HPI  C19   C  C      0   0.404  18.7856  29.7146  -7.7981
 HPI  O20   O  O      0  -0.604  19.6942  30.5711  -7.8046
 HPI  O21   O  OC    -1  -0.602  18.4519  28.9646  -8.7364
 HPI  C22   C  C      0   0.536  18.7251  27.6020  -4.3044
 HPI  O23   O  O      0  -0.487  18.9100  26.4123  -4.5168
 HPI  N24   N  NH1    0  -0.615  17.8066  28.0711  -3.4452
 HPI  C25   C  CH1    0  -0.171  16.8645  27.2206  -2.7692
 HPI  C26   C  C      0   0.495  15.7267  26.8153  -3.7179
 HPI  O27   O  O      0  -0.485  15.4938  27.4241  -4.7523
 HPI  N28   N  NH2    0  -0.817  15.0284  25.7526  -3.2993
 HPI  C29   C  CH2    0  -0.615  16.3208  27.9284  -1.5245
 HPI  C30   C  C      0   0.443  15.6724  27.0360  -0.4432
 HPI  O31   O  OC    -1  -0.600  15.7537  25.7915  -0.5794
 HPI  O32   O  O      0  -0.588  15.1434  27.6415   0.5012
 HPI  H01   H  HCR6   0   0.251  23.7143  25.0037  -2.2980
 HPI  H02   H  HCR6   0   0.250  21.9559  25.9280  -0.8208
 HPI  H03   H  HCR6   0   0.246  20.5769  27.8258  -1.5755
 HPI  H05   H  HCR6   0   0.245  22.7086  27.9029  -5.2820
 HPI  H06   H  HCR6   0   0.250  24.0848  26.0046  -4.5336
 HPI  H071  H  HCH2   0   0.259  21.3021  29.8730  -4.4722
 HPI  H072  H  HCH2   0   0.252  20.2145  29.6372  -3.1147
 HPI  H08   H  HCH1   0   0.234  20.0777  28.2286  -5.8157
 HPI  H09   H  HNH1   0   0.340  19.3696  30.6252  -5.4758
 HPI  H10   H  HCH1   0   0.216  17.5221  28.6131  -6.4280
 HPI  H111  H  HCH2   0   0.217  17.2023  31.6363  -6.5387
 HPI  H112  H  HCH2   0   0.225  16.2940  30.5282  -5.5293
 HPI  H121  H  HCH2   0   0.231  15.5020  29.3524  -7.6405
 HPI  H122  H  HCH2   0   0.240  16.2390  30.6318  -8.5833
 HPI  H14   H  HCR6   0   0.242  15.0888  32.7092  -8.9019
 HPI  H15   H  HCR6   0   0.248  13.0952  34.1092  -8.5288
 HPI  H16   H  HCR6   0   0.248  11.4176  33.4565  -6.8293
 HPI  H17   H  HCR6   0   0.248  11.7587  31.3901  -5.5045
 HPI  H18   H  HCR6   0   0.240  13.7562  29.9975  -5.8777
 HPI  H24   H  HNH1   0   0.392  17.6320  29.0658  -3.4886
 HPI  H25   H  HCH1   0   0.262  17.3889  26.3182  -2.4495
 HPI  H281  H  HNH2   0   0.384  14.1807  25.4919  -3.7770
 HPI  H282  H  HNH2   0   0.409  15.1816  25.4258  -2.3471
 HPI  H291  H  HCH2   0   0.244  15.6174  28.7170  -1.8099
 HPI  H292  H  HCH2   0   0.257  17.1605  28.4445  -1.0472

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
 HPI  C01  C02   aromatic  1.388  0.020  1.388
 HPI  C01  C06   aromatic  1.390  0.020  1.390
 HPI  C01  H01   single    0.930  0.020  1.080
 HPI  C02  C03   aromatic  1.389  0.020  1.389
 HPI  C02  H02   single    0.930  0.020  1.080
 HPI  C03  C04   aromatic  1.392  0.020  1.392
 HPI  C03  H03   single    0.930  0.020  1.080
 HPI  C04  C05   aromatic  1.394  0.020  1.394
 HPI  C04  C07   single    1.502  0.020  1.502
 HPI  C05  C06   aromatic  1.388  0.020  1.388
 HPI  C05  H05   single    0.930  0.020  1.080
 HPI  C06  H06   single    0.930  0.020  1.080
 HPI  C07  C08   single    1.538  0.020  1.538
 HPI  C07  H071  single    0.970  0.020  1.090
 HPI  C07  H072  single    0.970  0.020  1.090
 HPI  C08  N09   single    1.448  0.020  1.448
 HPI  C08  C22   single    1.528  0.020  1.528
 HPI  C08  H08   single    0.970  0.020  1.090
 HPI  N09  C10   single    1.459  0.020  1.459
 HPI  N09  H09   single    0.890  0.020  1.040
 HPI  C10  C11   single    1.529  0.020  1.529
 HPI  C10  C19   single    1.549  0.020  1.549
 HPI  C10  H10   single    0.970  0.020  1.090
 HPI  C11  C12   single    1.530  0.020  1.530
 HPI  C11  H111  single    0.970  0.020  1.090
 HPI  C11  H112  single    0.970  0.020  1.090
 HPI  C12  C13   single    1.503  0.020  1.503
 HPI  C12  H121  single    0.970  0.020  1.090
 HPI  C12  H122  single    0.970  0.020  1.090
 HPI  C13  C14   aromatic  1.392  0.020  1.392
 HPI  C13  C18   aromatic  1.395  0.020  1.395
 HPI  C14  C15   aromatic  1.390  0.020  1.390
 HPI  C14  H14   single    0.930  0.020  1.080
 HPI  C15  C16   aromatic  1.388  0.020  1.388
 HPI  C15  H15   single    0.930  0.020  1.080
 HPI  C16  C17   aromatic  1.390  0.020  1.390
 HPI  C16  H16   single    0.930  0.020  1.080
 HPI  C17  C18   aromatic  1.387  0.020  1.387
 HPI  C17  H17   single    0.930  0.020  1.080
 HPI  C18  H18   single    0.930  0.020  1.080
 HPI  C19  O20   deloc     1.249  0.020  1.249
 HPI  C19  O21   deloc     1.247  0.020  1.247
 HPI  C22  O23   double    1.223  0.020  1.223
 HPI  C22  N24   single    1.342  0.020  1.342
 HPI  N24  C25   single    1.438  0.020  1.438
 HPI  N24  H24   single    0.860  0.020  1.020
 HPI  C25  C26   single    1.536  0.020  1.536
 HPI  C25  C29   single    1.532  0.020  1.532
 HPI  C25  H25   single    0.970  0.020  1.090
 HPI  C26  O27   double    1.223  0.020  1.223
 HPI  C26  N28   single    1.339  0.020  1.339
 HPI  N28  H281  single    0.890  0.020  1.040
 HPI  N28  H282  single    0.890  0.020  1.040
 HPI  C29  C30   single    1.545  0.020  1.545
 HPI  C29  H291  single    0.970  0.020  1.090
 HPI  C29  H292  single    0.970  0.020  1.090
 HPI  C30  O31   deloc     1.255  0.020  1.255
 HPI  C30  O32   deloc     1.240  0.020  1.240

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
 HPI  H01   C01  C06   120.27  3.000
 HPI  H01   C01  C02   120.23  3.000
 HPI  C06   C01  C02   119.50  3.000
 HPI  H02   C02  C03   119.79  3.000
 HPI  H02   C02  C01   120.07  3.000
 HPI  C03   C02  C01   120.14  3.000
 HPI  H03   C03  C04   119.44  3.000
 HPI  H03   C03  C02   119.70  3.000
 HPI  C04   C03  C02   120.86  3.000
 HPI  C07   C04  C05   120.47  3.000
 HPI  C07   C04  C03   121.06  3.000
 HPI  C05   C04  C03   118.46  3.000
 HPI  H05   C05  C06   119.56  3.000
 HPI  H05   C05  C04   119.53  3.000
 HPI  C06   C05  C04   120.91  3.000
 HPI  H06   C06  C05   119.84  3.000
 HPI  H06   C06  C01   120.05  3.000
 HPI  C05   C06  C01   120.12  3.000
 HPI  H072  C07  H071  106.80  3.000
 HPI  H072  C07  C08   108.96  3.000
 HPI  H071  C07  C08   107.48  3.000
 HPI  H072  C07  C04   110.34  3.000
 HPI  H071  C07  C04   109.66  3.000
 HPI  C08   C07  C04   113.34  3.000
 HPI  H08   C08  C22   106.59  3.000
 HPI  H08   C08  N09   113.37  3.000
 HPI  C22   C08  N09   109.99  3.000
 HPI  H08   C08  C07   107.86  3.000
 HPI  C22   C08  C07   109.64  3.000
 HPI  N09   C08  C07   109.30  3.000
 HPI  H09   N09  C10   107.15  3.000
 HPI  H09   N09  C08   108.74  3.000
 HPI  C10   N09  C08   112.90  3.000
 HPI  H10   C10  C19   108.71  3.000
 HPI  H10   C10  C11   107.21  3.000
 HPI  C19   C10  C11   110.97  3.000
 HPI  H10   C10  N09   108.13  3.000
 HPI  C19   C10  N09   113.08  3.000
 HPI  C11   C10  N09   108.54  3.000
 HPI  H112  C11  H111  106.36  3.000
 HPI  H112  C11  C12   108.83  3.000
 HPI  H111  C11  C12   109.55  3.000
 HPI  H112  C11  C10   107.53  3.000
 HPI  H111  C11  C10   109.79  3.000
 HPI  C12   C11  C10   114.45  3.000
 HPI  H122  C12  H121  106.61  3.000
 HPI  H122  C12  C13   109.65  3.000
 HPI  H121  C12  C13   109.37  3.000
 HPI  H122  C12  C11   110.52  3.000
 HPI  H121  C12  C11   108.88  3.000
 HPI  C13   C12  C11   111.66  3.000
 HPI  C18   C13  C14   118.31  3.000
 HPI  C18   C13  C12   120.25  3.000
 HPI  C14   C13  C12   121.43  3.000
 HPI  H14   C14  C15   119.69  3.000
 HPI  H14   C14  C13   119.36  3.000
 HPI  C15   C14  C13   120.94  3.000
 HPI  H15   C15  C16   120.09  3.000
 HPI  H15   C15  C14   119.76  3.000
 HPI  C16   C15  C14   120.15  3.000
 HPI  H16   C16  C17   120.30  3.000
 HPI  H16   C16  C15   120.23  3.000
 HPI  C17   C16  C15   119.47  3.000
 HPI  H17   C17  C18   119.86  3.000
 HPI  H17   C17  C16   120.03  3.000
 HPI  C18   C17  C16   120.11  3.000
 HPI  H18   C18  C17   119.68  3.000
 HPI  H18   C18  C13   119.31  3.000
 HPI  C17   C18  C13   121.01  3.000
 HPI  O21   C19  O20   127.12  3.000
 HPI  O21   C19  C10   117.01  3.000
 HPI  O20   C19  C10   115.84  3.000
 HPI  N24   C22  O23   123.69  3.000
 HPI  N24   C22  C08   113.92  3.000
 HPI  O23   C22  C08   122.31  3.000
 HPI  H24   N24  C25   119.28  3.000
 HPI  H24   N24  C22   115.75  3.000
 HPI  C25   N24  C22   122.86  3.000
 HPI  H25   C25  C29   108.34  3.000
 HPI  H25   C25  C26   108.58  3.000
 HPI  C29   C25  C26   111.16  3.000
 HPI  H25   C25  N24   108.17  3.000
 HPI  C29   C25  N24   109.96  3.000
 HPI  C26   C25  N24   110.55  3.000
 HPI  N28   C26  O27   124.09  3.000
 HPI  N28   C26  C25   113.75  3.000
 HPI  O27   C26  C25   122.16  3.000
 HPI  H282  N28  H281  119.14  3.000
 HPI  H282  N28  C26   117.95  3.000
 HPI  H281  N28  C26   119.74  3.000
 HPI  H292  C29  H291  105.47  3.000
 HPI  H292  C29  C30   106.80  3.000
 HPI  H291  C29  C30   109.20  3.000
 HPI  H292  C29  C25   107.44  3.000
 HPI  H291  C29  C25   110.44  3.000
 HPI  C30   C29  C25   116.81  3.000
 HPI  O32   C30  O31   126.48  3.000
 HPI  O32   C30  C29   115.47  3.000
 HPI  O31   C30  C29   118.02  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
 HPI  CONST_01  C04   C03  C02  C01     0.00   0.0  0
 HPI  CONST_02  C04   C05  C06  C01     0.00   0.0  0
 HPI  CONST_03  C05   C06  C01  C02     0.00   0.0  0
 HPI  CONST_04  C05   C04  C03  C02     0.00   0.0  0
 HPI  CONST_05  C06   C01  C02  C03     0.00   0.0  0
 HPI  CONST_06  C06   C05  C04  C03     0.00   0.0  0
 HPI  CONST_07  C16   C15  C14  C13     0.00   0.0  0
 HPI  CONST_08  C16   C17  C18  C13     0.00   0.0  0
 HPI  CONST_09  C17   C18  C13  C14     0.00   0.0  0
 HPI  CONST_10  C17   C16  C15  C14     0.00   0.0  0
 HPI  CONST_11  C18   C13  C14  C15     0.00   0.0  0
 HPI  CONST_12  C18   C17  C16  C15     0.00   0.0  0
 HPI  CONST_13  C07   C04  C03  C02   180.00   0.0  0
 HPI  CONST_14  C07   C04  C05  C06   180.00   0.0  0
 HPI  CONST_15  C15   C14  C13  C12   180.00   0.0  0
 HPI  CONST_16  C17   C18  C13  C12   180.00   0.0  0
 HPI  CONST_17  H03   C03  C02  C01   180.00   0.0  0
 HPI  CONST_18  H05   C05  C06  C01   180.00   0.0  0
 HPI  CONST_19  H06   C06  C01  C02   180.00   0.0  0
 HPI  CONST_20  H01   C01  C02  C03   180.00   0.0  0
 HPI  CONST_21  H02   C02  C03  C04   180.00   0.0  0
 HPI  CONST_22  H15   C15  C14  C13   180.00   0.0  0
 HPI  CONST_23  H17   C17  C18  C13   180.00   0.0  0
 HPI  CONST_24  H18   C18  C13  C14   180.00   0.0  0
 HPI  CONST_25  H16   C16  C15  C14   180.00   0.0  0
 HPI  CONST_26  H14   C14  C15  C16   180.00   0.0  0
 HPI  CONST_27  C25   N24  C22  C08   180.00   0.0  0
 HPI  CONST_28  C25   N24  C22  O23     0.00   0.0  0
 HPI  CONST_29  H24   N24  C22  C08     0.00   0.0  0
 HPI  CONST_30  H281  N28  C26  C25   180.00   0.0  0
 HPI  CONST_31  H282  N28  C26  C25     0.00   0.0  0
 HPI  Var_01    C08   C07  C04  C03  -101.47  30.0  2
 HPI  Var_02    C14   C13  C12  C11   103.09  30.0  2
 HPI  Var_03    C13   C12  C11  C10   169.70  30.0  3
 HPI  Var_04    O31   C30  C29  C25     7.29  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
 HPI  chir_01  C08  C07  N09  C22  positiv
 HPI  chir_02  C10  N09  C19  C11  positiv
 HPI  chir_03  C25  N24  C26  C29  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
 HPI  plan-1  C01   0.020
 HPI  plan-1  C02   0.020
 HPI  plan-1  C03   0.020
 HPI  plan-1  C04   0.020
 HPI  plan-1  C05   0.020
 HPI  plan-1  C06   0.020
 HPI  plan-1  C07   0.020
 HPI  plan-1  H01   0.020
 HPI  plan-1  H02   0.020
 HPI  plan-1  H03   0.020
 HPI  plan-1  H05   0.020
 HPI  plan-1  H06   0.020
 HPI  plan-2  C12   0.020
 HPI  plan-2  C13   0.020
 HPI  plan-2  C14   0.020
 HPI  plan-2  C15   0.020
 HPI  plan-2  C16   0.020
 HPI  plan-2  C17   0.020
 HPI  plan-2  C18   0.020
 HPI  plan-2  H14   0.020
 HPI  plan-2  H15   0.020
 HPI  plan-2  H16   0.020
 HPI  plan-2  H17   0.020
 HPI  plan-2  H18   0.020
 HPI  plan-3  C08   0.020
 HPI  plan-3  C22   0.020
 HPI  plan-3  O23   0.020
 HPI  plan-3  N24   0.020
 HPI  plan-3  C25   0.020
 HPI  plan-3  H24   0.020
 HPI  plan-4  C25   0.020
 HPI  plan-4  C26   0.020
 HPI  plan-4  O27   0.020
 HPI  plan-4  N28   0.020
 HPI  plan-4  H281  0.020
 HPI  plan-4  H282  0.020
 HPI  plan-5  C10   0.020
 HPI  plan-5  C19   0.020
 HPI  plan-5  O20   0.020
 HPI  plan-5  O21   0.020
 HPI  plan-6  C29   0.020
 HPI  plan-6  C30   0.020
 HPI  plan-6  O31   0.020
 HPI  plan-6  O32   0.020

