# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Apr 27 21:17:20 2020
#   Inital geometry file: a 129 line input string
#   Ligand name: 1-{N-[(5-chloro-1H-indol-2-yl)carbonyl]-L-phenylalanyl}azetidine-3-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)[C@H]1CN(C1)C(=O)[C@H](Cc2ccccc2)NC(=O)c3[nH]c4ccc(Cl)cc4c3
#
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
 700  700  '1-{N-[(5-chloro-1H-indol-2-yl)carbonyl]-L-phenylalanyl}azetidine-3-carboxylic acid'  ligand  50  30  .  2021-08-05  2021-08-05  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_700
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
 700  C10   C   CH2   0  -0.521   0.9796   1.3007   2.1220
 700  C11   C   CR6   0   0.146   2.2433   1.1246   1.3322
 700  C12   C   CR16  0  -0.311   2.4083   1.7588   0.1042
 700  C13   C   CR16  0  -0.239   3.5527   1.5506  -0.6545
 700  C14   C   CR16  0  -0.270   4.5512   0.7056  -0.1901
 700  C15   C   CR16  0  -0.242   4.3989   0.0721   1.0373
 700  C16   C   CR16  0  -0.293   3.2517   0.2800   1.7892
 700  C17   C   CH1   0  -0.200  -0.0246   0.1672   1.8231
 700  C18   C   C     0   0.535  -1.2973   0.3953   2.6285
 700  O2    O   O     0  -0.488  -2.2495   1.0125   2.1700
 700  N3    N   N     0  -0.453  -1.2753  -0.0760   3.8714
 700  C19   C   C     0  -0.233  -2.3064  -0.0434   4.8962
 700  C20   C   C     0  -0.465  -1.4268  -0.9803   5.7414
 700  C21   C   C     0   0.559  -1.0031  -0.4780   7.0893
 700  O3    O   O     0  -0.431  -1.5333   0.4217   7.6887
 700  O4    O   OH1   0  -0.587   0.0285  -1.1703   7.5521
 700  C22   C   C     0  -0.253  -0.3605  -0.9281   4.6190
 700  N1    N   NH1   0  -0.658  -0.3531   0.1263   0.4245
 700  C9    C   C     0   0.539   0.1351  -0.7956  -0.4280
 700  C8    C   CR5   0   0.221  -0.2078  -0.5889  -1.8504
 700  C7    C   CR15  0  -0.397  -0.2257  -1.5448  -2.8293
 700  C6    C   CR56  0   0.061  -0.6312  -0.8972  -4.0293
 700  C1    C   CR56  0   0.358  -0.8318   0.4639  -3.7121
 700  C2    C   CR16  0  -0.306  -1.2170   1.3987  -4.6725
 700  C3    C   CR16  0  -0.236  -1.4147   0.9490  -5.9597
 700  C4    C   CR6   0  -0.049  -1.2276  -0.4075  -6.2762
 700  CL1   CL  CL    0  -0.140  -1.5007  -0.9114  -7.9180
 700  C5    C   CR16  0  -0.301  -0.8404  -1.3393  -5.3422
 700  N2    N   NR15  0  -0.743  -0.5808   0.6195  -2.3836
 700  O1    O   O     0  -0.468   0.8068  -1.7559  -0.0868
 700  H101  H   HCH2  0   0.268   0.5108   2.2572   1.8782
 700  H102  H   HCH2  0   0.268   1.1975   1.3148   3.1924
 700  H121  H   HCR6  0   0.246   1.6378   2.4280  -0.2602
 700  H131  H   HCR6  0   0.254   3.6647   2.0516  -1.6074
 700  H141  H   HCR6  0   0.254   5.4450   0.5444  -0.7791
 700  H151  H   HCR6  0   0.254   5.1751  -0.5842   1.4095
 700  H161  H   HCR6  0   0.242   3.1394  -0.2203   2.7448
 700  H171  H   HCH1  0   0.291   0.4259  -0.7896   2.0919
 700  H191  H   H     0   0.265  -3.2587  -0.4655   4.5756
 700  H192  H   H     0   0.259  -2.4770   0.9479   5.3174
 700  H201  H   H     0   0.333  -1.8516  -1.9788   5.8619
 700  HO4   H   HOH1  0   0.486   0.2859  -0.8485   8.4294
 700  H221  H   H     0   0.263   0.5790  -0.4435   4.8913
 700  H222  H   H     0   0.276  -0.1457  -1.8866   4.1462
 700  HN1   H   HNH1  0   0.400  -1.0268   0.8056   0.1045
 700  H7    H   HCR5  0   0.264  -0.0007  -2.5906  -2.6960
 700  H2    H   HCR6  0   0.276  -1.3625   2.4416  -4.4239
 700  H3    H   HCR6  0   0.278  -1.7169   1.6431  -6.7319
 700  H5    H   HCR6  0   0.275  -0.6989  -2.3781  -5.6096
 700  HN2   H   HNR5  0   0.415  -0.5450   1.5097  -1.9134

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
 700  C10  C11   single    1.501  0.020  1.501
 700  C10  C17   single    1.544  0.020  1.544
 700  C10  H101  single    0.970  0.020  1.090
 700  C10  H102  single    0.970  0.020  1.090
 700  C11  C12   aromatic  1.392  0.020  1.392
 700  C11  C16   aromatic  1.393  0.020  1.393
 700  C12  C13   aromatic  1.389  0.020  1.389
 700  C12  H121  single    0.930  0.020  1.080
 700  C13  C14   aromatic  1.388  0.020  1.388
 700  C13  H131  single    0.930  0.020  1.080
 700  C14  C15   aromatic  1.390  0.020  1.390
 700  C14  H141  single    0.930  0.020  1.080
 700  C15  C16   aromatic  1.387  0.020  1.387
 700  C15  H151  single    0.930  0.020  1.080
 700  C16  H161  single    0.930  0.020  1.080
 700  C17  C18   single    1.523  0.020  1.523
 700  C17  N1    single    1.437  0.020  1.437
 700  C17  H171  single    0.970  0.020  1.090
 700  C18  O2    double    1.224  0.020  1.224
 700  C18  N3    single    1.329  0.020  1.329
 700  N3   C19   single    1.454  0.020  1.454
 700  N3   C22   single    1.457  0.020  1.457
 700  C19  C20   single    1.538  0.020  1.538
 700  C19  H191  single    0.970  0.020  1.090
 700  C19  H192  single    0.970  0.020  1.090
 700  C20  C21   single    1.500  0.020  1.500
 700  C20  C22   single    1.549  0.020  1.549
 700  C20  H201  single    0.970  0.020  1.090
 700  C21  O3    double    1.204  0.020  1.204
 700  C21  O4    single    1.326  0.020  1.326
 700  O4   HO4   single    0.850  0.020  0.980
 700  C22  H221  single    0.970  0.020  1.090
 700  C22  H222  single    0.970  0.020  1.090
 700  N1   C9    single    1.347  0.020  1.347
 700  N1   HN1   single    0.860  0.020  1.020
 700  C9   C8    single    1.478  0.020  1.478
 700  C9   O1    double    1.221  0.020  1.221
 700  C8   C7    aromatic  1.368  0.020  1.368
 700  C8   N2    aromatic  1.372  0.020  1.372
 700  C7   C6    aromatic  1.423  0.020  1.423
 700  C7   H7    single    0.930  0.020  1.080
 700  C6   C1    aromatic  1.412  0.020  1.412
 700  C6   C5    aromatic  1.401  0.020  1.401
 700  C1   C2    aromatic  1.394  0.020  1.394
 700  C1   N2    aromatic  1.361  0.020  1.361
 700  C2   C3    aromatic  1.378  0.020  1.378
 700  C2   H2    single    0.930  0.020  1.080
 700  C3   C4    aromatic  1.405  0.020  1.405
 700  C3   H3    single    0.930  0.020  1.080
 700  C4   CL1   single    1.739  0.020  1.739
 700  C4   C5    aromatic  1.375  0.020  1.375
 700  C5   H5    single    0.930  0.020  1.080
 700  N2   HN2   single    0.860  0.020  1.020

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
 700  H102  C10  H101  107.03  3.000
 700  H102  C10  C17   109.21  3.000
 700  H101  C10  C17   108.69  3.000
 700  H102  C10  C11   110.44  3.000
 700  H101  C10  C11   110.28  3.000
 700  C17   C10  C11   111.09  3.000
 700  C16   C11  C12   118.69  3.000
 700  C16   C11  C10   120.55  3.000
 700  C12   C11  C10   120.71  3.000
 700  H121  C12  C13   119.66  3.000
 700  H121  C12  C11   119.59  3.000
 700  C13   C12  C11   120.75  3.000
 700  H131  C13  C14   120.13  3.000
 700  H131  C13  C12   119.79  3.000
 700  C14   C13  C12   120.08  3.000
 700  H141  C14  C15   120.21  3.000
 700  H141  C14  C13   120.17  3.000
 700  C15   C14  C13   119.61  3.000
 700  H151  C15  C16   119.83  3.000
 700  H151  C15  C14   120.09  3.000
 700  C16   C15  C14   120.07  3.000
 700  H161  C16  C15   119.61  3.000
 700  H161  C16  C11   119.61  3.000
 700  C15   C16  C11   120.78  3.000
 700  H171  C17  N1    108.01  3.000
 700  H171  C17  C18   110.24  3.000
 700  N1    C17  C18   109.14  3.000
 700  H171  C17  C10   109.12  3.000
 700  N1    C17  C10   110.98  3.000
 700  C18   C17  C10   109.34  3.000
 700  N3    C18  O2    122.81  3.000
 700  N3    C18  C17   115.30  3.000
 700  O2    C18  C17   121.84  3.000
 700  C22   N3   C19    95.55  3.000
 700  C22   N3   C18   134.23  3.000
 700  C19   N3   C18   129.73  3.000
 700  H192  C19  H191  109.21  3.000
 700  H192  C19  C20   115.52  3.000
 700  H191  C19  C20   115.17  3.000
 700  H192  C19  N3    113.80  3.000
 700  H191  C19  N3    113.80  3.000
 700  C20   C19  N3     88.17  3.000
 700  H201  C20  C22   112.25  3.000
 700  H201  C20  C21   108.48  3.000
 700  C22   C20  C21   116.46  3.000
 700  H201  C20  C19   113.28  3.000
 700  C22   C20  C19    88.57  3.000
 700  C21   C20  C19   116.84  3.000
 700  O4    C21  O3    123.99  3.000
 700  O4    C21  C20   111.02  3.000
 700  O3    C21  C20   124.98  3.000
 700  HO4   O4   C21   110.44  3.000
 700  H222  C22  H221  109.21  3.000
 700  H222  C22  C20   114.85  3.000
 700  H221  C22  C20   115.26  3.000
 700  H222  C22  N3    114.54  3.000
 700  H221  C22  N3    114.13  3.000
 700  C20   C22  N3     87.67  3.000
 700  HN1   N1   C9    120.14  3.000
 700  HN1   N1   C17   116.24  3.000
 700  C9    N1   C17   123.53  3.000
 700  O1    C9   C8    120.45  3.000
 700  O1    C9   N1    124.12  3.000
 700  C8    C9   N1    115.42  3.000
 700  N2    C8   C7    109.49  3.000
 700  N2    C8   C9    124.07  3.000
 700  C7    C8   C9    126.44  3.000
 700  H7    C7   C6    127.26  3.000
 700  H7    C7   C8    125.91  3.000
 700  C6    C7   C8    106.81  3.000
 700  C5    C6   C1    119.57  3.000
 700  C5    C6   C7    133.58  3.000
 700  C1    C6   C7    106.85  3.000
 700  N2    C1   C2    130.29  3.000
 700  N2    C1   C6    107.66  3.000
 700  C2    C1   C6    122.05  3.000
 700  H2    C2   C3    120.66  3.000
 700  H2    C2   C1    121.67  3.000
 700  C3    C2   C1    117.67  3.000
 700  H3    C3   C4    119.72  3.000
 700  H3    C3   C2    119.86  3.000
 700  C4    C3   C2    120.42  3.000
 700  C5    C4   CL1   119.28  3.000
 700  C5    C4   C3    122.59  3.000
 700  CL1   C4   C3    118.13  3.000
 700  H5    C5   C4    121.31  3.000
 700  H5    C5   C6    121.00  3.000
 700  C4    C5   C6    117.69  3.000
 700  HN2   N2   C1    124.28  3.000
 700  HN2   N2   C8    125.95  3.000
 700  C1    N2   C8    109.19  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
 700  CONST_01  C14   C13  C12  C11     0.00   0.0  0
 700  CONST_02  C14   C15  C16  C11     0.00   0.0  0
 700  CONST_03  C15   C16  C11  C12     0.00   0.0  0
 700  CONST_04  C15   C14  C13  C12     0.00   0.0  0
 700  CONST_05  C16   C11  C12  C13     0.00   0.0  0
 700  CONST_06  C16   C15  C14  C13     0.00   0.0  0
 700  CONST_07  C1    C6   C7   C8      0.00   0.0  0
 700  CONST_08  C5    C6   C7   C8    180.00   0.0  0
 700  CONST_09  C6    C1   N2   C8      0.00   0.0  0
 700  CONST_10  C2    C1   N2   C8    180.00   0.0  0
 700  CONST_11  C1    N2   C8   C7      0.00   0.0  0
 700  CONST_12  C2    C1   C6   C7    180.00   0.0  0
 700  CONST_13  N2    C1   C6   C7      0.00   0.0  0
 700  CONST_14  C4    C5   C6   C7    180.00   0.0  0
 700  CONST_15  N2    C8   C7   C6      0.00   0.0  0
 700  CONST_16  C3    C2   C1   C6      0.00   0.0  0
 700  CONST_17  C3    C4   C5   C6      0.00   0.0  0
 700  CONST_18  C4    C5   C6   C1      0.00   0.0  0
 700  CONST_19  C4    C3   C2   C1      0.00   0.0  0
 700  CONST_20  C5    C6   C1   C2      0.00   0.0  0
 700  CONST_21  C5    C4   C3   C2      0.00   0.0  0
 700  CONST_22  N2    C1   C2   C3    180.00   0.0  0
 700  CONST_23  N2    C1   C6   C5    180.00   0.0  0
 700  CONST_24  C13   C12  C11  C10   180.00   0.0  0
 700  CONST_25  C15   C16  C11  C10   180.00   0.0  0
 700  CONST_26  C6    C7   C8   C9    180.00   0.0  0
 700  CONST_27  C1    N2   C8   C9    180.00   0.0  0
 700  CONST_28  CL1   C4   C5   C6    180.00   0.0  0
 700  CONST_29  CL1   C4   C3   C2    180.00   0.0  0
 700  CONST_30  H131  C13  C12  C11   180.00   0.0  0
 700  CONST_31  H151  C15  C16  C11   180.00   0.0  0
 700  CONST_32  H161  C16  C11  C12   180.00   0.0  0
 700  CONST_33  H141  C14  C13  C12   180.00   0.0  0
 700  CONST_34  H121  C12  C13  C14   180.00   0.0  0
 700  CONST_35  HN2   N2   C8   C7    180.00   0.0  0
 700  CONST_36  H5    C5   C6   C7      0.00   0.0  0
 700  CONST_37  H2    C2   C1   C6    180.00   0.0  0
 700  CONST_38  H7    C7   C6   C1    180.00   0.0  0
 700  CONST_39  H3    C3   C2   C1    180.00   0.0  0
 700  CONST_40  C19   N3   C18  C17   180.00   0.0  0
 700  CONST_41  C22   N3   C18  C17     0.00   0.0  0
 700  CONST_42  C19   N3   C18  O2      0.00   0.0  0
 700  CONST_43  C22   N3   C18  O2    180.00   0.0  0
 700  CONST_44  C8    C9   N1   C17   180.00   0.0  0
 700  CONST_45  HN1   N1   C9   C8      0.00   0.0  0
 700  CONST_46  HO4   O4   C21  C20   180.00   0.0  0
 700  CONST_47  O1    C9   N1   C17     0.00   0.0  0
 700  Var_01    C20   C22  N3   C19     1.65  30.0  1
 700  Var_02    C17   C10  C11  C12    94.08  30.0  2
 700  Var_03    C7    C8   C9   N1   -157.45  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
 700  chir_01  C17  C10  C18  N1   negativ
 700  chir_02  C20  C19  C21  C22  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
 700  plan-1  C10   0.020
 700  plan-1  C11   0.020
 700  plan-1  C12   0.020
 700  plan-1  C13   0.020
 700  plan-1  C14   0.020
 700  plan-1  C15   0.020
 700  plan-1  C16   0.020
 700  plan-1  H121  0.020
 700  plan-1  H131  0.020
 700  plan-1  H141  0.020
 700  plan-1  H151  0.020
 700  plan-1  H161  0.020
 700  plan-2  C9    0.020
 700  plan-2  C8    0.020
 700  plan-2  C7    0.020
 700  plan-2  C6    0.020
 700  plan-2  C1    0.020
 700  plan-2  C2    0.020
 700  plan-2  C3    0.020
 700  plan-2  C4    0.020
 700  plan-2  CL1   0.020
 700  plan-2  C5    0.020
 700  plan-2  N2    0.020
 700  plan-2  H7    0.020
 700  plan-2  H2    0.020
 700  plan-2  H3    0.020
 700  plan-2  H5    0.020
 700  plan-2  HN2   0.020
 700  plan-3  C17   0.020
 700  plan-3  N1    0.020
 700  plan-3  C9    0.020
 700  plan-3  C8    0.020
 700  plan-3  O1    0.020
 700  plan-3  HN1   0.020
 700  plan-4  C17   0.020
 700  plan-4  C18   0.020
 700  plan-4  O2    0.020
 700  plan-4  N3    0.020
 700  plan-4  C19   0.020
 700  plan-4  C22   0.020
 700  plan-5  C20   0.020
 700  plan-5  C21   0.020
 700  plan-5  O3    0.020
 700  plan-5  O4    0.020
 700  plan-5  HO4   0.020

