# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Apr  5 21:52:22 2020
#   Inital geometry file: a 132 line input string
#   Ligand name: (2R)-7-amino-2-[(1S,2S)-2-hydroxy-6-(4-hydroxyphenyl)-2,3-dihydro-1H-inden-1-yl]-7-iminoheptanoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: NC(=N)CCCC[C@H]([C@@H]1[C@@H](O)Cc2ccc(cc12)c3ccc(O)cc3)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
 166  166  '(2R)-7-amino-2-[(1S,2S)-2-hydroxy-6-(4-hydroxyphenyl)-2,3-dihydro-1H-inden-1-yl]-7-iminoheptanoic acid'  ligand  53  28  .  2021-08-03  2022-09-22
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_166
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
 166  C1    C  CH2    0  -0.411   0.1139  -0.3254  -1.8946
 166  C2    C  CH2    0  -0.412   1.1070   0.2818  -2.8780
 166  C3    C  CH2    0  -0.452   2.5475  -0.0685  -2.5223
 166  C4    C  CH2    0  -0.523   3.5506   0.5818  -3.4600
 166  C5    C  C      0   0.372   5.0042   0.2829  -3.1637
 166  N6    N  NH2    0  -0.805   5.8723   0.8878  -4.0269
 166  N7    N  N      0  -0.667   5.4507  -0.4829  -2.2450
 166  O8    O  O      0  -0.614  -1.7070  -1.6927  -3.7748
 166  O8A   O  OC    -1  -0.613  -2.0417   0.4055  -4.4396
 166  O9    O  OH1    0  -0.675  -4.5647  -1.2265  -0.8398
 166  C10   C  CH1    0  -0.344  -2.2924  -0.5900  -1.1333
 166  C11   C  C      0   0.071  -2.9891   0.9735   0.5232
 166  C12   C  C      0   0.178  -2.0612  -0.0286   0.2471
 166  C13   C  CH1    0   0.034  -3.7612  -0.2017  -1.3889
 166  C14   C  CH2    0  -0.527  -3.9408   1.1216  -0.6269
 166  C36   C  C1     0  -0.409  -1.0994  -0.3657   1.1831
 166  C37   C  C      0   0.096  -1.0297   0.3207   2.4013
 166  C38   C  C1     0  -0.326  -1.9595   1.3316   2.6551
 166  C39   C  C1     0  -0.315  -2.9429   1.6548   1.7270
 166  C43   C  CR6    0   0.065   0.0130  -0.0134   3.3916
 166  C44   C  CR16   0  -0.302  -0.2381   0.0438   4.7625
 166  C45   C  CR16   0  -0.369   0.7435  -0.2559   5.6938
 166  C6    C  CR6    0   0.342   2.0172  -0.6266   5.2710
 166  C7    C  CR16   0  -0.323   2.2878  -0.6927   3.9060
 166  C8    C  CR16   0  -0.297   1.2971  -0.3886   2.9888
 166  O54   O  OH1    0  -0.631   3.0124  -0.9280   6.1281
 166  C16   C  CH1    0  -0.314  -1.3442   0.0297  -2.1812
 166  C15   C  C      0   0.408  -1.7351  -0.4574  -3.5928
 166  H12   H  HCH2   0   0.204   0.2212  -1.4152  -1.8874
 166  H11   H  HCH2   0   0.220   0.3827   0.0165  -0.8913
 166  H22   H  HCH2   0   0.209   0.9885   1.3706  -2.8906
 166  H21   H  HCH2   0   0.220   0.8970  -0.0601  -3.8956
 166  H32   H  HCH2   0   0.224   2.6630  -1.1568  -2.5463
 166  H31   H  HCH2   0   0.222   2.7475   0.2440  -1.4926
 166  H42   H  HCH2   0   0.252   3.4190   1.6691  -3.4399
 166  H41   H  HCH2   0   0.258   3.3480   0.2798  -4.4925
 166  H62   H  HNH2   0   0.375   6.8431   0.9022  -3.7585
 166  H61   H  HNH2   0   0.386   5.5644   1.7151  -4.5094
 166  HN7   H  H      0   0.334   4.6898  -0.9003  -1.7235
 166  H10   H  HCH1   0   0.240  -2.1695  -1.6766  -1.1701
 166  H13   H  HCH1   0   0.221  -3.9753  -0.0696  -2.4552
 166  H142  H  HCH2   0   0.249  -3.6560   1.9670  -1.2617
 166  H141  H  HCH2   0   0.254  -4.9762   1.2970  -0.3238
 166  H36   H  H      0   0.249  -0.4084  -1.1774   0.9876
 166  H38   H  H      0   0.245  -1.9113   1.8848   3.5853
 166  H39   H  H      0   0.244  -3.6604   2.4356   1.9501
 166  H44   H  HCR6   0   0.255  -1.2243   0.3121   5.1204
 166  H45   H  HCR6   0   0.271   0.5110  -0.2065   6.7518
 166  H7    H  HCR6   0   0.264   3.2772  -0.9723   3.5662
 166  H8    H  HCR6   0   0.247   1.5418  -0.4261   1.9341
 166  H54   H  HOH1   0   0.474   2.7117  -0.8349   7.0388
 166  H16   H  HCH1   0   0.201  -1.4450   1.1212  -2.1413
 166  H9    H  HOH1   0   0.446  -5.4865  -0.9653  -0.9278

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
 166  C1   C2    single    1.524  0.020  1.524
 166  C1   C16   single    1.528  0.020  1.528
 166  C1   H12   single    0.970  0.020  1.090
 166  C1   H11   single    0.970  0.020  1.090
 166  C2   C3    single    1.525  0.020  1.525
 166  C2   H22   single    0.970  0.020  1.090
 166  C2   H21   single    0.970  0.020  1.090
 166  C3   C4    single    1.519  0.020  1.519
 166  C3   H32   single    0.970  0.020  1.090
 166  C3   H31   single    0.970  0.020  1.090
 166  C4   C5    single    1.513  0.020  1.513
 166  C4   H42   single    0.970  0.020  1.090
 166  C4   H41   single    0.970  0.020  1.090
 166  C5   N6    single    1.366  0.020  1.366
 166  C5   N7    double    1.277  0.020  1.277
 166  N6   H62   single    0.890  0.020  1.040
 166  N6   H61   single    0.890  0.020  1.040
 166  N7   HN7   single    0.890  0.020  1.040
 166  O8   C15   deloc     1.249  0.020  1.249
 166  O8A  C15   deloc     1.247  0.020  1.247
 166  O9   C13   single    1.413  0.020  1.413
 166  O9   H9    single    0.850  0.020  0.980
 166  C10  C12   single    1.508  0.020  1.508
 166  C10  C13   single    1.541  0.020  1.541
 166  C10  C16   single    1.543  0.020  1.543
 166  C10  H10   single    0.970  0.020  1.090
 166  C11  C12   aromatic  1.393  0.020  1.393
 166  C11  C14   single    1.500  0.020  1.500
 166  C11  C39   aromatic  1.384  0.020  1.384
 166  C12  C36   aromatic  1.384  0.020  1.384
 166  C13  C14   single    1.538  0.020  1.538
 166  C13  H13   single    0.970  0.020  1.090
 166  C14  H142  single    0.970  0.020  1.090
 166  C14  H141  single    0.970  0.020  1.090
 166  C36  C37   aromatic  1.400  0.020  1.400
 166  C36  H36   single    0.930  0.020  1.080
 166  C37  C38   aromatic  1.397  0.020  1.397
 166  C37  C43   single    1.476  0.020  1.476
 166  C38  C39   aromatic  1.390  0.020  1.390
 166  C38  H38   single    0.930  0.020  1.080
 166  C39  H39   single    0.930  0.020  1.080
 166  C43  C44   aromatic  1.395  0.020  1.395
 166  C43  C8    aromatic  1.397  0.020  1.397
 166  C44  C45   aromatic  1.386  0.020  1.386
 166  C44  H44   single    0.930  0.020  1.080
 166  C45  C6    aromatic  1.392  0.020  1.392
 166  C45  H45   single    0.930  0.020  1.080
 166  C6   C7    aromatic  1.393  0.020  1.393
 166  C6   O54   single    1.348  0.020  1.348
 166  C7   C8    aromatic  1.384  0.020  1.384
 166  C7   H7    single    0.930  0.020  1.080
 166  C8   H8    single    0.930  0.020  1.080
 166  O54  H54   single    0.850  0.020  0.980
 166  C16  C15   single    1.544  0.020  1.544
 166  C16  H16   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
 166  H11   C1   H12   106.32  3.000
 166  H11   C1   C16   109.52  3.000
 166  H12   C1   C16   109.03  3.000
 166  H11   C1   C2    107.90  3.000
 166  H12   C1   C2    109.69  3.000
 166  C16   C1   C2    114.10  3.000
 166  H21   C2   H22   106.22  3.000
 166  H21   C2   C3    109.06  3.000
 166  H22   C2   C3    109.47  3.000
 166  H21   C2   C1    110.53  3.000
 166  H22   C2   C1    109.45  3.000
 166  C3    C2   C1    111.94  3.000
 166  H31   C3   H32   106.57  3.000
 166  H31   C3   C4    109.74  3.000
 166  H32   C3   C4    110.02  3.000
 166  H31   C3   C2    109.06  3.000
 166  H32   C3   C2    108.85  3.000
 166  C4    C3   C2    112.43  3.000
 166  H41   C4   H42   105.60  3.000
 166  H41   C4   C5    107.93  3.000
 166  H42   C4   C5    107.93  3.000
 166  H41   C4   C3    109.99  3.000
 166  H42   C4   C3    109.53  3.000
 166  C5    C4   C3    115.39  3.000
 166  N7    C5   N6    119.88  3.000
 166  N7    C5   C4    126.54  3.000
 166  N6    C5   C4    113.54  3.000
 166  H61   N6   H62   114.27  3.000
 166  H61   N6   C5    118.22  3.000
 166  H62   N6   C5    116.78  3.000
 166  HN7   N7   C5    110.80  3.000
 166  H9    O9   C13   108.20  3.000
 166  H10   C10  C16   107.88  3.000
 166  H10   C10  C13   110.59  3.000
 166  C16   C10  C13   111.83  3.000
 166  H10   C10  C12   112.54  3.000
 166  C16   C10  C12   112.21  3.000
 166  C13   C10  C12   101.78  3.000
 166  C39   C11  C14   129.75  3.000
 166  C39   C11  C12   120.28  3.000
 166  C14   C11  C12   109.97  3.000
 166  C36   C12  C11   120.27  3.000
 166  C36   C12  C10   129.42  3.000
 166  C11   C12  C10   110.31  3.000
 166  H13   C13  C14   110.84  3.000
 166  H13   C13  C10   112.23  3.000
 166  C14   C13  C10   104.24  3.000
 166  H13   C13  O9    110.76  3.000
 166  C14   C13  O9    111.41  3.000
 166  C10   C13  O9    107.15  3.000
 166  H141  C14  H142  106.46  3.000
 166  H141  C14  C13   112.72  3.000
 166  H142  C14  C13   110.29  3.000
 166  H141  C14  C11   113.84  3.000
 166  H142  C14  C11   110.83  3.000
 166  C13   C14  C11   102.76  3.000
 166  H36   C36  C37   119.50  3.000
 166  H36   C36  C12   120.24  3.000
 166  C37   C36  C12   120.25  3.000
 166  C43   C37  C38   120.80  3.000
 166  C43   C37  C36   120.52  3.000
 166  C38   C37  C36   118.67  3.000
 166  H38   C38  C39   119.07  3.000
 166  H38   C38  C37   119.74  3.000
 166  C39   C38  C37   121.19  3.000
 166  H39   C39  C38   119.90  3.000
 166  H39   C39  C11   120.77  3.000
 166  C38   C39  C11   119.33  3.000
 166  C8    C43  C44   117.38  3.000
 166  C8    C43  C37   121.10  3.000
 166  C44   C43  C37   121.52  3.000
 166  H44   C44  C45   118.46  3.000
 166  H44   C44  C43   119.93  3.000
 166  C45   C44  C43   121.61  3.000
 166  H45   C45  C6    120.30  3.000
 166  H45   C45  C44   119.60  3.000
 166  C6    C45  C44   120.10  3.000
 166  O54   C6   C7    117.98  3.000
 166  O54   C6   C45   122.82  3.000
 166  C7    C6   C45   119.20  3.000
 166  H7    C7   C8    120.19  3.000
 166  H7    C7   C6    119.81  3.000
 166  C8    C7   C6    120.00  3.000
 166  H8    C8   C7    118.42  3.000
 166  H8    C8   C43   119.84  3.000
 166  C7    C8   C43   121.73  3.000
 166  H54   O54  C6    110.43  3.000
 166  H16   C16  C15   108.91  3.000
 166  H16   C16  C10   108.57  3.000
 166  C15   C16  C10   109.80  3.000
 166  H16   C16  C1    108.19  3.000
 166  C15   C16  C1    109.87  3.000
 166  C10   C16  C1    111.45  3.000
 166  C16   C15  O8A   117.70  3.000
 166  C16   C15  O8    116.09  3.000
 166  O8A   C15  O8    126.21  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
 166  CONST_01  C37  C36  C12  C11     0.00   0.0  0
 166  CONST_02  C37  C38  C39  C11     0.00   0.0  0
 166  CONST_03  C38  C39  C11  C12     0.00   0.0  0
 166  CONST_04  C38  C37  C36  C12     0.00   0.0  0
 166  CONST_05  C43  C37  C36  C12   180.00   0.0  0
 166  CONST_06  C39  C11  C12  C36     0.00   0.0  0
 166  CONST_07  C39  C38  C37  C36     0.00   0.0  0
 166  CONST_10  C45  C44  C43  C37   180.00   0.0  0
 166  CONST_11  C7   C8   C43  C37   180.00   0.0  0
 166  CONST_14  C43  C37  C38  C39   180.00   0.0  0
 166  CONST_15  C6   C45  C44  C43     0.00   0.0  0
 166  CONST_16  C6   C7   C8   C43     0.00   0.0  0
 166  CONST_17  C7   C8   C43  C44     0.00   0.0  0
 166  CONST_18  C7   C6   C45  C44     0.00   0.0  0
 166  CONST_19  C8   C43  C44  C45     0.00   0.0  0
 166  CONST_20  C8   C7   C6   C45     0.00   0.0  0
 166  CONST_21  O54  C6   C45  C44   180.00   0.0  0
 166  CONST_22  O54  C6   C7   C8    180.00   0.0  0
 166  CONST_23  H36  C36  C12  C10     0.00   0.0  0
 166  CONST_24  H38  C38  C39  C11   180.00   0.0  0
 166  CONST_25  H39  C39  C11  C12   180.00   0.0  0
 166  CONST_26  H44  C44  C43  C37     0.00   0.0  0
 166  CONST_27  H8   C8   C43  C37     0.00   0.0  0
 166  CONST_28  H45  C45  C44  C43   180.00   0.0  0
 166  CONST_29  H7   C7   C8   C43   180.00   0.0  0
 166  CONST_30  H62  N6   C5   C4    180.00   0.0  0
 166  CONST_32  HN7  N7   C5   C4      0.00   0.0  0
 166  Var_01    C13  C14  C11  C12    18.27  30.0  1
 166  Var_02    C4   C3   C2   C1   -177.47  30.0  3
 166  Var_03    C5   C4   C3   C2    179.75  30.0  3
 166  Var_04    C16  C1   C2   C3    178.27  30.0  1
 166  Var_05    N6   C5   C4   C3   -179.88  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
 166  chir_01  C10  C12  C13  C16  negativ
 166  chir_02  C13  O9   C10  C14  positiv
 166  chir_03  C16  C15  C10  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
 166  plan-1  C37  0.020
 166  plan-1  C43  0.020
 166  plan-1  C44  0.020
 166  plan-1  C45  0.020
 166  plan-1  C6   0.020
 166  plan-1  C7   0.020
 166  plan-1  C8   0.020
 166  plan-1  O54  0.020
 166  plan-1  H44  0.020
 166  plan-1  H45  0.020
 166  plan-1  H7   0.020
 166  plan-1  H8   0.020
 166  plan-2  C10  0.020
 166  plan-2  C11  0.020
 166  plan-2  C12  0.020
 166  plan-2  C14  0.020
 166  plan-2  C36  0.020
 166  plan-2  C37  0.020
 166  plan-2  C38  0.020
 166  plan-2  C39  0.020
 166  plan-2  C43  0.020
 166  plan-2  H36  0.020
 166  plan-2  H38  0.020
 166  plan-2  H39  0.020
 166  plan-3  C4   0.020
 166  plan-3  C5   0.020
 166  plan-3  N6   0.020
 166  plan-3  N7   0.020
 166  plan-3  H62  0.020
 166  plan-3  H61  0.020
 166  plan-3  HN7  0.020
 166  plan-4  O8   0.020
 166  plan-4  O8A  0.020
 166  plan-4  C16  0.020
 166  plan-4  C15  0.020

