# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr 24 21:41:54 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  54  28  .  2021-08-03  2021-08-03  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

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  -0.421   0.1291  -0.3202  -1.8907
 166  C2    C  CH2   0  -0.421   1.1118   0.3147  -2.8673
 166  C3    C  CH2   0  -0.454   2.5543  -0.0182  -2.5042
 166  C4    C  CH2   0  -0.527   3.5505   0.6539  -3.4334
 166  C5    C  C     0   0.374   5.0069   0.3652  -3.1403
 166  N6    N  NH2   0  -0.805   5.8699   1.0650  -3.9327
 166  N7    N  N     0  -0.667   5.4610  -0.4124  -2.2353
 166  O8    O  O     0  -0.442  -1.7404  -1.6567  -3.8392
 166  O8A   O  OH1   0  -0.587  -1.9700   0.4882  -4.4010
 166  O9    O  OH1   0  -0.668  -4.5327  -1.2955  -0.8103
 166  C10   C  CR15  0  -0.347  -2.2840  -0.6232  -1.1216
 166  C11   C  CR56  0   0.080  -3.0028   0.9474   0.5149
 166  C12   C  CR56  0   0.169  -2.0588  -0.0418   0.2521
 166  C13   C  CR15  0   0.035  -3.7613  -0.2622  -1.3787
 166  C14   C  CH2   0  -0.532  -3.9567   1.0692  -0.6363
 166  C36   C  CR16  0  -0.406  -1.0949  -0.3624   1.1910
 166  C37   C  CR6   0   0.097  -1.0400   0.3321   2.4048
 166  C38   C  CR16  0  -0.321  -1.9846   1.3327   2.6464
 166  C39   C  CR16  0  -0.314  -2.9693   1.6373   1.7143
 166  C43   C  CR6   0   0.065  -0.0011   0.0147   3.4039
 166  C44   C  CR16  0  -0.301  -0.2648   0.0738   4.7723
 166  C45   C  CR16  0  -0.369   0.7115  -0.2135   5.7126
 166  C6    C  CR6   0   0.344   1.9925  -0.5730   5.3016
 166  C7    C  CR16  0  -0.323   2.2757  -0.6394   3.9390
 166  C8    C  CR16  0  -0.296   1.2900  -0.3482   3.0126
 166  O54   O  OH1   0  -0.631   2.9825  -0.8637   6.1676
 166  C16   C  CH1   0  -0.348  -1.3404   0.0175  -2.1634
 166  C15   C  C     0   0.536  -1.7047  -0.4874  -3.5416
 166  H12   H  HCH2  0   0.230   0.2527  -1.4077  -1.8850
 166  H11   H  HCH2  0   0.248   0.3750   0.0267  -0.8854
 166  H22   H  HCH2  0   0.225   0.9748   1.4007  -2.8698
 166  H21   H  HCH2  0   0.226   0.9189  -0.0225  -3.8906
 166  H32   H  HCH2  0   0.230   2.6849  -1.1042  -2.5344
 166  H31   H  HCH2  0   0.229   2.7429   0.2920  -1.4718
 166  H42   H  HCH2  0   0.257   3.4080   1.7388  -3.4070
 166  H41   H  HCH2  0   0.258   3.3520   0.3545  -4.4682
 166  H62   H  HNH2  0   0.376   6.8291   0.7584  -3.9467
 166  H61   H  HNH2  0   0.387   5.5331   1.4194  -4.8117
 166  HN7   H  H     0   0.334   4.7063  -0.8202  -1.6978
 166  H8A   H  HOH1  0   0.479  -2.1828   0.1157  -5.2710
 166  H10   H  HCR5  0   0.269  -2.1395  -1.7074  -1.1485
 166  H13   H  HCR5  0   0.226  -3.9916  -0.1507  -2.4458
 166  H142  H  HCH2  0   0.255  -3.6863   1.9099  -1.2836
 166  H141  H  HCH2  0   0.264  -4.9939   1.2336  -0.3346
 166  H36   H  HCR6  0   0.254  -0.3945  -1.1677   1.0028
 166  H38   H  HCR6  0   0.249  -1.9478   1.8921   3.5733
 166  H39   H  HCR6  0   0.249  -3.6982   2.4091   1.9304
 166  H44   H  HCR6  0   0.256  -1.2568   0.3325   5.1212
 166  H45   H  HCR6  0   0.272   0.4693  -0.1641   6.7683
 166  H7    H  HCR6  0   0.265   3.2705  -0.9107   3.6086
 166  H8    H  HCR6  0   0.247   1.5446  -0.3866   1.9604
 166  H54   H  HOH1  0   0.475   2.6727  -0.7739   7.0757
 166  H16   H  HCH1  0   0.270  -1.4579   1.1054  -2.1369
 166  H9    H  HOH1  0   0.451  -5.4606  -1.0465  -0.8644

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    1.532  0.020  1.532
 166  C1   H12   single    0.970  0.020  1.090
 166  C1   H11   single    0.970  0.020  1.090
 166  C2   C3    single    1.524  0.020  1.524
 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    1.365  0.020  1.365
 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   double    1.207  0.020  1.207
 166  O8A  C15   single    1.327  0.020  1.327
 166  O8A  H8A   single    0.850  0.020  0.980
 166  O9   C13   single    1.409  0.020  1.409
 166  O9   H9    single    0.850  0.020  0.980
 166  C10  C12   single    1.509  0.020  1.509
 166  C10  C13   single    1.542  0.020  1.542
 166  C10  C16   single    1.545  0.020  1.545
 166  C10  H10   single    0.970  0.020  1.090
 166  C11  C12   aromatic  1.392  0.020  1.392
 166  C11  C14   single    1.500  0.020  1.500
 166  C11  C39   aromatic  1.384  0.020  1.384
 166  C12  C36   aromatic  1.383  0.020  1.383
 166  C13  C14   single    1.537  0.020  1.537
 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    1.347  0.020  1.347
 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    1.512  0.020  1.512
 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   106.59  3.000
 166  H11   C1   C16   108.05  3.000
 166  H12   C1   C16   109.16  3.000
 166  H11   C1   C2    108.21  3.000
 166  H12   C1   C2    110.15  3.000
 166  C16   C1   C2    114.36  3.000
 166  H21   C2   H22   106.34  3.000
 166  H21   C2   C3    108.80  3.000
 166  H22   C2   C3    109.61  3.000
 166  H21   C2   C1    110.93  3.000
 166  H22   C2   C1    109.52  3.000
 166  C3    C2   C1    111.50  3.000
 166  H31   C3   H32   106.66  3.000
 166  H31   C3   C4    109.80  3.000
 166  H32   C3   C4    110.12  3.000
 166  H31   C3   C2    109.02  3.000
 166  H32   C3   C2    108.85  3.000
 166  C4    C3   C2    112.23  3.000
 166  H41   C4   H42   105.67  3.000
 166  H41   C4   C5    107.77  3.000
 166  H42   C4   C5    108.05  3.000
 166  H41   C4   C3    109.76  3.000
 166  H42   C4   C3    109.77  3.000
 166  C5    C4   C3    115.35  3.000
 166  N7    C5   N6    119.93  3.000
 166  N7    C5   C4    126.57  3.000
 166  N6    C5   C4    113.47  3.000
 166  H61   N6   H62   114.46  3.000
 166  H61   N6   C5    118.45  3.000
 166  H62   N6   C5    117.02  3.000
 166  HN7   N7   C5    110.89  3.000
 166  H8A   O8A  C15   110.02  3.000
 166  H9    O9   C13   108.38  3.000
 166  H10   C10  C16   108.28  3.000
 166  H10   C10  C13   110.75  3.000
 166  C16   C10  C13   112.06  3.000
 166  H10   C10  C12   112.62  3.000
 166  C16   C10  C12   111.29  3.000
 166  C13   C10  C12   101.81  3.000
 166  C39   C11  C14   129.79  3.000
 166  C39   C11  C12   120.09  3.000
 166  C14   C11  C12   110.12  3.000
 166  C36   C12  C11   120.60  3.000
 166  C36   C12  C10   129.25  3.000
 166  C11   C12  C10   110.15  3.000
 166  H13   C13  C14   110.80  3.000
 166  H13   C13  C10   112.76  3.000
 166  C14   C13  C10   104.12  3.000
 166  H13   C13  O9    110.60  3.000
 166  C14   C13  O9    111.76  3.000
 166  C10   C13  O9    106.58  3.000
 166  H141  C14  H142  106.39  3.000
 166  H141  C14  C13   112.61  3.000
 166  H142  C14  C13   110.37  3.000
 166  H141  C14  C11   113.83  3.000
 166  H142  C14  C11   111.04  3.000
 166  C13   C14  C11   102.68  3.000
 166  H36   C36  C37   119.61  3.000
 166  H36   C36  C12   120.31  3.000
 166  C37   C36  C12   120.06  3.000
 166  C43   C37  C38   120.85  3.000
 166  C43   C37  C36   120.53  3.000
 166  C38   C37  C36   118.62  3.000
 166  H38   C38  C39   118.99  3.000
 166  H38   C38  C37   119.67  3.000
 166  C39   C38  C37   121.34  3.000
 166  H39   C39  C38   119.94  3.000
 166  H39   C39  C11   120.78  3.000
 166  C38   C39  C11   119.28  3.000
 166  C8    C43  C44   117.42  3.000
 166  C8    C43  C37   121.12  3.000
 166  C44   C43  C37   121.46  3.000
 166  H44   C44  C45   118.45  3.000
 166  H44   C44  C43   119.96  3.000
 166  C45   C44  C43   121.58  3.000
 166  H45   C45  C6    120.31  3.000
 166  H45   C45  C44   119.60  3.000
 166  C6    C45  C44   120.10  3.000
 166  O54   C6   C7    117.97  3.000
 166  O54   C6   C45   122.83  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    118.39  3.000
 166  H8    C8   C43   119.90  3.000
 166  C7    C8   C43   121.70  3.000
 166  H54   O54  C6    110.45  3.000
 166  H16   C16  C15   109.15  3.000
 166  H16   C16  C10   109.29  3.000
 166  C15   C16  C10   109.21  3.000
 166  H16   C16  C1    108.52  3.000
 166  C15   C16  C1    108.64  3.000
 166  C10   C16  C1    111.99  3.000
 166  C16   C15  O8A   113.14  3.000
 166  C16   C15  O8    123.72  3.000
 166  O8A   C15  O8    123.14  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  CONST_33  H8A  O8A  C15  O8      0.00   0.0  0
 166  Var_01    C13  C14  C11  C12    18.57  30.0  1
 166  Var_02    C4   C3   C2   C1   -177.63  30.0  3
 166  Var_03    C5   C4   C3   C2   -179.70  30.0  3
 166  Var_04    C16  C1   C2   C3    177.75  30.0  3
 166  Var_05    N6   C5   C4   C3   -175.38  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
 166  plan-4  H8A  0.020

