# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Mar 22 19:16:39 2022
#   Inital geometry file: a 82 line input string
#   Ligand name: (2S)-2-amino-3-(2,4-dihydroxy-5-imidazol-1-yl-phenyl)propanoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: N[C@@H](Cc1cc(n2ccnc2)c(O)cc1O)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
 T0I  T0I  '(2S)-2-amino-3-(2,4-dihydroxy-5-imidazol-1-yl-phenyl)propanoic acid'  L-peptide  31  19  .  2012-08-28  2022-09-22
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND (side chain)
;

data_comp_T0I
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
 T0I  C14   C  CR15   0  -0.110  82.5192  49.3045  32.3009
 T0I  C15   C  CR15   0  -0.213  82.6795  49.9760  33.4774
 T0I  N11   N  N      0  -0.447  81.6005  50.7828  33.7141
 T0I  C12   C  CR15   0   0.088  80.8030  50.6026  32.6955
 T0I  N13   N  NR5    0  -0.482  81.3118  49.7195  31.8050
 T0I  C5    C  CR6    0   0.176  80.6921  49.2842  30.6081
 T0I  C6    C  CR16   0  -0.313  80.8910  49.9702  29.4187
 T0I  C4    C  CR6    0   0.351  79.8781  48.1540  30.6259
 T0I  O4    O  OH1    0  -0.614  79.7119  47.5143  31.7945
 T0I  C3    C  CR16   0  -0.516  79.2752  47.7407  29.4438
 T0I  C2    C  CR6    0   0.343  79.4841  48.4441  28.2616
 T0I  O2    O  OH1    0  -0.625  78.9099  48.0586  27.1069
 T0I  C1    C  CR6    0   0.046  80.3013  49.5817  28.2266
 T0I  CB    C  CH2    0  -0.506  80.5503  50.3255  26.9484
 T0I  CA    C  CH1    0  -0.207  81.6268  49.6792  26.0592
 T0I  C     C  C      0   0.379  81.6383  50.3963  24.6818
 T0I  O     O  O      0  -0.599  82.6411  51.0814  24.4005
 T0I  N     N  NH2    0  -0.780  82.8970  49.6532  26.7648
 T0I  OXT   O  OC    -1  -0.615  80.6192  50.2311  23.9796
 T0I  H14   H  HCR5   0   0.286  83.1367  48.5927  31.7792
 T0I  H15   H  HCR5   0   0.249  83.5123  49.9211  34.1617
 T0I  H12   H  HCR5   0   0.276  79.8466  51.0792  32.5390
 T0I  H6    H  HCR6   0   0.255  81.5249  50.8490  29.4302
 T0I  H4    H  HOH1   0   0.478  79.1234  46.7582  31.6864
 T0I  H3    H  HCR6   0   0.282  78.6361  46.8623  29.4468
 T0I  H2    H  HOH1   0   0.475  78.3506  47.2850  27.2418
 T0I  HB1C  H  HCH2   0   0.239  79.6276  50.4132  26.3746
 T0I  HB2C  H  HCH2   0   0.232  80.8642  51.3468  27.1877
 T0I  HA    H  HCH1   0   0.217  81.3281  48.6406  25.8820
 T0I  HN1   H  HNH2   0   0.332  83.5579  49.1114  26.2207
 T0I  HN2   H  HNH2   0   0.320  83.2774  50.5933  26.7540

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
 T0I  C14  C15   aromatic  1.364  0.020  1.364
 T0I  C14  N13   aromatic  1.370  0.020  1.370
 T0I  C15  N11   aromatic  1.368  0.020  1.368
 T0I  N11  C12   aromatic  1.306  0.020  1.306
 T0I  C12  N13   aromatic  1.353  0.020  1.353
 T0I  N13  C5    single    1.416  0.020  1.416
 T0I  C5   C6    aromatic  1.387  0.020  1.387
 T0I  C5   C4    aromatic  1.393  0.020  1.393
 T0I  C6   C1    aromatic  1.386  0.020  1.386
 T0I  C4   O4    single    1.343  0.020  1.343
 T0I  C4   C3    aromatic  1.390  0.020  1.390
 T0I  C3   C2    aromatic  1.391  0.020  1.391
 T0I  C2   O2    single    1.346  0.020  1.346
 T0I  C2   C1    aromatic  1.401  0.020  1.401
 T0I  C1   CB    single    1.500  0.020  1.500
 T0I  CB   CA    single    1.530  0.020  1.530
 T0I  CA   C     single    1.525  0.021  1.525
 T0I  CA   N     single    1.458  0.019  1.458
 T0I  C    O     deloc     1.231  0.020  1.231
 T0I  C    OXT   deloc     1.249  0.020  1.249
 T0I  C14  H14   single    0.930  0.020  1.080
 T0I  C15  H15   single    0.930  0.020  1.080
 T0I  C12  H12   single    0.930  0.020  1.080
 T0I  C6   H6    single    0.930  0.020  1.080
 T0I  O4   H4    single    0.850  0.020  0.980
 T0I  C3   H3    single    0.930  0.020  1.080
 T0I  O2   H2    single    0.850  0.020  0.980
 T0I  CB   HB1C  single    0.970  0.020  1.090
 T0I  CB   HB2C  single    0.970  0.020  1.090
 T0I  CA   HA    single    0.970  0.020  0.970
 T0I  N    HN1   single    0.890  0.020  1.040
 T0I  N    HN2   single    0.890  0.020  1.040

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
 T0I  H14   C14  N13   122.02  3.000
 T0I  H14   C14  C15   132.51  3.000
 T0I  N13   C14  C15   105.47  3.000
 T0I  H15   C15  N11   121.93  3.000
 T0I  H15   C15  C14   127.77  3.000
 T0I  N11   C15  C14   110.30  3.000
 T0I  C12   N11  C15   105.39  3.000
 T0I  H12   C12  N13   121.70  3.000
 T0I  H12   C12  N11   126.36  3.000
 T0I  N13   C12  N11   111.94  3.000
 T0I  C5    N13  C12   126.30  3.000
 T0I  C5    N13  C14   126.77  3.000
 T0I  C12   N13  C14   106.91  3.000
 T0I  C4    C5   C6    119.73  3.000
 T0I  C4    C5   N13   119.62  3.000
 T0I  C6    C5   N13   120.65  3.000
 T0I  H6    C6   C1    119.05  3.000
 T0I  H6    C6   C5    118.41  3.000
 T0I  C1    C6   C5    122.54  3.000
 T0I  C3    C4   O4    123.02  3.000
 T0I  C3    C4   C5    118.94  3.000
 T0I  O4    C4   C5    118.04  3.000
 T0I  H4    O4   C4    110.58  3.000
 T0I  H3    C3   C2    119.96  3.000
 T0I  H3    C3   C4    119.56  3.000
 T0I  C2    C3   C4    120.47  3.000
 T0I  C1    C2   O2    117.38  3.000
 T0I  C1    C2   C3    121.28  3.000
 T0I  O2    C2   C3    121.34  3.000
 T0I  H2    O2   C2    110.93  3.000
 T0I  CB    C1   C2    121.39  3.000
 T0I  CB    C1   C6    121.57  3.000
 T0I  C2    C1   C6    117.03  3.000
 T0I  HB2C  CB   HB1C  106.41  3.000
 T0I  HB2C  CB   CA    108.51  3.000
 T0I  HB1C  CB   CA    108.77  3.000
 T0I  HB2C  CB   C1    108.91  3.000
 T0I  HB1C  CB   C1    110.37  3.000
 T0I  CA    CB   C1    113.61  3.000
 T0I  HA    CA   N     110.00  3.000
 T0I  HA    CA   C     109.00  3.000
 T0I  N     CA   C     111.00  2.800
 T0I  HA    CA   CB    109.00  3.000
 T0I  N     CA   CB    110.50  1.700
 T0I  C     CA   CB    110.10  1.900
 T0I  OXT   C    O     127.04  3.000
 T0I  OXT   C    CA    115.57  3.000
 T0I  O     C    CA    120.80  1.700
 T0I  HN2   N    HN1   104.20  3.000
 T0I  HN2   N    CA    107.82  3.000
 T0I  HN1   N    CA    108.60  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
 T0I  CONST_01  C12  N11  C15  C14    0.00   0.0  0
 T0I  CONST_02  N11  C12  N13  C14    0.00   0.0  0
 T0I  CONST_05  C12  N13  C14  C15    0.00   0.0  0
 T0I  CONST_06  C5   N13  C14  C15  180.00   0.0  0
 T0I  CONST_07  N13  C12  N11  C15    0.00   0.0  0
 T0I  CONST_08  N13  C14  C15  N11    0.00   0.0  0
 T0I  CONST_09  C5   N13  C12  N11  180.00   0.0  0
 T0I  CONST_12  C1   C6   C5   N13  180.00   0.0  0
 T0I  CONST_13  C3   C4   C5   N13  180.00   0.0  0
 T0I  CONST_14  C2   C1   C6   C5     0.00   0.0  0
 T0I  CONST_15  C2   C3   C4   C5     0.00   0.0  0
 T0I  CONST_16  C3   C4   C5   C6     0.00   0.0  0
 T0I  CONST_17  C3   C2   C1   C6     0.00   0.0  0
 T0I  CONST_18  C1   C6   C5   C4     0.00   0.0  0
 T0I  CONST_19  C1   C2   C3   C4     0.00   0.0  0
 T0I  CONST_20  O4   C4   C5   N13    0.00   0.0  0
 T0I  CONST_21  CB   C1   C6   C5   180.00   0.0  0
 T0I  CONST_22  O4   C4   C5   C6   180.00   0.0  0
 T0I  CONST_23  O2   C2   C1   C6   180.00   0.0  0
 T0I  CONST_24  O2   C2   C3   C4   180.00   0.0  0
 T0I  CONST_25  C2   C3   C4   O4   180.00   0.0  0
 T0I  CONST_26  CB   C1   C2   C3   180.00   0.0  0
 T0I  CONST_27  H12  C12  N13  C14  180.00   0.0  0
 T0I  CONST_28  H14  C14  C15  N11  180.00   0.0  0
 T0I  CONST_29  H15  C15  N11  C12  180.00   0.0  0
 T0I  CONST_30  H6   C6   C5   N13    0.00   0.0  0
 T0I  CONST_31  H3   C3   C4   C5   180.00   0.0  0
 T0I  Var_01    CA   CB   C1   C6    97.92  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
 T0I  chir_01  CA  CB  C  N  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
 T0I  plan-1  C14  0.020
 T0I  plan-1  C15  0.020
 T0I  plan-1  N11  0.020
 T0I  plan-1  C12  0.020
 T0I  plan-1  N13  0.020
 T0I  plan-1  C5   0.020
 T0I  plan-1  H14  0.020
 T0I  plan-1  H15  0.020
 T0I  plan-1  H12  0.020
 T0I  plan-2  N13  0.020
 T0I  plan-2  C5   0.020
 T0I  plan-2  C6   0.020
 T0I  plan-2  C4   0.020
 T0I  plan-2  O4   0.020
 T0I  plan-2  C3   0.020
 T0I  plan-2  C2   0.020
 T0I  plan-2  O2   0.020
 T0I  plan-2  C1   0.020
 T0I  plan-2  CB   0.020
 T0I  plan-2  H6   0.020
 T0I  plan-2  H3   0.020
 T0I  plan-3  CA   0.020
 T0I  plan-3  C    0.020
 T0I  plan-3  O    0.020
 T0I  plan-3  OXT  0.020

