# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu May  7 04:10:53 2020
#   Inital geometry file: a 86 line input string
#   Ligand name: 2-[(1R)-1-(acetyloxy)-2-methoxy-2-oxoethyl]-5-aminobenzoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COC(=O)[C@H](OC(C)=O)c1ccc(N)cc1C(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
 ICU  ICU  '2-[(1R)-1-(acetyloxy)-2-methoxy-2-oxoethyl]-5-aminobenzoic acid'  ligand  31  19  .  2022-03-22  2022-03-22
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_ICU
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
 ICU  C1    C  C      0   0.369  -1.2762   1.7268   1.3974
 ICU  O1    O  O      0  -0.589  -1.2148   2.5030   0.4224
 ICU  OXT   O  OC    -1  -0.583  -2.1543   1.7071   2.2765
 ICU  C2    C  CR6    0  -0.096  -0.1362   0.7201   1.5611
 ICU  C3    C  CR16   0  -0.358   0.2880   0.4602   2.8602
 ICU  C4    C  CR6    0   0.315   1.3512  -0.4005   3.1424
 ICU  N1    N  NH2    0  -0.861   1.8044  -0.5705   4.4322
 ICU  C5    C  CR16   0  -0.323   1.9678  -1.0533   2.0696
 ICU  C6    C  CR16   0  -0.266   1.5316  -0.8264   0.7793
 ICU  C7    C  CR6    0   0.010   0.5008   0.0696   0.4968
 ICU  C8    C  CH1    0  -0.134   0.0541   0.2240  -0.9358
 ICU  O2    O  O2     0  -0.456   1.2114   0.3868  -1.7458
 ICU  C9    C  C      0   0.573   1.0161   0.6219  -3.0434
 ICU  O3    O  O      0  -0.451  -0.0805   0.7191  -3.5335
 ICU  C10   C  CH3    0  -0.769   2.3138   0.7460  -3.7799
 ICU  C11   C  C      0   0.575  -0.6819  -1.0381  -1.3472
 ICU  O4    O  O      0  -0.447  -0.1852  -1.9608  -1.9396
 ICU  O5    O  O2     0  -0.444  -1.9272  -1.0056  -0.9110
 ICU  C12   C  CH3    0  -0.428  -2.7342  -2.1645  -1.1290
 ICU  H3    H  HCR6   0   0.249  -0.2186   0.9517   3.6818
 ICU  HN11  H  HNH2   0   0.378   2.3011  -1.4285   4.6118
 ICU  HN12  H  HNH2   0   0.378   1.1375  -0.3671   5.1596
 ICU  H5    H  HCR6   0   0.255   2.7844  -1.7427   2.2487
 ICU  H6    H  HCR6   0   0.248   2.0138  -1.3675  -0.0259
 ICU  H8    H  HCH1   0   0.307  -0.6040   1.0879  -1.0248
 ICU  H101  H  HCH3   0   0.263   2.1373   0.9933  -4.8227
 ICU  H102  H  HCH3   0   0.274   2.9405   1.5153  -3.3288
 ICU  H103  H  HCH3   0   0.275   2.8661  -0.1931  -3.7269
 ICU  H121  H  HCH3   0   0.254  -3.7012  -1.9406  -0.6893
 ICU  H122  H  HCH3   0   0.242  -2.8581  -2.3661  -2.1925
 ICU  H123  H  HCH3   0   0.241  -2.3093  -3.0415  -0.6417

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
 ICU  C1   O1    deloc     1.248  0.020  1.248
 ICU  C1   OXT   deloc     1.243  0.020  1.243
 ICU  C1   C2    single    1.530  0.020  1.530
 ICU  C2   C3    aromatic  1.391  0.020  1.391
 ICU  C2   C7    aromatic  1.401  0.020  1.401
 ICU  C3   C4    aromatic  1.397  0.020  1.397
 ICU  C3   H3    single    0.930  0.020  1.080
 ICU  C4   N1    single    1.378  0.020  1.378
 ICU  C4   C5    aromatic  1.399  0.020  1.399
 ICU  N1   HN11  single    0.890  0.020  1.040
 ICU  N1   HN12  single    0.890  0.020  1.040
 ICU  C5   C6    aromatic  1.381  0.020  1.381
 ICU  C5   H5    single    0.930  0.020  1.080
 ICU  C6   C7    aromatic  1.395  0.020  1.395
 ICU  C6   H6    single    0.930  0.020  1.080
 ICU  C7   C8    single    1.508  0.020  1.508
 ICU  C8   O2    single    1.422  0.020  1.422
 ICU  C8   C11   single    1.518  0.020  1.518
 ICU  C8   H8    single    0.970  0.020  1.090
 ICU  O2   C9    single    1.333  0.020  1.333
 ICU  C9   O3    double    1.205  0.020  1.205
 ICU  C9   C10   single    1.497  0.020  1.497
 ICU  C10  H101  single    0.970  0.020  1.090
 ICU  C10  H102  single    0.970  0.020  1.090
 ICU  C10  H103  single    0.970  0.020  1.090
 ICU  C11  O4    double    1.204  0.020  1.204
 ICU  C11  O5    single    1.320  0.020  1.320
 ICU  O5   C12   single    1.429  0.020  1.429
 ICU  C12  H121  single    0.970  0.020  1.090
 ICU  C12  H122  single    0.970  0.020  1.090
 ICU  C12  H123  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
 ICU  C2    C1   OXT   116.13  3.000
 ICU  C2    C1   O1    117.15  3.000
 ICU  OXT   C1   O1    126.69  3.000
 ICU  C7    C2   C3    118.96  3.000
 ICU  C7    C2   C1    124.28  3.000
 ICU  C3    C2   C1    116.76  3.000
 ICU  H3    C3   C4    118.84  3.000
 ICU  H3    C3   C2    118.75  3.000
 ICU  C4    C3   C2    122.41  3.000
 ICU  C5    C4   N1    121.02  3.000
 ICU  C5    C4   C3    117.91  3.000
 ICU  N1    C4   C3    121.04  3.000
 ICU  HN12  N1   HN11  111.69  3.000
 ICU  HN12  N1   C4    115.67  3.000
 ICU  HN11  N1   C4    115.73  3.000
 ICU  H5    C5   C6    119.81  3.000
 ICU  H5    C5   C4    120.15  3.000
 ICU  C6    C5   C4    120.04  3.000
 ICU  H6    C6   C7    119.95  3.000
 ICU  H6    C6   C5    118.16  3.000
 ICU  C7    C6   C5    121.89  3.000
 ICU  C8    C7   C6    118.49  3.000
 ICU  C8    C7   C2    122.65  3.000
 ICU  C6    C7   C2    118.72  3.000
 ICU  H8    C8   C11   110.14  3.000
 ICU  H8    C8   O2    110.75  3.000
 ICU  C11   C8   O2    109.59  3.000
 ICU  H8    C8   C7    109.73  3.000
 ICU  C11   C8   C7    108.42  3.000
 ICU  O2    C8   C7    108.16  3.000
 ICU  C9    O2   C8    117.10  3.000
 ICU  C10   C9   O3    125.59  3.000
 ICU  C10   C9   O2    111.50  3.000
 ICU  O3    C9   O2    122.91  3.000
 ICU  H103  C10  H102  107.24  3.000
 ICU  H103  C10  H101  108.96  3.000
 ICU  H102  C10  H101  109.27  3.000
 ICU  H103  C10  C9    110.10  3.000
 ICU  H102  C10  C9    110.69  3.000
 ICU  H101  C10  C9    110.51  3.000
 ICU  O5    C11  O4    124.81  3.000
 ICU  O5    C11  C8    110.33  3.000
 ICU  O4    C11  C8    124.80  3.000
 ICU  C12   O5   C11   117.54  3.000
 ICU  H123  C12  H122  109.39  3.000
 ICU  H123  C12  H121  109.40  3.000
 ICU  H122  C12  H121  109.40  3.000
 ICU  H123  C12  O5    111.36  3.000
 ICU  H122  C12  O5    111.30  3.000
 ICU  H121  C12  O5    105.90  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
 ICU  CONST_01  C5    C4   C3  C2      0.00   0.0  0
 ICU  CONST_02  C5    C6   C7  C2      0.00   0.0  0
 ICU  CONST_03  C6    C7   C2  C3      0.00   0.0  0
 ICU  CONST_04  C6    C5   C4  C3      0.00   0.0  0
 ICU  CONST_05  C7    C2   C3  C4      0.00   0.0  0
 ICU  CONST_06  C7    C6   C5  C4      0.00   0.0  0
 ICU  CONST_07  C4    C3   C2  C1    180.00   0.0  0
 ICU  CONST_08  C6    C7   C2  C1    180.00   0.0  0
 ICU  CONST_09  N1    C4   C3  C2    180.00   0.0  0
 ICU  CONST_10  C8    C7   C2  C3    180.00   0.0  0
 ICU  CONST_11  C6    C5   C4  N1    180.00   0.0  0
 ICU  CONST_12  C8    C7   C6  C5    180.00   0.0  0
 ICU  CONST_13  H6    C6   C7  C2    180.00   0.0  0
 ICU  CONST_14  H5    C5   C4  C3    180.00   0.0  0
 ICU  CONST_15  H3    C3   C4  C5    180.00   0.0  0
 ICU  Var_01    C3    C2   C1  O1    141.93  30.0  2
 ICU  Var_02    O3    C9   O2  C8      1.18  30.0  3
 ICU  Var_03    H101  C10  C9  O2   -176.77  30.0  3
 ICU  Var_04    H121  C12  O5  C11   179.20  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
 ICU  chir_01  C8  C7  O2  C11  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
 ICU  plan-1  C1    0.020
 ICU  plan-1  C2    0.020
 ICU  plan-1  C3    0.020
 ICU  plan-1  C4    0.020
 ICU  plan-1  N1    0.020
 ICU  plan-1  C5    0.020
 ICU  plan-1  C6    0.020
 ICU  plan-1  C7    0.020
 ICU  plan-1  C8    0.020
 ICU  plan-1  H3    0.020
 ICU  plan-1  H5    0.020
 ICU  plan-1  H6    0.020
 ICU  plan-2  C4    0.020
 ICU  plan-2  N1    0.020
 ICU  plan-2  HN11  0.020
 ICU  plan-2  HN12  0.020
 ICU  plan-3  C1    0.020
 ICU  plan-3  O1    0.020
 ICU  plan-3  OXT   0.020
 ICU  plan-3  C2    0.020
 ICU  plan-4  O2    0.020
 ICU  plan-4  C9    0.020
 ICU  plan-4  O3    0.020
 ICU  plan-4  C10   0.020
 ICU  plan-5  C8    0.020
 ICU  plan-5  C11   0.020
 ICU  plan-5  O4    0.020
 ICU  plan-5  O5    0.020

