# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu May  7 17:50:05 2020
#   Inital geometry file: a 71 line input string
#   Ligand name: 5-amino-2-(2-methoxy-2-oxoethyl)benzoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COC(=O)Cc1ccc(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
 ISM  ISM  '5-amino-2-(2-methoxy-2-oxoethyl)benzoic acid'  ligand  25  15  .  2021-08-11  2021-08-11  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_ISM
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
 ISM  O1    O  O      0  -0.576  -1.2305  -1.6794  -0.0030
 ISM  C1    C  C      0   0.401   0.0111  -1.7768   0.0782
 ISM  C2    C  CR6    0  -0.129   0.8232  -0.4927  -0.0700
 ISM  C3    C  CR16   0  -0.358   2.1694  -0.5411   0.2754
 ISM  C4    C  CR6    0   0.303   3.0050   0.5754   0.2022
 ISM  N1    N  NH2    0  -0.864   4.3219   0.5070   0.6223
 ISM  C5    C  CR16   0  -0.317   2.4515   1.7713  -0.2576
 ISM  C6    C  CR16   0  -0.318   1.1136   1.8209  -0.6128
 ISM  C7    C  CR6    0   0.108   0.2725   0.7152  -0.5252
 ISM  C8    C  CH2    0  -0.661  -1.1585   0.8708  -0.9559
 ISM  C9    C  C      0   0.620  -2.1344   0.7481   0.1832
 ISM  O2    O  O      0  -0.467  -1.8946   1.0304   1.3312
 ISM  O3    O  O2     0  -0.459  -3.3482   0.4107  -0.2428
 ISM  C10   C  CH3    0  -0.421  -4.3805   0.3233   0.7329
 ISM  OX0   O  OC    -1  -0.588   0.6504  -2.8271   0.2779
 ISM  H3    H  HCR6   0   0.243   2.5792  -1.4845   0.6145
 ISM  H11N  H  HNH2   0   0.373   4.7291  -0.4143   0.5975
 ISM  H12N  H  HNH2   0   0.373   4.9400   1.1892   0.2128
 ISM  H5    H  HCR6   0   0.249   3.0660   2.6608  -0.3376
 ISM  H6    H  HCR6   0   0.241   0.7114   2.7612  -0.9732
 ISM  H81C  H  HCH2   0   0.275  -1.2922   1.8767  -1.3713
 ISM  H82C  H  HCH2   0   0.265  -1.4307   0.1764  -1.7497
 ISM  H101  H  HCH3   0   0.244  -5.2793   0.0336   0.1950
 ISM  H102  H  HCH3   0   0.231  -4.1573  -0.4317   1.4871
 ISM  H103  H  HCH3   0   0.230  -4.5531   1.2800   1.2267

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
 ISM  O1   C1    deloc     1.248  0.020  1.248
 ISM  C1   C2    single    1.527  0.020  1.527
 ISM  C1   OX0   deloc     1.246  0.020  1.246
 ISM  C2   C3    aromatic  1.391  0.020  1.391
 ISM  C2   C7    aromatic  1.403  0.020  1.403
 ISM  C3   C4    aromatic  1.396  0.020  1.396
 ISM  C4   N1    single    1.384  0.020  1.384
 ISM  C4   C5    aromatic  1.396  0.020  1.396
 ISM  C5   C6    aromatic  1.385  0.020  1.385
 ISM  C6   C7    aromatic  1.392  0.020  1.392
 ISM  C7   C8    single    1.503  0.020  1.503
 ISM  C8   C9    single    1.505  0.020  1.505
 ISM  C9   O2    double    1.206  0.020  1.206
 ISM  C9   O3    single    1.330  0.020  1.330
 ISM  O3   C10   single    1.423  0.020  1.423
 ISM  C3   H3    single    0.930  0.020  1.080
 ISM  N1   H11N  single    0.890  0.020  1.040
 ISM  N1   H12N  single    0.890  0.020  1.040
 ISM  C5   H5    single    0.930  0.020  1.080
 ISM  C6   H6    single    0.930  0.020  1.080
 ISM  C8   H81C  single    0.970  0.020  1.090
 ISM  C8   H82C  single    0.970  0.020  1.090
 ISM  C10  H101  single    0.970  0.020  1.090
 ISM  C10  H102  single    0.970  0.020  1.090
 ISM  C10  H103  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
 ISM  OX0   C1   C2    116.86  3.000
 ISM  OX0   C1   O1    125.93  3.000
 ISM  C2    C1   O1    117.21  3.000
 ISM  C7    C2   C3    119.37  3.000
 ISM  C7    C2   C1    123.14  3.000
 ISM  C3    C2   C1    117.49  3.000
 ISM  H3    C3   C4    119.10  3.000
 ISM  H3    C3   C2    118.32  3.000
 ISM  C4    C3   C2    122.58  3.000
 ISM  C5    C4   N1    121.31  3.000
 ISM  C5    C4   C3    117.71  3.000
 ISM  N1    C4   C3    120.93  3.000
 ISM  H12N  N1   H11N  111.17  3.000
 ISM  H12N  N1   C4    115.27  3.000
 ISM  H11N  N1   C4    114.98  3.000
 ISM  H5    C5   C6    119.94  3.000
 ISM  H5    C5   C4    120.17  3.000
 ISM  C6    C5   C4    119.89  3.000
 ISM  H6    C6   C7    119.05  3.000
 ISM  H6    C6   C5    118.34  3.000
 ISM  C7    C6   C5    122.61  3.000
 ISM  C8    C7   C6    118.37  3.000
 ISM  C8    C7   C2    123.77  3.000
 ISM  C6    C7   C2    117.84  3.000
 ISM  H82C  C8   H81C  106.16  3.000
 ISM  H82C  C8   C9    109.73  3.000
 ISM  H81C  C8   C9    106.42  3.000
 ISM  H82C  C8   C7    112.38  3.000
 ISM  H81C  C8   C7    108.65  3.000
 ISM  C9    C8   C7    113.09  3.000
 ISM  O3    C9   O2    123.07  3.000
 ISM  O3    C9   C8    111.72  3.000
 ISM  O2    C9   C8    124.91  3.000
 ISM  C10   O3   C9    117.26  3.000
 ISM  H103  C10  H102  109.07  3.000
 ISM  H103  C10  H101  109.10  3.000
 ISM  H102  C10  H101  109.09  3.000
 ISM  H103  C10  O3    111.81  3.000
 ISM  H102  C10  O3    111.61  3.000
 ISM  H101  C10  O3    106.08  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
 ISM  CONST_01  C5    C4   C3  C2     0.00   0.0  0
 ISM  CONST_02  C5    C6   C7  C2     0.00   0.0  0
 ISM  CONST_03  C6    C7   C2  C3     0.00   0.0  0
 ISM  CONST_04  C6    C5   C4  C3     0.00   0.0  0
 ISM  CONST_05  C7    C2   C3  C4     0.00   0.0  0
 ISM  CONST_06  C7    C6   C5  C4     0.00   0.0  0
 ISM  CONST_07  C4    C3   C2  C1   180.00   0.0  0
 ISM  CONST_08  C6    C7   C2  C1   180.00   0.0  0
 ISM  CONST_09  N1    C4   C3  C2   180.00   0.0  0
 ISM  CONST_10  C8    C7   C2  C3   180.00   0.0  0
 ISM  CONST_11  C6    C5   C4  N1   180.00   0.0  0
 ISM  CONST_12  C8    C7   C6  C5   180.00   0.0  0
 ISM  CONST_13  H6    C6   C7  C2   180.00   0.0  0
 ISM  CONST_14  H5    C5   C4  C3   180.00   0.0  0
 ISM  CONST_15  H3    C3   C4  C5   180.00   0.0  0
 ISM  Var_01    C3    C2   C1  O1   167.71  30.0  2
 ISM  Var_02    C9    C8   C7  C2    68.58  30.0  2
 ISM  Var_03    O2    C9   C8  C7    28.60  30.0  3
 ISM  Var_04    H101  C10  O3  C9  -179.64  30.0  3

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
 ISM  plan-1  C1    0.020
 ISM  plan-1  C2    0.020
 ISM  plan-1  C3    0.020
 ISM  plan-1  C4    0.020
 ISM  plan-1  N1    0.020
 ISM  plan-1  C5    0.020
 ISM  plan-1  C6    0.020
 ISM  plan-1  C7    0.020
 ISM  plan-1  C8    0.020
 ISM  plan-1  H3    0.020
 ISM  plan-1  H5    0.020
 ISM  plan-1  H6    0.020
 ISM  plan-2  C4    0.020
 ISM  plan-2  N1    0.020
 ISM  plan-2  H11N  0.020
 ISM  plan-2  H12N  0.020
 ISM  plan-3  O1    0.020
 ISM  plan-3  C1    0.020
 ISM  plan-3  C2    0.020
 ISM  plan-3  OX0   0.020
 ISM  plan-4  C8    0.020
 ISM  plan-4  C9    0.020
 ISM  plan-4  O2    0.020
 ISM  plan-4  O3    0.020

