# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Mar 10 05:53:41 2022
#   Inital geometry file: a 112 line input string
#   Ligand name: 4-[[8-(methylamino)-2-oxidanylidene-1~{H}-quinolin-3-yl]carbonylamino]benzoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CNc1cccc2C=C(C(=O)Nc3ccc(cc3)C(O)=O)C(=O)Nc12
#
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
 E0R  E0R  '4-[[8-(methylamino)-2-oxidanylidene-1~{H}-quinolin-3-yl]carbonylamino]benzoic acid'  ligand  39  25  .  2022-03-18  2022-03-18
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_E0R
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
 E0R  C4   C  CR66   0   0.049   -5.2669  4.0675   9.4972
 E0R  C5   C  CR66   0   0.333   -4.4676  3.9987   8.3531
 E0R  C6   C  CR6    0   0.313   -3.0602  3.8851   8.4516
 E0R  C8   C  CR6    0  -0.328   -7.2500  4.2825   8.0864
 E0R  C15  C  CR16   0  -0.349  -10.9016  4.2904   5.0683
 E0R  C17  C  CR6    0  -0.109  -13.2770  4.5323   5.4584
 E0R  C20  C  C      0   0.389  -14.7103  4.5519   4.9432
 E0R  C2   C  CR16   0  -0.252   -3.3253  3.7859  10.8712
 E0R  C3   C  CR16   0  -0.339   -4.6815  3.9602  10.7712
 E0R  C16  C  CR16   0  -0.277  -12.2006  4.3254   4.5977
 E0R  C18  C  CR16   0  -0.281  -12.9897  4.7136   6.8069
 E0R  C19  C  CR16   0  -0.307  -11.6929  4.6887   7.3008
 E0R  C25  C  CH3    0  -0.541   -0.8833  3.6291   7.3735
 E0R  C9   C  CR6    0   0.573   -6.4186  4.1549   6.8941
 E0R  N10  N  NR16   0  -0.740   -5.0800  4.0346   7.1278
 E0R  N24  N  NH1    0  -0.690   -2.3096  3.8459   7.2871
 E0R  C1   C  CR16   0  -0.343   -2.5223  3.7591   9.7229
 E0R  C7   C  CR16   0  -0.155   -6.6673  4.2245   9.3116
 E0R  C11  C  C      0   0.569   -8.7389  4.4392   8.0366
 E0R  O13  O  O      0  -0.467   -9.3778  4.5730   9.0689
 E0R  N12  N  NH1    0  -0.792   -9.2809  4.4088   6.8005
 E0R  C14  C  CR6    0   0.368  -10.6249  4.4684   6.4282
 E0R  O22  O  O      0  -0.590  -14.8577  4.4427   3.7102
 E0R  O21  O  OC    -1  -0.589  -15.6084  4.6701   5.7993
 E0R  H1   H  HCR6   0   0.258  -10.0857  4.1185   4.3751
 E0R  H2   H  HCR6   0   0.261   -2.8569  3.6882  11.8412
 E0R  H3   H  HCR6   0   0.262   -5.3108  4.0079  11.6504
 E0R  H4   H  HCR6   0   0.241  -12.3819  4.1830   3.5404
 E0R  H5   H  HCR6   0   0.239  -13.8036  4.8804   7.5005
 E0R  H6   H  HCR6   0   0.269  -11.5266  4.8375   8.3548
 E0R  H7   H  HCH3   0   0.258   -0.4752  3.6220   6.3656
 E0R  H8   H  HCH3   0   0.222   -0.3529  4.3943   7.9508
 E0R  H9   H  HCH3   0   0.242   -0.6741  2.6593   7.8252
 E0R  H10  H  HNR6   0   0.415   -4.5128  3.8872   6.3021
 E0R  H11  H  HNH1   0   0.384   -2.5316  4.5882   6.6384
 E0R  H12  H  HCR6   0   0.281   -1.4529  3.6508   9.8428
 E0R  H13  H  HCR6   0   0.283   -7.2902  4.2980  10.1950
 E0R  H14  H  HNH1   0   0.438   -8.6058  4.2906   6.0450
 E0R  O23  O  O      0  -0.496   -6.8372  4.1424   5.7352

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
 E0R  O22  C20  deloc     1.247  0.020  1.247
 E0R  C16  C15  aromatic  1.382  0.020  1.382
 E0R  C16  C17  aromatic  1.394  0.020  1.394
 E0R  C20  C17  single    1.523  0.020  1.523
 E0R  C20  O21  deloc     1.246  0.020  1.246
 E0R  C15  C14  aromatic  1.399  0.020  1.399
 E0R  C17  C18  aromatic  1.391  0.020  1.391
 E0R  O23  C9   double    1.232  0.020  1.232
 E0R  C14  N12  single    1.396  0.020  1.396
 E0R  C14  C19  aromatic  1.397  0.020  1.397
 E0R  N12  C11  single    1.350  0.020  1.350
 E0R  C18  C19  aromatic  1.388  0.020  1.388
 E0R  C9   N10  single    1.364  0.020  1.364
 E0R  C9   C8   single    1.459  0.020  1.459
 E0R  N10  C5   single    1.370  0.020  1.370
 E0R  C25  N24  single    1.445  0.020  1.445
 E0R  N24  C6   single    1.386  0.020  1.386
 E0R  C11  C8   single    1.498  0.020  1.498
 E0R  C11  O13  double    1.221  0.020  1.221
 E0R  C8   C7   double    1.358  0.020  1.358
 E0R  C5   C6   aromatic  1.415  0.020  1.415
 E0R  C5   C4   aromatic  1.397  0.020  1.397
 E0R  C6   C1   aromatic  1.386  0.020  1.386
 E0R  C7   C4   single    1.421  0.020  1.421
 E0R  C4   C3   aromatic  1.406  0.020  1.406
 E0R  C1   C2   aromatic  1.402  0.020  1.402
 E0R  C3   C2   aromatic  1.371  0.020  1.371
 E0R  C15  H1   single    0.930  0.020  1.080
 E0R  C2   H2   single    0.930  0.020  1.080
 E0R  C3   H3   single    0.930  0.020  1.080
 E0R  C16  H4   single    0.930  0.020  1.080
 E0R  C18  H5   single    0.930  0.020  1.080
 E0R  C19  H6   single    0.930  0.020  1.080
 E0R  C25  H7   single    0.970  0.020  1.090
 E0R  C25  H8   single    0.970  0.020  1.090
 E0R  C25  H9   single    0.970  0.020  1.090
 E0R  N10  H10  single    0.860  0.020  1.020
 E0R  N24  H11  single    0.890  0.020  1.040
 E0R  C1   H12  single    0.930  0.020  1.080
 E0R  C7   H13  single    0.930  0.020  1.080
 E0R  N12  H14  single    0.860  0.020  1.020

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
 E0R  C7   C4   C3   122.47  3.000
 E0R  C3   C4   C5   119.99  3.000
 E0R  C7   C4   C5   117.53  3.000
 E0R  N10  C5   C6   120.58  3.000
 E0R  C6   C5   C4   121.05  3.000
 E0R  N10  C5   C4   118.37  3.000
 E0R  C1   C6   N24  123.90  3.000
 E0R  C1   C6   C5   117.19  3.000
 E0R  N24  C6   C5   118.84  3.000
 E0R  C11  C8   C7   117.45  3.000
 E0R  C7   C8   C9   119.28  3.000
 E0R  C11  C8   C9   123.25  3.000
 E0R  H1   C15  C14  119.53  3.000
 E0R  H1   C15  C16  119.57  3.000
 E0R  C14  C15  C16  120.90  3.000
 E0R  C18  C17  C16  117.30  3.000
 E0R  C18  C17  C20  121.38  3.000
 E0R  C16  C17  C20  121.32  3.000
 E0R  O21  C20  O22  127.05  3.000
 E0R  O21  C20  C17  116.54  3.000
 E0R  O22  C20  C17  116.40  3.000
 E0R  H2   C2   C1   119.01  3.000
 E0R  H2   C2   C3   120.35  3.000
 E0R  C1   C2   C3   120.62  3.000
 E0R  H3   C3   C2   121.43  3.000
 E0R  H3   C3   C4   119.38  3.000
 E0R  C2   C3   C4   119.18  3.000
 E0R  H4   C16  C17  119.58  3.000
 E0R  H4   C16  C15  119.13  3.000
 E0R  C17  C16  C15  121.30  3.000
 E0R  H5   C18  C19  118.51  3.000
 E0R  H5   C18  C17  119.09  3.000
 E0R  C19  C18  C17  122.40  3.000
 E0R  H6   C19  C14  121.00  3.000
 E0R  H6   C19  C18  119.33  3.000
 E0R  C14  C19  C18  119.67  3.000
 E0R  H9   C25  H8   108.06  3.000
 E0R  H9   C25  H7   107.84  3.000
 E0R  H8   C25  H7   108.14  3.000
 E0R  H9   C25  N24  110.33  3.000
 E0R  H8   C25  N24  113.86  3.000
 E0R  H7   C25  N24  108.42  3.000
 E0R  N10  C9   O23  119.58  3.000
 E0R  N10  C9   C8   115.26  3.000
 E0R  O23  C9   C8   125.16  3.000
 E0R  H10  N10  C9   115.01  3.000
 E0R  H10  N10  C5   118.36  3.000
 E0R  C9   N10  C5   126.45  3.000
 E0R  H11  N24  C25  111.43  3.000
 E0R  H11  N24  C6   113.55  3.000
 E0R  C25  N24  C6   119.25  3.000
 E0R  H12  C1   C2   118.52  3.000
 E0R  H12  C1   C6   119.64  3.000
 E0R  C2   C1   C6   121.83  3.000
 E0R  H13  C7   C8   119.08  3.000
 E0R  H13  C7   C4   117.88  3.000
 E0R  C8   C7   C4   123.05  3.000
 E0R  N12  C11  O13  124.50  3.000
 E0R  O13  C11  C8   120.21  3.000
 E0R  N12  C11  C8   115.29  3.000
 E0R  H14  N12  C14  116.40  3.000
 E0R  H14  N12  C11  114.52  3.000
 E0R  C14  N12  C11  129.03  3.000
 E0R  N12  C14  C19  125.19  3.000
 E0R  C19  C14  C15  118.44  3.000
 E0R  N12  C14  C15  116.37  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
 E0R  CONST_01  C1   C6   C5   C4     0.00   0.0  0
 E0R  CONST_02  C1   C2   C3   C4     0.00   0.0  0
 E0R  CONST_03  C2   C1   C6   C5     0.00   0.0  0
 E0R  CONST_04  C2   C3   C4   C5     0.00   0.0  0
 E0R  CONST_05  C3   C4   C5   C6     0.00   0.0  0
 E0R  CONST_06  C3   C2   C1   C6     0.00   0.0  0
 E0R  CONST_07  C18  C17  C16  C15    0.00   0.0  0
 E0R  CONST_08  C18  C19  C14  C15    0.00   0.0  0
 E0R  CONST_09  C14  C15  C16  C17    0.00   0.0  0
 E0R  CONST_10  C14  C19  C18  C17    0.00   0.0  0
 E0R  CONST_11  C19  C14  C15  C16    0.00   0.0  0
 E0R  CONST_12  C19  C18  C17  C16    0.00   0.0  0
 E0R  CONST_13  C8   C9   N10  C5     0.00   0.0  0
 E0R  CONST_14  N24  C6   C5   C4   180.00   0.0  0
 E0R  CONST_15  C20  C17  C16  C15  180.00   0.0  0
 E0R  CONST_16  C19  C18  C17  C20  180.00   0.0  0
 E0R  CONST_17  N24  C6   C1   C2   180.00   0.0  0
 E0R  CONST_18  N12  C14  C15  C16  180.00   0.0  0
 E0R  CONST_19  N12  C14  C19  C18  180.00   0.0  0
 E0R  CONST_20  N24  C6   C5   N10    0.00   0.0  0
 E0R  CONST_21  O23  C9   N10  C5   180.00   0.0  0
 E0R  CONST_22  H2   C2   C3   C4   180.00   0.0  0
 E0R  CONST_23  H12  C1   C6   C5   180.00   0.0  0
 E0R  CONST_24  H3   C3   C4   C5   180.00   0.0  0
 E0R  CONST_25  H6   C19  C14  C15  180.00   0.0  0
 E0R  CONST_26  H1   C15  C16  C17  180.00   0.0  0
 E0R  CONST_27  H5   C18  C17  C16  180.00   0.0  0
 E0R  CONST_28  H4   C16  C17  C18  180.00   0.0  0
 E0R  CONST_29  H10  N10  C9   C8   180.00   0.0  0
 E0R  CONST_30  C14  N12  C11  C8   180.00   0.0  0
 E0R  CONST_31  C25  N24  C6   C5   180.00   0.0  0
 E0R  CONST_32  C11  N12  C14  C15  180.00   0.0  0
 E0R  CONST_33  C11  N12  C14  C19    0.00   0.0  0
 E0R  CONST_34  C1   C6   N24  C25    0.00   0.0  0
 E0R  CONST_36  H14  N12  C14  C15    0.00   0.0  0
 E0R  CONST_37  C14  N12  C11  O13    0.00   0.0  0
 E0R  Var_01    O22  C20  C17  C16   -3.58  30.0  2
 E0R  Var_02    N12  C11  C8   C9     2.22  30.0  2
 E0R  Var_03    H7   C25  N24  C6   179.51  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
 E0R  plan-1  C15  0.020
 E0R  plan-1  C17  0.020
 E0R  plan-1  C20  0.020
 E0R  plan-1  C16  0.020
 E0R  plan-1  C18  0.020
 E0R  plan-1  C19  0.020
 E0R  plan-1  N12  0.020
 E0R  plan-1  C14  0.020
 E0R  plan-1  H1   0.020
 E0R  plan-1  H4   0.020
 E0R  plan-1  H5   0.020
 E0R  plan-1  H6   0.020
 E0R  plan-2  C4   0.020
 E0R  plan-2  C5   0.020
 E0R  plan-2  C6   0.020
 E0R  plan-2  C8   0.020
 E0R  plan-2  C2   0.020
 E0R  plan-2  C3   0.020
 E0R  plan-2  C9   0.020
 E0R  plan-2  N10  0.020
 E0R  plan-2  N24  0.020
 E0R  plan-2  C1   0.020
 E0R  plan-2  C7   0.020
 E0R  plan-2  C11  0.020
 E0R  plan-2  H2   0.020
 E0R  plan-2  H3   0.020
 E0R  plan-2  H10  0.020
 E0R  plan-2  H12  0.020
 E0R  plan-2  H13  0.020
 E0R  plan-2  O23  0.020
 E0R  plan-3  C8   0.020
 E0R  plan-3  C11  0.020
 E0R  plan-3  O13  0.020
 E0R  plan-3  N12  0.020
 E0R  plan-3  C14  0.020
 E0R  plan-3  H14  0.020
 E0R  plan-4  C6   0.020
 E0R  plan-4  C25  0.020
 E0R  plan-4  N24  0.020
 E0R  plan-4  H11  0.020
 E0R  plan-5  C17  0.020
 E0R  plan-5  C20  0.020
 E0R  plan-5  O22  0.020
 E0R  plan-5  O21  0.020

