# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Mar 10 08:08:06 2022
#   Inital geometry file: a 118 line input string
#   Ligand name: 2-[3-[[8-(methylamino)-2-oxidanylidene-1~{H}-quinolin-3-yl]carbonylamino]phenyl]ethanoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CNc1cccc2C=C(C(=O)Nc3cccc(CC(O)=O)c3)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
 E0U  E0U  '2-[3-[[8-(methylamino)-2-oxidanylidene-1~{H}-quinolin-3-yl]carbonylamino]phenyl]ethanoic acid'  ligand  42  26  .  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_E0U
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
 E0U  C2   C  CR16   0  -0.252   3.2715  -3.4886  10.9497
 E0U  C4   C  CR66   0   0.049   5.2549  -3.6743   9.6199
 E0U  C6   C  CR6    0   0.312   3.0601  -3.9158   8.5608
 E0U  C7   C  CR16   0  -0.156   6.6670  -3.6786   9.4555
 E0U  C8   C  CR6    0  -0.327   7.2719  -3.8171   8.2477
 E0U  C9   C  CR6    0   0.572   6.4494  -3.9253   7.0469
 E0U  N11  N  NH1    0  -0.690   2.3299  -4.1254   7.4015
 E0U  C14  C  C      0   0.567   8.7704  -3.8302   8.2214
 E0U  C17  C  CR6    0   0.391  10.6748  -3.9675   6.6380
 E0U  C20  C  CR16   0  -0.327  13.3110  -4.0619   5.7271
 E0U  C21  C  CR6    0   0.128  13.0426  -4.2321   7.0827
 E0U  C22  C  CR16   0  -0.372  11.7237  -4.1776   7.5329
 E0U  C23  C  CH2    0  -0.605  14.1619  -4.4190   8.0653
 E0U  O25  O  OC    -1  -0.601  13.9495  -2.5825   9.5646
 E0U  O26  O  O      0  -0.601  15.5460  -2.4794   8.0056
 E0U  C24  C  C      0   0.401  14.6044  -3.0309   8.6053
 E0U  C19  C  CR16   0  -0.227  12.2689  -3.8545   4.8340
 E0U  C18  C  CR16   0  -0.376  10.9600  -3.8061   5.2786
 E0U  N15  N  NH1    0  -0.793   9.3231  -3.9310   6.9944
 E0U  O16  O  O      0  -0.467   9.4039  -3.7534   9.2630
 E0U  C3   C  CR16   0  -0.339   4.6404  -3.4924  10.8713
 E0U  O13  O  O      0  -0.496   6.8803  -3.9857   5.8939
 E0U  N10  N  NR16   0  -0.740   5.1028  -3.9487   7.2641
 E0U  C5   C  CR66   0   0.332   4.4715  -3.8489   8.4762
 E0U  C1   C  CR16   0  -0.342   2.4902  -3.7096   9.8074
 E0U  C12  C  CH3    0  -0.541   0.8861  -4.0938   7.4603
 E0U  H1   H  HCR6   0   0.261   2.7789  -3.3376  11.9007
 E0U  H2   H  HCR6   0   0.283   7.2807  -3.5710  10.3418
 E0U  H3   H  HNH1   0   0.383   2.6609  -4.9059   6.8510
 E0U  H4   H  HCR6   0   0.240  14.3325  -4.1037   5.3694
 E0U  H5   H  HCR6   0   0.261  11.5286  -4.3176   8.5838
 E0U  H6   H  HCH2   0   0.225  13.8263  -5.0520   8.8894
 E0U  H7   H  HCH2   0   0.222  14.9979  -4.9201   7.5742
 E0U  H9   H  HCR6   0   0.250  12.4755  -3.7296   3.7786
 E0U  H10  H  HCR6   0   0.261  10.1536  -3.6459   4.5726
 E0U  H11  H  HNH1   0   0.436   8.6514  -3.9455   6.2272
 E0U  H12  H  HCR6   0   0.262   5.2564  -3.3507  11.7498
 E0U  H13  H  HNR6   0   0.415   4.5337  -3.9610   6.4265
 E0U  H14  H  HCR6   0   0.280   1.4143  -3.7328   9.9144
 E0U  H15  H  HCH3   0   0.258   0.4979  -4.2607   6.4582
 E0U  H16  H  HCH3   0   0.222   0.4522  -4.8503   8.1235
 E0U  H17  H  HCH3   0   0.242   0.5414  -3.1144   7.7927

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
 E0U  C19  C18  aromatic  1.383  0.020  1.383
 E0U  C19  C20  aromatic  1.388  0.020  1.388
 E0U  C18  C17  aromatic  1.398  0.020  1.398
 E0U  C20  C21  aromatic  1.392  0.020  1.392
 E0U  O13  C9   double    1.232  0.020  1.232
 E0U  C17  N15  single    1.398  0.020  1.398
 E0U  C17  C22  aromatic  1.395  0.020  1.395
 E0U  O26  C24  deloc     1.245  0.020  1.245
 E0U  N15  C14  single    1.350  0.020  1.350
 E0U  C9   N10  single    1.364  0.020  1.364
 E0U  C9   C8   single    1.459  0.020  1.459
 E0U  N10  C5   single    1.370  0.020  1.370
 E0U  C21  C22  aromatic  1.395  0.020  1.395
 E0U  C21  C23  single    1.501  0.020  1.501
 E0U  C12  N11  single    1.445  0.020  1.445
 E0U  N11  C6   single    1.386  0.020  1.386
 E0U  C24  C23  single    1.554  0.020  1.554
 E0U  C24  O25  deloc     1.245  0.020  1.245
 E0U  C14  C8   single    1.499  0.020  1.499
 E0U  C14  O16  double    1.222  0.020  1.222
 E0U  C5   C6   aromatic  1.416  0.020  1.416
 E0U  C5   C4   aromatic  1.397  0.020  1.397
 E0U  C8   C7   double    1.358  0.020  1.358
 E0U  C6   C1   aromatic  1.386  0.020  1.386
 E0U  C7   C4   single    1.422  0.020  1.422
 E0U  C4   C3   aromatic  1.406  0.020  1.406
 E0U  C1   C2   aromatic  1.401  0.020  1.401
 E0U  C3   C2   aromatic  1.371  0.020  1.371
 E0U  C2   H1   single    0.930  0.020  1.080
 E0U  C7   H2   single    0.930  0.020  1.080
 E0U  N11  H3   single    0.890  0.020  1.040
 E0U  C20  H4   single    0.930  0.020  1.080
 E0U  C22  H5   single    0.930  0.020  1.080
 E0U  C23  H6   single    0.970  0.020  1.090
 E0U  C23  H7   single    0.970  0.020  1.090
 E0U  C19  H9   single    0.930  0.020  1.080
 E0U  C18  H10  single    0.930  0.020  1.080
 E0U  N15  H11  single    0.860  0.020  1.020
 E0U  C3   H12  single    0.930  0.020  1.080
 E0U  N10  H13  single    0.860  0.020  1.020
 E0U  C1   H14  single    0.930  0.020  1.080
 E0U  C12  H15  single    0.970  0.020  1.090
 E0U  C12  H16  single    0.970  0.020  1.090
 E0U  C12  H17  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
 E0U  H1   C2   C1   119.00  3.000
 E0U  H1   C2   C3   120.35  3.000
 E0U  C1   C2   C3   120.63  3.000
 E0U  C5   C4   C3   119.98  3.000
 E0U  C3   C4   C7   122.52  3.000
 E0U  C5   C4   C7   117.51  3.000
 E0U  C1   C6   C5   117.17  3.000
 E0U  C1   C6   N11  123.93  3.000
 E0U  C5   C6   N11  118.84  3.000
 E0U  H2   C7   C8   119.04  3.000
 E0U  H2   C7   C4   117.89  3.000
 E0U  C8   C7   C4   123.07  3.000
 E0U  C14  C8   C9   123.25  3.000
 E0U  C14  C8   C7   117.51  3.000
 E0U  C9   C8   C7   119.23  3.000
 E0U  N10  C9   O13  119.56  3.000
 E0U  N10  C9   C8   115.25  3.000
 E0U  O13  C9   C8   125.19  3.000
 E0U  H3   N11  C12  111.47  3.000
 E0U  H3   N11  C6   113.56  3.000
 E0U  C12  N11  C6   119.27  3.000
 E0U  O16  C14  N15  124.58  3.000
 E0U  O16  C14  C8   120.20  3.000
 E0U  N15  C14  C8   115.22  3.000
 E0U  N15  C17  C18  116.23  3.000
 E0U  N15  C17  C22  124.57  3.000
 E0U  C18  C17  C22  119.19  3.000
 E0U  H4   C20  C19  120.09  3.000
 E0U  H4   C20  C21  119.91  3.000
 E0U  C19  C20  C21  120.00  3.000
 E0U  C23  C21  C22  119.91  3.000
 E0U  C23  C21  C20  120.58  3.000
 E0U  C22  C21  C20  119.46  3.000
 E0U  H5   C22  C21  118.74  3.000
 E0U  H5   C22  C17  120.59  3.000
 E0U  C21  C22  C17  120.66  3.000
 E0U  H7   C23  H6   107.99  3.000
 E0U  H7   C23  C24  110.39  3.000
 E0U  H6   C23  C24  110.07  3.000
 E0U  H7   C23  C21  109.49  3.000
 E0U  H6   C23  C21  109.70  3.000
 E0U  C24  C23  C21  109.19  3.000
 E0U  O26  C24  O25  127.54  3.000
 E0U  O25  C24  C23  116.08  3.000
 E0U  O26  C24  C23  116.34  3.000
 E0U  H9   C19  C18  119.33  3.000
 E0U  H9   C19  C20  120.08  3.000
 E0U  C18  C19  C20  120.59  3.000
 E0U  H10  C18  C19  120.00  3.000
 E0U  H10  C18  C17  119.91  3.000
 E0U  C19  C18  C17  120.10  3.000
 E0U  H11  N15  C17  116.40  3.000
 E0U  H11  N15  C14  114.54  3.000
 E0U  C17  N15  C14  129.02  3.000
 E0U  H12  C3   C4   119.38  3.000
 E0U  H12  C3   C2   121.43  3.000
 E0U  C4   C3   C2   119.19  3.000
 E0U  H13  N10  C5   118.27  3.000
 E0U  H13  N10  C9   115.03  3.000
 E0U  C5   N10  C9   126.47  3.000
 E0U  N10  C5   C6   120.59  3.000
 E0U  C6   C5   C4   121.06  3.000
 E0U  N10  C5   C4   118.35  3.000
 E0U  H14  C1   C6   119.66  3.000
 E0U  H14  C1   C2   118.52  3.000
 E0U  C6   C1   C2   121.82  3.000
 E0U  H17  C12  H16  108.09  3.000
 E0U  H17  C12  H15  107.81  3.000
 E0U  H16  C12  H15  108.09  3.000
 E0U  H17  C12  N11  110.35  3.000
 E0U  H16  C12  N11  113.90  3.000
 E0U  H15  C12  N11  108.41  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
 E0U  CONST_01  C5   C6   C1   C2      0.00   0.0  0
 E0U  CONST_02  C5   C4   C3   C2      0.00   0.0  0
 E0U  CONST_03  C1   C6   C5   C4      0.00   0.0  0
 E0U  CONST_04  C1   C2   C3   C4      0.00   0.0  0
 E0U  CONST_05  C3   C4   C5   C6      0.00   0.0  0
 E0U  CONST_06  C3   C2   C1   C6      0.00   0.0  0
 E0U  CONST_07  C20  C19  C18  C17     0.00   0.0  0
 E0U  CONST_08  C20  C21  C22  C17     0.00   0.0  0
 E0U  CONST_09  C18  C19  C20  C21     0.00   0.0  0
 E0U  CONST_10  C18  C17  C22  C21     0.00   0.0  0
 E0U  CONST_11  C19  C18  C17  C22     0.00   0.0  0
 E0U  CONST_12  C19  C20  C21  C22     0.00   0.0  0
 E0U  CONST_13  C5   N10  C9   C8      0.00   0.0  0
 E0U  CONST_14  N11  C6   C1   C2    180.00   0.0  0
 E0U  CONST_15  N11  C6   C5   C4    180.00   0.0  0
 E0U  CONST_16  N10  C5   C6   N11     0.00   0.0  0
 E0U  CONST_17  C23  C21  C22  C17   180.00   0.0  0
 E0U  CONST_18  N15  C17  C22  C21   180.00   0.0  0
 E0U  CONST_19  C19  C20  C21  C23   180.00   0.0  0
 E0U  CONST_20  N15  C17  C18  C19   180.00   0.0  0
 E0U  CONST_21  C5   N10  C9   O13   180.00   0.0  0
 E0U  CONST_22  H1   C2   C3   C4    180.00   0.0  0
 E0U  CONST_23  H12  C3   C4   C7      0.00   0.0  0
 E0U  CONST_24  H9   C19  C18  C17   180.00   0.0  0
 E0U  CONST_25  H10  C18  C19  C20   180.00   0.0  0
 E0U  CONST_26  H5   C22  C21  C20   180.00   0.0  0
 E0U  CONST_27  H4   C20  C21  C22   180.00   0.0  0
 E0U  CONST_28  H14  C1   C2   C3    180.00   0.0  0
 E0U  CONST_29  H13  N10  C9   C8    180.00   0.0  0
 E0U  CONST_30  C17  N15  C14  C8    180.00   0.0  0
 E0U  CONST_31  C18  C17  N15  C14   180.00   0.0  0
 E0U  CONST_32  C22  C17  N15  C14     0.00   0.0  0
 E0U  CONST_33  C12  N11  C6   C5    180.00   0.0  0
 E0U  CONST_34  C12  N11  C6   C1      0.00   0.0  0
 E0U  CONST_35  H11  N15  C17  C22   180.00   0.0  0
 E0U  CONST_37  O16  C14  N15  C17     0.00   0.0  0
 E0U  Var_01    N15  C14  C8   C7   -178.16  30.0  2
 E0U  Var_02    C24  C23  C21  C20    90.49  30.0  2
 E0U  Var_03    O26  C24  C23  C21   -93.23  30.0  2
 E0U  Var_04    H15  C12  N11  C6    179.03  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
 E0U  plan-1  C17  0.020
 E0U  plan-1  C20  0.020
 E0U  plan-1  C21  0.020
 E0U  plan-1  C22  0.020
 E0U  plan-1  C23  0.020
 E0U  plan-1  C19  0.020
 E0U  plan-1  C18  0.020
 E0U  plan-1  N15  0.020
 E0U  plan-1  H4   0.020
 E0U  plan-1  H5   0.020
 E0U  plan-1  H9   0.020
 E0U  plan-1  H10  0.020
 E0U  plan-2  C2   0.020
 E0U  plan-2  C4   0.020
 E0U  plan-2  C6   0.020
 E0U  plan-2  C7   0.020
 E0U  plan-2  C8   0.020
 E0U  plan-2  C9   0.020
 E0U  plan-2  N11  0.020
 E0U  plan-2  C14  0.020
 E0U  plan-2  C3   0.020
 E0U  plan-2  O13  0.020
 E0U  plan-2  N10  0.020
 E0U  plan-2  C5   0.020
 E0U  plan-2  C1   0.020
 E0U  plan-2  H1   0.020
 E0U  plan-2  H2   0.020
 E0U  plan-2  H12  0.020
 E0U  plan-2  H13  0.020
 E0U  plan-2  H14  0.020
 E0U  plan-3  C8   0.020
 E0U  plan-3  C14  0.020
 E0U  plan-3  C17  0.020
 E0U  plan-3  N15  0.020
 E0U  plan-3  O16  0.020
 E0U  plan-3  H11  0.020
 E0U  plan-4  C6   0.020
 E0U  plan-4  N11  0.020
 E0U  plan-4  C12  0.020
 E0U  plan-4  H3   0.020
 E0U  plan-5  C23  0.020
 E0U  plan-5  O25  0.020
 E0U  plan-5  O26  0.020
 E0U  plan-5  C24  0.020

