# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Mar 10 05:18:44 2022
#   Inital geometry file: a 112 line input string
#   Ligand name: 3-[[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)Nc3cccc(c3)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
 E0L  E0L  '3-[[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_E0L
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
 E0L  C4   C  CR66   0   0.049  24.7453  5.1953   -9.8160
 E0L  C14  C  C      0   0.567  28.2296  5.6148   -8.3935
 E0L  C5   C  CR66   0   0.333  23.9929  4.8993   -8.6766
 E0L  C6   C  CR6    0   0.312  22.6113  4.6069   -8.7674
 E0L  C7   C  CR16   0  -0.156  26.1373  5.4254   -9.6417
 E0L  C9   C  CR6    0   0.572  25.9473  5.1406   -7.2345
 E0L  C12  C  CH3    0  -0.541  20.4868  4.1092   -7.6683
 E0L  C3   C  CR16   0  -0.338  24.1169  5.2680  -11.0720
 E0L  C1   C  CR16   0  -0.342  22.0228  4.7115  -10.0179
 E0L  C2   C  CR16   0  -0.252  22.7662  5.0486  -11.1576
 E0L  O13  O  O      0  -0.496  26.3767  5.1406   -6.0796
 E0L  C17  C  C      0   0.396  30.1382  5.7110   -6.8114
 E0L  C18  C  C1     0  -0.364  30.4047  5.8494   -5.4461
 E0L  C19  C  C1     0  -0.228  31.7089  5.9717   -5.0000
 E0L  C21  C  C      0  -0.086  32.5166  5.8228   -7.2620
 E0L  C22  C  C1     0  -0.366  31.2039  5.6971   -7.7112
 E0L  C23  C  C      0   0.399  33.6708  5.8013   -8.2676
 E0L  O25  O  O      0  -0.584  33.3662  5.6387   -9.4645
 E0L  O24  O  OC    -1  -0.588  34.8151  5.9476   -7.7970
 E0L  C20  C  C1     0  -0.316  32.7650  5.9621   -5.9004
 E0L  N15  N  NH1    0  -0.794  28.7924  5.5640   -7.1683
 E0L  O16  O  O      0  -0.468  28.8434  5.8208   -9.4294
 E0L  C8   C  CR6    0  -0.328  26.7484  5.3867   -8.4293
 E0L  N10  N  NR16   0  -0.740  24.6229  4.9052   -7.4602
 E0L  N11  N  NH1    0  -0.691  21.9187  4.2947   -7.6080
 E0L  H1   H  HCR6   0   0.282  26.7312  5.6332  -10.5237
 E0L  H2   H  HCH3   0   0.258  20.1255  3.8943   -6.6653
 E0L  H3   H  HCH3   0   0.242  20.0005  5.0235   -8.0091
 E0L  H4   H  HCH3   0   0.222  20.1714  3.2909   -8.3251
 E0L  H5   H  HCR6   0   0.262  24.7069  5.5012  -11.9488
 E0L  H6   H  HCR6   0   0.281  20.9649  4.5161  -10.1304
 E0L  H7   H  HCR6   0   0.261  22.2619  5.1120  -12.1123
 E0L  H8   H  H      0   0.262  29.5868  5.8601   -4.7348
 E0L  H9   H  H      0   0.248  31.8980  6.0768   -3.9391
 E0L  H10  H  H      0   0.263  31.0323  5.5830   -8.7683
 E0L  H12  H  H      0   0.238  33.7817  6.0589   -5.5450
 E0L  H13  H  HNH1   0   0.435  28.1313  5.4291   -6.4040
 E0L  H14  H  HNR6   0   0.415  24.0566  4.7994   -6.6277
 E0L  H15  H  HNH1   0   0.384  22.3627  3.5757   -7.0528

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
 E0L  C2   C3   aromatic  1.371  0.020  1.371
 E0L  C2   C1   aromatic  1.402  0.020  1.402
 E0L  C3   C4   aromatic  1.406  0.020  1.406
 E0L  C1   C6   aromatic  1.386  0.020  1.386
 E0L  C4   C7   single    1.422  0.020  1.422
 E0L  C4   C5   aromatic  1.397  0.020  1.397
 E0L  C7   C8   double    1.358  0.020  1.358
 E0L  O16  C14  double    1.222  0.020  1.222
 E0L  O25  C23  deloc     1.246  0.020  1.246
 E0L  C6   C5   aromatic  1.415  0.020  1.415
 E0L  C6   N11  single    1.386  0.020  1.386
 E0L  C5   N10  single    1.370  0.020  1.370
 E0L  C8   C14  single    1.499  0.020  1.499
 E0L  C8   C9   single    1.459  0.020  1.459
 E0L  C14  N15  single    1.349  0.020  1.349
 E0L  C23  O24  deloc     1.246  0.020  1.246
 E0L  C23  C21  single    1.531  0.020  1.531
 E0L  C22  C21  aromatic  1.393  0.020  1.393
 E0L  C22  C17  aromatic  1.395  0.020  1.395
 E0L  C12  N11  single    1.445  0.020  1.445
 E0L  N10  C9   single    1.364  0.020  1.364
 E0L  C9   O13  double    1.232  0.020  1.232
 E0L  C21  C20  aromatic  1.391  0.020  1.391
 E0L  N15  C17  single    1.400  0.020  1.400
 E0L  C17  C18  aromatic  1.398  0.020  1.398
 E0L  C20  C19  aromatic  1.388  0.020  1.388
 E0L  C18  C19  aromatic  1.384  0.020  1.384
 E0L  C7   H1   single    0.930  0.020  1.080
 E0L  C12  H2   single    0.970  0.020  1.090
 E0L  C12  H3   single    0.970  0.020  1.090
 E0L  C12  H4   single    0.970  0.020  1.090
 E0L  C3   H5   single    0.930  0.020  1.080
 E0L  C1   H6   single    0.930  0.020  1.080
 E0L  C2   H7   single    0.930  0.020  1.080
 E0L  C18  H8   single    0.930  0.020  1.080
 E0L  C19  H9   single    0.930  0.020  1.080
 E0L  C22  H10  single    0.930  0.020  1.080
 E0L  C20  H12  single    0.930  0.020  1.080
 E0L  N15  H13  single    0.860  0.020  1.020
 E0L  N10  H14  single    0.860  0.020  1.020
 E0L  N11  H15  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
 E0L  C3   C4   C7   122.59  3.000
 E0L  C7   C4   C5   117.49  3.000
 E0L  C3   C4   C5   119.91  3.000
 E0L  C8   C14  O16  120.12  3.000
 E0L  C8   C14  N15  115.34  3.000
 E0L  O16  C14  N15  124.53  3.000
 E0L  N10  C5   C6   120.46  3.000
 E0L  N10  C5   C4   118.40  3.000
 E0L  C6   C5   C4   121.14  3.000
 E0L  N11  C6   C1   124.03  3.000
 E0L  N11  C6   C5   118.73  3.000
 E0L  C1   C6   C5   117.18  3.000
 E0L  H1   C7   C8   119.05  3.000
 E0L  H1   C7   C4   117.90  3.000
 E0L  C8   C7   C4   123.05  3.000
 E0L  N10  C9   C8   115.25  3.000
 E0L  N10  C9   O13  119.57  3.000
 E0L  C8   C9   O13  125.17  3.000
 E0L  H4   C12  H3   108.09  3.000
 E0L  H4   C12  H2   108.04  3.000
 E0L  H3   C12  H2   107.80  3.000
 E0L  H4   C12  N11  113.97  3.000
 E0L  H3   C12  N11  110.33  3.000
 E0L  H2   C12  N11  108.42  3.000
 E0L  H5   C3   C2   121.40  3.000
 E0L  H5   C3   C4   119.42  3.000
 E0L  C2   C3   C4   119.19  3.000
 E0L  H6   C1   C2   118.52  3.000
 E0L  H6   C1   C6   119.70  3.000
 E0L  C2   C1   C6   121.77  3.000
 E0L  H7   C2   C1   118.98  3.000
 E0L  H7   C2   C3   120.33  3.000
 E0L  C1   C2   C3   120.67  3.000
 E0L  N15  C17  C22  124.68  3.000
 E0L  N15  C17  C18  116.27  3.000
 E0L  C22  C17  C18  119.03  3.000
 E0L  H8   C18  C19  119.91  3.000
 E0L  H8   C18  C17  119.87  3.000
 E0L  C19  C18  C17  120.22  3.000
 E0L  H9   C19  C20  120.22  3.000
 E0L  H9   C19  C18  119.28  3.000
 E0L  C20  C19  C18  120.49  3.000
 E0L  C20  C21  C23  120.64  3.000
 E0L  C20  C21  C22  119.53  3.000
 E0L  C23  C21  C22  119.82  3.000
 E0L  H10  C22  C21  118.44  3.000
 E0L  H10  C22  C17  120.83  3.000
 E0L  C21  C22  C17  120.73  3.000
 E0L  O24  C23  O25  127.07  3.000
 E0L  O24  C23  C21  116.28  3.000
 E0L  O25  C23  C21  116.65  3.000
 E0L  H12  C20  C21  119.90  3.000
 E0L  H12  C20  C19  120.11  3.000
 E0L  C21  C20  C19  119.99  3.000
 E0L  H13  N15  C17  116.49  3.000
 E0L  H13  N15  C14  114.54  3.000
 E0L  C17  N15  C14  128.93  3.000
 E0L  C9   C8   C7   119.25  3.000
 E0L  C9   C8   C14  123.26  3.000
 E0L  C7   C8   C14  117.48  3.000
 E0L  H14  N10  C9   115.16  3.000
 E0L  H14  N10  C5   118.20  3.000
 E0L  C9   N10  C5   126.46  3.000
 E0L  H15  N11  C12  111.52  3.000
 E0L  H15  N11  C6   113.58  3.000
 E0L  C12  N11  C6   119.28  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
 E0L  CONST_01  C1   C2   C3   C4      0.00   0.0  0
 E0L  CONST_02  C1   C6   C5   C4      0.00   0.0  0
 E0L  CONST_03  C2   C3   C4   C5      0.00   0.0  0
 E0L  CONST_04  C2   C1   C6   C5      0.00   0.0  0
 E0L  CONST_05  C3   C2   C1   C6      0.00   0.0  0
 E0L  CONST_06  C3   C4   C5   C6      0.00   0.0  0
 E0L  CONST_07  C20  C21  C22  C17     0.00   0.0  0
 E0L  CONST_08  C20  C19  C18  C17     0.00   0.0  0
 E0L  CONST_09  C21  C22  C17  C18     0.00   0.0  0
 E0L  CONST_10  C21  C20  C19  C18     0.00   0.0  0
 E0L  CONST_11  C22  C21  C20  C19     0.00   0.0  0
 E0L  CONST_12  C22  C17  C18  C19     0.00   0.0  0
 E0L  CONST_13  C8   C9   N10  C5      0.00   0.0  0
 E0L  CONST_14  N11  C6   C5   C4    180.00   0.0  0
 E0L  CONST_15  N11  C6   C1   C2    180.00   0.0  0
 E0L  CONST_16  C23  C21  C22  C17   180.00   0.0  0
 E0L  CONST_17  C23  C21  C20  C19   180.00   0.0  0
 E0L  CONST_18  N15  C17  C18  C19   180.00   0.0  0
 E0L  CONST_19  N15  C17  C22  C21   180.00   0.0  0
 E0L  CONST_20  N11  C6   C5   N10     0.00   0.0  0
 E0L  CONST_21  O13  C9   N10  C5    180.00   0.0  0
 E0L  CONST_22  H7   C2   C3   C4    180.00   0.0  0
 E0L  CONST_23  H5   C3   C4   C5    180.00   0.0  0
 E0L  CONST_24  H6   C1   C6   C5    180.00   0.0  0
 E0L  CONST_25  H9   C19  C18  C17   180.00   0.0  0
 E0L  CONST_26  H10  C22  C17  C18   180.00   0.0  0
 E0L  CONST_27  H12  C20  C19  C18   180.00   0.0  0
 E0L  CONST_28  H8   C18  C17  C22   180.00   0.0  0
 E0L  CONST_29  H14  N10  C9   C8    180.00   0.0  0
 E0L  CONST_30  C8   C14  N15  C17   180.00   0.0  0
 E0L  CONST_31  C22  C17  N15  C14     0.00   0.0  0
 E0L  CONST_32  C18  C17  N15  C14   180.00   0.0  0
 E0L  CONST_33  C12  N11  C6   C5    180.00   0.0  0
 E0L  CONST_34  C1   C6   N11  C12     0.00   0.0  0
 E0L  CONST_36  H13  N15  C17  C18     0.00   0.0  0
 E0L  CONST_37  O16  C14  N15  C17     0.00   0.0  0
 E0L  Var_01    O16  C14  C8   C7     -0.27  30.0  2
 E0L  Var_02    O25  C23  C21  C22    -1.55  30.0  2
 E0L  Var_03    H2   C12  N11  C6   -178.78  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
 E0L  plan-1  C17  0.020
 E0L  plan-1  C18  0.020
 E0L  plan-1  C19  0.020
 E0L  plan-1  C21  0.020
 E0L  plan-1  C22  0.020
 E0L  plan-1  C23  0.020
 E0L  plan-1  C20  0.020
 E0L  plan-1  N15  0.020
 E0L  plan-1  H8   0.020
 E0L  plan-1  H9   0.020
 E0L  plan-1  H10  0.020
 E0L  plan-1  H12  0.020
 E0L  plan-2  C4   0.020
 E0L  plan-2  C14  0.020
 E0L  plan-2  C5   0.020
 E0L  plan-2  C6   0.020
 E0L  plan-2  C7   0.020
 E0L  plan-2  C9   0.020
 E0L  plan-2  C3   0.020
 E0L  plan-2  C1   0.020
 E0L  plan-2  C2   0.020
 E0L  plan-2  O13  0.020
 E0L  plan-2  C8   0.020
 E0L  plan-2  N10  0.020
 E0L  plan-2  N11  0.020
 E0L  plan-2  H1   0.020
 E0L  plan-2  H5   0.020
 E0L  plan-2  H6   0.020
 E0L  plan-2  H7   0.020
 E0L  plan-2  H14  0.020
 E0L  plan-3  C14  0.020
 E0L  plan-3  C17  0.020
 E0L  plan-3  N15  0.020
 E0L  plan-3  O16  0.020
 E0L  plan-3  C8   0.020
 E0L  plan-3  H13  0.020
 E0L  plan-4  C6   0.020
 E0L  plan-4  C12  0.020
 E0L  plan-4  N11  0.020
 E0L  plan-4  H15  0.020
 E0L  plan-5  C21  0.020
 E0L  plan-5  C23  0.020
 E0L  plan-5  O25  0.020
 E0L  plan-5  O24  0.020

