# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr 17 04:08:56 2020
#   Inital geometry file: a 110 line input string
#   Ligand name: 2-[(1-methyl-4-oxidanyl-7-phenoxy-isoquinolin-3-yl)carbonylamino]ethanoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1nc(C(=O)NCC(O)=O)c(O)c2ccc(Oc3ccccc3)cc12
#
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
 8HO  8HO  '2-[(1-methyl-4-oxidanyl-7-phenoxy-isoquinolin-3-yl)carbonylamino]ethanoic acid'  ligand  41  26  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_8HO
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
 8HO  C    C  CH3    0  -0.750   0.7244   2.7012   1.1802
 8HO  N    N  N      0  -0.448   1.9554   0.7567   0.4935
 8HO  O3   O  O      0  -0.597   6.1227   1.7551   0.5865
 8HO  C18  C  C      0   0.401   6.7154   0.7129   0.2488
 8HO  O4   O  OC    -1  -0.608   7.9405   0.5292   0.1557
 8HO  C17  C  CH2    0  -0.417   5.8411  -0.5086  -0.1043
 8HO  N1   N  NH1    0  -0.636   4.4460  -0.1989   0.0654
 8HO  C16  C  C      0   0.614   3.4509  -1.0395  -0.1569
 8HO  O2   O  O      0  -0.559   3.6197  -2.2145  -0.5402
 8HO  C2   C  CR6    0  -0.114   2.0836  -0.5218   0.0714
 8HO  C3   C  CR6    0   0.318   0.9995  -1.3479  -0.1520
 8HO  O1   O  OH1    0  -0.622   1.1147  -2.6025  -0.5657
 8HO  C4   C  CR66   0   0.090  -0.3016  -0.8182   0.0746
 8HO  C9   C  CR16   0  -0.274  -1.4698  -1.5815  -0.1238
 8HO  C8   C  CR16   0  -0.308  -2.7045  -1.0383   0.1050
 8HO  C7   C  CR6    0   0.382  -2.8096   0.2968   0.5407
 8HO  C6   C  CR16   0  -0.440  -1.6890   1.0627   0.7421
 8HO  C5   C  CR66   0   0.045  -0.4120   0.5169   0.5186
 8HO  C1   C  CR6    0   0.190   0.7876   1.2791   0.7153
 8HO  C10  C  CR6    0   0.327  -5.0999   0.5711   0.0416
 8HO  C15  C  CR16   0  -0.312  -5.0194   0.6229  -1.3447
 8HO  C14  C  CR16   0  -0.247  -6.1589   0.3772  -2.0978
 8HO  C13  C  CR16   0  -0.263  -7.3683   0.0911  -1.4773
 8HO  C12  C  CR16   0  -0.249  -7.4345   0.0515  -0.0909
 8HO  C11  C  CR16   0  -0.325  -6.3002   0.2850   0.6752
 8HO  H1   H  HCH3   0   0.252   0.1760   3.3292   0.4752
 8HO  H2   H  HCH3   0   0.251   0.2206   2.7872   2.1448
 8HO  H3   H  HCH3   0   0.262   1.7299   3.1025   1.2843
 8HO  H5   H  HCH2   0   0.247   6.0494  -0.8080  -1.1362
 8HO  H6   H  HCH2   0   0.246   6.1327  -1.3521   0.5285
 8HO  H7   H  HNH1   0   0.391   4.2322   0.7416   0.3728
 8HO  H8   H  HOH1   0   0.479   2.0948  -2.7675  -0.6537
 8HO  H9   H  HCR6   0   0.273  -1.3966  -2.6092  -0.4516
 8HO  H10  H  HCR6   0   0.292  -3.5930  -1.6397  -0.0372
 8HO  H11  H  HCR6   0   0.276  -1.8004   2.0862   1.0754
 8HO  H12  H  HCR6   0   0.281  -4.0840   0.8590  -1.8370
 8HO  H13  H  HCR6   0   0.265  -6.0980   0.4164  -3.1774
 8HO  H14  H  HCR6   0   0.260  -8.2529  -0.0980  -2.0707
 8HO  H15  H  HCR6   0   0.264  -8.3713  -0.1724   0.4024
 8HO  H16  H  HCR6   0   0.272  -6.3462   0.2493   1.7562
 8HO  O    O  O2     0  -0.507  -4.0160   0.8536   0.8328

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
 8HO  O3   C18  deloc     1.246  0.020  1.246
 8HO  O4   C18  deloc     1.242  0.020  1.242
 8HO  C18  C17  single    1.543  0.020  1.543
 8HO  C17  N1   single    1.439  0.020  1.439
 8HO  N1   C16  single    1.321  0.020  1.321
 8HO  C16  O2   double    1.247  0.020  1.247
 8HO  C16  C2   single    1.480  0.020  1.480
 8HO  N    C2   aromatic  1.352  0.020  1.352
 8HO  N    C1   aromatic  1.298  0.020  1.298
 8HO  C2   C3   aromatic  1.381  0.020  1.381
 8HO  C    C1   single    1.498  0.020  1.498
 8HO  C1   C5   aromatic  1.435  0.020  1.435
 8HO  O1   C3   single    1.326  0.020  1.326
 8HO  C3   C4   aromatic  1.423  0.020  1.423
 8HO  C5   C4   aromatic  1.411  0.020  1.411
 8HO  C5   C6   aromatic  1.407  0.020  1.407
 8HO  C4   C9   aromatic  1.410  0.020  1.410
 8HO  C6   C7   aromatic  1.372  0.020  1.372
 8HO  C9   C8   aromatic  1.368  0.020  1.368
 8HO  C7   C8   aromatic  1.408  0.020  1.408
 8HO  C7   O    single    1.360  0.020  1.360
 8HO  O    C10  single    1.371  0.020  1.371
 8HO  C15  C10  aromatic  1.390  0.020  1.390
 8HO  C15  C14  aromatic  1.388  0.020  1.388
 8HO  C10  C11  aromatic  1.387  0.020  1.387
 8HO  C14  C13  aromatic  1.389  0.020  1.389
 8HO  C11  C12  aromatic  1.388  0.020  1.388
 8HO  C13  C12  aromatic  1.389  0.020  1.389
 8HO  C    H1   single    0.970  0.020  1.090
 8HO  C    H2   single    0.970  0.020  1.090
 8HO  C    H3   single    0.970  0.020  1.090
 8HO  C17  H5   single    0.970  0.020  1.090
 8HO  C17  H6   single    0.970  0.020  1.090
 8HO  N1   H7   single    0.860  0.020  1.020
 8HO  O1   H8   single    0.850  0.020  0.980
 8HO  C9   H9   single    0.930  0.020  1.080
 8HO  C8   H10  single    0.930  0.020  1.080
 8HO  C6   H11  single    0.930  0.020  1.080
 8HO  C15  H12  single    0.930  0.020  1.080
 8HO  C14  H13  single    0.930  0.020  1.080
 8HO  C13  H14  single    0.930  0.020  1.080
 8HO  C12  H15  single    0.930  0.020  1.080
 8HO  C11  H16  single    0.930  0.020  1.080

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
 8HO  H3   C    H2   108.24  3.000
 8HO  H3   C    H1   108.30  3.000
 8HO  H2   C    H1   107.06  3.000
 8HO  H3   C    C1   109.94  3.000
 8HO  H2   C    C1   111.63  3.000
 8HO  H1   C    C1   111.53  3.000
 8HO  C1   N    C2   121.26  3.000
 8HO  C17  C18  O4   115.12  3.000
 8HO  C17  C18  O3   117.05  3.000
 8HO  O4   C18  O3   127.83  3.000
 8HO  H6   C17  H5   106.48  3.000
 8HO  H6   C17  N1   110.86  3.000
 8HO  H5   C17  N1   110.77  3.000
 8HO  H6   C17  C18  109.08  3.000
 8HO  H5   C17  C18  108.94  3.000
 8HO  N1   C17  C18  110.61  3.000
 8HO  H7   N1   C16  118.88  3.000
 8HO  H7   N1   C17  116.13  3.000
 8HO  C16  N1   C17  124.98  3.000
 8HO  C2   C16  O2   120.13  3.000
 8HO  C2   C16  N1   116.58  3.000
 8HO  O2   C16  N1   123.30  3.000
 8HO  C3   C2   C16  119.41  3.000
 8HO  C3   C2   N    122.79  3.000
 8HO  C16  C2   N    117.80  3.000
 8HO  C4   C3   O1   118.78  3.000
 8HO  C4   C3   C2   117.99  3.000
 8HO  O1   C3   C2   123.24  3.000
 8HO  H8   O1   C3   105.63  3.000
 8HO  C5   C4   C9   119.46  3.000
 8HO  C9   C4   C3   122.26  3.000
 8HO  C5   C4   C3   118.28  3.000
 8HO  H9   C9   C8   119.29  3.000
 8HO  H9   C9   C4   120.08  3.000
 8HO  C8   C9   C4   120.62  3.000
 8HO  H10  C8   C7   120.41  3.000
 8HO  H10  C8   C9   119.89  3.000
 8HO  C7   C8   C9   119.70  3.000
 8HO  C6   C7   C8   120.90  3.000
 8HO  C8   C7   O    121.37  3.000
 8HO  C6   C7   O    117.67  3.000
 8HO  H11  C6   C5   120.62  3.000
 8HO  H11  C6   C7   119.28  3.000
 8HO  C5   C6   C7   120.10  3.000
 8HO  C1   C5   C6   122.08  3.000
 8HO  C6   C5   C4   119.21  3.000
 8HO  C1   C5   C4   118.71  3.000
 8HO  C5   C1   N    120.98  3.000
 8HO  C5   C1   C    120.78  3.000
 8HO  N    C1   C    118.23  3.000
 8HO  C11  C10  C15  120.90  3.000
 8HO  C11  C10  O    117.57  3.000
 8HO  C15  C10  O    121.47  3.000
 8HO  H12  C15  C14  120.07  3.000
 8HO  H12  C15  C10  120.77  3.000
 8HO  C14  C15  C10  119.16  3.000
 8HO  H13  C14  C13  120.14  3.000
 8HO  H13  C14  C15  119.27  3.000
 8HO  C13  C14  C15  120.59  3.000
 8HO  H14  C13  C12  120.25  3.000
 8HO  H14  C13  C14  120.19  3.000
 8HO  C12  C13  C14  119.56  3.000
 8HO  H15  C12  C11  119.37  3.000
 8HO  H15  C12  C13  120.15  3.000
 8HO  C11  C12  C13  120.48  3.000
 8HO  H16  C11  C12  120.71  3.000
 8HO  H16  C11  C10  119.98  3.000
 8HO  C12  C11  C10  119.31  3.000
 8HO  C10  O    C7   119.52  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
 8HO  CONST_01  C4   C3   C2   N       0.00   0.0  0
 8HO  CONST_02  C4   C5   C1   N       0.00   0.0  0
 8HO  CONST_03  C6   C5   C1   N     180.00   0.0  0
 8HO  CONST_04  C5   C1   N    C2      0.00   0.0  0
 8HO  CONST_05  C5   C4   C3   C2      0.00   0.0  0
 8HO  CONST_06  C9   C4   C3   C2    180.00   0.0  0
 8HO  CONST_07  C1   N    C2   C3      0.00   0.0  0
 8HO  CONST_08  C1   C5   C4   C3      0.00   0.0  0
 8HO  CONST_09  C6   C5   C4   C3    180.00   0.0  0
 8HO  CONST_10  C8   C9   C4   C3    180.00   0.0  0
 8HO  CONST_11  C7   C6   C5   C4      0.00   0.0  0
 8HO  CONST_12  C7   C8   C9   C4      0.00   0.0  0
 8HO  CONST_13  C1   C5   C4   C9    180.00   0.0  0
 8HO  CONST_14  C6   C5   C4   C9      0.00   0.0  0
 8HO  CONST_15  C6   C7   C8   C9      0.00   0.0  0
 8HO  CONST_16  C5   C4   C9   C8      0.00   0.0  0
 8HO  CONST_17  C5   C6   C7   C8      0.00   0.0  0
 8HO  CONST_18  C1   C5   C6   C7    180.00   0.0  0
 8HO  CONST_19  C13  C14  C15  C10     0.00   0.0  0
 8HO  CONST_20  C13  C12  C11  C10     0.00   0.0  0
 8HO  CONST_21  C12  C11  C10  C15     0.00   0.0  0
 8HO  CONST_22  C12  C13  C14  C15     0.00   0.0  0
 8HO  CONST_23  C11  C10  C15  C14     0.00   0.0  0
 8HO  CONST_24  C11  C12  C13  C14     0.00   0.0  0
 8HO  CONST_25  C2   N    C1   C     180.00   0.0  0
 8HO  CONST_26  C4   C5   C1   C     180.00   0.0  0
 8HO  CONST_27  C6   C5   C1   C       0.00   0.0  0
 8HO  CONST_28  O1   C3   C2   N     180.00   0.0  0
 8HO  CONST_29  C5   C6   C7   O     180.00   0.0  0
 8HO  CONST_30  C9   C8   C7   O     180.00   0.0  0
 8HO  CONST_31  C14  C15  C10  O     180.00   0.0  0
 8HO  CONST_32  C12  C11  C10  O     180.00   0.0  0
 8HO  CONST_33  C1   N    C2   C16   180.00   0.0  0
 8HO  CONST_34  C4   C3   C2   C16   180.00   0.0  0
 8HO  CONST_35  C5   C4   C3   O1    180.00   0.0  0
 8HO  CONST_36  C9   C4   C3   O1      0.00   0.0  0
 8HO  CONST_37  H9   C9   C4   C3      0.00   0.0  0
 8HO  CONST_38  H11  C6   C5   C4    180.00   0.0  0
 8HO  CONST_39  H10  C8   C9   C4    180.00   0.0  0
 8HO  CONST_40  H13  C14  C15  C10   180.00   0.0  0
 8HO  CONST_41  H15  C12  C11  C10   180.00   0.0  0
 8HO  CONST_42  H16  C11  C10  C15   180.00   0.0  0
 8HO  CONST_43  H14  C13  C14  C15   180.00   0.0  0
 8HO  CONST_44  H12  C15  C14  C13   180.00   0.0  0
 8HO  CONST_45  C2   C16  N1   C17   180.00   0.0  0
 8HO  CONST_46  H7   N1   C16  C2      0.00   0.0  0
 8HO  CONST_47  O2   C16  N1   C17     0.00   0.0  0
 8HO  Var_01    C15  C10  O    C7    -46.85  30.0  2
 8HO  Var_02    N1   C16  C2   N      -0.38  30.0  2
 8HO  Var_03    H1   C    C1   N     119.16  30.0  2
 8HO  Var_04    N1   C17  C18  O3     -1.47  30.0  3
 8HO  Var_05    C16  N1   C17  C18  -179.94  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
 8HO  plan-1  C10  0.020
 8HO  plan-1  C15  0.020
 8HO  plan-1  C14  0.020
 8HO  plan-1  C13  0.020
 8HO  plan-1  C12  0.020
 8HO  plan-1  C11  0.020
 8HO  plan-1  H12  0.020
 8HO  plan-1  H13  0.020
 8HO  plan-1  H14  0.020
 8HO  plan-1  H15  0.020
 8HO  plan-1  H16  0.020
 8HO  plan-1  O    0.020
 8HO  plan-2  C    0.020
 8HO  plan-2  N    0.020
 8HO  plan-2  C16  0.020
 8HO  plan-2  C2   0.020
 8HO  plan-2  C3   0.020
 8HO  plan-2  O1   0.020
 8HO  plan-2  C4   0.020
 8HO  plan-2  C9   0.020
 8HO  plan-2  C8   0.020
 8HO  plan-2  C7   0.020
 8HO  plan-2  C6   0.020
 8HO  plan-2  C5   0.020
 8HO  plan-2  C1   0.020
 8HO  plan-2  H9   0.020
 8HO  plan-2  H10  0.020
 8HO  plan-2  H11  0.020
 8HO  plan-2  O    0.020
 8HO  plan-3  C17  0.020
 8HO  plan-3  N1   0.020
 8HO  plan-3  C16  0.020
 8HO  plan-3  O2   0.020
 8HO  plan-3  C2   0.020
 8HO  plan-3  H7   0.020
 8HO  plan-4  O3   0.020
 8HO  plan-4  C18  0.020
 8HO  plan-4  O4   0.020
 8HO  plan-4  C17  0.020

