# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr 22 16:04:56 2020
#   Inital geometry file: a 105 line input string
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Oc1ccc2C=C3N(Cc2c1O)C=CC4=C3CC5=C(C4)OCO5
#
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
 DBW  DBW  'None                     '  ligand  38  23  .  2021-08-08  2021-08-08  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_DBW
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
 DBW  C1    C  CR66  0   0.397  -0.0995   0.1924  -0.1862
 DBW  C2    C  CR6   0  -0.052  -1.5458   0.2074  -0.0792
 DBW  N3    N  N     0  -0.560   0.5456   1.4229  -0.1461
 DBW  C4    C  CR16  0  -0.526   0.6521  -0.9450  -0.2762
 DBW  C5    C  CR6   0   0.160  -2.2022   1.3753   0.1715
 DBW  C6    C  CH2   0  -0.634  -2.2302  -1.1284  -0.2233
 DBW  C7    C  C     0  -0.326   1.9141   1.5024  -0.6443
 DBW  C8    C  CR16  0   0.032  -0.1232   2.5710   0.1233
 DBW  C9    C  CR66  0   0.224   2.0828  -0.9029  -0.0927
 DBW  C10   C  CH2   0  -0.590  -3.6989   1.4904   0.3217
 DBW  C11   C  CR16  0  -0.443  -1.4583   2.5899   0.3107
 DBW  C12   C  CR5   0   0.295  -3.6879  -0.9577  -0.0996
 DBW  C13   C  CR66  0  -0.127   2.7301   0.3394  -0.1677
 DBW  C14   C  CR16  0  -0.366   2.8366  -2.0315   0.2303
 DBW  C15   C  CR5   0   0.274  -4.3250   0.1704   0.1397
 DBW  O16   O  O     0  -0.504  -4.5824  -1.9878  -0.2675
 DBW  C17   C  CR6   0   0.269   4.0854   0.4525   0.0949
 DBW  C18   C  CR16  0  -0.369   4.1965  -1.9213   0.4854
 DBW  O19   O  O     0  -0.504  -5.6841  -0.0353   0.1440
 DBW  C20   C  CH2   0   0.068  -5.8087  -1.4480   0.1995
 DBW  C21   C  CR6   0   0.230   4.8266  -0.6889   0.4293
 DBW  O22   O  OH1   0  -0.633   4.6736   1.6656  -0.0057
 DBW  O23   O  OH1   0  -0.653   6.1509  -0.4942   0.6591
 DBW  H4    H  HCR6  0   0.250   0.1663  -1.9090  -0.3134
 DBW  H6    H  HCH2  0   0.268  -1.9683  -1.5776  -1.1891
 DBW  H7    H  H     0   0.259   1.8854   1.5132  -1.7425
 DBW  H8    H  HCR6  0   0.299   0.4807   3.4670   0.1655
 DBW  H10   H  HCH2  0   0.274  -3.9323   1.9125   1.3059
 DBW  H11   H  HCR6  0   0.263  -1.9574   3.5211   0.5363
 DBW  H14   H  HCR6  0   0.241   2.3581  -3.0006   0.2983
 DBW  H18   H  HCR6  0   0.268   4.7712  -2.8062   0.7359
 DBW  H20   H  HCH2  0   0.238  -6.6301  -1.7774  -0.4366
 DBW  H20A  H  HCH2  0   0.211  -5.9791  -1.7631   1.2391
 DBW  HO22  H  HOH1  0   0.474   5.6126   1.6015   0.2043
 DBW  HO23  H  HOH1  0   0.479   6.5823  -1.3254   0.8831
 DBW  H10A  H  HCH2  0   0.276  -4.0802   2.2139  -0.4081
 DBW  H6A   H  HCH2  0   0.266  -1.8545  -1.8245   0.5362
 DBW  H7A   H  H     0   0.271   2.3316   2.4554  -0.3248

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
 DBW  C1   C2    single    1.450  0.020  1.450
 DBW  C1   N3    single    1.390  0.020  1.390
 DBW  C1   C4    double    1.366  0.020  1.366
 DBW  C2   C5    double    1.363  0.020  1.363
 DBW  C2   C6    single    1.508  0.020  1.508
 DBW  N3   C7    single    1.459  0.020  1.459
 DBW  N3   C8    single    1.356  0.020  1.356
 DBW  C4   C9    single    1.443  0.020  1.443
 DBW  C5   C10   single    1.509  0.020  1.509
 DBW  C5   C11   single    1.431  0.020  1.431
 DBW  C6   C12   single    1.473  0.020  1.473
 DBW  C7   C13   single    1.499  0.020  1.499
 DBW  C8   C11   double    1.348  0.020  1.348
 DBW  C9   C13   aromatic  1.403  0.020  1.403
 DBW  C9   C14   aromatic  1.395  0.020  1.395
 DBW  C10  C15   single    1.472  0.020  1.472
 DBW  C12  C15   double    1.318  0.020  1.318
 DBW  C12  O16   single    1.375  0.020  1.375
 DBW  C13  C17   aromatic  1.385  0.020  1.385
 DBW  C14  C18   aromatic  1.388  0.020  1.388
 DBW  C15  O19   single    1.375  0.020  1.375
 DBW  O16  C20   single    1.419  0.020  1.419
 DBW  C17  C21   aromatic  1.401  0.020  1.401
 DBW  C17  O22   single    1.352  0.020  1.352
 DBW  C18  C21   aromatic  1.385  0.020  1.385
 DBW  O19  C20   single    1.419  0.020  1.419
 DBW  C21  O23   single    1.358  0.020  1.358
 DBW  C4   H4    single    0.930  0.020  1.080
 DBW  C6   H6    single    0.970  0.020  1.090
 DBW  C7   H7    single    0.970  0.020  1.090
 DBW  C8   H8    single    0.930  0.020  1.080
 DBW  C10  H10   single    0.970  0.020  1.090
 DBW  C11  H11   single    0.930  0.020  1.080
 DBW  C14  H14   single    0.930  0.020  1.080
 DBW  C18  H18   single    0.930  0.020  1.080
 DBW  C20  H20   single    0.970  0.020  1.090
 DBW  C20  H20A  single    0.970  0.020  1.090
 DBW  O22  HO22  single    0.850  0.020  0.980
 DBW  O23  HO23  single    0.850  0.020  0.980
 DBW  C10  H10A  single    0.970  0.020  1.090
 DBW  C6   H6A   single    0.970  0.020  1.090
 DBW  C7   H7A   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
 DBW  C4    C1   N3   118.92  3.000
 DBW  C4    C1   C2   124.20  3.000
 DBW  N3    C1   C2   116.84  3.000
 DBW  C6    C2   C5   123.93  3.000
 DBW  C6    C2   C1   115.87  3.000
 DBW  C5    C2   C1   120.17  3.000
 DBW  C8    N3   C7   118.98  3.000
 DBW  C8    N3   C1   121.77  3.000
 DBW  C7    N3   C1   118.28  3.000
 DBW  H4    C4   C9   118.44  3.000
 DBW  H4    C4   C1   119.86  3.000
 DBW  C9    C4   C1   120.85  3.000
 DBW  C11   C5   C10  116.19  3.000
 DBW  C11   C5   C2   119.66  3.000
 DBW  C10   C5   C2   124.15  3.000
 DBW  H6A   C6   H6   105.56  3.000
 DBW  H6A   C6   C12  110.76  3.000
 DBW  H6    C6   C12  110.96  3.000
 DBW  H6A   C6   C2   109.92  3.000
 DBW  H6    C6   C2   109.79  3.000
 DBW  C12   C6   C2   109.78  3.000
 DBW  H7A   C7   H7   107.14  3.000
 DBW  H7A   C7   C13  112.17  3.000
 DBW  H7    C7   C13  109.86  3.000
 DBW  H7A   C7   N3   107.91  3.000
 DBW  H7    C7   N3   108.51  3.000
 DBW  C13   C7   N3   111.10  3.000
 DBW  H8    C8   C11  122.41  3.000
 DBW  H8    C8   N3   115.72  3.000
 DBW  C11   C8   N3   121.87  3.000
 DBW  C14   C9   C13  118.65  3.000
 DBW  C14   C9   C4   122.79  3.000
 DBW  C13   C9   C4   118.46  3.000
 DBW  H10A  C10  H10  105.64  3.000
 DBW  H10A  C10  C15  111.20  3.000
 DBW  H10   C10  C15  111.46  3.000
 DBW  H10A  C10  C5   109.21  3.000
 DBW  H10   C10  C5   109.27  3.000
 DBW  C15   C10  C5   109.95  3.000
 DBW  H11   C11  C8   119.91  3.000
 DBW  H11   C11  C5   120.78  3.000
 DBW  C8    C11  C5   119.30  3.000
 DBW  O16   C12  C15  110.44  3.000
 DBW  O16   C12  C6   123.16  3.000
 DBW  C15   C12  C6   126.38  3.000
 DBW  C17   C13  C9   120.91  3.000
 DBW  C17   C13  C7   121.99  3.000
 DBW  C9    C13  C7   116.94  3.000
 DBW  H14   C14  C18  119.50  3.000
 DBW  H14   C14  C9   119.98  3.000
 DBW  C18   C14  C9   120.51  3.000
 DBW  O19   C15  C12  110.52  3.000
 DBW  O19   C15  C10  123.66  3.000
 DBW  C12   C15  C10  125.77  3.000
 DBW  C20   O16  C12  103.72  3.000
 DBW  O22   C17  C21  121.23  3.000
 DBW  O22   C17  C13  119.01  3.000
 DBW  C21   C17  C13  119.75  3.000
 DBW  H18   C18  C21  119.62  3.000
 DBW  H18   C18  C14  119.80  3.000
 DBW  C21   C18  C14  120.58  3.000
 DBW  C20   O19  C15  103.65  3.000
 DBW  H20A  C20  H20  110.39  3.000
 DBW  H20A  C20  O19  109.62  3.000
 DBW  H20   C20  O19  110.13  3.000
 DBW  H20A  C20  O16  109.64  3.000
 DBW  H20   C20  O16  110.13  3.000
 DBW  O19   C20  O16  106.85  3.000
 DBW  O23   C21  C18  124.35  3.000
 DBW  O23   C21  C17  116.06  3.000
 DBW  C18   C21  C17  119.58  3.000
 DBW  HO22  O22  C17  110.35  3.000
 DBW  HO23  O23  C21  110.64  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
 DBW  CONST_01  C21  C17  C13  C9      0.00   0.0  0
 DBW  CONST_02  C21  C18  C14  C9      0.00   0.0  0
 DBW  CONST_03  C18  C14  C9   C13     0.00   0.0  0
 DBW  CONST_04  C18  C21  C17  C13     0.00   0.0  0
 DBW  CONST_05  C17  C13  C9   C14     0.00   0.0  0
 DBW  CONST_06  C17  C21  C18  C14     0.00   0.0  0
 DBW  CONST_07  O22  C17  C13  C7      0.00   0.0  0
 DBW  CONST_08  O22  C17  C13  C9    180.00   0.0  0
 DBW  CONST_09  O23  C21  C17  C13   180.00   0.0  0
 DBW  CONST_10  O23  C21  C18  C14   180.00   0.0  0
 DBW  CONST_11  O22  C17  C21  C18   180.00   0.0  0
 DBW  CONST_12  H14  C14  C9   C4      0.00   0.0  0
 DBW  CONST_13  H18  C18  C14  C9    180.00   0.0  0
 DBW  Var_01    C12  C6   C2   C1   -179.73  30.0  1
 DBW  Var_02    C13  C7   N3   C1    -43.52  30.0  1
 DBW  Var_03    C13  C9   C4   C1    -16.37  30.0  1
 DBW  Var_04    C9   C4   C1   C2   -166.62  30.0  1
 DBW  Var_05    C15  C10  C5   C2     -0.76  30.0  1
 DBW  Var_06    C15  C12  C6   C2     -1.86  30.0  1
 DBW  Var_07    C9   C13  C7   N3     37.19  30.0  1
 DBW  Var_08    C12  C15  C10  C5      0.93  30.0  1
 DBW  Var_09    C10  C15  C12  C6      0.47  30.0  1
 DBW  Var_10    O19  C20  O16  C12    21.16  30.0  1
 DBW  Var_11    O16  C20  O19  C15   -21.22  30.0  1

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
 DBW  plan-1  C1   0.020
 DBW  plan-1  C2   0.020
 DBW  plan-1  N3   0.020
 DBW  plan-1  C4   0.020
 DBW  plan-1  C5   0.020
 DBW  plan-1  C6   0.020
 DBW  plan-1  C7   0.020
 DBW  plan-1  C8   0.020
 DBW  plan-1  C10  0.020
 DBW  plan-1  C11  0.020
 DBW  plan-1  H8   0.020
 DBW  plan-1  H11  0.020
 DBW  plan-2  C4   0.020
 DBW  plan-2  C7   0.020
 DBW  plan-2  C9   0.020
 DBW  plan-2  C13  0.020
 DBW  plan-2  C14  0.020
 DBW  plan-2  C17  0.020
 DBW  plan-2  C18  0.020
 DBW  plan-2  C21  0.020
 DBW  plan-2  O22  0.020
 DBW  plan-2  O23  0.020
 DBW  plan-2  H14  0.020
 DBW  plan-2  H18  0.020

