# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Aug  2 16:58:23 2022
#   Inital geometry file: a 115 line input string
#   Ligand name: 2-[4-[(2~{S})-3-(6-chloranyl-4-oxidanylidene-quinazolin-3-yl)-2-oxidanyl-propoxy]phenyl]ethanenitrile
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: O[C@H](COc1ccc(CC#N)cc1)CN2C=Nc3ccc(Cl)cc3C2=O
#
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
 V0E  V0E  "2-[4-[(2S)-3-(6-chloro-4-oxoquinazolin-3-yl)-2-hydroxypropoxy]phenyl]acetonitrile"
  ligand  42  26  .  2022-08-11  2022-08-11
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_V0E
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
 V0E  C1   C   CSP   0   0.136  -51.9839  -8.1723  12.8684
 V0E  C2   C   CH2   0  -0.626  -51.7125  -7.3964  11.6652
 V0E  C3   C   CR6   0   0.085  -52.7264  -6.2927  11.4777
 V0E  C4   C   CR16  0  -0.261  -53.9804  -6.5669  10.9355
 V0E  C5   C   CR16  0  -0.331  -54.9150  -5.5642  10.7660
 V0E  C7   C   CH2   0  -0.195  -55.3474  -1.9952  11.3194
 V0E  C9   C   CH2   0  -0.371  -56.5117   0.2487  11.3918
 V0E  C11  C   CR66  0   0.253  -53.8194   2.3712   9.0269
 V0E  C12  C   CR16  0  -0.314  -52.9549   3.0920   8.1926
 V0E  C13  C   CR16  0  -0.192  -51.6748   3.3833   8.6015
 V0E  C15  C   CR16  0  -0.233  -52.0584   2.2457  10.6981
 V0E  C16  C   CR66  0  -0.098  -53.3586   1.9514  10.2804
 V0E  C19  C   CR16  0  -0.273  -52.4365  -4.9890  11.8472
 V0E  N1   N   NS    0  -0.273  -52.2118  -8.7763  13.8208
 V0E  C6   C   CR6   0   0.387  -54.6133  -4.2529  11.1394
 V0E  O1   O   O2    0  -0.481  -55.5796  -3.3377  10.9332
 V0E  C8   C   CH1   0   0.025  -56.6147  -1.2222  10.9925
 V0E  O2   O   OH1   0  -0.657  -57.7229  -1.7167  11.7000
 V0E  N2   N   NR6   0  -0.524  -55.5086   0.9790  10.6254
 V0E  C10  C   CR16  0   0.152  -55.8529   1.4442   9.3886
 V0E  N3   N   N     0  -0.456  -55.0959   2.1024   8.5955
 V0E  C14  C   CR6   0  -0.043  -51.2342   2.9568   9.8581
 V0E  CL1  CL  CL    0  -0.114  -49.6217   3.3378  10.3545
 V0E  C17  C   CR6   0   0.596  -54.2468   1.1944  11.1579
 V0E  O3   O   O     0  -0.444  -53.9359   0.7781  12.2573
 V0E  C18  C   CR16  0  -0.365  -53.3643  -3.9668  11.6827
 V0E  H2   H   HCH2  0   0.327  -51.7139  -8.0827  10.8155
 V0E  H1   H   HCH2  0   0.327  -50.7017  -6.9921  11.7449
 V0E  H3   H   HCR6  0   0.261  -54.2313  -7.5781  10.6374
 V0E  H4   H   HCR6  0   0.265  -55.8847  -5.7880  10.3393
 V0E  H5   H   HCH2  0   0.234  -55.1319  -1.9303  12.3920
 V0E  H6   H   HCH2  0   0.233  -54.4935  -1.5869  10.7696
 V0E  H9   H   HCH2  0   0.297  -57.4773   0.7244  11.2192
 V0E  H12  H   HCR6  0   0.279  -53.3089   3.4183   7.2237
 V0E  H13  H   HCR6  0   0.291  -51.0112   3.9410   7.9547
 V0E  H14  H   HCR6  0   0.287  -51.7129   1.9165  11.6688
 V0E  H16  H   HCR6  0   0.263  -51.4679  -4.7502  12.2696
 V0E  H7   H   HCH1  0   0.227  -56.7821  -1.2780   9.9061
 V0E  H8   H   HOH1  0   0.457  -57.8762  -2.6296  11.4361
 V0E  H11  H   HCR6  0   0.300  -56.8704   1.2228   9.0843
 V0E  H15  H   HCR6  0   0.283  -53.0911  -2.9631  11.9787
 V0E  H10  H   HCH2  0   0.288  -56.2825   0.3466  12.4514

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
 V0E  N3   C10  double    1.279  0.020  1.279
 V0E  N3   C11  single    1.374  0.020  1.374
 V0E  C12  C11  aromatic  1.401  0.020  1.401
 V0E  C12  C13  aromatic  1.375  0.020  1.375
 V0E  C10  N2   single    1.365  0.020  1.365
 V0E  C11  C16  aromatic  1.400  0.020  1.400
 V0E  C13  C14  aromatic  1.398  0.020  1.398
 V0E  C19  C18  aromatic  1.390  0.020  1.390
 V0E  C19  C3   aromatic  1.386  0.020  1.386
 V0E  N2   C9   single    1.458  0.020  1.458
 V0E  N2   C17  single    1.386  0.020  1.386
 V0E  C18  C6   aromatic  1.392  0.020  1.392
 V0E  C2   C3   single    1.510  0.020  1.510
 V0E  C2   C1   single    1.457  0.020  1.457
 V0E  C16  C17  single    1.460  0.020  1.460
 V0E  C16  C15  aromatic  1.397  0.020  1.397
 V0E  C14  C15  aromatic  1.375  0.020  1.375
 V0E  C14  CL1  single    1.730  0.020  1.730
 V0E  C9   C8   single    1.528  0.020  1.528
 V0E  C3   C4   aromatic  1.393  0.020  1.393
 V0E  C17  O3   double    1.216  0.020  1.216
 V0E  C6   O1   single    1.347  0.020  1.347
 V0E  C6   C5   aromatic  1.396  0.020  1.396
 V0E  O1   C7   single    1.416  0.020  1.416
 V0E  C8   C7   single    1.520  0.020  1.520
 V0E  C8   O2   single    1.405  0.020  1.405
 V0E  C4   C5   aromatic  1.381  0.020  1.381
 V0E  C1   N1   triple    1.151  0.020  1.151
 V0E  C2   H2   single    0.970  0.020  1.090
 V0E  C2   H1   single    0.970  0.020  1.090
 V0E  C4   H3   single    0.930  0.020  1.080
 V0E  C5   H4   single    0.930  0.020  1.080
 V0E  C7   H5   single    0.970  0.020  1.090
 V0E  C7   H6   single    0.970  0.020  1.090
 V0E  C9   H10  single    0.970  0.020  1.090
 V0E  C9   H9   single    0.970  0.020  1.090
 V0E  C12  H12  single    0.930  0.020  1.080
 V0E  C13  H13  single    0.930  0.020  1.080
 V0E  C15  H14  single    0.930  0.020  1.080
 V0E  C19  H16  single    0.930  0.020  1.080
 V0E  C8   H7   single    0.970  0.020  1.090
 V0E  O2   H8   single    0.850  0.020  0.980
 V0E  C10  H11  single    0.930  0.020  1.080
 V0E  C18  H15  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
 V0E  N1   C1   C2   180.00  3.000
 V0E  H1   C2   H2   106.90  3.000
 V0E  H1   C2   C3   111.10  3.000
 V0E  H2   C2   C3   111.21  3.000
 V0E  H1   C2   C1   108.02  3.000
 V0E  H2   C2   C1   107.91  3.000
 V0E  C3   C2   C1   111.50  3.000
 V0E  C19  C3   C4   118.50  3.000
 V0E  C4   C3   C2   120.57  3.000
 V0E  C19  C3   C2   120.93  3.000
 V0E  H3   C4   C5   119.14  3.000
 V0E  H3   C4   C3   119.94  3.000
 V0E  C5   C4   C3   120.92  3.000
 V0E  H4   C5   C6   119.53  3.000
 V0E  H4   C5   C4   120.28  3.000
 V0E  C6   C5   C4   120.18  3.000
 V0E  H6   C7   H5   108.43  3.000
 V0E  H6   C7   C8   110.65  3.000
 V0E  H5   C7   C8   110.14  3.000
 V0E  H6   C7   O1   110.15  3.000
 V0E  H5   C7   O1   110.81  3.000
 V0E  C8   C7   O1   106.67  3.000
 V0E  H9   C9   H10  107.54  3.000
 V0E  H9   C9   N2   107.91  3.000
 V0E  H10  C9   N2   108.76  3.000
 V0E  H9   C9   C8   108.61  3.000
 V0E  H10  C9   C8   110.80  3.000
 V0E  N2   C9   C8   113.03  3.000
 V0E  N3   C11  C16  121.89  3.000
 V0E  C16  C11  C12  118.96  3.000
 V0E  N3   C11  C12  119.14  3.000
 V0E  H12  C12  C13  120.47  3.000
 V0E  H12  C12  C11  119.11  3.000
 V0E  C13  C12  C11  120.42  3.000
 V0E  H13  C13  C14  120.10  3.000
 V0E  H13  C13  C12  120.17  3.000
 V0E  C14  C13  C12  119.73  3.000
 V0E  H14  C15  C14  120.95  3.000
 V0E  H14  C15  C16  120.10  3.000
 V0E  C14  C15  C16  118.95  3.000
 V0E  C17  C16  C15  119.71  3.000
 V0E  C15  C16  C11  120.73  3.000
 V0E  C17  C16  C11  119.56  3.000
 V0E  H16  C19  C18  118.74  3.000
 V0E  H16  C19  C3   119.89  3.000
 V0E  C18  C19  C3   121.37  3.000
 V0E  C18  C6   O1   124.33  3.000
 V0E  O1   C6   C5   116.24  3.000
 V0E  C18  C6   C5   119.43  3.000
 V0E  C6   O1   C7   119.00  3.000
 V0E  H7   C8   O2   111.05  3.000
 V0E  H7   C8   C9   108.49  3.000
 V0E  O2   C8   C9   105.10  3.000
 V0E  H7   C8   C7   108.26  3.000
 V0E  O2   C8   C7   111.74  3.000
 V0E  C9   C8   C7   112.17  3.000
 V0E  H8   O2   C8   108.75  3.000
 V0E  C17  N2   C10  121.63  3.000
 V0E  C17  N2   C9   120.13  3.000
 V0E  C10  N2   C9   118.24  3.000
 V0E  H11  C10  N3   119.10  3.000
 V0E  H11  C10  N2   114.90  3.000
 V0E  N3   C10  N2   126.00  3.000
 V0E  C10  N3   C11  117.12  3.000
 V0E  CL1  C14  C15  119.83  3.000
 V0E  CL1  C14  C13  118.98  3.000
 V0E  C15  C14  C13  121.19  3.000
 V0E  O3   C17  N2   121.79  3.000
 V0E  O3   C17  C16  124.42  3.000
 V0E  N2   C17  C16  113.79  3.000
 V0E  H15  C18  C6   121.63  3.000
 V0E  H15  C18  C19  118.77  3.000
 V0E  C6   C18  C19  119.60  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
 V0E  CONST_01  C6   C18  C19  C3      0.00   0.0  0
 V0E  CONST_02  C6   C5   C4   C3      0.00   0.0  0
 V0E  CONST_03  C18  C19  C3   C4      0.00   0.0  0
 V0E  CONST_04  C18  C6   C5   C4      0.00   0.0  0
 V0E  CONST_05  C19  C18  C6   C5      0.00   0.0  0
 V0E  CONST_06  C19  C3   C4   C5      0.00   0.0  0
 V0E  CONST_07  C14  C13  C12  C11     0.00   0.0  0
 V0E  CONST_08  C14  C15  C16  C11     0.00   0.0  0
 V0E  CONST_09  C15  C16  C11  C12     0.00   0.0  0
 V0E  CONST_10  C15  C14  C13  C12     0.00   0.0  0
 V0E  CONST_11  C16  C11  C12  C13     0.00   0.0  0
 V0E  CONST_12  C16  C15  C14  C13     0.00   0.0  0
 V0E  CONST_13  N2   C10  N3   C11     0.00   0.0  0
 V0E  CONST_14  C10  N2   C17  C16     0.00   0.0  0
 V0E  CONST_15  C17  N2   C10  N3      0.00   0.0  0
 V0E  CONST_16  C18  C19  C3   C2    180.00   0.0  0
 V0E  CONST_17  C5   C4   C3   C2    180.00   0.0  0
 V0E  CONST_18  O1   C6   C5   C4    180.00   0.0  0
 V0E  CONST_19  CL1  C14  C13  C12   180.00   0.0  0
 V0E  CONST_20  CL1  C14  C15  C16   180.00   0.0  0
 V0E  CONST_21  O1   C6   C18  C19   180.00   0.0  0
 V0E  CONST_22  N3   C10  N2   C9    180.00   0.0  0
 V0E  CONST_23  C16  C17  N2   C9    180.00   0.0  0
 V0E  CONST_24  O3   C17  N2   C10   180.00   0.0  0
 V0E  CONST_25  H15  C18  C19  C3    180.00   0.0  0
 V0E  CONST_26  H4   C5   C4   C3    180.00   0.0  0
 V0E  CONST_27  H16  C19  C3   C4    180.00   0.0  0
 V0E  CONST_28  H15  C18  C6   C5    180.00   0.0  0
 V0E  CONST_29  H13  C13  C12  C11   180.00   0.0  0
 V0E  CONST_30  H14  C15  C16  C11   180.00   0.0  0
 V0E  CONST_31  H14  C15  C14  C13   180.00   0.0  0
 V0E  CONST_32  H13  C13  C14  C15   180.00   0.0  0
 V0E  CONST_33  H12  C12  C11  C16   180.00   0.0  0
 V0E  CONST_34  H3   C4   C3   C19   180.00   0.0  0
 V0E  CONST_35  H16  C19  C18  C6    180.00   0.0  0
 V0E  CONST_36  H3   C4   C5   C6    180.00   0.0  0
 V0E  CONST_37  H12  C12  C11  N3      0.00   0.0  0
 V0E  CONST_38  H12  C12  C13  C14   180.00   0.0  0
 V0E  CONST_39  H14  C15  C16  C17     0.00   0.0  0
 V0E  CONST_40  H4   C5   C6   C18   180.00   0.0  0
 V0E  CONST_41  H11  C10  N3   C11   180.00   0.0  0
 V0E  CONST_42  H11  C10  N2   C17   180.00   0.0  0
 V0E  CONST_43  O3   C17  N2   C9      0.00   0.0  0
 V0E  CONST_44  H11  C10  N2   C9      0.00   0.0  0
 V0E  Var_01    C19  C3   C2   C1     99.47  30.0  2
 V0E  Var_02    C4   C3   C2   C1    -80.12  30.0  2
 V0E  Var_03    C7   O1   C6   C5    178.55  30.0  2
 V0E  Var_04    C18  C6   O1   C7     -1.80  30.0  2
 V0E  Var_05    C10  N2   C9   C8     82.15  30.0  2
 V0E  Var_06    C17  N2   C9   C8    -98.30  30.0  2
 V0E  Var_07    H2   C2   C3   C4     40.38  30.0  3
 V0E  Var_08    H1   C2   C3   C4    159.32  30.0  3
 V0E  Var_09    H2   C2   C3   C19  -140.03  30.0  3
 V0E  Var_10    H1   C2   C3   C19   -21.08  30.0  3
 V0E  Var_11    H10  C9   N2   C10  -154.35  30.0  3
 V0E  Var_12    H9   C9   N2   C10   -37.97  30.0  3
 V0E  Var_13    H10  C9   N2   C17    25.20  30.0  3
 V0E  Var_14    H9   C9   N2   C17   141.58  30.0  3
 V0E  Var_15    N1   C1   C2   C3      4.79  30.0  3
 V0E  Var_16    C8   C7   O1   C6   -178.73  30.0  3
 V0E  Var_17    H5   C7   O1   C6    -58.84  30.0  3
 V0E  Var_18    H6   C7   O1   C6     61.14  30.0  3
 V0E  Var_19    H2   C2   C1   N1   -117.62  30.0  1
 V0E  Var_20    H1   C2   C1   N1    127.14  30.0  1

loop_
_chem_comp_chir.comp_id
_chem_comp_chir.id
_chem_comp_chir.atom_id_centre
_chem_comp_chir.atom_id_1
_chem_comp_chir.atom_id_2
_chem_comp_chir.atom_id_3
_chem_comp_chir.volume_sign
 V0E  chir_01  C8  C9  C7  O2  negativ

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
 V0E  plan-1  C2   0.020
 V0E  plan-1  C3   0.020
 V0E  plan-1  C4   0.020
 V0E  plan-1  C5   0.020
 V0E  plan-1  C19  0.020
 V0E  plan-1  C6   0.020
 V0E  plan-1  O1   0.020
 V0E  plan-1  C18  0.020
 V0E  plan-1  H3   0.020
 V0E  plan-1  H4   0.020
 V0E  plan-1  H16  0.020
 V0E  plan-1  H15  0.020
 V0E  plan-2  C9   0.020
 V0E  plan-2  C11  0.020
 V0E  plan-2  C12  0.020
 V0E  plan-2  C13  0.020
 V0E  plan-2  C15  0.020
 V0E  plan-2  C16  0.020
 V0E  plan-2  N2   0.020
 V0E  plan-2  C10  0.020
 V0E  plan-2  N3   0.020
 V0E  plan-2  C14  0.020
 V0E  plan-2  CL1  0.020
 V0E  plan-2  C17  0.020
 V0E  plan-2  O3   0.020
 V0E  plan-2  H12  0.020
 V0E  plan-2  H13  0.020
 V0E  plan-2  H14  0.020
 V0E  plan-2  H11  0.020

