# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Jul 21 10:01:35 2021
#   Inital geometry file: a 117 line input string
#   Ligand name: 5-(7-bromanyl-6-chloranyl-4-oxidanylidene-quinazolin-3-yl)pentyl (2~{S},3~{R})-2-azanyl-3-oxidanyl-butanoate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@@H](O)[C@H](N)C(=O)OCCCCCN1C=Nc2cc(Br)c(Cl)cc2C1=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
 FQU  FQU  '5-(7-bromanyl-6-chloranyl-4-oxidanylidene-quinazolin-3-yl)pentyl (2~{S},3~{R})-2-azanyl-3-oxidanyl-butanoate'  ligand  47  26  .  2022-03-18  2022-07-25
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_FQU
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
 FQU  C4   C   CR66  0   0.265  17.1162   0.7190  -20.1830
 FQU  C5   C   CR66  0  -0.102  16.1196   1.5347  -20.7300
 FQU  C6   C   CR16  0  -0.226  15.3500   1.0863  -21.8023
 FQU  C10  C   CR16  0   0.157  17.6740   2.3030  -18.6699
 FQU  C12  C   CR6   0   0.602  15.8963   2.8668  -20.1768
 FQU  C15  C   CH2   0  -0.458  17.4116   5.5495  -19.2912
 FQU  C1   C   CR6   0  -0.029  15.5640  -0.1672  -22.3275
 FQU  C2   C   CR6   0  -0.055  16.5602  -0.9927  -21.7798
 FQU  C3   C   CR16  0  -0.294  17.3259  -0.5560  -20.7226
 FQU  CL7  CL  CL    0  -0.087  14.6032  -0.6995  -23.6515
 FQU  BR8  BR  BR    0   0.020  16.8651  -2.7036  -22.4785
 FQU  N9   N   N     0  -0.465  17.8964   1.1283  -19.1322
 FQU  N11  N   NR6   0  -0.519  16.7319   3.1769  -19.1179
 FQU  O13  O   O     0  -0.444  15.0605   3.6513  -20.5842
 FQU  C16  C   CH2   0  -0.439  17.3099   6.9442  -18.6802
 FQU  C17  C   CH2   0  -0.490  15.8939   7.5171  -18.5963
 FQU  C18  C   CH2   0  -0.205  15.1034   7.4609  -19.8854
 FQU  O19  O   O2    0  -0.448  15.8413   8.1683  -20.8944
 FQU  C20  C   C     0   0.563  15.3765   8.1550  -22.1320
 FQU  C21  C   CH1   0  -0.216  16.2645   8.9192  -23.1067
 FQU  O22  O   O     0  -0.450  14.3627   7.5893  -22.4634
 FQU  C23  C   CH1   0   0.064  15.5816  10.2472  -23.4614
 FQU  C24  C   CH3   0  -0.705  15.2312  11.0674  -22.2263
 FQU  N25  N   NH2   0  -0.774  16.5436   8.1524  -24.3027
 FQU  O26  O   OH1   0  -0.663  16.4710  10.9434  -24.3035
 FQU  H1   H   HCR6  0   0.295  14.5858   1.7254  -22.2230
 FQU  H2   H   HCR6  0   0.298  18.2689   2.6631  -17.8384
 FQU  H3   H   HCH2  0   0.273  17.0284   4.4202  -17.4900
 FQU  H4   H   HCH2  0   0.271  15.5822   4.7538  -18.4165
 FQU  H5   H   HCH2  0   0.242  17.0652   5.5654  -20.3269
 FQU  H6   H   HCH2  0   0.250  18.4641   5.2568  -19.3243
 FQU  H7   H   HCR6  0   0.297  18.0962  -1.1815  -20.2919
 FQU  H8   H   HCH2  0   0.236  17.7363   6.9317  -17.6737
 FQU  H9   H   HCH2  0   0.241  17.9412   7.6169  -19.2638
 FQU  H10  H   HCH2  0   0.250  15.9475   8.5498  -18.2432
 FQU  H11  H   HCH2  0   0.241  15.3066   6.9791  -17.8470
 FQU  H12  H   HCH2  0   0.253  14.1250   7.9282  -19.7501
 FQU  H13  H   HCH2  0   0.239  14.9361   6.4309  -20.2094
 FQU  H14  H   HCH1  0   0.259  17.2126   9.1481  -22.6120
 FQU  H15  H   HCH1  0   0.203  14.6486  10.0095  -23.9949
 FQU  H16  H   HCH3  0   0.232  14.4625  10.5876  -21.6189
 FQU  H17  H   HCH3  0   0.232  16.1075  11.2368  -21.5982
 FQU  H18  H   HCH3  0   0.243  14.8307  12.0386  -22.5213
 FQU  H19  H   HNH2  0   0.355  17.0567   7.3128  -24.0664
 FQU  H20  H   HNH2  0   0.344  15.6778   7.8487  -24.7325
 FQU  H22  H   HOH1  0   0.450  16.0525  11.7725  -24.5550
 FQU  C14  C   CH2   0  -0.311  16.6372   4.5017  -18.5037

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
 FQU  O26  C23  single    1.409  0.020  1.409
 FQU  N25  C21  single    1.448  0.020  1.448
 FQU  CL7  C1   single    1.720  0.020  1.720
 FQU  C23  C21  single    1.535  0.020  1.535
 FQU  C23  C24  single    1.523  0.020  1.523
 FQU  BR8  C2   single    1.873  0.020  1.873
 FQU  C21  C20  single    1.524  0.020  1.524
 FQU  O22  C20  double    1.207  0.020  1.207
 FQU  C1   C2   aromatic  1.405  0.020  1.405
 FQU  C1   C6   aromatic  1.376  0.020  1.376
 FQU  C20  O19  single    1.322  0.020  1.322
 FQU  C2   C3   aromatic  1.376  0.020  1.376
 FQU  C6   C5   aromatic  1.394  0.020  1.394
 FQU  C3   C4   aromatic  1.400  0.020  1.400
 FQU  O19  C18  single    1.436  0.020  1.436
 FQU  C5   C4   aromatic  1.399  0.020  1.399
 FQU  C5   C12  single    1.460  0.020  1.460
 FQU  C4   N9   single    1.371  0.020  1.371
 FQU  O13  C12  double    1.217  0.020  1.217
 FQU  C18  C17  single    1.513  0.020  1.513
 FQU  C12  N11  single    1.384  0.020  1.384
 FQU  N9   C10  double    1.282  0.020  1.282
 FQU  C15  C16  single    1.526  0.020  1.526
 FQU  C15  C14  single    1.522  0.020  1.522
 FQU  N11  C10  single    1.361  0.020  1.361
 FQU  N11  C14  single    1.463  0.020  1.463
 FQU  C16  C17  single    1.530  0.020  1.530
 FQU  C6   H1   single    0.930  0.020  1.080
 FQU  C10  H2   single    0.930  0.020  1.080
 FQU  C14  H3   single    0.970  0.020  1.090
 FQU  C14  H4   single    0.970  0.020  1.090
 FQU  C15  H5   single    0.970  0.020  1.090
 FQU  C15  H6   single    0.970  0.020  1.090
 FQU  C3   H7   single    0.930  0.020  1.080
 FQU  C16  H8   single    0.970  0.020  1.090
 FQU  C16  H9   single    0.970  0.020  1.090
 FQU  C17  H10  single    0.970  0.020  1.090
 FQU  C17  H11  single    0.970  0.020  1.090
 FQU  C18  H12  single    0.970  0.020  1.090
 FQU  C18  H13  single    0.970  0.020  1.090
 FQU  C21  H14  single    0.970  0.020  1.090
 FQU  C23  H15  single    0.970  0.020  1.090
 FQU  C24  H16  single    0.970  0.020  1.090
 FQU  C24  H17  single    0.970  0.020  1.090
 FQU  C24  H18  single    0.970  0.020  1.090
 FQU  N25  H19  single    0.890  0.020  1.040
 FQU  N25  H20  single    0.890  0.020  1.040
 FQU  O26  H22  single    0.850  0.020  0.980

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
 FQU  N9   C4   C3   118.81  3.000
 FQU  N9   C4   C5   122.06  3.000
 FQU  C3   C4   C5   119.13  3.000
 FQU  C12  C5   C6   120.04  3.000
 FQU  C12  C5   C4   119.53  3.000
 FQU  C6   C5   C4   120.43  3.000
 FQU  H1   C6   C1   119.99  3.000
 FQU  H1   C6   C5   119.96  3.000
 FQU  C1   C6   C5   120.05  3.000
 FQU  H2   C10  N11  114.78  3.000
 FQU  H2   C10  N9   119.07  3.000
 FQU  N11  C10  N9   126.15  3.000
 FQU  O13  C12  N11  121.77  3.000
 FQU  N11  C12  C5   113.71  3.000
 FQU  O13  C12  C5   124.52  3.000
 FQU  H6   C15  H5   106.30  3.000
 FQU  H6   C15  C16  108.73  3.000
 FQU  H5   C15  C16  110.19  3.000
 FQU  H6   C15  C14  108.73  3.000
 FQU  H5   C15  C14  109.83  3.000
 FQU  C16  C15  C14  112.83  3.000
 FQU  CL7  C1   C2   120.95  3.000
 FQU  C2   C1   C6   119.79  3.000
 FQU  CL7  C1   C6   119.26  3.000
 FQU  BR8  C2   C3   119.06  3.000
 FQU  C3   C2   C1   120.49  3.000
 FQU  BR8  C2   C1   120.44  3.000
 FQU  H7   C3   C2   121.23  3.000
 FQU  H7   C3   C4   118.67  3.000
 FQU  C2   C3   C4   120.10  3.000
 FQU  C10  N9   C4   116.82  3.000
 FQU  C14  N11  C12  119.01  3.000
 FQU  C14  N11  C10  119.21  3.000
 FQU  C12  N11  C10  121.73  3.000
 FQU  H9   C16  H8   105.89  3.000
 FQU  H9   C16  C17  109.50  3.000
 FQU  H8   C16  C17  108.35  3.000
 FQU  H9   C16  C15  108.10  3.000
 FQU  H8   C16  C15  109.40  3.000
 FQU  C17  C16  C15  115.21  3.000
 FQU  H11  C17  H10  105.66  3.000
 FQU  H11  C17  C18  106.55  3.000
 FQU  H10  C17  C18  109.63  3.000
 FQU  H11  C17  C16  110.52  3.000
 FQU  H10  C17  C16  109.04  3.000
 FQU  C18  C17  C16  115.01  3.000
 FQU  H13  C18  H12  107.62  3.000
 FQU  H13  C18  O19  109.55  3.000
 FQU  H12  C18  O19  109.66  3.000
 FQU  H13  C18  C17  111.57  3.000
 FQU  H12  C18  C17  110.27  3.000
 FQU  O19  C18  C17  108.17  3.000
 FQU  C20  O19  C18  118.17  3.000
 FQU  O22  C20  C21  123.27  3.000
 FQU  O22  C20  O19  123.84  3.000
 FQU  C21  C20  O19  112.88  3.000
 FQU  H14  C21  N25  108.50  3.000
 FQU  H14  C21  C23  108.01  3.000
 FQU  N25  C21  C23  110.68  3.000
 FQU  H14  C21  C20  108.71  3.000
 FQU  C23  C21  C20  108.81  3.000
 FQU  N25  C21  C20  112.03  3.000
 FQU  H15  C23  O26  110.62  3.000
 FQU  H15  C23  C24  108.31  3.000
 FQU  O26  C23  C24  111.33  3.000
 FQU  H15  C23  C21  107.59  3.000
 FQU  C24  C23  C21  112.38  3.000
 FQU  O26  C23  C21  106.55  3.000
 FQU  H18  C24  H17  108.19  3.000
 FQU  H18  C24  H16  106.46  3.000
 FQU  H17  C24  H16  108.28  3.000
 FQU  H18  C24  C23  110.15  3.000
 FQU  H17  C24  C23  111.44  3.000
 FQU  H16  C24  C23  112.13  3.000
 FQU  H20  N25  H19  106.48  3.000
 FQU  H20  N25  C21  110.14  3.000
 FQU  H19  N25  C21  110.14  3.000
 FQU  H22  O26  C23  107.91  3.000
 FQU  H4   C14  H3   106.91  3.000
 FQU  H4   C14  N11  107.82  3.000
 FQU  H3   C14  N11  107.43  3.000
 FQU  H4   C14  C15  112.04  3.000
 FQU  H3   C14  C15  110.49  3.000
 FQU  N11  C14  C15  111.91  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
 FQU  CONST_01  C1   C2   C3   C4      0.00   0.0  0
 FQU  CONST_02  C1   C6   C5   C4      0.00   0.0  0
 FQU  CONST_03  C2   C1   C6   C5      0.00   0.0  0
 FQU  CONST_04  C2   C3   C4   C5      0.00   0.0  0
 FQU  CONST_05  C3   C2   C1   C6      0.00   0.0  0
 FQU  CONST_06  C3   C4   C5   C6      0.00   0.0  0
 FQU  CONST_07  N11  C10  N9   C4      0.00   0.0  0
 FQU  CONST_08  C10  N11  C12  C5      0.00   0.0  0
 FQU  CONST_09  N9   C10  N11  C12     0.00   0.0  0
 FQU  CONST_10  BR8  C2   C3   C4    180.00   0.0  0
 FQU  CONST_11  CL7  C1   C6   C5    180.00   0.0  0
 FQU  CONST_12  BR8  C2   C1   C6    180.00   0.0  0
 FQU  CONST_13  CL7  C1   C2   C3    180.00   0.0  0
 FQU  CONST_14  C14  N11  C12  C5    180.00   0.0  0
 FQU  CONST_15  O13  C12  N11  C10   180.00   0.0  0
 FQU  CONST_16  N9   C10  N11  C14   180.00   0.0  0
 FQU  CONST_17  H1   C6   C5   C4    180.00   0.0  0
 FQU  CONST_18  H7   C3   C4   C5    180.00   0.0  0
 FQU  CONST_19  H2   C10  N9   C4    180.00   0.0  0
 FQU  CONST_20  O13  C12  N11  C14     0.00   0.0  0
 FQU  Var_01    C15  C14  N11  C10    95.53  30.0  3
 FQU  Var_02    C16  C15  C14  N11   179.14  30.0  1
 FQU  Var_03    C17  C16  C15  C14   -60.80  30.0  3
 FQU  Var_04    C18  C17  C16  C15   -50.61  30.0  3
 FQU  Var_05    O19  C18  C17  C16   -57.59  30.0  1
 FQU  Var_06    C21  C20  O19  C18  -178.93  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
 FQU  chir_01  C21  N25  C23  C20  negativ
 FQU  chir_02  C23  O26  C21  C24  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
 FQU  plan-1  C4   0.020
 FQU  plan-1  C5   0.020
 FQU  plan-1  C6   0.020
 FQU  plan-1  C10  0.020
 FQU  plan-1  C12  0.020
 FQU  plan-1  C1   0.020
 FQU  plan-1  C2   0.020
 FQU  plan-1  C3   0.020
 FQU  plan-1  CL7  0.020
 FQU  plan-1  BR8  0.020
 FQU  plan-1  N9   0.020
 FQU  plan-1  N11  0.020
 FQU  plan-1  O13  0.020
 FQU  plan-1  H1   0.020
 FQU  plan-1  H2   0.020
 FQU  plan-1  H7   0.020
 FQU  plan-1  C14  0.020
 FQU  plan-2  O19  0.020
 FQU  plan-2  C20  0.020
 FQU  plan-2  C21  0.020
 FQU  plan-2  O22  0.020

