# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Apr 13 19:50:57 2020
#   Inital geometry file: a 98 line input string
#   Ligand name: N-{2-[(2R)-4-amino-5,8-difluoro-1,2-dihydroquinazolin-2-yl]ethyl}furan-3-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: NC1=N[C@H](CCNC(=O)c2cocc2)Nc3c(F)ccc(F)c13
#
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
 A55  A55  N-{2-[(2R)-4-amino-5,8-difluoro-1,2-dihydroquinazolin-2-yl]ethyl}furan-3-carboxamide  ligand  37  23  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_A55
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
 A55  C2    C  CR16  0  -0.400  -5.4020  -1.4894  -0.0091
 A55  C1    C  CR16  0  -0.433  -5.7719  -0.1509   0.0733
 A55  C6    C  CR6   0   0.546  -4.7835   0.8068   0.0364
 A55  C5    C  CR66  0  -0.315  -3.4298   0.4992  -0.0731
 A55  C4    C  CR66  0   0.229  -3.0651  -0.8585  -0.1194
 A55  C3    C  CR6   0   0.473  -4.0748  -1.8213  -0.1036
 A55  F27   F  F     0  -0.318  -3.7055  -3.1147  -0.1654
 A55  N7    N  NR16  0  -0.698  -1.7433  -1.1814  -0.2077
 A55  C8    C  CR16  0   0.082  -0.8155  -0.2364   0.3957
 A55  N9    N  N     0  -0.445  -1.0910   1.1006  -0.0487
 A55  C10   C  CR6   0   0.457  -2.3098   1.4531  -0.2175
 A55  N11   N  NH2   0  -0.824  -2.5855   2.7457  -0.5409
 A55  C16   C  CH2   0  -0.493   0.6044  -0.6285   0.0146
 A55  C17   C  CH2   0  -0.247   1.6304   0.2514   0.7083
 A55  N18   N  NH1   0  -0.660   2.9719  -0.1542   0.3483
 A55  C20   C  C     0   0.504   4.0246   0.6803   0.3686
 A55  C21   C  CR5   0  -0.128   5.3195   0.1024  -0.0438
 A55  C23   C  CR15  0  -0.354   6.5955   0.7102   0.1827
 A55  C24   C  CR15  0   0.015   7.5058  -0.1175  -0.3711
 A55  O25   O  O     0  -0.385   6.8885  -1.1832  -0.9318
 A55  C26   C  CR15  0   0.008   5.5722  -1.0426  -0.7319
 A55  O22   O  O     0  -0.492   3.9437   1.8579   0.6945
 A55  F12   F  F     0  -0.309  -5.1632   2.0910   0.1146
 A55  H2    H  HCR6  0   0.296  -6.1528  -2.2679   0.0174
 A55  H1    H  HCR6  0   0.288  -6.8102   0.1339   0.1669
 A55  HN7   H  HNR6  0   0.389  -1.5173  -2.1528  -0.0543
 A55  H8    H  HCR6  0   0.217  -0.9013  -0.2794   1.4967
 A55  H111  H  HNH2  0   0.384  -1.7789   3.2943  -0.7955
 A55  H112  H  HNH2  0   0.392  -3.4052   2.9525  -1.0840
 A55  H161  H  HCH2  0   0.241   0.7680  -1.6751   0.2917
 A55  H162  H  HCH2  0   0.241   0.7146  -0.5539  -1.0701
 A55  H171  H  HCH2  0   0.248   1.4856   1.2891   0.4139
 A55  H172  H  HCH2  0   0.232   1.4915   0.2018   1.7941
 A55  H18   H  HNH1  0   0.401   3.1362  -1.1403   0.2226
 A55  H23   H  HCR5  0   0.268   6.7943   1.6352   0.6982
 A55  H24   H  HCR5  0   0.291   8.5803  -0.0867  -0.4460
 A55  H26   H  HCR5  0   0.297   4.9368  -1.8111  -1.1444

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
 A55  C2   C1    aromatic  1.391  0.020  1.391
 A55  C2   C3    aromatic  1.371  0.020  1.371
 A55  C2   H2    single    0.930  0.020  1.080
 A55  C1   C6    aromatic  1.377  0.020  1.377
 A55  C1   H1    single    0.930  0.020  1.080
 A55  C6   C5    aromatic  1.393  0.020  1.393
 A55  C6   F12   single    1.341  0.020  1.341
 A55  C5   C4    aromatic  1.407  0.020  1.407
 A55  C5   C10   single    1.478  0.020  1.478
 A55  C4   C3    aromatic  1.395  0.020  1.395
 A55  C4   N7    single    1.364  0.020  1.364
 A55  C3   F27   single    1.347  0.020  1.347
 A55  N7   C8    single    1.455  0.020  1.455
 A55  N7   HN7   single    0.890  0.020  1.040
 A55  C8   N9    single    1.436  0.020  1.436
 A55  C8   C16   single    1.522  0.020  1.522
 A55  C8   H8    single    0.970  0.020  1.090
 A55  N9   C10   double    1.280  0.020  1.280
 A55  C10  N11   single    1.361  0.020  1.361
 A55  N11  H111  single    0.890  0.020  1.040
 A55  N11  H112  single    0.890  0.020  1.040
 A55  C16  C17   single    1.519  0.020  1.519
 A55  C16  H161  single    0.970  0.020  1.090
 A55  C16  H162  single    0.970  0.020  1.090
 A55  C17  N18   single    1.447  0.020  1.447
 A55  C17  H171  single    0.970  0.020  1.090
 A55  C17  H172  single    0.970  0.020  1.090
 A55  N18  C20   single    1.344  0.020  1.344
 A55  N18  H18   single    0.860  0.020  1.020
 A55  C20  C21   single    1.477  0.020  1.477
 A55  C20  O22   double    1.225  0.020  1.225
 A55  C21  C23   aromatic  1.431  0.020  1.431
 A55  C21  C26   aromatic  1.359  0.020  1.359
 A55  C23  C24   aromatic  1.349  0.020  1.349
 A55  C23  H23   single    0.930  0.020  1.080
 A55  C24  O25   aromatic  1.353  0.020  1.353
 A55  C24  H24   single    0.930  0.020  1.080
 A55  O25  C26   aromatic  1.339  0.020  1.339
 A55  C26  H26   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
 A55  H2    C2   C3    119.95  3.000
 A55  H2    C2   C1    120.42  3.000
 A55  C3    C2   C1    119.62  3.000
 A55  H1    C1   C6    120.58  3.000
 A55  H1    C1   C2    120.94  3.000
 A55  C6    C1   C2    118.48  3.000
 A55  F12   C6   C5    119.42  3.000
 A55  F12   C6   C1    117.47  3.000
 A55  C5    C6   C1    123.11  3.000
 A55  C10   C5   C4    115.03  3.000
 A55  C10   C5   C6    126.99  3.000
 A55  C4    C5   C6    117.90  3.000
 A55  N7    C4   C3    122.61  3.000
 A55  N7    C4   C5    118.82  3.000
 A55  C3    C4   C5    118.55  3.000
 A55  F27   C3   C4    117.63  3.000
 A55  F27   C3   C2    120.07  3.000
 A55  C4    C3   C2    122.29  3.000
 A55  HN7   N7   C8    114.79  3.000
 A55  HN7   N7   C4    115.79  3.000
 A55  C8    N7   C4    115.94  3.000
 A55  H8    C8   C16   108.18  3.000
 A55  H8    C8   N9    109.25  3.000
 A55  C16   C8   N9    109.97  3.000
 A55  H8    C8   N7    109.77  3.000
 A55  C16   C8   N7    108.89  3.000
 A55  N9    C8   N7    110.73  3.000
 A55  C10   N9   C8    118.69  3.000
 A55  N11   C10  N9    119.07  3.000
 A55  N11   C10  C5    118.86  3.000
 A55  N9    C10  C5    122.06  3.000
 A55  H112  N11  H111  113.84  3.000
 A55  H112  N11  C10   119.29  3.000
 A55  H111  N11  C10   114.51  3.000
 A55  H162  C16  H161  107.54  3.000
 A55  H162  C16  C17   110.21  3.000
 A55  H161  C16  C17   109.71  3.000
 A55  H162  C16  C8    108.98  3.000
 A55  H161  C16  C8    108.81  3.000
 A55  C17   C16  C8    111.51  3.000
 A55  H172  C17  H171  107.12  3.000
 A55  H172  C17  N18   110.56  3.000
 A55  H171  C17  N18   108.87  3.000
 A55  H172  C17  C16   109.91  3.000
 A55  H171  C17  C16   109.81  3.000
 A55  N18   C17  C16   110.50  3.000
 A55  H18   N18  C20   118.82  3.000
 A55  H18   N18  C17   117.17  3.000
 A55  C20   N18  C17   123.27  3.000
 A55  O22   C20  C21   120.57  3.000
 A55  O22   C20  N18   123.34  3.000
 A55  C21   C20  N18   116.09  3.000
 A55  C26   C21  C23   105.79  3.000
 A55  C26   C21  C20   129.34  3.000
 A55  C23   C21  C20   124.84  3.000
 A55  H23   C23  C24   126.77  3.000
 A55  H23   C23  C21   127.21  3.000
 A55  C24   C23  C21   106.02  3.000
 A55  H24   C24  O25   116.66  3.000
 A55  H24   C24  C23   133.13  3.000
 A55  O25   C24  C23   110.21  3.000
 A55  C26   O25  C24   107.69  3.000
 A55  H26   C26  O25   116.55  3.000
 A55  H26   C26  C21   133.15  3.000
 A55  O25   C26  C21   110.29  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
 A55  CONST_01  C5    C6   C1   C2      0.00   0.0  0
 A55  CONST_02  C5    C4   C3   C2      0.00   0.0  0
 A55  CONST_03  C4    C3   C2   C1      0.00   0.0  0
 A55  CONST_04  C4    C5   C6   C1      0.00   0.0  0
 A55  CONST_05  C3    C2   C1   C6      0.00   0.0  0
 A55  CONST_06  C3    C4   C5   C6      0.00   0.0  0
 A55  CONST_07  O25   C24  C23  C21     0.00   0.0  0
 A55  CONST_08  C24   O25  C26  C21     0.00   0.0  0
 A55  CONST_09  O25   C26  C21  C23     0.00   0.0  0
 A55  CONST_10  C26   O25  C24  C23     0.00   0.0  0
 A55  CONST_11  C26   C21  C23  C24     0.00   0.0  0
 A55  CONST_12  C8    N9   C10  C5      0.00   0.0  0
 A55  CONST_13  F12   C6   C1   C2    180.00   0.0  0
 A55  CONST_14  F27   C3   C2   C1    180.00   0.0  0
 A55  CONST_15  F27   C3   C4   C5    180.00   0.0  0
 A55  CONST_16  F12   C6   C5   C4    180.00   0.0  0
 A55  CONST_17  N7    C4   C3   F27     0.00   0.0  0
 A55  CONST_18  F12   C6   C5   C10     0.00   0.0  0
 A55  CONST_19  C24   C23  C21  C20   180.00   0.0  0
 A55  CONST_20  O25   C26  C21  C20   180.00   0.0  0
 A55  CONST_21  N11   C10  N9   C8    180.00   0.0  0
 A55  CONST_22  H2    C2   C1   C6    180.00   0.0  0
 A55  CONST_23  H1    C1   C6   C5    180.00   0.0  0
 A55  CONST_24  H24   C24  C23  C21   180.00   0.0  0
 A55  CONST_25  H26   C26  C21  C23   180.00   0.0  0
 A55  CONST_26  H23   C23  C24  O25   180.00   0.0  0
 A55  CONST_27  H111  N11  C10  C5    180.00   0.0  0
 A55  CONST_29  C21   C20  N18  C17   180.00   0.0  0
 A55  CONST_30  H18   N18  C20  C21     0.00   0.0  0
 A55  CONST_31  O22   C20  N18  C17     0.00   0.0  0
 A55  Var_01    N9    C10  C5   C6    165.98  30.0  1
 A55  Var_02    C8    N7   C4   C5     29.47  30.0  1
 A55  Var_03    C23   C21  C20  N18  -165.42  30.0  2
 A55  Var_04    N18   C17  C16  C8    179.04  30.0  3
 A55  Var_05    C20   N18  C17  C16   153.97  30.0  3

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
 A55  chir_01  C8  N7  N9  C16  positiv

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
 A55  plan-1  C20   0.020
 A55  plan-1  C21   0.020
 A55  plan-1  C23   0.020
 A55  plan-1  C24   0.020
 A55  plan-1  O25   0.020
 A55  plan-1  C26   0.020
 A55  plan-1  H23   0.020
 A55  plan-1  H24   0.020
 A55  plan-1  H26   0.020
 A55  plan-2  C2    0.020
 A55  plan-2  C1    0.020
 A55  plan-2  C6    0.020
 A55  plan-2  C5    0.020
 A55  plan-2  C4    0.020
 A55  plan-2  C3    0.020
 A55  plan-2  F27   0.020
 A55  plan-2  N7    0.020
 A55  plan-2  C10   0.020
 A55  plan-2  F12   0.020
 A55  plan-2  H2    0.020
 A55  plan-2  H1    0.020
 A55  plan-3  C17   0.020
 A55  plan-3  N18   0.020
 A55  plan-3  C20   0.020
 A55  plan-3  C21   0.020
 A55  plan-3  O22   0.020
 A55  plan-3  H18   0.020
 A55  plan-4  C5    0.020
 A55  plan-4  C8    0.020
 A55  plan-4  N9    0.020
 A55  plan-4  C10   0.020
 A55  plan-4  N11   0.020
 A55  plan-4  H111  0.020
 A55  plan-4  H112  0.020

