# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Jul 30 18:02:18 2022
#   Inital geometry file: a 94 line input string
#   Ligand name: 7-[(2-fluorophenyl)methyl]pyrrolo[3,2-f]quinazoline-1,3-diamine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Nc1nc(N)c2c(ccc3n(Cc4ccccc4F)ccc23)n1
#
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
 D4C  D4C  "7-[(2-fluorophenyl)methyl]pyrrolo[3,2-f]quinazoline-1,3-diamine"
  ligand  37  23  .  2022-08-10  2022-08-10
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_D4C
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
 D4C  C4   C  CR16  0  -0.248  -12.6641  30.7618  -6.4099
 D4C  C5   C  CR16  0  -0.253  -13.5478  29.9214  -5.7491
 D4C  C6   C  CR16  0  -0.267  -13.2203  28.5874  -5.5432
 D4C  C10  C  CR16  0  -0.356  -14.9815  24.9779  -8.1202
 D4C  C13  C  CR56  0   0.102  -14.6018  24.6056  -5.3581
 D4C  C17  C  CR15  0  -0.487  -14.1055  24.6873  -4.0219
 D4C  C20  C  CR6   0   0.506  -17.9047  23.1081  -7.3109
 D4C  C1   C  CR6   0  -0.126  -12.0107  28.0680  -5.9916
 D4C  C11  C  CR16  0  -0.279  -13.8693  25.5092  -7.5315
 D4C  C12  C  CR56  0   0.325  -13.6919  25.3208  -6.1535
 D4C  C14  C  CR66  0  -0.116  -15.7366  24.0231  -5.9907
 D4C  C16  C  CR15  0  -0.017  -12.9464  25.4143  -4.0694
 D4C  C18  C  CR6   0   0.432  -16.7301  23.2084  -5.3597
 D4C  C2   C  CR6   0   0.532  -11.1526  28.9394  -6.6461
 D4C  C3   C  CR16  0  -0.403  -11.4490  30.2688  -6.8659
 D4C  C9   C  CR66  0   0.234  -15.9392  24.2395  -7.3702
 D4C  F7   F  F     0  -0.313   -9.9732  28.4606  -7.0825
 D4C  N15  N  NR5   0  -0.517  -12.6856  25.7871  -5.3508
 D4C  N19  N  N     0  -0.499  -17.7942  22.7856  -6.0100
 D4C  N21  N  N     0  -0.522  -17.0267  23.7743  -8.0270
 D4C  N23  N  NH2   0  -0.826  -19.0552  22.7126  -7.9172
 D4C  H1   H  HCR6  0   0.267  -12.9139  31.8017  -6.5728
 D4C  H2   H  HCR6  0   0.261  -14.4955  30.3009  -5.3915
 D4C  H3   H  HCR6  0   0.269  -13.9210  27.9455  -5.0247
 D4C  H4   H  HCH2  0   0.284  -11.1731  26.2147  -6.6944
 D4C  H5   H  HCH2  0   0.299  -10.8154  26.5705  -5.0234
 D4C  H6   H  HCR6  0   0.250  -15.1625  25.1146  -9.1781
 D4C  H7   H  HCR5  0   0.243  -14.5298  24.3005  -3.1107
 D4C  H8   H  HCR6  0   0.271  -13.1539  26.0729  -8.1174
 D4C  H9   H  HCR5  0   0.290  -12.2796  25.6956  -3.2692
 D4C  H10  H  HCR6  0   0.279  -10.7420  30.9043  -7.3833
 D4C  H11  H  HNH2  0   0.392  -17.2866  22.1670  -3.7337
 D4C  H12  H  HNH2  0   0.405  -15.7243  22.8083  -3.6285
 D4C  H13  H  HNH2  0   0.383  -19.0622  22.7058  -8.9231
 D4C  H14  H  HNH2  0   0.384  -19.5806  21.9766  -7.4769
 D4C  C8   C  CH2   0  -0.353  -11.6006  26.6295  -5.7794
 D4C  N22  N  NH2   0  -0.827  -16.6302  22.8587  -4.0597

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
 D4C  C10  C11  aromatic  1.366  0.020  1.366
 D4C  C10  C9   aromatic  1.423  0.020  1.423
 D4C  N23  C20  single    1.359  0.020  1.359
 D4C  N21  C9   aromatic  1.353  0.020  1.353
 D4C  N21  C20  aromatic  1.314  0.020  1.314
 D4C  C11  C12  aromatic  1.402  0.020  1.402
 D4C  C9   C14  aromatic  1.411  0.020  1.411
 D4C  C20  N19  aromatic  1.345  0.020  1.345
 D4C  F7   C2   single    1.346  0.020  1.346
 D4C  C3   C2   aromatic  1.380  0.020  1.380
 D4C  C3   C4   aromatic  1.388  0.020  1.388
 D4C  C2   C1   aromatic  1.387  0.020  1.387
 D4C  C4   C5   aromatic  1.387  0.020  1.387
 D4C  C12  C13  aromatic  1.404  0.020  1.404
 D4C  C12  N15  aromatic  1.369  0.020  1.369
 D4C  C14  C13  aromatic  1.424  0.020  1.424
 D4C  C14  C18  aromatic  1.431  0.020  1.431
 D4C  C1   C8   single    1.511  0.020  1.511
 D4C  C1   C6   aromatic  1.391  0.020  1.391
 D4C  N19  C18  aromatic  1.317  0.020  1.317
 D4C  C5   C6   aromatic  1.389  0.020  1.389
 D4C  C8   N15  single    1.439  0.020  1.439
 D4C  C13  C17  aromatic  1.428  0.020  1.428
 D4C  C18  N22  single    1.350  0.020  1.350
 D4C  N15  C16  aromatic  1.360  0.020  1.360
 D4C  C16  C17  aromatic  1.369  0.020  1.369
 D4C  C4   H1   single    0.930  0.020  1.080
 D4C  C5   H2   single    0.930  0.020  1.080
 D4C  C6   H3   single    0.930  0.020  1.080
 D4C  C8   H4   single    0.970  0.020  1.090
 D4C  C8   H5   single    0.970  0.020  1.090
 D4C  C10  H6   single    0.930  0.020  1.080
 D4C  C17  H7   single    0.930  0.020  1.080
 D4C  C11  H8   single    0.930  0.020  1.080
 D4C  C16  H9   single    0.930  0.020  1.080
 D4C  C3   H10  single    0.930  0.020  1.080
 D4C  N22  H11  single    0.890  0.020  1.040
 D4C  N22  H12  single    0.890  0.020  1.040
 D4C  N23  H13  single    0.890  0.020  1.040
 D4C  N23  H14  single    0.890  0.020  1.040

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
 D4C  H1   C4   C3   119.60  3.000
 D4C  H1   C4   C5   120.47  3.000
 D4C  C3   C4   C5   119.93  3.000
 D4C  H2   C5   C6   119.65  3.000
 D4C  H2   C5   C4   120.20  3.000
 D4C  C6   C5   C4   120.15  3.000
 D4C  H3   C6   C1   119.74  3.000
 D4C  H3   C6   C5   119.19  3.000
 D4C  C1   C6   C5   121.07  3.000
 D4C  H6   C10  C9   117.93  3.000
 D4C  H6   C10  C11  120.56  3.000
 D4C  C9   C10  C11  121.51  3.000
 D4C  C14  C13  C12  118.24  3.000
 D4C  C14  C13  C17  135.75  3.000
 D4C  C12  C13  C17  106.01  3.000
 D4C  H7   C17  C16  123.62  3.000
 D4C  H7   C17  C13  129.37  3.000
 D4C  C16  C17  C13  106.99  3.000
 D4C  N23  C20  N21  118.03  3.000
 D4C  N21  C20  N19  126.42  3.000
 D4C  N23  C20  N19  115.55  3.000
 D4C  C2   C1   C8   119.77  3.000
 D4C  C8   C1   C6   123.12  3.000
 D4C  C2   C1   C6   117.11  3.000
 D4C  H8   C11  C12  121.20  3.000
 D4C  H8   C11  C10  120.47  3.000
 D4C  C12  C11  C10  118.32  3.000
 D4C  N15  C12  C11  128.57  3.000
 D4C  N15  C12  C13  108.52  3.000
 D4C  C11  C12  C13  122.90  3.000
 D4C  C9   C14  C18  114.75  3.000
 D4C  C18  C14  C13  126.17  3.000
 D4C  C9   C14  C13  119.08  3.000
 D4C  H9   C16  N15  120.59  3.000
 D4C  H9   C16  C17  129.49  3.000
 D4C  N15  C16  C17  109.92  3.000
 D4C  N22  C18  N19  116.88  3.000
 D4C  N22  C18  C14  121.38  3.000
 D4C  N19  C18  C14  121.73  3.000
 D4C  F7   C2   C3   118.65  3.000
 D4C  C3   C2   C1   123.20  3.000
 D4C  F7   C2   C1   118.15  3.000
 D4C  H10  C3   C2   120.11  3.000
 D4C  H10  C3   C4   121.35  3.000
 D4C  C2   C3   C4   118.55  3.000
 D4C  N21  C9   C14  122.50  3.000
 D4C  C14  C9   C10  119.89  3.000
 D4C  N21  C9   C10  117.61  3.000
 D4C  C16  N15  C12  108.55  3.000
 D4C  C16  N15  C8   125.86  3.000
 D4C  C12  N15  C8   125.38  3.000
 D4C  C18  N19  C20  117.85  3.000
 D4C  C9   N21  C20  116.53  3.000
 D4C  H14  N23  H13  115.42  3.000
 D4C  H14  N23  C20  117.37  3.000
 D4C  H13  N23  C20  116.99  3.000
 D4C  H5   C8   H4   106.15  3.000
 D4C  H5   C8   N15  107.73  3.000
 D4C  H4   C8   N15  108.81  3.000
 D4C  H5   C8   C1   110.12  3.000
 D4C  H4   C8   C1   110.51  3.000
 D4C  N15  C8   C1   113.24  3.000
 D4C  H12  N22  H11  114.46  3.000
 D4C  H12  N22  C18  119.54  3.000
 D4C  H11  N22  C18  116.18  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
 D4C  CONST_01  C1   C2   C3   C4      0.00   0.0  0
 D4C  CONST_02  C1   C6   C5   C4      0.00   0.0  0
 D4C  CONST_03  C2   C3   C4   C5      0.00   0.0  0
 D4C  CONST_04  C2   C1   C6   C5      0.00   0.0  0
 D4C  CONST_05  C3   C2   C1   C6      0.00   0.0  0
 D4C  CONST_06  C3   C4   C5   C6      0.00   0.0  0
 D4C  CONST_07  C13  C12  C11  C10     0.00   0.0  0
 D4C  CONST_08  N15  C12  C11  C10   180.00   0.0  0
 D4C  CONST_09  C20  N21  C9   C10   180.00   0.0  0
 D4C  CONST_10  C13  C14  C9   C10     0.00   0.0  0
 D4C  CONST_11  C18  C14  C9   C10   180.00   0.0  0
 D4C  CONST_12  C16  N15  C12  C13     0.00   0.0  0
 D4C  CONST_13  N21  C9   C14  C13   180.00   0.0  0
 D4C  CONST_14  N19  C18  C14  C13   180.00   0.0  0
 D4C  CONST_15  N15  C16  C17  C13     0.00   0.0  0
 D4C  CONST_16  C11  C12  C13  C17   180.00   0.0  0
 D4C  CONST_17  N15  C12  C13  C17     0.00   0.0  0
 D4C  CONST_18  C9   C14  C13  C17   180.00   0.0  0
 D4C  CONST_19  C18  C14  C13  C17     0.00   0.0  0
 D4C  CONST_20  C12  N15  C16  C17     0.00   0.0  0
 D4C  CONST_21  C14  C9   N21  C20     0.00   0.0  0
 D4C  CONST_22  C14  C18  N19  C20     0.00   0.0  0
 D4C  CONST_23  N21  C9   C10  C11   180.00   0.0  0
 D4C  CONST_24  C14  C9   C10  C11     0.00   0.0  0
 D4C  CONST_25  C14  C13  C12  C11     0.00   0.0  0
 D4C  CONST_26  C16  N15  C12  C11   180.00   0.0  0
 D4C  CONST_27  C9   C10  C11  C12     0.00   0.0  0
 D4C  CONST_28  C9   C14  C13  C12     0.00   0.0  0
 D4C  CONST_29  C18  C14  C13  C12   180.00   0.0  0
 D4C  CONST_30  C16  C17  C13  C12     0.00   0.0  0
 D4C  CONST_31  N15  C12  C13  C14   180.00   0.0  0
 D4C  CONST_32  C16  C17  C13  C14   180.00   0.0  0
 D4C  CONST_33  N21  C9   C14  C18     0.00   0.0  0
 D4C  CONST_34  N21  C20  N19  C18     0.00   0.0  0
 D4C  CONST_35  N19  C20  N21  C9      0.00   0.0  0
 D4C  CONST_36  N19  C18  C14  C9      0.00   0.0  0
 D4C  CONST_37  F7   C2   C3   C4    180.00   0.0  0
 D4C  CONST_38  C8   C1   C6   C5    180.00   0.0  0
 D4C  CONST_39  F7   C2   C1   C6    180.00   0.0  0
 D4C  CONST_40  C3   C2   C1   C8    180.00   0.0  0
 D4C  CONST_41  C11  C12  N15  C8      0.00   0.0  0
 D4C  CONST_42  C13  C12  N15  C8    180.00   0.0  0
 D4C  CONST_43  C17  C16  N15  C8    180.00   0.0  0
 D4C  CONST_44  N22  C18  C14  C13     0.00   0.0  0
 D4C  CONST_45  N22  C18  N19  C20   180.00   0.0  0
 D4C  CONST_46  N23  C20  N19  C18   180.00   0.0  0
 D4C  CONST_47  N23  C20  N21  C9    180.00   0.0  0
 D4C  CONST_48  N22  C18  C14  C9    180.00   0.0  0
 D4C  CONST_49  H3   C6   C5   C4    180.00   0.0  0
 D4C  CONST_50  H10  C3   C4   C5    180.00   0.0  0
 D4C  CONST_51  H1   C4   C5   C6    180.00   0.0  0
 D4C  CONST_52  H8   C11  C12  C13   180.00   0.0  0
 D4C  CONST_53  H9   C16  C17  C13   180.00   0.0  0
 D4C  CONST_54  H10  C3   C2   C1    180.00   0.0  0
 D4C  CONST_55  H2   C5   C6   C1    180.00   0.0  0
 D4C  CONST_56  H6   C10  C11  C12   180.00   0.0  0
 D4C  CONST_57  H7   C17  C13  C12   180.00   0.0  0
 D4C  CONST_58  H9   C16  N15  C12   180.00   0.0  0
 D4C  CONST_59  H6   C10  C9   C14   180.00   0.0  0
 D4C  CONST_60  H7   C17  C13  C14     0.00   0.0  0
 D4C  CONST_61  H1   C4   C3   C2    180.00   0.0  0
 D4C  CONST_62  H3   C6   C1   C2    180.00   0.0  0
 D4C  CONST_63  H2   C5   C4   C3    180.00   0.0  0
 D4C  CONST_64  H8   C11  C10  C9    180.00   0.0  0
 D4C  CONST_65  H8   C11  C12  N15     0.00   0.0  0
 D4C  CONST_66  H7   C17  C16  N15   180.00   0.0  0
 D4C  CONST_67  H6   C10  C9   N21     0.00   0.0  0
 D4C  CONST_68  H11  N22  C18  C14   180.00   0.0  0
 D4C  CONST_72  H11  N22  C18  N19     0.00   0.0  0
 D4C  Var_01    N15  C8   C1   C6     13.32  30.0  2
 D4C  Var_02    C12  N15  C8   C1     75.62  30.0  2
 D4C  Var_03    C16  N15  C8   C1    -98.51  30.0  2
 D4C  Var_04    N15  C8   C1   C2   -167.56  30.0  2
 D4C  Var_05    H4   C8   C1   C6    135.69  30.0  2
 D4C  Var_06    H5   C8   C1   C6   -107.36  30.0  2
 D4C  Var_07    H4   C8   N15  C12   -47.68  30.0  2
 D4C  Var_08    H5   C8   N15  C12  -162.35  30.0  2
 D4C  Var_09    H4   C8   N15  C16   138.19  30.0  2
 D4C  Var_10    H5   C8   N15  C16    23.52  30.0  2
 D4C  Var_11    H4   C8   C1   C2    -45.20  30.0  2
 D4C  Var_12    H5   C8   C1   C2     71.76  30.0  2

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
 D4C  plan-1  C4   0.020
 D4C  plan-1  C5   0.020
 D4C  plan-1  C6   0.020
 D4C  plan-1  C1   0.020
 D4C  plan-1  C2   0.020
 D4C  plan-1  C3   0.020
 D4C  plan-1  F7   0.020
 D4C  plan-1  H1   0.020
 D4C  plan-1  H2   0.020
 D4C  plan-1  H3   0.020
 D4C  plan-1  H10  0.020
 D4C  plan-1  C8   0.020
 D4C  plan-2  C10  0.020
 D4C  plan-2  C13  0.020
 D4C  plan-2  C17  0.020
 D4C  plan-2  C20  0.020
 D4C  plan-2  C11  0.020
 D4C  plan-2  C12  0.020
 D4C  plan-2  C14  0.020
 D4C  plan-2  C16  0.020
 D4C  plan-2  C18  0.020
 D4C  plan-2  C9   0.020
 D4C  plan-2  N15  0.020
 D4C  plan-2  N19  0.020
 D4C  plan-2  N21  0.020
 D4C  plan-2  N23  0.020
 D4C  plan-2  H6   0.020
 D4C  plan-2  H7   0.020
 D4C  plan-2  H8   0.020
 D4C  plan-2  H9   0.020
 D4C  plan-2  C8   0.020
 D4C  plan-2  N22  0.020
 D4C  plan-3  C20  0.020
 D4C  plan-3  N23  0.020
 D4C  plan-3  H13  0.020
 D4C  plan-3  H14  0.020
 D4C  plan-4  C18  0.020
 D4C  plan-4  H11  0.020
 D4C  plan-4  H12  0.020
 D4C  plan-4  N22  0.020

