# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr 22 12:59:22 2020
#   Inital geometry file: a 99 line input string
#   Ligand name: 7-(5-bromo-2-ethoxyphenyl)-6-methylquinazoline-2,4-diamine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCOc1ccc(Br)cc1c2cc3nc(N)nc(N)c3cc2C
#
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
 M23  M23  7-(5-bromo-2-ethoxyphenyl)-6-methylquinazoline-2,4-diamine  ligand  40  23  .  2021-08-14  2021-08-14  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_M23
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
 M23  BR    BR  BR    0  -0.058   4.3288  -1.9510  -0.4002
 M23  C1    C   CR6   0   0.479  -4.6417  -0.2875  -0.7665
 M23  N2    N   N     0  -0.511  -5.2850  -1.0318   0.1072
 M23  C3    C   CR6   0   0.513  -4.5779  -1.5699   1.1223
 M23  N4    N   N     0  -0.531  -3.2873  -1.4399   1.3430
 M23  C5    C   CR66  0   0.259  -2.6085  -0.6751   0.4569
 M23  C6    C   CR66  0  -0.029  -3.2252  -0.0520  -0.6433
 M23  C7    C   CR16  0  -0.353  -2.4622   0.7263  -1.5287
 M23  C8    C   CR6   0   0.084  -1.1116   0.9179  -1.3515
 M23  C9    C   CR6   0   0.067  -0.4916   0.2954  -0.2379
 M23  C10   C   CR16  0  -0.363  -1.2221  -0.4814   0.6290
 M23  N12   N   NH2   0  -0.825  -5.3038  -2.2873   2.0121
 M23  C13   C   CH3   0  -0.746  -0.3208   1.7491  -2.3181
 M23  C14   C   CR6   0  -0.090   0.9668   0.4440  -0.0089
 M23  C15   C   CR6   0   0.387   1.4931   1.6506   0.4752
 M23  C16   C   CR16  0  -0.379   2.8642   1.7698   0.6845
 M23  C17   C   CR16  0  -0.221   3.7113   0.7007   0.4220
 M23  C18   C   CR6   0  -0.130   3.1850  -0.4894  -0.0447
 M23  C19   C   CR16  0  -0.237   1.8190  -0.6211  -0.2577
 M23  C22   C   CH2   0  -0.196   1.0625   3.8915   1.1685
 M23  C23   C   CH3   0  -0.679  -0.1344   4.8043   1.2838
 M23  H7    H   HCR6  0   0.243  -2.9309   1.1953  -2.3859
 M23  H10   H   HCR6  0   0.246  -0.7391  -0.9546   1.4752
 M23  HN11  H   HNH2  0   0.403  -6.3279   0.0357  -1.8468
 M23  HN1A  H   HNH2  0   0.417  -4.9286   0.7806  -2.5049
 M23  HN12  H   HNH2  0   0.388  -6.2204  -2.5948   1.7370
 M23  HN1B  H   HNH2  0   0.387  -4.8079  -2.8811   2.6545
 M23  H13   H   HCH3  0   0.250  -0.0404   2.7096  -1.8827
 M23  H13A  H   HCH3  0   0.243   0.6019   1.2516  -2.6183
 M23  H13B  H   HCH3  0   0.249  -0.8974   1.9540  -3.2192
 M23  H16   H   HCR6  0   0.291   3.2984   2.6863   1.0589
 M23  H17   H   HCR6  0   0.283   4.7733   0.8174   0.5906
 M23  H19   H   HCR6  0   0.276   1.4022  -1.5483  -0.6297
 M23  H22   H   HCH2  0   0.229   1.5614   3.7866   2.1379
 M23  H22A  H   HCH2  0   0.228   1.7909   4.3048   0.4630
 M23  H23   H   HCH3  0   0.235  -0.6178   4.9488   0.3176
 M23  H23A  H   HCH3  0   0.236  -0.8697   4.4111   1.9857
 M23  H23B  H   HCH3  0   0.238   0.1887   5.7789   1.6476
 M23  O21   O   O2    0  -0.457   0.6039   2.6236   0.7158
 M23  N11   N   NH2   0  -0.827  -5.3486   0.2493  -1.7648

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
 M23  BR   C18   single    1.890  0.020  1.890
 M23  C1   N2    aromatic  1.316  0.020  1.316
 M23  C1   C6    aromatic  1.441  0.020  1.441
 M23  C1   N11   single    1.336  0.020  1.336
 M23  N2   C3    aromatic  1.349  0.020  1.349
 M23  C3   N4    aromatic  1.316  0.020  1.316
 M23  C3   N12   single    1.354  0.020  1.354
 M23  N4   C5    aromatic  1.353  0.020  1.353
 M23  C5   C6    aromatic  1.407  0.020  1.407
 M23  C5   C10   aromatic  1.410  0.020  1.410
 M23  C6   C7    aromatic  1.404  0.020  1.404
 M23  C7   C8    aromatic  1.375  0.020  1.375
 M23  C8   C9    aromatic  1.419  0.020  1.419
 M23  C8   C13   single    1.500  0.020  1.500
 M23  C9   C10   aromatic  1.374  0.020  1.374
 M23  C9   C14   single    1.484  0.020  1.484
 M23  C14  C15   aromatic  1.403  0.020  1.403
 M23  C14  C19   aromatic  1.387  0.020  1.387
 M23  C15  C16   aromatic  1.392  0.020  1.392
 M23  C15  O21   single    1.340  0.020  1.340
 M23  C16  C17   aromatic  1.389  0.020  1.389
 M23  C17  C18   aromatic  1.382  0.020  1.382
 M23  C18  C19   aromatic  1.389  0.020  1.389
 M23  O21  C22   single    1.422  0.020  1.422
 M23  C22  C23   single    1.510  0.020  1.510
 M23  C7   H7    single    0.930  0.020  1.080
 M23  C10  H10   single    0.930  0.020  1.080
 M23  N11  HN11  single    0.860  0.020  1.020
 M23  N11  HN1A  single    0.860  0.020  1.020
 M23  N12  HN12  single    0.890  0.020  1.040
 M23  N12  HN1B  single    0.890  0.020  1.040
 M23  C13  H13   single    0.970  0.020  1.090
 M23  C13  H13A  single    0.970  0.020  1.090
 M23  C13  H13B  single    0.970  0.020  1.090
 M23  C16  H16   single    0.930  0.020  1.080
 M23  C17  H17   single    0.930  0.020  1.080
 M23  C19  H19   single    0.930  0.020  1.080
 M23  C22  H22   single    0.970  0.020  1.090
 M23  C22  H22A  single    0.970  0.020  1.090
 M23  C23  H23   single    0.970  0.020  1.090
 M23  C23  H23A  single    0.970  0.020  1.090
 M23  C23  H23B  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
 M23  N11   C1   C6    121.22  3.000
 M23  N11   C1   N2    117.70  3.000
 M23  C6    C1   N2    121.08  3.000
 M23  C3    N2   C1    117.97  3.000
 M23  N12   C3   N4    117.90  3.000
 M23  N12   C3   N2    115.13  3.000
 M23  N4    C3   N2    126.94  3.000
 M23  C5    N4   C3    115.98  3.000
 M23  C10   C5   C6    117.74  3.000
 M23  C10   C5   N4    119.40  3.000
 M23  C6    C5   N4    122.86  3.000
 M23  C7    C6   C5    120.03  3.000
 M23  C7    C6   C1    124.80  3.000
 M23  C5    C6   C1    115.17  3.000
 M23  H7    C7   C8    117.79  3.000
 M23  H7    C7   C6    120.24  3.000
 M23  C8    C7   C6    121.97  3.000
 M23  C13   C8   C9    121.23  3.000
 M23  C13   C8   C7    120.78  3.000
 M23  C9    C8   C7    117.98  3.000
 M23  C14   C9   C10   118.80  3.000
 M23  C14   C9   C8    120.46  3.000
 M23  C10   C9   C8    120.72  3.000
 M23  H10   C10  C9    120.17  3.000
 M23  H10   C10  C5    118.27  3.000
 M23  C9    C10  C5    121.55  3.000
 M23  HN1B  N12  HN12  116.35  3.000
 M23  HN1B  N12  C3    117.92  3.000
 M23  HN12  N12  C3    118.11  3.000
 M23  H13B  C13  H13A  107.81  3.000
 M23  H13B  C13  H13   107.49  3.000
 M23  H13A  C13  H13   107.09  3.000
 M23  H13B  C13  C8    110.99  3.000
 M23  H13A  C13  C8    111.76  3.000
 M23  H13   C13  C8    111.48  3.000
 M23  C19   C14  C15   119.48  3.000
 M23  C19   C14  C9    119.97  3.000
 M23  C15   C14  C9    120.55  3.000
 M23  O21   C15  C16   124.36  3.000
 M23  O21   C15  C14   115.95  3.000
 M23  C16   C15  C14   119.68  3.000
 M23  H16   C16  C17   118.23  3.000
 M23  H16   C16  C15   121.35  3.000
 M23  C17   C16  C15   120.42  3.000
 M23  H17   C17  C18   121.29  3.000
 M23  H17   C17  C16   119.10  3.000
 M23  C18   C17  C16   119.61  3.000
 M23  C19   C18  C17   120.53  3.000
 M23  C19   C18  BR    119.55  3.000
 M23  C17   C18  BR    119.92  3.000
 M23  H19   C19  C18   120.84  3.000
 M23  H19   C19  C14   118.88  3.000
 M23  C18   C19  C14   120.27  3.000
 M23  H22A  C22  H22   107.66  3.000
 M23  H22A  C22  C23   110.39  3.000
 M23  H22   C22  C23   110.58  3.000
 M23  H22A  C22  O21   110.23  3.000
 M23  H22   C22  O21   110.07  3.000
 M23  C23   C22  O21   107.92  3.000
 M23  H23B  C23  H23A  107.92  3.000
 M23  H23B  C23  H23   108.00  3.000
 M23  H23A  C23  H23   108.63  3.000
 M23  H23B  C23  C22   109.35  3.000
 M23  H23A  C23  C22   111.47  3.000
 M23  H23   C23  C22   111.35  3.000
 M23  C22   O21  C15   119.38  3.000
 M23  HN1A  N11  HN11  117.39  3.000
 M23  HN1A  N11  C1    122.86  3.000
 M23  HN11  N11  C1    119.40  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
 M23  CONST_01  N4    C3   N2   C1     0.00   0.0  0
 M23  CONST_02  N4    C5   C6   C1     0.00   0.0  0
 M23  CONST_03  C10   C5   C6   C1   180.00   0.0  0
 M23  CONST_04  C8    C7   C6   C1   180.00   0.0  0
 M23  CONST_05  C5    C6   C1   N2     0.00   0.0  0
 M23  CONST_06  C7    C6   C1   N2   180.00   0.0  0
 M23  CONST_07  C5    N4   C3   N2     0.00   0.0  0
 M23  CONST_08  C6    C1   N2   C3     0.00   0.0  0
 M23  CONST_09  C6    C5   N4   C3     0.00   0.0  0
 M23  CONST_10  C10   C5   N4   C3   180.00   0.0  0
 M23  CONST_11  C7    C6   C5   N4   180.00   0.0  0
 M23  CONST_12  C9    C10  C5   N4   180.00   0.0  0
 M23  CONST_13  C8    C7   C6   C5     0.00   0.0  0
 M23  CONST_14  C8    C9   C10  C5     0.00   0.0  0
 M23  CONST_15  C14   C9   C10  C5   180.00   0.0  0
 M23  CONST_16  C9    C10  C5   C6     0.00   0.0  0
 M23  CONST_17  C9    C8   C7   C6     0.00   0.0  0
 M23  CONST_18  C10   C5   C6   C7     0.00   0.0  0
 M23  CONST_19  C10   C9   C8   C7     0.00   0.0  0
 M23  CONST_20  C14   C9   C8   C7   180.00   0.0  0
 M23  CONST_23  C16   C15  C14  C9   180.00   0.0  0
 M23  CONST_24  C18   C19  C14  C9   180.00   0.0  0
 M23  CONST_27  C17   C16  C15  C14    0.00   0.0  0
 M23  CONST_28  C17   C18  C19  C14    0.00   0.0  0
 M23  CONST_29  C18   C19  C14  C15    0.00   0.0  0
 M23  CONST_30  C18   C17  C16  C15    0.00   0.0  0
 M23  CONST_31  C19   C14  C15  C16    0.00   0.0  0
 M23  CONST_32  C19   C18  C17  C16    0.00   0.0  0
 M23  CONST_33  C16   C17  C18  BR   180.00   0.0  0
 M23  CONST_34  C14   C19  C18  BR   180.00   0.0  0
 M23  CONST_35  N12   C3   N2   C1   180.00   0.0  0
 M23  CONST_36  N11   C1   N2   C3   180.00   0.0  0
 M23  CONST_37  N12   C3   N4   C5   180.00   0.0  0
 M23  CONST_38  N11   C1   C6   C5   180.00   0.0  0
 M23  CONST_39  C13   C8   C7   C6   180.00   0.0  0
 M23  CONST_40  N11   C1   C6   C7     0.00   0.0  0
 M23  CONST_41  O21   C15  C14  C9     0.00   0.0  0
 M23  CONST_42  C13   C8   C9   C10  180.00   0.0  0
 M23  CONST_43  C14   C9   C8   C13    0.00   0.0  0
 M23  CONST_44  O21   C15  C16  C17  180.00   0.0  0
 M23  CONST_45  O21   C15  C14  C19  180.00   0.0  0
 M23  CONST_46  H7    C7   C6   C1     0.00   0.0  0
 M23  CONST_47  H10   C10  C5   N4     0.00   0.0  0
 M23  CONST_48  H19   C19  C14  C9     0.00   0.0  0
 M23  CONST_49  H16   C16  C15  C14  180.00   0.0  0
 M23  CONST_50  H17   C17  C16  C15  180.00   0.0  0
 M23  CONST_51  HN11  N11  C1   N2     0.00   0.0  0
 M23  CONST_52  HN1A  N11  C1   N2   180.00   0.0  0
 M23  CONST_54  HN1B  N12  C3   N2   180.00   0.0  0
 M23  Var_01    H13   C13  C8   C7   107.39  30.0  2
 M23  Var_02    C23   C22  O21  C15  177.00  30.0  3
 M23  Var_03    H23   C23  C22  O21  -61.78  30.0  3

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
 M23  plan-1  BR    0.020
 M23  plan-1  C9    0.020
 M23  plan-1  C14   0.020
 M23  plan-1  C15   0.020
 M23  plan-1  C16   0.020
 M23  plan-1  C17   0.020
 M23  plan-1  C18   0.020
 M23  plan-1  C19   0.020
 M23  plan-1  H16   0.020
 M23  plan-1  H17   0.020
 M23  plan-1  H19   0.020
 M23  plan-1  O21   0.020
 M23  plan-2  C1    0.020
 M23  plan-2  N2    0.020
 M23  plan-2  C3    0.020
 M23  plan-2  N4    0.020
 M23  plan-2  C5    0.020
 M23  plan-2  C6    0.020
 M23  plan-2  C7    0.020
 M23  plan-2  C8    0.020
 M23  plan-2  C9    0.020
 M23  plan-2  C10   0.020
 M23  plan-2  N12   0.020
 M23  plan-2  C13   0.020
 M23  plan-2  C14   0.020
 M23  plan-2  H7    0.020
 M23  plan-2  H10   0.020
 M23  plan-2  N11   0.020
 M23  plan-3  C3    0.020
 M23  plan-3  N12   0.020
 M23  plan-3  HN12  0.020
 M23  plan-3  HN1B  0.020
 M23  plan-4  C1    0.020
 M23  plan-4  HN11  0.020
 M23  plan-4  HN1A  0.020
 M23  plan-4  N11   0.020

