# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr  2 22:03:17 2020
#   Inital geometry file: a 83 line input string
#   Ligand name: 2-(4-ethoxy-8-methylquinazolin-2-yl)guanidine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCOc1nc(N=C(N)N)nc2c(C)cccc12
#
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
 4AO  4AO  2-(4-ethoxy-8-methylquinazolin-2-yl)guanidine  ligand  33  18  .  2021-08-04  2021-08-04  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_4AO
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
 4AO  C4   C  CR16  0  -0.304   2.8262  -0.7077   0.0604
 4AO  C5   C  CR16  0  -0.264   3.8846   0.1566  -0.0312
 4AO  C6   C  CR16  0  -0.295   3.6544   1.5422  -0.1356
 4AO  N1   N  N     0  -0.566  -0.8548  -0.4736   0.1387
 4AO  C7   C  CR6   0   0.036   2.3892   2.0782  -0.1497
 4AO  C8   C  CR66  0   0.212   1.2768   1.1942  -0.0555
 4AO  C9   C  CR6   0   0.478  -0.9921   0.8836   0.0255
 4AO  C10  C  C     0   0.629  -3.3566   0.8165   0.0970
 4AO  C11  C  CH3   0  -0.713   2.1576   3.5529  -0.2579
 4AO  N3   N  NH2   0  -0.830  -3.5349  -0.5019   0.2275
 4AO  N4   N  NH2   0  -0.818  -4.4705   1.5729   0.0163
 4AO  C2   C  CR6   0   0.584   0.3378  -0.9858   0.1462
 4AO  O    O  O2    0  -0.450   0.5073  -2.2909   0.2476
 4AO  N    N  N     0  -0.489   0.0327   1.7111  -0.0686
 4AO  C3   C  CR66  0  -0.096   1.5176  -0.1922   0.0492
 4AO  H1   H  HCR6  0   0.256   2.9925  -1.7735   0.1414
 4AO  H2   H  HCR6  0   0.256   4.8997  -0.2172  -0.0216
 4AO  H3   H  HCR6  0   0.252   4.5063   2.2085  -0.2072
 4AO  H5   H  HCH3  0   0.240   1.5710   3.8022  -1.1435
 4AO  H6   H  HCH3  0   0.240   1.6024   3.9327   0.6010
 4AO  H7   H  HCH3  0   0.238   3.1019   4.0926  -0.3157
 4AO  H8   H  HNH2  0   0.439  -2.7148  -1.0843   0.2957
 4AO  H9   H  HNH2  0   0.404  -4.4502  -0.9011   0.3410
 4AO  H10  H  HNH2  0   0.398  -4.3578   2.5690   0.0831
 4AO  C1   C  CH2   0  -0.186  -0.6407  -3.1376   0.3815
 4AO  C12  C  CH3   0  -0.682  -0.1520  -4.5627   0.4684
 4AO  H4   H  HNH2  0   0.401  -5.3682   1.2012   0.2747
 4AO  H13  H  HCH2  0   0.235  -1.1962  -2.8599   1.2800
 4AO  H14  H  HCH2  0   0.235  -1.3015  -3.0038  -0.4780
 4AO  H15  H  HCH3  0   0.237   0.3790  -4.8602  -0.4356
 4AO  H16  H  HCH3  0   0.237   0.5056  -4.7101   1.3248
 4AO  H17  H  HCH3  0   0.240  -1.0090  -5.2249   0.5862
 4AO  N2   N  N     0  -0.554  -2.2118   1.4619   0.0043

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
 4AO  N4   C10  single    1.349  0.020  1.349
 4AO  C11  C7   single    1.497  0.020  1.497
 4AO  N3   C10  single    1.337  0.020  1.337
 4AO  C10  N2   double    1.317  0.020  1.317
 4AO  C7   C6   aromatic  1.374  0.020  1.374
 4AO  C7   C8   aromatic  1.424  0.020  1.424
 4AO  N    C8   aromatic  1.347  0.020  1.347
 4AO  N    C9   aromatic  1.321  0.020  1.321
 4AO  N2   C9   single    1.350  0.020  1.350
 4AO  C6   C5   aromatic  1.408  0.020  1.408
 4AO  C8   C3   aromatic  1.411  0.020  1.411
 4AO  C9   N1   aromatic  1.369  0.020  1.369
 4AO  C5   C4   aromatic  1.369  0.020  1.369
 4AO  C3   C4   aromatic  1.407  0.020  1.407
 4AO  C3   C2   aromatic  1.425  0.020  1.425
 4AO  N1   C2   aromatic  1.298  0.020  1.298
 4AO  C2   O    single    1.320  0.020  1.320
 4AO  C4   H1   single    0.930  0.020  1.080
 4AO  C5   H2   single    0.930  0.020  1.080
 4AO  C6   H3   single    0.930  0.020  1.080
 4AO  C11  H5   single    0.970  0.020  1.090
 4AO  C11  H6   single    0.970  0.020  1.090
 4AO  C11  H7   single    0.970  0.020  1.090
 4AO  N3   H8   single    0.860  0.020  1.020
 4AO  N3   H9   single    0.860  0.020  1.020
 4AO  N4   H10  single    0.890  0.020  1.040
 4AO  O    C1   single    1.433  0.020  1.433
 4AO  C1   C12  single    1.509  0.020  1.509
 4AO  N4   H4   single    0.890  0.020  1.040
 4AO  C1   H13  single    0.970  0.020  1.090
 4AO  C1   H14  single    0.970  0.020  1.090
 4AO  C12  H15  single    0.970  0.020  1.090
 4AO  C12  H16  single    0.970  0.020  1.090
 4AO  C12  H17  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
 4AO  H1   C4   C3   120.31  3.000
 4AO  H1   C4   C5   120.54  3.000
 4AO  C3   C4   C5   119.15  3.000
 4AO  H2   C5   C6   119.60  3.000
 4AO  H2   C5   C4   120.43  3.000
 4AO  C6   C5   C4   119.97  3.000
 4AO  H3   C6   C7   118.89  3.000
 4AO  H3   C6   C5   118.77  3.000
 4AO  C7   C6   C5   122.34  3.000
 4AO  C2   N1   C9   118.94  3.000
 4AO  C11  C7   C8   119.71  3.000
 4AO  C8   C7   C6   118.46  3.000
 4AO  C11  C7   C6   121.84  3.000
 4AO  C3   C8   N    122.36  3.000
 4AO  C3   C8   C7   118.78  3.000
 4AO  N    C8   C7   118.85  3.000
 4AO  N    C9   N2   115.57  3.000
 4AO  N2   C9   N1   121.11  3.000
 4AO  N    C9   N1   123.33  3.000
 4AO  N4   C10  N3   116.66  3.000
 4AO  N3   C10  N2   127.30  3.000
 4AO  N4   C10  N2   116.02  3.000
 4AO  H7   C11  H6   108.08  3.000
 4AO  H7   C11  H5   108.05  3.000
 4AO  H6   C11  H5   106.61  3.000
 4AO  H7   C11  C7   110.97  3.000
 4AO  H6   C11  C7   111.40  3.000
 4AO  H5   C11  C7   111.53  3.000
 4AO  H9   N3   H8   120.25  3.000
 4AO  H9   N3   C10  121.62  3.000
 4AO  H8   N3   C10  117.89  3.000
 4AO  H4   N4   H10  116.71  3.000
 4AO  H4   N4   C10  120.98  3.000
 4AO  H10  N4   C10  117.35  3.000
 4AO  C3   C2   O    116.71  3.000
 4AO  O    C2   N1   120.57  3.000
 4AO  C3   C2   N1   122.71  3.000
 4AO  C1   O    C2   119.25  3.000
 4AO  C9   N    C8   118.39  3.000
 4AO  C2   C3   C8   114.26  3.000
 4AO  C2   C3   C4   124.44  3.000
 4AO  C8   C3   C4   121.30  3.000
 4AO  H14  C1   H13  107.97  3.000
 4AO  H14  C1   C12  110.91  3.000
 4AO  H13  C1   C12  110.94  3.000
 4AO  H14  C1   O    109.80  3.000
 4AO  H13  C1   O    109.52  3.000
 4AO  C12  C1   O    107.70  3.000
 4AO  H17  C12  H16  107.90  3.000
 4AO  H17  C12  H15  107.88  3.000
 4AO  H16  C12  H15  108.72  3.000
 4AO  H17  C12  C1   109.00  3.000
 4AO  H16  C12  C1   111.62  3.000
 4AO  H15  C12  C1   111.58  3.000
 4AO  C10  N2   C9   125.04  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
 4AO  CONST_01  C7   C6   C5   C4      0.00   0.0  0
 4AO  CONST_02  C7   C8   C3   C4      0.00   0.0  0
 4AO  CONST_03  N    C8   C3   C4    180.00   0.0  0
 4AO  CONST_04  N1   C2   C3   C4    180.00   0.0  0
 4AO  CONST_05  C8   C7   C6   C5      0.00   0.0  0
 4AO  CONST_06  C8   C3   C4   C5      0.00   0.0  0
 4AO  CONST_07  C2   C3   C4   C5    180.00   0.0  0
 4AO  CONST_08  N    C8   C7   C6    180.00   0.0  0
 4AO  CONST_09  C3   C8   C7   C6      0.00   0.0  0
 4AO  CONST_10  C3   C4   C5   C6      0.00   0.0  0
 4AO  CONST_11  C8   N    C9   N1      0.00   0.0  0
 4AO  CONST_12  C8   C3   C2   N1      0.00   0.0  0
 4AO  CONST_13  C9   N    C8   C7    180.00   0.0  0
 4AO  CONST_14  C2   C3   C8   C7    180.00   0.0  0
 4AO  CONST_15  C3   C8   N    C9      0.00   0.0  0
 4AO  CONST_16  C3   C2   N1   C9      0.00   0.0  0
 4AO  CONST_17  N    C8   C3   C2      0.00   0.0  0
 4AO  CONST_18  N    C9   N1   C2      0.00   0.0  0
 4AO  CONST_19  O    C2   C3   C4      0.00   0.0  0
 4AO  CONST_20  C11  C7   C6   C5    180.00   0.0  0
 4AO  CONST_21  N2   C9   N    C8    180.00   0.0  0
 4AO  CONST_22  O    C2   C3   C8    180.00   0.0  0
 4AO  CONST_23  C2   N1   C9   N2    180.00   0.0  0
 4AO  CONST_24  O    C2   N1   C9    180.00   0.0  0
 4AO  CONST_25  N    C8   C7   C11     0.00   0.0  0
 4AO  CONST_26  C3   C8   C7   C11   180.00   0.0  0
 4AO  CONST_27  H3   C6   C5   C4    180.00   0.0  0
 4AO  CONST_28  H1   C4   C5   C6    180.00   0.0  0
 4AO  CONST_29  H2   C5   C6   C7    180.00   0.0  0
 4AO  CONST_30  N4   C10  N2   C9    180.00   0.0  0
 4AO  CONST_31  N3   C10  N2   C9      0.00   0.0  0
 4AO  CONST_32  H10  N4   C10  N2      0.00   0.0  0
 4AO  CONST_33  H4   N4   C10  N2    180.00   0.0  0
 4AO  CONST_34  H8   N3   C10  N2      0.00   0.0  0
 4AO  CONST_35  H9   N3   C10  N2    180.00   0.0  0
 4AO  Var_01    N    C9   N2   C10  -179.39  30.0  2
 4AO  Var_02    H5   C11  C7   C6    120.31  30.0  2
 4AO  Var_03    C12  C1   O    C2    179.71  30.0  3
 4AO  Var_04    H15  C12  C1   O     -61.82  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
 4AO  plan-1  C4   0.020
 4AO  plan-1  C5   0.020
 4AO  plan-1  C6   0.020
 4AO  plan-1  N1   0.020
 4AO  plan-1  C7   0.020
 4AO  plan-1  C8   0.020
 4AO  plan-1  C9   0.020
 4AO  plan-1  C11  0.020
 4AO  plan-1  C2   0.020
 4AO  plan-1  O    0.020
 4AO  plan-1  N    0.020
 4AO  plan-1  C3   0.020
 4AO  plan-1  H1   0.020
 4AO  plan-1  H2   0.020
 4AO  plan-1  H3   0.020
 4AO  plan-1  N2   0.020
 4AO  plan-2  C9   0.020
 4AO  plan-2  C10  0.020
 4AO  plan-2  N3   0.020
 4AO  plan-2  N4   0.020
 4AO  plan-2  H8   0.020
 4AO  plan-2  H9   0.020
 4AO  plan-2  H10  0.020
 4AO  plan-2  H4   0.020
 4AO  plan-2  N2   0.020

