# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Apr 12 15:06:55 2020
#   Inital geometry file: a 132 line input string
#   Ligand name: 6-azanyl-2-(methylamino)-4-[2-[(2~{R},3~{R},4~{R},5~{R})-3,4,5-trimethoxyoxolan-2-yl]ethyl]-3,7-dihydroimidazo[4,5-g]quinazolin-8-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CNc1[nH]c2c(CC[C@H]3O[C@@H](OC)[C@H](OC)[C@@H]3OC)c4N=C(N)NC(=O)c4cc2n1
#
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
 725  725  6-azanyl-2-(methylamino)-4-[2-[(2~{R},3~{R},4~{R},5~{R})-3,4,5-trimethoxyoxolan-2-yl]ethyl]-3,7-dihydroimidazo[4,5-g]quinazolin-8-one  ligand  56  30  .  2021-08-05  2021-08-05  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_725
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
 725  C1   C  CR5   0   0.676   1.9057   3.5844   0.1589
 725  C2   C  CR56  0   0.336   1.7882   1.3906   0.4080
 725  N3   N  NH2   0  -0.836   2.7131  -4.4153   0.5362
 725  C4   C  CH2   0  -0.514   0.0578  -0.2871   1.1369
 725  C5   C  CH2   0  -0.443  -0.8581  -0.6257  -0.0409
 725  C6   C  CH1   0   0.046  -2.2893  -0.9190   0.3682
 725  C10  C  CH3   0  -0.408  -6.5893  -0.9702   0.4955
 725  C13  C  CR66  0   0.204   2.4160  -0.8866   0.3901
 725  C14  C  CR6   0   0.637   2.9895  -3.1005   0.3743
 725  C15  C  CR6   0   0.546   4.6650  -1.5238  -0.3869
 725  C16  C  CR66  0  -0.133   3.6786  -0.4931  -0.1138
 725  C17  C  CR16  0  -0.421   4.0006   0.8472  -0.3624
 725  C18  C  CR56  0   0.169   3.0449   1.8014  -0.0983
 725  O4   O  O     0  -0.472   5.7902  -1.3334  -0.8227
 725  N4   N  NR16  0  -0.717   4.2323  -2.8023  -0.1151
 725  N2   N  N     0  -0.513   2.1002  -2.2003   0.6284
 725  N1   N  NR15  0  -0.768   1.0812   2.5609   0.5508
 725  N5   N  N     0  -0.536   3.0825   3.1700  -0.2427
 725  N    N  NH1   0  -0.678   1.4963   4.8587   0.1832
 725  C    C  CH3   0  -0.549   0.2094   5.2808   0.6763
 725  C3   C  CR6   0  -0.003   1.4317   0.0843   0.6654
 725  C11  C  CH1   0  -0.007  -3.1828  -1.3162  -0.8156
 725  O3   O  O2    0  -0.483  -3.2595  -2.7048  -0.9061
 725  C12  C  CH3   0  -0.410  -3.9134  -3.1576  -2.0673
 725  C9   C  CH1   0  -0.043  -4.5028  -0.5929  -0.5157
 725  O2   O  O2    0  -0.488  -5.2438  -1.3685   0.3814
 725  C7   C  CH1   0   0.267  -3.9642   0.6709   0.1551
 725  O    O  O2    0  -0.504  -2.9062   0.2262   0.9543
 725  O1   O  O2    0  -0.493  -3.5513   1.5364  -0.8569
 725  C8   C  CH3   0  -0.402  -3.0135   2.7555  -0.4003
 725  H1   H  HNH2  0   0.404   3.4717  -5.0632   0.6730
 725  H2   H  HNH2  0   0.401   1.8864  -4.6228   1.0718
 725  H3   H  HCH2  0   0.240  -0.3753   0.5306   1.7190
 725  H4   H  HCH2  0   0.250   0.1170  -1.1454   1.8083
 725  H5   H  HCH2  0   0.233  -0.8512   0.1918  -0.7694
 725  H6   H  HCH2  0   0.243  -0.4618  -1.5067  -0.5539
 725  H7   H  HCH1  0   0.234  -2.2993  -1.7229   1.1148
 725  H8   H  HCH3  0   0.210  -6.6998   0.0569   0.8591
 725  H9   H  HCH3  0   0.211  -7.1182  -1.0481  -0.4612
 725  H10  H  HCH3  0   0.239  -7.0705  -1.6357   1.2107
 725  H11  H  HCR6  0   0.251   4.9736   1.1177  -0.7506
 725  H12  H  HNR6  0   0.420   4.8828  -3.5516  -0.3130
 725  H13  H  HNR5  0   0.422   0.1772   2.6573   0.9830
 725  H15  H  HNH1  0   0.407   2.1854   5.5552  -0.0426
 725  H16  H  HCH3  0   0.235  -0.6084   4.8443   0.0981
 725  H17  H  HCH3  0   0.245   0.0611   5.0356   1.7308
 725  H18  H  HCH3  0   0.275   0.1393   6.3590   0.5716
 725  H19  H  HCH1  0   0.232  -2.7757  -0.8961  -1.7482
 725  H20  H  HCH3  0   0.213  -4.9785  -2.9039  -2.0749
 725  H21  H  HCH3  0   0.208  -3.4592  -2.7477  -2.9767
 725  H22  H  HCH3  0   0.238  -3.8223  -4.2426  -2.0957
 725  H23  H  HCH1  0   0.245  -5.0810  -0.3605  -1.4195
 725  H24  H  HCH1  0   0.234  -4.6825   1.1727   0.8185
 725  H25  H  HCH3  0   0.241  -2.8855   3.4045  -1.2647
 725  H26  H  HCH3  0   0.216  -3.6781   3.2528   0.3143
 725  H27  H  HCH3  0   0.191  -2.0379   2.6233   0.0764

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
 725  C    N    single    1.441  0.020  1.441
 725  C8   O1   single    1.409  0.020  1.409
 725  O1   C7   single    1.394  0.020  1.394
 725  N    C1   single    1.339  0.020  1.339
 725  C10  O2   single    1.408  0.020  1.408
 725  C7   C9   single    1.529  0.020  1.529
 725  C7   O    single    1.399  0.020  1.399
 725  C9   O2   single    1.398  0.020  1.398
 725  C9   C11  single    1.535  0.020  1.535
 725  C1   N1   aromatic  1.371  0.020  1.371
 725  C1   N5   aromatic  1.311  0.020  1.311
 725  O    C6   single    1.427  0.020  1.427
 725  N1   C2   aromatic  1.375  0.020  1.375
 725  C11  C6   single    1.535  0.020  1.535
 725  C11  O3   single    1.394  0.020  1.394
 725  N5   C18  aromatic  1.377  0.020  1.377
 725  C6   C5   single    1.517  0.020  1.517
 725  C2   C18  aromatic  1.416  0.020  1.416
 725  C2   C3   aromatic  1.378  0.020  1.378
 725  C5   C4   single    1.530  0.020  1.530
 725  O3   C12  single    1.408  0.020  1.408
 725  C18  C17  aromatic  1.376  0.020  1.376
 725  C4   C3   single    1.499  0.020  1.499
 725  C3   C13  aromatic  1.410  0.020  1.410
 725  C17  C16  aromatic  1.401  0.020  1.401
 725  C13  C16  aromatic  1.415  0.020  1.415
 725  C13  N2   single    1.372  0.020  1.372
 725  C16  C15  single    1.453  0.020  1.453
 725  N2   C14  double    1.291  0.020  1.291
 725  C15  O4   double    1.222  0.020  1.222
 725  C15  N4   single    1.377  0.020  1.377
 725  C14  N4   single    1.369  0.020  1.369
 725  C14  N3   single    1.353  0.020  1.353
 725  N3   H1   single    0.890  0.020  1.040
 725  N3   H2   single    0.890  0.020  1.040
 725  C4   H3   single    0.970  0.020  1.090
 725  C4   H4   single    0.970  0.020  1.090
 725  C5   H5   single    0.970  0.020  1.090
 725  C5   H6   single    0.970  0.020  1.090
 725  C6   H7   single    0.970  0.020  1.090
 725  C10  H8   single    0.970  0.020  1.090
 725  C10  H9   single    0.970  0.020  1.090
 725  C10  H10  single    0.970  0.020  1.090
 725  C17  H11  single    0.930  0.020  1.080
 725  N4   H12  single    0.860  0.020  1.020
 725  N1   H13  single    0.860  0.020  1.020
 725  N    H15  single    0.860  0.020  1.020
 725  C    H16  single    0.970  0.020  1.090
 725  C    H17  single    0.970  0.020  1.090
 725  C    H18  single    0.970  0.020  1.090
 725  C11  H19  single    0.970  0.020  1.090
 725  C12  H20  single    0.970  0.020  1.090
 725  C12  H21  single    0.970  0.020  1.090
 725  C12  H22  single    0.970  0.020  1.090
 725  C9   H23  single    0.970  0.020  1.090
 725  C7   H24  single    0.970  0.020  1.090
 725  C8   H25  single    0.970  0.020  1.090
 725  C8   H26  single    0.970  0.020  1.090
 725  C8   H27  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
 725  N    C1   N5   125.53  3.000
 725  N5   C1   N1   113.04  3.000
 725  N    C1   N1   121.42  3.000
 725  C3   C2   N1   130.88  3.000
 725  C3   C2   C18  124.84  3.000
 725  N1   C2   C18  104.28  3.000
 725  H2   N3   H1   114.44  3.000
 725  H2   N3   C14  115.56  3.000
 725  H1   N3   C14  119.18  3.000
 725  H4   C4   H3   106.40  3.000
 725  H4   C4   C3   109.79  3.000
 725  H3   C4   C3   110.19  3.000
 725  H4   C4   C5   109.40  3.000
 725  H3   C4   C5   109.77  3.000
 725  C3   C4   C5   111.18  3.000
 725  H6   C5   H5   106.68  3.000
 725  H6   C5   C6   108.22  3.000
 725  H5   C5   C6   109.25  3.000
 725  H6   C5   C4   108.81  3.000
 725  H5   C5   C4   110.07  3.000
 725  C6   C5   C4   113.57  3.000
 725  H7   C6   O    107.74  3.000
 725  H7   C6   C11  109.26  3.000
 725  O    C6   C11  105.83  3.000
 725  H7   C6   C5   109.50  3.000
 725  C11  C6   C5   113.02  3.000
 725  O    C6   C5   111.32  3.000
 725  H10  C10  H9   108.46  3.000
 725  H10  C10  H8   108.09  3.000
 725  H9   C10  H8   107.92  3.000
 725  H10  C10  O2   107.62  3.000
 725  H9   C10  O2   111.74  3.000
 725  H8   C10  O2   112.87  3.000
 725  C3   C13  N2   117.70  3.000
 725  N2   C13  C16  122.24  3.000
 725  C3   C13  C16  120.06  3.000
 725  N2   C14  N4   122.97  3.000
 725  N4   C14  N3   116.10  3.000
 725  N2   C14  N3   120.89  3.000
 725  N4   C15  O4   120.31  3.000
 725  N4   C15  C16  114.10  3.000
 725  O4   C15  C16  125.60  3.000
 725  C17  C16  C15  119.30  3.000
 725  C15  C16  C13  118.39  3.000
 725  C17  C16  C13  122.30  3.000
 725  H11  C17  C18  121.34  3.000
 725  H11  C17  C16  120.65  3.000
 725  C18  C17  C16  118.02  3.000
 725  N5   C18  C17  130.56  3.000
 725  C17  C18  C2   118.95  3.000
 725  N5   C18  C2   110.50  3.000
 725  H12  N4   C15  116.55  3.000
 725  H12  N4   C14  119.50  3.000
 725  C15  N4   C14  123.94  3.000
 725  C14  N2   C13  118.36  3.000
 725  H13  N1   C2   126.02  3.000
 725  H13  N1   C1   126.23  3.000
 725  C2   N1   C1   107.24  3.000
 725  C18  N5   C1   104.93  3.000
 725  H15  N    C    119.07  3.000
 725  H15  N    C1   116.47  3.000
 725  C    N    C1   123.92  3.000
 725  H18  C    H17  107.90  3.000
 725  H18  C    H16  107.30  3.000
 725  H17  C    H16  108.63  3.000
 725  H18  C    N    108.39  3.000
 725  H17  C    N    112.68  3.000
 725  H16  C    N    111.73  3.000
 725  C13  C3   C4   122.04  3.000
 725  C13  C3   C2   115.84  3.000
 725  C4   C3   C2   122.04  3.000
 725  H19  C11  C9   107.68  3.000
 725  H19  C11  O3   110.21  3.000
 725  C9   C11  O3   115.78  3.000
 725  H19  C11  C6   109.83  3.000
 725  O3   C11  C6   109.87  3.000
 725  C9   C11  C6   103.18  3.000
 725  C12  O3   C11  113.56  3.000
 725  H22  C12  H21  108.44  3.000
 725  H22  C12  H20  108.18  3.000
 725  H21  C12  H20  108.10  3.000
 725  H22  C12  O3   107.65  3.000
 725  H21  C12  O3   111.82  3.000
 725  H20  C12  O3   112.53  3.000
 725  H23  C9   C7   111.82  3.000
 725  H23  C9   O2   111.50  3.000
 725  C7   C9   O2   111.33  3.000
 725  H23  C9   C11  113.07  3.000
 725  O2   C9   C11  108.64  3.000
 725  C7   C9   C11   99.92  3.000
 725  C9   O2   C10  113.67  3.000
 725  H24  C7   O1   110.38  3.000
 725  H24  C7   O    107.14  3.000
 725  O1   C7   O    112.84  3.000
 725  H24  C7   C9   114.33  3.000
 725  O    C7   C9   104.74  3.000
 725  O1   C7   C9   107.40  3.000
 725  C7   O    C6   110.34  3.000
 725  C8   O1   C7   114.53  3.000
 725  H27  C8   H26  108.16  3.000
 725  H27  C8   H25  108.26  3.000
 725  H26  C8   H25  108.59  3.000
 725  H27  C8   O1   112.16  3.000
 725  H26  C8   O1   111.89  3.000
 725  H25  C8   O1   107.67  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
 725  CONST_01  C18  C2   N1   C1      0.00   0.0  0
 725  CONST_02  C3   C2   N1   C1    180.00   0.0  0
 725  CONST_03  C2   C18  N5   C1      0.00   0.0  0
 725  CONST_04  C17  C18  N5   C1    180.00   0.0  0
 725  CONST_05  N5   C1   N1   C2      0.00   0.0  0
 725  CONST_06  C16  C17  C18  C2      0.00   0.0  0
 725  CONST_07  C16  C13  C3   C2      0.00   0.0  0
 725  CONST_08  N1   C2   C3   C13   180.00   0.0  0
 725  CONST_09  C18  C2   C3   C13     0.00   0.0  0
 725  CONST_10  C18  C17  C16  C13     0.00   0.0  0
 725  CONST_11  N5   C18  C17  C16   180.00   0.0  0
 725  CONST_12  N1   C2   C18  C17   180.00   0.0  0
 725  CONST_13  C3   C2   C18  C17     0.00   0.0  0
 725  CONST_14  C3   C13  C16  C17     0.00   0.0  0
 725  CONST_15  N1   C1   N5   C18     0.00   0.0  0
 725  CONST_16  N5   C18  C2   N1      0.00   0.0  0
 725  CONST_17  C3   C2   C18  N5    180.00   0.0  0
 725  CONST_18  N4   C14  N2   C13     0.00   0.0  0
 725  CONST_19  C16  C15  N4   C14     0.00   0.0  0
 725  CONST_20  N2   C14  N4   C15     0.00   0.0  0
 725  CONST_21  N    C1   N1   C2    180.00   0.0  0
 725  CONST_22  N1   C2   C3   C4      0.00   0.0  0
 725  CONST_23  C18  C2   C3   C4    180.00   0.0  0
 725  CONST_24  C16  C13  C3   C4    180.00   0.0  0
 725  CONST_25  N2   C13  C3   C4      0.00   0.0  0
 725  CONST_26  N    C1   N5   C18   180.00   0.0  0
 725  CONST_27  C13  N2   C14  N3    180.00   0.0  0
 725  CONST_28  C15  N4   C14  N3    180.00   0.0  0
 725  CONST_29  O4   C15  N4   C14   180.00   0.0  0
 725  CONST_30  H11  C17  C18  C2    180.00   0.0  0
 725  CONST_31  H13  N1   C2   C18   180.00   0.0  0
 725  CONST_32  H12  N4   C15  C16   180.00   0.0  0
 725  CONST_33  C    N    C1   N1      0.00   0.0  0
 725  CONST_34  C    N    C1   N5    180.00   0.0  0
 725  CONST_35  H15  N    C1   N1    180.00   0.0  0
 725  CONST_37  H2   N3   C14  N4    180.00   0.0  0
 725  Var_01    C5   C4   C3   C2     92.11  30.0  2
 725  Var_02    C3   C4   C5   C6   -176.10  30.0  3
 725  Var_03    H16  C    N    C1    -61.52  30.0  3
 725  Var_04    H20  C12  O3   C11   -67.06  30.0  3
 725  Var_05    H8   C10  O2   C9    -60.94  30.0  3
 725  Var_06    H25  C8   O1   C7   -170.69  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
 725  chir_01  C6   O   C11  C5   negativ
 725  chir_02  C11  O3  C9   C6   negativ
 725  chir_03  C9   O2  C7   C11  negativ
 725  chir_04  C7   O   O1   C9   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
 725  plan-1  C1   0.020
 725  plan-1  C2   0.020
 725  plan-1  N3   0.020
 725  plan-1  C4   0.020
 725  plan-1  C13  0.020
 725  plan-1  C14  0.020
 725  plan-1  C15  0.020
 725  plan-1  C16  0.020
 725  plan-1  C17  0.020
 725  plan-1  C18  0.020
 725  plan-1  O4   0.020
 725  plan-1  N4   0.020
 725  plan-1  N2   0.020
 725  plan-1  N1   0.020
 725  plan-1  N5   0.020
 725  plan-1  N    0.020
 725  plan-1  C3   0.020
 725  plan-1  H1   0.020
 725  plan-1  H2   0.020
 725  plan-1  H11  0.020
 725  plan-1  H12  0.020
 725  plan-1  H13  0.020
 725  plan-2  C1   0.020
 725  plan-2  N    0.020
 725  plan-2  C    0.020
 725  plan-2  H15  0.020

