# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Mar 18 16:40:19 2020
#   Inital geometry file: a 142 line input string
#   Ligand name: 4-{2-[(cyclohexylmethyl)amino]ethyl}-2-[(thiophen-2-ylmethyl)amino]-3,7-dihydro-8H-imidazo[4,5-g]quinazolin-8-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: O=C1NC=Nc2c(CCNCC3CCCCC3)c4[nH]c(NCc5sccc5)nc4cc12
#
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
 0WW  0WW  4-{2-[(cyclohexylmethyl)amino]ethyl}-2-[(thiophen-2-ylmethyl)amino]-3,7-dihydro-8H-imidazo[4,5-g]quinazolin-8-one  ligand  59  31  .  2021-08-03  2021-08-03  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_0WW
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
 0WW  C1   C  CH2   0  -0.234  -3.6733   1.7709   0.6885
 0WW  N1   N  NH1   0  -0.599  -3.0443   1.0254  -0.3848
 0WW  C2   C  CH2   0  -0.244  -2.1782  -0.0306   0.0964
 0WW  C3   C  CH2   0  -0.533  -1.5502  -0.7876  -1.0722
 0WW  C4   C  CR6   0   0.008  -0.6701  -1.9069  -0.6039
 0WW  C5   C  CR66  0   0.178  -1.1817  -3.1829  -0.2984
 0WW  N2   N  N     0  -0.449  -2.5339  -3.3915  -0.4755
 0WW  C6   C  CR16  0   0.129  -3.0012  -4.5466  -0.1903
 0WW  N3   N  NR16  0  -0.664  -2.2573  -5.5844   0.2736
 0WW  C7   C  CR6   0   0.554  -0.9009  -5.5140   0.4884
 0WW  C8   C  CR66  0  -0.119  -0.3300  -4.2095   0.1768
 0WW  C9   C  CR16  0  -0.416   1.0395  -4.0062   0.3638
 0WW  C10  C  CR56  0   0.181   1.5512  -2.7601   0.0731
 0WW  C11  C  CR56  0   0.338   0.6834  -1.7450  -0.3967
 0WW  N4   N  NR15  0  -0.758   1.5005  -0.6545  -0.5735
 0WW  C12  C  CR5   0   0.694   2.7647  -1.0356  -0.2196
 0WW  N5   N  N     0  -0.530   2.8354  -2.2860   0.1669
 0WW  N6   N  NH1   0  -0.690   3.8118  -0.1893  -0.2358
 0WW  C13  C  CH2   0  -0.340   3.7927   1.1031  -0.8894
 0WW  O1   O  O     0  -0.468  -0.2774  -6.4775   0.9044
 0WW  C14  C  CH1   0  -0.261  -4.6313   2.8344   0.1660
 0WW  C15  C  CH2   0  -0.416  -5.3527   3.5223   1.3239
 0WW  C16  C  CH2   0  -0.430  -6.3273   4.5900   0.8366
 0WW  C17  C  CH2   0  -0.428  -5.6238   5.6175  -0.0449
 0WW  C18  C  CH2   0  -0.432  -4.8999   4.9413  -1.2046
 0WW  C19  C  CH2   0  -0.404  -3.9309   3.8704  -0.7132
 0WW  S1   S  S2    0   0.218   5.2591   2.2333   1.2137
 0WW  C20  C  CR15  0  -0.464   6.6534   3.1639   0.8527
 0WW  C21  C  CR15  0  -0.183   6.8792   3.2292  -0.4870
 0WW  C22  C  CR15  0  -0.223   5.9084   2.5095  -1.2380
 0WW  C23  C  CR5   0  -0.185   4.9633   1.9191  -0.4556
 0WW  H1   H  HCH2  0   0.192  -4.2170   1.1103   1.3854
 0WW  H2   H  HCH2  0   0.207  -2.8870   2.2542   1.2804
 0WW  H3   H  HNH1  0   0.336  -3.7727   0.6093  -0.9552
 0WW  H5   H  HCH2  0   0.220  -1.3885   0.4205   0.7055
 0WW  H6   H  HCH2  0   0.199  -2.7001  -0.7472   0.7499
 0WW  H7   H  HCH2  0   0.253  -2.3443  -1.1896  -1.7036
 0WW  H8   H  HCH2  0   0.239  -0.9847  -0.0850  -1.6898
 0WW  H9   H  HCR6  0   0.292  -4.0568  -4.7548  -0.3126
 0WW  H10  H  HNR6  0   0.427  -2.7211  -6.4600   0.4751
 0WW  H11  H  HCR6  0   0.257   1.6717  -4.8044   0.7295
 0WW  H12  H  HNR5  0   0.424   1.2154   0.2482  -0.9172
 0WW  H14  H  HNH1  0   0.406   4.7103  -0.6408  -0.1537
 0WW  H15  H  HCH2  0   0.270   3.8119   1.0190  -1.9807
 0WW  H16  H  HCH2  0   0.268   2.8692   1.6224  -0.6212
 0WW  H17  H  HCH1  0   0.206  -5.3928   2.3279  -0.4458
 0WW  H18  H  HCH2  0   0.223  -5.8784   2.7799   1.9315
 0WW  H19  H  HCH2  0   0.204  -4.6090   3.9906   1.9805
 0WW  H20  H  HCH2  0   0.207  -7.1341   4.1150   0.2675
 0WW  H21  H  HCH2  0   0.224  -6.7996   5.0828   1.6901
 0WW  H22  H  HCH2  0   0.223  -6.3408   6.3513  -0.4216
 0WW  H23  H  HCH2  0   0.206  -4.8986   6.1735   0.5599
 0WW  H24  H  HCH2  0   0.206  -5.6377   4.4781  -1.8695
 0WW  H25  H  HCH2  0   0.223  -4.3670   5.6834  -1.8044
 0WW  H26  H  HCH2  0   0.198  -3.1289   4.3419  -0.1314
 0WW  H27  H  HCH2  0   0.225  -3.4495   3.3761  -1.5592
 0WW  H29  H  HCR5  0   0.269   7.7106   3.7607  -0.9269
 0WW  H30  H  HCR5  0   0.268   5.9137   2.4301  -2.3165
 0WW  H28  H  HCR5  0   0.297   7.2364   3.6016   1.6484

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
 0WW  C21  C20  aromatic  1.360  0.020  1.360
 0WW  C21  C22  aromatic  1.423  0.020  1.423
 0WW  C20  S1   aromatic  1.715  0.020  1.715
 0WW  C22  C23  aromatic  1.362  0.020  1.362
 0WW  S1   C23  aromatic  1.724  0.020  1.724
 0WW  C23  C13  single    1.491  0.020  1.491
 0WW  C13  N6   single    1.448  0.020  1.448
 0WW  C18  C19  single    1.526  0.020  1.526
 0WW  C18  C17  single    1.525  0.020  1.525
 0WW  C19  C14  single    1.529  0.020  1.529
 0WW  C17  C16  single    1.526  0.020  1.526
 0WW  N6   C12  single    1.346  0.020  1.346
 0WW  C14  C15  single    1.528  0.020  1.528
 0WW  C14  C1   single    1.524  0.020  1.524
 0WW  C16  C15  single    1.526  0.020  1.526
 0WW  C12  N4   aromatic  1.367  0.020  1.367
 0WW  C12  N5   aromatic  1.311  0.020  1.311
 0WW  N4   C11  aromatic  1.374  0.020  1.374
 0WW  N1   C1   single    1.450  0.020  1.450
 0WW  N1   C2   single    1.448  0.020  1.448
 0WW  N5   C10  aromatic  1.372  0.020  1.372
 0WW  C2   C3   single    1.528  0.020  1.528
 0WW  C11  C10  aromatic  1.416  0.020  1.416
 0WW  C11  C4   aromatic  1.379  0.020  1.379
 0WW  C3   C4   single    1.499  0.020  1.499
 0WW  C10  C9   aromatic  1.378  0.020  1.378
 0WW  C4   C5   aromatic  1.408  0.020  1.408
 0WW  C9   C8   aromatic  1.397  0.020  1.397
 0WW  C5   C8   aromatic  1.416  0.020  1.416
 0WW  C5   N2   single    1.380  0.020  1.380
 0WW  C8   C7   single    1.458  0.020  1.458
 0WW  N2   C6   double    1.278  0.020  1.278
 0WW  C7   O1   double    1.221  0.020  1.221
 0WW  C7   N3   single    1.375  0.020  1.375
 0WW  C6   N3   single    1.358  0.020  1.358
 0WW  C1   H1   single    0.970  0.020  1.090
 0WW  C1   H2   single    0.970  0.020  1.090
 0WW  N1   H3   single    0.890  0.020  1.040
 0WW  C2   H5   single    0.970  0.020  1.090
 0WW  C2   H6   single    0.970  0.020  1.090
 0WW  C3   H7   single    0.970  0.020  1.090
 0WW  C3   H8   single    0.970  0.020  1.090
 0WW  C6   H9   single    0.930  0.020  1.080
 0WW  N3   H10  single    0.860  0.020  1.020
 0WW  C9   H11  single    0.930  0.020  1.080
 0WW  N4   H12  single    0.860  0.020  1.020
 0WW  N6   H14  single    0.890  0.020  1.040
 0WW  C13  H15  single    0.970  0.020  1.090
 0WW  C13  H16  single    0.970  0.020  1.090
 0WW  C14  H17  single    0.970  0.020  1.090
 0WW  C15  H18  single    0.970  0.020  1.090
 0WW  C15  H19  single    0.970  0.020  1.090
 0WW  C16  H20  single    0.970  0.020  1.090
 0WW  C16  H21  single    0.970  0.020  1.090
 0WW  C17  H22  single    0.970  0.020  1.090
 0WW  C17  H23  single    0.970  0.020  1.090
 0WW  C18  H24  single    0.970  0.020  1.090
 0WW  C18  H25  single    0.970  0.020  1.090
 0WW  C19  H26  single    0.970  0.020  1.090
 0WW  C19  H27  single    0.970  0.020  1.090
 0WW  C20  H28  single    0.930  0.020  1.080
 0WW  C21  H29  single    0.930  0.020  1.080
 0WW  C22  H30  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
 0WW  H2   C1   H1   106.03  3.000
 0WW  H2   C1   C14  109.17  3.000
 0WW  H1   C1   C14  108.94  3.000
 0WW  H2   C1   N1   108.37  3.000
 0WW  H1   C1   N1   111.92  3.000
 0WW  C14  C1   N1   112.19  3.000
 0WW  H3   N1   C2   108.50  3.000
 0WW  H3   N1   C1   108.39  3.000
 0WW  C2   N1   C1   112.85  3.000
 0WW  H6   C2   H5   106.25  3.000
 0WW  H6   C2   C3   109.04  3.000
 0WW  H5   C2   C3   109.47  3.000
 0WW  H6   C2   N1   112.85  3.000
 0WW  H5   C2   N1   108.42  3.000
 0WW  C3   C2   N1   110.68  3.000
 0WW  H8   C3   H7   106.63  3.000
 0WW  H8   C3   C4   110.66  3.000
 0WW  H7   C3   C4   109.45  3.000
 0WW  H8   C3   C2   109.05  3.000
 0WW  H7   C3   C2   109.03  3.000
 0WW  C4   C3   C2   111.87  3.000
 0WW  C11  C4   C5   115.49  3.000
 0WW  C5   C4   C3   122.08  3.000
 0WW  C11  C4   C3   122.39  3.000
 0WW  C8   C5   N2   121.53  3.000
 0WW  N2   C5   C4   117.72  3.000
 0WW  C8   C5   C4   120.74  3.000
 0WW  C6   N2   C5   117.80  3.000
 0WW  H9   C6   N3   115.18  3.000
 0WW  H9   C6   N2   120.33  3.000
 0WW  N3   C6   N2   124.49  3.000
 0WW  H10  N3   C7   117.75  3.000
 0WW  H10  N3   C6   118.58  3.000
 0WW  C7   N3   C6   123.67  3.000
 0WW  O1   C7   C8   125.39  3.000
 0WW  O1   C7   N3   121.11  3.000
 0WW  C8   C7   N3   113.50  3.000
 0WW  C9   C8   C7   119.05  3.000
 0WW  C7   C8   C5   119.01  3.000
 0WW  C9   C8   C5   121.94  3.000
 0WW  H11  C9   C10  121.43  3.000
 0WW  H11  C9   C8   120.71  3.000
 0WW  C10  C9   C8   117.86  3.000
 0WW  N5   C10  C11  110.41  3.000
 0WW  C11  C10  C9   119.39  3.000
 0WW  N5   C10  C9   130.20  3.000
 0WW  N4   C11  C10  104.31  3.000
 0WW  C10  C11  C4   124.57  3.000
 0WW  N4   C11  C4   131.12  3.000
 0WW  H12  N4   C12  126.87  3.000
 0WW  H12  N4   C11  125.94  3.000
 0WW  C12  N4   C11  107.18  3.000
 0WW  N6   C12  N5   124.14  3.000
 0WW  N5   C12  N4   113.09  3.000
 0WW  N6   C12  N4   122.74  3.000
 0WW  C12  N5   C10  105.01  3.000
 0WW  H14  N6   C13  116.60  3.000
 0WW  H14  N6   C12  114.23  3.000
 0WW  C13  N6   C12  123.78  3.000
 0WW  H16  C13  H15  107.21  3.000
 0WW  H16  C13  C23  109.38  3.000
 0WW  H15  C13  C23  108.56  3.000
 0WW  H16  C13  N6   108.92  3.000
 0WW  H15  C13  N6   112.40  3.000
 0WW  C23  C13  N6   110.28  3.000
 0WW  H17  C14  C19  108.01  3.000
 0WW  H17  C14  C15  107.57  3.000
 0WW  C19  C14  C15  110.31  3.000
 0WW  H17  C14  C1   107.72  3.000
 0WW  C15  C14  C1   110.57  3.000
 0WW  C19  C14  C1   112.46  3.000
 0WW  H19  C15  H18  106.44  3.000
 0WW  H19  C15  C16  109.00  3.000
 0WW  H18  C15  C16  110.21  3.000
 0WW  H19  C15  C14  109.00  3.000
 0WW  H18  C15  C14  110.01  3.000
 0WW  C16  C15  C14  112.01  3.000
 0WW  H21  C16  H20  106.44  3.000
 0WW  H21  C16  C17  110.29  3.000
 0WW  H20  C16  C17  109.35  3.000
 0WW  H21  C16  C15  110.01  3.000
 0WW  H20  C16  C15  109.45  3.000
 0WW  C17  C16  C15  111.18  3.000
 0WW  H23  C17  H22  106.48  3.000
 0WW  H23  C17  C18  109.30  3.000
 0WW  H22  C17  C18  110.30  3.000
 0WW  H23  C17  C16  109.15  3.000
 0WW  H22  C17  C16  110.42  3.000
 0WW  C18  C17  C16  111.07  3.000
 0WW  H25  C18  H24  106.40  3.000
 0WW  H25  C18  C19  110.10  3.000
 0WW  H24  C18  C19  109.05  3.000
 0WW  H25  C18  C17  110.35  3.000
 0WW  H24  C18  C17  109.22  3.000
 0WW  C19  C18  C17  111.58  3.000
 0WW  H27  C19  H26  106.46  3.000
 0WW  H27  C19  C18  110.39  3.000
 0WW  H26  C19  C18  109.48  3.000
 0WW  H27  C19  C14  109.93  3.000
 0WW  H26  C19  C14  108.73  3.000
 0WW  C18  C19  C14  111.71  3.000
 0WW  C23  S1   C20   91.99  3.000
 0WW  H28  C20  C21  128.10  3.000
 0WW  H28  C20  S1   120.28  3.000
 0WW  C21  C20  S1   111.62  3.000
 0WW  H29  C21  C22  123.99  3.000
 0WW  H29  C21  C20  123.54  3.000
 0WW  C22  C21  C20  112.47  3.000
 0WW  H30  C22  C23  123.00  3.000
 0WW  H30  C22  C21  124.07  3.000
 0WW  C23  C22  C21  112.93  3.000
 0WW  C22  C23  S1   110.99  3.000
 0WW  S1   C23  C13  121.07  3.000
 0WW  C22  C23  C13  127.94  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
 0WW  CONST_01  C12  N4   C11  C4    180.00   0.0  0
 0WW  CONST_02  N5   C10  C11  C4    180.00   0.0  0
 0WW  CONST_03  C9   C10  C11  C4      0.00   0.0  0
 0WW  CONST_04  C9   C8   C5   C4      0.00   0.0  0
 0WW  CONST_05  N4   C11  C4   C5    180.00   0.0  0
 0WW  CONST_06  C10  C11  C4   C5      0.00   0.0  0
 0WW  CONST_07  C10  C9   C8   C5      0.00   0.0  0
 0WW  CONST_08  N5   C10  C9   C8    180.00   0.0  0
 0WW  CONST_09  C11  C10  C9   C8      0.00   0.0  0
 0WW  CONST_10  C11  C4   C5   C8      0.00   0.0  0
 0WW  CONST_11  C12  N5   C10  C9    180.00   0.0  0
 0WW  CONST_12  N4   C11  C10  C9    180.00   0.0  0
 0WW  CONST_13  N4   C12  N5   C10     0.00   0.0  0
 0WW  CONST_14  C12  N4   C11  C10     0.00   0.0  0
 0WW  CONST_15  N5   C12  N4   C11     0.00   0.0  0
 0WW  CONST_16  C12  N5   C10  C11     0.00   0.0  0
 0WW  CONST_17  N5   C10  C11  N4      0.00   0.0  0
 0WW  CONST_18  C22  C21  C20  S1      0.00   0.0  0
 0WW  CONST_19  C21  C22  C23  S1      0.00   0.0  0
 0WW  CONST_20  C23  C22  C21  C20     0.00   0.0  0
 0WW  CONST_21  C22  C23  S1   C20     0.00   0.0  0
 0WW  CONST_22  C23  S1   C20  C21     0.00   0.0  0
 0WW  CONST_23  N3   C6   N2   C5      0.00   0.0  0
 0WW  CONST_24  C7   N3   C6   N2      0.00   0.0  0
 0WW  CONST_25  C8   C7   N3   C6      0.00   0.0  0
 0WW  CONST_26  N4   C11  C4   C3      0.00   0.0  0
 0WW  CONST_27  C10  C11  C4   C3    180.00   0.0  0
 0WW  CONST_28  C8   C5   C4   C3    180.00   0.0  0
 0WW  CONST_29  N2   C5   C4   C3      0.00   0.0  0
 0WW  CONST_30  N6   C12  N5   C10   180.00   0.0  0
 0WW  CONST_31  N6   C12  N4   C11   180.00   0.0  0
 0WW  CONST_32  C21  C22  C23  C13   180.00   0.0  0
 0WW  CONST_33  C20  S1   C23  C13   180.00   0.0  0
 0WW  CONST_34  O1   C7   N3   C6    180.00   0.0  0
 0WW  CONST_35  H12  N4   C11  C4      0.00   0.0  0
 0WW  CONST_36  H11  C9   C8   C5    180.00   0.0  0
 0WW  CONST_37  H29  C21  C20  S1    180.00   0.0  0
 0WW  CONST_38  H30  C22  C23  S1    180.00   0.0  0
 0WW  CONST_39  H28  C20  C21  C22   180.00   0.0  0
 0WW  CONST_40  H9   C6   N2   C5    180.00   0.0  0
 0WW  CONST_41  H10  N3   C6   N2    180.00   0.0  0
 0WW  CONST_42  C13  N6   C12  N4      0.00   0.0  0
 0WW  CONST_43  C13  N6   C12  N5    180.00   0.0  0
 0WW  CONST_44  H14  N6   C12  N4    180.00   0.0  0
 0WW  Var_01    C17  C18  C19  C14    55.41  30.0  1
 0WW  Var_02    C17  C16  C15  C14   -55.66  30.0  1
 0WW  Var_03    C18  C17  C16  C15    54.88  30.0  1
 0WW  Var_04    C19  C18  C17  C16   -54.96  30.0  1
 0WW  Var_05    C11  C4   C3   C2    -92.26  30.0  2
 0WW  Var_06    C23  C13  N6   C12   166.49  30.0  2
 0WW  Var_07    C22  C23  C13  N6    124.96  30.0  2
 0WW  Var_08    C4   C3   C2   N1   -178.79  30.0  3
 0WW  Var_09    C14  C1   N1   C2   -177.30  30.0  3
 0WW  Var_10    C3   C2   N1   C1    179.64  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
 0WW  chir_01  C14  C19  C15  C1  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
 0WW  plan-1  C13  0.020
 0WW  plan-1  S1   0.020
 0WW  plan-1  C20  0.020
 0WW  plan-1  C21  0.020
 0WW  plan-1  C22  0.020
 0WW  plan-1  C23  0.020
 0WW  plan-1  H29  0.020
 0WW  plan-1  H30  0.020
 0WW  plan-1  H28  0.020
 0WW  plan-2  C3   0.020
 0WW  plan-2  C4   0.020
 0WW  plan-2  C5   0.020
 0WW  plan-2  N2   0.020
 0WW  plan-2  C6   0.020
 0WW  plan-2  N3   0.020
 0WW  plan-2  C7   0.020
 0WW  plan-2  C8   0.020
 0WW  plan-2  C9   0.020
 0WW  plan-2  C10  0.020
 0WW  plan-2  C11  0.020
 0WW  plan-2  N4   0.020
 0WW  plan-2  C12  0.020
 0WW  plan-2  N5   0.020
 0WW  plan-2  N6   0.020
 0WW  plan-2  O1   0.020
 0WW  plan-2  H9   0.020
 0WW  plan-2  H10  0.020
 0WW  plan-2  H11  0.020
 0WW  plan-2  H12  0.020
 0WW  plan-3  C12  0.020
 0WW  plan-3  N6   0.020
 0WW  plan-3  C13  0.020
 0WW  plan-3  H14  0.020

