# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue May  5 13:30:20 2020
#   Inital geometry file: a 156 line input string
#   Ligand name: 7-(6-methoxypyridin-3-yl)-3-{[2-(morpholin-4-yl)ethyl]amino}-1-(2-propoxyethyl)pyrido[3,4-b]pyrazin-2(1H)-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCCOCCN1C(=O)C(=Nc2cnc(cc12)c3ccc(OC)nc3)NCCN4CCOCC4
#
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
 TGE  TGE  7-(6-methoxypyridin-3-yl)-3-{[2-(morpholin-4-yl)ethyl]amino}-1-(2-propoxyethyl)pyrido[3,4-b]pyrazin-2(1H)-one  ligand  66  34  .  2021-08-23  2021-08-23  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_TGE
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
 TGE  C1    C  CH2   0  -0.305    7.6552   0.4192  -0.3017
 TGE  N1    N  NT    0  -0.430    6.3531   1.0401  -0.1341
 TGE  O1    O  O2    0  -0.485    8.7148   2.5951  -0.3891
 TGE  C2    C  CH2   0  -0.188    8.5807   1.3575  -1.0523
 TGE  N2    N  NR6   0  -0.583   -0.4138  -1.1589   1.3390
 TGE  C3    C  CH2   0  -0.185    7.4562   3.2054  -0.2080
 TGE  N3    N  N     0  -0.473    1.1892   0.7597   0.0541
 TGE  C4    C  CH2   0  -0.312    6.5045   2.3075   0.5594
 TGE  N4    N  N     0  -0.460   -6.5737   1.0172   0.5216
 TGE  O4    O  O2    0  -0.477   -0.6046  -3.7930   0.3024
 TGE  C5    C  CR66  0   0.109   -0.1743   0.8187   0.0119
 TGE  N5    N  N     0  -0.432   -2.1014   2.0022  -0.7911
 TGE  C6    C  CR66  0   0.495   -1.0062  -0.1199   0.6392
 TGE  N6    N  NH1   0  -0.662    3.0466  -0.3420   0.8179
 TGE  C7    C  CR6   0   0.508    0.9423  -1.2717   1.4273
 TGE  C8    C  CR6   0   0.385    1.7240  -0.2113   0.7186
 TGE  C9    C  CR6   0  -0.036   -4.3456   1.3314  -0.3139
 TGE  C10   C  CR16  0  -0.103   -5.2577   0.8413   0.6081
 TGE  C11   C  CR6   0   0.532   -7.0493   1.7010  -0.4966
 TGE  C12   C  CR16  0  -0.379   -6.2304   2.2607  -1.4867
 TGE  C13   C  CR16  0  -0.165   -4.8743   2.0720  -1.3811
 TGE  C14   C  CR16  0  -0.149   -0.7975   1.8501  -0.6930
 TGE  C15   C  CR6   0   0.215   -2.8945   1.1156  -0.1826
 TGE  C16   C  CR16  0  -0.426   -2.3845   0.0355   0.5276
 TGE  C17   C  CH3   0  -0.417   -9.2115   1.3361   0.3848
 TGE  C19   C  CH2   0  -0.142   -1.7162  -3.2146   0.9243
 TGE  C20   C  CH2   0  -0.119   -0.9444  -4.6366  -0.7733
 TGE  C21   C  CH2   0  -0.463    0.3214  -5.1619  -1.4191
 TGE  C22   C  CH3   0  -0.672    0.0096  -6.0728  -2.5984
 TGE  C23   C  CH2   0  -0.254    3.9681   0.5589   0.1690
 TGE  C24   C  CH2   0  -0.309    5.3989   0.1579   0.5010
 TGE  H1    H  HCH2  0   0.200    8.1105   0.1471   0.6658
 TGE  H1A   H  HCH2  0   0.244    7.5457  -0.5029  -0.8779
 TGE  H2    H  HCH2  0   0.237    9.5764   0.9185  -1.1320
 TGE  H2A   H  HCH2  0   0.200    8.1945   1.5081  -2.0706
 TGE  H3    H  HCH2  0   0.237    7.6193   4.1348   0.3395
 TGE  H3A   H  HCH2  0   0.201    7.0080   3.4587  -1.1792
 TGE  H4    H  HCH2  0   0.243    5.5418   2.8163   0.6378
 TGE  H4A   H  HCH2  0   0.202    6.8767   2.1625   1.5885
 TGE  H10   H  HCR6  0   0.257   -4.9218   0.2924   1.4814
 TGE  H12   H  HCR6  0   0.275   -6.6601   2.8188  -2.3074
 TGE  H13   H  HCR6  0   0.267   -4.2128   2.4906  -2.1275
 TGE  H14   H  HCR6  0   0.266   -0.1695   2.5809  -1.1928
 TGE  H16   H  HCR6  0   0.283   -3.0633  -0.6801   0.9652
 TGE  H17   H  HCH3  0   0.247  -10.2221   1.6239   0.1079
 TGE  H17A  H  HCH3  0   0.230   -9.1420   0.2482   0.4163
 TGE  H17B  H  HCH3  0   0.230   -8.9829   1.7299   1.3757
 TGE  H18   H  HCH2  0   0.295   -0.6427  -2.6930   2.7153
 TGE  H18A  H  HCH2  0   0.284   -2.0856  -1.7474   2.4509
 TGE  H19   H  HCH2  0   0.211   -2.3708  -2.7335   0.1841
 TGE  H19A  H  HCH2  0   0.225   -2.3302  -3.9603   1.4480
 TGE  H20   H  HCH2  0   0.194   -1.5658  -5.4758  -0.4271
 TGE  H20A  H  HCH2  0   0.195   -1.5428  -4.0872  -1.5153
 TGE  H21   H  HCH2  0   0.224    0.9315  -4.3185  -1.7532
 TGE  H21A  H  HCH2  0   0.225    0.9112  -5.7048  -0.6761
 TGE  H22   H  HCH3  0   0.222   -0.5781  -6.9387  -2.2888
 TGE  H22A  H  HCH3  0   0.222   -0.5586  -5.5470  -3.3676
 TGE  H22B  H  HCH3  0   0.235    0.9241  -6.4441  -3.0600
 TGE  HN6   H  HNH1  0   0.408    3.4009  -1.1431   1.3162
 TGE  H23   H  HCH2  0   0.239    3.8284   0.5331  -0.9155
 TGE  H23A  H  HCH2  0   0.239    3.7588   1.5821   0.4913
 TGE  H24   H  HCH2  0   0.249    5.5675  -0.8557   0.1270
 TGE  H24A  H  HCH2  0   0.212    5.5332   0.1165   1.5947
 TGE  C18   C  CH2   0  -0.393   -1.2341  -2.2029   1.9469
 TGE  O2    O  O2    0  -0.470   -8.3631   1.8896  -0.6118
 TGE  O3    O  O     0  -0.452    1.5094  -2.1549   2.0425

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
 TGE  C1   N1    single    1.452  0.020  1.452
 TGE  C1   C2    single    1.517  0.020  1.517
 TGE  C1   H1    single    0.970  0.020  1.090
 TGE  C1   H1A   single    0.970  0.020  1.090
 TGE  N1   C4    single    1.453  0.020  1.453
 TGE  N1   C24   single    1.446  0.020  1.446
 TGE  O1   C2    single    1.411  0.020  1.411
 TGE  O1   C3    single    1.410  0.020  1.410
 TGE  C2   H2    single    0.970  0.020  1.090
 TGE  C2   H2A   single    0.970  0.020  1.090
 TGE  N2   C6    single    1.386  0.020  1.386
 TGE  N2   C7    single    1.364  0.020  1.364
 TGE  N2   C18   single    1.460  0.020  1.460
 TGE  O2   C11   single    1.332  0.020  1.332
 TGE  O2   C17   single    1.421  0.020  1.421
 TGE  C3   C4    single    1.517  0.020  1.517
 TGE  C3   H3    single    0.970  0.020  1.090
 TGE  C3   H3A   single    0.970  0.020  1.090
 TGE  N3   C5    single    1.365  0.020  1.365
 TGE  N3   C8    double    1.292  0.020  1.292
 TGE  O3   C7    double    1.217  0.020  1.217
 TGE  C4   H4    single    0.970  0.020  1.090
 TGE  C4   H4A   single    0.970  0.020  1.090
 TGE  N4   C10   aromatic  1.330  0.020  1.330
 TGE  N4   C11   aromatic  1.316  0.020  1.316
 TGE  O4   C19   single    1.399  0.020  1.399
 TGE  O4   C20   single    1.409  0.020  1.409
 TGE  C5   C6    aromatic  1.402  0.020  1.402
 TGE  C5   C14   aromatic  1.396  0.020  1.396
 TGE  N5   C14   aromatic  1.316  0.020  1.316
 TGE  N5   C15   aromatic  1.336  0.020  1.336
 TGE  C6   C16   aromatic  1.391  0.020  1.391
 TGE  N6   C8    single    1.333  0.020  1.333
 TGE  N6   C23   single    1.443  0.020  1.443
 TGE  N6   HN6   single    0.860  0.020  1.020
 TGE  C7   C8    single    1.496  0.020  1.496
 TGE  C9   C10   aromatic  1.386  0.020  1.386
 TGE  C9   C13   aromatic  1.402  0.020  1.402
 TGE  C9   C15   single    1.473  0.020  1.473
 TGE  C10  H10   single    0.930  0.020  1.080
 TGE  C11  C12   aromatic  1.402  0.020  1.402
 TGE  C12  C13   aromatic  1.373  0.020  1.373
 TGE  C12  H12   single    0.930  0.020  1.080
 TGE  C13  H13   single    0.930  0.020  1.080
 TGE  C14  H14   single    0.930  0.020  1.080
 TGE  C15  C16   aromatic  1.390  0.020  1.390
 TGE  C16  H16   single    0.930  0.020  1.080
 TGE  C17  H17   single    0.970  0.020  1.090
 TGE  C17  H17A  single    0.970  0.020  1.090
 TGE  C17  H17B  single    0.970  0.020  1.090
 TGE  C18  C19   single    1.517  0.020  1.517
 TGE  C18  H18   single    0.970  0.020  1.090
 TGE  C18  H18A  single    0.970  0.020  1.090
 TGE  C19  H19   single    0.970  0.020  1.090
 TGE  C19  H19A  single    0.970  0.020  1.090
 TGE  C20  C21   single    1.515  0.020  1.515
 TGE  C20  H20   single    0.970  0.020  1.090
 TGE  C20  H20A  single    0.970  0.020  1.090
 TGE  C21  C22   single    1.522  0.020  1.522
 TGE  C21  H21   single    0.970  0.020  1.090
 TGE  C21  H21A  single    0.970  0.020  1.090
 TGE  C22  H22   single    0.970  0.020  1.090
 TGE  C22  H22A  single    0.970  0.020  1.090
 TGE  C22  H22B  single    0.970  0.020  1.090
 TGE  C23  C24   single    1.523  0.020  1.523
 TGE  C23  H23   single    0.970  0.020  1.090
 TGE  C23  H23A  single    0.970  0.020  1.090
 TGE  C24  H24   single    0.970  0.020  1.090
 TGE  C24  H24A  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
 TGE  H1A   C1   H1    107.19  3.000
 TGE  H1A   C1   C2    108.80  3.000
 TGE  H1    C1   C2    109.56  3.000
 TGE  H1A   C1   N1    109.38  3.000
 TGE  H1    C1   N1    111.97  3.000
 TGE  C2    C1   N1    109.86  3.000
 TGE  C24   N1   C4    113.04  3.000
 TGE  C24   N1   C1    112.42  3.000
 TGE  C4    N1   C1    109.56  3.000
 TGE  C3    O1   C2    110.80  3.000
 TGE  H2A   C2   H2    107.93  3.000
 TGE  H2A   C2   O1    110.41  3.000
 TGE  H2    C2   O1    107.49  3.000
 TGE  H2A   C2   C1    109.19  3.000
 TGE  H2    C2   C1    110.13  3.000
 TGE  O1    C2   C1    111.60  3.000
 TGE  C18   N2   C7    118.20  3.000
 TGE  C18   N2   C6    120.41  3.000
 TGE  C7    N2   C6    121.32  3.000
 TGE  H3A   C3   H3    107.94  3.000
 TGE  H3A   C3   C4    109.12  3.000
 TGE  H3    C3   C4    110.13  3.000
 TGE  H3A   C3   O1    110.50  3.000
 TGE  H3    C3   O1    107.44  3.000
 TGE  C4    C3   O1    111.63  3.000
 TGE  C8    N3   C5    117.49  3.000
 TGE  H4A   C4   H4    106.95  3.000
 TGE  H4A   C4   C3    109.75  3.000
 TGE  H4    C4   C3    108.28  3.000
 TGE  H4A   C4   N1    111.44  3.000
 TGE  H4    C4   N1    110.43  3.000
 TGE  C3    C4   N1    109.90  3.000
 TGE  C11   N4   C10   118.47  3.000
 TGE  C20   O4   C19   113.29  3.000
 TGE  C14   C5   C6    117.10  3.000
 TGE  C14   C5   N3    119.56  3.000
 TGE  C6    C5   N3    123.34  3.000
 TGE  C15   N5   C14   118.51  3.000
 TGE  C16   C6   C5    118.49  3.000
 TGE  C16   C6   N2    123.21  3.000
 TGE  C5    C6   N2    118.30  3.000
 TGE  HN6   N6   C23   119.62  3.000
 TGE  HN6   N6   C8    117.62  3.000
 TGE  C23   N6   C8    122.62  3.000
 TGE  C8    C7   O3    120.71  3.000
 TGE  C8    C7   N2    115.49  3.000
 TGE  O3    C7   N2    123.80  3.000
 TGE  C7    C8   N6    114.44  3.000
 TGE  C7    C8   N3    124.05  3.000
 TGE  N6    C8   N3    121.51  3.000
 TGE  C15   C9   C13   121.10  3.000
 TGE  C15   C9   C10   122.48  3.000
 TGE  C13   C9   C10   116.40  3.000
 TGE  H10   C10  C9    120.70  3.000
 TGE  H10   C10  N4    115.18  3.000
 TGE  C9    C10  N4    124.11  3.000
 TGE  C12   C11  N4    122.89  3.000
 TGE  C12   C11  O2    117.30  3.000
 TGE  N4    C11  O2    119.81  3.000
 TGE  H12   C12  C13   121.45  3.000
 TGE  H12   C12  C11   120.66  3.000
 TGE  C13   C12  C11   117.89  3.000
 TGE  H13   C13  C12   119.84  3.000
 TGE  H13   C13  C9    119.93  3.000
 TGE  C12   C13  C9    120.22  3.000
 TGE  H14   C14  N5    117.45  3.000
 TGE  H14   C14  C5    118.14  3.000
 TGE  N5    C14  C5    124.41  3.000
 TGE  C16   C15  C9    121.40  3.000
 TGE  C16   C15  N5    122.05  3.000
 TGE  C9    C15  N5    116.55  3.000
 TGE  H16   C16  C15   119.46  3.000
 TGE  H16   C16  C6    121.10  3.000
 TGE  C15   C16  C6    119.43  3.000
 TGE  H17B  C17  H17A  108.70  3.000
 TGE  H17B  C17  H17   109.32  3.000
 TGE  H17A  C17  H17   109.32  3.000
 TGE  H17B  C17  O2    111.81  3.000
 TGE  H17A  C17  O2    111.76  3.000
 TGE  H17   C17  O2    105.87  3.000
 TGE  H19A  C19  H19   106.57  3.000
 TGE  H19A  C19  C18   107.99  3.000
 TGE  H19   C19  C18   110.57  3.000
 TGE  H19A  C19  O4    112.05  3.000
 TGE  H19   C19  O4    110.79  3.000
 TGE  C18   C19  O4    108.83  3.000
 TGE  H20A  C20  H20   106.62  3.000
 TGE  H20A  C20  C21   109.88  3.000
 TGE  H20   C20  C21   109.97  3.000
 TGE  H20A  C20  O4    110.31  3.000
 TGE  H20   C20  O4    110.66  3.000
 TGE  C21   C20  O4    109.36  3.000
 TGE  H21A  C21  H21   106.85  3.000
 TGE  H21A  C21  C22   109.87  3.000
 TGE  H21   C21  C22   109.83  3.000
 TGE  H21A  C21  C20   109.47  3.000
 TGE  H21   C21  C20   109.21  3.000
 TGE  C22   C21  C20   111.50  3.000
 TGE  H22B  C22  H22A  107.62  3.000
 TGE  H22B  C22  H22   107.56  3.000
 TGE  H22A  C22  H22   107.57  3.000
 TGE  H22B  C22  C21   111.11  3.000
 TGE  H22A  C22  C21   111.37  3.000
 TGE  H22   C22  C21   111.42  3.000
 TGE  H23A  C23  H23   106.86  3.000
 TGE  H23A  C23  C24   111.24  3.000
 TGE  H23   C23  C24   109.27  3.000
 TGE  H23A  C23  N6    109.25  3.000
 TGE  H23   C23  N6    110.46  3.000
 TGE  C24   C23  N6    109.73  3.000
 TGE  H24A  C24  H24   106.60  3.000
 TGE  H24A  C24  C23   109.92  3.000
 TGE  H24   C24  C23   108.32  3.000
 TGE  H24A  C24  N1    112.21  3.000
 TGE  H24   C24  N1    108.27  3.000
 TGE  C23   C24  N1    111.32  3.000
 TGE  H18A  C18  H18   106.67  3.000
 TGE  H18A  C18  C19   110.02  3.000
 TGE  H18   C18  C19   110.42  3.000
 TGE  H18A  C18  N2    109.44  3.000
 TGE  H18   C18  N2    108.13  3.000
 TGE  C19   C18  N2    112.01  3.000
 TGE  C17   O2   C11   118.23  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
 TGE  CONST_01  C13  C9   C10  N4      0.00   0.0  0
 TGE  CONST_02  C15  C9   C10  N4    180.00   0.0  0
 TGE  CONST_03  C13  C12  C11  N4      0.00   0.0  0
 TGE  CONST_04  C15  C16  C6   C5      0.00   0.0  0
 TGE  CONST_05  C15  N5   C14  C5      0.00   0.0  0
 TGE  CONST_06  C6   C5   C14  N5      0.00   0.0  0
 TGE  CONST_09  C6   C16  C15  N5      0.00   0.0  0
 TGE  CONST_10  C9   C15  C16  C6    180.00   0.0  0
 TGE  CONST_11  C11  N4   C10  C9      0.00   0.0  0
 TGE  CONST_12  C11  C12  C13  C9      0.00   0.0  0
 TGE  CONST_13  C14  N5   C15  C9    180.00   0.0  0
 TGE  CONST_14  C12  C11  N4   C10     0.00   0.0  0
 TGE  CONST_15  C12  C13  C9   C10     0.00   0.0  0
 TGE  CONST_17  C15  C9   C13  C12   180.00   0.0  0
 TGE  CONST_19  C16  C6   C5   C14     0.00   0.0  0
 TGE  CONST_20  C16  C15  N5   C14     0.00   0.0  0
 TGE  CONST_21  C7   C8   N3   C5      0.00   0.0  0
 TGE  CONST_22  C8   C7   N2   C6      0.00   0.0  0
 TGE  CONST_23  C10  N4   C11  O2    180.00   0.0  0
 TGE  CONST_24  C13  C12  C11  O2    180.00   0.0  0
 TGE  CONST_25  C6   N2   C7   O3    180.00   0.0  0
 TGE  CONST_26  N6   C8   N3   C5    180.00   0.0  0
 TGE  CONST_27  C18  N2   C7   C8    180.00   0.0  0
 TGE  CONST_28  H16  C16  C6   N2      0.00   0.0  0
 TGE  CONST_29  H14  C14  C5   N3      0.00   0.0  0
 TGE  CONST_30  H12  C12  C11  N4    180.00   0.0  0
 TGE  CONST_31  H13  C13  C9   C10   180.00   0.0  0
 TGE  CONST_32  H10  C10  N4   C11   180.00   0.0  0
 TGE  CONST_33  C23  N6   C8   N3      0.00   0.0  0
 TGE  CONST_34  C18  N2   C7   O3      0.00   0.0  0
 TGE  CONST_35  C23  N6   C8   C7    180.00   0.0  0
 TGE  CONST_36  HN6  N6   C8   N3    180.00   0.0  0
 TGE  Var_01    C3   C4   N1   C1     57.06  30.0  1
 TGE  Var_02    O1   C2   C1   N1     57.55  30.0  1
 TGE  Var_03    O1   C3   C4   N1    -57.37  30.0  1
 TGE  Var_04    C4   N1   C1   C2    -57.14  30.0  1
 TGE  Var_05    C4   C3   O1   C2     57.09  30.0  1
 TGE  Var_06    C23  C24  N1   C1   -156.77  30.0  3
 TGE  Var_07    C19  C18  N2   C6     78.02  30.0  3
 TGE  Var_08    N6   C23  C24  N1    179.97  30.0  1
 TGE  Var_09    O4   C19  C18  N2     58.63  30.0  3
 TGE  Var_10    C24  C23  N6   C8    178.81  30.0  3
 TGE  Var_11    H17  C17  O2   C11   178.89  30.0  3
 TGE  Var_12    C22  C21  C20  O4   -179.53  30.0  3
 TGE  Var_13    C21  C20  O4   C19   177.41  30.0  3
 TGE  Var_14    H22  C22  C21  C20   -60.26  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
 TGE  plan-1  N4   0.020
 TGE  plan-1  C9   0.020
 TGE  plan-1  C10  0.020
 TGE  plan-1  C11  0.020
 TGE  plan-1  C12  0.020
 TGE  plan-1  C13  0.020
 TGE  plan-1  C15  0.020
 TGE  plan-1  H10  0.020
 TGE  plan-1  H12  0.020
 TGE  plan-1  H13  0.020
 TGE  plan-1  O2   0.020
 TGE  plan-2  N2   0.020
 TGE  plan-2  N3   0.020
 TGE  plan-2  C5   0.020
 TGE  plan-2  N5   0.020
 TGE  plan-2  C6   0.020
 TGE  plan-2  N6   0.020
 TGE  plan-2  C7   0.020
 TGE  plan-2  C8   0.020
 TGE  plan-2  C9   0.020
 TGE  plan-2  C14  0.020
 TGE  plan-2  C15  0.020
 TGE  plan-2  C16  0.020
 TGE  plan-2  C23  0.020
 TGE  plan-2  H14  0.020
 TGE  plan-2  H16  0.020
 TGE  plan-2  HN6  0.020
 TGE  plan-2  C18  0.020
 TGE  plan-2  O3   0.020

