# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr 24 02:17:19 2020
#   Inital geometry file: a 146 line input string
#   Ligand name: 4-{2-[(4-{[3-(4-chlorophenyl)propyl]sulfanyl}-6-piperazin-1-yl-1,3,5-triazin-2-yl)amino]ethyl}phenol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Oc1ccc(CCNc2nc(SCCCc3ccc(Cl)cc3)nc(n2)N4CCNCC4)cc1
#
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
 MON  MON  4-{2-[(4-{[3-(4-chlorophenyl)propyl]sulfanyl}-6-piperazin-1-yl-1,3,5-triazin-2-yl)amino]ethyl}phenol  ligand  62  33  .  2022-03-22  2022-07-25
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_MON
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
 MON  C1    C   CR6   0   0.650  -1.0741  -0.3956  -4.2529
 MON  N2    N   NT    0  -0.500  -1.6433  -0.4894  -5.4656
 MON  N3    N   N     0  -0.534   0.2572  -0.3794  -4.1787
 MON  N4    N   N     0  -0.514  -1.8871  -0.3251  -3.1829
 MON  C5    C   CH2   0  -0.299  -3.0800  -0.5693  -5.6624
 MON  C6    C   CH2   0  -0.300  -0.8698  -0.6025  -6.6892
 MON  C7    C   CR6   0   0.611   0.7634  -0.2830  -2.9512
 MON  C8    C   CR6   0   0.256  -1.2595  -0.2332  -2.0264
 MON  C9    C   CH2   0  -0.295  -3.5229   0.4443  -6.7042
 MON  C10   C   CH2   0  -0.295  -1.3576   0.4128  -7.7090
 MON  N11   N   N     0  -0.478   0.0410  -0.2031  -1.8224
 MON  N12   N   NH1   0  -0.658   2.0943  -0.2734  -2.8308
 MON  S13   S   S2    0   0.043  -2.3329  -0.1407  -0.6445
 MON  N14   N   NH1   0  -0.602  -2.7799   0.2360  -7.9326
 MON  C15   C   CH2   0  -0.230   2.7963  -0.1011  -1.5778
 MON  C16   C   CH2   0  -0.552  -1.1761  -0.0725   0.7526
 MON  C17   C   CH2   0  -0.553   4.2756  -0.4271  -1.7539
 MON  C18   C   CH2   0  -0.427  -1.9694   0.0061   2.0487
 MON  C19   C   CR6   0   0.100   5.0224  -0.2596  -0.4607
 MON  C20   C   CH2   0  -0.504  -1.0275   0.0439   3.2552
 MON  C21   C   CR16  0  -0.294   5.2070  -1.3344   0.4060
 MON  C22   C   CR16  0  -0.292   5.5119   0.9816  -0.0661
 MON  C23   C   CR6   0   0.143  -1.7846   0.1094   4.5506
 MON  C24   C   CR16  0  -0.323   5.8569  -1.1846   1.6207
 MON  C25   C   CR16  0  -0.370   6.1639   1.1520   1.1467
 MON  C26   C   CR16  0  -0.315  -2.1734  -1.0556   5.2070
 MON  C27   C   CR16  0  -0.316  -2.1544   1.3318   5.1057
 MON  C28   C   CR6   0   0.338   6.3394   0.0657   1.9998
 MON  C29   C   CR16  0  -0.195  -2.9057  -1.0121   6.3843
 MON  C30   C   CR16  0  -0.195  -2.8868   1.3979   6.2821
 MON  O31   O   OH1   0  -0.635   6.9647   0.1665   3.1915
 MON  C32   C   CR6   0  -0.058  -3.2571   0.2201   6.9118
 MON  CL33  CL  CL    0  -0.136  -4.1692   0.2904   8.3868
 MON  H51   H   HCH2  0   0.232  -3.3382  -1.5778  -6.0034
 MON  H52   H   HCH2  0   0.270  -3.5897  -0.3906  -4.7209
 MON  H61   H   HCH2  0   0.269   0.1816  -0.4435  -6.4715
 MON  H62   H   HCH2  0   0.233  -0.9829  -1.6143  -7.0945
 MON  H91   H   HCH2  0   0.240  -4.5883   0.3058  -6.8971
 MON  H92   H   HCH2  0   0.198  -3.3922   1.4570  -6.2903
 MON  H101  H   HCH2  0   0.240  -0.8198   0.2561  -8.6457
 MON  H102  H   HCH2  0   0.198  -1.1047   1.4219  -7.3471
 MON  H12   H   HNH1  0   0.395   2.6245  -0.2556  -3.6876
 MON  H14   H   HNH1  0   0.358  -3.0981   0.8852  -8.6398
 MON  H151  H   HCH2  0   0.244   2.3603  -0.7565  -0.8225
 MON  H152  H   HCH2  0   0.233   2.6856   0.9237  -1.2080
 MON  H161  H   HCH2  0   0.274  -0.5474  -0.9628   0.7350
 MON  H162  H   HCH2  0   0.275  -0.5288   0.7966   0.6379
 MON  H171  H   HCH2  0   0.253   4.7028   0.2237  -2.5222
 MON  H172  H   HCH2  0   0.254   4.3778  -1.4535  -2.1140
 MON  H181  H   HCH2  0   0.246  -2.6010   0.8986   2.0521
 MON  H182  H   HCH2  0   0.245  -2.6367  -0.8555   2.1368
 MON  H201  H   HCH2  0   0.250  -0.3624   0.9065   3.1665
 MON  H202  H   HCH2  0   0.249  -0.3921  -0.8453   3.2433
 MON  H21   H   HCR6  0   0.250   4.8406  -2.3154   0.1255
 MON  H22   H   HCR6  0   0.251   5.3871   1.8389  -0.7178
 MON  H24   H   HCR6  0   0.260   5.9948  -2.0361   2.2758
 MON  H25   H   HCR6  0   0.269   6.5359   2.1318   1.4254
 MON  H26   H   HCR6  0   0.258  -1.8981  -2.0202   4.7976
 MON  H27   H   HCR6  0   0.258  -1.8649   2.2548   4.6177
 MON  H29   H   HCR6  0   0.277  -3.1925  -1.9279   6.8832
 MON  H30   H   HCR6  0   0.277  -3.1610   2.3551   6.7036
 MON  H31   H   HOH1  0   0.473   7.2530   1.0732   3.3430

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
 MON  C1   N2    single    1.343  0.020  1.343
 MON  C1   N3    aromatic  1.333  0.020  1.333
 MON  C1   N4    aromatic  1.346  0.020  1.346
 MON  N2   C5    single    1.452  0.020  1.452
 MON  N2   C6    single    1.452  0.020  1.452
 MON  N3   C7    aromatic  1.331  0.020  1.331
 MON  N4   C8    aromatic  1.319  0.020  1.319
 MON  C5   C9    single    1.519  0.020  1.519
 MON  C5   H51   single    0.970  0.020  1.090
 MON  C5   H52   single    0.970  0.020  1.090
 MON  C6   C10   single    1.519  0.020  1.519
 MON  C6   H61   single    0.970  0.020  1.090
 MON  C6   H62   single    0.970  0.020  1.090
 MON  C7   N11   aromatic  1.343  0.020  1.343
 MON  C7   N12   single    1.336  0.020  1.336
 MON  C8   N11   aromatic  1.317  0.020  1.317
 MON  C8   S13   single    1.752  0.020  1.752
 MON  C9   N14   single    1.451  0.020  1.451
 MON  C9   H91   single    0.970  0.020  1.090
 MON  C9   H92   single    0.970  0.020  1.090
 MON  C10  N14   single    1.451  0.020  1.451
 MON  C10  H101  single    0.970  0.020  1.090
 MON  C10  H102  single    0.970  0.020  1.090
 MON  N12  C15   single    1.446  0.020  1.446
 MON  N12  H12   single    0.860  0.020  1.020
 MON  S13  C16   single    1.815  0.020  1.815
 MON  N14  H14   single    0.890  0.020  1.040
 MON  C15  C17   single    1.525  0.020  1.525
 MON  C15  H151  single    0.970  0.020  1.090
 MON  C15  H152  single    0.970  0.020  1.090
 MON  C16  C18   single    1.522  0.020  1.522
 MON  C16  H161  single    0.970  0.020  1.090
 MON  C16  H162  single    0.970  0.020  1.090
 MON  C17  C19   single    1.503  0.020  1.503
 MON  C17  H171  single    0.970  0.020  1.090
 MON  C17  H172  single    0.970  0.020  1.090
 MON  C18  C20   single    1.531  0.020  1.531
 MON  C18  H181  single    0.970  0.020  1.090
 MON  C18  H182  single    0.970  0.020  1.090
 MON  C19  C21   aromatic  1.393  0.020  1.393
 MON  C19  C22   aromatic  1.391  0.020  1.391
 MON  C20  C23   single    1.502  0.020  1.502
 MON  C20  H201  single    0.970  0.020  1.090
 MON  C20  H202  single    0.970  0.020  1.090
 MON  C21  C24   aromatic  1.386  0.020  1.386
 MON  C21  H21   single    0.930  0.020  1.080
 MON  C22  C25   aromatic  1.388  0.020  1.388
 MON  C22  H22   single    0.930  0.020  1.080
 MON  C23  C26   aromatic  1.393  0.020  1.393
 MON  C23  C27   aromatic  1.393  0.020  1.393
 MON  C24  C28   aromatic  1.393  0.020  1.393
 MON  C24  H24   single    0.930  0.020  1.080
 MON  C25  C28   aromatic  1.392  0.020  1.392
 MON  C25  H25   single    0.930  0.020  1.080
 MON  C26  C29   aromatic  1.387  0.020  1.387
 MON  C26  H26   single    0.930  0.020  1.080
 MON  C27  C30   aromatic  1.387  0.020  1.387
 MON  C27  H27   single    0.930  0.020  1.080
 MON  C28  O31   single    1.350  0.020  1.350
 MON  C29  C32   aromatic  1.386  0.020  1.386
 MON  C29  H29   single    0.930  0.020  1.080
 MON  C30  C32   aromatic  1.386  0.020  1.386
 MON  C30  H30   single    0.930  0.020  1.080
 MON  O31  H31   single    0.850  0.020  0.980
 MON  C32  CL33  single    1.736  0.020  1.736

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
 MON  N4    C1   N3    123.94  3.000
 MON  N4    C1   N2    117.75  3.000
 MON  N3    C1   N2    118.31  3.000
 MON  C6    N2   C5    114.11  3.000
 MON  C6    N2   C1    122.73  3.000
 MON  C5    N2   C1    123.06  3.000
 MON  C7    N3   C1    115.58  3.000
 MON  C8    N4   C1    114.42  3.000
 MON  H52   C5   H51   108.12  3.000
 MON  H52   C5   C9    110.37  3.000
 MON  H51   C5   C9    109.39  3.000
 MON  H52   C5   N2    109.75  3.000
 MON  H51   C5   N2    109.02  3.000
 MON  C9    C5   N2    110.16  3.000
 MON  H62   C6   H61   108.03  3.000
 MON  H62   C6   C10   109.61  3.000
 MON  H61   C6   C10   110.35  3.000
 MON  H62   C6   N2    109.18  3.000
 MON  H61   C6   N2    109.61  3.000
 MON  C10   C6   N2    110.03  3.000
 MON  N12   C7   N11   117.36  3.000
 MON  N12   C7   N3    117.53  3.000
 MON  N11   C7   N3    125.10  3.000
 MON  S13   C8   N11   118.79  3.000
 MON  S13   C8   N4    113.81  3.000
 MON  N11   C8   N4    127.40  3.000
 MON  H92   C9   H91   107.39  3.000
 MON  H92   C9   N14   112.91  3.000
 MON  H91   C9   N14   109.39  3.000
 MON  H92   C9   C5    108.72  3.000
 MON  H91   C9   C5    108.73  3.000
 MON  N14   C9   C5    109.60  3.000
 MON  H102  C10  H101  107.48  3.000
 MON  H102  C10  N14   112.80  3.000
 MON  H101  C10  N14   109.47  3.000
 MON  H102  C10  C6    108.54  3.000
 MON  H101  C10  C6    108.78  3.000
 MON  N14   C10  C6    109.68  3.000
 MON  C8    N11  C7    113.56  3.000
 MON  H12   N12  C15   118.62  3.000
 MON  H12   N12  C7    116.58  3.000
 MON  C15   N12  C7    124.21  3.000
 MON  C16   S13  C8    102.63  3.000
 MON  H14   N14  C10   109.76  3.000
 MON  H14   N14  C9    109.80  3.000
 MON  C10   N14  C9    110.74  3.000
 MON  H152  C15  H151  106.74  3.000
 MON  H152  C15  C17   109.69  3.000
 MON  H151  C15  C17   109.83  3.000
 MON  H152  C15  N12   110.79  3.000
 MON  H151  C15  N12   109.53  3.000
 MON  C17   C15  N12   110.20  3.000
 MON  H162  C16  H161  107.88  3.000
 MON  H162  C16  C18   110.99  3.000
 MON  H161  C16  C18   110.90  3.000
 MON  H162  C16  S13   109.11  3.000
 MON  H161  C16  S13   108.93  3.000
 MON  C18   C16  S13   108.98  3.000
 MON  H172  C17  H171  106.91  3.000
 MON  H172  C17  C19   109.99  3.000
 MON  H171  C17  C19   110.13  3.000
 MON  H172  C17  C15   109.24  3.000
 MON  H171  C17  C15   109.44  3.000
 MON  C19   C17  C15   111.04  3.000
 MON  H182  C18  H181  106.89  3.000
 MON  H182  C18  C20   109.36  3.000
 MON  H181  C18  C20   109.44  3.000
 MON  H182  C18  C16   110.25  3.000
 MON  H181  C18  C16   110.24  3.000
 MON  C20   C18  C16   110.59  3.000
 MON  C22   C19  C21   117.73  3.000
 MON  C22   C19  C17   121.22  3.000
 MON  C21   C19  C17   121.02  3.000
 MON  H202  C20  H201  106.71  3.000
 MON  H202  C20  C23   109.75  3.000
 MON  H201  C20  C23   110.02  3.000
 MON  H202  C20  C18   109.20  3.000
 MON  H201  C20  C18   109.27  3.000
 MON  C23   C20  C18   111.75  3.000
 MON  H21   C21  C24   118.89  3.000
 MON  H21   C21  C19   119.50  3.000
 MON  C24   C21  C19   121.61  3.000
 MON  H22   C22  C25   118.85  3.000
 MON  H22   C22  C19   119.64  3.000
 MON  C25   C22  C19   121.51  3.000
 MON  C27   C23  C26   118.19  3.000
 MON  C27   C23  C20   121.06  3.000
 MON  C26   C23  C20   120.72  3.000
 MON  H24   C24  C28   119.80  3.000
 MON  H24   C24  C21   120.33  3.000
 MON  C28   C24  C21   119.87  3.000
 MON  H25   C25  C28   120.28  3.000
 MON  H25   C25  C22   119.78  3.000
 MON  C28   C25  C22   119.94  3.000
 MON  H26   C26  C29   118.87  3.000
 MON  H26   C26  C23   119.72  3.000
 MON  C29   C26  C23   121.41  3.000
 MON  H27   C27  C30   118.85  3.000
 MON  H27   C27  C23   119.83  3.000
 MON  C30   C27  C23   121.33  3.000
 MON  O31   C28  C25   122.76  3.000
 MON  O31   C28  C24   117.90  3.000
 MON  C25   C28  C24   119.34  3.000
 MON  H29   C29  C32   120.67  3.000
 MON  H29   C29  C26   120.33  3.000
 MON  C32   C29  C26   119.00  3.000
 MON  H30   C30  C32   120.49  3.000
 MON  H30   C30  C27   120.44  3.000
 MON  C32   C30  C27   119.07  3.000
 MON  H31   O31  C28   110.35  3.000
 MON  CL33  C32  C30   119.48  3.000
 MON  CL33  C32  C29   119.52  3.000
 MON  C30   C32  C29   120.99  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
 MON  CONST_01  N11   C7   N3   C1      0.00   0.0  0
 MON  CONST_02  N11   C8   N4   C1      0.00   0.0  0
 MON  CONST_03  C8    N4   C1   N3      0.00   0.0  0
 MON  CONST_04  C8    N11  C7   N3      0.00   0.0  0
 MON  CONST_05  C7    N3   C1   N4      0.00   0.0  0
 MON  CONST_06  C7    N11  C8   N4      0.00   0.0  0
 MON  CONST_07  C28   C24  C21  C19     0.00   0.0  0
 MON  CONST_08  C28   C25  C22  C19     0.00   0.0  0
 MON  CONST_09  C25   C22  C19  C21     0.00   0.0  0
 MON  CONST_10  C25   C28  C24  C21     0.00   0.0  0
 MON  CONST_11  C24   C21  C19  C22     0.00   0.0  0
 MON  CONST_12  C24   C28  C25  C22     0.00   0.0  0
 MON  CONST_13  C32   C29  C26  C23     0.00   0.0  0
 MON  CONST_14  C32   C30  C27  C23     0.00   0.0  0
 MON  CONST_15  C30   C27  C23  C26     0.00   0.0  0
 MON  CONST_16  C30   C32  C29  C26     0.00   0.0  0
 MON  CONST_17  C29   C26  C23  C27     0.00   0.0  0
 MON  CONST_18  C29   C32  C30  C27     0.00   0.0  0
 MON  CONST_19  C7    N3   C1   N2    180.00   0.0  0
 MON  CONST_20  C8    N4   C1   N2    180.00   0.0  0
 MON  CONST_21  N12   C7   N3   C1    180.00   0.0  0
 MON  CONST_22  S13   C8   N4   C1    180.00   0.0  0
 MON  CONST_23  S13   C8   N11  C7    180.00   0.0  0
 MON  CONST_24  N12   C7   N11  C8    180.00   0.0  0
 MON  CONST_25  C24   C21  C19  C17   180.00   0.0  0
 MON  CONST_26  C25   C22  C19  C17   180.00   0.0  0
 MON  CONST_27  C29   C26  C23  C20   180.00   0.0  0
 MON  CONST_28  C30   C27  C23  C20   180.00   0.0  0
 MON  CONST_29  O31   C28  C24  C21   180.00   0.0  0
 MON  CONST_30  O31   C28  C25  C22   180.00   0.0  0
 MON  CONST_31  CL33  C32  C29  C26   180.00   0.0  0
 MON  CONST_32  CL33  C32  C30  C27   180.00   0.0  0
 MON  CONST_33  H24   C24  C21  C19   180.00   0.0  0
 MON  CONST_34  H25   C25  C22  C19   180.00   0.0  0
 MON  CONST_35  H22   C22  C19  C21   180.00   0.0  0
 MON  CONST_36  H21   C21  C19  C22   180.00   0.0  0
 MON  CONST_37  H29   C29  C26  C23   180.00   0.0  0
 MON  CONST_38  H30   C30  C27  C23   180.00   0.0  0
 MON  CONST_39  H27   C27  C23  C26   180.00   0.0  0
 MON  CONST_40  H26   C26  C23  C27   180.00   0.0  0
 MON  CONST_41  C15   N12  C7   N3    180.00   0.0  0
 MON  CONST_42  C15   N12  C7   N11     0.00   0.0  0
 MON  CONST_43  H12   N12  C7   N3      0.00   0.0  0
 MON  Var_01    C9    C5   N2   C1    130.23  30.0  1
 MON  Var_02    C10   C6   N2   C1   -130.21  30.0  1
 MON  Var_03    N14   C9   C5   N2     55.60  30.0  1
 MON  Var_04    N14   C10  C6   N2    -55.72  30.0  1
 MON  Var_05    C5    N2   C1   N3    177.47  30.0  2
 MON  Var_06    C10   N14  C9   C5    -60.86  30.0  1
 MON  Var_07    C9    N14  C10  C6     60.98  30.0  1
 MON  Var_08    C21   C19  C17  C15    92.63  30.0  2
 MON  Var_09    C26   C23  C20  C18    89.26  30.0  2
 MON  Var_10    C17   C15  N12  C7    168.30  30.0  3
 MON  Var_11    C18   C16  S13  C8   -179.77  30.0  3
 MON  Var_12    C19   C17  C15  N12  -179.77  30.0  3
 MON  Var_13    C23   C20  C18  C16  -179.49  30.0  3
 MON  Var_14    C20   C18  C16  S13   179.14  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
 MON  plan-1  C1    0.020
 MON  plan-1  N2    0.020
 MON  plan-1  N3    0.020
 MON  plan-1  N4    0.020
 MON  plan-1  C7    0.020
 MON  plan-1  C8    0.020
 MON  plan-1  N11   0.020
 MON  plan-1  N12   0.020
 MON  plan-1  S13   0.020
 MON  plan-2  C17   0.020
 MON  plan-2  C19   0.020
 MON  plan-2  C21   0.020
 MON  plan-2  C22   0.020
 MON  plan-2  C24   0.020
 MON  plan-2  C25   0.020
 MON  plan-2  C28   0.020
 MON  plan-2  O31   0.020
 MON  plan-2  H21   0.020
 MON  plan-2  H22   0.020
 MON  plan-2  H24   0.020
 MON  plan-2  H25   0.020
 MON  plan-3  C20   0.020
 MON  plan-3  C23   0.020
 MON  plan-3  C26   0.020
 MON  plan-3  C27   0.020
 MON  plan-3  C29   0.020
 MON  plan-3  C30   0.020
 MON  plan-3  C32   0.020
 MON  plan-3  CL33  0.020
 MON  plan-3  H26   0.020
 MON  plan-3  H27   0.020
 MON  plan-3  H29   0.020
 MON  plan-3  H30   0.020
 MON  plan-4  C7    0.020
 MON  plan-4  N12   0.020
 MON  plan-4  C15   0.020
 MON  plan-4  H12   0.020

