# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr 10 22:12:50 2020
#   Inital geometry file: a 154 line input string
#   Ligand name: 6-(2,6-dichlorophenyl)-2-({4-[2-(diethylamino)ethoxy]phenyl}amino)-8-methylpyrido[2,3-d]pyrimidin-7(8H)-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCN(CC)CCOc1ccc(Nc2ncc3C=C(C(=O)N(C)c3n2)c4c(Cl)cccc4Cl)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
 96M  96M  6-(2,6-dichlorophenyl)-2-({4-[2-(diethylamino)ethoxy]phenyl}amino)-8-methylpyrido[2,3-d]pyrimidin-7(8H)-one  ligand  62  35  .  2022-07-24  2022-07-26
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_96M
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
 96M  C01   C   CH3   0  -0.666  10.2843   0.0037   2.1839
 96M  C02   C   CH2   0  -0.285  10.0933  -0.3539   0.7190
 96M  N03   N   NT    0  -0.404   9.3299   0.6390  -0.0199
 96M  C04   C   CH2   0  -0.287  10.0814   1.8583  -0.2772
 96M  C05   C   CH3   0  -0.655   9.1794   3.0663  -0.4717
 96M  C06   C   CH2   0  -0.317   8.7653   0.0810  -1.2345
 96M  C07   C   CH2   0  -0.187   7.4781  -0.6788  -1.0025
 96M  O08   O   O2    0  -0.462   6.4828   0.2428  -0.5950
 96M  C09   C   CR6   0   0.380   5.2368  -0.2137  -0.3710
 96M  C10   C   CR16  0  -0.349   4.2781   0.7358  -0.0129
 96M  C11   C   CR16  0  -0.267   2.9680   0.3720   0.2359
 96M  C12   C   CR6   0   0.326   2.5734  -0.9618   0.1158
 96M  N13   N   NH1   0  -0.750   1.2758  -1.4191   0.3882
 96M  C14   C   CR6   0   0.604   0.0889  -0.8123   0.1822
 96M  N15   N   N     0  -0.504  -0.9793  -1.5357   0.5224
 96M  C16   C   CR66  0   0.564  -2.1630  -0.9835   0.3393
 96M  C17   C   CR66  0  -0.106  -2.3077   0.3122  -0.1900
 96M  C18   C   CR16  0  -0.028  -1.1175   0.9595  -0.5114
 96M  N19   N   N     0  -0.462   0.0692   0.4237  -0.3365
 96M  C20   C   CR16  0  -0.142  -3.6051   0.8570  -0.3581
 96M  C21   C   CR6   0  -0.226  -4.6905   0.1352  -0.0134
 96M  C22   C   CR6   0   0.568  -4.5635  -1.2158   0.5210
 96M  O23   O   O     0  -0.451  -5.5346  -1.8916   0.8146
 96M  N24   N   NR6   0  -0.586  -3.2705  -1.7070   0.6781
 96M  C25   C   CH3   0  -0.537  -3.0788  -3.0478   1.2169
 96M  C26   C   CR6   0   0.281  -6.0615   0.6569  -0.1651
 96M  C27   C   CR6   0  -0.122  -6.7783   1.1327   0.9314
 96M  CL28  CL  CL    0  -0.111  -6.0358   1.0953   2.4927
 96M  C29   C   CR16  0  -0.188  -8.0600   1.6433   0.8144
 96M  C30   C   CR16  0  -0.286  -8.6550   1.6822  -0.4369
 96M  C31   C   CR16  0  -0.185  -7.9810   1.2135  -1.5525
 96M  C32   C   CR6   0  -0.135  -6.7004   0.7044  -1.4022
 96M  CL33  CL  CL    0  -0.113  -5.8840   0.0971  -2.8015
 96M  C34   C   CR16  0  -0.314   3.5313  -1.9066  -0.2337
 96M  C35   C   CR16  0  -0.378   4.8514  -1.5479  -0.4694
 96M  H011  H   HCH3  0   0.221   9.3213   0.1876   2.6613
 96M  H013  H   HCH3  0   0.227  10.7728  -0.8165   2.7108
 96M  H012  H   HCH3  0   0.222  10.9038   0.8900   2.3235
 96M  H021  H   HCH2  0   0.193  11.0716  -0.5490   0.2479
 96M  H022  H   HCH2  0   0.227   9.5509  -1.3007   0.6753
 96M  H042  H   HCH2  0   0.227  10.7310   2.0526   0.5775
 96M  H041  H   HCH2  0   0.196  10.7541   1.7453  -1.1431
 96M  H051  H   HCH3  0   0.220   8.5197   2.9569  -1.3330
 96M  H052  H   HCH3  0   0.220   8.5542   3.2195   0.4082
 96M  H053  H   HCH3  0   0.221   9.7749   3.9663  -0.6288
 96M  H062  H   HCH2  0   0.243   8.5602   0.8819  -1.9478
 96M  H061  H   HCH2  0   0.214   9.4675  -0.5978  -1.7447
 96M  H072  H   HCH2  0   0.226   7.1830  -1.1759  -1.9337
 96M  H071  H   HCH2  0   0.223   7.6111  -1.4577  -0.2438
 96M  H101  H   HCR6  0   0.261   4.5698   1.7746   0.0794
 96M  H111  H   HCR6  0   0.270   2.2585   1.1329   0.5215
 96M  H131  H   HNH1  0   0.410   1.1995  -2.3794   0.6881
 96M  H181  H   HCR6  0   0.283  -1.1486   1.9591  -0.9342
 96M  H201  H   HCR6  0   0.283  -3.7106   1.8574  -0.7615
 96M  H252  H   HCH3  0   0.271  -4.0455  -3.4704   1.4594
 96M  H253  H   HCH3  0   0.259  -2.5828  -3.6817   0.4852
 96M  H251  H   HCH3  0   0.259  -2.4685  -3.0087   2.1161
 96M  H291  H   HCR6  0   0.287  -8.5856   2.0063   1.6865
 96M  H301  H   HCR6  0   0.281  -9.6536   2.0831  -0.5445
 96M  H311  H   HCR6  0   0.287  -8.4471   1.2415  -2.5274
 96M  H341  H   HCR6  0   0.271   3.2493  -2.9488  -0.3259
 96M  H351  H   HCR6  0   0.280   5.5547  -2.3250  -0.7348

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
 96M  C06   N03   single    1.451  0.020  1.451
 96M  C06   C07   single    1.513  0.020  1.513
 96M  C04   N03   single    1.455  0.020  1.455
 96M  C04   C05   single    1.520  0.020  1.520
 96M  N03   C02   single    1.454  0.020  1.454
 96M  C07   O08   single    1.416  0.020  1.416
 96M  C02   C01   single    1.520  0.020  1.520
 96M  O08   C09   single    1.346  0.020  1.346
 96M  C25   N24   single    1.458  0.020  1.458
 96M  C35   C09   aromatic  1.392  0.020  1.392
 96M  C35   C34   aromatic  1.388  0.020  1.388
 96M  O23   C22   double    1.219  0.020  1.219
 96M  C09   C10   aromatic  1.396  0.020  1.396
 96M  C22   N24   single    1.392  0.020  1.392
 96M  C22   C21   single    1.458  0.020  1.458
 96M  N24   C16   single    1.366  0.020  1.366
 96M  C34   C12   aromatic  1.390  0.020  1.390
 96M  C10   C11   aromatic  1.382  0.020  1.382
 96M  CL28  C27   single    1.729  0.020  1.729
 96M  C29   C27   aromatic  1.385  0.020  1.385
 96M  C29   C30   aromatic  1.386  0.020  1.386
 96M  C27   C26   aromatic  1.394  0.020  1.394
 96M  C30   C31   aromatic  1.385  0.020  1.385
 96M  C26   C21   single    1.475  0.020  1.475
 96M  C26   C32   aromatic  1.393  0.020  1.393
 96M  C31   C32   aromatic  1.386  0.020  1.386
 96M  C21   C20   double    1.348  0.020  1.348
 96M  C16   N15   aromatic  1.319  0.020  1.319
 96M  C16   C17   aromatic  1.407  0.020  1.407
 96M  C32   CL33  single    1.730  0.020  1.730
 96M  C12   C11   aromatic  1.396  0.020  1.396
 96M  C12   N13   single    1.403  0.020  1.403
 96M  N15   C14   aromatic  1.334  0.020  1.334
 96M  C20   C17   single    1.417  0.020  1.417
 96M  N13   C14   single    1.349  0.020  1.349
 96M  C17   C18   aromatic  1.392  0.020  1.392
 96M  C14   N19   aromatic  1.341  0.020  1.341
 96M  N19   C18   aromatic  1.314  0.020  1.314
 96M  C01   H011  single    0.970  0.020  1.090
 96M  C01   H013  single    0.970  0.020  1.090
 96M  C01   H012  single    0.970  0.020  1.090
 96M  C02   H021  single    0.970  0.020  1.090
 96M  C02   H022  single    0.970  0.020  1.090
 96M  C04   H042  single    0.970  0.020  1.090
 96M  C04   H041  single    0.970  0.020  1.090
 96M  C05   H051  single    0.970  0.020  1.090
 96M  C05   H052  single    0.970  0.020  1.090
 96M  C05   H053  single    0.970  0.020  1.090
 96M  C06   H062  single    0.970  0.020  1.090
 96M  C06   H061  single    0.970  0.020  1.090
 96M  C07   H072  single    0.970  0.020  1.090
 96M  C07   H071  single    0.970  0.020  1.090
 96M  C10   H101  single    0.930  0.020  1.080
 96M  C11   H111  single    0.930  0.020  1.080
 96M  N13   H131  single    0.860  0.020  1.020
 96M  C18   H181  single    0.930  0.020  1.080
 96M  C20   H201  single    0.930  0.020  1.080
 96M  C25   H252  single    0.970  0.020  1.090
 96M  C25   H253  single    0.970  0.020  1.090
 96M  C25   H251  single    0.970  0.020  1.090
 96M  C29   H291  single    0.930  0.020  1.080
 96M  C30   H301  single    0.930  0.020  1.080
 96M  C31   H311  single    0.930  0.020  1.080
 96M  C34   H341  single    0.930  0.020  1.080
 96M  C35   H351  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
 96M  H012  C01  H013  107.16  3.000
 96M  H012  C01  H011  107.98  3.000
 96M  H013  C01  H011  108.11  3.000
 96M  H012  C01  C02   112.71  3.000
 96M  H013  C01  C02   110.18  3.000
 96M  H011  C01  C02   110.52  3.000
 96M  H022  C02  H021  105.66  3.000
 96M  H022  C02  N03   108.11  3.000
 96M  H021  C02  N03   111.67  3.000
 96M  H022  C02  C01   107.76  3.000
 96M  H021  C02  C01   109.98  3.000
 96M  N03   C02  C01   113.27  3.000
 96M  C06   N03  C04   112.03  3.000
 96M  C04   N03  C02   113.00  3.000
 96M  C06   N03  C02   111.54  3.000
 96M  H041  C04  H042  105.68  3.000
 96M  H041  C04  C05   110.07  3.000
 96M  H042  C04  C05   108.19  3.000
 96M  H041  C04  N03   111.60  3.000
 96M  H042  C04  N03   108.55  3.000
 96M  C05   C04  N03   112.46  3.000
 96M  H053  C05  H052  108.27  3.000
 96M  H053  C05  H051  107.42  3.000
 96M  H052  C05  H051  107.73  3.000
 96M  H053  C05  C04   110.50  3.000
 96M  H052  C05  C04   110.41  3.000
 96M  H051  C05  C04   112.36  3.000
 96M  H061  C06  H062  105.61  3.000
 96M  H061  C06  C07   107.69  3.000
 96M  H062  C06  C07   107.98  3.000
 96M  H061  C06  N03   112.12  3.000
 96M  H062  C06  N03   109.75  3.000
 96M  C07   C06  N03   113.32  3.000
 96M  H071  C07  H072  107.37  3.000
 96M  H071  C07  O08   110.41  3.000
 96M  H072  C07  O08   110.51  3.000
 96M  H071  C07  C06   111.11  3.000
 96M  H072  C07  C06   109.07  3.000
 96M  O08   C07  C06   108.38  3.000
 96M  C09   O08  C07   118.55  3.000
 96M  C35   C09  C10   118.68  3.000
 96M  C10   C09  O08   116.60  3.000
 96M  C35   C09  O08   124.72  3.000
 96M  H101  C10  C11   119.49  3.000
 96M  H101  C10  C09   119.30  3.000
 96M  C11   C10  C09   121.20  3.000
 96M  H111  C11  C12   120.71  3.000
 96M  H111  C11  C10   119.04  3.000
 96M  C12   C11  C10   120.26  3.000
 96M  C34   C12  N13   117.69  3.000
 96M  N13   C12  C11   123.80  3.000
 96M  C34   C12  C11   118.44  3.000
 96M  H131  N13  C14   114.02  3.000
 96M  H131  N13  C12   115.98  3.000
 96M  C14   N13  C12   129.62  3.000
 96M  N19   C14  N15   125.93  3.000
 96M  N19   C14  N13   119.13  3.000
 96M  N15   C14  N13   114.94  3.000
 96M  C16   N15  C14   117.14  3.000
 96M  N24   C16  C17   119.85  3.000
 96M  C17   C16  N15   122.01  3.000
 96M  N24   C16  N15   118.14  3.000
 96M  C20   C17  C18   125.20  3.000
 96M  C18   C17  C16   115.28  3.000
 96M  C20   C17  C16   119.52  3.000
 96M  H181  C18  N19   116.95  3.000
 96M  H181  C18  C17   119.56  3.000
 96M  N19   C18  C17   123.49  3.000
 96M  C18   N19  C14   116.16  3.000
 96M  H201  C20  C21   120.73  3.000
 96M  H201  C20  C17   119.21  3.000
 96M  C21   C20  C17   120.05  3.000
 96M  C26   C21  C22   116.51  3.000
 96M  C26   C21  C20   122.19  3.000
 96M  C22   C21  C20   121.30  3.000
 96M  N24   C22  O23   121.14  3.000
 96M  N24   C22  C21   116.69  3.000
 96M  O23   C22  C21   122.17  3.000
 96M  C25   N24  C22   119.24  3.000
 96M  C22   N24  C16   122.57  3.000
 96M  C25   N24  C16   118.19  3.000
 96M  H251  C25  H253  108.73  3.000
 96M  H251  C25  H252  109.27  3.000
 96M  H253  C25  H252  109.29  3.000
 96M  H251  C25  N24   110.27  3.000
 96M  H253  C25  N24   110.33  3.000
 96M  H252  C25  N24   108.93  3.000
 96M  C32   C26  C27   116.81  3.000
 96M  C32   C26  C21   121.99  3.000
 96M  C27   C26  C21   121.20  3.000
 96M  C29   C27  CL28  118.80  3.000
 96M  C29   C27  C26   122.38  3.000
 96M  CL28  C27  C26   118.82  3.000
 96M  H291  C29  C30   120.67  3.000
 96M  H291  C29  C27   120.38  3.000
 96M  C30   C29  C27   118.95  3.000
 96M  H301  C30  C31   119.64  3.000
 96M  H301  C30  C29   119.78  3.000
 96M  C31   C30  C29   120.58  3.000
 96M  H311  C31  C32   120.37  3.000
 96M  H311  C31  C30   120.52  3.000
 96M  C32   C31  C30   119.11  3.000
 96M  CL33  C32  C31   118.50  3.000
 96M  CL33  C32  C26   119.33  3.000
 96M  C31   C32  C26   122.18  3.000
 96M  H341  C34  C35   118.79  3.000
 96M  H341  C34  C12   119.72  3.000
 96M  C35   C34  C12   121.49  3.000
 96M  H351  C35  C34   118.33  3.000
 96M  H351  C35  C09   121.74  3.000
 96M  C34   C35  C09   119.93  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
 96M  CONST_01  C12   C34  C35  C09      0.00   0.0  0
 96M  CONST_02  C12   C11  C10  C09      0.00   0.0  0
 96M  CONST_03  C34   C35  C09  C10      0.00   0.0  0
 96M  CONST_04  C34   C12  C11  C10      0.00   0.0  0
 96M  CONST_05  C35   C09  C10  C11      0.00   0.0  0
 96M  CONST_06  C35   C34  C12  C11      0.00   0.0  0
 96M  CONST_07  C17   C16  N15  C14      0.00   0.0  0
 96M  CONST_08  C17   C18  N19  C14      0.00   0.0  0
 96M  CONST_09  C18   C17  C16  N15      0.00   0.0  0
 96M  CONST_10  C18   N19  C14  N15      0.00   0.0  0
 96M  CONST_11  N19   C14  N15  C16      0.00   0.0  0
 96M  CONST_12  N19   C18  C17  C16      0.00   0.0  0
 96M  CONST_13  C30   C29  C27  C26      0.00   0.0  0
 96M  CONST_14  C30   C31  C32  C26      0.00   0.0  0
 96M  CONST_15  C31   C30  C29  C27      0.00   0.0  0
 96M  CONST_16  C31   C32  C26  C27      0.00   0.0  0
 96M  CONST_17  C32   C26  C27  C29      0.00   0.0  0
 96M  CONST_18  C32   C31  C30  C29      0.00   0.0  0
 96M  CONST_19  C29   C27  C26  C21    180.00   0.0  0
 96M  CONST_20  C31   C32  C26  C21    180.00   0.0  0
 96M  CONST_21  C21   C22  N24  C16      0.00   0.0  0
 96M  CONST_22  C34   C35  C09  O08    180.00   0.0  0
 96M  CONST_23  C11   C10  C09  O08    180.00   0.0  0
 96M  CONST_24  N13   C12  C11  C10    180.00   0.0  0
 96M  CONST_25  C35   C34  C12  N13    180.00   0.0  0
 96M  CONST_26  C16   N15  C14  N13    180.00   0.0  0
 96M  CONST_27  C18   N19  C14  N13    180.00   0.0  0
 96M  CONST_28  CL28  C27  C26  C21      0.00   0.0  0
 96M  CONST_29  CL33  C32  C26  C21      0.00   0.0  0
 96M  CONST_30  CL33  C32  C26  C27    180.00   0.0  0
 96M  CONST_31  C30   C29  C27  CL28   180.00   0.0  0
 96M  CONST_32  C32   C26  C27  CL28   180.00   0.0  0
 96M  CONST_33  CL33  C32  C31  C30    180.00   0.0  0
 96M  CONST_34  O23   C22  N24  C16    180.00   0.0  0
 96M  CONST_35  C25   N24  C22  C21    180.00   0.0  0
 96M  CONST_36  H341  C34  C35  C09    180.00   0.0  0
 96M  CONST_37  H111  C11  C10  C09    180.00   0.0  0
 96M  CONST_38  H351  C35  C09  C10    180.00   0.0  0
 96M  CONST_39  H101  C10  C11  C12    180.00   0.0  0
 96M  CONST_40  H181  C18  N19  C14    180.00   0.0  0
 96M  CONST_41  H291  C29  C27  C26    180.00   0.0  0
 96M  CONST_42  H311  C31  C32  C26    180.00   0.0  0
 96M  CONST_43  H301  C30  C29  C27    180.00   0.0  0
 96M  CONST_44  C25   N24  C22  O23      0.00   0.0  0
 96M  Var_01    C27   C26  C21  C20   -102.49  30.0  2
 96M  Var_02    C14   N13  C12  C11     35.25  30.0  2
 96M  Var_03    N15   C14  N13  C12    178.35  30.0  2
 96M  Var_04    C35   C09  O08  C07      2.12  30.0  2
 96M  Var_05    H252  C25  N24  C16    178.35  30.0  3
 96M  Var_06    H072  C07  O08  C09     58.56  30.0  1
 96M  Var_07    C06   N03  C02  C01   -159.64  30.0  2
 96M  Var_08    C07   C06  N03  C02     81.96  30.0  1
 96M  Var_09    C05   C04  N03  C02   -154.82  30.0  3
 96M  Var_10    O08   C07  C06  N03     66.86  30.0  3
 96M  Var_11    H051  C05  C04  N03    -61.93  30.0  3
 96M  Var_12    H011  C01  C02  N03     54.89  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
 96M  plan-1  C21   0.020
 96M  plan-1  C26   0.020
 96M  plan-1  C27   0.020
 96M  plan-1  CL28  0.020
 96M  plan-1  C29   0.020
 96M  plan-1  C30   0.020
 96M  plan-1  C31   0.020
 96M  plan-1  C32   0.020
 96M  plan-1  CL33  0.020
 96M  plan-1  H291  0.020
 96M  plan-1  H301  0.020
 96M  plan-1  H311  0.020
 96M  plan-2  O08   0.020
 96M  plan-2  C09   0.020
 96M  plan-2  C10   0.020
 96M  plan-2  C11   0.020
 96M  plan-2  C12   0.020
 96M  plan-2  N13   0.020
 96M  plan-2  C34   0.020
 96M  plan-2  C35   0.020
 96M  plan-2  H101  0.020
 96M  plan-2  H111  0.020
 96M  plan-2  H341  0.020
 96M  plan-2  H351  0.020
 96M  plan-3  N13   0.020
 96M  plan-3  C14   0.020
 96M  plan-3  N15   0.020
 96M  plan-3  C16   0.020
 96M  plan-3  C17   0.020
 96M  plan-3  C18   0.020
 96M  plan-3  N19   0.020
 96M  plan-3  C20   0.020
 96M  plan-3  C21   0.020
 96M  plan-3  C22   0.020
 96M  plan-3  O23   0.020
 96M  plan-3  N24   0.020
 96M  plan-3  C25   0.020
 96M  plan-3  C26   0.020
 96M  plan-3  H181  0.020
 96M  plan-3  H201  0.020

