# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr 11 20:18:14 2020
#   Inital geometry file: a 129 line input string
#   Ligand name: 4-methoxy-N~1~-methyl-N~3~-{6-[4-(propan-2-yl)-4H-1,2,4-triazol-3-yl]pyridin-2-yl}benzene-1,3-dicarboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CNC(=O)c1ccc(OC)c(c1)C(=O)Nc2cccc(n2)c3nncn3C(C)C
#
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
 9E4  9E4  4-methoxy-N~1~-methyl-N~3~-{6-[4-(propan-2-yl)-4H-1,2,4-triazol-3-yl]pyridin-2-yl}benzene-1,3-dicarboxamide  ligand  51  29  .  2021-08-06  2022-09-22
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_9E4
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
 9E4  N3   N  N     0  -0.333  -5.6681  -0.9814  -0.2707
 9E4  C4   C  CR15  0   0.070  -5.7153   0.9584   0.6118
 9E4  N2   N  N     0  -0.325  -6.4782  -0.0016   0.1678
 9E4  C7   C  CR16  0  -0.321  -3.4842  -2.7355  -0.8931
 9E4  C6   C  CR6   0   0.203  -3.2784  -1.4290  -0.4618
 9E4  C9   C  CR16  0  -0.381  -1.1127  -2.9157  -1.1745
 9E4  C13  C  CR16  0  -0.263   3.1109  -0.4429   0.2642
 9E4  C20  C  CH3   0  -0.514   7.8275  -1.3274   1.1996
 9E4  C8   C  CR16  0  -0.141  -2.3728  -3.4776  -1.2607
 9E4  C18  C  CH3   0  -0.441   1.4925   3.7274  -1.4264
 9E4  C16  C  CR16  0  -0.372   3.6712   2.0831  -0.7321
 9E4  C19  C  C     0   0.529   5.5069  -1.0096   0.5289
 9E4  C1   C  CH3   0  -0.638  -2.8688   2.3539  -0.3425
 9E4  C3   C  CH3   0  -0.679  -3.6072   2.3361   2.0710
 9E4  N1   N  NR5   0  -0.465  -4.4112   0.6360   0.4837
 9E4  C5   C  CR5   0   0.433  -4.4279  -0.6001  -0.0869
 9E4  C10  C  CR6   0   0.509  -1.0194  -1.5981  -0.7276
 9E4  N4   N  N     0  -0.445  -2.0722  -0.8774  -0.3975
 9E4  C11  C  C     0   0.515   0.6503  -0.0020   0.1649
 9E4  O1   O  O     0  -0.417  -0.0215   0.5054   1.0347
 9E4  C12  C  CR6   0  -0.178   2.0739   0.4069  -0.0678
 9E4  C14  C  CR6   0  -0.043   4.4405  -0.0416   0.1398
 9E4  C15  C  CR16  0  -0.275   4.6990   1.2247  -0.3717
 9E4  C17  C  CR6   0   0.396   2.3464   1.6865  -0.5721
 9E4  O2   O  O2    0  -0.451   1.2850   2.4331  -0.8882
 9E4  O3   O  O     0  -0.495   5.2792  -2.2126   0.5837
 9E4  N6   N  NH1   0  -0.643   6.7121  -0.4955   0.8142
 9E4  H8   H  HCR5  0   0.303  -6.0643   1.8875   1.0320
 9E4  H9   H  HCR6  0   0.274  -4.4788  -3.1531  -0.9439
 9E4  H11  H  HCR6  0   0.287  -0.2267  -3.4777  -1.4384
 9E4  H13  H  HCR6  0   0.270   2.8860  -1.4306   0.6475
 9E4  H22  H  HCH3  0   0.251   8.7146  -0.7038   1.2633
 9E4  H21  H  HCH3  0   0.237   7.6699  -1.8028   2.1694
 9E4  H20  H  HCH3  0   0.242   8.0090  -2.1080   0.4621
 9E4  H10  H  HCR6  0   0.282  -2.4891  -4.4969  -1.6033
 9E4  H12  H  HNH1  0   0.427   0.9403  -1.3922  -1.2797
 9E4  H18  H  HCH3  0   0.236   2.0324   3.6886  -2.3752
 9E4  H16  H  HCH3  0   0.265   0.5055   4.1478  -1.5989
 9E4  H17  H  HCH3  0   0.237   2.0358   4.3715  -0.7314
 9E4  H15  H  HCR6  0   0.293   3.9232   3.0512  -1.1414
 9E4  H2   H  HCH3  0   0.222  -3.6481   3.0752  -0.5941
 9E4  H1   H  HCH3  0   0.236  -1.9570   2.9013  -0.1047
 9E4  H3   H  HCH3  0   0.240  -2.6651   1.7381  -1.2171
 9E4  H4   H  HCH1  0   0.302  -2.4520   0.8332   1.0866
 9E4  H6   H  HCH3  0   0.255  -2.7047   2.8541   2.3933
 9E4  H5   H  HCH3  0   0.233  -4.3614   3.0971   1.8664
 9E4  H7   H  HCH3  0   0.248  -3.9513   1.7195   2.9018
 9E4  H14  H  HCR6  0   0.266   5.7146   1.5655  -0.5283
 9E4  H19  H  HNH1  0   0.410   6.8258   0.5005   0.8909
 9E4  N5   N  NH1   0  -0.719   0.2391  -0.9958  -0.6720
 9E4  C2   C  CH1   0  -0.133  -3.2744   1.4987   0.8475

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
 9E4  C1   C2   single    1.521  0.020  1.521
 9E4  C18  O2   single    1.417  0.020  1.417
 9E4  C2   N1   single    1.473  0.020  1.473
 9E4  C2   C3   single    1.519  0.020  1.519
 9E4  C4   N1   aromatic  1.349  0.020  1.349
 9E4  C4   N2   aromatic  1.304  0.020  1.304
 9E4  N1   C5   aromatic  1.362  0.020  1.362
 9E4  O2   C17  single    1.336  0.020  1.336
 9E4  C16  C17  aromatic  1.392  0.020  1.392
 9E4  C16  C15  aromatic  1.387  0.020  1.387
 9E4  N2   N3   aromatic  1.345  0.020  1.345
 9E4  C17  C12  aromatic  1.402  0.020  1.402
 9E4  C5   N3   aromatic  1.310  0.020  1.310
 9E4  C5   C6   single    1.466  0.020  1.466
 9E4  C15  C14  aromatic  1.390  0.020  1.390
 9E4  C6   N4   aromatic  1.328  0.020  1.328
 9E4  C6   C7   aromatic  1.391  0.020  1.391
 9E4  N4   C10  aromatic  1.318  0.020  1.318
 9E4  C12  C11  single    1.499  0.020  1.499
 9E4  C12  C13  aromatic  1.381  0.020  1.381
 9E4  N5   C10  single    1.396  0.020  1.396
 9E4  N5   C11  single    1.363  0.020  1.363
 9E4  C7   C8   aromatic  1.386  0.020  1.386
 9E4  C10  C9   aromatic  1.395  0.020  1.395
 9E4  C11  O1   double    1.211  0.020  1.211
 9E4  N6   C20  single    1.444  0.020  1.444
 9E4  N6   C19  single    1.341  0.020  1.341
 9E4  C14  C13  aromatic  1.394  0.020  1.394
 9E4  C14  C19  single    1.492  0.020  1.492
 9E4  C8   C9   aromatic  1.382  0.020  1.382
 9E4  C19  O3   double    1.226  0.020  1.226
 9E4  C4   H8   single    0.930  0.020  1.080
 9E4  C7   H9   single    0.930  0.020  1.080
 9E4  C9   H11  single    0.930  0.020  1.080
 9E4  C13  H13  single    0.930  0.020  1.080
 9E4  C20  H22  single    0.970  0.020  1.090
 9E4  C20  H21  single    0.970  0.020  1.090
 9E4  C20  H20  single    0.970  0.020  1.090
 9E4  C8   H10  single    0.930  0.020  1.080
 9E4  N5   H12  single    0.860  0.020  1.020
 9E4  C18  H18  single    0.970  0.020  1.090
 9E4  C18  H16  single    0.970  0.020  1.090
 9E4  C18  H17  single    0.970  0.020  1.090
 9E4  C16  H15  single    0.930  0.020  1.080
 9E4  C1   H2   single    0.970  0.020  1.090
 9E4  C1   H1   single    0.970  0.020  1.090
 9E4  C1   H3   single    0.970  0.020  1.090
 9E4  C2   H4   single    0.970  0.020  1.090
 9E4  C3   H6   single    0.970  0.020  1.090
 9E4  C3   H5   single    0.970  0.020  1.090
 9E4  C3   H7   single    0.970  0.020  1.090
 9E4  C15  H14  single    0.930  0.020  1.080
 9E4  N6   H19  single    0.860  0.020  1.020

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
 9E4  C5   N3   N2   108.21  3.000
 9E4  H8   C4   N1   123.77  3.000
 9E4  H8   C4   N2   125.30  3.000
 9E4  N1   C4   N2   110.93  3.000
 9E4  C4   N2   N3   107.15  3.000
 9E4  H9   C7   C8   121.26  3.000
 9E4  H9   C7   C6   120.93  3.000
 9E4  C8   C7   C6   117.81  3.000
 9E4  N4   C6   C5   117.71  3.000
 9E4  N4   C6   C7   122.65  3.000
 9E4  C5   C6   C7   119.62  3.000
 9E4  H11  C9   C10  120.94  3.000
 9E4  H11  C9   C8   121.34  3.000
 9E4  C10  C9   C8   117.71  3.000
 9E4  H13  C13  C14  119.47  3.000
 9E4  H13  C13  C12  119.36  3.000
 9E4  C14  C13  C12  121.16  3.000
 9E4  H20  C20  H21  108.27  3.000
 9E4  H20  C20  H22  108.36  3.000
 9E4  H21  C20  H22  108.41  3.000
 9E4  H20  C20  N6   111.16  3.000
 9E4  H21  C20  N6   112.12  3.000
 9E4  H22  C20  N6   108.41  3.000
 9E4  H10  C8   C9   120.05  3.000
 9E4  H10  C8   C7   120.16  3.000
 9E4  C9   C8   C7   119.79  3.000
 9E4  H17  C18  H16  108.95  3.000
 9E4  H17  C18  H18  109.13  3.000
 9E4  H16  C18  H18  108.95  3.000
 9E4  H17  C18  O2   111.70  3.000
 9E4  H16  C18  O2   106.30  3.000
 9E4  H18  C18  O2   111.71  3.000
 9E4  H15  C16  C17  121.37  3.000
 9E4  H15  C16  C15  118.69  3.000
 9E4  C17  C16  C15  119.94  3.000
 9E4  N6   C19  O3   122.26  3.000
 9E4  O3   C19  C14  121.04  3.000
 9E4  N6   C19  C14  116.70  3.000
 9E4  H3   C1   H1   107.63  3.000
 9E4  H3   C1   H2   108.79  3.000
 9E4  H1   C1   H2   108.41  3.000
 9E4  H3   C1   C2   111.13  3.000
 9E4  H1   C1   C2   109.57  3.000
 9E4  H2   C1   C2   111.20  3.000
 9E4  H7   C3   H5   108.62  3.000
 9E4  H7   C3   H6   107.75  3.000
 9E4  H5   C3   H6   107.25  3.000
 9E4  H7   C3   C2   111.78  3.000
 9E4  H5   C3   C2   112.64  3.000
 9E4  H6   C3   C2   108.60  3.000
 9E4  C5   N1   C2   130.15  3.000
 9E4  C5   N1   C4   104.17  3.000
 9E4  C2   N1   C4   125.64  3.000
 9E4  N1   C5   C6   127.65  3.000
 9E4  C6   C5   N3   122.80  3.000
 9E4  N1   C5   N3   109.54  3.000
 9E4  N4   C10  N5   118.30  3.000
 9E4  N5   C10  C9   118.73  3.000
 9E4  N4   C10  C9   122.93  3.000
 9E4  C10  N4   C6   119.10  3.000
 9E4  C12  C11  O1   121.61  3.000
 9E4  O1   C11  N5   125.41  3.000
 9E4  C12  C11  N5   112.96  3.000
 9E4  C17  C12  C11  119.30  3.000
 9E4  C11  C12  C13  120.51  3.000
 9E4  C17  C12  C13  120.13  3.000
 9E4  C15  C14  C19  123.65  3.000
 9E4  C19  C14  C13  118.14  3.000
 9E4  C15  C14  C13  118.19  3.000
 9E4  H14  C15  C14  120.96  3.000
 9E4  H14  C15  C16  117.57  3.000
 9E4  C14  C15  C16  121.44  3.000
 9E4  O2   C17  C12  116.15  3.000
 9E4  C12  C17  C16  119.10  3.000
 9E4  O2   C17  C16  124.73  3.000
 9E4  C17  O2   C18  118.95  3.000
 9E4  H19  N6   C19  119.85  3.000
 9E4  H19  N6   C20  117.58  3.000
 9E4  C19  N6   C20  122.02  3.000
 9E4  H12  N5   C11  116.53  3.000
 9E4  H12  N5   C10  115.65  3.000
 9E4  C11  N5   C10  127.66  3.000
 9E4  H4   C2   N1   106.28  3.000
 9E4  H4   C2   C3   109.07  3.000
 9E4  N1   C2   C3   110.65  3.000
 9E4  H4   C2   C1   108.38  3.000
 9E4  C3   C2   C1   112.25  3.000
 9E4  N1   C2   C1   110.00  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
 9E4  CONST_01  N1   C4   N2   N3      0.00   0.0  0
 9E4  CONST_02  C4   N1   C5   N3      0.00   0.0  0
 9E4  CONST_03  N4   C6   C5   N3    180.00   0.0  0
 9E4  CONST_04  C7   C6   C5   N3      0.00   0.0  0
 9E4  CONST_05  C6   C5   N1   C4    180.00   0.0  0
 9E4  CONST_06  C5   N3   N2   C4      0.00   0.0  0
 9E4  CONST_07  C5   N1   C4   N2      0.00   0.0  0
 9E4  CONST_08  N1   C5   N3   N2      0.00   0.0  0
 9E4  CONST_09  C6   C5   N3   N2    180.00   0.0  0
 9E4  CONST_10  N1   C5   C6   C7    180.00   0.0  0
 9E4  CONST_11  C10  N4   C6   C7      0.00   0.0  0
 9E4  CONST_12  C10  C9   C8   C7      0.00   0.0  0
 9E4  CONST_13  C9   C10  N4   C6      0.00   0.0  0
 9E4  CONST_14  C9   C8   C7   C6      0.00   0.0  0
 9E4  CONST_15  C16  C17  C12  C13     0.00   0.0  0
 9E4  CONST_16  C16  C15  C14  C13     0.00   0.0  0
 9E4  CONST_17  C5   C6   C7   C8    180.00   0.0  0
 9E4  CONST_18  N4   C6   C7   C8      0.00   0.0  0
 9E4  CONST_19  N4   C10  C9   C8      0.00   0.0  0
 9E4  CONST_20  N4   C6   C5   N1      0.00   0.0  0
 9E4  CONST_21  C10  N4   C6   C5    180.00   0.0  0
 9E4  CONST_22  C15  C16  C17  C12     0.00   0.0  0
 9E4  CONST_23  C15  C14  C13  C12     0.00   0.0  0
 9E4  CONST_24  C17  C16  C15  C14     0.00   0.0  0
 9E4  CONST_25  C17  C12  C13  C14     0.00   0.0  0
 9E4  CONST_26  C2   N1   C5   N3    180.00   0.0  0
 9E4  CONST_27  C2   N1   C4   N2    180.00   0.0  0
 9E4  CONST_28  C2   N1   C5   C6      0.00   0.0  0
 9E4  CONST_29  N5   C10  N4   C6    180.00   0.0  0
 9E4  CONST_30  O2   C17  C12  C13   180.00   0.0  0
 9E4  CONST_31  N5   C10  C9   C8    180.00   0.0  0
 9E4  CONST_32  C11  C12  C17  C16   180.00   0.0  0
 9E4  CONST_33  C19  C14  C15  C16   180.00   0.0  0
 9E4  CONST_34  C12  C13  C14  C19   180.00   0.0  0
 9E4  CONST_35  C14  C13  C12  C11   180.00   0.0  0
 9E4  CONST_36  O2   C17  C16  C15   180.00   0.0  0
 9E4  CONST_37  H8   C4   N2   N3    180.00   0.0  0
 9E4  CONST_38  H11  C9   C8   C7    180.00   0.0  0
 9E4  CONST_39  H10  C8   C7   C6    180.00   0.0  0
 9E4  CONST_40  H9   C7   C8   C9    180.00   0.0  0
 9E4  CONST_41  H14  C15  C14  C13   180.00   0.0  0
 9E4  CONST_42  H15  C16  C17  C12   180.00   0.0  0
 9E4  CONST_43  H13  C13  C14  C15   180.00   0.0  0
 9E4  CONST_44  C12  C11  N5   C10   180.00   0.0  0
 9E4  CONST_48  C14  C19  N6   C20   180.00   0.0  0
 9E4  CONST_49  O1   C11  N5   C10     0.00   0.0  0
 9E4  CONST_50  H19  N6   C19  C14     0.00   0.0  0
 9E4  CONST_51  O3   C19  N6   C20     0.00   0.0  0
 9E4  Var_01    C1   C2   N1   C4    -89.89  30.0  2
 9E4  Var_02    N5   C11  C12  C13   -69.90  30.0  2
 9E4  Var_03    N6   C19  C14  C13  -159.20  30.0  2
 9E4  Var_04    C16  C17  O2   C18    -0.05  30.0  2
 9E4  Var_05    H2   C1   C2   N1     66.83  30.0  3
 9E4  Var_06    H6   C3   C2   N1    172.19  30.0  3
 9E4  Var_07    H18  C18  O2   C17    61.64  30.0  3
 9E4  Var_08    H22  C20  N6   C19   173.39  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
 9E4  plan-1  N3   0.020
 9E4  plan-1  C4   0.020
 9E4  plan-1  N2   0.020
 9E4  plan-1  C6   0.020
 9E4  plan-1  N1   0.020
 9E4  plan-1  C5   0.020
 9E4  plan-1  H8   0.020
 9E4  plan-1  C2   0.020
 9E4  plan-2  C7   0.020
 9E4  plan-2  C6   0.020
 9E4  plan-2  C9   0.020
 9E4  plan-2  C8   0.020
 9E4  plan-2  C5   0.020
 9E4  plan-2  C10  0.020
 9E4  plan-2  N4   0.020
 9E4  plan-2  H9   0.020
 9E4  plan-2  H11  0.020
 9E4  plan-2  H10  0.020
 9E4  plan-2  N5   0.020
 9E4  plan-3  C13  0.020
 9E4  plan-3  C16  0.020
 9E4  plan-3  C19  0.020
 9E4  plan-3  C11  0.020
 9E4  plan-3  C12  0.020
 9E4  plan-3  C14  0.020
 9E4  plan-3  C15  0.020
 9E4  plan-3  C17  0.020
 9E4  plan-3  O2   0.020
 9E4  plan-3  H13  0.020
 9E4  plan-3  H15  0.020
 9E4  plan-3  H14  0.020
 9E4  plan-4  C20  0.020
 9E4  plan-4  C19  0.020
 9E4  plan-4  C14  0.020
 9E4  plan-4  O3   0.020
 9E4  plan-4  N6   0.020
 9E4  plan-4  H19  0.020
 9E4  plan-5  C10  0.020
 9E4  plan-5  C11  0.020
 9E4  plan-5  O1   0.020
 9E4  plan-5  C12  0.020
 9E4  plan-5  H12  0.020
 9E4  plan-5  N5   0.020

