# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr  4 15:33:09 2020
#   Inital geometry file: a 107 line input string
#   Ligand name: N-(3,4-dimethoxyphenyl)-2-(1H-pyrazol-4-yl)-1H-pyrrolo[3,2-c]pyridin-6-amine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1ccc(Nc2cc3[nH]c(cc3cn2)c4c[nH]nc4)cc1OC
#
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
 4T9  4T9  N-(3,4-dimethoxyphenyl)-2-(1H-pyrazol-4-yl)-1H-pyrrolo[3,2-c]pyridin-6-amine  ligand  42  25  .  2021-08-04  2021-08-04  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_4T9
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
 4T9  C3    C  CH3   0  -0.434  -6.9301  -2.4003  -0.0915
 4T9  O1    O  O2    0  -0.469  -6.5873  -1.0331  -0.0561
 4T9  C2    C  CR6   0   0.282  -5.2723  -0.7173  -0.0440
 4T9  C4    C  CR16  0  -0.369  -4.2268  -1.6180  -0.0678
 4T9  C5    C  CR16  0  -0.347  -2.8924  -1.2050  -0.0548
 4T9  C6    C  CR6   0   0.383  -2.5869   0.1492  -0.0163
 4T9  C17   C  CR16  0  -0.526  -3.6502   1.0722   0.0105
 4T9  C1    C  CR6   0   0.334  -4.9679   0.6587  -0.0030
 4T9  O     O  O2    0  -0.466  -6.0280   1.4883   0.0203
 4T9  C     C  CH3   0  -0.438  -5.7918   2.8801   0.0590
 4T9  N     N  NH1   0  -0.797  -1.3123   0.6990  -0.0037
 4T9  C7    C  CR6   0   0.533  -0.0622   0.1216  -0.0010
 4T9  C16   C  CR16  0  -0.516   1.0482   0.9725   0.0221
 4T9  C10   C  CR56  0   0.466   2.2876   0.3580   0.0237
 4T9  N2    N  NR15  0  -0.770   3.5431   0.8726   0.0435
 4T9  C11   C  CR5   0   0.384   4.4704  -0.1533   0.0348
 4T9  C15   C  CR15  0  -0.475   3.8093  -1.3495   0.0107
 4T9  C9    C  CR56  0  -0.036   2.4116  -1.0511   0.0035
 4T9  C8    C  CR16  0  -0.121   1.2327  -1.7811  -0.0181
 4T9  N1    N  N     0  -0.481   0.0368  -1.2116  -0.0212
 4T9  C12   C  CR5   0  -0.160   5.8885   0.1244   0.0513
 4T9  C14   C  CR15  0  -0.014   6.9232  -0.7930   0.0262
 4T9  N4    N  NR15  0  -0.421   8.0570  -0.0837   0.0549
 4T9  N3    N  N     0  -0.257   7.8585   1.2272   0.0963
 4T9  C13   C  CR15  0  -0.104   6.5481   1.3724   0.0945
 4T9  H31C  H  HCH3  0   0.223  -6.5559  -2.8957  -0.9924
 4T9  H32C  H  HCH3  0   0.223  -6.5561  -2.9404   0.7834
 4T9  H33C  H  HCH3  0   0.256  -8.0167  -2.4497  -0.0927
 4T9  H4    H  HCR6  0   0.275  -4.4190  -2.6825  -0.0969
 4T9  H5    H  HCR6  0   0.278  -2.1119  -1.9452  -0.0734
 4T9  H17   H  HCR6  0   0.286  -3.4179   2.1299   0.0423
 4T9  H     H  HNH1  0   0.407  -1.2979   1.7062   0.0128
 4T9  HC1   H  HCH3  0   0.260  -6.7680   3.3590   0.0634
 4T9  HC2   H  HCH3  0   0.227  -5.2499   3.1790   0.9607
 4T9  HC3   H  HCH3  0   0.227  -5.2345   3.2250  -0.8163
 4T9  H16   H  HCR6  0   0.272   0.9374   2.0495   0.0382
 4T9  H2    H  HNR5  0   0.410   3.7606   1.8554   0.0504
 4T9  H15   H  HCR5  0   0.249   4.2643  -2.3274   0.0017
 4T9  H8    H  HCR6  0   0.253   1.2495  -2.8660  -0.0358
 4T9  H14   H  HCR5  0   0.291   6.9238  -1.8700  -0.0076
 4T9  H13   H  HCR5  0   0.257   6.1166   2.3620   0.1249
 4T9  HA    H  HNR5  0   0.427   8.9962  -0.4495   0.0475

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
 4T9  C3   O1    single    1.410  0.020  1.410
 4T9  O1   C2    single    1.352  0.020  1.352
 4T9  C2   C4    aromatic  1.380  0.020  1.380
 4T9  C2   C1    aromatic  1.410  0.020  1.410
 4T9  C4   C5    aromatic  1.397  0.020  1.397
 4T9  C5   C6    aromatic  1.389  0.020  1.389
 4T9  C6   C17   aromatic  1.408  0.020  1.408
 4T9  C6   N     single    1.388  0.020  1.388
 4T9  C17  C1    aromatic  1.381  0.020  1.381
 4T9  C1   O     single    1.346  0.020  1.346
 4T9  O    C     single    1.412  0.020  1.412
 4T9  N    C7    single    1.377  0.020  1.377
 4T9  C7   C16   aromatic  1.399  0.020  1.399
 4T9  C7   N1    aromatic  1.337  0.020  1.337
 4T9  C16  C10   aromatic  1.383  0.020  1.383
 4T9  C10  N2    aromatic  1.357  0.020  1.357
 4T9  C10  C9    aromatic  1.415  0.020  1.415
 4T9  N2   C11   aromatic  1.383  0.020  1.383
 4T9  C11  C15   aromatic  1.367  0.020  1.367
 4T9  C11  C12   single    1.445  0.020  1.445
 4T9  C15  C9    aromatic  1.429  0.020  1.429
 4T9  C9   C8    aromatic  1.387  0.020  1.387
 4T9  C8   N1    aromatic  1.325  0.020  1.325
 4T9  C12  C14   aromatic  1.383  0.020  1.383
 4T9  C12  C13   aromatic  1.412  0.020  1.412
 4T9  C14  N4    aromatic  1.338  0.020  1.338
 4T9  N4   N3    aromatic  1.326  0.020  1.326
 4T9  N3   C13   aromatic  1.318  0.020  1.318
 4T9  C3   H31C  single    0.970  0.020  1.090
 4T9  C3   H32C  single    0.970  0.020  1.090
 4T9  C3   H33C  single    0.970  0.020  1.090
 4T9  C4   H4    single    0.930  0.020  1.080
 4T9  C5   H5    single    0.930  0.020  1.080
 4T9  C17  H17   single    0.930  0.020  1.080
 4T9  N    H     single    0.860  0.020  1.020
 4T9  C    HC1   single    0.970  0.020  1.090
 4T9  C    HC2   single    0.970  0.020  1.090
 4T9  C    HC3   single    0.970  0.020  1.090
 4T9  C16  H16   single    0.930  0.020  1.080
 4T9  N2   H2    single    0.860  0.020  1.020
 4T9  C15  H15   single    0.930  0.020  1.080
 4T9  C8   H8    single    0.930  0.020  1.080
 4T9  C14  H14   single    0.930  0.020  1.080
 4T9  C13  H13   single    0.930  0.020  1.080
 4T9  N4   HA    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
 4T9  H33C  C3   H32C  108.66  3.000
 4T9  H33C  C3   H31C  108.67  3.000
 4T9  H32C  C3   H31C  108.54  3.000
 4T9  H33C  C3   O1    106.67  3.000
 4T9  H32C  C3   O1    112.06  3.000
 4T9  H31C  C3   O1    112.12  3.000
 4T9  C2    O1   C3    117.59  3.000
 4T9  C1    C2   C4    118.29  3.000
 4T9  C1    C2   O1    115.98  3.000
 4T9  C4    C2   O1    125.73  3.000
 4T9  H4    C4   C5    117.43  3.000
 4T9  H4    C4   C2    120.53  3.000
 4T9  C5    C4   C2    122.04  3.000
 4T9  H5    C5   C6    120.78  3.000
 4T9  H5    C5   C4    119.31  3.000
 4T9  C6    C5   C4    119.91  3.000
 4T9  N     C6   C17   115.69  3.000
 4T9  N     C6   C5    126.05  3.000
 4T9  C17   C6   C5    118.26  3.000
 4T9  H17   C17  C1    119.81  3.000
 4T9  H17   C17  C6    118.59  3.000
 4T9  C1    C17  C6    121.60  3.000
 4T9  O     C1   C17   124.51  3.000
 4T9  O     C1   C2    115.59  3.000
 4T9  C17   C1   C2    119.90  3.000
 4T9  C     O    C1    118.43  3.000
 4T9  HC3   C    HC2   108.74  3.000
 4T9  HC3   C    HC1   108.78  3.000
 4T9  HC2   C    HC1   108.73  3.000
 4T9  HC3   C    O     111.97  3.000
 4T9  HC2   C    O     112.01  3.000
 4T9  HC1   C    O     106.50  3.000
 4T9  H     N    C7    113.97  3.000
 4T9  H     N    C6    114.15  3.000
 4T9  C7    N    C6    131.87  3.000
 4T9  N1    C7   C16   123.22  3.000
 4T9  N1    C7   N     119.04  3.000
 4T9  C16   C7   N     117.74  3.000
 4T9  H16   C16  C10   122.24  3.000
 4T9  H16   C16  C7    121.59  3.000
 4T9  C10   C16  C7    116.16  3.000
 4T9  C9    C10  N2    107.26  3.000
 4T9  C9    C10  C16   121.40  3.000
 4T9  N2    C10  C16   131.34  3.000
 4T9  H2    N2   C11   125.41  3.000
 4T9  H2    N2   C10   124.76  3.000
 4T9  C11   N2   C10   109.82  3.000
 4T9  C12   C11  C15   130.01  3.000
 4T9  C12   C11  N2    121.02  3.000
 4T9  C15   C11  N2    108.97  3.000
 4T9  H15   C15  C9    126.99  3.000
 4T9  H15   C15  C11   126.13  3.000
 4T9  C9    C15  C11   106.88  3.000
 4T9  C8    C9   C15   136.18  3.000
 4T9  C8    C9   C10   116.75  3.000
 4T9  C15   C9   C10   107.08  3.000
 4T9  H8    C8   N1    116.34  3.000
 4T9  H8    C8   C9    120.89  3.000
 4T9  N1    C8   C9    122.76  3.000
 4T9  C8    N1   C7    119.71  3.000
 4T9  C13   C12  C14   103.73  3.000
 4T9  C13   C12  C11   128.94  3.000
 4T9  C14   C12  C11   127.34  3.000
 4T9  H14   C14  N4    122.02  3.000
 4T9  H14   C14  C12   131.60  3.000
 4T9  N4    C14  C12   106.38  3.000
 4T9  HA    N4   N3    119.89  3.000
 4T9  HA    N4   C14   126.66  3.000
 4T9  N3    N4   C14   113.44  3.000
 4T9  C13   N3   N4    104.92  3.000
 4T9  H13   C13  N3    119.87  3.000
 4T9  H13   C13  C12   128.60  3.000
 4T9  N3    C13  C12   111.53  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
 4T9  CONST_01  C6    C5   C4   C2      0.00   0.0  0
 4T9  CONST_02  C6    C17  C1   C2      0.00   0.0  0
 4T9  CONST_03  C17   C1   C2   C4      0.00   0.0  0
 4T9  CONST_04  C17   C6   C5   C4      0.00   0.0  0
 4T9  CONST_05  C1    C2   C4   C5      0.00   0.0  0
 4T9  CONST_06  C1    C17  C6   C5      0.00   0.0  0
 4T9  CONST_07  N2    C10  C16  C7    180.00   0.0  0
 4T9  CONST_08  C9    C10  C16  C7      0.00   0.0  0
 4T9  CONST_09  C9    C8   N1   C7      0.00   0.0  0
 4T9  CONST_10  C8    N1   C7   C16     0.00   0.0  0
 4T9  CONST_11  C11   N2   C10  C16   180.00   0.0  0
 4T9  CONST_12  C15   C9   C10  C16   180.00   0.0  0
 4T9  CONST_13  C8    C9   C10  C16     0.00   0.0  0
 4T9  CONST_14  N1    C7   C16  C10     0.00   0.0  0
 4T9  CONST_15  C15   C11  N2   C10     0.00   0.0  0
 4T9  CONST_16  C12   C11  N2   C10   180.00   0.0  0
 4T9  CONST_17  C11   C15  C9   C10     0.00   0.0  0
 4T9  CONST_18  N1    C8   C9   C10     0.00   0.0  0
 4T9  CONST_19  C15   C9   C10  N2      0.00   0.0  0
 4T9  CONST_20  C8    C9   C10  N2    180.00   0.0  0
 4T9  CONST_21  C9    C15  C11  N2      0.00   0.0  0
 4T9  CONST_22  C14   C12  C11  N2    180.00   0.0  0
 4T9  CONST_23  C13   C12  C11  N2      0.00   0.0  0
 4T9  CONST_24  C9    C10  N2   C11     0.00   0.0  0
 4T9  CONST_25  C8    C9   C15  C11   180.00   0.0  0
 4T9  CONST_26  N4    C14  C12  C11   180.00   0.0  0
 4T9  CONST_27  N3    C13  C12  C11   180.00   0.0  0
 4T9  CONST_28  C14   C12  C11  C15     0.00   0.0  0
 4T9  CONST_29  C13   C12  C11  C15   180.00   0.0  0
 4T9  CONST_30  N1    C8   C9   C15   180.00   0.0  0
 4T9  CONST_31  C12   C11  C15  C9    180.00   0.0  0
 4T9  CONST_32  N3    N4   C14  C12     0.00   0.0  0
 4T9  CONST_33  N4    N3   C13  C12     0.00   0.0  0
 4T9  CONST_34  N3    C13  C12  C14     0.00   0.0  0
 4T9  CONST_35  C13   N3   N4   C14     0.00   0.0  0
 4T9  CONST_36  C13   C12  C14  N4      0.00   0.0  0
 4T9  CONST_37  C5    C4   C2   O1    180.00   0.0  0
 4T9  CONST_38  C17   C1   C2   O1    180.00   0.0  0
 4T9  CONST_39  O     C1   C2   C4    180.00   0.0  0
 4T9  CONST_40  N     C6   C5   C4    180.00   0.0  0
 4T9  CONST_41  O     C1   C17  C6    180.00   0.0  0
 4T9  CONST_42  N     C6   C17  C1    180.00   0.0  0
 4T9  CONST_43  C10   C16  C7   N     180.00   0.0  0
 4T9  CONST_44  C8    N1   C7   N     180.00   0.0  0
 4T9  CONST_45  H5    C5   C4   C2    180.00   0.0  0
 4T9  CONST_46  H17   C17  C1   C2    180.00   0.0  0
 4T9  CONST_47  H4    C4   C5   C6    180.00   0.0  0
 4T9  CONST_48  H8    C8   N1   C7    180.00   0.0  0
 4T9  CONST_49  H2    N2   C10  C16     0.00   0.0  0
 4T9  CONST_50  H15   C15  C9   C10   180.00   0.0  0
 4T9  CONST_51  H16   C16  C10  N2      0.00   0.0  0
 4T9  CONST_52  H14   C14  C12  C11     0.00   0.0  0
 4T9  CONST_53  H13   C13  C12  C11     0.00   0.0  0
 4T9  CONST_54  HA    N4   C14  C12   180.00   0.0  0
 4T9  Var_01    C7    N    C6   C5     -1.28  30.0  2
 4T9  Var_02    C16   C7   N    C6   -179.58  30.0  2
 4T9  Var_03    C4    C2   O1   C3      0.24  30.0  2
 4T9  Var_04    H31C  C3   O1   C2    -61.35  30.0  3
 4T9  Var_05    HC1   C    O    C1    179.50  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
 4T9  plan-1  C11  0.020
 4T9  plan-1  C12  0.020
 4T9  plan-1  C14  0.020
 4T9  plan-1  N4   0.020
 4T9  plan-1  N3   0.020
 4T9  plan-1  C13  0.020
 4T9  plan-1  H14  0.020
 4T9  plan-1  H13  0.020
 4T9  plan-1  HA   0.020
 4T9  plan-2  O1   0.020
 4T9  plan-2  C2   0.020
 4T9  plan-2  C4   0.020
 4T9  plan-2  C5   0.020
 4T9  plan-2  C6   0.020
 4T9  plan-2  C17  0.020
 4T9  plan-2  C1   0.020
 4T9  plan-2  O    0.020
 4T9  plan-2  N    0.020
 4T9  plan-2  H4   0.020
 4T9  plan-2  H5   0.020
 4T9  plan-2  H17  0.020
 4T9  plan-3  N    0.020
 4T9  plan-3  C7   0.020
 4T9  plan-3  C16  0.020
 4T9  plan-3  C10  0.020
 4T9  plan-3  N2   0.020
 4T9  plan-3  C11  0.020
 4T9  plan-3  C15  0.020
 4T9  plan-3  C9   0.020
 4T9  plan-3  C8   0.020
 4T9  plan-3  N1   0.020
 4T9  plan-3  C12  0.020
 4T9  plan-3  H16  0.020
 4T9  plan-3  H2   0.020
 4T9  plan-3  H15  0.020
 4T9  plan-3  H8   0.020

