# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Apr 19 07:55:20 2020
#   Inital geometry file: a 73 line input string
#   Ligand name: N-phenyl-1H-pyrrolo[2,3-b]pyridin-3-amine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: [nH]1cc(Nc2ccccc2)c3cccnc13
#
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
 C4E  C4E  N-phenyl-1H-pyrrolo[2,3-b]pyridin-3-amine  ligand  27  16  .  2021-08-07  2021-08-07  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_C4E
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
 C4E  N10   N  NH1   0  -0.796  -0.7749  -0.5005   1.0274
 C4E  C11   C  CR6   0   0.359  -1.9930  -0.3414   0.4038
 C4E  C12   C  CR16  0  -0.340  -2.2505   0.6913  -0.5053
 C4E  C13   C  CR16  0  -0.246  -3.4990   0.8062  -1.0996
 C4E  C14   C  CR16  0  -0.295  -4.5198  -0.0900  -0.8126
 C4E  C15   C  CR16  0  -0.245  -4.2665  -1.1171   0.0901
 C4E  C16   C  CR16  0  -0.350  -3.0265  -1.2451   0.6916
 C4E  C7    C  CR5   0   0.097   0.3669   0.2620   0.7826
 C4E  C6    C  CR15  0  -0.024   0.5525   1.5918   1.0493
 C4E  C8    C  CR56  0  -0.014   1.5876  -0.2091   0.2030
 C4E  C9    C  CR16  0  -0.221   2.0636  -1.4255  -0.2777
 C4E  C4    C  CR56  0   0.464   2.4666   0.8962   0.1519
 C4E  N5    N  NR15  0  -0.667   1.8069   1.9719   0.6578
 C4E  N3    N  N     0  -0.428   3.7069   0.8880  -0.3105
 C4E  C2    C  CR16  0  -0.088   4.1305  -0.2843  -0.7602
 C4E  C1    C  CR16  0  -0.347   3.3580  -1.4525  -0.7661
 C4E  HN10  H  HNH1  0   0.390  -0.6425  -1.3611   1.5340
 C4E  H12   H  HCR6  0   0.259  -1.4769   1.4064  -0.7509
 C4E  H13   H  HCR6  0   0.250  -3.6696   1.6146  -1.7998
 C4E  H14   H  HCR6  0   0.244  -5.4905   0.0084  -1.2797
 C4E  H15   H  HCR6  0   0.250  -5.0446  -1.8301   0.3330
 C4E  H16   H  HCR6  0   0.254  -2.8481  -2.0523   1.3931
 C4E  H6    H  HCR5  0   0.299  -0.1300   2.3055   1.4822
 C4E  H9    H  HCR6  0   0.261   1.4476  -2.3163  -0.2704
 C4E  HN5   H  HNR5  0   0.413   2.1782   2.9053   0.7285
 C4E  H2    H  HCR6  0   0.256   5.1445  -0.3130  -1.1429
 C4E  H1    H  HCR6  0   0.264   3.7852  -2.3667  -1.1543

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
 C4E  N10  C11   single    1.378  0.020  1.378
 C4E  N10  C7    single    1.395  0.020  1.395
 C4E  C11  C12   aromatic  1.400  0.020  1.400
 C4E  C11  C16   aromatic  1.403  0.020  1.403
 C4E  C12  C13   aromatic  1.387  0.020  1.387
 C4E  C13  C14   aromatic  1.388  0.020  1.388
 C4E  C14  C15   aromatic  1.391  0.020  1.391
 C4E  C15  C16   aromatic  1.384  0.020  1.384
 C4E  C7   C6    aromatic  1.369  0.020  1.369
 C4E  C7   C8    aromatic  1.431  0.020  1.431
 C4E  C6   N5    aromatic  1.368  0.020  1.368
 C4E  C8   C9    aromatic  1.392  0.020  1.392
 C4E  C8   C4    aromatic  1.413  0.020  1.413
 C4E  C9   C1    aromatic  1.384  0.020  1.384
 C4E  C4   N5    aromatic  1.360  0.020  1.360
 C4E  C4   N3    aromatic  1.324  0.020  1.324
 C4E  N3   C2    aromatic  1.325  0.020  1.325
 C4E  C2   C1    aromatic  1.401  0.020  1.401
 C4E  N10  HN10  single    0.860  0.020  1.020
 C4E  C12  H12   single    0.930  0.020  1.080
 C4E  C13  H13   single    0.930  0.020  1.080
 C4E  C14  H14   single    0.930  0.020  1.080
 C4E  C15  H15   single    0.930  0.020  1.080
 C4E  C16  H16   single    0.930  0.020  1.080
 C4E  C6   H6    single    0.930  0.020  1.080
 C4E  C9   H9    single    0.930  0.020  1.080
 C4E  N5   HN5   single    0.860  0.020  1.020
 C4E  C2   H2    single    0.930  0.020  1.080
 C4E  C1   H1    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
 C4E  HN10  N10  C7   116.60  3.000
 C4E  HN10  N10  C11  116.27  3.000
 C4E  C7    N10  C11  125.54  3.000
 C4E  C16   C11  C12  118.23  3.000
 C4E  C16   C11  N10  118.96  3.000
 C4E  C12   C11  N10  122.81  3.000
 C4E  H12   C12  C13  119.44  3.000
 C4E  H12   C12  C11  120.24  3.000
 C4E  C13   C12  C11  120.32  3.000
 C4E  H13   C13  C14  119.98  3.000
 C4E  H13   C13  C12  118.72  3.000
 C4E  C14   C13  C12  121.30  3.000
 C4E  H14   C14  C15  120.73  3.000
 C4E  H14   C14  C13  120.78  3.000
 C4E  C15   C14  C13  118.49  3.000
 C4E  H15   C15  C16  119.03  3.000
 C4E  H15   C15  C14  120.07  3.000
 C4E  C16   C15  C14  120.90  3.000
 C4E  H16   C16  C15  119.83  3.000
 C4E  H16   C16  C11  119.42  3.000
 C4E  C15   C16  C11  120.75  3.000
 C4E  C8    C7   C6   106.45  3.000
 C4E  C8    C7   N10  126.12  3.000
 C4E  C6    C7   N10  127.44  3.000
 C4E  H6    C6   N5   120.76  3.000
 C4E  H6    C6   C7   129.45  3.000
 C4E  N5    C6   C7   109.79  3.000
 C4E  C4    C8   C9   117.28  3.000
 C4E  C4    C8   C7   106.72  3.000
 C4E  C9    C8   C7   136.00  3.000
 C4E  H9    C9   C1   121.23  3.000
 C4E  H9    C9   C8   121.46  3.000
 C4E  C1    C9   C8   117.31  3.000
 C4E  N3    C4   N5   126.12  3.000
 C4E  N3    C4   C8   126.20  3.000
 C4E  N5    C4   C8   107.67  3.000
 C4E  HN5   N5   C4   125.49  3.000
 C4E  HN5   N5   C6   125.14  3.000
 C4E  C4    N5   C6   109.36  3.000
 C4E  C2    N3   C4   115.06  3.000
 C4E  H2    C2   C1   119.49  3.000
 C4E  H2    C2   N3   116.25  3.000
 C4E  C1    C2   N3   124.27  3.000
 C4E  H1    C1   C2   119.27  3.000
 C4E  H1    C1   C9   120.85  3.000
 C4E  C2    C1   C9   119.88  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
 C4E  CONST_01  C14  C13  C12  C11    0.00   0.0  0
 C4E  CONST_02  C14  C15  C16  C11    0.00   0.0  0
 C4E  CONST_03  C15  C16  C11  C12    0.00   0.0  0
 C4E  CONST_04  C15  C14  C13  C12    0.00   0.0  0
 C4E  CONST_05  C16  C11  C12  C13    0.00   0.0  0
 C4E  CONST_06  C16  C15  C14  C13    0.00   0.0  0
 C4E  CONST_07  C4   N5   C6   C7     0.00   0.0  0
 C4E  CONST_08  C1   C9   C8   C7   180.00   0.0  0
 C4E  CONST_09  N5   C4   C8   C7     0.00   0.0  0
 C4E  CONST_10  N3   C4   C8   C7   180.00   0.0  0
 C4E  CONST_11  C9   C8   C7   C6   180.00   0.0  0
 C4E  CONST_12  C4   C8   C7   C6     0.00   0.0  0
 C4E  CONST_13  C8   C4   N5   C6     0.00   0.0  0
 C4E  CONST_14  N3   C4   N5   C6   180.00   0.0  0
 C4E  CONST_15  N5   C6   C7   C8     0.00   0.0  0
 C4E  CONST_16  C2   C1   C9   C8     0.00   0.0  0
 C4E  CONST_17  C2   N3   C4   C8     0.00   0.0  0
 C4E  CONST_18  N5   C4   C8   C9   180.00   0.0  0
 C4E  CONST_19  N3   C4   C8   C9     0.00   0.0  0
 C4E  CONST_20  N3   C2   C1   C9     0.00   0.0  0
 C4E  CONST_21  C1   C9   C8   C4     0.00   0.0  0
 C4E  CONST_22  C1   C2   N3   C4     0.00   0.0  0
 C4E  CONST_23  C2   N3   C4   N5   180.00   0.0  0
 C4E  CONST_24  C13  C12  C11  N10  180.00   0.0  0
 C4E  CONST_25  C15  C16  C11  N10  180.00   0.0  0
 C4E  CONST_26  N5   C6   C7   N10  180.00   0.0  0
 C4E  CONST_27  C9   C8   C7   N10    0.00   0.0  0
 C4E  CONST_28  C4   C8   C7   N10  180.00   0.0  0
 C4E  CONST_29  H13  C13  C12  C11  180.00   0.0  0
 C4E  CONST_30  H15  C15  C16  C11  180.00   0.0  0
 C4E  CONST_31  H16  C16  C11  C12  180.00   0.0  0
 C4E  CONST_32  H14  C14  C13  C12  180.00   0.0  0
 C4E  CONST_33  H12  C12  C13  C14  180.00   0.0  0
 C4E  CONST_34  HN5  N5   C6   C7   180.00   0.0  0
 C4E  CONST_35  H9   C9   C8   C7     0.00   0.0  0
 C4E  CONST_36  H6   C6   C7   C8   180.00   0.0  0
 C4E  CONST_37  H1   C1   C9   C8   180.00   0.0  0
 C4E  CONST_38  H2   C2   C1   C9   180.00   0.0  0
 C4E  Var_01    C6   C7   N10  C11   66.51  30.0  2
 C4E  Var_02    C7   N10  C11  C12   -4.56  30.0  2

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
 C4E  plan-1  N10  0.020
 C4E  plan-1  C11  0.020
 C4E  plan-1  C12  0.020
 C4E  plan-1  C13  0.020
 C4E  plan-1  C14  0.020
 C4E  plan-1  C15  0.020
 C4E  plan-1  C16  0.020
 C4E  plan-1  H12  0.020
 C4E  plan-1  H13  0.020
 C4E  plan-1  H14  0.020
 C4E  plan-1  H15  0.020
 C4E  plan-1  H16  0.020
 C4E  plan-2  N10  0.020
 C4E  plan-2  C7   0.020
 C4E  plan-2  C6   0.020
 C4E  plan-2  C8   0.020
 C4E  plan-2  C9   0.020
 C4E  plan-2  C4   0.020
 C4E  plan-2  N5   0.020
 C4E  plan-2  N3   0.020
 C4E  plan-2  C2   0.020
 C4E  plan-2  C1   0.020
 C4E  plan-2  H6   0.020
 C4E  plan-2  H9   0.020
 C4E  plan-2  HN5  0.020
 C4E  plan-2  H2   0.020
 C4E  plan-2  H1   0.020

