# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr  9 20:00:22 2020
#   Inital geometry file: a 85 line input string
#   Ligand name: 3-[(1-methyl-1H-pyrrolo[2,3-b]pyridin-3-yl)amino]pyridine-4-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cn1cc(Nc2cnccc2C(O)=O)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
 6EN  6EN  '3-[(1-methyl-1H-pyrrolo[2,3-b]pyridin-3-yl)amino]pyridine-4-carboxylic acid'  ligand  31  20  .  2021-08-05  2022-09-16
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_6EN
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
 6EN  C15  C  CR56   0   0.496  -3.0094  -0.4104  -0.2185
 6EN  C17  C  CR16   0  -0.089  -4.5286   1.1164   0.3867
 6EN  C20  C  CR56   0  -0.057  -1.9160   0.4380   0.0683
 6EN  O01  O  OC    -1  -0.564   4.0754   2.4303  -0.2144
 6EN  O03  O  O      0  -0.598   1.8564   2.4777  -0.3224
 6EN  C04  C  CR6    0  -0.141   2.9216   0.3989   0.1220
 6EN  C05  C  CR16   0  -0.344   4.1059  -0.2683   0.3974
 6EN  C06  C  CR16   0  -0.112   4.1040  -1.6217   0.6899
 6EN  N07  N  N      0  -0.388   2.9831  -2.3337   0.7231
 6EN  C08  C  CR16   0  -0.162   1.8401  -1.7279   0.4537
 6EN  C09  C  CR6    0   0.279   1.7273  -0.3605   0.1406
 6EN  C11  C  CR5    0   0.150  -0.7268  -0.2988  -0.2335
 6EN  C12  C  CR15   0  -0.059  -1.1448  -1.5263  -0.6802
 6EN  N13  N  NR5    0  -0.514  -2.5223  -1.5931  -0.6694
 6EN  C14  C  CH3    0  -0.525  -3.3016  -2.7675  -0.9742
 6EN  N16  N  N      0  -0.438  -4.2895  -0.1050  -0.0671
 6EN  C18  C  CR16   0  -0.352  -3.5341   2.0497   0.7044
 6EN  C19  C  CR16   0  -0.218  -2.2007   1.7128   0.5462
 6EN  H1   H  HCR6   0   0.254  -5.5714   1.3855   0.5125
 6EN  H3   H  HCR6   0   0.255   5.0378   0.2803   0.3869
 6EN  H4   H  HCR6   0   0.247   5.0276  -2.1449   0.9098
 6EN  H5   H  HCR6   0   0.253   0.9531  -2.3465   0.5080
 6EN  H6   H  HNH1   0   0.414   0.6594   1.2604  -0.2494
 6EN  H7   H  HCR5   0   0.292  -0.5753  -2.3713  -1.0318
 6EN  H8   H  HCH3   0   0.249  -3.4170  -3.4110  -0.1012
 6EN  H9   H  HCH3   0   0.258  -4.2872  -2.4688  -1.3210
 6EN  H10  H  HCH3   0   0.256  -2.8149  -3.3339  -1.7653
 6EN  H11  H  HCR6   0   0.263  -3.8214   3.0236   1.0751
 6EN  H12  H  HCR6   0   0.258  -1.4146   2.4175   0.7899
 6EN  N10  N  NH1    0  -0.820   0.5366   0.2495  -0.1171
 6EN  C02  C  C      0   0.457   2.9601   1.8944  -0.1639

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
 6EN  C14  N13  single    1.442  0.020  1.442
 6EN  N13  C12  aromatic  1.379  0.020  1.379
 6EN  N13  C15  aromatic  1.356  0.020  1.356
 6EN  N07  C08  aromatic  1.321  0.020  1.321
 6EN  N07  C06  aromatic  1.328  0.020  1.328
 6EN  C12  C11  aromatic  1.371  0.020  1.371
 6EN  C08  C09  aromatic  1.407  0.020  1.407
 6EN  C15  N16  aromatic  1.325  0.020  1.325
 6EN  C15  C20  aromatic  1.413  0.020  1.413
 6EN  N16  C17  aromatic  1.325  0.020  1.325
 6EN  C06  C05  aromatic  1.385  0.020  1.385
 6EN  C11  C20  aromatic  1.431  0.020  1.431
 6EN  C11  N10  single    1.382  0.020  1.382
 6EN  C09  N10  single    1.362  0.020  1.362
 6EN  C09  C04  aromatic  1.415  0.020  1.415
 6EN  C20  C19  aromatic  1.391  0.020  1.391
 6EN  C17  C18  aromatic  1.400  0.020  1.400
 6EN  C05  C04  aromatic  1.387  0.020  1.387
 6EN  C04  C02  single    1.523  0.020  1.523
 6EN  C19  C18  aromatic  1.384  0.020  1.384
 6EN  C02  O03  deloc     1.258  0.020  1.258
 6EN  C02  O01  deloc     1.238  0.020  1.238
 6EN  C17  H1   single    0.930  0.020  1.080
 6EN  C05  H3   single    0.930  0.020  1.080
 6EN  C06  H4   single    0.930  0.020  1.080
 6EN  C08  H5   single    0.930  0.020  1.080
 6EN  N10  H6   single    0.860  0.020  1.020
 6EN  C12  H7   single    0.930  0.020  1.080
 6EN  C14  H8   single    0.970  0.020  1.090
 6EN  C14  H9   single    0.970  0.020  1.090
 6EN  C14  H10  single    0.970  0.020  1.090
 6EN  C18  H11  single    0.930  0.020  1.080
 6EN  C19  H12  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
 6EN  N16  C15  N13  125.88  3.000
 6EN  N16  C15  C20  125.87  3.000
 6EN  N13  C15  C20  108.25  3.000
 6EN  H1   C17  C18  119.43  3.000
 6EN  H1   C17  N16  116.24  3.000
 6EN  C18  C17  N16  124.33  3.000
 6EN  C19  C20  C11  135.60  3.000
 6EN  C19  C20  C15  117.49  3.000
 6EN  C11  C20  C15  106.92  3.000
 6EN  C09  C04  C05  117.37  3.000
 6EN  C05  C04  C02  119.21  3.000
 6EN  C09  C04  C02  123.41  3.000
 6EN  H3   C05  C06  119.94  3.000
 6EN  H3   C05  C04  119.33  3.000
 6EN  C06  C05  C04  120.73  3.000
 6EN  H4   C06  N07  117.08  3.000
 6EN  H4   C06  C05  120.89  3.000
 6EN  N07  C06  C05  122.03  3.000
 6EN  C08  N07  C06  118.63  3.000
 6EN  H5   C08  C09  120.04  3.000
 6EN  H5   C08  N07  115.88  3.000
 6EN  C09  C08  N07  124.07  3.000
 6EN  N10  C09  C08  123.17  3.000
 6EN  N10  C09  C04  119.65  3.000
 6EN  C08  C09  C04  117.17  3.000
 6EN  C12  C11  N10  131.38  3.000
 6EN  N10  C11  C20  122.52  3.000
 6EN  C12  C11  C20  106.04  3.000
 6EN  H7   C12  N13  119.49  3.000
 6EN  H7   C12  C11  130.30  3.000
 6EN  N13  C12  C11  110.19  3.000
 6EN  C14  N13  C12  125.28  3.000
 6EN  C12  N13  C15  108.61  3.000
 6EN  C14  N13  C15  125.90  3.000
 6EN  H10  C14  H9   108.47  3.000
 6EN  H10  C14  H8   108.80  3.000
 6EN  H9   C14  H8   108.76  3.000
 6EN  H10  C14  N13  109.63  3.000
 6EN  H9   C14  N13  109.49  3.000
 6EN  H8   C14  N13  111.62  3.000
 6EN  C17  N16  C15  115.22  3.000
 6EN  H11  C18  C19  120.96  3.000
 6EN  H11  C18  C17  119.31  3.000
 6EN  C19  C18  C17  119.73  3.000
 6EN  H12  C19  C18  120.99  3.000
 6EN  H12  C19  C20  121.66  3.000
 6EN  C18  C19  C20  117.35  3.000
 6EN  H6   N10  C11  119.27  3.000
 6EN  H6   N10  C09  111.14  3.000
 6EN  C11  N10  C09  129.58  3.000
 6EN  C04  C02  O03  117.17  3.000
 6EN  O03  C02  O01  125.75  3.000
 6EN  C04  C02  O01  117.08  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
 6EN  CONST_01  C11  C12  N13  C15     0.00   0.0  0
 6EN  CONST_02  C18  C17  N16  C15     0.00   0.0  0
 6EN  CONST_03  C12  C11  C20  C15     0.00   0.0  0
 6EN  CONST_04  C18  C19  C20  C15     0.00   0.0  0
 6EN  CONST_05  N13  C15  N16  C17   180.00   0.0  0
 6EN  CONST_06  C20  C15  N16  C17     0.00   0.0  0
 6EN  CONST_07  C20  C19  C18  C17     0.00   0.0  0
 6EN  CONST_08  C12  N13  C15  C20     0.00   0.0  0
 6EN  CONST_09  N13  C12  C11  C20     0.00   0.0  0
 6EN  CONST_10  N07  C08  C09  C04     0.00   0.0  0
 6EN  CONST_11  N07  C06  C05  C04     0.00   0.0  0
 6EN  CONST_12  C08  N07  C06  C05     0.00   0.0  0
 6EN  CONST_13  C08  C09  C04  C05     0.00   0.0  0
 6EN  CONST_14  C09  C08  N07  C06     0.00   0.0  0
 6EN  CONST_15  C09  C04  C05  C06     0.00   0.0  0
 6EN  CONST_16  N13  C15  C20  C11     0.00   0.0  0
 6EN  CONST_17  N16  C15  C20  C11   180.00   0.0  0
 6EN  CONST_18  C18  C19  C20  C11   180.00   0.0  0
 6EN  CONST_19  N16  C15  N13  C12   180.00   0.0  0
 6EN  CONST_20  C19  C20  C11  C12   180.00   0.0  0
 6EN  CONST_21  C19  C20  C15  N13   180.00   0.0  0
 6EN  CONST_22  C19  C20  C15  N16     0.00   0.0  0
 6EN  CONST_23  C19  C18  C17  N16     0.00   0.0  0
 6EN  CONST_24  N10  C11  C20  C15   180.00   0.0  0
 6EN  CONST_25  C14  N13  C15  C20   180.00   0.0  0
 6EN  CONST_26  C08  C09  C04  C02   180.00   0.0  0
 6EN  CONST_27  C06  C05  C04  C02   180.00   0.0  0
 6EN  CONST_28  N10  C09  C04  C05   180.00   0.0  0
 6EN  CONST_29  N10  C09  C08  N07   180.00   0.0  0
 6EN  CONST_30  N13  C12  C11  N10   180.00   0.0  0
 6EN  CONST_31  C19  C20  C11  N10     0.00   0.0  0
 6EN  CONST_32  C14  N13  C12  C11   180.00   0.0  0
 6EN  CONST_33  N16  C15  N13  C14     0.00   0.0  0
 6EN  CONST_34  H7   C12  N13  C15   180.00   0.0  0
 6EN  CONST_35  H1   C17  N16  C15   180.00   0.0  0
 6EN  CONST_36  H12  C19  C20  C15   180.00   0.0  0
 6EN  CONST_37  H11  C18  C19  C20   180.00   0.0  0
 6EN  CONST_38  H5   C08  C09  C04   180.00   0.0  0
 6EN  CONST_39  H4   C06  C05  C04   180.00   0.0  0
 6EN  CONST_40  H3   C05  C06  N07   180.00   0.0  0
 6EN  Var_01    C09  N10  C11  C20   152.09  30.0  2
 6EN  Var_02    C11  N10  C09  C04   175.57  30.0  2
 6EN  Var_03    C09  C04  C02  O01  -176.62  30.0  2
 6EN  Var_04    H8   C14  N13  C15   -89.56  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
 6EN  plan-1  C04  0.020
 6EN  plan-1  C05  0.020
 6EN  plan-1  C06  0.020
 6EN  plan-1  N07  0.020
 6EN  plan-1  C08  0.020
 6EN  plan-1  C09  0.020
 6EN  plan-1  H3   0.020
 6EN  plan-1  H4   0.020
 6EN  plan-1  H5   0.020
 6EN  plan-1  N10  0.020
 6EN  plan-1  C02  0.020
 6EN  plan-2  C15  0.020
 6EN  plan-2  C17  0.020
 6EN  plan-2  C20  0.020
 6EN  plan-2  C11  0.020
 6EN  plan-2  C12  0.020
 6EN  plan-2  N13  0.020
 6EN  plan-2  C14  0.020
 6EN  plan-2  N16  0.020
 6EN  plan-2  C18  0.020
 6EN  plan-2  C19  0.020
 6EN  plan-2  H1   0.020
 6EN  plan-2  H7   0.020
 6EN  plan-2  H11  0.020
 6EN  plan-2  H12  0.020
 6EN  plan-2  N10  0.020
 6EN  plan-3  O01  0.020
 6EN  plan-3  O03  0.020
 6EN  plan-3  C04  0.020
 6EN  plan-3  C02  0.020

