# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Jul 22 00:30:16 2021
#   Inital geometry file: a 61 line input string
#   Ligand name: ~{N}-methyl-4-(methylamino)pyridine-2-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CNC(=O)c1cc(NC)ccn1
#
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
 OUW  OUW  ~{N}-methyl-4-(methylamino)pyridine-2-carboxamide  ligand  23  12  .  2022-03-23  2022-03-23
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_OUW
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
 OUW  CAA  C  CH3   0  -0.514  21.9259  -29.5312  25.7462
 OUW  CAB  C  CH3   0  -0.531  25.9804  -23.0905  26.4273
 OUW  CAD  C  CR16  0  -0.072  21.2938  -24.2812  26.9440
 OUW  CAE  C  CR16  0  -0.402  22.2844  -23.3259  26.9892
 OUW  CAF  C  CR16  0  -0.407  23.8312  -25.0472  26.3851
 OUW  CAJ  C  C     0   0.530  22.9948  -27.3597  26.0273
 OUW  CAK  C  CR6   0   0.484  23.6124  -23.6956  26.7058
 OUW  CAL  C  CR6   0   0.114  22.7552  -25.9133  26.3720
 OUW  NAG  N  N     0  -0.477  21.5012  -25.5607  26.6436
 OUW  NAH  N  NH1   0  -0.633  21.9006  -28.1211  26.0427
 OUW  OAC  O  O     0  -0.493  24.1134  -27.7804  25.7560
 OUW  H1   H  HCH3  0   0.251  20.9158  -29.9202  25.8367
 OUW  H2   H  HCH3  0   0.238  22.2784  -29.7237  24.7323
 OUW  H3   H  HCH3  0   0.238  22.5675  -30.0770  26.4391
 OUW  H4   H  HCH3  0   0.265  26.5701  -22.1893  26.5671
 OUW  H5   H  HCH3  0   0.237  26.3907  -23.8643  27.0794
 OUW  H6   H  HCH3  0   0.235  26.1042  -23.4189  25.3919
 OUW  H7   H  HCR6  0   0.261  20.2705  -23.9971  27.1630
 OUW  H8   H  HCR6  0   0.273  22.0370  -22.3024  27.2404
 OUW  H9   H  HCR6  0   0.276  24.8179  -25.4191  26.1484
 OUW  H10  H  HNH1  0   0.405  21.0305  -27.6716  26.2830
 OUW  H11  H  HNH1  0   0.398  24.3667  -21.8362  26.9336
 OUW  NAI  N  NH1   0  -0.675  24.6091  -22.7940  26.7481

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
 OUW  OAC  CAJ  double    1.226  0.020  1.226
 OUW  CAJ  CAL  single    1.506  0.020  1.506
 OUW  CAJ  NAH  single    1.333  0.020  1.333
 OUW  CAA  NAH  single    1.441  0.020  1.441
 OUW  CAL  CAF  aromatic  1.381  0.020  1.381
 OUW  CAL  NAG  aromatic  1.331  0.020  1.331
 OUW  CAF  CAK  aromatic  1.406  0.020  1.406
 OUW  NAG  CAD  aromatic  1.331  0.020  1.331
 OUW  CAB  NAI  single    1.439  0.020  1.439
 OUW  CAD  CAE  aromatic  1.377  0.020  1.377
 OUW  CAK  CAE  aromatic  1.407  0.020  1.407
 OUW  CAK  NAI  single    1.345  0.020  1.345
 OUW  CAA  H1   single    0.970  0.020  1.090
 OUW  CAA  H2   single    0.970  0.020  1.090
 OUW  CAA  H3   single    0.970  0.020  1.090
 OUW  CAB  H4   single    0.970  0.020  1.090
 OUW  CAB  H5   single    0.970  0.020  1.090
 OUW  CAB  H6   single    0.970  0.020  1.090
 OUW  CAD  H7   single    0.930  0.020  1.080
 OUW  CAE  H8   single    0.930  0.020  1.080
 OUW  CAF  H9   single    0.930  0.020  1.080
 OUW  NAH  H10  single    0.860  0.020  1.020
 OUW  NAI  H11  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
 OUW  H3   CAA  H2   108.19  3.000
 OUW  H3   CAA  H1   108.35  3.000
 OUW  H2   CAA  H1   108.35  3.000
 OUW  H3   CAA  NAH  111.67  3.000
 OUW  H2   CAA  NAH  111.69  3.000
 OUW  H1   CAA  NAH  108.48  3.000
 OUW  H6   CAB  H5   108.06  3.000
 OUW  H6   CAB  H4   108.05  3.000
 OUW  H5   CAB  H4   107.88  3.000
 OUW  H6   CAB  NAI  112.39  3.000
 OUW  H5   CAB  NAI  111.77  3.000
 OUW  H4   CAB  NAI  108.52  3.000
 OUW  H7   CAD  NAG  116.41  3.000
 OUW  H7   CAD  CAE  119.37  3.000
 OUW  NAG  CAD  CAE  124.22  3.000
 OUW  H8   CAE  CAK  120.72  3.000
 OUW  H8   CAE  CAD  119.94  3.000
 OUW  CAK  CAE  CAD  119.35  3.000
 OUW  H9   CAF  CAL  119.57  3.000
 OUW  H9   CAF  CAK  121.52  3.000
 OUW  CAL  CAF  CAK  118.92  3.000
 OUW  OAC  CAJ  NAH  123.76  3.000
 OUW  NAH  CAJ  CAL  114.53  3.000
 OUW  OAC  CAJ  CAL  121.71  3.000
 OUW  NAI  CAK  CAF  122.43  3.000
 OUW  NAI  CAK  CAE  121.13  3.000
 OUW  CAF  CAK  CAE  116.44  3.000
 OUW  NAG  CAL  CAJ  116.82  3.000
 OUW  NAG  CAL  CAF  124.48  3.000
 OUW  CAJ  CAL  CAF  118.71  3.000
 OUW  CAL  NAG  CAD  116.60  3.000
 OUW  H10  NAH  CAJ  117.15  3.000
 OUW  H10  NAH  CAA  120.03  3.000
 OUW  CAJ  NAH  CAA  122.82  3.000
 OUW  H11  NAI  CAK  117.77  3.000
 OUW  H11  NAI  CAB  117.86  3.000
 OUW  CAK  NAI  CAB  124.13  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
 OUW  CONST_01  CAF  CAL  NAG  CAD     0.00   0.0  0
 OUW  CONST_02  CAF  CAK  CAE  CAD     0.00   0.0  0
 OUW  CONST_03  CAL  NAG  CAD  CAE     0.00   0.0  0
 OUW  CONST_04  CAL  CAF  CAK  CAE     0.00   0.0  0
 OUW  CONST_05  NAG  CAL  CAF  CAK     0.00   0.0  0
 OUW  CONST_06  NAG  CAD  CAE  CAK     0.00   0.0  0
 OUW  CONST_07  CAJ  CAL  NAG  CAD   180.00   0.0  0
 OUW  CONST_08  NAI  CAK  CAE  CAD   180.00   0.0  0
 OUW  CONST_09  CAK  CAF  CAL  CAJ   180.00   0.0  0
 OUW  CONST_10  NAI  CAK  CAF  CAL   180.00   0.0  0
 OUW  CONST_11  H9   CAF  CAK  CAE   180.00   0.0  0
 OUW  CONST_12  H8   CAE  CAK  CAF   180.00   0.0  0
 OUW  CONST_13  H7   CAD  CAE  CAK   180.00   0.0  0
 OUW  CONST_14  CAF  CAK  NAI  CAB     0.00   0.0  0
 OUW  CONST_15  CAE  CAK  NAI  CAB   180.00   0.0  0
 OUW  CONST_16  H11  NAI  CAK  CAE     0.00   0.0  0
 OUW  CONST_17  CAL  CAJ  NAH  CAA   180.00   0.0  0
 OUW  CONST_18  H10  NAH  CAJ  CAL     0.00   0.0  0
 OUW  CONST_19  OAC  CAJ  NAH  CAA     0.00   0.0  0
 OUW  Var_01    OAC  CAJ  CAL  CAF    -0.25  30.0  2
 OUW  Var_02    H4   CAB  NAI  CAK  -178.72  30.0  3
 OUW  Var_03    H1   CAA  NAH  CAJ   179.40  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
 OUW  plan-1  CAD  0.020
 OUW  plan-1  CAE  0.020
 OUW  plan-1  CAF  0.020
 OUW  plan-1  CAJ  0.020
 OUW  plan-1  CAK  0.020
 OUW  plan-1  CAL  0.020
 OUW  plan-1  NAG  0.020
 OUW  plan-1  H7   0.020
 OUW  plan-1  H8   0.020
 OUW  plan-1  H9   0.020
 OUW  plan-1  NAI  0.020
 OUW  plan-2  CAA  0.020
 OUW  plan-2  CAJ  0.020
 OUW  plan-2  CAL  0.020
 OUW  plan-2  NAH  0.020
 OUW  plan-2  OAC  0.020
 OUW  plan-2  H10  0.020
 OUW  plan-3  CAB  0.020
 OUW  plan-3  CAK  0.020
 OUW  plan-3  H11  0.020
 OUW  plan-3  NAI  0.020

