# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon May  4 14:13:26 2020
#   Inital geometry file: a 97 line input string
#   Ligand name: ~{N}-[3-(4-methoxy-7~{H}-pyrrolo[2,3-d]pyrimidin-5-yl)phenyl]prop-2-enamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1ncnc2[nH]cc(c3cccc(NC(=O)C=C)c3)c12
#
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
 GUW  GUW  ~{N}-[3-(4-methoxy-7~{H}-pyrrolo[2,3-d]pyrimidin-5-yl)phenyl]prop-2-enamide  ligand  36  22  .  2021-08-10  2021-08-10  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_GUW
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
 GUW  C4   C  CR56  0   0.494  -3.0290   1.5299   0.3372
 GUW  C5   C  CR56  0  -0.108  -2.3274   0.3317   0.1242
 GUW  C6   C  CR6   0   0.463  -3.0813  -0.6630  -0.5169
 GUW  N1   N  N     0  -0.477  -4.3464  -0.4599  -0.8237
 GUW  N3   N  N     0  -0.436  -4.3061   1.7561   0.0286
 GUW  CAH  C  CR15  0  -0.043  -0.9509   1.8251   1.0472
 GUW  CAI  C  CR5   0  -0.019  -0.9851   0.5342   0.5896
 GUW  CAK  C  CR6   0   0.064   0.1483  -0.3958   0.6292
 GUW  CAL  C  CR16  0  -0.397   1.4189   0.0711   0.2849
 GUW  CAM  C  CR6   0   0.397   2.5269  -0.7720   0.3626
 GUW  CAN  C  CR16  0  -0.363   2.3495  -2.0946   0.7756
 GUW  CAO  C  CR16  0  -0.232   1.0888  -2.5544   1.1115
 GUW  CAP  C  CR16  0  -0.326  -0.0132  -1.7156   1.0453
 GUW  CAR  C  CH3   0  -0.419  -3.2713  -2.8110  -1.4759
 GUW  CAS  C  C     0   0.538   4.3036   0.8087  -0.3933
 GUW  CAT  C  C1    0  -0.337   5.7715   0.8035  -0.6223
 GUW  CAV  C  C2    0  -0.467   6.4081   1.8823  -1.0634
 GUW  NAG  N  NR15  0  -0.658  -2.1743   2.4146   0.8961
 GUW  NAQ  N  NH1   0  -0.764   3.8316  -0.3878   0.0425
 GUW  OAJ  O  O2    0  -0.448  -2.5006  -1.8097  -0.8193
 GUW  OAU  O  O     0  -0.469   3.6093   1.7938  -0.5828
 GUW  C2   C  CR16  0   0.042  -4.8940   0.7246  -0.5326
 GUW  H1   H  HCR5  0   0.298  -0.1351   2.3652   1.5000
 GUW  H2   H  HCR6  0   0.274   1.5287   1.0886  -0.0537
 GUW  H3   H  HCR6  0   0.270   3.2009  -2.7625   0.8328
 GUW  H4   H  HCR6  0   0.260   0.9672  -3.5794   1.4365
 GUW  H5   H  HCR6  0   0.244  -0.9872  -2.0822   1.3359
 GUW  H6   H  HCH3  0   0.235  -3.6168  -2.4735  -2.4530
 GUW  H7   H  HCH3  0   0.250  -2.6047  -3.6596  -1.6009
 GUW  H8   H  HCH3  0   0.236  -4.1330  -3.1110  -0.8801
 GUW  H9   H  H     0   0.275   6.3196  -0.1101  -0.4195
 GUW  H11  H  H     0   0.262   5.8867   2.8069  -1.2744
 GUW  H12  H  H     0   0.265   7.4764   1.8707  -1.2277
 GUW  H14  H  HNR5  0   0.419  -2.4067   3.3570   1.1668
 GUW  H15  H  HNH1  0   0.419   4.5202  -1.1160   0.1574
 GUW  H16  H  HCR6  0   0.256  -5.9381   0.8413  -0.8000

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
 GUW  C2   N1   aromatic  1.337  0.020  1.337
 GUW  C2   N3   aromatic  1.313  0.020  1.313
 GUW  N1   C6   aromatic  1.318  0.020  1.318
 GUW  CAR  OAJ  single    1.424  0.020  1.424
 GUW  N3   C4   aromatic  1.333  0.020  1.333
 GUW  C6   OAJ  single    1.320  0.020  1.320
 GUW  C6   C5   aromatic  1.403  0.020  1.403
 GUW  C4   C5   aromatic  1.405  0.020  1.405
 GUW  C4   NAG  aromatic  1.351  0.020  1.351
 GUW  C5   CAI  aromatic  1.435  0.020  1.435
 GUW  CAP  CAO  aromatic  1.386  0.020  1.386
 GUW  CAP  CAK  aromatic  1.393  0.020  1.393
 GUW  NAG  CAH  aromatic  1.366  0.020  1.366
 GUW  CAI  CAH  aromatic  1.370  0.020  1.370
 GUW  CAI  CAK  single    1.467  0.020  1.467
 GUW  CAO  CAN  aromatic  1.383  0.020  1.383
 GUW  CAK  CAL  aromatic  1.397  0.020  1.397
 GUW  CAN  CAM  aromatic  1.397  0.020  1.397
 GUW  CAL  CAM  aromatic  1.394  0.020  1.394
 GUW  CAM  NAQ  single    1.397  0.020  1.397
 GUW  NAQ  CAS  single    1.358  0.020  1.358
 GUW  OAU  CAS  double    1.220  0.020  1.220
 GUW  CAS  CAT  single    1.486  0.020  1.486
 GUW  CAT  CAV  double    1.328  0.020  1.328
 GUW  CAH  H1   single    0.930  0.020  1.080
 GUW  CAL  H2   single    0.930  0.020  1.080
 GUW  CAN  H3   single    0.930  0.020  1.080
 GUW  CAO  H4   single    0.930  0.020  1.080
 GUW  CAP  H5   single    0.930  0.020  1.080
 GUW  CAR  H6   single    0.970  0.020  1.090
 GUW  CAR  H7   single    0.970  0.020  1.090
 GUW  CAR  H8   single    0.970  0.020  1.090
 GUW  CAT  H9   single    0.930  0.020  1.080
 GUW  CAV  H11  single    0.930  0.020  1.080
 GUW  CAV  H12  single    0.930  0.020  1.080
 GUW  NAG  H14  single    0.860  0.020  1.020
 GUW  NAQ  H15  single    0.860  0.020  1.020
 GUW  C2   H16  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
 GUW  NAG  C4   N3   126.20  3.000
 GUW  NAG  C4   C5   107.78  3.000
 GUW  N3   C4   C5   126.02  3.000
 GUW  CAI  C5   C6   138.66  3.000
 GUW  CAI  C5   C4   107.31  3.000
 GUW  C6   C5   C4   113.93  3.000
 GUW  OAJ  C6   N1   120.18  3.000
 GUW  OAJ  C6   C5   118.95  3.000
 GUW  N1   C6   C5   120.87  3.000
 GUW  C2   N1   C6   118.62  3.000
 GUW  C2   N3   C4   113.23  3.000
 GUW  H1   CAH  NAG  120.52  3.000
 GUW  H1   CAH  CAI  129.14  3.000
 GUW  NAG  CAH  CAI  110.32  3.000
 GUW  CAK  CAI  CAH  124.69  3.000
 GUW  CAK  CAI  C5   129.95  3.000
 GUW  CAH  CAI  C5   105.34  3.000
 GUW  CAP  CAK  CAL  119.72  3.000
 GUW  CAL  CAK  CAI  118.97  3.000
 GUW  CAP  CAK  CAI  121.27  3.000
 GUW  H2   CAL  CAM  120.48  3.000
 GUW  H2   CAL  CAK  119.05  3.000
 GUW  CAM  CAL  CAK  120.46  3.000
 GUW  NAQ  CAM  CAN  116.53  3.000
 GUW  NAQ  CAM  CAL  124.26  3.000
 GUW  CAN  CAM  CAL  119.21  3.000
 GUW  H3   CAN  CAO  119.90  3.000
 GUW  H3   CAN  CAM  119.95  3.000
 GUW  CAO  CAN  CAM  120.15  3.000
 GUW  H4   CAO  CAP  119.87  3.000
 GUW  H4   CAO  CAN  119.35  3.000
 GUW  CAP  CAO  CAN  120.78  3.000
 GUW  H5   CAP  CAO  119.90  3.000
 GUW  H5   CAP  CAK  120.41  3.000
 GUW  CAO  CAP  CAK  119.68  3.000
 GUW  H8   CAR  H7   109.46  3.000
 GUW  H8   CAR  H6   108.95  3.000
 GUW  H7   CAR  H6   109.47  3.000
 GUW  H8   CAR  OAJ  111.68  3.000
 GUW  H7   CAR  OAJ  105.67  3.000
 GUW  H6   CAR  OAJ  111.54  3.000
 GUW  OAU  CAS  NAQ  124.30  3.000
 GUW  OAU  CAS  CAT  122.76  3.000
 GUW  NAQ  CAS  CAT  112.94  3.000
 GUW  H9   CAT  CAV  120.28  3.000
 GUW  H9   CAT  CAS  118.26  3.000
 GUW  CAV  CAT  CAS  121.47  3.000
 GUW  H12  CAV  H11  117.11  3.000
 GUW  H12  CAV  CAT  121.03  3.000
 GUW  H11  CAV  CAT  121.86  3.000
 GUW  H14  NAG  CAH  125.47  3.000
 GUW  H14  NAG  C4   125.28  3.000
 GUW  CAH  NAG  C4   109.24  3.000
 GUW  H15  NAQ  CAS  115.81  3.000
 GUW  H15  NAQ  CAM  114.38  3.000
 GUW  CAS  NAQ  CAM  129.81  3.000
 GUW  CAR  OAJ  C6   118.57  3.000
 GUW  H16  C2   N3   116.87  3.000
 GUW  H16  C2   N1   115.85  3.000
 GUW  N3   C2   N1   127.27  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
 GUW  CONST_01  N1   C2   N3   C4     0.00   0.0  0
 GUW  CONST_02  N1   C6   C5   C4     0.00   0.0  0
 GUW  CONST_03  CAH  CAI  C5   C4     0.00   0.0  0
 GUW  CONST_04  CAK  CAI  C5   C4   180.00   0.0  0
 GUW  CONST_05  CAI  CAH  NAG  C4     0.00   0.0  0
 GUW  CONST_06  C2   N1   C6   C5     0.00   0.0  0
 GUW  CONST_07  C2   N3   C4   C5     0.00   0.0  0
 GUW  CONST_08  CAH  NAG  C4   C5     0.00   0.0  0
 GUW  CONST_09  NAG  CAH  CAI  C5     0.00   0.0  0
 GUW  CONST_12  N3   C2   N1   C6     0.00   0.0  0
 GUW  CONST_13  N3   C4   C5   C6     0.00   0.0  0
 GUW  CONST_14  NAG  C4   C5   C6   180.00   0.0  0
 GUW  CONST_15  CAH  CAI  C5   C6   180.00   0.0  0
 GUW  CONST_16  CAK  CAI  C5   C6     0.00   0.0  0
 GUW  CONST_17  CAI  C5   C6   N1   180.00   0.0  0
 GUW  CONST_18  CAI  C5   C4   N3   180.00   0.0  0
 GUW  CONST_19  CAH  NAG  C4   N3   180.00   0.0  0
 GUW  CONST_22  NAG  C4   C5   CAI    0.00   0.0  0
 GUW  CONST_23  CAO  CAP  CAK  CAI  180.00   0.0  0
 GUW  CONST_24  CAM  CAL  CAK  CAI  180.00   0.0  0
 GUW  CONST_25  CAN  CAO  CAP  CAK    0.00   0.0  0
 GUW  CONST_26  NAG  CAH  CAI  CAK  180.00   0.0  0
 GUW  CONST_27  CAN  CAM  CAL  CAK    0.00   0.0  0
 GUW  CONST_28  CAO  CAP  CAK  CAL    0.00   0.0  0
 GUW  CONST_29  CAO  CAN  CAM  CAL    0.00   0.0  0
 GUW  CONST_30  CAP  CAO  CAN  CAM    0.00   0.0  0
 GUW  CONST_31  CAP  CAK  CAL  CAM    0.00   0.0  0
 GUW  CONST_32  C2   N3   C4   NAG  180.00   0.0  0
 GUW  CONST_33  OAJ  C6   C5   C4   180.00   0.0  0
 GUW  CONST_34  OAJ  C6   C5   CAI    0.00   0.0  0
 GUW  CONST_35  NAQ  CAM  CAL  CAK  180.00   0.0  0
 GUW  CONST_36  NAQ  CAM  CAN  CAO  180.00   0.0  0
 GUW  CONST_37  C2   N1   C6   OAJ  180.00   0.0  0
 GUW  CONST_38  H16  C2   N3   C4   180.00   0.0  0
 GUW  CONST_39  H1   CAH  NAG  C4   180.00   0.0  0
 GUW  CONST_40  H14  NAG  C4   C5   180.00   0.0  0
 GUW  CONST_41  H5   CAP  CAK  CAI    0.00   0.0  0
 GUW  CONST_42  H2   CAL  CAK  CAI    0.00   0.0  0
 GUW  CONST_43  H4   CAO  CAP  CAK  180.00   0.0  0
 GUW  CONST_44  H3   CAN  CAM  CAL  180.00   0.0  0
 GUW  CONST_45  CAS  NAQ  CAM  CAL    0.00   0.0  0
 GUW  CONST_46  CAS  NAQ  CAM  CAN  180.00   0.0  0
 GUW  CONST_47  H15  NAQ  CAM  CAL  180.00   0.0  0
 GUW  CONST_48  OAU  CAS  NAQ  CAM    0.00   0.0  0
 GUW  CONST_49  CAT  CAS  NAQ  CAM  180.00   0.0  0
 GUW  Var_01    H6   CAR  OAJ  C6    62.39  30.0  3
 GUW  Var_02    NAQ  CAS  CAT  CAV  179.28  30.0  2
 GUW  Var_03    H11  CAV  CAT  CAS   -0.03   0.0  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
 GUW  plan-1  CAI  0.020
 GUW  plan-1  CAK  0.020
 GUW  plan-1  CAL  0.020
 GUW  plan-1  CAM  0.020
 GUW  plan-1  CAN  0.020
 GUW  plan-1  CAO  0.020
 GUW  plan-1  CAP  0.020
 GUW  plan-1  NAQ  0.020
 GUW  plan-1  H2   0.020
 GUW  plan-1  H3   0.020
 GUW  plan-1  H4   0.020
 GUW  plan-1  H5   0.020
 GUW  plan-2  C4   0.020
 GUW  plan-2  C5   0.020
 GUW  plan-2  C6   0.020
 GUW  plan-2  N1   0.020
 GUW  plan-2  N3   0.020
 GUW  plan-2  CAH  0.020
 GUW  plan-2  CAI  0.020
 GUW  plan-2  CAK  0.020
 GUW  plan-2  NAG  0.020
 GUW  plan-2  OAJ  0.020
 GUW  plan-2  C2   0.020
 GUW  plan-2  H1   0.020
 GUW  plan-2  H14  0.020
 GUW  plan-2  H16  0.020
 GUW  plan-3  CAM  0.020
 GUW  plan-3  CAS  0.020
 GUW  plan-3  CAT  0.020
 GUW  plan-3  NAQ  0.020
 GUW  plan-3  OAU  0.020
 GUW  plan-3  H15  0.020
 GUW  plan-4  CAS  0.020
 GUW  plan-4  CAT  0.020
 GUW  plan-4  CAV  0.020
 GUW  plan-4  H9   0.020
 GUW  plan-4  H11  0.020
 GUW  plan-4  H12  0.020

