# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Jul 29 22:36:02 2022
#   Inital geometry file: a 113 line input string
#   Ligand name: 6-amino-2-fluoro-N,N-dimethyl-3-(4'-methylspiro[cyclopropane-1,3'-pyrrolo[2,3-b]pyridin]-5'-yl)benzamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CN(C)C(=O)c1c(N)ccc(c1F)c2cnc3N=CC4(CC4)c3c2C
#
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
 2WI  2WI  "6-amino-2-fluoro-N,N-dimethyl-3-(4'-methylspiro[cyclopropane-1,3'-pyrrolo[2,3-b]pyridin]-5'-yl)benzamide"  ligand  44  25  .  2022-09-22  2022-09-22
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_2WI
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
 2WI  C4   C  CR16  0  -0.109  197.7386  -1.3998  -168.2711
 2WI  C6   C  CR56  0   0.322  198.2155  -1.3538  -170.4525
 2WI  C7   C  CR56  0   0.035  196.9184  -1.7464  -170.8121
 2WI  C8   C  CR5   0  -0.201  196.9356  -1.8054  -172.2834
 2WI  C10  C  CH2   0  -0.453  195.8289  -1.3625  -173.2313
 2WI  N12  N  N     0  -0.418  199.0451  -1.1734  -171.5656
 2WI  C13  C  CR6   0  -0.224  195.5480  -2.0234  -167.3309
 2WI  C15  C  CR16  0  -0.336  194.4246  -1.1920  -165.3452
 2WI  C17  C  CR6   0  -0.360  194.2363  -3.5254  -165.9103
 2WI  C20  C  C     0   0.502  193.6423  -4.8935  -165.7471
 2WI  C24  C  CH3   0  -0.531  195.1921  -5.3032  -163.8615
 2WI  C11  C  CR15  0  -0.013  198.3230  -1.4363  -172.5931
 2WI  C14  C  CR16  0  -0.267  195.2216  -0.9890  -166.4526
 2WI  C16  C  CR6   0   0.365  193.9063  -2.4624  -165.0519
 2WI  C18  C  CR6   0   0.573  195.0335  -3.2672  -167.0103
 2WI  C2   C  CR6   0   0.112  195.9781  -1.9901  -169.8229
 2WI  C23  C  CH3   0  -0.521  193.4223  -6.8983  -164.4200
 2WI  C3   C  CR6   0  -0.044  196.4259  -1.8127  -168.5004
 2WI  C9   C  CH2   0  -0.447  196.1819  -2.7901  -173.1602
 2WI  F19  F  F     0  -0.298  195.3540  -4.3075  -167.7953
 2WI  N22  N  NT    0  -0.435  194.0287  -5.6061  -164.6702
 2WI  N25  N  NH2   0  -0.863  193.0664  -2.6369  -163.9886
 2WI  N5   N  N     0  -0.419  198.6390  -1.1686  -169.2190
 2WI  O21  O  O     0  -0.468  192.8127  -5.2963  -166.5492
 2WI  H1   H  HCR6  0   0.256  198.0718  -1.2619  -167.2475
 2WI  H2   H  HCH2  0   0.285  196.1438  -0.7904  -174.0943
 2WI  H3   H  HCH2  0   0.283  194.9106  -1.0191  -172.7767
 2WI  H4   H  HCR6  0   0.264  194.1862  -0.3601  -164.6940
 2WI  H5   H  HCH3  0   0.248  194.9190  -5.2324  -162.8081
 2WI  H6   H  HCH3  0   0.254  195.9378  -6.0935  -163.9679
 2WI  H7   H  HCH3  0   0.268  195.6505  -4.3672  -164.1656
 2WI  H8   H  HCH3  0   0.265  194.5231  -3.4931  -170.2979
 2WI  H9   H  HCH3  0   0.262  193.8892  -2.1668  -169.3321
 2WI  H10  H  HCH3  0   0.259  194.2053  -1.9372  -171.0417
 2WI  H11  H  HCR5  0   0.277  198.7140  -1.3765  -173.6036
 2WI  H12  H  HCR6  0   0.262  195.6009   0.0053  -166.6531
 2WI  H13  H  HCH3  0   0.247  193.4368  -7.0941  -163.3489
 2WI  H14  H  HCH3  0   0.256  192.3906  -6.9143  -164.7592
 2WI  H15  H  HCH3  0   0.242  193.9683  -7.7007  -164.9217
 2WI  H16  H  HCH2  0   0.284  195.5152  -3.4694  -172.6464
 2WI  H17  H  HCH2  0   0.283  196.7379  -3.2315  -173.9768
 2WI  H18  H  HNH2  0   0.392  192.9326  -3.5634  -163.6191
 2WI  H19  H  HNH2  0   0.392  193.0751  -1.9226  -163.2795
 2WI  C1   C  CH3   0  -0.781  194.5774  -2.4149  -170.1381

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
 2WI  C9   C10  single    1.472  0.020  1.472
 2WI  C9   C8   single    1.519  0.020  1.519
 2WI  C10  C8   single    1.523  0.020  1.523
 2WI  C11  C8   single    1.469  0.020  1.469
 2WI  C11  N12  double    1.283  0.020  1.283
 2WI  C8   C7   single    1.473  0.020  1.473
 2WI  N12  C6   single    1.400  0.020  1.400
 2WI  C7   C6   aromatic  1.402  0.020  1.402
 2WI  C7   C2   aromatic  1.386  0.020  1.386
 2WI  C6   N5   aromatic  1.317  0.020  1.317
 2WI  C1   C2   single    1.497  0.020  1.497
 2WI  C2   C3   aromatic  1.407  0.020  1.407
 2WI  N5   C4   aromatic  1.328  0.020  1.328
 2WI  C3   C4   aromatic  1.395  0.020  1.395
 2WI  C3   C13  single    1.477  0.020  1.477
 2WI  C13  C14  aromatic  1.396  0.020  1.396
 2WI  C13  C18  aromatic  1.384  0.020  1.384
 2WI  F19  C18  single    1.342  0.020  1.342
 2WI  C14  C15  aromatic  1.379  0.020  1.379
 2WI  C18  C17  aromatic  1.383  0.020  1.383
 2WI  C15  C16  aromatic  1.403  0.020  1.403
 2WI  C17  C16  aromatic  1.406  0.020  1.406
 2WI  C17  C20  single    1.500  0.020  1.500
 2WI  C16  N25  single    1.366  0.020  1.366
 2WI  O21  C20  double    1.222  0.020  1.222
 2WI  C20  N22  single    1.348  0.020  1.348
 2WI  N22  C24  single    1.449  0.020  1.449
 2WI  N22  C23  single    1.449  0.020  1.449
 2WI  C4   H1   single    0.930  0.020  1.080
 2WI  C10  H2   single    0.970  0.020  1.090
 2WI  C10  H3   single    0.970  0.020  1.090
 2WI  C15  H4   single    0.930  0.020  1.080
 2WI  C24  H5   single    0.970  0.020  1.090
 2WI  C24  H6   single    0.970  0.020  1.090
 2WI  C24  H7   single    0.970  0.020  1.090
 2WI  C1   H8   single    0.970  0.020  1.090
 2WI  C1   H9   single    0.970  0.020  1.090
 2WI  C1   H10  single    0.970  0.020  1.090
 2WI  C11  H11  single    0.930  0.020  1.080
 2WI  C14  H12  single    0.930  0.020  1.080
 2WI  C23  H13  single    0.970  0.020  1.090
 2WI  C23  H14  single    0.970  0.020  1.090
 2WI  C23  H15  single    0.970  0.020  1.090
 2WI  C9   H16  single    0.970  0.020  1.090
 2WI  C9   H17  single    0.970  0.020  1.090
 2WI  N25  H18  single    0.890  0.020  1.040
 2WI  N25  H19  single    0.890  0.020  1.040

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
 2WI  H1   C4   N5   116.30  3.000
 2WI  H1   C4   C3   118.79  3.000
 2WI  N5   C4   C3   124.91  3.000
 2WI  N5   C6   N12  122.41  3.000
 2WI  N5   C6   C7   125.23  3.000
 2WI  N12  C6   C7   112.36  3.000
 2WI  C2   C7   C8   135.54  3.000
 2WI  C2   C7   C6   119.58  3.000
 2WI  C8   C7   C6   104.87  3.000
 2WI  C9   C8   C11  120.66  3.000
 2WI  C11  C8   C10  118.82  3.000
 2WI  C9   C8   C10   57.90  3.000
 2WI  C11  C8   C7   102.22  3.000
 2WI  C10  C8   C7   126.99  3.000
 2WI  C9   C8   C7   126.66  3.000
 2WI  H3   C10  H2   114.50  3.000
 2WI  H3   C10  C9   119.44  3.000
 2WI  H2   C10  C9   118.77  3.000
 2WI  H3   C10  C8   116.62  3.000
 2WI  H2   C10  C8   116.01  3.000
 2WI  C9   C10  C8    60.90  3.000
 2WI  C11  N12  C6   106.07  3.000
 2WI  C3   C13  C18  122.18  3.000
 2WI  C18  C13  C14  115.69  3.000
 2WI  C3   C13  C14  122.10  3.000
 2WI  H4   C15  C16  119.24  3.000
 2WI  H4   C15  C14  119.80  3.000
 2WI  C16  C15  C14  120.96  3.000
 2WI  C18  C17  C16  118.68  3.000
 2WI  C16  C17  C20  122.02  3.000
 2WI  C18  C17  C20  119.02  3.000
 2WI  O21  C20  N22  123.00  3.000
 2WI  N22  C20  C17  117.10  3.000
 2WI  O21  C20  C17  119.86  3.000
 2WI  H7   C24  H6   107.96  3.000
 2WI  H7   C24  H5   108.68  3.000
 2WI  H6   C24  H5   108.18  3.000
 2WI  H7   C24  N22  111.28  3.000
 2WI  H6   C24  N22  110.04  3.000
 2WI  H5   C24  N22  110.59  3.000
 2WI  H11  C11  N12  122.11  3.000
 2WI  H11  C11  C8   123.41  3.000
 2WI  N12  C11  C8   114.47  3.000
 2WI  H12  C14  C15  119.08  3.000
 2WI  H12  C14  C13  118.83  3.000
 2WI  C15  C14  C13  122.09  3.000
 2WI  N25  C16  C17  121.54  3.000
 2WI  N25  C16  C15  120.36  3.000
 2WI  C17  C16  C15  118.06  3.000
 2WI  F19  C18  C17  117.27  3.000
 2WI  C17  C18  C13  124.51  3.000
 2WI  F19  C18  C13  118.20  3.000
 2WI  C3   C2   C1   122.09  3.000
 2WI  C3   C2   C7   115.62  3.000
 2WI  C1   C2   C7   122.29  3.000
 2WI  H15  C23  H14  108.69  3.000
 2WI  H15  C23  H13  108.24  3.000
 2WI  H14  C23  H13  108.49  3.000
 2WI  H15  C23  N22  111.50  3.000
 2WI  H14  C23  N22  110.90  3.000
 2WI  H13  C23  N22  108.94  3.000
 2WI  C2   C3   C13  122.46  3.000
 2WI  C13  C3   C4   118.11  3.000
 2WI  C2   C3   C4   119.42  3.000
 2WI  H17  C9   H16  114.77  3.000
 2WI  H17  C9   C10  118.83  3.000
 2WI  H16  C9   C10  118.96  3.000
 2WI  H17  C9   C8   116.44  3.000
 2WI  H16  C9   C8   116.03  3.000
 2WI  C10  C9   C8    61.20  3.000
 2WI  C23  N22  C24  115.22  3.000
 2WI  C23  N22  C20  119.30  3.000
 2WI  C24  N22  C20  124.44  3.000
 2WI  H19  N25  H18  113.31  3.000
 2WI  H19  N25  C16  116.90  3.000
 2WI  H18  N25  C16  119.02  3.000
 2WI  C6   N5   C4   115.22  3.000
 2WI  H10  C1   H9   107.38  3.000
 2WI  H10  C1   H8   107.17  3.000
 2WI  H9   C1   H8   107.59  3.000
 2WI  H10  C1   C2   111.73  3.000
 2WI  H9   C1   C2   111.77  3.000
 2WI  H8   C1   C2   110.96  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
 2WI  CONST_01  C7   C6   N5   C4      0.00   0.0  0
 2WI  CONST_02  C7   C2   C3   C4      0.00   0.0  0
 2WI  CONST_05  C3   C2   C7   C6      0.00   0.0  0
 2WI  CONST_06  C3   C4   N5   C6      0.00   0.0  0
 2WI  CONST_07  C13  C3   C2   C7    180.00   0.0  0
 2WI  CONST_08  N5   C4   C3   C13   180.00   0.0  0
 2WI  CONST_09  C16  C15  C14  C13     0.00   0.0  0
 2WI  CONST_10  C16  C17  C18  C13     0.00   0.0  0
 2WI  CONST_11  C3   C13  C14  C15   180.00   0.0  0
 2WI  CONST_12  C18  C13  C14  C15     0.00   0.0  0
 2WI  CONST_13  C18  C17  C16  C15     0.00   0.0  0
 2WI  CONST_14  C3   C13  C18  C17   180.00   0.0  0
 2WI  CONST_15  C14  C13  C18  C17     0.00   0.0  0
 2WI  CONST_16  C14  C15  C16  C17     0.00   0.0  0
 2WI  CONST_19  N5   C6   C7   C2      0.00   0.0  0
 2WI  CONST_20  N5   C4   C3   C2      0.00   0.0  0
 2WI  CONST_21  C1   C2   C3   C4    180.00   0.0  0
 2WI  CONST_22  C1   C2   C7   C6    180.00   0.0  0
 2WI  CONST_23  C1   C2   C7   C8      0.00   0.0  0
 2WI  CONST_24  C1   C2   C3   C13     0.00   0.0  0
 2WI  CONST_25  C20  C17  C18  C13   180.00   0.0  0
 2WI  CONST_26  C20  C17  C16  C15   180.00   0.0  0
 2WI  CONST_27  F19  C18  C13  C14   180.00   0.0  0
 2WI  CONST_28  N25  C16  C15  C14   180.00   0.0  0
 2WI  CONST_29  F19  C18  C17  C16   180.00   0.0  0
 2WI  CONST_30  N25  C16  C17  C18   180.00   0.0  0
 2WI  CONST_31  F19  C18  C13  C3      0.00   0.0  0
 2WI  CONST_32  H1   C4   N5   C6    180.00   0.0  0
 2WI  CONST_33  H1   C4   C3   C13     0.00   0.0  0
 2WI  CONST_34  H4   C15  C14  C13   180.00   0.0  0
 2WI  CONST_35  H4   C15  C16  C17   180.00   0.0  0
 2WI  CONST_36  H12  C14  C15  C16   180.00   0.0  0
 2WI  CONST_37  H12  C14  C13  C18   180.00   0.0  0
 2WI  CONST_38  H1   C4   C3   C2    180.00   0.0  0
 2WI  CONST_39  H12  C14  C13  C3      0.00   0.0  0
 2WI  CONST_45  C23  N22  C20  C17   180.00   0.0  0
 2WI  CONST_46  O21  C20  N22  C24   180.00   0.0  0
 2WI  CONST_47  O21  C20  N22  C23     0.00   0.0  0
 2WI  Var_01    H16  C9   C8   C7      4.48  30.0  3
 2WI  Var_02    H17  C9   C8   C7   -135.30  30.0  3
 2WI  Var_03    H2   C10  C8   C7    135.85  30.0  3
 2WI  Var_04    H3   C10  C8   C7     -3.68  30.0  3
 2WI  Var_05    H2   C10  C9   C8    105.49  30.0  1
 2WI  Var_06    H3   C10  C9   C8   -105.95  30.0  1
 2WI  Var_07    H16  C9   C10  C8    105.56  30.0  1
 2WI  Var_08    H17  C9   C10  C8   -106.10  30.0  1
 2WI  Var_09    H16  C9   C8   C11   142.89  30.0  3
 2WI  Var_10    H17  C9   C8   C11     3.11  30.0  3
 2WI  Var_11    H2   C10  C8   C11     0.04  30.0  3
 2WI  Var_12    H3   C10  C8   C11  -139.49  30.0  3
 2WI  Var_13    O21  C20  C17  C16   107.96  30.0  2
 2WI  Var_14    N22  C20  C17  C16   -69.66  30.0  2
 2WI  Var_15    O21  C20  C17  C18   -65.82  30.0  2
 2WI  Var_16    N22  C20  C17  C18   116.56  30.0  2
 2WI  Var_17    H8   C1   C2   C7     83.59  30.0  2
 2WI  Var_18    H9   C1   C2   C7   -156.32  30.0  2
 2WI  Var_19    H10  C1   C2   C7    -35.95  30.0  2
 2WI  Var_20    H8   C1   C2   C3    -96.39  30.0  2
 2WI  Var_21    H9   C1   C2   C3     23.71  30.0  2
 2WI  Var_22    H10  C1   C2   C3    144.08  30.0  2
 2WI  Var_23    H5   C24  N22  C20   127.20  30.0  3
 2WI  Var_24    H6   C24  N22  C20  -113.33  30.0  3
 2WI  Var_25    H7   C24  N22  C20     6.30  30.0  3
 2WI  Var_26    H13  C23  N22  C20  -151.65  30.0  3
 2WI  Var_27    H14  C23  N22  C20   -32.31  30.0  3
 2WI  Var_28    H15  C23  N22  C20    88.96  30.0  3
 2WI  Var_29    H13  C23  N22  C24    39.49  30.0  3
 2WI  Var_30    H14  C23  N22  C24   158.83  30.0  3
 2WI  Var_31    H15  C23  N22  C24   -79.91  30.0  3
 2WI  Var_32    H5   C24  N22  C23   -64.58  30.0  3
 2WI  Var_33    H6   C24  N22  C23    54.88  30.0  3
 2WI  Var_34    H7   C24  N22  C23   174.52  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
 2WI  plan-1  C13  0.020
 2WI  plan-1  C15  0.020
 2WI  plan-1  C17  0.020
 2WI  plan-1  C20  0.020
 2WI  plan-1  C14  0.020
 2WI  plan-1  C16  0.020
 2WI  plan-1  C18  0.020
 2WI  plan-1  C3   0.020
 2WI  plan-1  F19  0.020
 2WI  plan-1  N25  0.020
 2WI  plan-1  H4   0.020
 2WI  plan-1  H12  0.020
 2WI  plan-2  C4   0.020
 2WI  plan-2  C6   0.020
 2WI  plan-2  C7   0.020
 2WI  plan-2  C8   0.020
 2WI  plan-2  C10  0.020
 2WI  plan-2  N12  0.020
 2WI  plan-2  C13  0.020
 2WI  plan-2  C11  0.020
 2WI  plan-2  C2   0.020
 2WI  plan-2  C3   0.020
 2WI  plan-2  C9   0.020
 2WI  plan-2  N5   0.020
 2WI  plan-2  H1   0.020
 2WI  plan-2  H11  0.020
 2WI  plan-2  C1   0.020
 2WI  plan-3  C17  0.020
 2WI  plan-3  C20  0.020
 2WI  plan-3  C24  0.020
 2WI  plan-3  C23  0.020
 2WI  plan-3  N22  0.020
 2WI  plan-3  O21  0.020
 2WI  plan-4  C16  0.020
 2WI  plan-4  N25  0.020
 2WI  plan-4  H18  0.020
 2WI  plan-4  H19  0.020

