# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Apr  6 00:10:08 2020
#   Inital geometry file: a 135 line input string
#   Ligand name: N-(3-{[(5-cyano-2-phenyl-1H-pyrrolo[2,3-b]pyridin-4-yl)amino]methyl}pyridin-2-yl)-N-methylmethanesulfonamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CN(c1ncccc1CNc2c(cnc3[nH]c(cc23)c4ccccc4)C#N)[S](C)(=O)=O
#
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
 10N  10N  N-(3-{[(5-cyano-2-phenyl-1H-pyrrolo[2,3-b]pyridin-4-yl)amino]methyl}pyridin-2-yl)-N-methylmethanesulfonamide  ligand  51  31  .  2021-08-03  2021-08-03  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_10N
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
 10N  N1   N  N     0  -0.442   3.1171   3.6422   0.1815
 10N  C2   C  CR16  0  -0.074   2.1638   4.5393   0.1053
 10N  C3   C  CR6   0  -0.202   0.8009   4.2378  -0.0582
 10N  C4   C  CR6   0   0.460   0.3473   2.8973  -0.1624
 10N  N5   N  NH1   0  -0.695  -0.9588   2.6342  -0.3262
 10N  C6   C  CH2   0  -0.356  -1.5554   1.3565  -0.6167
 10N  C7   C  CR6   0  -0.016  -1.8674   0.5221   0.6027
 10N  C8   C  CR16  0  -0.172  -1.4444   0.8620   1.8809
 10N  C9   C  CR16  0  -0.317  -1.7697   0.0451   2.9518
 10N  C10  C  CR16  0  -0.073  -2.5206  -1.0939   2.7125
 10N  N11  N  N     0  -0.385  -2.9397  -1.4266   1.4992
 10N  C12  C  CR6   0   0.402  -2.6173  -0.6467   0.4848
 10N  N13  N  N     0  -0.640  -3.1275  -1.0078  -0.7979
 10N  S14  S  S     0   1.343  -2.2802  -2.1793  -1.6195
 10N  O15  O  OS    0  -0.658  -2.7406  -2.1529  -2.9976
 10N  O16  O  OS    0  -0.659  -0.8738  -1.9362  -1.3328
 10N  C17  C  CH3   0  -0.795  -2.7397  -3.7444  -0.9151
 10N  C18  C  CH3   0  -0.545  -4.5855  -1.0178  -0.9166
 10N  C19  C  CR56  0  -0.034   1.3628   1.9223  -0.0720
 10N  C20  C  CR56  0   0.456   2.6864   2.3820   0.0990
 10N  N21  N  NR15  0  -0.734   3.4903   1.3001   0.1834
 10N  C22  C  CR5   0   0.391   2.7459   0.1488   0.0761
 10N  C23  C  CR15  0  -0.475   1.4302   0.4956  -0.0790
 10N  C24  C  CR6   0   0.070   3.3482  -1.1773   0.1601
 10N  C25  C  CR16  0  -0.309   4.5892  -1.3749   0.7701
 10N  C26  C  CR16  0  -0.238   5.1419  -2.6445   0.8516
 10N  C27  C  CR16  0  -0.264   4.4627  -3.7387   0.3340
 10N  C28  C  CR16  0  -0.238   3.2251  -3.5525  -0.2708
 10N  C29  C  CR16  0  -0.331   2.6746  -2.2850  -0.3625
 10N  C30  C  CSP   0   0.013  -0.1241   5.3057  -0.1380
 10N  N31  N  NS    0  -0.261  -0.8886   6.1690  -0.2073
 10N  H1   H  HCR6  0   0.279   2.4583   5.5807   0.1728
 10N  H2   H  HNH1  0   0.412  -1.5966   3.4139  -0.3116
 10N  H3   H  HCH2  0   0.303  -2.4792   1.5554  -1.1597
 10N  H4   H  HCH2  0   0.277  -0.9239   0.7982  -1.3093
 10N  H5   H  HCR6  0   0.281  -0.8666   1.7613   2.0474
 10N  H6   H  HCR6  0   0.280  -1.4504   0.2891   3.9552
 10N  H7   H  HCR6  0   0.273  -2.7970  -1.7576   3.5230
 10N  H8   H  HCH3  0   0.293  -3.8047  -3.9085  -1.0624
 10N  H9   H  HCH3  0   0.310  -2.1738  -4.5161  -1.4345
 10N  H10  H  HCH3  0   0.296  -2.5011  -3.7499   0.1451
 10N  H11  H  HCH3  0   0.268  -4.8743  -1.1933  -1.9496
 10N  H12  H  HCH3  0   0.248  -5.0541  -1.7662  -0.2755
 10N  H13  H  HCH3  0   0.274  -4.9555  -0.0346  -0.6326
 10N  H14  H  HNR5  0   0.417   4.4949   1.3531   0.2499
 10N  H15  H  HCR5  0   0.274   0.6196  -0.2089  -0.1435
 10N  H16  H  HCR6  0   0.249   5.1280  -0.5431   1.2069
 10N  H17  H  HCR6  0   0.262   6.1028  -2.7783   1.3308
 10N  H18  H  HCR6  0   0.260   4.8932  -4.7290   0.4019
 10N  H19  H  HCR6  0   0.261   2.6893  -4.3984  -0.6814
 10N  H20  H  HCR6  0   0.262   1.7206  -2.1535  -0.8567

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
 10N  C9   C10  aromatic  1.385  0.020  1.385
 10N  C9   C8   aromatic  1.386  0.020  1.386
 10N  C10  N11  aromatic  1.326  0.020  1.326
 10N  C8   C7   aromatic  1.389  0.020  1.389
 10N  N11  C12  aromatic  1.320  0.020  1.320
 10N  C28  C27  aromatic  1.390  0.020  1.390
 10N  C28  C29  aromatic  1.385  0.020  1.385
 10N  C7   C12  aromatic  1.394  0.020  1.394
 10N  C7   C6   single    1.510  0.020  1.510
 10N  C12  N13  single    1.427  0.020  1.427
 10N  C27  C26  aromatic  1.388  0.020  1.388
 10N  C29  C24  aromatic  1.398  0.020  1.398
 10N  C6   N5   single    1.440  0.020  1.440
 10N  C18  N13  single    1.463  0.020  1.463
 10N  N13  S14  single    1.663  0.020  1.663
 10N  C26  C25  aromatic  1.387  0.020  1.387
 10N  C24  C25  aromatic  1.397  0.020  1.397
 10N  C24  C22  single    1.459  0.020  1.459
 10N  C23  C22  aromatic  1.369  0.020  1.369
 10N  C23  C19  aromatic  1.428  0.020  1.428
 10N  N5   C4   single    1.342  0.020  1.342
 10N  C22  N21  aromatic  1.375  0.020  1.375
 10N  O16  S14  double    1.456  0.020  1.456
 10N  S14  O15  double    1.453  0.020  1.453
 10N  S14  C17  single    1.777  0.020  1.777
 10N  C19  C4   aromatic  1.411  0.020  1.411
 10N  C19  C20  aromatic  1.412  0.020  1.412
 10N  C4   C3   aromatic  1.419  0.020  1.419
 10N  N21  C20  aromatic  1.351  0.020  1.351
 10N  C20  N1   aromatic  1.334  0.020  1.334
 10N  C3   C30  single    1.415  0.020  1.415
 10N  C3   C2   aromatic  1.405  0.020  1.405
 10N  C30  N31  triple    1.155  0.020  1.155
 10N  N1   C2   aromatic  1.311  0.020  1.311
 10N  C2   H1   single    0.930  0.020  1.080
 10N  N5   H2   single    0.860  0.020  1.020
 10N  C6   H3   single    0.970  0.020  1.090
 10N  C6   H4   single    0.970  0.020  1.090
 10N  C8   H5   single    0.930  0.020  1.080
 10N  C9   H6   single    0.930  0.020  1.080
 10N  C10  H7   single    0.930  0.020  1.080
 10N  C17  H8   single    0.970  0.020  1.090
 10N  C17  H9   single    0.970  0.020  1.090
 10N  C17  H10  single    0.970  0.020  1.090
 10N  C18  H11  single    0.970  0.020  1.090
 10N  C18  H12  single    0.970  0.020  1.090
 10N  C18  H13  single    0.970  0.020  1.090
 10N  N21  H14  single    0.860  0.020  1.020
 10N  C23  H15  single    0.930  0.020  1.080
 10N  C25  H16  single    0.930  0.020  1.080
 10N  C26  H17  single    0.930  0.020  1.080
 10N  C27  H18  single    0.930  0.020  1.080
 10N  C28  H19  single    0.930  0.020  1.080
 10N  C29  H20  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
 10N  C20  N1   C2   114.07  3.000
 10N  H1   C2   C3   118.46  3.000
 10N  H1   C2   N1   117.14  3.000
 10N  C3   C2   N1   124.40  3.000
 10N  C30  C3   C4   119.99  3.000
 10N  C30  C3   C2   118.59  3.000
 10N  C4   C3   C2   121.41  3.000
 10N  C19  C4   N5   124.95  3.000
 10N  C19  C4   C3   114.72  3.000
 10N  N5   C4   C3   120.34  3.000
 10N  H2   N5   C6   115.30  3.000
 10N  H2   N5   C4   117.56  3.000
 10N  C6   N5   C4   126.99  3.000
 10N  H4   C6   H3   105.53  3.000
 10N  H4   C6   C7   110.46  3.000
 10N  H3   C6   C7   109.15  3.000
 10N  H4   C6   N5   110.02  3.000
 10N  H3   C6   N5   106.84  3.000
 10N  C7   C6   N5   114.40  3.000
 10N  C12  C7   C8   116.56  3.000
 10N  C12  C7   C6   120.41  3.000
 10N  C8   C7   C6   123.03  3.000
 10N  H5   C8   C9   119.77  3.000
 10N  H5   C8   C7   120.52  3.000
 10N  C9   C8   C7   119.71  3.000
 10N  H6   C9   C10  120.42  3.000
 10N  H6   C9   C8   120.99  3.000
 10N  C10  C9   C8   118.59  3.000
 10N  H7   C10  N11  116.76  3.000
 10N  H7   C10  C9   120.85  3.000
 10N  N11  C10  C9   122.40  3.000
 10N  C12  N11  C10  118.54  3.000
 10N  N13  C12  N11  117.01  3.000
 10N  N13  C12  C7   118.73  3.000
 10N  N11  C12  C7   124.20  3.000
 10N  C18  N13  S14  117.58  3.000
 10N  S14  N13  C12  116.12  3.000
 10N  C18  N13  C12  115.53  3.000
 10N  C17  S14  O16  108.59  3.000
 10N  C17  S14  O15  108.06  3.000
 10N  O16  S14  O15  119.33  3.000
 10N  C17  S14  N13  107.03  3.000
 10N  O15  S14  N13  107.12  3.000
 10N  O16  S14  N13  106.10  3.000
 10N  H10  C17  H9   110.35  3.000
 10N  H10  C17  H8   110.27  3.000
 10N  H9   C17  H8   109.71  3.000
 10N  H10  C17  S14  109.54  3.000
 10N  H9   C17  S14  107.51  3.000
 10N  H8   C17  S14  109.42  3.000
 10N  H13  C18  H12  108.68  3.000
 10N  H13  C18  H11  107.67  3.000
 10N  H12  C18  H11  109.48  3.000
 10N  H13  C18  N13  108.15  3.000
 10N  H12  C18  N13  112.65  3.000
 10N  H11  C18  N13  110.06  3.000
 10N  C23  C19  C20  106.36  3.000
 10N  C20  C19  C4   117.23  3.000
 10N  C23  C19  C4   136.39  3.000
 10N  N21  C20  C19  107.75  3.000
 10N  N21  C20  N1   124.10  3.000
 10N  C19  C20  N1   128.15  3.000
 10N  H14  N21  C22  126.05  3.000
 10N  H14  N21  C20  123.73  3.000
 10N  C22  N21  C20  110.10  3.000
 10N  C24  C22  C23  129.30  3.000
 10N  C23  C22  N21  108.47  3.000
 10N  C24  C22  N21  122.21  3.000
 10N  H15  C23  C22  124.39  3.000
 10N  H15  C23  C19  128.23  3.000
 10N  C22  C23  C19  107.33  3.000
 10N  C29  C24  C25  118.64  3.000
 10N  C25  C24  C22  121.37  3.000
 10N  C29  C24  C22  119.99  3.000
 10N  H16  C25  C26  118.75  3.000
 10N  H16  C25  C24  120.63  3.000
 10N  C26  C25  C24  120.61  3.000
 10N  H17  C26  C27  120.15  3.000
 10N  H17  C26  C25  119.54  3.000
 10N  C27  C26  C25  120.31  3.000
 10N  H18  C27  C28  120.27  3.000
 10N  H18  C27  C26  120.23  3.000
 10N  C28  C27  C26  119.50  3.000
 10N  H19  C28  C29  119.57  3.000
 10N  H19  C28  C27  120.08  3.000
 10N  C29  C28  C27  120.35  3.000
 10N  H20  C29  C28  119.45  3.000
 10N  H20  C29  C24  119.95  3.000
 10N  C28  C29  C24  120.60  3.000
 10N  N31  C30  C3   180.00  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
 10N  CONST_01  C23  C19  C20  N1   180.00   0.0  0
 10N  CONST_02  C4   C19  C20  N1     0.00   0.0  0
 10N  CONST_03  C22  N21  C20  N1   180.00   0.0  0
 10N  CONST_04  C4   C3   C2   N1     0.00   0.0  0
 10N  CONST_05  C19  C4   C3   C2     0.00   0.0  0
 10N  CONST_06  C19  C20  N1   C2     0.00   0.0  0
 10N  CONST_07  N21  C20  N1   C2   180.00   0.0  0
 10N  CONST_08  C23  C19  C4   C3   180.00   0.0  0
 10N  CONST_09  C20  C19  C4   C3     0.00   0.0  0
 10N  CONST_10  C20  N1   C2   C3     0.00   0.0  0
 10N  CONST_11  C22  C23  C19  C4   180.00   0.0  0
 10N  CONST_12  N21  C20  C19  C4   180.00   0.0  0
 10N  CONST_13  C10  C9   C8   C7     0.00   0.0  0
 10N  CONST_14  C10  N11  C12  C7     0.00   0.0  0
 10N  CONST_15  N11  C10  C9   C8     0.00   0.0  0
 10N  CONST_16  N11  C12  C7   C8     0.00   0.0  0
 10N  CONST_17  C12  N11  C10  C9     0.00   0.0  0
 10N  CONST_18  C12  C7   C8   C9     0.00   0.0  0
 10N  CONST_19  C24  C22  C23  C19  180.00   0.0  0
 10N  CONST_20  N21  C22  C23  C19    0.00   0.0  0
 10N  CONST_21  C22  N21  C20  C19    0.00   0.0  0
 10N  CONST_22  C22  C23  C19  C20    0.00   0.0  0
 10N  CONST_23  C24  C22  N21  C20  180.00   0.0  0
 10N  CONST_24  C23  C22  N21  C20    0.00   0.0  0
 10N  CONST_27  C23  C19  C20  N21    0.00   0.0  0
 10N  CONST_28  C28  C29  C24  C22  180.00   0.0  0
 10N  CONST_29  C26  C25  C24  C22  180.00   0.0  0
 10N  CONST_32  C27  C28  C29  C24    0.00   0.0  0
 10N  CONST_33  C27  C26  C25  C24    0.00   0.0  0
 10N  CONST_34  C28  C27  C26  C25    0.00   0.0  0
 10N  CONST_35  C28  C29  C24  C25    0.00   0.0  0
 10N  CONST_36  C29  C28  C27  C26    0.00   0.0  0
 10N  CONST_37  C29  C24  C25  C26    0.00   0.0  0
 10N  CONST_38  C30  C3   C2   N1   180.00   0.0  0
 10N  CONST_39  N5   C4   C3   C2   180.00   0.0  0
 10N  CONST_40  C23  C19  C4   N5     0.00   0.0  0
 10N  CONST_41  C20  C19  C4   N5   180.00   0.0  0
 10N  CONST_42  C9   C8   C7   C6   180.00   0.0  0
 10N  CONST_43  N11  C12  C7   C6   180.00   0.0  0
 10N  CONST_44  N13  C12  C7   C8   180.00   0.0  0
 10N  CONST_45  N13  C12  N11  C10  180.00   0.0  0
 10N  CONST_46  C30  C3   C4   C19  180.00   0.0  0
 10N  CONST_47  H14  N21  C20  N1     0.00   0.0  0
 10N  CONST_48  H15  C23  C19  C4     0.00   0.0  0
 10N  CONST_49  H1   C2   C3   C4   180.00   0.0  0
 10N  CONST_50  H6   C9   C8   C7   180.00   0.0  0
 10N  CONST_51  H7   C10  C9   C8   180.00   0.0  0
 10N  CONST_52  H5   C8   C9   C10  180.00   0.0  0
 10N  CONST_53  H20  C29  C24  C22    0.00   0.0  0
 10N  CONST_54  H16  C25  C24  C22    0.00   0.0  0
 10N  CONST_55  H19  C28  C29  C24  180.00   0.0  0
 10N  CONST_56  H17  C26  C25  C24  180.00   0.0  0
 10N  CONST_57  H18  C27  C26  C25  180.00   0.0  0
 10N  CONST_58  C6   N5   C4   C3   180.00   0.0  0
 10N  CONST_59  C19  C4   N5   C6     0.00   0.0  0
 10N  CONST_64  H2   N5   C4   C3     0.00   0.0  0
 10N  Var_01    C7   C6   N5   C4    87.02  30.0  1
 10N  Var_02    C8   C7   C6   N5    -8.90  30.0  1
 10N  Var_03    O16  S14  N13  C12  -37.23  30.0  3
 10N  Var_04    H11  C18  N13  C12  173.66  30.0  3
 10N  Var_05    H8   C17  S14  N13   62.02  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
 10N  plan-1  C6   0.020
 10N  plan-1  C7   0.020
 10N  plan-1  C8   0.020
 10N  plan-1  C9   0.020
 10N  plan-1  C10  0.020
 10N  plan-1  N11  0.020
 10N  plan-1  C12  0.020
 10N  plan-1  N13  0.020
 10N  plan-1  H5   0.020
 10N  plan-1  H6   0.020
 10N  plan-1  H7   0.020
 10N  plan-2  C22  0.020
 10N  plan-2  C24  0.020
 10N  plan-2  C25  0.020
 10N  plan-2  C26  0.020
 10N  plan-2  C27  0.020
 10N  plan-2  C28  0.020
 10N  plan-2  C29  0.020
 10N  plan-2  H16  0.020
 10N  plan-2  H17  0.020
 10N  plan-2  H18  0.020
 10N  plan-2  H19  0.020
 10N  plan-2  H20  0.020
 10N  plan-3  N1   0.020
 10N  plan-3  C2   0.020
 10N  plan-3  C3   0.020
 10N  plan-3  C4   0.020
 10N  plan-3  N5   0.020
 10N  plan-3  C19  0.020
 10N  plan-3  C20  0.020
 10N  plan-3  N21  0.020
 10N  plan-3  C22  0.020
 10N  plan-3  C23  0.020
 10N  plan-3  C24  0.020
 10N  plan-3  C30  0.020
 10N  plan-3  N31  0.020
 10N  plan-3  H1   0.020
 10N  plan-3  H14  0.020
 10N  plan-3  H15  0.020
 10N  plan-4  C4   0.020
 10N  plan-4  N5   0.020
 10N  plan-4  C6   0.020
 10N  plan-4  H2   0.020
 10N  plan-5  C12  0.020
 10N  plan-5  N13  0.020
 10N  plan-5  S14  0.020
 10N  plan-5  C18  0.020

