# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Mar 31 16:12:04 2020
#   Inital geometry file: a 137 line input string
#   Ligand name: N,N-dimethyl-4-[(6R)-6-methyl-5-(1H-pyrrolo[2,3-b]pyridin-4-yl)-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrazin-3-yl]benzenesulfonamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@@H]1Cn2ncc(c2CN1c3ccnc4[nH]ccc34)c5ccc(cc5)[S](=O)(=O)N(C)C
#
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
 3K6  3K6  N,N-dimethyl-4-[(6R)-6-methyl-5-(1H-pyrrolo[2,3-b]pyridin-4-yl)-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrazin-3-yl]benzenesulfonamide  ligand  55  31  .  2021-08-04  2021-08-04  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_3K6
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
 3K6  C1   C  CH1   0  -0.197   3.5251  -1.3778  -0.8949
 3K6  C2   C  CH2   0  -0.260   3.1691  -2.7117  -0.2587
 3K6  C3   C  CR15  0  -0.082  -0.1871  -3.5379   0.1926
 3K6  O1   O  OS    0  -0.654  -5.5063   1.8030   1.5629
 3K6  C11  C  CH3   0  -0.496  -6.3264   0.9940  -2.0678
 3K6  C12  C  CH3   0  -0.497  -5.2411   2.9794  -1.0413
 3K6  C13  C  CR5   0   0.469   0.9590  -1.6633   0.0889
 3K6  C14  C  CH2   0  -0.379   1.5230  -0.2841  -0.0039
 3K6  C15  C  CR6   0   0.417   3.6399   0.8836   0.0606
 3K6  C16  C  CR16  0  -0.455   2.9861   2.1157  -0.0173
 3K6  C17  C  CR16  0  -0.089   3.6931   3.3120   0.1171
 3K6  C18  C  CR56  0   0.450   5.6065   2.2276   0.4230
 3K6  C19  C  CR15  0  -0.004   7.2106   0.7325   0.7940
 3K6  C20  C  CR15  0  -0.451   6.0781   0.0051   0.5712
 3K6  C21  C  CR56  0  -0.054   5.0274   0.9440   0.3154
 3K6  O    O  OS    0  -0.654  -6.6456  -0.1899   0.5282
 3K6  N2   N  N     0  -0.572  -5.6752   1.5996  -0.9206
 3K6  C8   C  CR6   0  -0.196  -4.0470  -0.0641   0.4735
 3K6  C7   C  CR16  0  -0.226  -3.9947  -1.3503  -0.0503
 3K6  C6   C  CR16  0  -0.319  -2.7796  -2.0048  -0.1264
 3K6  C9   C  CR16  0  -0.218  -2.8922   0.5533   0.9343
 3K6  C10  C  CR16  0  -0.338  -1.6832  -0.1168   0.8613
 3K6  C5   C  CR6   0   0.094  -1.5985  -1.4041   0.3233
 3K6  C4   C  CR5   0  -0.215  -0.3404  -2.1361   0.2270
 3K6  N1   N  N     0  -0.274   1.0710  -3.8906   0.0405
 3K6  N    N  NR5   0  -0.347   1.7429  -2.7444  -0.0288
 3K6  N3   N  NT    0  -0.529   2.9697  -0.3188  -0.0528
 3K6  C    C  CH3   0  -0.651   3.0812  -1.2694  -2.3518
 3K6  N5   N  NR15  0  -0.662   6.9284   2.0640   0.6970
 3K6  N4   N  N     0  -0.441   4.9946   3.4026   0.3260
 3K6  H1   H  HCH1  0   0.290   4.6079  -1.2989  -0.8764
 3K6  H2   H  HCH2  0   0.273   3.4316  -3.5405  -0.9143
 3K6  H3   H  HCH2  0   0.276   3.7011  -2.8386   0.6862
 3K6  H4   H  HCR5  0   0.267  -0.9545  -4.2914   0.2892
 3K6  H5   H  HCH3  0   0.245  -7.3566   1.3382  -2.1773
 3K6  H6   H  HCH3  0   0.248  -5.7737   1.2640  -2.9670
 3K6  H7   H  HCH3  0   0.256  -6.3325  -0.0906  -1.9998
 3K6  H8   H  HCH3  0   0.245  -6.0826   3.6729  -0.9906
 3K6  H9   H  HCH3  0   0.257  -4.5296   3.2455  -0.2645
 3K6  H10  H  HCH3  0   0.247  -4.7436   3.1069  -2.0021
 3K6  H11  H  HCH2  0   0.266   1.0711   0.2248  -0.8680
 3K6  H12  H  HCH2  0   0.293   1.2314   0.2850   0.8805
 3K6  H13  H  HCR6  0   0.276   1.9248   2.1832  -0.2064
 3K6  H14  H  HCR6  0   0.254   3.1504   4.2475   0.0339
 3K6  H15  H  HCR5  0   0.287   8.2079   0.3958   1.0246
 3K6  H16  H  HCR5  0   0.251   6.0218  -1.0698   0.6175
 3K6  H17  H  HCR6  0   0.281  -4.8897  -1.8473  -0.3994
 3K6  H18  H  HCR6  0   0.263  -2.7512  -2.9980  -0.5553
 3K6  H19  H  HCR6  0   0.281  -2.9236   1.5440   1.3673
 3K6  H20  H  HCR6  0   0.256  -0.8052   0.3722   1.2592
 3K6  H21  H  HCH3  0   0.235   2.0101  -1.4267  -2.4848
 3K6  H22  H  HCH3  0   0.247   3.3304  -0.2864  -2.7525
 3K6  H23  H  HCH3  0   0.249   3.6013  -2.0151  -2.9530
 3K6  H24  H  HNR5  0   0.410   7.5843   2.8142   0.8410
 3K6  S    S  S     0   1.379  -5.5878   0.8092   0.5033

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
 3K6  N4   C18  aromatic  1.328  0.020  1.328
 3K6  N4   C17  aromatic  1.321  0.020  1.321
 3K6  N5   C18  aromatic  1.360  0.020  1.360
 3K6  N5   C19  aromatic  1.365  0.020  1.365
 3K6  C18  C21  aromatic  1.412  0.020  1.412
 3K6  C17  C16  aromatic  1.396  0.020  1.396
 3K6  C19  C20  aromatic  1.364  0.020  1.364
 3K6  C21  C20  aromatic  1.432  0.020  1.432
 3K6  C21  C15  aromatic  1.412  0.020  1.412
 3K6  C16  C15  aromatic  1.397  0.020  1.397
 3K6  C15  N3   single    1.381  0.020  1.381
 3K6  N3   C1   single    1.463  0.020  1.463
 3K6  N3   C14  single    1.448  0.020  1.448
 3K6  C    C1   single    1.527  0.020  1.527
 3K6  C1   C2   single    1.520  0.020  1.520
 3K6  C14  C13  single    1.493  0.020  1.493
 3K6  C2   N    single    1.445  0.020  1.445
 3K6  C13  N    aromatic  1.341  0.020  1.341
 3K6  C13  C4   aromatic  1.390  0.020  1.390
 3K6  N    N1   aromatic  1.330  0.020  1.330
 3K6  C6   C7   aromatic  1.382  0.020  1.382
 3K6  C6   C5   aromatic  1.399  0.020  1.399
 3K6  C7   C8   aromatic  1.390  0.020  1.390
 3K6  C11  N2   single    1.452  0.020  1.452
 3K6  C4   C5   single    1.459  0.020  1.459
 3K6  C4   C3   aromatic  1.411  0.020  1.411
 3K6  C5   C10  aromatic  1.398  0.020  1.398
 3K6  O1   S    double    1.455  0.020  1.455
 3K6  N1   C3   aromatic  1.316  0.020  1.316
 3K6  C8   S    single    1.771  0.020  1.771
 3K6  C8   C9   aromatic  1.388  0.020  1.388
 3K6  N2   S    single    1.631  0.020  1.631
 3K6  N2   C12  single    1.451  0.020  1.451
 3K6  S    O    double    1.455  0.020  1.455
 3K6  C10  C9   aromatic  1.384  0.020  1.384
 3K6  C1   H1   single    0.970  0.020  1.090
 3K6  C2   H2   single    0.970  0.020  1.090
 3K6  C2   H3   single    0.970  0.020  1.090
 3K6  C3   H4   single    0.930  0.020  1.080
 3K6  C11  H5   single    0.970  0.020  1.090
 3K6  C11  H6   single    0.970  0.020  1.090
 3K6  C11  H7   single    0.970  0.020  1.090
 3K6  C12  H8   single    0.970  0.020  1.090
 3K6  C12  H9   single    0.970  0.020  1.090
 3K6  C12  H10  single    0.970  0.020  1.090
 3K6  C14  H11  single    0.970  0.020  1.090
 3K6  C14  H12  single    0.970  0.020  1.090
 3K6  C16  H13  single    0.930  0.020  1.080
 3K6  C17  H14  single    0.930  0.020  1.080
 3K6  C19  H15  single    0.930  0.020  1.080
 3K6  C20  H16  single    0.930  0.020  1.080
 3K6  C7   H17  single    0.930  0.020  1.080
 3K6  C6   H18  single    0.930  0.020  1.080
 3K6  C9   H19  single    0.930  0.020  1.080
 3K6  C10  H20  single    0.930  0.020  1.080
 3K6  C    H21  single    0.970  0.020  1.090
 3K6  C    H22  single    0.970  0.020  1.090
 3K6  C    H23  single    0.970  0.020  1.090
 3K6  N5   H24  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
 3K6  H1   C1   C    107.52  3.000
 3K6  H1   C1   N3   108.44  3.000
 3K6  C    C1   N3   112.80  3.000
 3K6  H1   C1   C2   106.87  3.000
 3K6  C    C1   C2   113.17  3.000
 3K6  N3   C1   C2   107.78  3.000
 3K6  H3   C2   H2   108.36  3.000
 3K6  H3   C2   N    109.92  3.000
 3K6  H2   C2   N    108.45  3.000
 3K6  H3   C2   C1   110.49  3.000
 3K6  H2   C2   C1   111.07  3.000
 3K6  N    C2   C1   108.52  3.000
 3K6  H4   C3   N1   120.19  3.000
 3K6  H4   C3   C4   127.89  3.000
 3K6  N1   C3   C4   111.91  3.000
 3K6  H7   C11  H6   107.57  3.000
 3K6  H7   C11  H5   108.40  3.000
 3K6  H6   C11  H5   108.54  3.000
 3K6  H7   C11  N2   111.68  3.000
 3K6  H6   C11  N2   108.74  3.000
 3K6  H5   C11  N2   111.78  3.000
 3K6  H10  C12  H9   107.63  3.000
 3K6  H10  C12  H8   108.58  3.000
 3K6  H9   C12  H8   108.42  3.000
 3K6  H10  C12  N2   108.74  3.000
 3K6  H9   C12  N2   111.67  3.000
 3K6  H8   C12  N2   111.69  3.000
 3K6  N    C13  C4   106.33  3.000
 3K6  C4   C13  C14  132.35  3.000
 3K6  N    C13  C14  121.25  3.000
 3K6  H12  C14  H11  106.59  3.000
 3K6  H12  C14  N3   107.87  3.000
 3K6  H11  C14  N3   113.27  3.000
 3K6  H12  C14  C13  109.29  3.000
 3K6  H11  C14  C13  108.73  3.000
 3K6  N3   C14  C13  110.94  3.000
 3K6  N3   C15  C21  121.92  3.000
 3K6  N3   C15  C16  122.42  3.000
 3K6  C21  C15  C16  115.61  3.000
 3K6  H13  C16  C17  117.45  3.000
 3K6  H13  C16  C15  121.64  3.000
 3K6  C17  C16  C15  120.89  3.000
 3K6  H14  C17  N4   116.47  3.000
 3K6  H14  C17  C16  118.57  3.000
 3K6  N4   C17  C16  124.95  3.000
 3K6  N4   C18  N5   124.67  3.000
 3K6  N5   C18  C21  107.74  3.000
 3K6  N4   C18  C21  127.56  3.000
 3K6  H15  C19  N5   120.76  3.000
 3K6  H15  C19  C20  129.54  3.000
 3K6  N5   C19  C20  109.69  3.000
 3K6  H16  C20  C21  128.56  3.000
 3K6  H16  C20  C19  124.63  3.000
 3K6  C21  C20  C19  106.78  3.000
 3K6  C20  C21  C18  106.34  3.000
 3K6  C20  C21  C15  136.48  3.000
 3K6  C18  C21  C15  117.10  3.000
 3K6  S    N2   C12  121.15  3.000
 3K6  C12  N2   C11  117.71  3.000
 3K6  S    N2   C11  120.79  3.000
 3K6  C9   C8   C7   120.37  3.000
 3K6  C9   C8   S    119.91  3.000
 3K6  C7   C8   S    119.69  3.000
 3K6  H17  C7   C6   119.47  3.000
 3K6  H17  C7   C8   121.05  3.000
 3K6  C6   C7   C8   119.47  3.000
 3K6  H18  C6   C5   119.95  3.000
 3K6  H18  C6   C7   118.65  3.000
 3K6  C5   C6   C7   121.40  3.000
 3K6  H19  C9   C10  119.33  3.000
 3K6  H19  C9   C8   121.08  3.000
 3K6  C10  C9   C8   119.59  3.000
 3K6  H20  C10  C5   120.61  3.000
 3K6  H20  C10  C9   118.10  3.000
 3K6  C5   C10  C9   121.27  3.000
 3K6  C4   C5   C10  122.67  3.000
 3K6  C10  C5   C6   117.90  3.000
 3K6  C4   C5   C6   119.43  3.000
 3K6  C5   C4   C13  129.96  3.000
 3K6  C5   C4   C3   126.44  3.000
 3K6  C13  C4   C3   103.54  3.000
 3K6  N    N1   C3   104.95  3.000
 3K6  N1   N    C13  113.26  3.000
 3K6  N1   N    C2   121.75  3.000
 3K6  C13  N    C2   124.95  3.000
 3K6  C15  N3   C14  117.46  3.000
 3K6  C14  N3   C1   114.60  3.000
 3K6  C15  N3   C1   119.56  3.000
 3K6  H23  C    H22  107.76  3.000
 3K6  H23  C    H21  107.62  3.000
 3K6  H22  C    H21  108.04  3.000
 3K6  H23  C    C1   109.82  3.000
 3K6  H22  C    C1   110.37  3.000
 3K6  H21  C    C1   113.06  3.000
 3K6  H24  N5   C19  125.60  3.000
 3K6  H24  N5   C18  124.93  3.000
 3K6  C19  N5   C18  109.43  3.000
 3K6  C18  N4   C17  113.86  3.000
 3K6  C8   S    N2   105.71  3.000
 3K6  N2   S    O    107.98  3.000
 3K6  C8   S    O    107.10  3.000
 3K6  O    S    O1   119.81  3.000
 3K6  N2   S    O1   107.93  3.000
 3K6  C8   S    O1   107.47  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
 3K6  CONST_01  N    C13  C4   C3     0.00   0.0  0
 3K6  CONST_04  C13  N    N1   C3     0.00   0.0  0
 3K6  CONST_07  N1   C3   C4   C13    0.00   0.0  0
 3K6  CONST_08  N4   C18  C21  C15    0.00   0.0  0
 3K6  CONST_09  N5   C18  C21  C15  180.00   0.0  0
 3K6  CONST_10  C19  C20  C21  C15  180.00   0.0  0
 3K6  CONST_11  N4   C17  C16  C15    0.00   0.0  0
 3K6  CONST_12  C18  N4   C17  C16    0.00   0.0  0
 3K6  CONST_13  C18  C21  C15  C16    0.00   0.0  0
 3K6  CONST_14  C20  C21  C15  C16  180.00   0.0  0
 3K6  CONST_15  N5   C18  N4   C17  180.00   0.0  0
 3K6  CONST_16  C21  C18  N4   C17    0.00   0.0  0
 3K6  CONST_17  C21  C15  C16  C17    0.00   0.0  0
 3K6  CONST_18  C20  C19  N5   C18    0.00   0.0  0
 3K6  CONST_19  C19  C20  C21  C18    0.00   0.0  0
 3K6  CONST_20  N4   C18  N5   C19  180.00   0.0  0
 3K6  CONST_21  C21  C18  N5   C19    0.00   0.0  0
 3K6  CONST_22  N4   C18  C21  C20  180.00   0.0  0
 3K6  CONST_23  N5   C18  C21  C20    0.00   0.0  0
 3K6  CONST_24  N5   C19  C20  C21    0.00   0.0  0
 3K6  CONST_25  C5   C6   C7   C8     0.00   0.0  0
 3K6  CONST_26  C5   C10  C9   C8     0.00   0.0  0
 3K6  CONST_27  C4   C5   C6   C7   180.00   0.0  0
 3K6  CONST_28  C10  C5   C6   C7     0.00   0.0  0
 3K6  CONST_29  C10  C9   C8   C7     0.00   0.0  0
 3K6  CONST_30  C9   C8   C7   C6     0.00   0.0  0
 3K6  CONST_31  C9   C10  C5   C6     0.00   0.0  0
 3K6  CONST_32  C4   C5   C10  C9   180.00   0.0  0
 3K6  CONST_33  N    C13  C4   C5   180.00   0.0  0
 3K6  CONST_34  N1   C3   C4   C5   180.00   0.0  0
 3K6  CONST_35  N1   N    C13  C4     0.00   0.0  0
 3K6  CONST_36  N    N1   C3   C4     0.00   0.0  0
 3K6  CONST_37  C5   C4   C13  C14    0.00   0.0  0
 3K6  CONST_38  N3   C15  C16  C17  180.00   0.0  0
 3K6  CONST_39  N3   C15  C21  C18  180.00   0.0  0
 3K6  CONST_40  N3   C15  C21  C20    0.00   0.0  0
 3K6  CONST_41  C6   C7   C8   S    180.00   0.0  0
 3K6  CONST_42  C10  C9   C8   S    180.00   0.0  0
 3K6  CONST_43  H4   C3   C4   C13  180.00   0.0  0
 3K6  CONST_44  H16  C20  C21  C15    0.00   0.0  0
 3K6  CONST_45  H14  C17  C16  C15  180.00   0.0  0
 3K6  CONST_46  H15  C19  N5   C18  180.00   0.0  0
 3K6  CONST_47  H24  N5   C19  C20  180.00   0.0  0
 3K6  CONST_48  H13  C16  C15  C21  180.00   0.0  0
 3K6  CONST_49  H18  C6   C7   C8   180.00   0.0  0
 3K6  CONST_50  H20  C10  C9   C8   180.00   0.0  0
 3K6  CONST_51  H19  C9   C8   C7   180.00   0.0  0
 3K6  CONST_52  H17  C7   C8   C9   180.00   0.0  0
 3K6  Var_01    C21  C15  N3   C1   -47.46  30.0  2
 3K6  Var_02    C13  C14  N3   C1    41.26  30.0  1
 3K6  Var_03    C13  N    C2   C1   -22.91  30.0  1
 3K6  Var_04    N3   C14  C13  C4   176.24  30.0  1
 3K6  Var_05    C7   C8   S    O1   155.79  30.0  3
 3K6  Var_06    C8   S    N2   C11   92.26  30.0  3
 3K6  Var_07    H8   C12  N2   C11   74.79  30.0  3
 3K6  Var_08    H5   C11  N2   C12  -76.04  30.0  3

loop_
_chem_comp_chir.comp_id
_chem_comp_chir.id
_chem_comp_chir.atom_id_centre
_chem_comp_chir.atom_id_1
_chem_comp_chir.atom_id_2
_chem_comp_chir.atom_id_3
_chem_comp_chir.volume_sign
 3K6  chir_01  C1  N3  C  C2  positiv

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
 3K6  plan-1  C8   0.020
 3K6  plan-1  C7   0.020
 3K6  plan-1  C6   0.020
 3K6  plan-1  C9   0.020
 3K6  plan-1  C10  0.020
 3K6  plan-1  C5   0.020
 3K6  plan-1  C4   0.020
 3K6  plan-1  H17  0.020
 3K6  plan-1  H18  0.020
 3K6  plan-1  H19  0.020
 3K6  plan-1  H20  0.020
 3K6  plan-1  S    0.020
 3K6  plan-2  C2   0.020
 3K6  plan-2  C3   0.020
 3K6  plan-2  C13  0.020
 3K6  plan-2  C14  0.020
 3K6  plan-2  C5   0.020
 3K6  plan-2  C4   0.020
 3K6  plan-2  N1   0.020
 3K6  plan-2  N    0.020
 3K6  plan-2  H4   0.020
 3K6  plan-3  C15  0.020
 3K6  plan-3  C16  0.020
 3K6  plan-3  C17  0.020
 3K6  plan-3  C18  0.020
 3K6  plan-3  C19  0.020
 3K6  plan-3  C20  0.020
 3K6  plan-3  C21  0.020
 3K6  plan-3  N3   0.020
 3K6  plan-3  N5   0.020
 3K6  plan-3  N4   0.020
 3K6  plan-3  H13  0.020
 3K6  plan-3  H14  0.020
 3K6  plan-3  H15  0.020
 3K6  plan-3  H16  0.020
 3K6  plan-3  H24  0.020

