# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Mar 21 22:58:17 2020
#   Inital geometry file: a 107 line input string
#   Ligand name: 2-(6-chloro-1-methyl-1H-indazol-3-yl)-N-(propan-2-yl)-5H-pyrrolo[2,3-b]pyrazine-7-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(C)NC(=O)c1c[nH]c2ncc(nc12)c3nn(C)c4cc(Cl)ccc34
#
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
 1B5  1B5  2-(6-chloro-1-methyl-1H-indazol-3-yl)-N-(propan-2-yl)-5H-pyrrolo[2,3-b]pyrazine-7-carboxamide  ligand  43  26  .  2021-08-03  2021-08-03  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_1B5
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
 1B5  C1   C   CR16  0  -0.099  -0.0520   3.3046   0.0013
 1B5  C2   C   CR6   0   0.123   0.2888   1.9386  -0.0832
 1B5  N3   N   N     0  -0.408  -0.6299   0.9878  -0.1840
 1B5  C4   C   CR56  0   0.155  -1.8906   1.3944  -0.2030
 1B5  C5   C   CR56  0   0.476  -2.2016   2.7686  -0.1074
 1B5  N6   N   N     0  -0.379  -1.3038   3.7284  -0.0071
 1B5  C7   C   CR5   0  -0.210  -3.1316   0.6881  -0.2795
 1B5  C8   C   CR15  0  -0.004  -4.1084   1.6559  -0.2383
 1B5  N9   N   NR15  0  -0.662  -3.5560   2.8906  -0.1346
 1B5  C10  C   CR5   0   0.194   1.6785   1.4970  -0.0640
 1B5  C11  C   C     0   0.508  -3.2985  -0.7686  -0.4236
 1B5  O12  O   O     0  -0.487  -2.3945  -1.4706  -0.8609
 1B5  N13  N   NH1   0  -0.647  -4.5010  -1.2573  -0.0640
 1B5  C14  C   CH1   0  -0.090  -4.8489  -2.6672  -0.1393
 1B5  N15  N   N     0  -0.270   2.6728   2.3407   0.0988
 1B5  N16  N   NR5   0  -0.383   3.8056   1.6464   0.0593
 1B5  C17  C   CR56  0   0.460   3.5722   0.3231  -0.1153
 1B5  C18  C   CR56  0  -0.096   2.1786   0.1695  -0.2102
 1B5  C19  C   CR16  0  -0.282   4.4600  -0.7540  -0.2018
 1B5  C20  C   CR6   0  -0.046   3.8853  -1.9867  -0.3964
 1B5  C21  C   CR16  0  -0.226   2.4943  -2.1778  -0.5046
 1B5  C22  C   CR16  0  -0.341   1.6363  -1.1066  -0.4129
 1B5  C23  C   CH3   0  -0.527   5.0733   2.2922   0.2914
 1B5  CL2  CL  CL    0  -0.122   4.9111  -3.3795  -0.5158
 1B5  C25  C   CH3   0  -0.649  -4.4043  -3.4179   1.1113
 1B5  C26  C   CH3   0  -0.665  -6.3460  -2.8012  -0.3758
 1B5  H1   H   HCR6  0   0.272   0.7236   4.0555   0.0783
 1B5  H2   H   HCR5  0   0.312  -5.1806   1.5529  -0.2950
 1B5  H3   H   HNR5  0   0.427  -4.0717   3.7565  -0.1020
 1B5  H4   H   HNH1  0   0.395  -5.1298  -0.6620   0.4517
 1B5  H5   H   HCH1  0   0.242  -4.3212  -3.0797  -1.0005
 1B5  H6   H   HCR6  0   0.297   5.5316  -0.6317  -0.1207
 1B5  H7   H   HCR6  0   0.278   2.1053  -3.1744  -0.6605
 1B5  H8   H   HCR6  0   0.279   0.5676  -1.2474  -0.4943
 1B5  H9   H   HCH3  0   0.260   5.3563   2.2387   1.3427
 1B5  H10  H   HCH3  0   0.261   5.8450   1.8151  -0.3079
 1B5  H11  H   HCH3  0   0.273   4.9958   3.3334  -0.0065
 1B5  H12  H   HCH3  0   0.220  -4.9046  -3.0260   1.9991
 1B5  H13  H   HCH3  0   0.228  -4.6470  -4.4782   1.0293
 1B5  H14  H   HCH3  0   0.235  -3.3281  -3.3304   1.2595
 1B5  H15  H   HCH3  0   0.238  -6.6525  -2.2806  -1.2833
 1B5  H16  H   HCH3  0   0.237  -6.6190  -3.8511  -0.4798
 1B5  H17  H   HCH3  0   0.224  -6.9174  -2.3938   0.4615

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
 1B5  C25  C14  single    1.525  0.020  1.525
 1B5  CL2  C20  single    1.734  0.020  1.734
 1B5  C14  N13  single    1.454  0.020  1.454
 1B5  C14  C26  single    1.522  0.020  1.522
 1B5  C21  C20  aromatic  1.408  0.020  1.408
 1B5  C21  C22  aromatic  1.376  0.020  1.376
 1B5  C20  C19  aromatic  1.374  0.020  1.374
 1B5  C22  C18  aromatic  1.401  0.020  1.401
 1B5  N13  C11  single    1.347  0.020  1.347
 1B5  C19  C17  aromatic  1.399  0.020  1.399
 1B5  O12  C11  double    1.225  0.020  1.225
 1B5  C11  C7   single    1.473  0.020  1.473
 1B5  C18  C17  aromatic  1.405  0.020  1.405
 1B5  C18  C10  aromatic  1.426  0.020  1.426
 1B5  C17  N16  aromatic  1.355  0.020  1.355
 1B5  C7   C4   aromatic  1.430  0.020  1.430
 1B5  C7   C8   aromatic  1.376  0.020  1.376
 1B5  N3   C4   aromatic  1.325  0.020  1.325
 1B5  N3   C2   aromatic  1.326  0.020  1.326
 1B5  N16  C23  single    1.442  0.020  1.442
 1B5  N16  N15  aromatic  1.329  0.020  1.329
 1B5  C10  C2   single    1.458  0.020  1.458
 1B5  C10  N15  aromatic  1.314  0.020  1.314
 1B5  C4   C5   aromatic  1.412  0.020  1.412
 1B5  C2   C1   aromatic  1.410  0.020  1.410
 1B5  C8   N9   aromatic  1.357  0.020  1.357
 1B5  C5   N9   aromatic  1.360  0.020  1.360
 1B5  C5   N6   aromatic  1.318  0.020  1.318
 1B5  C1   N6   aromatic  1.322  0.020  1.322
 1B5  C1   H1   single    0.930  0.020  1.080
 1B5  C8   H2   single    0.930  0.020  1.080
 1B5  N9   H3   single    0.860  0.020  1.020
 1B5  N13  H4   single    0.860  0.020  1.020
 1B5  C14  H5   single    0.970  0.020  1.090
 1B5  C19  H6   single    0.930  0.020  1.080
 1B5  C21  H7   single    0.930  0.020  1.080
 1B5  C22  H8   single    0.930  0.020  1.080
 1B5  C23  H9   single    0.970  0.020  1.090
 1B5  C23  H10  single    0.970  0.020  1.090
 1B5  C23  H11  single    0.970  0.020  1.090
 1B5  C25  H12  single    0.970  0.020  1.090
 1B5  C25  H13  single    0.970  0.020  1.090
 1B5  C25  H14  single    0.970  0.020  1.090
 1B5  C26  H15  single    0.970  0.020  1.090
 1B5  C26  H16  single    0.970  0.020  1.090
 1B5  C26  H17  single    0.970  0.020  1.090

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
 1B5  H1   C1   N6   117.18  3.000
 1B5  H1   C1   C2   120.21  3.000
 1B5  N6   C1   C2   122.62  3.000
 1B5  C10  C2   N3   116.36  3.000
 1B5  C10  C2   C1   121.52  3.000
 1B5  N3   C2   C1   122.12  3.000
 1B5  C4   N3   C2   116.13  3.000
 1B5  C7   C4   C5   107.05  3.000
 1B5  C5   C4   N3   120.48  3.000
 1B5  C7   C4   N3   132.46  3.000
 1B5  N9   C5   N6   127.92  3.000
 1B5  N6   C5   C4   124.31  3.000
 1B5  N9   C5   C4   107.77  3.000
 1B5  C5   N6   C1   114.34  3.000
 1B5  C11  C7   C8   128.17  3.000
 1B5  C8   C7   C4   105.50  3.000
 1B5  C11  C7   C4   126.29  3.000
 1B5  H2   C8   N9   119.71  3.000
 1B5  H2   C8   C7   129.58  3.000
 1B5  N9   C8   C7   110.70  3.000
 1B5  H3   N9   C8   125.16  3.000
 1B5  H3   N9   C5   125.85  3.000
 1B5  C8   N9   C5   108.99  3.000
 1B5  C18  C10  N15  110.19  3.000
 1B5  N15  C10  C2   121.88  3.000
 1B5  C18  C10  C2   127.93  3.000
 1B5  N13  C11  O12  123.09  3.000
 1B5  O12  C11  C7   121.19  3.000
 1B5  N13  C11  C7   115.71  3.000
 1B5  H4   N13  C14  116.74  3.000
 1B5  H4   N13  C11  118.63  3.000
 1B5  C14  N13  C11  123.48  3.000
 1B5  H5   C14  C26  108.66  3.000
 1B5  H5   C14  C25  108.68  3.000
 1B5  C26  C14  C25  111.78  3.000
 1B5  H5   C14  N13  106.96  3.000
 1B5  C26  C14  N13  109.20  3.000
 1B5  C25  C14  N13  111.41  3.000
 1B5  N16  N15  C10  107.80  3.000
 1B5  C23  N16  C17  127.57  3.000
 1B5  C23  N16  N15  120.71  3.000
 1B5  C17  N16  N15  111.54  3.000
 1B5  C19  C17  C18  122.77  3.000
 1B5  C18  C17  N16  106.63  3.000
 1B5  C19  C17  N16  130.60  3.000
 1B5  C22  C18  C17  119.54  3.000
 1B5  C17  C18  C10  103.83  3.000
 1B5  C22  C18  C10  136.62  3.000
 1B5  H6   C19  C20  121.77  3.000
 1B5  H6   C19  C17  122.50  3.000
 1B5  C20  C19  C17  115.73  3.000
 1B5  CL2  C20  C21  118.04  3.000
 1B5  C21  C20  C19  123.08  3.000
 1B5  CL2  C20  C19  118.88  3.000
 1B5  H7   C21  C22  120.20  3.000
 1B5  H7   C21  C20  119.45  3.000
 1B5  C22  C21  C20  120.35  3.000
 1B5  H8   C22  C21  120.67  3.000
 1B5  H8   C22  C18  120.81  3.000
 1B5  C21  C22  C18  118.52  3.000
 1B5  H11  C23  H10  108.67  3.000
 1B5  H11  C23  H9   109.28  3.000
 1B5  H10  C23  H9   109.01  3.000
 1B5  H11  C23  N16  108.82  3.000
 1B5  H10  C23  N16  109.80  3.000
 1B5  H9   C23  N16  111.20  3.000
 1B5  H14  C25  H13  107.94  3.000
 1B5  H14  C25  H12  108.25  3.000
 1B5  H13  C25  H12  107.95  3.000
 1B5  H14  C25  C14  111.09  3.000
 1B5  H13  C25  C14  110.61  3.000
 1B5  H12  C25  C14  110.89  3.000
 1B5  H17  C26  H16  107.54  3.000
 1B5  H17  C26  H15  108.24  3.000
 1B5  H16  C26  H15  108.07  3.000
 1B5  H17  C26  C14  111.26  3.000
 1B5  H16  C26  C14  110.25  3.000
 1B5  H15  C26  C14  111.34  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
 1B5  CONST_01  C4   N3   C2   C1     0.00   0.0  0
 1B5  CONST_02  C18  C10  C2   C1   180.00   0.0  0
 1B5  CONST_03  N15  C10  C2   C1     0.00   0.0  0
 1B5  CONST_04  C4   C5   N6   C1     0.00   0.0  0
 1B5  CONST_05  N9   C5   N6   C1   180.00   0.0  0
 1B5  CONST_06  C7   C4   N3   C2   180.00   0.0  0
 1B5  CONST_07  C5   C4   N3   C2     0.00   0.0  0
 1B5  CONST_08  C22  C18  C10  C2     0.00   0.0  0
 1B5  CONST_09  C17  C18  C10  C2   180.00   0.0  0
 1B5  CONST_10  N16  N15  C10  C2   180.00   0.0  0
 1B5  CONST_11  C5   N6   C1   C2     0.00   0.0  0
 1B5  CONST_12  C8   C7   C4   N3   180.00   0.0  0
 1B5  CONST_13  N9   C5   C4   N3   180.00   0.0  0
 1B5  CONST_14  N6   C5   C4   N3     0.00   0.0  0
 1B5  CONST_15  C18  C10  C2   N3     0.00   0.0  0
 1B5  CONST_16  N15  C10  C2   N3   180.00   0.0  0
 1B5  CONST_17  N6   C1   C2   N3     0.00   0.0  0
 1B5  CONST_18  N9   C8   C7   C4     0.00   0.0  0
 1B5  CONST_19  C10  C2   N3   C4   180.00   0.0  0
 1B5  CONST_20  C8   N9   C5   C4     0.00   0.0  0
 1B5  CONST_21  C8   C7   C4   C5     0.00   0.0  0
 1B5  CONST_22  C7   C8   N9   C5     0.00   0.0  0
 1B5  CONST_23  C7   C4   C5   N6   180.00   0.0  0
 1B5  CONST_24  C8   N9   C5   N6   180.00   0.0  0
 1B5  CONST_25  C10  C2   C1   N6   180.00   0.0  0
 1B5  CONST_26  N9   C5   C4   C7     0.00   0.0  0
 1B5  CONST_27  C21  C22  C18  C10  180.00   0.0  0
 1B5  CONST_28  C19  C17  C18  C10  180.00   0.0  0
 1B5  CONST_29  N16  C17  C18  C10    0.00   0.0  0
 1B5  CONST_30  C17  N16  N15  C10    0.00   0.0  0
 1B5  CONST_31  C19  C17  N16  N15  180.00   0.0  0
 1B5  CONST_32  C18  C17  N16  N15    0.00   0.0  0
 1B5  CONST_33  C22  C18  C10  N15  180.00   0.0  0
 1B5  CONST_34  C17  C18  C10  N15    0.00   0.0  0
 1B5  CONST_35  C20  C19  C17  N16  180.00   0.0  0
 1B5  CONST_36  C22  C18  C17  N16  180.00   0.0  0
 1B5  CONST_37  C18  C10  N15  N16    0.00   0.0  0
 1B5  CONST_38  C21  C20  C19  C17    0.00   0.0  0
 1B5  CONST_39  C21  C22  C18  C17    0.00   0.0  0
 1B5  CONST_40  C20  C21  C22  C18    0.00   0.0  0
 1B5  CONST_41  C20  C19  C17  C18    0.00   0.0  0
 1B5  CONST_42  C22  C21  C20  C19    0.00   0.0  0
 1B5  CONST_43  C22  C18  C17  C19    0.00   0.0  0
 1B5  CONST_44  C11  C7   C4   N3     0.00   0.0  0
 1B5  CONST_45  C11  C7   C4   C5   180.00   0.0  0
 1B5  CONST_46  C11  C7   C8   N9   180.00   0.0  0
 1B5  CONST_47  C23  N16  N15  C10  180.00   0.0  0
 1B5  CONST_48  CL2  C20  C19  C17  180.00   0.0  0
 1B5  CONST_49  C23  N16  C17  C18  180.00   0.0  0
 1B5  CONST_50  C23  N16  C17  C19    0.00   0.0  0
 1B5  CONST_51  CL2  C20  C21  C22  180.00   0.0  0
 1B5  CONST_52  H1   C1   C2   N3   180.00   0.0  0
 1B5  CONST_53  H2   C8   C7   C4   180.00   0.0  0
 1B5  CONST_54  H3   N9   C5   C4   180.00   0.0  0
 1B5  CONST_55  H8   C22  C18  C10    0.00   0.0  0
 1B5  CONST_56  H6   C19  C17  N16    0.00   0.0  0
 1B5  CONST_57  H7   C21  C22  C18  180.00   0.0  0
 1B5  CONST_58  C14  N13  C11  C7   180.00   0.0  0
 1B5  CONST_59  H4   N13  C11  C7     0.00   0.0  0
 1B5  CONST_60  C14  N13  C11  O12    0.00   0.0  0
 1B5  Var_01    N13  C11  C7   C4   160.13  30.0  2
 1B5  Var_02    H9   C23  N16  N15   92.40  30.0  2
 1B5  Var_03    C25  C14  N13  C11   85.26  30.0  2
 1B5  Var_04    H12  C25  C14  N13   61.82  30.0  3
 1B5  Var_05    H15  C26  C14  N13   57.52  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
 1B5  plan-1  C1   0.020
 1B5  plan-1  C2   0.020
 1B5  plan-1  N3   0.020
 1B5  plan-1  C4   0.020
 1B5  plan-1  C5   0.020
 1B5  plan-1  N6   0.020
 1B5  plan-1  C7   0.020
 1B5  plan-1  C8   0.020
 1B5  plan-1  N9   0.020
 1B5  plan-1  C10  0.020
 1B5  plan-1  C11  0.020
 1B5  plan-1  H1   0.020
 1B5  plan-1  H2   0.020
 1B5  plan-1  H3   0.020
 1B5  plan-2  C2   0.020
 1B5  plan-2  C10  0.020
 1B5  plan-2  N15  0.020
 1B5  plan-2  N16  0.020
 1B5  plan-2  C17  0.020
 1B5  plan-2  C18  0.020
 1B5  plan-2  C19  0.020
 1B5  plan-2  C20  0.020
 1B5  plan-2  C21  0.020
 1B5  plan-2  C22  0.020
 1B5  plan-2  C23  0.020
 1B5  plan-2  CL2  0.020
 1B5  plan-2  H6   0.020
 1B5  plan-2  H7   0.020
 1B5  plan-2  H8   0.020
 1B5  plan-3  C7   0.020
 1B5  plan-3  C11  0.020
 1B5  plan-3  O12  0.020
 1B5  plan-3  N13  0.020
 1B5  plan-3  C14  0.020
 1B5  plan-3  H4   0.020

