# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr  9 16:54:35 2020
#   Inital geometry file: a 122 line input string
#   Ligand name: N-(6-{3-[(cyclopropylsulfonyl)amino]phenyl}-1H-indazol-3-yl)cyclopropanecarboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: O=C(Nc1n[nH]c2cc(ccc12)c3cccc(N[S](=O)(=O)C4CC4)c3)C5CC5
#
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
 6BU  6BU  N-(6-{3-[(cyclopropylsulfonyl)amino]phenyl}-1H-indazol-3-yl)cyclopropanecarboxamide  ligand  48  28  .  2022-09-16  2023-02-02
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_6BU
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
 6BU  C8   C  CR6   0   0.072  -0.0309   1.1288   0.0340
 6BU  C5   C  CR56  0  -0.159   2.6590   0.4201  -0.0742
 6BU  C6   C  CR16  0  -0.296   1.6915  -0.5796  -0.2198
 6BU  N1   N  NR15  0  -0.568   3.4006   2.4674   0.2292
 6BU  C2   C  CH1   0  -0.448   6.8249  -2.0315  -0.3267
 6BU  N3   N  NC1   0  -0.815  -4.6162   0.0349   1.4509
 6BU  C4   C  CR5   0   0.455   4.0842   0.4813  -0.0608
 6BU  O2   O  O     0  -0.464   6.9498   0.3030   0.1175
 6BU  C3   C  C     0   0.583   6.2620  -0.6723  -0.1196
 6BU  C1   C  CH2   0  -0.464   8.1645  -2.1410  -1.0092
 6BU  C    C  CH2   0  -0.463   8.0629  -2.4049   0.4469
 6BU  N    N  NH1   0  -0.747   4.9038  -0.6224  -0.2202
 6BU  N2   N  N     0  -0.253   4.5024   1.7066   0.1182
 6BU  C10  C  CR56  0   0.466   2.2625   1.7526   0.1175
 6BU  C9   C  CR16  0  -0.354   0.9166   2.1253   0.1755
 6BU  C7   C  CR16  0  -0.318   0.3674  -0.2174  -0.1653
 6BU  C11  C  CR6   0   0.092  -1.4690   1.4622   0.0898
 6BU  C16  C  CR16  0  -0.342  -2.3666   0.6078   0.7260
 6BU  C15  C  CR6   0   0.304  -3.7202   0.9121   0.7838
 6BU  C14  C  CR16  0  -0.265  -4.2005   2.0806   0.2055
 6BU  C13  C  CR16  0  -0.244  -3.3137   2.9267  -0.4432
 6BU  C12  C  CR16  0  -0.307  -1.9619   2.6252  -0.5029
 6BU  S    S  S     0   1.351  -5.5961  -0.9502   0.5287
 6BU  O    O  OS    0  -0.663  -6.3074  -1.7867   1.4806
 6BU  O1   O  OS    0  -0.651  -6.3454  -0.0936  -0.3752
 6BU  C17  C  CH1   0  -0.463  -4.5161  -1.9586  -0.4238
 6BU  C19  C  CH2   0  -0.470  -4.9954  -2.4704  -1.7497
 6BU  C18  C  CH2   0  -0.462  -3.9376  -1.4225  -1.6962
 6BU  H1   H  HCR6  0   0.258   1.9653  -1.6148  -0.3802
 6BU  H2   H  HNR5  0   0.418   3.5005   3.4593   0.3649
 6BU  H3   H  HCH1  0   0.284   6.1159  -2.8283  -0.5199
 6BU  H4   H  HNC1  0   0.419  -4.1998  -0.4826   2.2192
 6BU  H6   H  HCH2  0   0.266   8.2981  -2.9771  -1.6823
 6BU  H7   H  HCH2  0   0.260   8.6323  -1.2192  -1.3291
 6BU  H8   H  HCH2  0   0.260   8.4632  -1.6661   1.1287
 6BU  H9   H  HCH2  0   0.266   8.1258  -3.4269   0.7958
 6BU  H10  H  HNH1  0   0.422   4.4271  -1.4879  -0.4187
 6BU  H12  H  HCR6  0   0.272   0.6307   3.1545   0.3501
 6BU  H13  H  HCR6  0   0.253  -0.3910  -0.9771  -0.3005
 6BU  H14  H  HCR6  0   0.266  -2.0115  -0.2999   1.1992
 6BU  H15  H  HCR6  0   0.268  -5.2503   2.3298   0.2694
 6BU  H16  H  HCR6  0   0.265  -3.6807   3.8336  -0.9048
 6BU  H17  H  HCR6  0   0.260  -1.2892   3.2910  -1.0283
 6BU  H18  H  HCH1  0   0.332  -3.9112  -2.6051   0.2023
 6BU  H19  H  HCH2  0   0.285  -4.7149  -3.4862  -1.9914
 6BU  H20  H  HCH2  0   0.279  -5.9812  -2.1798  -2.0884
 6BU  H21  H  HCH2  0   0.279  -4.2040  -0.4188  -1.9994
 6BU  H22  H  HCH2  0   0.281  -2.9129  -1.6996  -1.9034

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
 6BU  O1   S    double    1.453  0.020  1.453
 6BU  C18  C17  single    1.497  0.020  1.497
 6BU  C18  C19  single    1.490  0.020  1.490
 6BU  C17  S    single    1.758  0.020  1.758
 6BU  C17  C19  single    1.500  0.020  1.500
 6BU  S    N3   single    1.668  0.020  1.668
 6BU  S    O    double    1.453  0.020  1.453
 6BU  N3   C15  single    1.420  0.020  1.420
 6BU  C15  C14  aromatic  1.389  0.020  1.389
 6BU  C15  C16  aromatic  1.389  0.020  1.389
 6BU  C14  C13  aromatic  1.387  0.020  1.387
 6BU  C16  C11  aromatic  1.393  0.020  1.393
 6BU  C13  C12  aromatic  1.386  0.020  1.386
 6BU  C11  C12  aromatic  1.395  0.020  1.395
 6BU  C11  C8   single    1.477  0.020  1.477
 6BU  C8   C7   aromatic  1.418  0.020  1.418
 6BU  C8   C9   aromatic  1.382  0.020  1.382
 6BU  C7   C6   aromatic  1.374  0.020  1.374
 6BU  C9   C10  aromatic  1.398  0.020  1.398
 6BU  C6   C5   aromatic  1.399  0.020  1.399
 6BU  C10  C5   aromatic  1.403  0.020  1.403
 6BU  C10  N1   aromatic  1.349  0.020  1.349
 6BU  C5   C4   aromatic  1.427  0.020  1.427
 6BU  O2   C3   double    1.217  0.020  1.217
 6BU  N1   N2   aromatic  1.344  0.020  1.344
 6BU  C4   N    single    1.384  0.020  1.384
 6BU  C4   N2   aromatic  1.307  0.020  1.307
 6BU  C3   N    single    1.363  0.020  1.363
 6BU  C3   C2   single    1.486  0.020  1.486
 6BU  C1   C2   single    1.507  0.020  1.507
 6BU  C1   C    single    1.483  0.020  1.483
 6BU  C2   C    single    1.507  0.020  1.507
 6BU  C6   H1   single    0.930  0.020  1.080
 6BU  N1   H2   single    0.860  0.020  1.020
 6BU  C2   H3   single    0.970  0.020  1.090
 6BU  N3   H4   single    0.890  0.020  1.040
 6BU  C1   H6   single    0.970  0.020  1.090
 6BU  C1   H7   single    0.970  0.020  1.090
 6BU  C    H8   single    0.970  0.020  1.090
 6BU  C    H9   single    0.970  0.020  1.090
 6BU  N    H10  single    0.860  0.020  1.020
 6BU  C9   H12  single    0.930  0.020  1.080
 6BU  C7   H13  single    0.930  0.020  1.080
 6BU  C16  H14  single    0.930  0.020  1.080
 6BU  C14  H15  single    0.930  0.020  1.080
 6BU  C13  H16  single    0.930  0.020  1.080
 6BU  C12  H17  single    0.930  0.020  1.080
 6BU  C17  H18  single    0.970  0.020  1.090
 6BU  C19  H19  single    0.970  0.020  1.090
 6BU  C19  H20  single    0.970  0.020  1.090
 6BU  C18  H21  single    0.970  0.020  1.090
 6BU  C18  H22  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
 6BU  C11  C8   C7   119.54  3.000
 6BU  C7   C8   C9   120.42  3.000
 6BU  C11  C8   C9   120.04  3.000
 6BU  C10  C5   C4   103.90  3.000
 6BU  C4   C5   C6   136.27  3.000
 6BU  C10  C5   C6   119.83  3.000
 6BU  H1   C6   C7   120.11  3.000
 6BU  H1   C6   C5   121.59  3.000
 6BU  C7   C6   C5   118.30  3.000
 6BU  H2   N1   C10  128.13  3.000
 6BU  H2   N1   N2   119.21  3.000
 6BU  C10  N1   N2   112.65  3.000
 6BU  H3   C2   C    116.54  3.000
 6BU  H3   C2   C1   116.57  3.000
 6BU  C    C2   C1    58.96  3.000
 6BU  H3   C2   C3   116.71  3.000
 6BU  C    C2   C3   117.80  3.000
 6BU  C1   C2   C3   117.80  3.000
 6BU  H4   N3   S    110.99  3.000
 6BU  H4   N3   C15  114.29  3.000
 6BU  S    N3   C15  118.41  3.000
 6BU  N2   C4   N    125.02  3.000
 6BU  N2   C4   C5   111.17  3.000
 6BU  N    C4   C5   123.81  3.000
 6BU  N    C3   O2   123.25  3.000
 6BU  N    C3   C2   113.63  3.000
 6BU  O2   C3   C2   123.12  3.000
 6BU  H7   C1   H6   114.91  3.000
 6BU  H7   C1   C    118.13  3.000
 6BU  H6   C1   C    118.80  3.000
 6BU  H7   C1   C2   117.14  3.000
 6BU  H6   C1   C2   116.59  3.000
 6BU  C    C1   C2    60.50  3.000
 6BU  H9   C    H8   114.85  3.000
 6BU  H9   C    C1   118.73  3.000
 6BU  H8   C    C1   118.15  3.000
 6BU  H9   C    C2   116.59  3.000
 6BU  H8   C    C2   117.27  3.000
 6BU  C1   C    C2    60.54  3.000
 6BU  H10  N    C3   117.03  3.000
 6BU  H10  N    C4   115.30  3.000
 6BU  C3   N    C4   127.66  3.000
 6BU  C4   N2   N1   106.24  3.000
 6BU  C9   C10  N1   131.90  3.000
 6BU  N1   C10  C5   106.03  3.000
 6BU  C9   C10  C5   122.07  3.000
 6BU  H12  C9   C10  120.97  3.000
 6BU  H12  C9   C8   121.40  3.000
 6BU  C10  C9   C8   117.61  3.000
 6BU  H13  C7   C6   119.05  3.000
 6BU  H13  C7   C8   119.16  3.000
 6BU  C6   C7   C8   121.78  3.000
 6BU  C12  C11  C16  118.53  3.000
 6BU  C12  C11  C8   121.06  3.000
 6BU  C16  C11  C8   120.41  3.000
 6BU  H14  C16  C15  119.01  3.000
 6BU  H14  C16  C11  120.14  3.000
 6BU  C15  C16  C11  120.85  3.000
 6BU  C14  C15  C16  120.26  3.000
 6BU  C16  C15  N3   119.94  3.000
 6BU  C14  C15  N3   119.79  3.000
 6BU  H15  C14  C13  120.53  3.000
 6BU  H15  C14  C15  120.34  3.000
 6BU  C13  C14  C15  119.13  3.000
 6BU  H16  C13  C12  119.66  3.000
 6BU  H16  C13  C14  119.61  3.000
 6BU  C12  C13  C14  120.73  3.000
 6BU  H17  C12  C13  119.54  3.000
 6BU  H17  C12  C11  119.96  3.000
 6BU  C13  C12  C11  120.50  3.000
 6BU  C17  S    O1   108.53  3.000
 6BU  C17  S    O    108.99  3.000
 6BU  O1   S    O    119.62  3.000
 6BU  O    S    N3   105.39  3.000
 6BU  C17  S    N3   106.11  3.000
 6BU  O1   S    N3   107.38  3.000
 6BU  H18  C17  C18  119.26  3.000
 6BU  H18  C17  C19  119.03  3.000
 6BU  C18  C17  C19   59.63  3.000
 6BU  H18  C17  S    111.83  3.000
 6BU  C19  C17  S    118.58  3.000
 6BU  C18  C17  S    119.51  3.000
 6BU  H20  C19  H19  114.75  3.000
 6BU  H20  C19  C18  117.98  3.000
 6BU  H19  C19  C18  118.99  3.000
 6BU  H20  C19  C17  118.44  3.000
 6BU  H19  C19  C17  115.81  3.000
 6BU  C18  C19  C17   60.09  3.000
 6BU  H22  C18  H21  114.67  3.000
 6BU  H22  C18  C19  119.05  3.000
 6BU  H21  C18  C19  117.88  3.000
 6BU  H22  C18  C17  115.92  3.000
 6BU  H21  C18  C17  118.38  3.000
 6BU  C19  C18  C17   60.28  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
 6BU  CONST_01  C15  C16  C11  C8    180.00   0.0  0
 6BU  CONST_02  C13  C12  C11  C8    180.00   0.0  0
 6BU  CONST_03  C5   C6   C7   C8      0.00   0.0  0
 6BU  CONST_04  C5   C10  C9   C8      0.00   0.0  0
 6BU  CONST_05  N1   C10  C9   C8    180.00   0.0  0
 6BU  CONST_06  N2   N1   C10  C5      0.00   0.0  0
 6BU  CONST_07  N1   N2   C4   C5      0.00   0.0  0
 6BU  CONST_08  C11  C8   C7   C6    180.00   0.0  0
 6BU  CONST_09  C9   C8   C7   C6      0.00   0.0  0
 6BU  CONST_10  C9   C10  C5   C6      0.00   0.0  0
 6BU  CONST_11  N1   C10  C5   C6    180.00   0.0  0
 6BU  CONST_12  N2   C4   C5   C6    180.00   0.0  0
 6BU  CONST_13  C4   C5   C10  N1      0.00   0.0  0
 6BU  CONST_14  C7   C6   C5   C4    180.00   0.0  0
 6BU  CONST_15  C9   C10  C5   C4    180.00   0.0  0
 6BU  CONST_16  C10  N1   N2   C4      0.00   0.0  0
 6BU  CONST_17  C9   C10  N1   N2    180.00   0.0  0
 6BU  CONST_18  C10  C5   C4   N2      0.00   0.0  0
 6BU  CONST_19  C11  C8   C9   C10   180.00   0.0  0
 6BU  CONST_20  C7   C8   C9   C10     0.00   0.0  0
 6BU  CONST_21  C7   C6   C5   C10     0.00   0.0  0
 6BU  CONST_26  C14  C15  C16  C11     0.00   0.0  0
 6BU  CONST_27  C14  C13  C12  C11     0.00   0.0  0
 6BU  CONST_28  C13  C14  C15  C16     0.00   0.0  0
 6BU  CONST_29  C13  C12  C11  C16     0.00   0.0  0
 6BU  CONST_30  C12  C13  C14  C15     0.00   0.0  0
 6BU  CONST_31  C12  C11  C16  C15     0.00   0.0  0
 6BU  CONST_32  N    C4   C5   C6      0.00   0.0  0
 6BU  CONST_33  N    C4   N2   N1    180.00   0.0  0
 6BU  CONST_34  C13  C14  C15  N3    180.00   0.0  0
 6BU  CONST_35  C11  C16  C15  N3    180.00   0.0  0
 6BU  CONST_36  C10  C5   C4   N     180.00   0.0  0
 6BU  CONST_37  H14  C16  C11  C8      0.00   0.0  0
 6BU  CONST_38  H17  C12  C11  C8      0.00   0.0  0
 6BU  CONST_39  H1   C6   C7   C8    180.00   0.0  0
 6BU  CONST_40  H13  C7   C6   C5    180.00   0.0  0
 6BU  CONST_41  H12  C9   C10  C5    180.00   0.0  0
 6BU  CONST_42  H2   N1   C10  C5    180.00   0.0  0
 6BU  CONST_43  H16  C13  C12  C11   180.00   0.0  0
 6BU  CONST_44  H15  C14  C15  C16   180.00   0.0  0
 6BU  CONST_45  C4   N    C3   C2    180.00   0.0  0
 6BU  CONST_46  C3   N    C4   C5    180.00   0.0  0
 6BU  CONST_47  N2   C4   N    C3      0.00   0.0  0
 6BU  CONST_50  H10  N    C4   C5      0.00   0.0  0
 6BU  CONST_52  O2   C3   N    C4      0.00   0.0  0
 6BU  Var_01    C    C1   C2   C3    107.34  30.0  1
 6BU  Var_02    C19  C18  C17  S    -107.79  30.0  1
 6BU  Var_03    H8   C    C1   C2   -107.14  30.0  1
 6BU  Var_04    H19  C19  C18  C17  -104.80  30.0  1
 6BU  Var_05    C18  C17  S    N3    -82.77  30.0  1
 6BU  Var_06    C1   C2   C3   O2    -34.49  30.0  3
 6BU  Var_07    C17  S    N3   C15    60.21  30.0  2

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
 6BU  chir_01  C2   C3   C1  C    both
 6BU  chir_02  C17  C18  S   C19  both

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
 6BU  plan-1  N3   0.020
 6BU  plan-1  C15  0.020
 6BU  plan-1  S    0.020
 6BU  plan-1  H4   0.020
 6BU  plan-2  C8   0.020
 6BU  plan-2  N3   0.020
 6BU  plan-2  C11  0.020
 6BU  plan-2  C16  0.020
 6BU  plan-2  C15  0.020
 6BU  plan-2  C14  0.020
 6BU  plan-2  C13  0.020
 6BU  plan-2  C12  0.020
 6BU  plan-2  H14  0.020
 6BU  plan-2  H15  0.020
 6BU  plan-2  H16  0.020
 6BU  plan-2  H17  0.020
 6BU  plan-3  C8   0.020
 6BU  plan-3  C5   0.020
 6BU  plan-3  C6   0.020
 6BU  plan-3  N1   0.020
 6BU  plan-3  C4   0.020
 6BU  plan-3  N    0.020
 6BU  plan-3  N2   0.020
 6BU  plan-3  C10  0.020
 6BU  plan-3  C9   0.020
 6BU  plan-3  C7   0.020
 6BU  plan-3  C11  0.020
 6BU  plan-3  H1   0.020
 6BU  plan-3  H2   0.020
 6BU  plan-3  H12  0.020
 6BU  plan-3  H13  0.020
 6BU  plan-4  C2   0.020
 6BU  plan-4  C4   0.020
 6BU  plan-4  O2   0.020
 6BU  plan-4  C3   0.020
 6BU  plan-4  N    0.020
 6BU  plan-4  H10  0.020

