# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri May  8 22:00:48 2020
#   Inital geometry file: a 136 line input string
#   Ligand name: (5R)-5-(2-methylbutan-2-yl)-N-(4-sulfamoylbenzyl)-4,5,6,7-tetrahydro-2H-indazole-3-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCC(C)(C)[C@@H]1CCc2n[nH]c(C(=O)NCc3ccc(cc3)[S](N)(=O)=O)c2C1
#
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
 X14  X14  (5R)-5-(2-methylbutan-2-yl)-N-(4-sulfamoylbenzyl)-4,5,6,7-tetrahydro-2H-indazole-3-carboxamide  ligand  56  28  .  2021-08-24  2021-08-24  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_X14
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
 X14  N01   N  NR15  0  -0.508  -1.0721  -1.8742  -0.1654
 X14  N02   N  N     0  -0.281  -2.0571  -2.7491  -0.0475
 X14  N03   N  NH1   0  -0.655   0.5499   0.4160  -0.8206
 X14  N04   N  NC2   0  -0.887   7.5293   0.7709   1.5297
 X14  C05   C  CR5   0   0.231  -3.1551  -2.0208   0.0784
 X14  C06   C  CR5   0  -0.091  -2.8668  -0.6471   0.0646
 X14  C07   C  CR5   0   0.225  -1.4963  -0.5902  -0.0957
 X14  C08   C  CH2   0  -0.503  -4.5373  -2.5600   0.2128
 X14  C09   C  CH2   0  -0.459  -5.4517  -1.4607   0.7543
 X14  C10   C  CH1   0  -0.201  -5.3084  -0.1547  -0.0422
 X14  C11   C  CH2   0  -0.512  -3.8998   0.4251   0.1695
 X14  C12   C  CT    0  -0.062  -6.4424   0.8740   0.2342
 X14  C13   C  C     0   0.533  -0.6297   0.5976  -0.1909
 X14  C14   C  CH2   0  -0.339   1.5135   1.4728  -1.0151
 X14  C15   C  CR6   0   0.112   2.9142   1.0235  -0.6935
 X14  C16   C  CR16  0  -0.297   3.9566   1.3201  -1.5616
 X14  C17   C  CR16  0  -0.218   5.2587   0.9392  -1.2678
 X14  C18   C  CR6   0  -0.222   5.5069   0.2545  -0.0901
 X14  C19   C  CR16  0  -0.201   4.4781  -0.0578   0.7922
 X14  C20   C  CR16  0  -0.277   3.1872   0.3283   0.4849
 X14  C21   C  CH3   0  -0.668  -6.6152   1.1145   1.7365
 X14  C22   C  CH3   0  -0.670  -6.1076   2.2078  -0.4414
 X14  C23   C  CH2   0  -0.402  -7.7513   0.3177  -0.3644
 X14  C24   C  CH3   0  -0.676  -8.9753   1.2231  -0.2838
 X14  O25   O  O     0  -0.472  -0.9909   1.6641   0.2833
 X14  O26   O  OS    0  -0.652   7.9750  -0.0568  -0.8880
 X14  O27   O  OS    0  -0.667   7.1201  -1.5922   0.8896
 X14  S28   S  S     0   1.361   7.1532  -0.2628   0.2973
 X14  HN01  H  HNR5  0   0.417  -0.1218  -2.2095  -0.1961
 X14  HN03  H  HNH1  0   0.409   0.6905  -0.4227  -1.3624
 X14  HN04  H  HNC2  0   0.415   7.7125   1.7152   1.2059
 X14  HN0A  H  HNC2  0   0.420   8.3168   0.4288   2.0727
 X14  H08   H  HCH2  0   0.244  -4.9059  -2.8945  -0.7622
 X14  H08A  H  HCH2  0   0.251  -4.5522  -3.4333   0.8688
 X14  H09   H  HCH2  0   0.243  -6.4798  -1.8239   0.7349
 X14  H09A  H  HCH2  0   0.227  -5.2071  -1.2775   1.8055
 X14  H10   H  HCH1  0   0.219  -5.3866  -0.4142  -1.1079
 X14  H11   H  HCH2  0   0.235  -3.8328   0.9110   1.1480
 X14  H11A  H  HCH2  0   0.250  -3.6944   1.2022  -0.5668
 X14  H14   H  HCH2  0   0.271   1.4716   1.8436  -2.0420
 X14  H14A  H  HCH2  0   0.281   1.2374   2.3060  -0.3686
 X14  H16   H  HCR6  0   0.270   3.7553   1.8511  -2.4836
 X14  H17   H  HCR6  0   0.284   6.0574   1.1723  -1.9582
 X14  H19   H  HCR6  0   0.285   4.6767  -0.5948   1.7102
 X14  H20   H  HCR6  0   0.266   2.3841   0.0821   1.1681
 X14  H21   H  HCH3  0   0.226  -5.6762   1.4110   2.2088
 X14  H21A  H  HCH3  0   0.229  -7.3348   1.9129   1.9243
 X14  H21B  H  HCH3  0   0.226  -6.9775   0.2253   2.2551
 X14  H22   H  HCH3  0   0.220  -5.9344   2.0838  -1.5135
 X14  H22A  H  HCH3  0   0.234  -6.9206   2.9234  -0.3178
 X14  H22B  H  HCH3  0   0.232  -5.2182   2.6713  -0.0124
 X14  H23   H  HCH2  0   0.214  -7.5704   0.0639  -1.4144
 X14  H23A  H  HCH2  0   0.220  -7.9995  -0.6234   0.1328
 X14  H24   H  HCH3  0   0.220  -9.2066   1.5137   0.7418
 X14  H24A  H  HCH3  0   0.220  -8.8598   2.1355  -0.8697
 X14  H24B  H  HCH3  0   0.230  -9.8508   0.7023  -0.6737

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
 X14  N01  N02   aromatic  1.323  0.020  1.323
 X14  N01  C07   aromatic  1.354  0.020  1.354
 X14  N02  C05   aromatic  1.324  0.020  1.324
 X14  N03  C13   single    1.349  0.020  1.349
 X14  N03  C14   single    1.443  0.020  1.443
 X14  N04  S28   single    1.652  0.020  1.652
 X14  C05  C06   aromatic  1.404  0.020  1.404
 X14  C05  C08   single    1.490  0.020  1.490
 X14  C06  C07   aromatic  1.381  0.020  1.381
 X14  C06  C11   single    1.492  0.020  1.492
 X14  C07  C13   single    1.473  0.020  1.473
 X14  C08  C09   single    1.529  0.020  1.529
 X14  C09  C10   single    1.536  0.020  1.536
 X14  C10  C11   single    1.538  0.020  1.538
 X14  C10  C12   single    1.556  0.020  1.556
 X14  C12  C21   single    1.531  0.020  1.531
 X14  C12  C22   single    1.532  0.020  1.532
 X14  C12  C23   single    1.543  0.020  1.543
 X14  C13  O25   double    1.222  0.020  1.222
 X14  C14  C15   single    1.506  0.020  1.506
 X14  C15  C16   aromatic  1.389  0.020  1.389
 X14  C15  C20   aromatic  1.395  0.020  1.395
 X14  C16  C17   aromatic  1.388  0.020  1.388
 X14  C17  C18   aromatic  1.385  0.020  1.385
 X14  C18  C19   aromatic  1.391  0.020  1.391
 X14  C18  S28   single    1.769  0.020  1.769
 X14  C19  C20   aromatic  1.382  0.020  1.382
 X14  C23  C24   single    1.525  0.020  1.525
 X14  O26  S28   double    1.457  0.020  1.457
 X14  O27  S28   double    1.456  0.020  1.456
 X14  N01  HN01  single    0.860  0.020  1.020
 X14  N03  HN03  single    0.860  0.020  1.020
 X14  N04  HN04  single    0.890  0.020  1.040
 X14  N04  HN0A  single    0.890  0.020  1.040
 X14  C08  H08   single    0.970  0.020  1.090
 X14  C08  H08A  single    0.970  0.020  1.090
 X14  C09  H09   single    0.970  0.020  1.090
 X14  C09  H09A  single    0.970  0.020  1.090
 X14  C10  H10   single    0.970  0.020  1.090
 X14  C11  H11   single    0.970  0.020  1.090
 X14  C11  H11A  single    0.970  0.020  1.090
 X14  C14  H14   single    0.970  0.020  1.090
 X14  C14  H14A  single    0.970  0.020  1.090
 X14  C16  H16   single    0.930  0.020  1.080
 X14  C17  H17   single    0.930  0.020  1.080
 X14  C19  H19   single    0.930  0.020  1.080
 X14  C20  H20   single    0.930  0.020  1.080
 X14  C21  H21   single    0.970  0.020  1.090
 X14  C21  H21A  single    0.970  0.020  1.090
 X14  C21  H21B  single    0.970  0.020  1.090
 X14  C22  H22   single    0.970  0.020  1.090
 X14  C22  H22A  single    0.970  0.020  1.090
 X14  C22  H22B  single    0.970  0.020  1.090
 X14  C23  H23   single    0.970  0.020  1.090
 X14  C23  H23A  single    0.970  0.020  1.090
 X14  C24  H24   single    0.970  0.020  1.090
 X14  C24  H24A  single    0.970  0.020  1.090
 X14  C24  H24B  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
 X14  HN01  N01  C07   127.75  3.000
 X14  HN01  N01  N02   118.99  3.000
 X14  C07   N01  N02   112.92  3.000
 X14  C05   N02  N01   105.20  3.000
 X14  HN03  N03  C14   116.32  3.000
 X14  HN03  N03  C13   118.99  3.000
 X14  C14   N03  C13   123.23  3.000
 X14  HN0A  N04  HN04  110.11  3.000
 X14  HN0A  N04  S28   111.38  3.000
 X14  HN04  N04  S28   112.66  3.000
 X14  C08   C05  C06   123.07  3.000
 X14  C08   C05  N02   125.39  3.000
 X14  C06   C05  N02   111.54  3.000
 X14  C11   C06  C07   131.72  3.000
 X14  C11   C06  C05   124.07  3.000
 X14  C07   C06  C05   104.20  3.000
 X14  C13   C07  C06   128.64  3.000
 X14  C13   C07  N01   125.23  3.000
 X14  C06   C07  N01   106.13  3.000
 X14  H08A  C08  H08   106.62  3.000
 X14  H08A  C08  C09   110.73  3.000
 X14  H08   C08  C09   109.50  3.000
 X14  H08A  C08  C05   110.87  3.000
 X14  H08   C08  C05   110.04  3.000
 X14  C09   C08  C05   109.06  3.000
 X14  H09A  C09  H09   106.46  3.000
 X14  H09A  C09  C10   109.55  3.000
 X14  H09   C09  C10   111.21  3.000
 X14  H09A  C09  C08   109.07  3.000
 X14  H09   C09  C08   108.55  3.000
 X14  C10   C09  C08   111.83  3.000
 X14  H10   C10  C12   106.05  3.000
 X14  H10   C10  C11   106.71  3.000
 X14  C12   C10  C11   113.20  3.000
 X14  H10   C10  C09   107.17  3.000
 X14  C12   C10  C09   113.70  3.000
 X14  C11   C10  C09   109.54  3.000
 X14  H11A  C11  H11   106.01  3.000
 X14  H11A  C11  C10   110.38  3.000
 X14  H11   C11  C10   110.27  3.000
 X14  H11A  C11  C06   109.53  3.000
 X14  H11   C11  C06   109.84  3.000
 X14  C10   C11  C06   110.70  3.000
 X14  C23   C12  C22   109.16  3.000
 X14  C23   C12  C21   109.97  3.000
 X14  C22   C12  C21   108.69  3.000
 X14  C23   C12  C10   108.12  3.000
 X14  C22   C12  C10   109.76  3.000
 X14  C21   C12  C10   111.13  3.000
 X14  O25   C13  C07   120.31  3.000
 X14  O25   C13  N03   123.85  3.000
 X14  C07   C13  N03   115.84  3.000
 X14  H14A  C14  H14   106.76  3.000
 X14  H14A  C14  C15   109.69  3.000
 X14  H14   C14  C15   109.74  3.000
 X14  H14A  C14  N03   108.09  3.000
 X14  H14   C14  N03   110.46  3.000
 X14  C15   C14  N03   111.95  3.000
 X14  C20   C15  C16   119.18  3.000
 X14  C20   C15  C14   120.74  3.000
 X14  C16   C15  C14   120.07  3.000
 X14  H16   C16  C17   119.28  3.000
 X14  H16   C16  C15   119.84  3.000
 X14  C17   C16  C15   120.88  3.000
 X14  H17   C17  C18   121.15  3.000
 X14  H17   C17  C16   119.92  3.000
 X14  C18   C17  C16   118.94  3.000
 X14  S28   C18  C19   118.94  3.000
 X14  S28   C18  C17   119.85  3.000
 X14  C19   C18  C17   121.20  3.000
 X14  H19   C19  C20   119.93  3.000
 X14  H19   C19  C18   120.92  3.000
 X14  C20   C19  C18   119.15  3.000
 X14  H20   C20  C19   119.27  3.000
 X14  H20   C20  C15   120.08  3.000
 X14  C19   C20  C15   120.65  3.000
 X14  H21B  C21  H21A  107.18  3.000
 X14  H21B  C21  H21   107.53  3.000
 X14  H21A  C21  H21   107.10  3.000
 X14  H21B  C21  C12   112.07  3.000
 X14  H21A  C21  C12   110.99  3.000
 X14  H21   C21  C12   111.71  3.000
 X14  H22B  C22  H22A  106.54  3.000
 X14  H22B  C22  H22   107.74  3.000
 X14  H22A  C22  H22   107.69  3.000
 X14  H22B  C22  C12   112.00  3.000
 X14  H22A  C22  C12   111.01  3.000
 X14  H22   C22  C12   111.61  3.000
 X14  H23A  C23  H23   105.91  3.000
 X14  H23A  C23  C24   107.76  3.000
 X14  H23   C23  C24   108.72  3.000
 X14  H23A  C23  C12   109.06  3.000
 X14  H23   C23  C12   108.38  3.000
 X14  C24   C23  C12   116.51  3.000
 X14  H24B  C24  H24A  107.00  3.000
 X14  H24B  C24  H24   107.05  3.000
 X14  H24A  C24  H24   107.74  3.000
 X14  H24B  C24  C23   109.99  3.000
 X14  H24A  C24  C23   112.55  3.000
 X14  H24   C24  C23   112.22  3.000
 X14  O27   S28  O26   118.22  3.000
 X14  O27   S28  C18   109.58  3.000
 X14  O26   S28  C18   107.79  3.000
 X14  O27   S28  N04   105.84  3.000
 X14  O26   S28  N04   112.96  3.000
 X14  C18   S28  N04   101.09  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
 X14  CONST_01  C06   C05  N02  N01     0.00   0.0  0
 X14  CONST_02  C05   C06  C07  N01     0.00   0.0  0
 X14  CONST_03  C06   C07  N01  N02     0.00   0.0  0
 X14  CONST_04  C07   C06  C05  N02     0.00   0.0  0
 X14  CONST_05  C07   N01  N02  C05     0.00   0.0  0
 X14  CONST_06  C18   C17  C16  C15     0.00   0.0  0
 X14  CONST_07  C18   C19  C20  C15     0.00   0.0  0
 X14  CONST_08  C19   C20  C15  C16     0.00   0.0  0
 X14  CONST_09  C19   C18  C17  C16     0.00   0.0  0
 X14  CONST_10  C20   C15  C16  C17     0.00   0.0  0
 X14  CONST_11  C20   C19  C18  C17     0.00   0.0  0
 X14  CONST_12  C13   C07  N01  N02   180.00   0.0  0
 X14  CONST_13  C13   C07  C06  C05   180.00   0.0  0
 X14  CONST_14  C13   C07  C06  C11     0.00   0.0  0
 X14  CONST_15  C17   C16  C15  C14   180.00   0.0  0
 X14  CONST_16  C19   C20  C15  C14   180.00   0.0  0
 X14  CONST_17  S28   C18  C17  C16   180.00   0.0  0
 X14  CONST_18  S28   C18  C19  C20   180.00   0.0  0
 X14  CONST_19  HN01  N01  N02  C05   180.00   0.0  0
 X14  CONST_20  H17   C17  C16  C15   180.00   0.0  0
 X14  CONST_21  H19   C19  C20  C15   180.00   0.0  0
 X14  CONST_22  H20   C20  C15  C16   180.00   0.0  0
 X14  CONST_23  H16   C16  C17  C18   180.00   0.0  0
 X14  CONST_24  C14   N03  C13  C07   180.00   0.0  0
 X14  CONST_25  HN03  N03  C13  C07     0.00   0.0  0
 X14  CONST_26  O25   C13  N03  C14     0.00   0.0  0
 X14  Var_01    C09   C08  C05  N02   162.85  30.0  1
 X14  Var_02    C10   C11  C06  C05   -13.44  30.0  1
 X14  Var_03    C10   C09  C08  C05    50.13  30.0  1
 X14  Var_04    N03   C13  C07  N01    22.97  30.0  2
 X14  Var_05    C16   C15  C14  N03   133.70  30.0  2
 X14  Var_06    C17   C18  S28  N04   108.51  30.0  2
 X14  Var_07    C24   C23  C12  C10  -176.00  30.0  3
 X14  Var_08    C15   C14  N03  C13   135.02  30.0  3
 X14  Var_09    H21   C21  C12  C10    54.47  30.0  3
 X14  Var_10    H22   C22  C12  C10    56.00  30.0  3
 X14  Var_11    HN04  N04  S28  C18   -74.10  30.0  3
 X14  Var_12    H24   C24  C23  C12   -57.12  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
 X14  chir_01  C10  C09  C11  C12  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
 X14  plan-1  C14   0.020
 X14  plan-1  C15   0.020
 X14  plan-1  C16   0.020
 X14  plan-1  C17   0.020
 X14  plan-1  C18   0.020
 X14  plan-1  C19   0.020
 X14  plan-1  C20   0.020
 X14  plan-1  S28   0.020
 X14  plan-1  H16   0.020
 X14  plan-1  H17   0.020
 X14  plan-1  H19   0.020
 X14  plan-1  H20   0.020
 X14  plan-2  N01   0.020
 X14  plan-2  N02   0.020
 X14  plan-2  C05   0.020
 X14  plan-2  C06   0.020
 X14  plan-2  C07   0.020
 X14  plan-2  C08   0.020
 X14  plan-2  C11   0.020
 X14  plan-2  C13   0.020
 X14  plan-2  HN01  0.020
 X14  plan-3  N03   0.020
 X14  plan-3  C07   0.020
 X14  plan-3  C13   0.020
 X14  plan-3  C14   0.020
 X14  plan-3  O25   0.020
 X14  plan-3  HN03  0.020

