# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr 15 07:01:30 2020
#   Inital geometry file: a 135 line input string
#   Ligand name: (2S)-tert-butoxy[3-(3,4-dihydro-2H-1-benzopyran-6-yl)-1-methyl-1H-indol-2-yl]acetic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cn1c2ccccc2c(c3ccc4OCCCc4c3)c1[C@H](OC(C)(C)C)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
 7SK  7SK  '(2S)-tert-butoxy[3-(3,4-dihydro-2H-1-benzopyran-6-yl)-1-methyl-1H-indol-2-yl]acetic acid'  ligand  55  29  .  2021-08-05  2021-08-05  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_7SK
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
 7SK  C10   C  C      0   0.405  -1.4677  -0.7466   2.5232
 7SK  C13   C  CR5    0  -0.063  -0.2506   1.1819  -0.2595
 7SK  C15   C  CR16   0  -0.319   1.7239   0.6930  -1.6960
 7SK  C17   C  CR6    0   0.349   3.6828  -0.3929  -0.8110
 7SK  C20   C  CH2    0  -0.491   4.9384  -1.9843   1.0978
 7SK  C21   C  CH2    0  -0.484   3.8178  -1.0878   1.6051
 7SK  C22   C  CR6    0   0.013   3.0905  -0.4509   0.4510
 7SK  C24   C  CR56   0   0.075  -0.7423   2.4422  -0.7308
 7SK  C26   C  CR16   0  -0.273  -0.9497   4.6187  -1.7154
 7SK  C28   C  CR16   0  -0.322  -2.8954   3.6167  -0.6650
 7SK  N02   N  NR5    0  -0.580  -2.4134   1.3675   0.3209
 7SK  C03   C  CR5    0   0.395  -1.3041   0.5576   0.3662
 7SK  C04   C  CH1    0  -0.203  -1.3545  -0.8098   0.9720
 7SK  O05   O  O2     0  -0.488  -2.3970  -1.5618   0.4089
 7SK  C06   C  CT     0   0.201  -2.0749  -2.5295  -0.5852
 7SK  C07   C  CH3    0  -0.667  -1.2772  -3.6823   0.0274
 7SK  C08   C  CH3    0  -0.661  -3.4281  -3.0416  -1.0659
 7SK  C09   C  CH3    0  -0.675  -1.3147  -1.9178  -1.7624
 7SK  O11   O  O      0  -0.582  -2.3181  -1.4604   3.0723
 7SK  O12   O  OC    -1  -0.589  -0.6508   0.0215   3.0685
 7SK  C14   C  CR6    0   0.021   1.1037   0.6548  -0.4424
 7SK  C16   C  CR16   0  -0.344   2.9947   0.1820  -1.8789
 7SK  O18   O  O2     0  -0.484   4.9136  -0.8902  -1.0746
 7SK  C19   C  CH2    0  -0.188   5.7254  -1.2413   0.0395
 7SK  C23   C  CR16   0  -0.409   1.8158   0.0846   0.6108
 7SK  C25   C  CR16   0  -0.390  -0.1667   3.5207  -1.4103
 7SK  C27   C  CR16   0  -0.286  -2.3036   4.6632  -1.3499
 7SK  C29   C  CR56   0   0.331  -2.1005   2.5146  -0.3547
 7SK  H202  H  HCH2   0   0.241   4.5345  -2.9091   0.6774
 7SK  H212  H  HCH2   0   0.254   3.1152  -1.6519   2.2211
 7SK  H211  H  HCH2   0   0.248   4.2399  -0.3110   2.2503
 7SK  H261  H  HCR6   0   0.242  -0.5149   5.4577  -2.2432
 7SK  H281  H  HCR6   0   0.258  -3.9404   3.6628  -0.3858
 7SK  H012  H  HCH3   0   0.244  -4.2184   1.9645   1.1559
 7SK  H013  H  HCH3   0   0.245  -4.3596   0.6315  -0.0002
 7SK  H011  H  HCH3   0   0.261  -3.7068   0.3501   1.6147
 7SK  H041  H  HCH1   0   0.239  -0.3753  -1.2623   0.7705
 7SK  H071  H  HCH3   0   0.231  -1.7965  -4.0866   0.8973
 7SK  H073  H  HCH3   0   0.227  -1.1532  -4.4876  -0.6984
 7SK  H072  H  HCH3   0   0.224  -0.2768  -3.3775   0.3417
 7SK  H083  H  HCH3   0   0.229  -4.0198  -2.2325  -1.4980
 7SK  H082  H  HCH3   0   0.219  -3.2948  -3.8072  -1.8302
 7SK  H081  H  HCH3   0   0.228  -3.9982  -3.4811  -0.2455
 7SK  H093  H  HCH3   0   0.236  -0.3159  -1.5771  -1.4843
 7SK  H092  H  HCH3   0   0.228  -1.1974  -2.6590  -2.5549
 7SK  H091  H  HCH3   0   0.230  -1.8559  -1.0653  -2.1757
 7SK  H161  H  HCR6   0   0.253   3.4600   0.2123  -2.8568
 7SK  H192  H  HCH2   0   0.220   6.1676  -0.3342   0.4693
 7SK  H191  H  HCH2   0   0.245   6.5356  -1.8490  -0.3623
 7SK  H231  H  HCR6   0   0.260   1.3572   0.0547   1.5941
 7SK  H251  H  HCR6   0   0.239   0.8785   3.4994  -1.6942
 7SK  H271  H  HCR6   0   0.245  -2.8967   5.5314  -1.6073
 7SK  C01   C  CH3    0  -0.532  -3.7423   1.0559   0.7920
 7SK  H151  H  HCR6   0   0.243   1.1980   1.1114  -2.5453
 7SK  H201  H  HCH2   0   0.250   5.6086  -2.2658   1.9114

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
 7SK  C09  C06   single    1.529  0.020  1.529
 7SK  C08  C06   single    1.525  0.020  1.525
 7SK  C07  C06   single    1.530  0.020  1.530
 7SK  C06  O05   single    1.424  0.020  1.424
 7SK  C27  C26   aromatic  1.403  0.020  1.403
 7SK  C27  C28   aromatic  1.384  0.020  1.384
 7SK  C26  C25   aromatic  1.383  0.020  1.383
 7SK  C15  C16   aromatic  1.382  0.020  1.382
 7SK  C15  C14   aromatic  1.399  0.020  1.399
 7SK  C28  C29   aromatic  1.394  0.020  1.394
 7SK  C25  C24   aromatic  1.399  0.020  1.399
 7SK  C16  C17   aromatic  1.394  0.020  1.394
 7SK  C29  C24   aromatic  1.411  0.020  1.411
 7SK  C29  N02   aromatic  1.368  0.020  1.368
 7SK  C24  C13   aromatic  1.432  0.020  1.432
 7SK  O05  C04   single    1.403  0.020  1.403
 7SK  N02  C01   single    1.444  0.020  1.444
 7SK  N02  C03   aromatic  1.374  0.020  1.374
 7SK  C13  C14   single    1.465  0.020  1.465
 7SK  C13  C03   aromatic  1.375  0.020  1.375
 7SK  C14  C23   aromatic  1.393  0.020  1.393
 7SK  C03  C04   single    1.496  0.020  1.496
 7SK  C17  O18   single    1.353  0.020  1.353
 7SK  C17  C22   aromatic  1.395  0.020  1.395
 7SK  C04  C10   single    1.557  0.020  1.557
 7SK  O18  C19   single    1.423  0.020  1.423
 7SK  C23  C22   aromatic  1.392  0.020  1.392
 7SK  C22  C21   single    1.506  0.020  1.506
 7SK  C19  C20   single    1.514  0.020  1.514
 7SK  C10  O11   deloc     1.239  0.020  1.239
 7SK  C10  O12   deloc     1.247  0.020  1.247
 7SK  C21  C20   single    1.522  0.020  1.522
 7SK  C15  H151  single    0.930  0.020  1.080
 7SK  C20  H201  single    0.970  0.020  1.090
 7SK  C20  H202  single    0.970  0.020  1.090
 7SK  C21  H212  single    0.970  0.020  1.090
 7SK  C21  H211  single    0.970  0.020  1.090
 7SK  C26  H261  single    0.930  0.020  1.080
 7SK  C28  H281  single    0.930  0.020  1.080
 7SK  C01  H012  single    0.970  0.020  1.090
 7SK  C01  H013  single    0.970  0.020  1.090
 7SK  C01  H011  single    0.970  0.020  1.090
 7SK  C04  H041  single    0.970  0.020  1.090
 7SK  C07  H071  single    0.970  0.020  1.090
 7SK  C07  H073  single    0.970  0.020  1.090
 7SK  C07  H072  single    0.970  0.020  1.090
 7SK  C08  H083  single    0.970  0.020  1.090
 7SK  C08  H082  single    0.970  0.020  1.090
 7SK  C08  H081  single    0.970  0.020  1.090
 7SK  C09  H093  single    0.970  0.020  1.090
 7SK  C09  H092  single    0.970  0.020  1.090
 7SK  C09  H091  single    0.970  0.020  1.090
 7SK  C16  H161  single    0.930  0.020  1.080
 7SK  C19  H192  single    0.970  0.020  1.090
 7SK  C19  H191  single    0.970  0.020  1.090
 7SK  C23  H231  single    0.930  0.020  1.080
 7SK  C25  H251  single    0.930  0.020  1.080
 7SK  C27  H271  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
 7SK  O12   C10  O11   127.66  3.000
 7SK  O12   C10  C04   114.40  3.000
 7SK  O11   C10  C04   117.93  3.000
 7SK  C14   C13  C03   127.00  3.000
 7SK  C03   C13  C24   106.62  3.000
 7SK  C14   C13  C24   126.36  3.000
 7SK  H151  C15  C16   119.05  3.000
 7SK  H151  C15  C14   119.87  3.000
 7SK  C16   C15  C14   121.08  3.000
 7SK  O18   C17  C16   116.81  3.000
 7SK  O18   C17  C22   123.16  3.000
 7SK  C16   C17  C22   120.03  3.000
 7SK  H202  C20  H201  107.19  3.000
 7SK  H202  C20  C19   109.78  3.000
 7SK  H201  C20  C19   109.19  3.000
 7SK  H202  C20  C21   110.76  3.000
 7SK  H201  C20  C21   110.84  3.000
 7SK  C19   C20  C21   109.06  3.000
 7SK  H211  C21  H212  106.40  3.000
 7SK  H211  C21  C22   109.76  3.000
 7SK  H212  C21  C22   109.89  3.000
 7SK  H211  C21  C20   109.30  3.000
 7SK  H212  C21  C20   110.95  3.000
 7SK  C22   C21  C20   110.45  3.000
 7SK  C23   C22  C21   121.14  3.000
 7SK  C21   C22  C17   120.39  3.000
 7SK  C23   C22  C17   118.47  3.000
 7SK  C29   C24  C25   119.08  3.000
 7SK  C29   C24  C13   106.73  3.000
 7SK  C25   C24  C13   134.18  3.000
 7SK  H261  C26  C27   119.35  3.000
 7SK  H261  C26  C25   119.71  3.000
 7SK  C27   C26  C25   120.94  3.000
 7SK  H281  C28  C29   121.78  3.000
 7SK  H281  C28  C27   120.55  3.000
 7SK  C29   C28  C27   117.67  3.000
 7SK  C29   N02  C03   109.02  3.000
 7SK  C03   N02  C01   127.23  3.000
 7SK  C29   N02  C01   123.56  3.000
 7SK  C04   C03  N02   121.65  3.000
 7SK  C04   C03  C13   128.67  3.000
 7SK  N02   C03  C13   109.63  3.000
 7SK  H041  C04  O05   111.60  3.000
 7SK  H041  C04  C03   105.81  3.000
 7SK  O05   C04  C03   110.63  3.000
 7SK  H041  C04  C10   105.34  3.000
 7SK  C03   C04  C10   111.64  3.000
 7SK  O05   C04  C10   111.56  3.000
 7SK  C06   O05  C04   118.43  3.000
 7SK  C09   C06  C08   109.45  3.000
 7SK  C08   C06  C07   109.63  3.000
 7SK  C09   C06  C07   110.51  3.000
 7SK  C07   C06  O05   110.51  3.000
 7SK  C08   C06  O05   104.34  3.000
 7SK  C09   C06  O05   112.21  3.000
 7SK  H072  C07  H073  107.06  3.000
 7SK  H072  C07  H071  108.06  3.000
 7SK  H073  C07  H071  108.12  3.000
 7SK  H072  C07  C06   112.50  3.000
 7SK  H073  C07  C06   110.43  3.000
 7SK  H071  C07  C06   110.51  3.000
 7SK  H081  C08  H082  107.95  3.000
 7SK  H081  C08  H083  108.24  3.000
 7SK  H082  C08  H083  108.02  3.000
 7SK  H081  C08  C06   111.21  3.000
 7SK  H082  C08  C06   110.39  3.000
 7SK  H083  C08  C06   110.91  3.000
 7SK  H091  C09  H092  107.99  3.000
 7SK  H091  C09  H093  107.85  3.000
 7SK  H092  C09  H093  107.38  3.000
 7SK  H091  C09  C06   110.95  3.000
 7SK  H092  C09  C06   109.93  3.000
 7SK  H093  C09  C06   112.57  3.000
 7SK  C23   C14  C15   117.51  3.000
 7SK  C23   C14  C13   121.70  3.000
 7SK  C15   C14  C13   120.79  3.000
 7SK  H161  C16  C17   119.41  3.000
 7SK  H161  C16  C15   120.27  3.000
 7SK  C17   C16  C15   120.32  3.000
 7SK  C19   O18  C17   117.20  3.000
 7SK  H191  C19  H192  107.82  3.000
 7SK  H191  C19  O18   105.85  3.000
 7SK  H192  C19  O18   109.44  3.000
 7SK  H191  C19  C20   111.75  3.000
 7SK  H192  C19  C20   109.97  3.000
 7SK  O18   C19  C20   111.84  3.000
 7SK  H231  C23  C14   118.69  3.000
 7SK  H231  C23  C22   118.71  3.000
 7SK  C14   C23  C22   122.60  3.000
 7SK  H251  C25  C26   120.28  3.000
 7SK  H251  C25  C24   120.61  3.000
 7SK  C26   C25  C24   119.11  3.000
 7SK  H271  C27  C28   119.34  3.000
 7SK  H271  C27  C26   119.49  3.000
 7SK  C28   C27  C26   121.18  3.000
 7SK  N02   C29  C28   129.99  3.000
 7SK  N02   C29  C24   107.99  3.000
 7SK  C28   C29  C24   122.01  3.000
 7SK  H011  C01  H013  108.44  3.000
 7SK  H011  C01  H012  107.70  3.000
 7SK  H013  C01  H012  108.68  3.000
 7SK  H011  C01  N02   110.96  3.000
 7SK  H013  C01  N02   111.59  3.000
 7SK  H012  C01  N02   109.36  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
 7SK  CONST_01  C26   C25  C24  C13  180.00   0.0  0
 7SK  CONST_02  C28   C29  C24  C13  180.00   0.0  0
 7SK  CONST_03  N02   C29  C24  C13    0.00   0.0  0
 7SK  CONST_04  C16   C15  C14  C13  180.00   0.0  0
 7SK  CONST_05  C22   C23  C14  C13  180.00   0.0  0
 7SK  CONST_06  C29   N02  C03  C13    0.00   0.0  0
 7SK  CONST_07  C22   C17  C16  C15    0.00   0.0  0
 7SK  CONST_10  C22   C23  C14  C15    0.00   0.0  0
 7SK  CONST_11  C14   C15  C16  C17    0.00   0.0  0
 7SK  CONST_12  C14   C23  C22  C17    0.00   0.0  0
 7SK  CONST_13  C27   C26  C25  C24    0.00   0.0  0
 7SK  CONST_14  C27   C28  C29  C24    0.00   0.0  0
 7SK  CONST_15  C03   N02  C29  C24    0.00   0.0  0
 7SK  CONST_17  N02   C03  C13  C24    0.00   0.0  0
 7SK  CONST_18  C29   C28  C27  C26    0.00   0.0  0
 7SK  CONST_19  C29   C24  C25  C26    0.00   0.0  0
 7SK  CONST_20  C25   C26  C27  C28    0.00   0.0  0
 7SK  CONST_21  C25   C24  C29  C28    0.00   0.0  0
 7SK  CONST_22  C03   N02  C29  C28  180.00   0.0  0
 7SK  CONST_23  C27   C28  C29  N02  180.00   0.0  0
 7SK  CONST_24  C25   C24  C29  N02  180.00   0.0  0
 7SK  CONST_25  C14   C13  C03  N02  180.00   0.0  0
 7SK  CONST_26  C25   C24  C13  C03  180.00   0.0  0
 7SK  CONST_27  C29   C24  C13  C03    0.00   0.0  0
 7SK  CONST_29  C25   C24  C13  C14    0.00   0.0  0
 7SK  CONST_30  C29   C24  C13  C14  180.00   0.0  0
 7SK  CONST_31  C23   C14  C15  C16    0.00   0.0  0
 7SK  CONST_32  C23   C22  C17  C16    0.00   0.0  0
 7SK  CONST_33  C01   N02  C03  C13  180.00   0.0  0
 7SK  CONST_34  C01   N02  C29  C24  180.00   0.0  0
 7SK  CONST_35  C04   C03  C13  C24  180.00   0.0  0
 7SK  CONST_36  C01   N02  C29  C28    0.00   0.0  0
 7SK  CONST_37  C29   N02  C03  C04  180.00   0.0  0
 7SK  CONST_38  C14   C13  C03  C04    0.00   0.0  0
 7SK  CONST_39  H251  C25  C24  C13    0.00   0.0  0
 7SK  CONST_40  H151  C15  C14  C13    0.00   0.0  0
 7SK  CONST_41  H231  C23  C14  C13    0.00   0.0  0
 7SK  CONST_42  H161  C16  C17  C22  180.00   0.0  0
 7SK  CONST_43  H261  C26  C25  C24  180.00   0.0  0
 7SK  CONST_44  H281  C28  C29  C24  180.00   0.0  0
 7SK  CONST_45  H271  C27  C26  C25  180.00   0.0  0
 7SK  Var_01    C20   C19  O18  C17   43.52  30.0  1
 7SK  Var_02    C20   C21  C22  C17  -18.57  30.0  1
 7SK  Var_03    O18   C19  C20  C21  -60.95  30.0  1
 7SK  Var_04    C19   C20  C21  C22   46.77  30.0  1
 7SK  Var_05    H012  C01  N02  C03  147.49  30.0  2
 7SK  Var_06    C09   C06  O05  C04  -56.03  30.0  3
 7SK  Var_07    H093  C09  C06  O05   67.43  30.0  3
 7SK  Var_08    H083  C08  C06  O05   61.04  30.0  3
 7SK  Var_09    H071  C07  C06  O05   52.40  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
 7SK  chir_01  C04  O05  C03  C10  negativ

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
 7SK  plan-1  C13   0.020
 7SK  plan-1  C24   0.020
 7SK  plan-1  C26   0.020
 7SK  plan-1  C28   0.020
 7SK  plan-1  N02   0.020
 7SK  plan-1  C03   0.020
 7SK  plan-1  C04   0.020
 7SK  plan-1  C14   0.020
 7SK  plan-1  C25   0.020
 7SK  plan-1  C27   0.020
 7SK  plan-1  C29   0.020
 7SK  plan-1  H261  0.020
 7SK  plan-1  H281  0.020
 7SK  plan-1  H251  0.020
 7SK  plan-1  H271  0.020
 7SK  plan-1  C01   0.020
 7SK  plan-2  C13   0.020
 7SK  plan-2  C15   0.020
 7SK  plan-2  C17   0.020
 7SK  plan-2  C21   0.020
 7SK  plan-2  C22   0.020
 7SK  plan-2  C14   0.020
 7SK  plan-2  C16   0.020
 7SK  plan-2  O18   0.020
 7SK  plan-2  C23   0.020
 7SK  plan-2  H161  0.020
 7SK  plan-2  H231  0.020
 7SK  plan-2  H151  0.020
 7SK  plan-3  C10   0.020
 7SK  plan-3  C04   0.020
 7SK  plan-3  O11   0.020
 7SK  plan-3  O12   0.020

