# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu May  7 05:46:35 2020
#   Inital geometry file: a 103 line input string
#   Ligand name: 4-{[(2S)-3-(tert-butylamino)-2-hydroxypropyl]oxy}-3-iodo-1H-indole-2-carbonitrile
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(C)(C)NC[C@H](O)COc1cccc2[nH]c(C#N)c(I)c12
#
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
 I32  I32  4-{[(2S)-3-(tert-butylamino)-2-hydroxypropyl]oxy}-3-iodo-1H-indole-2-carbonitrile  ligand  42  22  .  2021-08-11  2021-08-11  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_I32
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
 I32  O2    O  OH1   0  -0.647  -2.3248  -0.5972   1.0809
 I32  C10   C  CH1   0  -0.013  -2.5939   0.2051  -0.0395
 I32  C11   C  CH2   0  -0.299  -4.0558   0.6352  -0.1221
 I32  N2    N  NH1   0  -0.594  -4.9210  -0.5171  -0.2493
 I32  C12   C  CT    0   0.072  -6.3651  -0.2849  -0.1188
 I32  C15   C  CH3   0  -0.655  -6.8892   0.7909  -1.0765
 I32  C13   C  CH3   0  -0.650  -7.0456  -1.6163  -0.4335
 I32  C9    C  CH2   0  -0.190  -1.6980   1.4321  -0.1029
 I32  O1    O  O2    0  -0.450  -0.3592   1.0009  -0.0589
 I32  C4    C  CR6   0   0.347   0.6202   1.9079  -0.1126
 I32  C5    C  CR16  0  -0.414   0.4471   3.2670  -0.2890
 I32  C6    C  CR16  0  -0.252   1.5555   4.1310  -0.3449
 I32  C7    C  CR16  0  -0.328   2.8476   3.6823  -0.2280
 I32  C8    C  CR56  0   0.390   3.0167   2.3072  -0.0429
 I32  C3    C  CR56  0  -0.018   1.9326   1.4098   0.0213
 I32  N1    N  NR15  0  -0.728   4.1588   1.5882   0.1103
 I32  C1    C  CR5   0   0.333   3.8433   0.2619   0.2756
 I32  C2    C  CR5   0  -0.319   2.4801   0.1137   0.2258
 I32  C16   C  CSP   0   0.013   4.8427  -0.7149   0.4669
 I32  C14   C  CH3   0  -0.642  -6.6907   0.1026   1.3239
 I32  IAA   I  I     0   0.119   1.5050  -1.6918   0.4419
 I32  NAF   N  NS    0  -0.231   5.6758  -1.4959   0.6240
 I32  H2    H  HOH1  0   0.440  -2.7093  -0.1806   1.8581
 I32  H10   H  HCH1  0   0.228  -2.3593  -0.4161  -0.9115
 I32  H111  H  HCH2  0   0.227  -4.3134   1.1785   0.7931
 I32  H112  H  HCH2  0   0.208  -4.1671   1.3619  -0.9396
 I32  H91C  H  HCH2  0   0.227  -1.9023   1.9769  -1.0323
 I32  H92C  H  HCH2  0   0.225  -1.9083   2.1171   0.7302
 I32  HA    H  HNH1  0   0.334  -4.7535  -0.9297  -1.1609
 I32  H151  H  HCH3  0   0.222  -6.6349   0.5561  -2.1124
 I32  H152  H  HCH3  0   0.224  -7.9755   0.8724  -1.0154
 I32  H153  H  HCH3  0   0.226  -6.4815   1.7771  -0.8491
 I32  H131  H  HCH3  0   0.227  -6.6887  -2.4058   0.2300
 I32  H132  H  HCH3  0   0.224  -8.1264  -1.5410  -0.3146
 I32  H133  H  HCH3  0   0.223  -6.8549  -1.9309  -1.4627
 I32  H141  H  HCH3  0   0.225  -6.2759   1.0735   1.5986
 I32  H142  H  HCH3  0   0.224  -7.7701   0.1702   1.4628
 I32  H143  H  HCH3  0   0.225  -6.3039  -0.6409   2.0221
 I32  H5    H  HCR6  0   0.282  -0.5405   3.6928  -0.3965
 I32  H6    H  HCR6  0   0.267   1.3735   5.1880  -0.4858
 I32  H7    H  HCR6  0   0.270   3.6889   4.3595  -0.2743
 I32  H1    H  HNR5  0   0.431   5.0935   1.9579   0.1144

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
 I32  O2   C10   single    1.404  0.020  1.404
 I32  C10  C11   single    1.526  0.020  1.526
 I32  C10  C9    single    1.521  0.020  1.521
 I32  C11  N2    single    1.447  0.020  1.447
 I32  N2   C12   single    1.468  0.020  1.468
 I32  C12  C15   single    1.533  0.020  1.533
 I32  C12  C13   single    1.528  0.020  1.528
 I32  C12  C14   single    1.529  0.020  1.529
 I32  C9   O1    single    1.407  0.020  1.407
 I32  O1   C4    single    1.336  0.020  1.336
 I32  C4   C5    aromatic  1.381  0.020  1.381
 I32  C4   C3    aromatic  1.410  0.020  1.410
 I32  C5   C6    aromatic  1.406  0.020  1.406
 I32  C6   C7    aromatic  1.373  0.020  1.373
 I32  C7   C8    aromatic  1.398  0.020  1.398
 I32  C8   C3    aromatic  1.409  0.020  1.409
 I32  C8   N1    aromatic  1.358  0.020  1.358
 I32  C3   C2    aromatic  1.422  0.020  1.422
 I32  N1   C1    aromatic  1.373  0.020  1.373
 I32  C1   C2    aromatic  1.372  0.020  1.372
 I32  C1   C16   single    1.411  0.020  1.411
 I32  C2   IAA   single    2.063  0.020  2.063
 I32  C16  NAF   triple    1.153  0.020  1.153
 I32  O2   H2    single    0.850  0.020  0.980
 I32  C10  H10   single    0.970  0.020  1.090
 I32  C11  H111  single    0.970  0.020  1.090
 I32  C11  H112  single    0.970  0.020  1.090
 I32  C9   H91C  single    0.970  0.020  1.090
 I32  C9   H92C  single    0.970  0.020  1.090
 I32  N2   HA    single    0.890  0.020  1.040
 I32  C15  H151  single    0.970  0.020  1.090
 I32  C15  H152  single    0.970  0.020  1.090
 I32  C15  H153  single    0.970  0.020  1.090
 I32  C13  H131  single    0.970  0.020  1.090
 I32  C13  H132  single    0.970  0.020  1.090
 I32  C13  H133  single    0.970  0.020  1.090
 I32  C14  H141  single    0.970  0.020  1.090
 I32  C14  H142  single    0.970  0.020  1.090
 I32  C14  H143  single    0.970  0.020  1.090
 I32  C5   H5    single    0.930  0.020  1.080
 I32  C6   H6    single    0.930  0.020  1.080
 I32  C7   H7    single    0.930  0.020  1.080
 I32  N1   H1    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
 I32  H2    O2   C10   108.70  3.000
 I32  H10   C10  C9    107.34  3.000
 I32  H10   C10  C11   108.76  3.000
 I32  C9    C10  C11   109.56  3.000
 I32  H10   C10  O2    105.66  3.000
 I32  C9    C10  O2    112.42  3.000
 I32  C11   C10  O2    112.82  3.000
 I32  H112  C11  H111  105.65  3.000
 I32  H112  C11  N2    113.62  3.000
 I32  H111  C11  N2    109.15  3.000
 I32  H112  C11  C10   108.88  3.000
 I32  H111  C11  C10   108.65  3.000
 I32  N2    C11  C10   110.68  3.000
 I32  HA    N2   C12   107.85  3.000
 I32  HA    N2   C11   107.71  3.000
 I32  C12   N2   C11   117.03  3.000
 I32  C14   C12  C13   108.69  3.000
 I32  C14   C12  C15   109.81  3.000
 I32  C13   C12  C15   109.31  3.000
 I32  C14   C12  N2    109.47  3.000
 I32  C13   C12  N2    106.37  3.000
 I32  C15   C12  N2    113.06  3.000
 I32  H153  C15  H152  107.03  3.000
 I32  H153  C15  H151  107.76  3.000
 I32  H152  C15  H151  107.52  3.000
 I32  H153  C15  C12   112.11  3.000
 I32  H152  C15  C12   110.97  3.000
 I32  H151  C15  C12   111.23  3.000
 I32  H133  C13  H132  107.20  3.000
 I32  H133  C13  H131  107.89  3.000
 I32  H132  C13  H131  107.93  3.000
 I32  H133  C13  C12   111.53  3.000
 I32  H132  C13  C12   111.03  3.000
 I32  H131  C13  C12   111.07  3.000
 I32  H92C  C9   H91C  107.29  3.000
 I32  H92C  C9   O1    110.45  3.000
 I32  H91C  C9   O1    110.86  3.000
 I32  H92C  C9   C10   111.01  3.000
 I32  H91C  C9   C10   109.05  3.000
 I32  O1    C9   C10   108.18  3.000
 I32  C4    O1   C9    119.22  3.000
 I32  C3    C4   C5    118.44  3.000
 I32  C3    C4   O1    116.02  3.000
 I32  C5    C4   O1    125.53  3.000
 I32  H5    C5   C6    118.31  3.000
 I32  H5    C5   C4    120.98  3.000
 I32  C6    C5   C4    120.71  3.000
 I32  H6    C6   C7    119.26  3.000
 I32  H6    C6   C5    118.22  3.000
 I32  C7    C6   C5    122.52  3.000
 I32  H7    C7   C8    121.86  3.000
 I32  H7    C7   C6    121.61  3.000
 I32  C8    C7   C6    116.54  3.000
 I32  N1    C8   C3    107.74  3.000
 I32  N1    C8   C7    129.61  3.000
 I32  C3    C8   C7    122.66  3.000
 I32  C2    C3   C8    106.92  3.000
 I32  C2    C3   C4    133.95  3.000
 I32  C8    C3   C4    119.13  3.000
 I32  H1    N1   C1    124.64  3.000
 I32  H1    N1   C8    125.99  3.000
 I32  C1    N1   C8    109.37  3.000
 I32  C16   C1   C2    129.34  3.000
 I32  C16   C1   N1    121.49  3.000
 I32  C2    C1   N1    109.16  3.000
 I32  IAA   C2   C1    124.07  3.000
 I32  IAA   C2   C3    129.11  3.000
 I32  C1    C2   C3    106.81  3.000
 I32  NAF   C16  C1    180.00  3.000
 I32  H143  C14  H142  108.16  3.000
 I32  H143  C14  H141  108.09  3.000
 I32  H142  C14  H141  106.81  3.000
 I32  H143  C14  C12   110.84  3.000
 I32  H142  C14  C12   110.29  3.000
 I32  H141  C14  C12   112.47  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
 I32  CONST_01  C7    C6   C5   C4     0.00   0.0  0
 I32  CONST_02  C7    C8   C3   C4     0.00   0.0  0
 I32  CONST_03  N1    C8   C3   C4   180.00   0.0  0
 I32  CONST_04  C1    C2   C3   C4   180.00   0.0  0
 I32  CONST_05  C8    C3   C4   C5     0.00   0.0  0
 I32  CONST_06  C2    C3   C4   C5   180.00   0.0  0
 I32  CONST_07  C8    C7   C6   C5     0.00   0.0  0
 I32  CONST_08  C3    C4   C5   C6     0.00   0.0  0
 I32  CONST_09  C3    C8   C7   C6     0.00   0.0  0
 I32  CONST_10  N1    C8   C7   C6   180.00   0.0  0
 I32  CONST_11  C2    C3   C8   C7   180.00   0.0  0
 I32  CONST_12  C1    N1   C8   C7   180.00   0.0  0
 I32  CONST_13  C1    C2   C3   C8     0.00   0.0  0
 I32  CONST_14  C2    C1   N1   C8     0.00   0.0  0
 I32  CONST_15  C1    N1   C8   C3     0.00   0.0  0
 I32  CONST_16  N1    C1   C2   C3     0.00   0.0  0
 I32  CONST_17  C2    C3   C8   N1     0.00   0.0  0
 I32  CONST_18  C6    C5   C4   O1   180.00   0.0  0
 I32  CONST_19  C8    C3   C4   O1   180.00   0.0  0
 I32  CONST_20  C2    C3   C4   O1     0.00   0.0  0
 I32  CONST_21  IAA   C2   C3   C4     0.00   0.0  0
 I32  CONST_22  IAA   C2   C3   C8   180.00   0.0  0
 I32  CONST_23  C16   C1   N1   C8   180.00   0.0  0
 I32  CONST_24  C16   C1   C2   C3   180.00   0.0  0
 I32  CONST_25  IAA   C2   C1   N1   180.00   0.0  0
 I32  CONST_26  H6    C6   C5   C4   180.00   0.0  0
 I32  CONST_27  H7    C7   C6   C5   180.00   0.0  0
 I32  CONST_28  H5    C5   C6   C7   180.00   0.0  0
 I32  CONST_29  H1    N1   C8   C7     0.00   0.0  0
 I32  Var_01    C5    C4   O1   C9    -4.02  30.0  2
 I32  Var_02    H91C  C9   O1   C4    59.93  30.0  2
 I32  Var_03    C12   N2   C11  C10  170.23  30.0  3
 I32  Var_04    C15   C12  N2   C11   54.35  30.0  3
 I32  Var_05    H151  C15  C12  N2    55.23  30.0  3
 I32  Var_06    H131  C13  C12  N2    57.33  30.0  3
 I32  Var_07    H141  C14  C12  N2    67.15  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
 I32  chir_01  C10  O2  C11  C9  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
 I32  plan-1  O1   0.020
 I32  plan-1  C4   0.020
 I32  plan-1  C5   0.020
 I32  plan-1  C6   0.020
 I32  plan-1  C7   0.020
 I32  plan-1  C8   0.020
 I32  plan-1  C3   0.020
 I32  plan-1  N1   0.020
 I32  plan-1  C1   0.020
 I32  plan-1  C2   0.020
 I32  plan-1  C16  0.020
 I32  plan-1  IAA  0.020
 I32  plan-1  NAF  0.020
 I32  plan-1  H5   0.020
 I32  plan-1  H6   0.020
 I32  plan-1  H7   0.020
 I32  plan-1  H1   0.020

