# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu May  7 10:12:46 2020
#   Inital geometry file: a 96 line input string
#   Ligand name: N-(1H-indol-3-ylacetyl)-L-valine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(C)[C@H](NC(=O)Cc1c[nH]c2ccccc12)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
 IAV  IAV  N-(1H-indol-3-ylacetyl)-L-valine  ligand  38  20  .  2021-08-11  2021-08-11  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_IAV
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
 IAV  O1    O  O     0  -0.508  48.5812  25.8260  10.0077
 IAV  C10   C  C     0   0.559  49.4260  25.8702  10.8906
 IAV  N2    N  NH1   0  -0.639  49.4756  26.8607  11.7942
 IAV  C11   C  CH1   0  -0.170  48.5590  27.9646  11.7880
 IAV  C12   C  C     0   0.542  48.8432  28.9771  10.6890
 IAV  O2    O  O     0  -0.444  48.0472  29.8255  10.3703
 IAV  O3    O  OH1   0  -0.578  50.0412  28.8498  10.1456
 IAV  C13   C  CH1   0  -0.289  48.5236  28.6641  13.1616
 IAV  C14   C  CH3   0  -0.664  49.8653  29.2753  13.5574
 IAV  C15   C  CH3   0  -0.656  48.0175  27.7034  14.2333
 IAV  C9    C  CH2   0  -0.669  50.4841  24.7848  11.0237
 IAV  C2    C  CR5   0  -0.048  51.4276  24.9143  12.1701
 IAV  C1    C  CR15  0  -0.055  52.7437  25.2842  12.1171
 IAV  N1    N  NR15  0  -0.682  53.2755  25.3089  13.3724
 IAV  C8    C  CR56  0   0.358  52.3166  24.9610  14.2790
 IAV  C6    C  CR16  0  -0.304  52.3773  24.8579  15.6680
 IAV  C7    C  CR56  0   0.022  51.1319  24.6984  13.5576
 IAV  C3    C  CR16  0  -0.358  49.9774  24.3235  14.2546
 IAV  C4    C  CR16  0  -0.265  50.0334  24.2199  15.6303
 IAV  C5    C  CR16  0  -0.282  51.2229  24.4860  16.3292
 IAV  HN2   H  HNH1  0   0.407  50.2414  26.8620  12.4491
 IAV  H11   H  HCH1  0   0.298  47.5518  27.5874  11.5883
 IAV  HO3   H  HOH1  0   0.484  50.1692  29.5289   9.4658
 IAV  H13   H  HCH1  0   0.260  47.7963  29.4743  13.0668
 IAV  H141  H  HCH3  0   0.213  50.6506  28.5242  13.6753
 IAV  H142  H  HCH3  0   0.250  49.7720  29.7786  14.5197
 IAV  H143  H  HCH3  0   0.241  50.2207  30.0149  12.8389
 IAV  H151  H  HCH3  0   0.239  47.9096  28.2253  15.1846
 IAV  H152  H  HCH3  0   0.230  48.7029  26.8691  14.3926
 IAV  H153  H  HCH3  0   0.234  47.0451  27.2873  13.9659
 IAV  HC91  H  HCH2  0   0.290  51.0356  24.7704  10.0802
 IAV  HC92  H  HCH2  0   0.280  49.9470  23.8322  11.0668
 IAV  HC1   H  HCR5  0   0.287  53.3491  25.5315  11.2589
 IAV  HN1   H  HNR5  0   0.411  54.2289  25.5461  13.5897
 IAV  HC6   H  HCR6  0   0.260  53.2920  25.0643  16.2093
 IAV  HC3   H  HCR6  0   0.243  49.0538  24.1166  13.7276
 IAV  HC4   H  HCR6  0   0.247  49.1477  23.9324  16.1820
 IAV  HC5   H  HCR6  0   0.250  51.2346  24.3997  17.4081

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
 IAV  O1   C10   double    1.223  0.020  1.223
 IAV  C10  N2    single    1.342  0.020  1.342
 IAV  C10  C9    single    1.522  0.020  1.522
 IAV  N2   C11   single    1.435  0.020  1.435
 IAV  N2   HN2   single    0.860  0.020  1.020
 IAV  C11  C12   single    1.521  0.020  1.521
 IAV  C11  C13   single    1.542  0.020  1.542
 IAV  C11  H11   single    0.970  0.020  1.090
 IAV  C12  O2    double    1.206  0.020  1.206
 IAV  C12  O3    single    1.322  0.020  1.322
 IAV  O3   HO3   single    0.850  0.020  0.980
 IAV  C13  C14   single    1.527  0.020  1.527
 IAV  C13  C15   single    1.526  0.020  1.526
 IAV  C13  H13   single    0.970  0.020  1.090
 IAV  C14  H141  single    0.970  0.020  1.090
 IAV  C14  H142  single    0.970  0.020  1.090
 IAV  C14  H143  single    0.970  0.020  1.090
 IAV  C15  H151  single    0.970  0.020  1.090
 IAV  C15  H152  single    0.970  0.020  1.090
 IAV  C15  H153  single    0.970  0.020  1.090
 IAV  C9   C2    single    1.490  0.020  1.490
 IAV  C9   HC91  single    0.970  0.020  1.090
 IAV  C9   HC92  single    0.970  0.020  1.090
 IAV  C2   C1    aromatic  1.368  0.020  1.368
 IAV  C2   C7    aromatic  1.435  0.020  1.435
 IAV  C1   N1    aromatic  1.363  0.020  1.363
 IAV  C1   HC1   single    0.930  0.020  1.080
 IAV  N1   C8    aromatic  1.365  0.020  1.365
 IAV  N1   HN1   single    0.860  0.020  1.020
 IAV  C8   C6    aromatic  1.394  0.020  1.394
 IAV  C8   C7    aromatic  1.412  0.020  1.412
 IAV  C6   C5    aromatic  1.381  0.020  1.381
 IAV  C6   HC6   single    0.930  0.020  1.080
 IAV  C7   C3    aromatic  1.400  0.020  1.400
 IAV  C3   C4    aromatic  1.381  0.020  1.381
 IAV  C3   HC3   single    0.930  0.020  1.080
 IAV  C4   C5    aromatic  1.405  0.020  1.405
 IAV  C4   HC4   single    0.930  0.020  1.080
 IAV  C5   HC5   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
 IAV  C9    C10  N2    116.23  3.000
 IAV  C9    C10  O1    121.18  3.000
 IAV  N2    C10  O1    122.59  3.000
 IAV  HN2   N2   C11   119.16  3.000
 IAV  HN2   N2   C10   117.83  3.000
 IAV  C11   N2   C10   122.78  3.000
 IAV  H11   C11  C13   107.33  3.000
 IAV  H11   C11  C12   105.65  3.000
 IAV  C13   C11  C12   110.24  3.000
 IAV  H11   C11  N2    108.89  3.000
 IAV  C13   C11  N2    111.09  3.000
 IAV  C12   C11  N2    113.32  3.000
 IAV  O3    C12  O2    123.87  3.000
 IAV  O3    C12  C11   113.72  3.000
 IAV  O2    C12  C11   122.40  3.000
 IAV  HO3   O3   C12   109.91  3.000
 IAV  H13   C13  C15   107.88  3.000
 IAV  H13   C13  C14   108.09  3.000
 IAV  C15   C13  C14   111.20  3.000
 IAV  H13   C13  C11   105.92  3.000
 IAV  C15   C13  C11   110.35  3.000
 IAV  C14   C13  C11   113.11  3.000
 IAV  H143  C14  H142  107.24  3.000
 IAV  H143  C14  H141  107.64  3.000
 IAV  H142  C14  H141  106.47  3.000
 IAV  H143  C14  C13   112.77  3.000
 IAV  H142  C14  C13   109.79  3.000
 IAV  H141  C14  C13   112.60  3.000
 IAV  H153  C15  H152  107.69  3.000
 IAV  H153  C15  H151  107.95  3.000
 IAV  H152  C15  H151  107.50  3.000
 IAV  H153  C15  C13   111.32  3.000
 IAV  H152  C15  C13   112.06  3.000
 IAV  H151  C15  C13   110.14  3.000
 IAV  HC92  C9   HC91  105.67  3.000
 IAV  HC92  C9   C2    110.86  3.000
 IAV  HC91  C9   C2    110.22  3.000
 IAV  HC92  C9   C10   106.44  3.000
 IAV  HC91  C9   C10   106.55  3.000
 IAV  C2    C9   C10   116.46  3.000
 IAV  C7    C2   C1    106.04  3.000
 IAV  C7    C2   C9    126.88  3.000
 IAV  C1    C2   C9    127.07  3.000
 IAV  HC1   C1   N1    120.62  3.000
 IAV  HC1   C1   C2    129.23  3.000
 IAV  N1    C1   C2    110.15  3.000
 IAV  HN1   N1   C8    125.62  3.000
 IAV  HN1   N1   C1    124.93  3.000
 IAV  C8    N1   C1    109.45  3.000
 IAV  C7    C8   C6    122.13  3.000
 IAV  C7    C8   N1    107.32  3.000
 IAV  C6    C8   N1    130.55  3.000
 IAV  HC6   C6   C5    121.20  3.000
 IAV  HC6   C6   C8    121.38  3.000
 IAV  C5    C6   C8    117.42  3.000
 IAV  C3    C7   C8    119.18  3.000
 IAV  C3    C7   C2    133.77  3.000
 IAV  C8    C7   C2    107.05  3.000
 IAV  HC3   C3   C4    120.32  3.000
 IAV  HC3   C3   C7    120.81  3.000
 IAV  C4    C3   C7    118.87  3.000
 IAV  HC4   C4   C5    119.30  3.000
 IAV  HC4   C4   C3    119.65  3.000
 IAV  C5    C4   C3    121.05  3.000
 IAV  HC5   C5   C4    119.33  3.000
 IAV  HC5   C5   C6    119.31  3.000
 IAV  C4    C5   C6    121.36  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
 IAV  CONST_01  C8    N1   C1   C2      0.00   0.0  0
 IAV  CONST_02  N1    C8   C7   C2      0.00   0.0  0
 IAV  CONST_03  C6    C8   C7   C2    180.00   0.0  0
 IAV  CONST_04  C4    C3   C7   C2    180.00   0.0  0
 IAV  CONST_05  C8    C7   C2   C1      0.00   0.0  0
 IAV  CONST_06  C3    C7   C2   C1    180.00   0.0  0
 IAV  CONST_07  C6    C8   N1   C1    180.00   0.0  0
 IAV  CONST_08  C7    C8   N1   C1      0.00   0.0  0
 IAV  CONST_09  C7    C2   C1   N1      0.00   0.0  0
 IAV  CONST_10  C5    C6   C8   N1    180.00   0.0  0
 IAV  CONST_11  C3    C7   C8   N1    180.00   0.0  0
 IAV  CONST_12  C4    C5   C6   C8      0.00   0.0  0
 IAV  CONST_13  C4    C3   C7   C8      0.00   0.0  0
 IAV  CONST_14  C3    C7   C8   C6      0.00   0.0  0
 IAV  CONST_15  C3    C4   C5   C6      0.00   0.0  0
 IAV  CONST_16  C5    C6   C8   C7      0.00   0.0  0
 IAV  CONST_17  C5    C4   C3   C7      0.00   0.0  0
 IAV  CONST_18  N1    C1   C2   C9    180.00   0.0  0
 IAV  CONST_19  C8    C7   C2   C9    180.00   0.0  0
 IAV  CONST_20  C3    C7   C2   C9      0.00   0.0  0
 IAV  CONST_21  HN1   N1   C1   C2    180.00   0.0  0
 IAV  CONST_22  HC3   C3   C7   C2      0.00   0.0  0
 IAV  CONST_23  HC6   C6   C8   N1      0.00   0.0  0
 IAV  CONST_24  HC1   C1   N1   C8    180.00   0.0  0
 IAV  CONST_25  HC5   C5   C6   C8    180.00   0.0  0
 IAV  CONST_26  HC4   C4   C5   C6    180.00   0.0  0
 IAV  CONST_27  C11   N2   C10  O1      0.00   0.0  0
 IAV  CONST_28  C9    C10  N2   C11   180.00   0.0  0
 IAV  CONST_29  HN2   N2   C10  O1    180.00   0.0  0
 IAV  CONST_30  HO3   O3   C12  C11   180.00   0.0  0
 IAV  Var_01    C1    C2   C9   C10  -106.60  30.0  2
 IAV  Var_02    C2    C9   C10  O1   -177.61  30.0  3
 IAV  Var_03    H141  C14  C13  C11   -63.20  30.0  3
 IAV  Var_04    H151  C15  C13  C11  -174.99  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
 IAV  chir_01  C11  N2  C12  C13  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
 IAV  plan-1  C9   0.020
 IAV  plan-1  C2   0.020
 IAV  plan-1  C1   0.020
 IAV  plan-1  N1   0.020
 IAV  plan-1  C8   0.020
 IAV  plan-1  C6   0.020
 IAV  plan-1  C7   0.020
 IAV  plan-1  C3   0.020
 IAV  plan-1  C4   0.020
 IAV  plan-1  C5   0.020
 IAV  plan-1  HC1  0.020
 IAV  plan-1  HN1  0.020
 IAV  plan-1  HC6  0.020
 IAV  plan-1  HC3  0.020
 IAV  plan-1  HC4  0.020
 IAV  plan-1  HC5  0.020
 IAV  plan-2  O1   0.020
 IAV  plan-2  C10  0.020
 IAV  plan-2  N2   0.020
 IAV  plan-2  C11  0.020
 IAV  plan-2  C9   0.020
 IAV  plan-2  HN2  0.020
 IAV  plan-3  C11  0.020
 IAV  plan-3  C12  0.020
 IAV  plan-3  O2   0.020
 IAV  plan-3  O3   0.020
 IAV  plan-3  HO3  0.020

