# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu May  7 09:50:45 2020
#   Inital geometry file: a 96 line input string
#   Ligand name: [2-(2-amino-2-oxoethyl)-5-propyl-1H-indol-7-yl]acetic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCCc1cc(CC(O)=O)c2[nH]c(CC(N)=O)cc2c1
#
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
 IDA  IDA  '[2-(2-amino-2-oxoethyl)-5-propyl-1H-indol-7-yl]acetic acid'  ligand  37  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 PERFECT
;

data_comp_IDA
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
 IDA  N2    N  NH2    0  -0.805  -0.5939  -0.0319  -5.6229
 IDA  C10   C  C      0   0.528  -0.7141  -0.3801  -4.3331
 IDA  O1    O  O      0  -0.478  -0.3382  -1.4521  -3.8891
 IDA  C9    C  CH2    0  -0.710  -1.3828   0.6755  -3.4622
 IDA  C1    C  CR5    0   0.391  -1.2044   0.4341  -2.0081
 IDA  N1    N  NR15   0  -0.726  -0.0081   0.6576  -1.3910
 IDA  C4    C  CR56   0   0.266  -0.1150   0.3332  -0.0694
 IDA  C3    C  CR56   0   0.114  -1.4376  -0.0899   0.1703
 IDA  C2    C  CR15   0  -0.481  -2.1156  -0.0087  -1.0855
 IDA  C5    C  CR16   0  -0.455  -1.8049  -0.4721   1.4681
 IDA  C6    C  CR6    0   0.140  -0.8626  -0.4317   2.4792
 IDA  C12   C  CH2    0  -0.496  -1.2329  -0.7820   3.8956
 IDA  C13   C  CH2    0  -0.414  -1.5368   0.4546   4.7441
 IDA  C14   C  CH3    0  -0.666  -1.9029   0.1059   6.1796
 IDA  C7    C  CR16   0  -0.425   0.4478   0.0095   2.1973
 IDA  C8    C  CR6    0   0.090   0.8544   0.4114   0.9368
 IDA  C11   C  CH2    0  -0.615   2.2305   0.9576   0.6677
 IDA  C15   C  C      0   0.423   3.0080   0.1561  -0.4007
 IDA  O3    O  O      0  -0.607   2.7282   0.4037  -1.6001
 IDA  O2    O  OC    -1  -0.589   3.8384  -0.6742  -0.0009
 IDA  HN21  H  HNH2   0   0.400  -0.2463  -0.6917  -6.2996
 IDA  HN22  H  HNH2   0   0.408  -0.9450   0.8438  -5.9701
 IDA  HC91  H  HCH2   0   0.305  -2.4503   0.6742  -3.6985
 IDA  HC92  H  HCH2   0   0.286  -1.0132   1.6668  -3.7397
 IDA  HN1   H  HNR5   0   0.405   0.9116   0.7875  -1.8180
 IDA  HC2   H  HCR5   0   0.240  -3.1494  -0.2440  -1.2880
 IDA  HC5   H  HCR6   0   0.228  -2.8179  -0.7965   1.6813
 IDA  H121  H  HCH2   0   0.225  -0.4207  -1.3455   4.3664
 IDA  H122  H  HCH2   0   0.228  -2.1060  -1.4406   3.9004
 IDA  H131  H  HCH2   0   0.217  -2.3543   1.0117   4.2778
 IDA  H132  H  HCH2   0   0.218  -0.6694   1.1208   4.7329
 IDA  H141  H  HCH3   0   0.228  -2.1327   0.9997   6.7608
 IDA  H142  H  HCH3   0   0.217  -2.7786  -0.5452   6.2163
 IDA  H143  H  HCH3   0   0.217  -1.0849  -0.4135   6.6821
 IDA  HC7   H  HCR6   0   0.227   1.1656   0.0505   3.0104
 IDA  H111  H  HCH2   0   0.236   2.1312   1.9941   0.3286
 IDA  H112  H  HCH2   0   0.232   2.7911   0.9772   1.6035

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
 IDA  N2   C10   single    1.341  0.020  1.341
 IDA  N2   HN21  single    0.860  0.020  1.020
 IDA  N2   HN22  single    0.860  0.020  1.020
 IDA  C10  O1    double    1.220  0.020  1.220
 IDA  C10  C9    single    1.523  0.020  1.523
 IDA  C9   C1    single    1.485  0.020  1.485
 IDA  C9   HC91  single    0.970  0.020  1.090
 IDA  C9   HC92  single    0.970  0.020  1.090
 IDA  C1   N1    aromatic  1.364  0.020  1.364
 IDA  C1   C2    aromatic  1.370  0.020  1.370
 IDA  N1   C4    aromatic  1.365  0.020  1.365
 IDA  N1   HN1   single    0.860  0.020  1.020
 IDA  C4   C3    aromatic  1.409  0.020  1.409
 IDA  C4   C8    aromatic  1.399  0.020  1.399
 IDA  C3   C2    aromatic  1.429  0.020  1.429
 IDA  C3   C5    aromatic  1.402  0.020  1.402
 IDA  C2   HC2   single    0.930  0.020  1.080
 IDA  C5   C6    aromatic  1.383  0.020  1.383
 IDA  C5   HC5   single    0.930  0.020  1.080
 IDA  C6   C12   single    1.505  0.020  1.505
 IDA  C6   C7    aromatic  1.411  0.020  1.411
 IDA  C12  C13   single    1.530  0.020  1.530
 IDA  C12  H121  single    0.970  0.020  1.090
 IDA  C12  H122  single    0.970  0.020  1.090
 IDA  C13  C14   single    1.522  0.020  1.522
 IDA  C13  H131  single    0.970  0.020  1.090
 IDA  C13  H132  single    0.970  0.020  1.090
 IDA  C14  H141  single    0.970  0.020  1.090
 IDA  C14  H142  single    0.970  0.020  1.090
 IDA  C14  H143  single    0.970  0.020  1.090
 IDA  C7   C8    aromatic  1.384  0.020  1.384
 IDA  C7   HC7   single    0.930  0.020  1.080
 IDA  C8   C11   single    1.505  0.020  1.505
 IDA  C11  C15   single    1.545  0.020  1.545
 IDA  C11  H111  single    0.970  0.020  1.090
 IDA  C11  H112  single    0.970  0.020  1.090
 IDA  C15  O3    deloc     1.256  0.020  1.256
 IDA  C15  O2    deloc     1.240  0.020  1.240

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
 IDA  HN22  N2   HN21  117.33  3.000
 IDA  HN22  N2   C10   121.80  3.000
 IDA  HN21  N2   C10   120.46  3.000
 IDA  C9    C10  O1    122.43  3.000
 IDA  C9    C10  N2    114.16  3.000
 IDA  O1    C10  N2    123.40  3.000
 IDA  HC92  C9   HC91  106.04  3.000
 IDA  HC92  C9   C1    110.81  3.000
 IDA  HC91  C9   C1    109.19  3.000
 IDA  HC92  C9   C10   109.55  3.000
 IDA  HC91  C9   C10   107.71  3.000
 IDA  C1    C9   C10   113.24  3.000
 IDA  C2    C1   N1    109.35  3.000
 IDA  C2    C1   C9    129.20  3.000
 IDA  N1    C1   C9    121.44  3.000
 IDA  HN1   N1   C4    120.33  3.000
 IDA  HN1   N1   C1    128.37  3.000
 IDA  C4    N1   C1    109.29  3.000
 IDA  C8    C4   C3    123.00  3.000
 IDA  C8    C4   N1    128.95  3.000
 IDA  C3    C4   N1    108.03  3.000
 IDA  C5    C3   C2    134.79  3.000
 IDA  C5    C3   C4    119.03  3.000
 IDA  C2    C3   C4    106.18  3.000
 IDA  HC2   C2   C3    127.35  3.000
 IDA  HC2   C2   C1    125.52  3.000
 IDA  C3    C2   C1    107.13  3.000
 IDA  HC5   C5   C6    120.10  3.000
 IDA  HC5   C5   C3    120.53  3.000
 IDA  C6    C5   C3    119.37  3.000
 IDA  C7    C6   C12   119.29  3.000
 IDA  C7    C6   C5    119.73  3.000
 IDA  C12   C6   C5    120.90  3.000
 IDA  H122  C12  H121  106.28  3.000
 IDA  H122  C12  C13   109.01  3.000
 IDA  H121  C12  C13   108.95  3.000
 IDA  H122  C12  C6    109.91  3.000
 IDA  H121  C12  C6    109.99  3.000
 IDA  C13   C12  C6    112.49  3.000
 IDA  H132  C13  H131  106.15  3.000
 IDA  H132  C13  C14   109.88  3.000
 IDA  H131  C13  C14   109.81  3.000
 IDA  H132  C13  C12   109.21  3.000
 IDA  H131  C13  C12   108.89  3.000
 IDA  C14   C13  C12   112.69  3.000
 IDA  H143  C14  H142  107.56  3.000
 IDA  H143  C14  H141  107.61  3.000
 IDA  H142  C14  H141  107.57  3.000
 IDA  H143  C14  C13   111.28  3.000
 IDA  H142  C14  C13   111.18  3.000
 IDA  H141  C14  C13   111.45  3.000
 IDA  HC7   C7   C8    118.49  3.000
 IDA  HC7   C7   C6    118.44  3.000
 IDA  C8    C7   C6    123.06  3.000
 IDA  C11   C8   C7    122.47  3.000
 IDA  C11   C8   C4    121.68  3.000
 IDA  C7    C8   C4    115.79  3.000
 IDA  H112  C11  H111  107.17  3.000
 IDA  H112  C11  C15   110.11  3.000
 IDA  H111  C11  C15   108.81  3.000
 IDA  H112  C11  C8    108.84  3.000
 IDA  H111  C11  C8    108.42  3.000
 IDA  C15   C11  C8    113.29  3.000
 IDA  O2    C15  O3    126.07  3.000
 IDA  O2    C15  C11   117.46  3.000
 IDA  O3    C15  C11   116.47  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
 IDA  CONST_01  C3    C4   N1   C1      0.00   0.0  0
 IDA  CONST_02  C8    C4   N1   C1    180.00   0.0  0
 IDA  CONST_03  C4    C3   C2   C1      0.00   0.0  0
 IDA  CONST_04  C5    C3   C2   C1    180.00   0.0  0
 IDA  CONST_05  C3    C2   C1   N1      0.00   0.0  0
 IDA  CONST_06  C2    C3   C4   N1      0.00   0.0  0
 IDA  CONST_07  C5    C3   C4   N1    180.00   0.0  0
 IDA  CONST_08  C7    C8   C4   N1    180.00   0.0  0
 IDA  CONST_09  C2    C1   N1   C4      0.00   0.0  0
 IDA  CONST_10  C6    C5   C3   C4      0.00   0.0  0
 IDA  CONST_11  C6    C7   C8   C4      0.00   0.0  0
 IDA  CONST_12  C7    C8   C4   C3      0.00   0.0  0
 IDA  CONST_13  C7    C6   C5   C3      0.00   0.0  0
 IDA  CONST_14  C8    C4   C3   C2    180.00   0.0  0
 IDA  CONST_15  C6    C5   C3   C2    180.00   0.0  0
 IDA  CONST_16  C8    C4   C3   C5      0.00   0.0  0
 IDA  CONST_17  C8    C7   C6   C5      0.00   0.0  0
 IDA  CONST_18  C4    N1   C1   C9    180.00   0.0  0
 IDA  CONST_19  C3    C2   C1   C9    180.00   0.0  0
 IDA  CONST_20  C11   C8   C4   N1      0.00   0.0  0
 IDA  CONST_21  C11   C8   C4   C3    180.00   0.0  0
 IDA  CONST_22  C12   C6   C5   C3    180.00   0.0  0
 IDA  CONST_23  C11   C8   C7   C6    180.00   0.0  0
 IDA  CONST_24  C8    C7   C6   C12   180.00   0.0  0
 IDA  CONST_25  HC2   C2   C1   N1    180.00   0.0  0
 IDA  CONST_26  HC5   C5   C3   C4    180.00   0.0  0
 IDA  CONST_27  HC7   C7   C8   C4    180.00   0.0  0
 IDA  CONST_28  HN1   N1   C4   C3    180.00   0.0  0
 IDA  CONST_29  HN21  N2   C10  O1      0.00   0.0  0
 IDA  CONST_30  HN22  N2   C10  O1    180.00   0.0  0
 IDA  Var_01    N1    C1   C9   C10    73.81  30.0  2
 IDA  Var_02    C15   C11  C8   C4    -60.47  30.0  2
 IDA  Var_03    C13   C12  C6   C5    -97.05  30.0  2
 IDA  Var_04    C1    C9   C10  N2   -165.49  30.0  3
 IDA  Var_05    C14   C13  C12  C6   -179.63  30.0  3
 IDA  Var_06    O3    C15  C11  C8     80.36  30.0  3
 IDA  Var_07    H141  C14  C13  C12  -178.98  30.0  3

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
 IDA  plan-1  C9    0.020
 IDA  plan-1  C1    0.020
 IDA  plan-1  N1    0.020
 IDA  plan-1  C4    0.020
 IDA  plan-1  C3    0.020
 IDA  plan-1  C2    0.020
 IDA  plan-1  C5    0.020
 IDA  plan-1  C6    0.020
 IDA  plan-1  C12   0.020
 IDA  plan-1  C7    0.020
 IDA  plan-1  C8    0.020
 IDA  plan-1  C11   0.020
 IDA  plan-1  HN1   0.020
 IDA  plan-1  HC2   0.020
 IDA  plan-1  HC5   0.020
 IDA  plan-1  HC7   0.020
 IDA  plan-2  N2    0.020
 IDA  plan-2  C10   0.020
 IDA  plan-2  O1    0.020
 IDA  plan-2  C9    0.020
 IDA  plan-2  HN21  0.020
 IDA  plan-2  HN22  0.020
 IDA  plan-3  C11   0.020
 IDA  plan-3  C15   0.020
 IDA  plan-3  O3    0.020
 IDA  plan-3  O2    0.020

