# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Jul 22 19:21:25 2021
#   Inital geometry file: a 103 line input string
#   Ligand name: ethyl 3,5-dimethyl-4-{[4-(trifluoromethyl)phenyl]methyl}-1H-pyrrole-2-carboxylate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCOC(=O)c1[nH]c(C)c(Cc2ccc(cc2)C(F)(F)F)c1C
#
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
 RLA  RLA  'ethyl 3,5-dimethyl-4-{[4-(trifluoromethyl)phenyl]methyl}-1H-pyrrole-2-carboxylate'  ligand  41  23  .  2022-03-23  2022-03-23
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_RLA
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
 RLA  C1    C  CR6   0  -0.214   8.2488  103.5089  13.0752
 RLA  C10   C  CR5   0   0.288  12.9548  103.5700  16.8198
 RLA  C11   C  CR5   0   0.142  11.7703  104.2105  18.5979
 RLA  C12   C  CR5   0  -0.000  11.2687  104.9077  17.5087
 RLA  C13   C  CH3   0  -0.742  10.1519  105.8979  17.5023
 RLA  C14   C  CH3   0  -0.744  14.0080  102.8424  16.0613
 RLA  C15   C  C     0   0.548  11.3425  104.2502  19.9793
 RLA  C16   C  CH2   0  -0.192  11.7587  103.3523  22.1461
 RLA  C17   C  CH3   0  -0.689  12.4439  104.4552  22.9232
 RLA  C2    C  CR16  0  -0.270   8.6712  104.8132  12.8630
 RLA  C3    C  CR16  0  -0.312   9.8203  105.2763  13.4893
 RLA  C4    C  CR6   0   0.148  10.5631  104.4566  14.3314
 RLA  C5    C  CR16  0  -0.271  10.1219  103.1510  14.5403
 RLA  C6    C  CR16  0  -0.252   8.9810  102.6771  13.9188
 RLA  C7    C  CT    0   1.048   7.0151  102.9682  12.4297
 RLA  C8    C  CH2   0  -0.610  11.8319  104.9616  14.9763
 RLA  C9    C  CR5   0  -0.006  12.0223  104.5008  16.3856
 RLA  F1    F  F     0  -0.303   6.4319  103.8440  11.6060
 RLA  F2    F  F     0  -0.316   6.0923  102.6131  13.3382
 RLA  F3    F  F     0  -0.316   7.2728  101.8656  11.7087
 RLA  N1    N  NR15  0  -0.674  12.7899  103.4111  18.1461
 RLA  O1    O  O     0  -0.465  10.4433  104.9484  20.3958
 RLA  O2    O  O2    0  -0.484  12.0521  103.4176  20.7443
 RLA  H132  H  HCH3  0   0.243   9.2007  105.4389  17.7756
 RLA  H133  H  HCH3  0   0.244  10.3270  106.7084  18.2092
 RLA  H131  H  HCH3  0   0.235  10.0299  106.3397  16.5140
 RLA  H143  H  HCH3  0   0.259  14.9131  103.4434  15.9545
 RLA  H141  H  HCH3  0   0.259  14.2854  101.9140  16.5593
 RLA  H142  H  HCH3  0   0.252  13.6641  102.5906  15.0592
 RLA  H162  H  HCH2  0   0.234  10.6801  103.3675  22.3069
 RLA  H161  H  HCH2  0   0.247  12.1297  102.3778  22.4596
 RLA  H171  H  HCH3  0   0.240  12.2510  104.3163  23.9873
 RLA  H173  H  HCH3  0   0.235  13.5235  104.4322  22.7743
 RLA  H172  H  HCH3  0   0.238  12.0740  105.4406  22.6437
 RLA  H21   H  HCR6  0   0.268   8.1210  105.4827  12.2163
 RLA  H31   H  HCR6  0   0.259  10.1371  106.2979  13.3172
 RLA  H51   H  HCR6  0   0.258  10.6730  102.4947  15.2021
 RLA  H61   H  HCR6  0   0.271   8.6689  101.6560  14.0996
 RLA  H81   H  HCH2  0   0.274  12.6797  104.6297  14.3688
 RLA  H82   H  HCH2  0   0.264  11.8483  106.0531  14.9224
 RLA  H1    H  HNR5  0   0.408  13.3333  102.7862  18.7199

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
 RLA  F1   C7    single    1.336  0.020  1.336
 RLA  F3   C7    single    1.342  0.020  1.342
 RLA  C7   F2    single    1.343  0.020  1.343
 RLA  C7   C1    single    1.494  0.020  1.494
 RLA  C2   C1    aromatic  1.387  0.020  1.387
 RLA  C2   C3    aromatic  1.388  0.020  1.388
 RLA  C1   C6    aromatic  1.393  0.020  1.393
 RLA  C3   C4    aromatic  1.390  0.020  1.390
 RLA  C6   C5    aromatic  1.383  0.020  1.383
 RLA  C4   C5    aromatic  1.394  0.020  1.394
 RLA  C4   C8    single    1.510  0.020  1.510
 RLA  C8   C9    single    1.495  0.020  1.495
 RLA  C14  C10   single    1.488  0.020  1.488
 RLA  C9   C10   aromatic  1.387  0.020  1.387
 RLA  C9   C12   aromatic  1.412  0.020  1.412
 RLA  C10  N1    aromatic  1.346  0.020  1.346
 RLA  C12  C13   single    1.493  0.020  1.493
 RLA  C12  C11   aromatic  1.387  0.020  1.387
 RLA  N1   C11   aromatic  1.372  0.020  1.372
 RLA  C11  C15   single    1.447  0.020  1.447
 RLA  C15  O2    single    1.335  0.020  1.335
 RLA  C15  O1    double    1.212  0.020  1.212
 RLA  O2   C16   single    1.434  0.020  1.434
 RLA  C16  C17   single    1.513  0.020  1.513
 RLA  C13  H132  single    0.970  0.020  1.090
 RLA  C13  H133  single    0.970  0.020  1.090
 RLA  C13  H131  single    0.970  0.020  1.090
 RLA  C14  H143  single    0.970  0.020  1.090
 RLA  C14  H141  single    0.970  0.020  1.090
 RLA  C14  H142  single    0.970  0.020  1.090
 RLA  C16  H162  single    0.970  0.020  1.090
 RLA  C16  H161  single    0.970  0.020  1.090
 RLA  C17  H171  single    0.970  0.020  1.090
 RLA  C17  H173  single    0.970  0.020  1.090
 RLA  C17  H172  single    0.970  0.020  1.090
 RLA  C2   H21   single    0.930  0.020  1.080
 RLA  C3   H31   single    0.930  0.020  1.080
 RLA  C5   H51   single    0.930  0.020  1.080
 RLA  C6   H61   single    0.930  0.020  1.080
 RLA  C8   H81   single    0.970  0.020  1.090
 RLA  C8   H82   single    0.970  0.020  1.090
 RLA  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
 RLA  C7    C1   C6    118.67  3.000
 RLA  C6    C1   C2    119.61  3.000
 RLA  C7    C1   C2    121.72  3.000
 RLA  N1    C10  C9    107.77  3.000
 RLA  N1    C10  C14   122.09  3.000
 RLA  C9    C10  C14   130.12  3.000
 RLA  N1    C11  C15   123.38  3.000
 RLA  C15   C11  C12   128.98  3.000
 RLA  N1    C11  C12   107.64  3.000
 RLA  C9    C12  C13   125.94  3.000
 RLA  C13   C12  C11   127.40  3.000
 RLA  C9    C12  C11   106.66  3.000
 RLA  H131  C13  H133  107.75  3.000
 RLA  H131  C13  H132  107.48  3.000
 RLA  H133  C13  H132  106.88  3.000
 RLA  H131  C13  C12   110.90  3.000
 RLA  H133  C13  C12   111.74  3.000
 RLA  H132  C13  C12   111.85  3.000
 RLA  H142  C14  H141  107.70  3.000
 RLA  H142  C14  H143  107.40  3.000
 RLA  H141  C14  H143  107.62  3.000
 RLA  H142  C14  C10   111.02  3.000
 RLA  H141  C14  C10   111.34  3.000
 RLA  H143  C14  C10   111.56  3.000
 RLA  O2    C15  O1    123.82  3.000
 RLA  O1    C15  C11   124.28  3.000
 RLA  O2    C15  C11   111.90  3.000
 RLA  H161  C16  H162  107.88  3.000
 RLA  H161  C16  O2    104.63  3.000
 RLA  H162  C16  O2    110.23  3.000
 RLA  H161  C16  C17   110.50  3.000
 RLA  H162  C16  C17   111.22  3.000
 RLA  O2    C16  C17   112.10  3.000
 RLA  H172  C17  H173  108.68  3.000
 RLA  H172  C17  H171  107.80  3.000
 RLA  H173  C17  H171  107.80  3.000
 RLA  H172  C17  C16   111.96  3.000
 RLA  H173  C17  C16   111.29  3.000
 RLA  H171  C17  C16   109.16  3.000
 RLA  H21   C2   C3    118.98  3.000
 RLA  H21   C2   C1    121.24  3.000
 RLA  C3    C2   C1    119.78  3.000
 RLA  H31   C3   C4    119.74  3.000
 RLA  H31   C3   C2    119.01  3.000
 RLA  C4    C3   C2    121.26  3.000
 RLA  C8    C4   C5    121.01  3.000
 RLA  C8    C4   C3    120.69  3.000
 RLA  C5    C4   C3    118.29  3.000
 RLA  H51   C5   C6    119.13  3.000
 RLA  H51   C5   C4    119.88  3.000
 RLA  C6    C5   C4    120.98  3.000
 RLA  H61   C6   C5    119.07  3.000
 RLA  H61   C6   C1    120.85  3.000
 RLA  C5    C6   C1    120.08  3.000
 RLA  F3    C7   F2    106.15  3.000
 RLA  F2    C7   F1    106.89  3.000
 RLA  F3    C7   F1    106.92  3.000
 RLA  F2    C7   C1    111.78  3.000
 RLA  F3    C7   C1    111.77  3.000
 RLA  F1    C7   C1    112.93  3.000
 RLA  H82   C8   H81   105.30  3.000
 RLA  H82   C8   C9    110.63  3.000
 RLA  H81   C8   C9    109.34  3.000
 RLA  H82   C8   C4    109.00  3.000
 RLA  H81   C8   C4    108.20  3.000
 RLA  C9    C8   C4    113.98  3.000
 RLA  C8    C9   C12   126.36  3.000
 RLA  C12   C9   C10   107.65  3.000
 RLA  C8    C9   C10   125.98  3.000
 RLA  H1    N1   C11   125.07  3.000
 RLA  H1    N1   C10   124.64  3.000
 RLA  C11   N1   C10   110.29  3.000
 RLA  C16   O2   C15   118.69  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
 RLA  CONST_01  C4    C3   C2   C1      0.00   0.0  0
 RLA  CONST_02  C4    C5   C6   C1      0.00   0.0  0
 RLA  CONST_03  C11   C12  C9   C10     0.00   0.0  0
 RLA  CONST_04  C12   C11  N1   C10     0.00   0.0  0
 RLA  CONST_05  C9    C10  N1   C11     0.00   0.0  0
 RLA  CONST_06  N1    C10  C9   C12     0.00   0.0  0
 RLA  CONST_07  C5    C6   C1   C2      0.00   0.0  0
 RLA  CONST_08  C5    C4   C3   C2      0.00   0.0  0
 RLA  CONST_09  C6    C1   C2   C3      0.00   0.0  0
 RLA  CONST_10  C6    C5   C4   C3      0.00   0.0  0
 RLA  CONST_11  N1    C11  C12  C9      0.00   0.0  0
 RLA  CONST_12  C13   C12  C9   C10   180.00   0.0  0
 RLA  CONST_13  C15   C11  N1   C10   180.00   0.0  0
 RLA  CONST_14  C8    C9   C12  C11   180.00   0.0  0
 RLA  CONST_15  C14   C10  N1   C11   180.00   0.0  0
 RLA  CONST_16  C14   C10  C9   C12   180.00   0.0  0
 RLA  CONST_17  N1    C11  C12  C13   180.00   0.0  0
 RLA  CONST_18  C9    C12  C11  C15   180.00   0.0  0
 RLA  CONST_19  C8    C4   C3   C2    180.00   0.0  0
 RLA  CONST_20  C7    C1   C2   C3    180.00   0.0  0
 RLA  CONST_21  C7    C1   C6   C5    180.00   0.0  0
 RLA  CONST_22  C8    C4   C5   C6    180.00   0.0  0
 RLA  CONST_23  N1    C10  C9   C8    180.00   0.0  0
 RLA  CONST_24  H31   C3   C2   C1    180.00   0.0  0
 RLA  CONST_25  H51   C5   C6   C1    180.00   0.0  0
 RLA  CONST_26  H1    N1   C11  C12   180.00   0.0  0
 RLA  CONST_27  H61   C6   C1   C2    180.00   0.0  0
 RLA  CONST_28  H21   C2   C3   C4    180.00   0.0  0
 RLA  Var_01    C4    C8   C9   C10   108.55  30.0  2
 RLA  Var_02    C9    C8   C4   C3    141.32  30.0  2
 RLA  Var_03    O2    C15  C11  C12   178.88  30.0  2
 RLA  Var_04    F1    C7   C1   C2      2.94  30.0  2
 RLA  Var_05    H132  C13  C12  C11   -64.36  30.0  2
 RLA  Var_06    H143  C14  C10  C9     83.59  30.0  2
 RLA  Var_07    C17   C16  O2   C15   -82.92  30.0  3
 RLA  Var_08    H171  C17  C16  O2   -175.74  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
 RLA  plan-1  C10  0.020
 RLA  plan-1  C11  0.020
 RLA  plan-1  C12  0.020
 RLA  plan-1  C13  0.020
 RLA  plan-1  C14  0.020
 RLA  plan-1  C15  0.020
 RLA  plan-1  C8   0.020
 RLA  plan-1  C9   0.020
 RLA  plan-1  N1   0.020
 RLA  plan-1  H1   0.020
 RLA  plan-2  C1   0.020
 RLA  plan-2  C2   0.020
 RLA  plan-2  C3   0.020
 RLA  plan-2  C4   0.020
 RLA  plan-2  C5   0.020
 RLA  plan-2  C6   0.020
 RLA  plan-2  C7   0.020
 RLA  plan-2  C8   0.020
 RLA  plan-2  H21  0.020
 RLA  plan-2  H31  0.020
 RLA  plan-2  H51  0.020
 RLA  plan-2  H61  0.020
 RLA  plan-3  C11  0.020
 RLA  plan-3  C15  0.020
 RLA  plan-3  O1   0.020
 RLA  plan-3  O2   0.020

