# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Apr  7 09:31:59 2020
#   Inital geometry file: a 146 line input string
#   Ligand name: N-ethyl-2-({N-[2-(1H-indol-3-yl)ethyl]glycyl}amino)-4-phenylthiophene-3-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCNC(=O)c1c(NC(=O)CNCCc2c[nH]c3ccccc23)scc1c4ccccc4
#
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
 1VS  1VS  N-ethyl-2-({N-[2-(1H-indol-3-yl)ethyl]glycyl}amino)-4-phenylthiophene-3-carboxamide  ligand  58  32  .  2021-08-03  2021-08-03  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_1VS
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
 1VS  C01  C  CR6   0  -0.045    5.7776  -0.4019   0.0334
 1VS  C02  C  CR16  0  -0.278    6.7236  -0.6247   1.0327
 1VS  C03  C  CR16  0  -0.240    8.0372  -0.2054   0.8655
 1VS  C04  C  CR16  0  -0.260    8.4185   0.4430  -0.3004
 1VS  C05  C  CR16  0  -0.236    7.4822   0.6669  -1.3033
 1VS  C06  C  CR16  0  -0.278    6.1717   0.2481  -1.1380
 1VS  S    S  S2    0   0.269    2.4119  -2.4966   0.4897
 1VS  C07  C  CR15  0  -0.564    4.0996  -2.1805   0.4228
 1VS  C08  C  CR5   0   0.223    4.3881  -0.8727   0.1997
 1VS  C09  C  CR5   0  -0.106    3.1993  -0.0685   0.0871
 1VS  C10  C  C     0   0.525    3.1014   1.4042  -0.0453
 1VS  N01  N  NH1   0  -0.636    4.1436   2.1286   0.3704
 1VS  C12  C  CH2   0  -0.261    4.2027   3.5730   0.2552
 1VS  C11  C  CH3   0  -0.709    5.5716   4.0692   0.6818
 1VS  O3   O  O     0  -0.524    2.0805   1.9388  -0.4896
 1VS  C15  C  CR5   0   0.107    2.0577  -0.8361   0.2034
 1VS  N02  N  NH1   0  -0.721    0.7709  -0.3658   0.1359
 1VS  C13  C  C     0   0.528   -0.3454  -1.1113   0.3505
 1VS  C1   C  CH2   0  -0.397   -1.6308  -0.3206   0.2505
 1VS  N12  N  NH1   0  -0.600   -2.7866  -1.1551   0.4318
 1VS  C14  C  CH2   0  -0.249   -4.0214  -0.3950   0.4853
 1VS  C23  C  CH2   0  -0.552   -5.2114  -1.3202   0.7216
 1VS  O11  O  O     0  -0.450   -0.2860  -2.3011   0.5926
 1VS  C16  C  CR56  0   0.354   -8.3939   0.5856   0.2096
 1VS  C17  C  CR56  0   0.025   -7.2498  -0.0511  -0.3220
 1VS  C18  C  CR5   0   0.009   -6.5087  -0.5849   0.7833
 1VS  C19  C  CR15  0  -0.088   -7.2170  -0.2542   1.9039
 1VS  N    N  NR15  0  -0.687   -8.3419   0.4461   1.5648
 1VS  C20  C  CR16  0  -0.373   -7.0605  -0.0614  -1.7090
 1VS  C21  C  CR16  0  -0.270   -7.9975   0.5512  -2.5180
 1VS  C22  C  CR16  0  -0.285   -9.1278   1.1802  -1.9680
 1VS  C    C  CR16  0  -0.306   -9.3423   1.2060  -0.6032
 1VS  H1   H  HCR6  0   0.255    6.4252  -1.1179   1.9494
 1VS  H2   H  HCR6  0   0.260    8.7613  -0.3823   1.6501
 1VS  H3   H  HCR6  0   0.260    9.4411   0.7728  -0.4296
 1VS  H4   H  HCR6  0   0.260    7.7759   1.1656  -2.2177
 1VS  H5   H  HCR6  0   0.256    5.4487   0.4171  -1.9262
 1VS  H7   H  HNH1  0   0.412    4.9425   1.6619   0.7671
 1VS  H8   H  HCH2  0   0.239    4.0017   3.8667  -0.7772
 1VS  H9   H  HCH2  0   0.238    3.4273   4.0313   0.8735
 1VS  H10  H  HCH3  0   0.233    6.3614   3.6335   0.0679
 1VS  H11  H  HCH3  0   0.251    5.6262   5.1515   0.5765
 1VS  H12  H  HCH3  0   0.237    5.7752   3.8258   1.7255
 1VS  H13  H  HNH1  0   0.435    0.7007   0.6187  -0.1076
 1VS  H14  H  HCH2  0   0.276   -1.6119   0.4390   1.0397
 1VS  H15  H  HCH2  0   0.246   -1.6181   0.2396  -0.6987
 1VS  H16  H  HNH1  0   0.348   -2.8428  -1.8275  -0.3237
 1VS  H18  H  HCH2  0   0.225   -3.9528   0.3160   1.3138
 1VS  H19  H  HCH2  0   0.200   -4.1927   0.2057  -0.4218
 1VS  H20  H  HCH2  0   0.233   -5.2472  -2.0673  -0.0791
 1VS  H21  H  HCH2  0   0.243   -5.0498  -1.8716   1.6509
 1VS  H22  H  HCR5  0   0.280   -6.9986  -0.4719   2.9380
 1VS  H23  H  HNR5  0   0.407   -9.0284   0.7849   2.2174
 1VS  H24  H  HCR6  0   0.239   -6.1936  -0.5449  -2.1434
 1VS  H25  H  HCR6  0   0.244   -7.8627   0.5493  -3.5921
 1VS  H26  H  HCR6  0   0.247   -9.8458   1.6519  -2.6266
 1VS  H27  H  HCR6  0   0.258  -10.2154   1.6881  -0.1820
 1VS  H6   H  HCR5  0   0.296    4.8027  -2.9945   0.5119

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
 1VS  C11  C12  single    1.517  0.020  1.517
 1VS  C12  N01  single    1.450  0.020  1.450
 1VS  N01  C10  single    1.336  0.020  1.336
 1VS  C05  C06  aromatic  1.386  0.020  1.386
 1VS  C05  C04  aromatic  1.390  0.020  1.390
 1VS  C06  C01  aromatic  1.396  0.020  1.396
 1VS  C04  C03  aromatic  1.387  0.020  1.387
 1VS  C01  C08  single    1.476  0.020  1.476
 1VS  C01  C02  aromatic  1.394  0.020  1.394
 1VS  C07  C08  aromatic  1.358  0.020  1.358
 1VS  C07  S    aromatic  1.718  0.020  1.718
 1VS  C08  C09  aromatic  1.440  0.020  1.440
 1VS  C09  C15  aromatic  1.381  0.020  1.381
 1VS  C09  C10  single    1.482  0.020  1.482
 1VS  C15  N02  single    1.372  0.020  1.372
 1VS  C15  S    aromatic  1.722  0.020  1.722
 1VS  N02  C13  single    1.359  0.020  1.359
 1VS  C10  O3   double    1.235  0.020  1.235
 1VS  C03  C02  aromatic  1.389  0.020  1.389
 1VS  C1   C13  single    1.512  0.020  1.512
 1VS  C1   N12  single    1.437  0.020  1.437
 1VS  C22  C21  aromatic  1.406  0.020  1.406
 1VS  C22  C    aromatic  1.382  0.020  1.382
 1VS  C13  O11  double    1.216  0.020  1.216
 1VS  C21  C20  aromatic  1.381  0.020  1.381
 1VS  C    C16  aromatic  1.395  0.020  1.395
 1VS  C14  N12  single    1.451  0.020  1.451
 1VS  C14  C23  single    1.526  0.020  1.526
 1VS  C20  C17  aromatic  1.400  0.020  1.400
 1VS  C16  C17  aromatic  1.413  0.020  1.413
 1VS  C16  N    aromatic  1.363  0.020  1.363
 1VS  C17  C18  aromatic  1.434  0.020  1.434
 1VS  N    C19  aromatic  1.368  0.020  1.368
 1VS  C18  C19  aromatic  1.366  0.020  1.366
 1VS  C18  C23  single    1.493  0.020  1.493
 1VS  C02  H1   single    0.930  0.020  1.080
 1VS  C03  H2   single    0.930  0.020  1.080
 1VS  C04  H3   single    0.930  0.020  1.080
 1VS  C05  H4   single    0.930  0.020  1.080
 1VS  C06  H5   single    0.930  0.020  1.080
 1VS  C07  H6   single    0.930  0.020  1.080
 1VS  N01  H7   single    0.860  0.020  1.020
 1VS  C12  H8   single    0.970  0.020  1.090
 1VS  C12  H9   single    0.970  0.020  1.090
 1VS  C11  H10  single    0.970  0.020  1.090
 1VS  C11  H11  single    0.970  0.020  1.090
 1VS  C11  H12  single    0.970  0.020  1.090
 1VS  N02  H13  single    0.860  0.020  1.020
 1VS  C1   H14  single    0.970  0.020  1.090
 1VS  C1   H15  single    0.970  0.020  1.090
 1VS  N12  H16  single    0.890  0.020  1.040
 1VS  C14  H18  single    0.970  0.020  1.090
 1VS  C14  H19  single    0.970  0.020  1.090
 1VS  C23  H20  single    0.970  0.020  1.090
 1VS  C23  H21  single    0.970  0.020  1.090
 1VS  C19  H22  single    0.930  0.020  1.080
 1VS  N    H23  single    0.860  0.020  1.020
 1VS  C20  H24  single    0.930  0.020  1.080
 1VS  C21  H25  single    0.930  0.020  1.080
 1VS  C22  H26  single    0.930  0.020  1.080
 1VS  C    H27  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
 1VS  C08  C01  C06  120.56  3.000
 1VS  C08  C01  C02  120.46  3.000
 1VS  C06  C01  C02  118.96  3.000
 1VS  H1   C02  C03  119.99  3.000
 1VS  H1   C02  C01  119.52  3.000
 1VS  C03  C02  C01  120.48  3.000
 1VS  H2   C03  C04  120.11  3.000
 1VS  H2   C03  C02  119.75  3.000
 1VS  C04  C03  C02  120.14  3.000
 1VS  H3   C04  C05  120.08  3.000
 1VS  H3   C04  C03  120.16  3.000
 1VS  C05  C04  C03  119.76  3.000
 1VS  H4   C05  C06  119.78  3.000
 1VS  H4   C05  C04  120.07  3.000
 1VS  C06  C05  C04  120.15  3.000
 1VS  H5   C06  C05  119.83  3.000
 1VS  H5   C06  C01  119.66  3.000
 1VS  C05  C06  C01  120.51  3.000
 1VS  C15  S    C07   91.04  3.000
 1VS  H6   C07  C08  126.99  3.000
 1VS  H6   C07  S    119.86  3.000
 1VS  C08  C07  S    113.10  3.000
 1VS  C09  C08  C07  112.05  3.000
 1VS  C09  C08  C01  126.17  3.000
 1VS  C07  C08  C01  121.71  3.000
 1VS  C15  C09  C10  120.36  3.000
 1VS  C10  C09  C08  128.07  3.000
 1VS  C15  C09  C08  111.45  3.000
 1VS  O3   C10  N01  121.49  3.000
 1VS  O3   C10  C09  121.12  3.000
 1VS  N01  C10  C09  117.36  3.000
 1VS  H7   N01  C12  117.43  3.000
 1VS  H7   N01  C10  119.38  3.000
 1VS  C12  N01  C10  123.18  3.000
 1VS  H9   C12  H8   106.95  3.000
 1VS  H9   C12  C11  110.12  3.000
 1VS  H8   C12  C11  110.11  3.000
 1VS  H9   C12  N01  110.12  3.000
 1VS  H8   C12  N01  109.60  3.000
 1VS  C11  C12  N01  109.89  3.000
 1VS  H12  C11  H11  107.76  3.000
 1VS  H12  C11  H10  108.31  3.000
 1VS  H11  C11  H10  107.84  3.000
 1VS  H12  C11  C12  111.37  3.000
 1VS  H11  C11  C12  110.07  3.000
 1VS  H10  C11  C12  111.36  3.000
 1VS  N02  C15  C09  125.52  3.000
 1VS  N02  C15  S    122.13  3.000
 1VS  C09  C15  S    112.34  3.000
 1VS  H13  N02  C13  120.81  3.000
 1VS  H13  N02  C15  114.12  3.000
 1VS  C13  N02  C15  125.07  3.000
 1VS  O11  C13  C1   124.50  3.000
 1VS  O11  C13  N02  121.88  3.000
 1VS  C1   C13  N02  113.62  3.000
 1VS  H15  C1   H14  105.53  3.000
 1VS  H15  C1   N12  114.40  3.000
 1VS  H14  C1   N12  109.00  3.000
 1VS  H15  C1   C13  108.23  3.000
 1VS  H14  C1   C13  107.47  3.000
 1VS  N12  C1   C13  111.81  3.000
 1VS  H16  N12  C14  109.15  3.000
 1VS  H16  N12  C1   109.63  3.000
 1VS  C14  N12  C1   112.64  3.000
 1VS  H19  C14  H18  106.20  3.000
 1VS  H19  C14  C23  109.69  3.000
 1VS  H18  C14  C23  109.01  3.000
 1VS  H19  C14  N12  112.82  3.000
 1VS  H18  C14  N12  108.36  3.000
 1VS  C23  C14  N12  110.60  3.000
 1VS  H21  C23  H20  106.40  3.000
 1VS  H21  C23  C18  110.00  3.000
 1VS  H20  C23  C18  109.74  3.000
 1VS  H21  C23  C14  108.81  3.000
 1VS  H20  C23  C14  109.01  3.000
 1VS  C18  C23  C14  112.68  3.000
 1VS  C    C16  N    130.60  3.000
 1VS  N    C16  C17  107.28  3.000
 1VS  C    C16  C17  122.12  3.000
 1VS  C20  C17  C18  133.72  3.000
 1VS  C18  C17  C16  107.23  3.000
 1VS  C20  C17  C16  119.04  3.000
 1VS  C19  C18  C17  105.91  3.000
 1VS  C19  C18  C23  127.14  3.000
 1VS  C17  C18  C23  126.93  3.000
 1VS  H22  C19  N    120.48  3.000
 1VS  H22  C19  C18  129.21  3.000
 1VS  N    C19  C18  110.30  3.000
 1VS  H23  N    C19  124.95  3.000
 1VS  H23  N    C16  125.76  3.000
 1VS  C19  N    C16  109.28  3.000
 1VS  H24  C20  C21  120.39  3.000
 1VS  H24  C20  C17  120.57  3.000
 1VS  C21  C20  C17  119.04  3.000
 1VS  H25  C21  C22  119.28  3.000
 1VS  H25  C21  C20  119.73  3.000
 1VS  C22  C21  C20  120.98  3.000
 1VS  H26  C22  C    119.33  3.000
 1VS  H26  C22  C21  119.36  3.000
 1VS  C    C22  C21  121.31  3.000
 1VS  H27  C    C22  121.19  3.000
 1VS  H27  C    C16  121.31  3.000
 1VS  C22  C    C16  117.50  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
 1VS  CONST_01  C04  C05  C06  C01     0.00   0.0  0
 1VS  CONST_02  S    C07  C08  C01   180.00   0.0  0
 1VS  CONST_03  C15  C09  C08  C01   180.00   0.0  0
 1VS  CONST_04  C04  C03  C02  C01     0.00   0.0  0
 1VS  CONST_05  C05  C06  C01  C02     0.00   0.0  0
 1VS  CONST_08  C05  C04  C03  C02     0.00   0.0  0
 1VS  CONST_09  C06  C05  C04  C03     0.00   0.0  0
 1VS  CONST_10  C06  C01  C02  C03     0.00   0.0  0
 1VS  CONST_11  C08  C01  C02  C03   180.00   0.0  0
 1VS  CONST_12  C08  C01  C06  C05   180.00   0.0  0
 1VS  CONST_15  C09  C08  C07  S       0.00   0.0  0
 1VS  CONST_16  C08  C09  C15  S       0.00   0.0  0
 1VS  CONST_17  C15  C09  C08  C07     0.00   0.0  0
 1VS  CONST_18  C09  C15  S    C07     0.00   0.0  0
 1VS  CONST_19  C15  S    C07  C08     0.00   0.0  0
 1VS  CONST_20  C21  C22  C    C16     0.00   0.0  0
 1VS  CONST_21  C21  C20  C17  C16     0.00   0.0  0
 1VS  CONST_22  C19  C18  C17  C16     0.00   0.0  0
 1VS  CONST_23  C18  C19  N    C16     0.00   0.0  0
 1VS  CONST_24  C22  C21  C20  C17     0.00   0.0  0
 1VS  CONST_25  C22  C    C16  C17     0.00   0.0  0
 1VS  CONST_26  C19  N    C16  C17     0.00   0.0  0
 1VS  CONST_27  N    C19  C18  C17     0.00   0.0  0
 1VS  CONST_28  C21  C20  C17  C18   180.00   0.0  0
 1VS  CONST_29  C    C16  C17  C18   180.00   0.0  0
 1VS  CONST_30  N    C16  C17  C18     0.00   0.0  0
 1VS  CONST_31  C    C16  N    C19   180.00   0.0  0
 1VS  CONST_32  C20  C17  C18  C19   180.00   0.0  0
 1VS  CONST_33  C22  C    C16  N     180.00   0.0  0
 1VS  CONST_34  C20  C17  C16  N     180.00   0.0  0
 1VS  CONST_35  C    C22  C21  C20     0.00   0.0  0
 1VS  CONST_36  C    C16  C17  C20     0.00   0.0  0
 1VS  CONST_37  C10  C09  C08  C01     0.00   0.0  0
 1VS  CONST_38  C10  C09  C15  S     180.00   0.0  0
 1VS  CONST_39  C10  C09  C08  C07   180.00   0.0  0
 1VS  CONST_40  N02  C15  S    C07   180.00   0.0  0
 1VS  CONST_41  N02  C15  C09  C08   180.00   0.0  0
 1VS  CONST_42  C20  C17  C18  C23     0.00   0.0  0
 1VS  CONST_43  C16  C17  C18  C23   180.00   0.0  0
 1VS  CONST_44  N    C19  C18  C23   180.00   0.0  0
 1VS  CONST_45  H4   C05  C06  C01   180.00   0.0  0
 1VS  CONST_46  H6   C07  C08  C01     0.00   0.0  0
 1VS  CONST_47  H2   C03  C02  C01   180.00   0.0  0
 1VS  CONST_48  H5   C06  C01  C02   180.00   0.0  0
 1VS  CONST_49  H3   C04  C03  C02   180.00   0.0  0
 1VS  CONST_50  H1   C02  C03  C04   180.00   0.0  0
 1VS  CONST_51  H26  C22  C    C16   180.00   0.0  0
 1VS  CONST_52  H24  C20  C17  C16   180.00   0.0  0
 1VS  CONST_53  H22  C19  N    C16   180.00   0.0  0
 1VS  CONST_54  H25  C21  C20  C17   180.00   0.0  0
 1VS  CONST_55  H27  C    C16  C17   180.00   0.0  0
 1VS  CONST_56  H23  N    C16  C17   180.00   0.0  0
 1VS  CONST_57  C13  N02  C15  S       0.00   0.0  0
 1VS  CONST_58  C13  N02  C15  C09   180.00   0.0  0
 1VS  CONST_59  H13  N02  C15  S     180.00   0.0  0
 1VS  CONST_60  C12  N01  C10  C09   180.00   0.0  0
 1VS  CONST_61  C1   C13  N02  C15   180.00   0.0  0
 1VS  CONST_62  O11  C13  N02  C15     0.00   0.0  0
 1VS  CONST_63  H7   N01  C10  C09     0.00   0.0  0
 1VS  CONST_64  O3   C10  N01  C12     0.00   0.0  0
 1VS  Var_01    N01  C10  C09  C08   -21.78  30.0  2
 1VS  Var_02    C17  C18  C23  C14    76.38  30.0  3
 1VS  Var_03    C18  C23  C14  N12  -179.94  30.0  3
 1VS  Var_04    C11  C12  N01  C10  -174.03  30.0  3
 1VS  Var_05    N12  C1   C13  N02   177.73  30.0  2
 1VS  Var_06    C14  N12  C1   C13   173.69  30.0  3
 1VS  Var_07    C23  C14  N12  C1   -178.25  30.0  2
 1VS  Var_08    H10  C11  C12  N01    59.27  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
 1VS  plan-1  C01  0.020
 1VS  plan-1  S    0.020
 1VS  plan-1  C07  0.020
 1VS  plan-1  C08  0.020
 1VS  plan-1  C09  0.020
 1VS  plan-1  C10  0.020
 1VS  plan-1  C15  0.020
 1VS  plan-1  N02  0.020
 1VS  plan-1  H6   0.020
 1VS  plan-2  C01  0.020
 1VS  plan-2  C02  0.020
 1VS  plan-2  C03  0.020
 1VS  plan-2  C04  0.020
 1VS  plan-2  C05  0.020
 1VS  plan-2  C06  0.020
 1VS  plan-2  C08  0.020
 1VS  plan-2  H1   0.020
 1VS  plan-2  H2   0.020
 1VS  plan-2  H3   0.020
 1VS  plan-2  H4   0.020
 1VS  plan-2  H5   0.020
 1VS  plan-3  C23  0.020
 1VS  plan-3  C16  0.020
 1VS  plan-3  C17  0.020
 1VS  plan-3  C18  0.020
 1VS  plan-3  C19  0.020
 1VS  plan-3  N    0.020
 1VS  plan-3  C20  0.020
 1VS  plan-3  C21  0.020
 1VS  plan-3  C22  0.020
 1VS  plan-3  C    0.020
 1VS  plan-3  H22  0.020
 1VS  plan-3  H23  0.020
 1VS  plan-3  H24  0.020
 1VS  plan-3  H25  0.020
 1VS  plan-3  H26  0.020
 1VS  plan-3  H27  0.020
 1VS  plan-4  C09  0.020
 1VS  plan-4  C10  0.020
 1VS  plan-4  N01  0.020
 1VS  plan-4  C12  0.020
 1VS  plan-4  O3   0.020
 1VS  plan-4  H7   0.020
 1VS  plan-5  C15  0.020
 1VS  plan-5  N02  0.020
 1VS  plan-5  C13  0.020
 1VS  plan-5  C1   0.020
 1VS  plan-5  O11  0.020
 1VS  plan-5  H13  0.020

