# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu May  7 08:36:18 2020
#   Inital geometry file: a 96 line input string
#   Ligand name: ethyl 3-[(E)-2-amino-1-cyanoethenyl]-6,7-dichloro-1-methyl-1H-indole-2-carboxylate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCOC(=O)c1n(C)c2c(Cl)c(Cl)ccc2c1\C(=C/N)C#N
#
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
 V25  V25  'ethyl 3-[(E)-2-amino-1-cyanoethenyl]-6,7-dichloro-1-methyl-1H-indole-2-carboxylate'  ligand  35  22  .  2021-08-24  2021-08-24  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_V25
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
 V25  CAA   C   CH3   0  -0.684  8.0866  15.3133  16.3727
 V25  CAL   C   CH2   0  -0.185  7.7523  16.1806  17.5610
 V25  OAM   O   O2    0  -0.439  7.7893  15.3464  18.7309
 V25  CAN   C   C     0   0.533  7.4253  15.8643  19.8827
 V25  OAE   O   O     0  -0.445  7.1181  17.0210  20.0514
 V25  CAS   C   CR5   0   0.191  7.3904  14.8379  20.9417
 V25  NAV   N   NR5   0  -0.587  7.5021  15.1681  22.2757
 V25  CAB   C   CH3   0  -0.538  8.0618  16.4110  22.7872
 V25  CAU   C   CR56  0   0.487  7.2225  14.0528  23.0139
 V25  CAQ   C   CR6   0  -0.084  7.1541  13.8356  24.3993
 V25  CL1   CL  CL    0  -0.078  7.3660  15.1031  25.5456
 V25  CAP   C   CR6   0  -0.039  6.8496  12.5590  24.8380
 V25  CL2   CL  CL    0  -0.093  6.7433  12.2352  26.5288
 V25  CAJ   C   CR16  0  -0.242  6.6040  11.5010  23.9496
 V25  CAK   C   CR16  0  -0.355  6.6467  11.7148  22.5948
 V25  CAT   C   CR56  0   0.057  6.9561  12.9923  22.1228
 V25  CAR   C   CR5   0   0.079  7.0720  13.5063  20.8009
 V25  CAO   C   C     0  -0.244  6.8066  12.7226  19.5858
 V25  CAH   C   CSP   0   0.002  5.4751  12.3307  19.3369
 V25  NAC   N   NS    0  -0.305  4.3718  12.0249  19.1585
 V25  CAI   C   C1    0   0.075  7.7790  12.2892  18.7287
 V25  NAD   N   NH2   0  -0.766  9.0779  12.5224  18.8372
 V25  HAA1  H   HCH3  0   0.241  8.0768  15.9255  15.4712
 V25  HAA2  H   HCH3  0   0.236  9.0774  14.8693  16.4658
 V25  HAA3  H   HCH3  0   0.236  7.3577  14.5131  16.2449
 V25  HAL1  H   HCH2  0   0.240  8.4752  16.9910  17.6724
 V25  HAL2  H   HCH2  0   0.240  6.7603  16.6239  17.4566
 V25  HAB1  H   HCH3  0   0.260  8.8298  16.1943  23.5226
 V25  HAB2  H   HCH3  0   0.273  8.5275  16.9607  21.9797
 V25  HAB3  H   HCH3  0   0.260  7.2947  17.0368  23.2369
 V25  HAJ   H   HCR6  0   0.284  6.3711  10.5230  24.3467
 V25  HAK   H   HCR6  0   0.263  6.4511  10.9048  21.9046
 V25  HAI   H   H     0   0.303  7.4943  11.6817  17.8783
 V25  HAD1  H   HNH2  0   0.417  9.7189  12.1800  18.1449
 V25  HAD2  H   HNH2  0   0.407  9.4544  13.1004  19.5700

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
 V25  CAA  CAL   single    1.509  0.020  1.509
 V25  CAL  OAM   single    1.437  0.020  1.437
 V25  OAM  CAN   single    1.314  0.020  1.314
 V25  CAN  OAE   double    1.209  0.020  1.209
 V25  CAN  CAS   single    1.475  0.020  1.475
 V25  CAS  NAV   aromatic  1.379  0.020  1.379
 V25  CAS  CAR   aromatic  1.376  0.020  1.376
 V25  NAV  CAB   single    1.456  0.020  1.456
 V25  NAV  CAU   aromatic  1.366  0.020  1.366
 V25  CAU  CAQ   aromatic  1.404  0.020  1.404
 V25  CAU  CAT   aromatic  1.411  0.020  1.411
 V25  CAQ  CL1   single    1.722  0.020  1.722
 V25  CAQ  CAP   aromatic  1.384  0.020  1.384
 V25  CAP  CL2   single    1.725  0.020  1.725
 V25  CAP  CAJ   aromatic  1.403  0.020  1.403
 V25  CAJ  CAK   aromatic  1.372  0.020  1.372
 V25  CAK  CAT   aromatic  1.397  0.020  1.397
 V25  CAT  CAR   aromatic  1.423  0.020  1.423
 V25  CAR  CAO   single    1.470  0.020  1.470
 V25  CAO  CAH   single    1.410  0.020  1.410
 V25  CAO  CAI   double    1.367  0.020  1.367
 V25  CAH  NAC   triple    1.159  0.020  1.159
 V25  CAI  NAD   single    1.324  0.020  1.324
 V25  CAA  HAA1  single    0.970  0.020  1.090
 V25  CAA  HAA2  single    0.970  0.020  1.090
 V25  CAA  HAA3  single    0.970  0.020  1.090
 V25  CAL  HAL1  single    0.970  0.020  1.090
 V25  CAL  HAL2  single    0.970  0.020  1.090
 V25  CAB  HAB1  single    0.970  0.020  1.090
 V25  CAB  HAB2  single    0.970  0.020  1.090
 V25  CAB  HAB3  single    0.970  0.020  1.090
 V25  CAJ  HAJ   single    0.930  0.020  1.080
 V25  CAK  HAK   single    0.930  0.020  1.080
 V25  CAI  HAI   single    0.930  0.020  1.080
 V25  NAD  HAD1  single    0.860  0.020  1.020
 V25  NAD  HAD2  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
 V25  HAA3  CAA  HAA2  108.60  3.000
 V25  HAA3  CAA  HAA1  108.02  3.000
 V25  HAA2  CAA  HAA1  107.92  3.000
 V25  HAA3  CAA  CAL   111.48  3.000
 V25  HAA2  CAA  CAL   111.62  3.000
 V25  HAA1  CAA  CAL   109.06  3.000
 V25  HAL2  CAL  HAL1  108.07  3.000
 V25  HAL2  CAL  OAM   109.69  3.000
 V25  HAL1  CAL  OAM   109.32  3.000
 V25  HAL2  CAL  CAA   111.07  3.000
 V25  HAL1  CAL  CAA   111.13  3.000
 V25  OAM   CAL  CAA   107.56  3.000
 V25  CAN   OAM  CAL   118.52  3.000
 V25  CAS   CAN  OAE   124.03  3.000
 V25  CAS   CAN  OAM   111.19  3.000
 V25  OAE   CAN  OAM   124.74  3.000
 V25  CAR   CAS  NAV   110.45  3.000
 V25  CAR   CAS  CAN   127.24  3.000
 V25  NAV   CAS  CAN   121.73  3.000
 V25  CAU   NAV  CAB   125.85  3.000
 V25  CAU   NAV  CAS   108.10  3.000
 V25  CAB   NAV  CAS   125.14  3.000
 V25  HAB3  CAB  HAB2  108.65  3.000
 V25  HAB3  CAB  HAB1  109.51  3.000
 V25  HAB2  CAB  HAB1  107.61  3.000
 V25  HAB3  CAB  NAV   111.44  3.000
 V25  HAB2  CAB  NAV   109.69  3.000
 V25  HAB1  CAB  NAV   109.86  3.000
 V25  CAT   CAU  CAQ   119.86  3.000
 V25  CAT   CAU  NAV   108.12  3.000
 V25  CAQ   CAU  NAV   132.01  3.000
 V25  CAP   CAQ  CL1   119.67  3.000
 V25  CAP   CAQ  CAU   117.79  3.000
 V25  CL1   CAQ  CAU   122.48  3.000
 V25  CAJ   CAP  CL2   117.92  3.000
 V25  CAJ   CAP  CAQ   122.24  3.000
 V25  CL2   CAP  CAQ   119.84  3.000
 V25  HAJ   CAJ  CAK   120.69  3.000
 V25  HAJ   CAJ  CAP   119.17  3.000
 V25  CAK   CAJ  CAP   120.14  3.000
 V25  HAK   CAK  CAT   120.62  3.000
 V25  HAK   CAK  CAJ   120.49  3.000
 V25  CAT   CAK  CAJ   118.89  3.000
 V25  CAR   CAT  CAK   131.48  3.000
 V25  CAR   CAT  CAU   107.45  3.000
 V25  CAK   CAT  CAU   121.07  3.000
 V25  CAO   CAR  CAT   124.09  3.000
 V25  CAO   CAR  CAS   129.95  3.000
 V25  CAT   CAR  CAS   105.86  3.000
 V25  CAI   CAO  CAH   118.23  3.000
 V25  CAI   CAO  CAR   123.98  3.000
 V25  CAH   CAO  CAR   117.68  3.000
 V25  NAC   CAH  CAO   180.00  3.000
 V25  HAI   CAI  NAD   114.90  3.000
 V25  HAI   CAI  CAO   118.89  3.000
 V25  NAD   CAI  CAO   126.20  3.000
 V25  HAD2  NAD  HAD1  117.34  3.000
 V25  HAD2  NAD  CAI   121.86  3.000
 V25  HAD1  NAD  CAI   120.65  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
 V25  CONST_01  CAQ   CAU  NAV  CAS   180.00   0.0  0
 V25  CONST_02  CAT   CAU  NAV  CAS     0.00   0.0  0
 V25  CONST_03  CAU   CAT  CAR  CAS     0.00   0.0  0
 V25  CONST_04  CAK   CAT  CAR  CAS   180.00   0.0  0
 V25  CONST_05  CAT   CAR  CAS  NAV     0.00   0.0  0
 V25  CONST_06  CAP   CAQ  CAU  NAV   180.00   0.0  0
 V25  CONST_07  CAK   CAT  CAU  NAV   180.00   0.0  0
 V25  CONST_08  CAR   CAT  CAU  NAV     0.00   0.0  0
 V25  CONST_09  CAR   CAS  NAV  CAU     0.00   0.0  0
 V25  CONST_10  CAJ   CAP  CAQ  CAU     0.00   0.0  0
 V25  CONST_11  CAJ   CAK  CAT  CAU     0.00   0.0  0
 V25  CONST_12  CAK   CAT  CAU  CAQ     0.00   0.0  0
 V25  CONST_13  CAR   CAT  CAU  CAQ   180.00   0.0  0
 V25  CONST_14  CAK   CAJ  CAP  CAQ     0.00   0.0  0
 V25  CONST_15  CAT   CAU  CAQ  CAP     0.00   0.0  0
 V25  CONST_16  CAT   CAK  CAJ  CAP     0.00   0.0  0
 V25  CONST_17  CAR   CAT  CAK  CAJ   180.00   0.0  0
 V25  CONST_18  CAU   NAV  CAS  CAN   180.00   0.0  0
 V25  CONST_19  CAT   CAR  CAS  CAN   180.00   0.0  0
 V25  CONST_20  CAO   CAR  CAS  NAV   180.00   0.0  0
 V25  CONST_21  CL1   CAQ  CAU  NAV     0.00   0.0  0
 V25  CONST_22  CAR   CAS  NAV  CAB   180.00   0.0  0
 V25  CONST_23  CAQ   CAU  NAV  CAB     0.00   0.0  0
 V25  CONST_24  CAT   CAU  NAV  CAB   180.00   0.0  0
 V25  CONST_25  CL2   CAP  CAQ  CAU   180.00   0.0  0
 V25  CONST_26  CAO   CAR  CAT  CAU   180.00   0.0  0
 V25  CONST_27  CAT   CAU  CAQ  CL1   180.00   0.0  0
 V25  CONST_28  CAJ   CAP  CAQ  CL1   180.00   0.0  0
 V25  CONST_29  CAK   CAJ  CAP  CL2   180.00   0.0  0
 V25  CONST_30  CAO   CAR  CAT  CAK     0.00   0.0  0
 V25  CONST_31  HAK   CAK  CAT  CAU   180.00   0.0  0
 V25  CONST_32  HAJ   CAJ  CAP  CAQ   180.00   0.0  0
 V25  Var_01    NAV   CAS  CAN  OAM   156.96  30.0  2
 V25  Var_02    CAH   CAO  CAR  CAS  -107.76  30.0  2
 V25  Var_03    HAB1  CAB  NAV  CAS  -127.63  30.0  2
 V25  Var_04    NAD   CAI  CAO  CAR    -1.45   0.0  2
 V25  Var_05    CAS   CAN  OAM  CAL   174.11  30.0  3
 V25  Var_06    HAA1  CAA  CAL  OAM  -179.35  30.0  3
 V25  Var_07    HAL1  CAL  OAM  CAN    64.54  30.0  1
 V25  Var_08    HAD1  NAD  CAI  CAO  -178.58  30.0  2

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
 V25  plan-1  CAN  0.020
 V25  plan-1  CAS  0.020
 V25  plan-1  NAV  0.020
 V25  plan-1  CAB  0.020
 V25  plan-1  CAU  0.020
 V25  plan-1  CAQ  0.020
 V25  plan-1  CL1  0.020
 V25  plan-1  CAP  0.020
 V25  plan-1  CL2  0.020
 V25  plan-1  CAJ  0.020
 V25  plan-1  CAK  0.020
 V25  plan-1  CAT  0.020
 V25  plan-1  CAR  0.020
 V25  plan-1  CAO  0.020
 V25  plan-1  HAJ  0.020
 V25  plan-1  HAK  0.020
 V25  plan-2  OAM  0.020
 V25  plan-2  CAN  0.020
 V25  plan-2  OAE  0.020
 V25  plan-2  CAS  0.020
 V25  plan-3  CAR  0.020
 V25  plan-3  CAO  0.020
 V25  plan-3  CAH  0.020
 V25  plan-3  CAI  0.020
 V25  plan-3  NAD  0.020
 V25  plan-3  HAI  0.020

