# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr  1 05:18:08 2020
#   Inital geometry file: a 139 line input string
#   Ligand name: (2R)-6-bromo-9-(2-{[(1S)-1-carboxy-2-phenylethyl]amino}-2-oxoethyl)-2,3,4,9-tetrahydro-1H-carbazole-2-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)[C@@H]1CCc2c(C1)n(CC(=O)N[C@@H](Cc3ccccc3)C(O)=O)c4ccc(Br)cc24
#
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
 2VM  2VM  '(2R)-6-bromo-9-(2-{[(1S)-1-carboxy-2-phenylethyl]amino}-2-oxoethyl)-2,3,4,9-tetrahydro-1H-carbazole-2-carboxylic acid'  ligand  53  32  .  2021-08-04  2021-08-04  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_2VM
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
 2VM  CAM  C   CH2    0  -0.510   3.4371   1.9552  -0.3284
 2VM  CAL  C   CH2    0  -0.439   3.0864   3.3823  -0.7491
 2VM  CAK  C   CH1    0  -0.401   2.2482   4.1050   0.3081
 2VM  CBD  C   C      0   0.439   2.0980   5.6146   0.0126
 2VM  OBF  O   O      0  -0.601   0.9796   6.1313   0.2057
 2VM  OBE  O   OC    -1  -0.614   3.1249   6.2095  -0.3731
 2VM  CAJ  C   CH2    0  -0.510   0.9014   3.4081   0.5147
 2VM  CAH  C   CR5    0   0.357   1.0871   1.9331   0.5523
 2VM  CAI  C   CR5    0  -0.045   2.2157   1.2624   0.1760
 2VM  CAE  C   CR56   0   0.051   1.9387  -0.1292   0.3328
 2VM  CAF  C   CR16   0  -0.359   2.6764  -1.2923   0.0998
 2VM  CAA  C   CR6    0  -0.122   2.0587  -2.5059   0.3335
 2VM  BR   BR  BR     0  -0.079   3.0279  -4.1069   0.0242
 2VM  CAB  C   CR16   0  -0.262   0.7360  -2.6043   0.7817
 2VM  CAC  C   CR16   0  -0.305  -0.0031  -1.4584   1.0204
 2VM  CAD  C   CR56   0   0.360   0.6101  -0.2301   0.8047
 2VM  NAG  N   NR5    0  -0.584   0.1230   1.0384   0.9567
 2VM  CAO  C   CH2    0  -0.476  -1.2304   1.3386   1.3144
 2VM  CAP  C   C      0   0.544  -2.1841   1.0577   0.1566
 2VM  OAQ  O   O      0  -0.492  -1.8304   1.2331  -0.9995
 2VM  N    N   NH1    0  -0.608  -3.3850   0.6155   0.5308
 2VM  CA   C   CH1    0  -0.203  -4.4841   0.3849  -0.3717
 2VM  C    C   C      0   0.419  -5.4341   1.6083  -0.4871
 2VM  OXT  O   OC    -1  -0.610  -6.4726   1.4088  -1.1468
 2VM  O    O   O      0  -0.589  -5.0740   2.6641   0.0570
 2VM  CB   C   CH2    0  -0.547  -5.2344  -0.8883   0.0393
 2VM  CG   C   CR6    0   0.169  -4.3302  -2.0863   0.1152
 2VM  CD1  C   CR16   0  -0.326  -3.8571  -2.5581   1.3367
 2VM  CE1  C   CR16   0  -0.244  -2.9996  -3.6497   1.4003
 2VM  CZ   C   CR16   0  -0.272  -2.5969  -4.2873   0.2351
 2VM  CE2  C   CR16   0  -0.237  -3.0614  -3.8265  -0.9908
 2VM  CD2  C   CR16   0  -0.307  -3.9196  -2.7374  -1.0468
 2VM  H1   H   HCH2   0   0.232   3.8664   1.4088  -1.1736
 2VM  H2   H   HCH2   0   0.225   4.2168   1.9767   0.4418
 2VM  H3   H   HCH2   0   0.229   3.9983   3.9464  -0.9404
 2VM  H4   H   HCH2   0   0.214   2.5286   3.3517  -1.6920
 2VM  H5   H   HCH1   0   0.231   2.8033   4.0370   1.2557
 2VM  H7   H   HCH2   0   0.247   0.4353   3.7637   1.4372
 2VM  H8   H   HCH2   0   0.244   0.2059   3.6645  -0.2913
 2VM  H9   H   HCR6   0   0.261   3.6966  -1.2357  -0.2586
 2VM  H10  H   HCR6   0   0.262   0.2776  -3.5708   0.9394
 2VM  H11  H   HCR6   0   0.270  -1.0335  -1.5448   1.3433
 2VM  H12  H   HCH2   0   0.284  -1.5114   0.7790   2.2096
 2VM  H13  H   HCH2   0   0.311  -1.3083   2.3951   1.5757
 2VM  H14  H   HNH1   0   0.392  -3.5853   0.5758   1.5183
 2VM  H15  H   HCH1   0   0.254  -4.0542   0.2164  -1.3631
 2VM  H17  H   HCH2   0   0.245  -5.7248  -0.7307   1.0050
 2VM  H18  H   HCH2   0   0.257  -6.0250  -1.0560  -0.6911
 2VM  H19  H   HCR6   0   0.244  -4.1697  -2.0724   2.2540
 2VM  H20  H   HCR6   0   0.253  -2.6466  -4.0002   2.3621
 2VM  H21  H   HCR6   0   0.251  -1.9290  -5.1380   0.2808
 2VM  H22  H   HCR6   0   0.250  -2.7587  -4.3199  -1.9059
 2VM  H23  H   HCR6   0   0.244  -4.2782  -2.3896  -2.0095

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
 2VM  CE2  CZ   aromatic  1.390  0.020  1.390
 2VM  CE2  CD2  aromatic  1.388  0.020  1.388
 2VM  CZ   CE1  aromatic  1.388  0.020  1.388
 2VM  CD2  CG   aromatic  1.394  0.020  1.394
 2VM  CE1  CD1  aromatic  1.390  0.020  1.390
 2VM  CG   CD1  aromatic  1.392  0.020  1.392
 2VM  CG   CB   single    1.503  0.020  1.503
 2VM  OBF  CBD  deloc     1.247  0.020  1.247
 2VM  CAL  CAM  single    1.529  0.020  1.529
 2VM  CAL  CAK  single    1.531  0.020  1.531
 2VM  CAM  CAI  single    1.492  0.020  1.492
 2VM  CBD  OBE  deloc     1.248  0.020  1.248
 2VM  CBD  CAK  single    1.546  0.020  1.546
 2VM  CB   CA   single    1.534  0.020  1.534
 2VM  CAK  CAJ  single    1.530  0.020  1.530
 2VM  CAI  CAE  aromatic  1.428  0.020  1.428
 2VM  CAI  CAH  aromatic  1.366  0.020  1.366
 2VM  CAF  CAE  aromatic  1.397  0.020  1.397
 2VM  CAF  CAA  aromatic  1.382  0.020  1.382
 2VM  CA   C    single    1.553  0.020  1.553
 2VM  CA   N    single    1.441  0.020  1.441
 2VM  CAJ  CAH  single    1.487  0.020  1.487
 2VM  CAE  CAD  aromatic  1.414  0.020  1.414
 2VM  BR   CAA  single    1.897  0.020  1.897
 2VM  CAH  NAG  aromatic  1.376  0.020  1.376
 2VM  CAA  CAB  aromatic  1.400  0.020  1.400
 2VM  C    O    deloc     1.241  0.020  1.241
 2VM  C    OXT  deloc     1.246  0.020  1.246
 2VM  N    CAP  single    1.333  0.020  1.333
 2VM  CAD  NAG  aromatic  1.367  0.020  1.367
 2VM  CAD  CAC  aromatic  1.390  0.020  1.390
 2VM  NAG  CAO  single    1.432  0.020  1.432
 2VM  CAB  CAC  aromatic  1.384  0.020  1.384
 2VM  CAP  OAQ  double    1.222  0.020  1.222
 2VM  CAP  CAO  single    1.526  0.020  1.526
 2VM  CAM  H1   single    0.970  0.020  1.090
 2VM  CAM  H2   single    0.970  0.020  1.090
 2VM  CAL  H3   single    0.970  0.020  1.090
 2VM  CAL  H4   single    0.970  0.020  1.090
 2VM  CAK  H5   single    0.970  0.020  1.090
 2VM  CAJ  H7   single    0.970  0.020  1.090
 2VM  CAJ  H8   single    0.970  0.020  1.090
 2VM  CAF  H9   single    0.930  0.020  1.080
 2VM  CAB  H10  single    0.930  0.020  1.080
 2VM  CAC  H11  single    0.930  0.020  1.080
 2VM  CAO  H12  single    0.970  0.020  1.090
 2VM  CAO  H13  single    0.970  0.020  1.090
 2VM  N    H14  single    0.860  0.020  1.020
 2VM  CA   H15  single    0.970  0.020  1.090
 2VM  CB   H17  single    0.970  0.020  1.090
 2VM  CB   H18  single    0.970  0.020  1.090
 2VM  CD1  H19  single    0.930  0.020  1.080
 2VM  CE1  H20  single    0.930  0.020  1.080
 2VM  CZ   H21  single    0.930  0.020  1.080
 2VM  CE2  H22  single    0.930  0.020  1.080
 2VM  CD2  H23  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
 2VM  H2   CAM  H1   105.88  3.000
 2VM  H2   CAM  CAI  110.72  3.000
 2VM  H1   CAM  CAI  110.51  3.000
 2VM  H2   CAM  CAL  109.77  3.000
 2VM  H1   CAM  CAL  110.10  3.000
 2VM  CAI  CAM  CAL  109.80  3.000
 2VM  H4   CAL  H3   106.83  3.000
 2VM  H4   CAL  CAK  109.19  3.000
 2VM  H3   CAL  CAK  109.59  3.000
 2VM  H4   CAL  CAM  109.12  3.000
 2VM  H3   CAL  CAM  109.86  3.000
 2VM  CAK  CAL  CAM  112.11  3.000
 2VM  H5   CAK  CAJ  107.43  3.000
 2VM  H5   CAK  CBD  105.90  3.000
 2VM  CAJ  CAK  CBD  112.65  3.000
 2VM  H5   CAK  CAL  106.82  3.000
 2VM  CAJ  CAK  CAL  111.11  3.000
 2VM  CBD  CAK  CAL  112.48  3.000
 2VM  OBE  CBD  OBF  126.04  3.000
 2VM  OBE  CBD  CAK  116.41  3.000
 2VM  OBF  CBD  CAK  117.53  3.000
 2VM  H8   CAJ  H7   105.91  3.000
 2VM  H8   CAJ  CAH  109.28  3.000
 2VM  H7   CAJ  CAH  110.77  3.000
 2VM  H8   CAJ  CAK  110.67  3.000
 2VM  H7   CAJ  CAK  109.94  3.000
 2VM  CAH  CAJ  CAK  110.20  3.000
 2VM  NAG  CAH  CAI  109.92  3.000
 2VM  NAG  CAH  CAJ  124.39  3.000
 2VM  CAI  CAH  CAJ  125.68  3.000
 2VM  CAE  CAI  CAH  106.74  3.000
 2VM  CAH  CAI  CAM  122.80  3.000
 2VM  CAE  CAI  CAM  130.44  3.000
 2VM  CAD  CAE  CAF  119.51  3.000
 2VM  CAD  CAE  CAI  106.78  3.000
 2VM  CAF  CAE  CAI  133.70  3.000
 2VM  H9   CAF  CAA  121.54  3.000
 2VM  H9   CAF  CAE  120.62  3.000
 2VM  CAA  CAF  CAE  117.84  3.000
 2VM  CAB  CAA  BR   118.40  3.000
 2VM  CAB  CAA  CAF  122.56  3.000
 2VM  BR   CAA  CAF  119.03  3.000
 2VM  H10  CAB  CAC  119.24  3.000
 2VM  H10  CAB  CAA  120.66  3.000
 2VM  CAC  CAB  CAA  120.10  3.000
 2VM  H11  CAC  CAD  122.44  3.000
 2VM  H11  CAC  CAB  119.56  3.000
 2VM  CAD  CAC  CAB  117.99  3.000
 2VM  NAG  CAD  CAC  130.21  3.000
 2VM  CAC  CAD  CAE  121.98  3.000
 2VM  NAG  CAD  CAE  107.80  3.000
 2VM  CAO  NAG  CAD  123.99  3.000
 2VM  CAO  NAG  CAH  126.83  3.000
 2VM  CAD  NAG  CAH  108.72  3.000
 2VM  H13  CAO  H12  106.34  3.000
 2VM  H13  CAO  CAP  108.38  3.000
 2VM  H12  CAO  CAP  111.51  3.000
 2VM  H13  CAO  NAG  109.29  3.000
 2VM  H12  CAO  NAG  109.90  3.000
 2VM  CAP  CAO  NAG  111.26  3.000
 2VM  N    CAP  OAQ  125.03  3.000
 2VM  OAQ  CAP  CAO  120.70  3.000
 2VM  N    CAP  CAO  114.27  3.000
 2VM  H14  N    CA   117.11  3.000
 2VM  H14  N    CAP  117.82  3.000
 2VM  CA   N    CAP  124.36  3.000
 2VM  H15  CA   CB   107.89  3.000
 2VM  H15  CA   C    107.12  3.000
 2VM  CB   CA   C    112.00  3.000
 2VM  H15  CA   N    107.01  3.000
 2VM  C    CA   N    112.78  3.000
 2VM  CB   CA   N    109.76  3.000
 2VM  O    C    OXT  127.59  3.000
 2VM  OXT  C    CA   115.01  3.000
 2VM  O    C    CA   117.39  3.000
 2VM  H18  CB   H17  106.77  3.000
 2VM  H18  CB   CG   110.36  3.000
 2VM  H17  CB   CG   109.87  3.000
 2VM  H18  CB   CA   107.64  3.000
 2VM  H17  CB   CA   109.63  3.000
 2VM  CG   CB   CA   112.39  3.000
 2VM  CD2  CG   CD1  118.23  3.000
 2VM  CD1  CG   CB   121.26  3.000
 2VM  CD2  CG   CB   120.50  3.000
 2VM  H19  CD1  CE1  119.42  3.000
 2VM  H19  CD1  CG   119.51  3.000
 2VM  CE1  CD1  CG   121.07  3.000
 2VM  H20  CE1  CZ   120.16  3.000
 2VM  H20  CE1  CD1  119.74  3.000
 2VM  CZ   CE1  CD1  120.09  3.000
 2VM  H21  CZ   CE2  120.27  3.000
 2VM  H21  CZ   CE1  120.30  3.000
 2VM  CE2  CZ   CE1  119.43  3.000
 2VM  H22  CE2  CD2  119.76  3.000
 2VM  H22  CE2  CZ   120.07  3.000
 2VM  CD2  CE2  CZ   120.17  3.000
 2VM  H23  CD2  CE2  119.47  3.000
 2VM  H23  CD2  CG   119.52  3.000
 2VM  CE2  CD2  CG   121.01  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
 2VM  CONST_01  CAF  CAE  CAI  CAH  180.00   0.0  0
 2VM  CONST_02  CAD  CAE  CAI  CAH    0.00   0.0  0
 2VM  CONST_03  CAE  CAD  NAG  CAH    0.00   0.0  0
 2VM  CONST_04  CAC  CAD  NAG  CAH  180.00   0.0  0
 2VM  CONST_05  CAA  CAF  CAE  CAI  180.00   0.0  0
 2VM  CONST_06  NAG  CAD  CAE  CAI    0.00   0.0  0
 2VM  CONST_07  CAC  CAD  CAE  CAI  180.00   0.0  0
 2VM  CONST_08  CAD  NAG  CAH  CAI    0.00   0.0  0
 2VM  CONST_09  NAG  CAH  CAI  CAE    0.00   0.0  0
 2VM  CONST_10  CAB  CAA  CAF  CAE    0.00   0.0  0
 2VM  CONST_11  CAB  CAC  CAD  CAE    0.00   0.0  0
 2VM  CONST_12  NAG  CAD  CAE  CAF  180.00   0.0  0
 2VM  CONST_13  CAC  CAD  CAE  CAF    0.00   0.0  0
 2VM  CONST_14  CAC  CAB  CAA  CAF    0.00   0.0  0
 2VM  CONST_15  CAD  CAE  CAF  CAA    0.00   0.0  0
 2VM  CONST_16  CAD  CAC  CAB  CAA    0.00   0.0  0
 2VM  CONST_17  NAG  CAD  CAC  CAB  180.00   0.0  0
 2VM  CONST_18  CZ   CE2  CD2  CG     0.00   0.0  0
 2VM  CONST_19  CZ   CE1  CD1  CG     0.00   0.0  0
 2VM  CONST_20  CE2  CZ   CE1  CD1    0.00   0.0  0
 2VM  CONST_21  CE2  CD2  CG   CD1    0.00   0.0  0
 2VM  CONST_22  CD2  CE2  CZ   CE1    0.00   0.0  0
 2VM  CONST_23  CD2  CG   CD1  CE1    0.00   0.0  0
 2VM  CONST_24  CAO  NAG  CAH  CAJ    0.00   0.0  0
 2VM  CONST_25  CAO  NAG  CAH  CAI  180.00   0.0  0
 2VM  CONST_26  BR   CAA  CAF  CAE  180.00   0.0  0
 2VM  CONST_27  CAO  NAG  CAD  CAE  180.00   0.0  0
 2VM  CONST_28  CAC  CAB  CAA  BR   180.00   0.0  0
 2VM  CONST_29  CAO  NAG  CAD  CAC    0.00   0.0  0
 2VM  CONST_30  CE2  CD2  CG   CB   180.00   0.0  0
 2VM  CONST_31  CE1  CD1  CG   CB   180.00   0.0  0
 2VM  CONST_32  H9   CAF  CAE  CAI    0.00   0.0  0
 2VM  CONST_33  H11  CAC  CAD  CAE  180.00   0.0  0
 2VM  CONST_34  H10  CAB  CAA  CAF  180.00   0.0  0
 2VM  CONST_35  H22  CE2  CD2  CG   180.00   0.0  0
 2VM  CONST_36  H20  CE1  CD1  CG   180.00   0.0  0
 2VM  CONST_37  H21  CZ   CE1  CD1  180.00   0.0  0
 2VM  CONST_38  H23  CD2  CG   CD1  180.00   0.0  0
 2VM  CONST_39  H19  CD1  CE1  CZ   180.00   0.0  0
 2VM  CONST_40  CA   N    CAP  CAO  180.00   0.0  0
 2VM  CONST_41  CA   N    CAP  OAQ    0.00   0.0  0
 2VM  CONST_42  H14  N    CAP  CAO    0.00   0.0  0
 2VM  Var_01    CAE  CAI  CAM  CAL  160.75  30.0  1
 2VM  Var_02    CAI  CAM  CAL  CAK   47.40  30.0  1
 2VM  Var_03    CAI  CAH  CAJ  CAK  -13.21  30.0  1
 2VM  Var_04    CAP  CAO  NAG  CAH   99.03  30.0  2
 2VM  Var_05    CD2  CG   CB   CA   -77.46  30.0  2
 2VM  Var_06    N    CAP  CAO  NAG  145.83  30.0  1

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
 2VM  chir_01  CAK  CAL  CBD  CAJ  negativ
 2VM  chir_02  CA   CB   C    N    negativ

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
 2VM  plan-1  CB   0.020
 2VM  plan-1  CG   0.020
 2VM  plan-1  CD1  0.020
 2VM  plan-1  CE1  0.020
 2VM  plan-1  CZ   0.020
 2VM  plan-1  CE2  0.020
 2VM  plan-1  CD2  0.020
 2VM  plan-1  H19  0.020
 2VM  plan-1  H20  0.020
 2VM  plan-1  H21  0.020
 2VM  plan-1  H22  0.020
 2VM  plan-1  H23  0.020
 2VM  plan-2  CAM  0.020
 2VM  plan-2  CAJ  0.020
 2VM  plan-2  CAH  0.020
 2VM  plan-2  CAI  0.020
 2VM  plan-2  CAE  0.020
 2VM  plan-2  CAF  0.020
 2VM  plan-2  CAA  0.020
 2VM  plan-2  BR   0.020
 2VM  plan-2  CAB  0.020
 2VM  plan-2  CAC  0.020
 2VM  plan-2  CAD  0.020
 2VM  plan-2  NAG  0.020
 2VM  plan-2  CAO  0.020
 2VM  plan-2  H9   0.020
 2VM  plan-2  H10  0.020
 2VM  plan-2  H11  0.020
 2VM  plan-3  CAO  0.020
 2VM  plan-3  CAP  0.020
 2VM  plan-3  OAQ  0.020
 2VM  plan-3  N    0.020
 2VM  plan-3  CA   0.020
 2VM  plan-3  H14  0.020
 2VM  plan-4  CAK  0.020
 2VM  plan-4  CBD  0.020
 2VM  plan-4  OBF  0.020
 2VM  plan-4  OBE  0.020
 2VM  plan-5  CA   0.020
 2VM  plan-5  C    0.020
 2VM  plan-5  OXT  0.020
 2VM  plan-5  O    0.020

