# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Mar 31 22:25:26 2020
#   Inital geometry file: a 107 line input string
#   Ligand name: (2R)-6-bromo-9-{2-[(carboxymethyl)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)CNC(=O)Cn1c2C[C@@H](CCc2c3cc(Br)ccc13)C(O)=O
#
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
 2VE  2VE  '(2R)-6-bromo-9-{2-[(carboxymethyl)amino]-2-oxoethyl}-2,3,4,9-tetrahydro-1H-carbazole-2-carboxylic acid'  ligand  40  25  .  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_2VE
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
 2VE  OAX  O   O      0  -0.599   4.3787  -4.3594   1.1081
 2VE  CAW  C   C      0   0.400   4.6265  -4.1743  -0.0991
 2VE  OAY  O   OC    -1  -0.608   5.3217  -4.8798  -0.8490
 2VE  CAV  C   CH2    0  -0.411   4.0020  -2.9277  -0.7602
 2VE  NAU  N   NH1    0  -0.631   3.2322  -2.1748   0.1967
 2VE  C    C   C      0   0.545   2.5464  -1.0707  -0.0901
 2VE  O    O   O      0  -0.494   2.4648  -0.5776  -1.2061
 2VE  CA   C   CH2    0  -0.475   1.8718  -0.4142   1.1115
 2VE  N    N   NR5    0  -0.584   0.6435   0.2258   0.7474
 2VE  CAH  C   CR5    0   0.360   0.4853   1.5457   0.3917
 2VE  CAJ  C   CH2    0  -0.511   1.5706   2.5618   0.4339
 2VE  CAK  C   CH1    0  -0.403   1.1260   3.8335  -0.2942
 2VE  CAO  C   C      0   0.439   2.0980   5.0165  -0.0845
 2VE  OAQ  O   O      0  -0.600   3.1850   4.7801   0.4792
 2VE  OAP  O   OC    -1  -0.615   1.7232   6.1234  -0.5226
 2VE  CAL  C   CH2    0  -0.438  -0.3158   4.2009   0.0644
 2VE  CAM  C   CH2    0  -0.510  -1.3110   3.1250  -0.3703
 2VE  CAI  C   CR5    0  -0.042  -0.8103   1.7773   0.0273
 2VE  CAB  C   CR5    0   0.050  -1.4956   0.5300   0.1317
 2VE  CAA  C   CR5    0   0.359  -0.5485  -0.4219   0.5745
 2VE  CAF  C   C1     0  -0.312  -0.8861  -1.7558   0.7732
 2VE  CAE  C   C1     0  -0.261  -2.1951  -2.1394   0.5355
 2VE  CAD  C   C      0  -0.124  -3.1356  -1.1944   0.1075
 2VE  BR   BR  BR     0  -0.078  -4.9175  -1.7687  -0.1997
 2VE  CAC  C   C1     0  -0.356  -2.8146   0.1329  -0.1001
 2VE  H2   H   HCH2   0   0.244   4.7991  -2.3137  -1.1902
 2VE  H3   H   HCH2   0   0.244   3.3733  -3.2489  -1.5964
 2VE  H4   H   HNH1   0   0.390   3.2379  -2.5559   1.1332
 2VE  H5   H   HCH2   0   0.288   1.6902  -1.1340   1.9116
 2VE  H6   H   HCH2   0   0.313   2.5544   0.3309   1.5245
 2VE  H7   H   HCH2   0   0.243   1.8309   2.7890   1.4731
 2VE  H8   H   HCH2   0   0.246   2.4800   2.1691  -0.0271
 2VE  H9   H   HCH1   0   0.231   1.1415   3.6154  -1.3721
 2VE  H11  H   HCH2   0   0.214  -0.3929   4.3478   1.1478
 2VE  H12  H   HCH2   0   0.230  -0.5745   5.1507  -0.4019
 2VE  H13  H   HCH2   0   0.233  -2.2913   3.3209   0.0745
 2VE  H14  H   HCH2   0   0.226  -1.4595   3.1764  -1.4552
 2VE  H15  H   H      0   0.265  -0.1618  -2.4914   1.1005
 2VE  H16  H   H      0   0.270  -2.4811  -3.1718   0.6837
 2VE  H17  H   H      0   0.261  -3.5557   0.8495  -0.4316

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
 2VE  O    C    double    1.223  0.020  1.223
 2VE  CA   C    single    1.526  0.020  1.526
 2VE  CA   N    single    1.432  0.020  1.432
 2VE  C    NAU  single    1.331  0.020  1.331
 2VE  CAF  CAE  aromatic  1.385  0.020  1.385
 2VE  CAF  CAA  aromatic  1.390  0.020  1.390
 2VE  N    CAA  aromatic  1.368  0.020  1.368
 2VE  N    CAH  aromatic  1.376  0.020  1.376
 2VE  CAE  CAD  aromatic  1.400  0.020  1.400
 2VE  CAA  CAB  aromatic  1.414  0.020  1.414
 2VE  NAU  CAV  single    1.440  0.020  1.440
 2VE  CAH  CAJ  single    1.487  0.020  1.487
 2VE  CAH  CAI  aromatic  1.366  0.020  1.366
 2VE  CAJ  CAK  single    1.531  0.020  1.531
 2VE  CAV  CAW  single    1.543  0.020  1.543
 2VE  CAD  CAC  aromatic  1.381  0.020  1.381
 2VE  CAD  BR   single    1.897  0.020  1.897
 2VE  CAB  CAI  aromatic  1.427  0.020  1.427
 2VE  CAB  CAC  aromatic  1.397  0.020  1.397
 2VE  CAI  CAM  single    1.492  0.020  1.492
 2VE  CAK  CAO  single    1.545  0.020  1.545
 2VE  CAK  CAL  single    1.530  0.020  1.530
 2VE  OAQ  CAO  deloc     1.247  0.020  1.247
 2VE  CAO  OAP  deloc     1.248  0.020  1.248
 2VE  CAW  OAX  deloc     1.246  0.020  1.246
 2VE  CAW  OAY  deloc     1.242  0.020  1.242
 2VE  CAM  CAL  single    1.529  0.020  1.529
 2VE  CAV  H2   single    0.970  0.020  1.090
 2VE  CAV  H3   single    0.970  0.020  1.090
 2VE  NAU  H4   single    0.860  0.020  1.020
 2VE  CA   H5   single    0.970  0.020  1.090
 2VE  CA   H6   single    0.970  0.020  1.090
 2VE  CAJ  H7   single    0.970  0.020  1.090
 2VE  CAJ  H8   single    0.970  0.020  1.090
 2VE  CAK  H9   single    0.970  0.020  1.090
 2VE  CAL  H11  single    0.970  0.020  1.090
 2VE  CAL  H12  single    0.970  0.020  1.090
 2VE  CAM  H13  single    0.970  0.020  1.090
 2VE  CAM  H14  single    0.970  0.020  1.090
 2VE  CAF  H15  single    0.930  0.020  1.080
 2VE  CAE  H16  single    0.930  0.020  1.080
 2VE  CAC  H17  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
 2VE  CAV  CAW  OAY  115.25  3.000
 2VE  OAY  CAW  OAX  127.71  3.000
 2VE  CAV  CAW  OAX  117.04  3.000
 2VE  H3   CAV  H2   106.44  3.000
 2VE  H3   CAV  NAU  110.73  3.000
 2VE  H2   CAV  NAU  110.92  3.000
 2VE  H3   CAV  CAW  108.82  3.000
 2VE  H2   CAV  CAW  109.08  3.000
 2VE  NAU  CAV  CAW  110.73  3.000
 2VE  H4   NAU  C    121.01  3.000
 2VE  H4   NAU  CAV  114.53  3.000
 2VE  C    NAU  CAV  124.46  3.000
 2VE  CA   C    O    121.03  3.000
 2VE  CA   C    NAU  114.51  3.000
 2VE  O    C    NAU  124.44  3.000
 2VE  H6   CA   H5   106.07  3.000
 2VE  H6   CA   N    109.12  3.000
 2VE  H5   CA   N    109.78  3.000
 2VE  H6   CA   C    108.36  3.000
 2VE  H5   CA   C    111.53  3.000
 2VE  N    CA   C    111.79  3.000
 2VE  CAA  N    CAH  108.74  3.000
 2VE  CAH  N    CA   126.37  3.000
 2VE  CAA  N    CA   124.62  3.000
 2VE  CAI  CAH  CAJ  125.74  3.000
 2VE  CAI  CAH  N    109.92  3.000
 2VE  CAJ  CAH  N    124.33  3.000
 2VE  H8   CAJ  H7   106.09  3.000
 2VE  H8   CAJ  CAK  109.84  3.000
 2VE  H7   CAJ  CAK  110.36  3.000
 2VE  H8   CAJ  CAH  110.48  3.000
 2VE  H7   CAJ  CAH  110.01  3.000
 2VE  CAK  CAJ  CAH  110.00  3.000
 2VE  H9   CAK  CAL  106.89  3.000
 2VE  H9   CAK  CAO  106.02  3.000
 2VE  CAL  CAK  CAO  112.14  3.000
 2VE  H9   CAK  CAJ  107.29  3.000
 2VE  CAL  CAK  CAJ  111.19  3.000
 2VE  CAO  CAK  CAJ  112.87  3.000
 2VE  OAP  CAO  OAQ  126.05  3.000
 2VE  OAP  CAO  CAK  116.26  3.000
 2VE  OAQ  CAO  CAK  117.67  3.000
 2VE  H12  CAL  H11  106.83  3.000
 2VE  H12  CAL  CAM  109.71  3.000
 2VE  H11  CAL  CAM  109.24  3.000
 2VE  H12  CAL  CAK  109.44  3.000
 2VE  H11  CAL  CAK  109.28  3.000
 2VE  CAM  CAL  CAK  112.19  3.000
 2VE  H14  CAM  H13  105.82  3.000
 2VE  H14  CAM  CAI  110.59  3.000
 2VE  H13  CAM  CAI  110.74  3.000
 2VE  H14  CAM  CAL  109.67  3.000
 2VE  H13  CAM  CAL  109.97  3.000
 2VE  CAI  CAM  CAL  109.97  3.000
 2VE  CAB  CAI  CAM  130.39  3.000
 2VE  CAM  CAI  CAH  122.87  3.000
 2VE  CAB  CAI  CAH  106.73  3.000
 2VE  CAC  CAB  CAA  119.55  3.000
 2VE  CAC  CAB  CAI  133.62  3.000
 2VE  CAA  CAB  CAI  106.84  3.000
 2VE  CAF  CAA  CAB  121.88  3.000
 2VE  CAB  CAA  N    107.74  3.000
 2VE  CAF  CAA  N    130.39  3.000
 2VE  H15  CAF  CAE  119.74  3.000
 2VE  H15  CAF  CAA  122.18  3.000
 2VE  CAE  CAF  CAA  118.09  3.000
 2VE  H16  CAE  CAD  120.57  3.000
 2VE  H16  CAE  CAF  119.40  3.000
 2VE  CAD  CAE  CAF  120.03  3.000
 2VE  CAC  CAD  BR   119.00  3.000
 2VE  BR   CAD  CAE  118.43  3.000
 2VE  CAC  CAD  CAE  122.57  3.000
 2VE  H17  CAC  CAD  121.52  3.000
 2VE  H17  CAC  CAB  120.59  3.000
 2VE  CAD  CAC  CAB  117.88  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
 2VE  CONST_01  CAE  CAF  CAA  N     180.00   0.0  0
 2VE  CONST_02  CAI  CAB  CAA  N       0.00   0.0  0
 2VE  CONST_03  CAC  CAB  CAA  N     180.00   0.0  0
 2VE  CONST_04  CAB  CAI  CAH  N       0.00   0.0  0
 2VE  CONST_05  CAF  CAA  N    CAH   180.00   0.0  0
 2VE  CONST_06  CAB  CAA  N    CAH     0.00   0.0  0
 2VE  CONST_07  CAA  CAB  CAI  CAH     0.00   0.0  0
 2VE  CONST_08  CAC  CAB  CAI  CAH   180.00   0.0  0
 2VE  CONST_09  CAA  N    CAH  CAI     0.00   0.0  0
 2VE  CONST_10  CAF  CAA  CAB  CAI   180.00   0.0  0
 2VE  CONST_11  CAD  CAC  CAB  CAI   180.00   0.0  0
 2VE  CONST_12  CAE  CAF  CAA  CAB     0.00   0.0  0
 2VE  CONST_13  CAE  CAD  CAC  CAB     0.00   0.0  0
 2VE  CONST_14  CAD  CAE  CAF  CAA     0.00   0.0  0
 2VE  CONST_15  CAD  CAC  CAB  CAA     0.00   0.0  0
 2VE  CONST_16  CAC  CAD  CAE  CAF     0.00   0.0  0
 2VE  CONST_17  CAC  CAB  CAA  CAF     0.00   0.0  0
 2VE  CONST_18  CAF  CAA  N    CA      0.00   0.0  0
 2VE  CONST_19  CAB  CAA  N    CA    180.00   0.0  0
 2VE  CONST_20  CAJ  CAH  N    CA      0.00   0.0  0
 2VE  CONST_21  CAI  CAH  N    CA    180.00   0.0  0
 2VE  CONST_22  BR   CAD  CAC  CAB   180.00   0.0  0
 2VE  CONST_23  BR   CAD  CAE  CAF   180.00   0.0  0
 2VE  CONST_24  H15  CAF  CAA  N       0.00   0.0  0
 2VE  CONST_25  H17  CAC  CAB  CAI     0.00   0.0  0
 2VE  CONST_26  H16  CAE  CAF  CAA   180.00   0.0  0
 2VE  CONST_27  O    C    NAU  CAV     0.00   0.0  0
 2VE  CONST_28  CA   C    NAU  CAV   180.00   0.0  0
 2VE  CONST_29  H4   NAU  C    O     180.00   0.0  0
 2VE  Var_01    CAK  CAJ  CAH  N     168.32  30.0  1
 2VE  Var_02    CAL  CAM  CAI  CAH   -15.81  30.0  1
 2VE  Var_03    CAI  CAM  CAL  CAK    46.45  30.0  1
 2VE  Var_04    CAA  N    CA   C      80.29  30.0  2
 2VE  Var_05    N    CA   C    NAU  -147.60  30.0  1
 2VE  Var_06    NAU  CAV  CAW  OAX     0.81  30.0  2
 2VE  Var_07    C    NAU  CAV  CAW  -178.04  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
 2VE  chir_01  CAK  CAJ  CAO  CAL  positiv

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
 2VE  plan-1  CAV  0.020
 2VE  plan-1  NAU  0.020
 2VE  plan-1  C    0.020
 2VE  plan-1  O    0.020
 2VE  plan-1  CA   0.020
 2VE  plan-1  H4   0.020
 2VE  plan-2  CA   0.020
 2VE  plan-2  N    0.020
 2VE  plan-2  CAH  0.020
 2VE  plan-2  CAJ  0.020
 2VE  plan-2  CAM  0.020
 2VE  plan-2  CAI  0.020
 2VE  plan-2  CAB  0.020
 2VE  plan-2  CAA  0.020
 2VE  plan-2  CAF  0.020
 2VE  plan-2  CAE  0.020
 2VE  plan-2  CAD  0.020
 2VE  plan-2  BR   0.020
 2VE  plan-2  CAC  0.020
 2VE  plan-2  H15  0.020
 2VE  plan-2  H16  0.020
 2VE  plan-2  H17  0.020
 2VE  plan-3  OAX  0.020
 2VE  plan-3  CAW  0.020
 2VE  plan-3  OAY  0.020
 2VE  plan-3  CAV  0.020
 2VE  plan-4  CAK  0.020
 2VE  plan-4  CAO  0.020
 2VE  plan-4  OAQ  0.020
 2VE  plan-4  OAP  0.020

