# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Mar 31 14:39:28 2020
#   Inital geometry file: a 137 line input string
#   Ligand name: (2S)-1-(cyclohexylamino)-3-(6-methyl-1,2,3,4-tetrahydro-9H-carbazol-9-yl)propan-2-ol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1ccc2n(C[C@@H](O)CNC3CCCCC3)c4CCCCc4c2c1
#
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
 3LP  3LP  (2S)-1-(cyclohexylamino)-3-(6-methyl-1,2,3,4-tetrahydro-9H-carbazol-9-yl)propan-2-ol  ligand  57  25  .  2022-07-22  2022-07-26
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_3LP
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
 3LP  OAB   O  OH1   0  -0.663   2.6607   2.2096  -4.6782
 3LP  CAW   C  CH1   0   0.015   2.5630   0.8545  -4.3062
 3LP  CAO   C  CH2   0  -0.269   1.7896   0.7770  -3.0024
 3LP  NAQ   N  NH1   0  -0.612   2.5223   1.4018  -1.9187
 3LP  CAX   C  CH1   0  -0.027   1.8760   1.2802  -0.6205
 3LP  CAN   C  CH2   0  -0.450   2.8971   1.5403   0.4837
 3LP  CAJ   C  CH2   0  -0.435   2.2663   1.4470   1.8683
 3LP  CAF   C  CH2   0  -0.429   1.0877   2.4050   2.0014
 3LP  CAI   C  CH2   0  -0.434   0.0642   2.1665   0.8963
 3LP  CAM   C  CH2   0  -0.431   0.7049   2.2520  -0.4860
 3LP  CAP   C  CH2   0  -0.376   1.8846   0.0614  -5.4327
 3LP  NAY   N  NR5   0  -0.589   1.8543  -1.3630  -5.2126
 3LP  CAV   C  CR56  0   0.325   0.8023  -2.0782  -4.6960
 3LP  CAD   C  CR16  0  -0.302  -0.4615  -1.6661  -4.2842
 3LP  CAC   C  CR16  0  -0.325  -1.3295  -2.6297  -3.8013
 3LP  CAR   C  CR6   0   0.084  -0.9734  -3.9883  -3.7162
 3LP  CAA   C  CH3   0  -0.722  -1.9674  -4.9974  -3.2104
 3LP  CAE   C  CR16  0  -0.432   0.2914  -4.3811  -4.1256
 3LP  CAU   C  CR56  0   0.064   1.1920  -3.4333  -4.6208
 3LP  CAS   C  CR5   0  -0.044   2.5296  -3.5060  -5.1185
 3LP  CAT   C  CR5   0   0.320   2.8921  -2.2342  -5.4601
 3LP  CAK   C  CH2   0  -0.507   3.4210  -4.6910  -5.2973
 3LP  CAG   C  CH2   0  -0.448   4.5647  -4.3470  -6.2531
 3LP  CAH   C  CH2   0  -0.441   5.1945  -2.9986  -5.9123
 3LP  CAL   C  CH2   0  -0.519   4.1989  -1.8450  -6.0611
 3LP  HAA1  H  HCH3  0   0.238  -1.4780  -5.8114  -2.6757
 3LP  HAA2  H  HCH3  0   0.237  -2.6915  -4.5425  -2.5343
 3LP  HAA3  H  HCH3  0   0.240  -2.5325  -5.4459  -4.0307
 3LP  HAC   H  HCR6  0   0.238  -2.3152  -2.3246  -3.4704
 3LP  HAD   H  HCR6  0   0.253  -0.7684  -0.6281  -4.3232
 3LP  HAE   H  HCR6  0   0.229   0.5831  -5.4243  -4.0614
 3LP  HAK1  H  HCH2  0   0.227   3.8292  -5.0145  -4.3332
 3LP  HAK2  H  HCH2  0   0.233   2.8559  -5.5437  -5.6844
 3LP  HAG1  H  HCH2  0   0.233   5.3232  -5.1314  -6.2224
 3LP  HAG2  H  HCH2  0   0.222   4.1838  -4.3170  -7.2788
 3LP  HAH1  H  HCH2  0   0.238   6.0582  -2.8105  -6.5519
 3LP  HAH2  H  HCH2  0   0.226   5.5656  -3.0230  -4.8832
 3LP  HAL1  H  HCH2  0   0.251   4.0638  -1.5982  -7.1204
 3LP  HAL2  H  HCH2  0   0.254   4.6073  -0.9456  -5.5916
 3LP  HAP1  H  HCH2  0   0.270   2.4063   0.2581  -6.3731
 3LP  HAP2  H  HCH2  0   0.268   0.8618   0.4170  -5.5731
 3LP  HAW   H  HCH1  0   0.209   3.5624   0.4225  -4.1383
 3LP  HAB   H  HOH1  0   0.453   3.2549   2.2800  -5.4319
 3LP  HAO1  H  HCH2  0   0.223   0.8284   1.2823  -3.1418
 3LP  HAO2  H  HCH2  0   0.209   1.5575  -0.2772  -2.7900
 3LP  HAQ   H  HNH1  0   0.337   3.4288   0.9500  -1.8605
 3LP  HAX   H  HCH1  0   0.178   1.4805   0.2579  -0.4692
 3LP  HAM1  H  HCH2  0   0.228  -0.0497   2.0557  -1.2522
 3LP  HAM2  H  HCH2  0   0.207   1.0738   3.2684  -0.6642
 3LP  HAI1  H  HCH2  0   0.209  -0.3837   1.1751   1.0264
 3LP  HAI2  H  HCH2  0   0.228  -0.7540   2.8866   0.9728
 3LP  HAF1  H  HCH2  0   0.208   1.4547   3.4355   1.9388
 3LP  HAF2  H  HCH2  0   0.226   0.6198   2.2997   2.9832
 3LP  HAJ1  H  HCH2  0   0.229   3.0170   1.6556   2.6343
 3LP  HAJ2  H  HCH2  0   0.210   1.9233   0.4215   2.0437
 3LP  HAN1  H  HCH2  0   0.212   3.3270   2.5383   0.3404
 3LP  HAN2  H  HCH2  0   0.227   3.7221   0.8255   0.3989

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
 3LP  OAB  CAW   single    1.409  0.020  1.409
 3LP  OAB  HAB   single    0.850  0.020  0.980
 3LP  CAW  CAP   single    1.536  0.020  1.536
 3LP  CAW  CAO   single    1.518  0.020  1.518
 3LP  CAW  HAW   single    0.970  0.020  1.090
 3LP  CAO  NAQ   single    1.450  0.020  1.450
 3LP  CAO  HAO1  single    0.970  0.020  1.090
 3LP  CAO  HAO2  single    0.970  0.020  1.090
 3LP  NAQ  CAX   single    1.455  0.020  1.455
 3LP  NAQ  HAQ   single    0.890  0.020  1.040
 3LP  CAX  CAM   single    1.528  0.020  1.528
 3LP  CAX  CAN   single    1.526  0.020  1.526
 3LP  CAX  HAX   single    0.970  0.020  1.090
 3LP  CAN  CAJ   single    1.524  0.020  1.524
 3LP  CAN  HAN1  single    0.970  0.020  1.090
 3LP  CAN  HAN2  single    0.970  0.020  1.090
 3LP  CAJ  CAF   single    1.525  0.020  1.525
 3LP  CAJ  HAJ1  single    0.970  0.020  1.090
 3LP  CAJ  HAJ2  single    0.970  0.020  1.090
 3LP  CAF  CAI   single    1.525  0.020  1.525
 3LP  CAF  HAF1  single    0.970  0.020  1.090
 3LP  CAF  HAF2  single    0.970  0.020  1.090
 3LP  CAI  CAM   single    1.526  0.020  1.526
 3LP  CAI  HAI1  single    0.970  0.020  1.090
 3LP  CAI  HAI2  single    0.970  0.020  1.090
 3LP  CAM  HAM1  single    0.970  0.020  1.090
 3LP  CAM  HAM2  single    0.970  0.020  1.090
 3LP  CAP  NAY   single    1.442  0.020  1.442
 3LP  CAP  HAP1  single    0.970  0.020  1.090
 3LP  CAP  HAP2  single    0.970  0.020  1.090
 3LP  NAY  CAT   single    1.377  0.020  1.377
 3LP  NAY  CAV   single    1.373  0.020  1.373
 3LP  CAV  CAD   aromatic  1.392  0.020  1.392
 3LP  CAV  CAU   aromatic  1.412  0.020  1.412
 3LP  CAD  CAC   aromatic  1.384  0.020  1.384
 3LP  CAD  HAD   single    0.930  0.020  1.080
 3LP  CAC  CAR   aromatic  1.407  0.020  1.407
 3LP  CAC  HAC   single    0.930  0.020  1.080
 3LP  CAR  CAA   single    1.504  0.020  1.504
 3LP  CAR  CAE   aromatic  1.386  0.020  1.386
 3LP  CAA  HAA1  single    0.970  0.020  1.090
 3LP  CAA  HAA2  single    0.970  0.020  1.090
 3LP  CAA  HAA3  single    0.970  0.020  1.090
 3LP  CAE  CAU   aromatic  1.398  0.020  1.398
 3LP  CAE  HAE   single    0.930  0.020  1.080
 3LP  CAU  CAS   single    1.429  0.020  1.429
 3LP  CAS  CAK   single    1.494  0.020  1.494
 3LP  CAS  CAT   double    1.366  0.020  1.366
 3LP  CAT  CAL   single    1.490  0.020  1.490
 3LP  CAK  CAG   single    1.530  0.020  1.530
 3LP  CAK  HAK1  single    0.970  0.020  1.090
 3LP  CAK  HAK2  single    0.970  0.020  1.090
 3LP  CAG  CAH   single    1.527  0.020  1.527
 3LP  CAG  HAG1  single    0.970  0.020  1.090
 3LP  CAG  HAG2  single    0.970  0.020  1.090
 3LP  CAH  CAL   single    1.531  0.020  1.531
 3LP  CAH  HAH1  single    0.970  0.020  1.090
 3LP  CAH  HAH2  single    0.970  0.020  1.090
 3LP  CAL  HAL1  single    0.970  0.020  1.090
 3LP  CAL  HAL2  single    0.970  0.020  1.090

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
 3LP  HAB   OAB  CAW   108.67  3.000
 3LP  HAW   CAW  CAP   108.06  3.000
 3LP  HAW   CAW  CAO   108.14  3.000
 3LP  CAP   CAW  CAO   112.25  3.000
 3LP  HAW   CAW  OAB   110.76  3.000
 3LP  CAO   CAW  OAB   108.14  3.000
 3LP  CAP   CAW  OAB   109.50  3.000
 3LP  HAO2  CAO  HAO1  106.36  3.000
 3LP  HAO2  CAO  NAQ   112.04  3.000
 3LP  HAO1  CAO  NAQ   109.88  3.000
 3LP  HAO2  CAO  CAW   108.79  3.000
 3LP  HAO1  CAO  CAW   108.32  3.000
 3LP  NAQ   CAO  CAW   111.26  3.000
 3LP  HAQ   NAQ  CAX   107.96  3.000
 3LP  HAQ   NAQ  CAO   107.62  3.000
 3LP  CAX   NAQ  CAO   113.97  3.000
 3LP  HAX   CAX  CAM   107.56  3.000
 3LP  HAX   CAX  CAN   107.32  3.000
 3LP  CAM   CAX  CAN   109.92  3.000
 3LP  HAX   CAX  NAQ   110.97  3.000
 3LP  CAN   CAX  NAQ   109.51  3.000
 3LP  CAM   CAX  NAQ   111.46  3.000
 3LP  HAN2  CAN  HAN1  106.79  3.000
 3LP  HAN2  CAN  CAJ   110.01  3.000
 3LP  HAN1  CAN  CAJ   109.68  3.000
 3LP  HAN2  CAN  CAX   109.68  3.000
 3LP  HAN1  CAN  CAX   108.85  3.000
 3LP  CAJ   CAN  CAX   111.70  3.000
 3LP  HAJ2  CAJ  HAJ1  106.36  3.000
 3LP  HAJ2  CAJ  CAF   109.41  3.000
 3LP  HAJ1  CAJ  CAF   110.48  3.000
 3LP  HAJ2  CAJ  CAN   109.41  3.000
 3LP  HAJ1  CAJ  CAN   109.92  3.000
 3LP  CAF   CAJ  CAN   111.14  3.000
 3LP  HAF2  CAF  HAF1  106.58  3.000
 3LP  HAF2  CAF  CAI   110.40  3.000
 3LP  HAF1  CAF  CAI   109.30  3.000
 3LP  HAF2  CAF  CAJ   110.42  3.000
 3LP  HAF1  CAF  CAJ   109.09  3.000
 3LP  CAI   CAF  CAJ   110.94  3.000
 3LP  HAI2  CAI  HAI1  106.37  3.000
 3LP  HAI2  CAI  CAM   109.93  3.000
 3LP  HAI1  CAI  CAM   109.26  3.000
 3LP  HAI2  CAI  CAF   110.41  3.000
 3LP  HAI1  CAI  CAF   109.26  3.000
 3LP  CAM   CAI  CAF   111.46  3.000
 3LP  HAM2  CAM  HAM1  106.56  3.000
 3LP  HAM2  CAM  CAI   109.91  3.000
 3LP  HAM1  CAM  CAI   109.58  3.000
 3LP  HAM2  CAM  CAX   108.52  3.000
 3LP  HAM1  CAM  CAX   110.68  3.000
 3LP  CAI   CAM  CAX   111.47  3.000
 3LP  HAP2  CAP  HAP1  106.13  3.000
 3LP  HAP2  CAP  NAY   108.77  3.000
 3LP  HAP1  CAP  NAY   108.61  3.000
 3LP  HAP2  CAP  CAW   109.87  3.000
 3LP  HAP1  CAP  CAW   109.10  3.000
 3LP  NAY   CAP  CAW   114.05  3.000
 3LP  CAT   NAY  CAV   108.39  3.000
 3LP  CAV   NAY  CAP   126.03  3.000
 3LP  CAT   NAY  CAP   125.57  3.000
 3LP  CAU   CAV  CAD   121.27  3.000
 3LP  CAU   CAV  NAY   107.97  3.000
 3LP  CAD   CAV  NAY   130.76  3.000
 3LP  HAD   CAD  CAC   120.14  3.000
 3LP  HAD   CAD  CAV   122.04  3.000
 3LP  CAC   CAD  CAV   117.82  3.000
 3LP  HAC   CAC  CAR   118.92  3.000
 3LP  HAC   CAC  CAD   118.75  3.000
 3LP  CAR   CAC  CAD   122.32  3.000
 3LP  CAE   CAR  CAA   120.81  3.000
 3LP  CAE   CAR  CAC   119.12  3.000
 3LP  CAA   CAR  CAC   120.06  3.000
 3LP  HAA3  CAA  HAA2  107.07  3.000
 3LP  HAA3  CAA  HAA1  107.09  3.000
 3LP  HAA2  CAA  HAA1  107.80  3.000
 3LP  HAA3  CAA  CAR   111.40  3.000
 3LP  HAA2  CAA  CAR   111.57  3.000
 3LP  HAA1  CAA  CAR   111.67  3.000
 3LP  HAE   CAE  CAU   119.97  3.000
 3LP  HAE   CAE  CAR   120.02  3.000
 3LP  CAU   CAE  CAR   120.01  3.000
 3LP  CAS   CAU  CAE   133.78  3.000
 3LP  CAS   CAU  CAV   106.77  3.000
 3LP  CAE   CAU  CAV   119.45  3.000
 3LP  CAK   CAS  CAT   123.40  3.000
 3LP  CAT   CAS  CAU   106.75  3.000
 3LP  CAK   CAS  CAU   129.84  3.000
 3LP  CAL   CAT  CAS   125.23  3.000
 3LP  CAL   CAT  NAY   124.61  3.000
 3LP  CAS   CAT  NAY   110.12  3.000
 3LP  HAK2  CAK  HAK1  105.88  3.000
 3LP  HAK2  CAK  CAG   109.91  3.000
 3LP  HAK1  CAK  CAG   109.73  3.000
 3LP  HAK2  CAK  CAS   110.65  3.000
 3LP  HAK1  CAK  CAS   110.56  3.000
 3LP  CAG   CAK  CAS   110.04  3.000
 3LP  HAG2  CAG  HAG1  106.73  3.000
 3LP  HAG2  CAG  CAH   109.18  3.000
 3LP  HAG1  CAG  CAH   109.98  3.000
 3LP  HAG2  CAG  CAK   109.36  3.000
 3LP  HAG1  CAG  CAK   109.90  3.000
 3LP  CAH   CAG  CAK   111.56  3.000
 3LP  HAH2  CAH  HAH1  106.66  3.000
 3LP  HAH2  CAH  CAL   109.19  3.000
 3LP  HAH1  CAH  CAL   109.15  3.000
 3LP  HAH2  CAH  CAG   109.27  3.000
 3LP  HAH1  CAH  CAG   110.36  3.000
 3LP  CAL   CAH  CAG   112.06  3.000
 3LP  HAL2  CAL  HAL1  106.01  3.000
 3LP  HAL2  CAL  CAH   109.58  3.000
 3LP  HAL1  CAL  CAH   110.10  3.000
 3LP  HAL2  CAL  CAT   111.66  3.000
 3LP  HAL1  CAL  CAT   109.91  3.000
 3LP  CAH   CAL  CAT   109.53  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
 3LP  CONST_01  CAR   CAC  CAD  CAV     0.00   0.0  0
 3LP  CONST_02  CAR   CAE  CAU  CAV     0.00   0.0  0
 3LP  CONST_03  CAE   CAU  CAV  CAD     0.00   0.0  0
 3LP  CONST_04  CAE   CAR  CAC  CAD     0.00   0.0  0
 3LP  CONST_05  CAU   CAV  CAD  CAC     0.00   0.0  0
 3LP  CONST_06  CAU   CAE  CAR  CAC     0.00   0.0  0
 3LP  CONST_07  CAA   CAR  CAC  CAD   180.00   0.0  0
 3LP  CONST_08  CAU   CAE  CAR  CAA   180.00   0.0  0
 3LP  CONST_09  HAD   CAD  CAV  NAY     0.00   0.0  0
 3LP  CONST_10  HAC   CAC  CAD  CAV   180.00   0.0  0
 3LP  CONST_11  HAE   CAE  CAU  CAV   180.00   0.0  0
 3LP  Var_01    CAF   CAI  CAM  CAX    55.94  30.0  1
 3LP  Var_02    CAF   CAJ  CAN  CAX   -56.34  30.0  1
 3LP  Var_03    CAI   CAF  CAJ  CAN    54.99  30.0  1
 3LP  Var_04    CAM   CAI  CAF  CAJ   -54.96  30.0  1
 3LP  Var_05    CAH   CAL  CAT  NAY   168.15  30.0  1
 3LP  Var_06    CAG   CAK  CAS  CAU   162.12  30.0  1
 3LP  Var_07    CAH   CAG  CAK  CAS    45.98  30.0  1
 3LP  Var_08    CAG   CAH  CAL  CAT    44.04  30.0  1
 3LP  Var_09    CAL   CAH  CAG  CAK   -62.80  30.0  1
 3LP  Var_10    CAT   NAY  CAP  CAW   -81.38  30.0  3
 3LP  Var_11    HAA1  CAA  CAR  CAC  -147.64  30.0  2
 3LP  Var_12    CAX   NAQ  CAO  CAW  -175.98  30.0  3

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
 3LP  chir_01  CAW  OAB  CAP  CAO  positiv
 3LP  chir_02  CAX  NAQ  CAM  CAN  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
 3LP  plan-1  CAP  0.020
 3LP  plan-1  NAY  0.020
 3LP  plan-1  CAV  0.020
 3LP  plan-1  CAD  0.020
 3LP  plan-1  CAC  0.020
 3LP  plan-1  CAR  0.020
 3LP  plan-1  CAA  0.020
 3LP  plan-1  CAE  0.020
 3LP  plan-1  CAU  0.020
 3LP  plan-1  CAS  0.020
 3LP  plan-1  CAT  0.020
 3LP  plan-1  CAK  0.020
 3LP  plan-1  CAL  0.020
 3LP  plan-1  HAC  0.020
 3LP  plan-1  HAD  0.020
 3LP  plan-1  HAE  0.020

