# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Mar  9 17:07:30 2022
#   Inital geometry file: a 134 line input string
#   Ligand name: (2S)-1-(9H-carbazol-4-yloxy)-3-{[2-(2-methoxyphenoxy)ethyl]amino}propan-2-ol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1ccccc1OCCNC[C@H](O)COc2cccc3[nH]c4ccccc4c23
#
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
 CVD  CVD  (2S)-1-(9H-carbazol-4-yloxy)-3-{[2-(2-methoxyphenoxy)ethyl]amino}propan-2-ol  ligand  56  30  .  2022-03-15  2022-03-15
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_CVD
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
 CVD  O1    O  OH1   0  -0.651  -0.0059  -0.0186  -0.6311
 CVD  C1    C  CH1   0  -0.026   0.1943  -1.1279   0.2077
 CVD  C2    C  CH2   0  -0.190   1.5003  -1.8490  -0.0882
 CVD  O2    O  O2    0  -0.461   2.5477  -0.9034  -0.0183
 CVD  C3    C  CR6   0   0.303   3.8140  -1.3172  -0.1770
 CVD  C14   C  CR16  0  -0.420   4.2112  -2.6313  -0.3861
 CVD  C13   C  CR16  0  -0.259   5.5725  -2.9403  -0.5179
 CVD  C12   C  CR16  0  -0.339   6.5631  -1.9808  -0.4480
 CVD  C6    C  CR56  0   0.354   6.1491  -0.6641  -0.2450
 CVD  C4    C  CR56  0  -0.067   4.7929  -0.3180  -0.1157
 CVD  C5    C  CR56  0   0.092   4.7366   1.1084   0.0674
 CVD  C8    C  CR16  0  -0.383   3.7064   2.0353   0.2317
 CVD  C11   C  CR16  0  -0.268   4.0295   3.3738   0.3805
 CVD  C10   C  CR16  0  -0.275   5.3634   3.7984   0.3663
 CVD  C9    C  CR16  0  -0.316   6.4038   2.9001   0.1990
 CVD  C7    C  CR56  0   0.333   6.0758   1.5566   0.0478
 CVD  N1    N  NR15  0  -0.785   6.8985   0.4764  -0.1400
 CVD  C15   C  CH2   0  -0.281  -0.9543  -2.1302   0.1558
 CVD  N2    N  NH1   0  -0.591  -2.2032  -1.5341   0.5745
 CVD  C16   C  CH2   0  -0.285  -3.3206  -2.4458   0.4520
 CVD  C17   C  CH2   0  -0.212  -4.6147  -1.8300   0.9298
 CVD  O3    O  O2    0  -0.459  -4.9160  -0.7095   0.1195
 CVD  C18   C  CR6   0   0.318  -6.0383  -0.0148   0.3840
 CVD  C23   C  CR16  0  -0.386  -6.9508  -0.3244   1.3800
 CVD  C22   C  CR16  0  -0.267  -8.0885   0.4615   1.5680
 CVD  C21   C  CR16  0  -0.269  -8.3128   1.5571   0.7606
 CVD  C20   C  CR16  0  -0.384  -7.4004   1.8809  -0.2442
 CVD  C19   C  CR6   0   0.298  -6.2672   1.1083  -0.4398
 CVD  O4    O  O2    0  -0.465  -5.3287   1.3386  -1.3784
 CVD  C24   C  CH3   0  -0.437  -5.4829   2.4698  -2.2096
 CVD  H1    H  HOH1  0   0.443  -0.1660  -0.3351  -1.5269
 CVD  HA    H  HCH1  0   0.233   0.2576  -0.7208   1.2235
 CVD  H21C  H  HCH2  0   0.229   1.6486  -2.6486   0.6455
 CVD  H22C  H  HCH2  0   0.224   1.4690  -2.3127  -1.0832
 CVD  H151  H  HCH2  0   0.226  -1.0693  -2.4878  -0.8742
 CVD  H152  H  HCH2  0   0.203  -0.6795  -3.0145   0.7533
 CVD  H14   H  HCR6  0   0.275   3.4888  -3.4330  -0.4465
 CVD  H13   H  HCR6  0   0.257   5.8497  -3.9742  -0.6787
 CVD  H12   H  HCR6  0   0.258   7.6085  -2.2381  -0.5509
 CVD  H8    H  HCR6  0   0.248   2.6721   1.7177   0.2328
 CVD  H11   H  HCR6  0   0.249   3.2411   4.1039   0.5079
 CVD  H10   H  HCR6  0   0.253   5.5873   4.8507   0.4847
 CVD  H91   H  HCR6  0   0.260   7.4342   3.2320   0.1852
 CVD  H2    H  HNH1  0   0.340  -2.1199  -1.2442   1.5427
 CVD  H161  H  HCH2  0   0.232  -3.4249  -2.7381  -0.5972
 CVD  H162  H  HCH2  0   0.206  -3.1826  -3.3808   1.0179
 CVD  H171  H  HCH2  0   0.233  -5.4105  -2.5807   0.8686
 CVD  H172  H  HCH2  0   0.224  -4.5282  -1.5302   1.9819
 CVD  H23   H  HCR6  0   0.280  -6.7965  -1.1784   2.0254
 CVD  H22   H  HCR6  0   0.253  -8.7893   0.2011   2.3499
 CVD  H21   H  HCR6  0   0.253  -9.1924   2.1723   0.8956
 CVD  H20   H  HCR6  0   0.280  -7.5906   2.7437  -0.8685
 CVD  H241  H  HCH3  0   0.227  -6.3934   2.4165  -2.8126
 CVD  H242  H  HCH3  0   0.227  -5.4973   3.4006  -1.6359
 CVD  H243  H  HCH3  0   0.258  -4.6233   2.4835  -2.8751
 CVD  HN1   H  HNR5  0   0.408   7.9027   0.5144  -0.1917

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
 CVD  O1   C1    single    1.405  0.020  1.405
 CVD  C1   C2    single    1.521  0.020  1.521
 CVD  C1   C15   single    1.525  0.020  1.525
 CVD  C2   O2    single    1.413  0.020  1.413
 CVD  O2   C3    single    1.342  0.020  1.342
 CVD  C3   C14   aromatic  1.389  0.020  1.389
 CVD  C3   C4    aromatic  1.400  0.020  1.400
 CVD  C14  C13   aromatic  1.402  0.020  1.402
 CVD  C13  C12   aromatic  1.381  0.020  1.381
 CVD  C12  C6    aromatic  1.395  0.020  1.395
 CVD  C6   C4    aromatic  1.406  0.020  1.406
 CVD  C6   N1    aromatic  1.369  0.020  1.369
 CVD  C4   C5    aromatic  1.439  0.020  1.439
 CVD  C5   C8    aromatic  1.396  0.020  1.396
 CVD  C5   C7    aromatic  1.412  0.020  1.412
 CVD  C8   C11   aromatic  1.385  0.020  1.385
 CVD  C11  C10   aromatic  1.400  0.020  1.400
 CVD  C10  C9    aromatic  1.385  0.020  1.385
 CVD  C9   C7    aromatic  1.391  0.020  1.391
 CVD  C7   N1    aromatic  1.371  0.020  1.371
 CVD  C15  N2    single    1.446  0.020  1.446
 CVD  N2   C16   single    1.447  0.020  1.447
 CVD  C16  C17   single    1.511  0.020  1.511
 CVD  C17  O3    single    1.415  0.020  1.415
 CVD  O3   C18   single    1.346  0.020  1.346
 CVD  C18  C23   aromatic  1.386  0.020  1.386
 CVD  C18  C19   aromatic  1.412  0.020  1.412
 CVD  C23  C22   aromatic  1.396  0.020  1.396
 CVD  C22  C21   aromatic  1.379  0.020  1.379
 CVD  C21  C20   aromatic  1.395  0.020  1.395
 CVD  C20  C19   aromatic  1.385  0.020  1.385
 CVD  C19  O4    single    1.347  0.020  1.347
 CVD  O4   C24   single    1.412  0.020  1.412
 CVD  O1   H1    single    0.850  0.020  0.980
 CVD  C1   HA    single    0.970  0.020  1.090
 CVD  C2   H21C  single    0.970  0.020  1.090
 CVD  C2   H22C  single    0.970  0.020  1.090
 CVD  C15  H151  single    0.970  0.020  1.090
 CVD  C15  H152  single    0.970  0.020  1.090
 CVD  C14  H14   single    0.930  0.020  1.080
 CVD  C13  H13   single    0.930  0.020  1.080
 CVD  C12  H12   single    0.930  0.020  1.080
 CVD  C8   H8    single    0.930  0.020  1.080
 CVD  C11  H11   single    0.930  0.020  1.080
 CVD  C10  H10   single    0.930  0.020  1.080
 CVD  C9   H91   single    0.930  0.020  1.080
 CVD  N1   HN1   single    0.860  0.020  1.020
 CVD  N2   H2    single    0.890  0.020  1.040
 CVD  C16  H161  single    0.970  0.020  1.090
 CVD  C16  H162  single    0.970  0.020  1.090
 CVD  C17  H171  single    0.970  0.020  1.090
 CVD  C17  H172  single    0.970  0.020  1.090
 CVD  C23  H23   single    0.930  0.020  1.080
 CVD  C22  H22   single    0.930  0.020  1.080
 CVD  C21  H21   single    0.930  0.020  1.080
 CVD  C20  H20   single    0.930  0.020  1.080
 CVD  C24  H241  single    0.970  0.020  1.090
 CVD  C24  H242  single    0.970  0.020  1.090
 CVD  C24  H243  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
 CVD  H1    O1   C1    108.63  3.000
 CVD  HA    C1   C15   108.61  3.000
 CVD  HA    C1   C2    107.87  3.000
 CVD  C15   C1   C2    109.17  3.000
 CVD  HA    C1   O1    105.56  3.000
 CVD  C15   C1   O1    113.03  3.000
 CVD  C2    C1   O1    112.36  3.000
 CVD  H22C  C2   H21C  107.61  3.000
 CVD  H22C  C2   O2    110.40  3.000
 CVD  H21C  C2   O2    110.80  3.000
 CVD  H22C  C2   C1    110.61  3.000
 CVD  H21C  C2   C1    109.39  3.000
 CVD  O2    C2   C1    108.04  3.000
 CVD  C3    O2   C2    119.17  3.000
 CVD  C4    C3   C14   118.81  3.000
 CVD  C4    C3   O2    115.76  3.000
 CVD  C14   C3   O2    125.42  3.000
 CVD  H14   C14  C13   118.70  3.000
 CVD  H14   C14  C3    121.28  3.000
 CVD  C13   C14  C3    120.02  3.000
 CVD  H13   C13  C12   119.17  3.000
 CVD  H13   C13  C14   118.24  3.000
 CVD  C12   C13  C14   122.59  3.000
 CVD  H12   C12  C6    121.69  3.000
 CVD  H12   C12  C13   121.55  3.000
 CVD  C6    C12  C13   116.76  3.000
 CVD  N1    C6   C4    108.43  3.000
 CVD  N1    C6   C12   129.43  3.000
 CVD  C4    C6   C12   122.15  3.000
 CVD  C5    C4   C6    107.06  3.000
 CVD  C5    C4   C3    133.28  3.000
 CVD  C6    C4   C3    119.66  3.000
 CVD  C7    C5   C8    119.40  3.000
 CVD  C7    C5   C4    106.00  3.000
 CVD  C8    C5   C4    134.60  3.000
 CVD  H8    C8   C11   120.44  3.000
 CVD  H8    C8   C5    120.72  3.000
 CVD  C11   C8   C5    118.83  3.000
 CVD  H11   C11  C10   119.39  3.000
 CVD  H11   C11  C8    119.65  3.000
 CVD  C10   C11  C8    120.96  3.000
 CVD  H10   C10  C9    119.25  3.000
 CVD  H10   C10  C11   119.39  3.000
 CVD  C9    C10  C11   121.36  3.000
 CVD  H91   C9   C7    121.27  3.000
 CVD  H91   C9   C10   121.18  3.000
 CVD  C7    C9   C10   117.55  3.000
 CVD  N1    C7   C9    129.37  3.000
 CVD  N1    C7   C5    108.72  3.000
 CVD  C9    C7   C5    121.90  3.000
 CVD  HN1   N1   C7    125.19  3.000
 CVD  HN1   N1   C6    125.03  3.000
 CVD  C7    N1   C6    109.78  3.000
 CVD  H152  C15  H151  105.89  3.000
 CVD  H152  C15  N2    112.91  3.000
 CVD  H151  C15  N2    108.42  3.000
 CVD  H152  C15  C1    108.73  3.000
 CVD  H151  C15  C1    108.98  3.000
 CVD  N2    C15  C1    111.70  3.000
 CVD  H2    N2   C16   108.93  3.000
 CVD  H2    N2   C15   108.86  3.000
 CVD  C16   N2   C15   112.50  3.000
 CVD  H162  C16  H161  106.13  3.000
 CVD  H162  C16  C17   106.90  3.000
 CVD  H161  C16  C17   109.30  3.000
 CVD  H162  C16  N2    113.23  3.000
 CVD  H161  C16  N2    108.85  3.000
 CVD  C17   C16  N2    112.20  3.000
 CVD  H172  C17  H171  107.33  3.000
 CVD  H172  C17  O3    110.45  3.000
 CVD  H171  C17  O3    110.84  3.000
 CVD  H172  C17  C16   110.31  3.000
 CVD  H171  C17  C16   108.98  3.000
 CVD  O3    C17  C16   108.90  3.000
 CVD  C18   O3   C17   118.27  3.000
 CVD  C19   C18  C23   119.37  3.000
 CVD  C19   C18  O3    115.54  3.000
 CVD  C23   C18  O3    125.09  3.000
 CVD  H23   C23  C22   118.73  3.000
 CVD  H23   C23  C18   120.75  3.000
 CVD  C22   C23  C18   120.52  3.000
 CVD  H22   C22  C21   120.60  3.000
 CVD  H22   C22  C23   119.34  3.000
 CVD  C21   C22  C23   120.07  3.000
 CVD  H21   C21  C20   119.31  3.000
 CVD  H21   C21  C22   120.72  3.000
 CVD  C20   C21  C22   119.97  3.000
 CVD  H20   C20  C19   120.47  3.000
 CVD  H20   C20  C21   119.05  3.000
 CVD  C19   C20  C21   120.47  3.000
 CVD  O4    C19  C20   124.95  3.000
 CVD  O4    C19  C18   115.45  3.000
 CVD  C20   C19  C18   119.60  3.000
 CVD  C24   O4   C19   118.10  3.000
 CVD  H243  C24  H242  108.72  3.000
 CVD  H243  C24  H241  108.75  3.000
 CVD  H242  C24  H241  108.65  3.000
 CVD  H243  C24  O4    106.50  3.000
 CVD  H242  C24  O4    111.99  3.000
 CVD  H241  C24  O4    112.12  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
 CVD  CONST_01  C12   C13  C14  C3     0.00   0.0  0
 CVD  CONST_02  C12   C6   C4   C3     0.00   0.0  0
 CVD  CONST_03  N1    C6   C4   C3   180.00   0.0  0
 CVD  CONST_04  C8    C5   C4   C3     0.00   0.0  0
 CVD  CONST_05  C7    C5   C4   C3   180.00   0.0  0
 CVD  CONST_06  C6    C4   C3   C14    0.00   0.0  0
 CVD  CONST_07  C5    C4   C3   C14  180.00   0.0  0
 CVD  CONST_08  C6    C12  C13  C14    0.00   0.0  0
 CVD  CONST_09  C4    C3   C14  C13    0.00   0.0  0
 CVD  CONST_10  C4    C6   C12  C13    0.00   0.0  0
 CVD  CONST_11  N1    C6   C12  C13  180.00   0.0  0
 CVD  CONST_12  C5    C4   C6   C12  180.00   0.0  0
 CVD  CONST_13  C7    N1   C6   C12  180.00   0.0  0
 CVD  CONST_14  C8    C5   C4   C6   180.00   0.0  0
 CVD  CONST_15  C7    C5   C4   C6     0.00   0.0  0
 CVD  CONST_16  C5    C7   N1   C6     0.00   0.0  0
 CVD  CONST_17  C9    C7   N1   C6   180.00   0.0  0
 CVD  CONST_18  C7    N1   C6   C4     0.00   0.0  0
 CVD  CONST_19  C11   C8   C5   C4   180.00   0.0  0
 CVD  CONST_20  C9    C7   C5   C4   180.00   0.0  0
 CVD  CONST_21  N1    C7   C5   C4     0.00   0.0  0
 CVD  CONST_22  N1    C6   C4   C5     0.00   0.0  0
 CVD  CONST_23  C10   C11  C8   C5     0.00   0.0  0
 CVD  CONST_24  C10   C9   C7   C5     0.00   0.0  0
 CVD  CONST_25  C9    C7   C5   C8     0.00   0.0  0
 CVD  CONST_26  N1    C7   C5   C8   180.00   0.0  0
 CVD  CONST_27  C9    C10  C11  C8     0.00   0.0  0
 CVD  CONST_28  C7    C5   C8   C11    0.00   0.0  0
 CVD  CONST_29  C7    C9   C10  C11    0.00   0.0  0
 CVD  CONST_30  N1    C7   C9   C10  180.00   0.0  0
 CVD  CONST_31  C21   C22  C23  C18    0.00   0.0  0
 CVD  CONST_32  C21   C20  C19  C18    0.00   0.0  0
 CVD  CONST_33  C20   C19  C18  C23    0.00   0.0  0
 CVD  CONST_34  C20   C21  C22  C23    0.00   0.0  0
 CVD  CONST_35  C19   C18  C23  C22    0.00   0.0  0
 CVD  CONST_36  C19   C20  C21  C22    0.00   0.0  0
 CVD  CONST_37  C13   C14  C3   O2   180.00   0.0  0
 CVD  CONST_38  C6    C4   C3   O2   180.00   0.0  0
 CVD  CONST_39  C5    C4   C3   O2     0.00   0.0  0
 CVD  CONST_40  C22   C23  C18  O3   180.00   0.0  0
 CVD  CONST_41  C20   C19  C18  O3   180.00   0.0  0
 CVD  CONST_42  O4    C19  C18  C23  180.00   0.0  0
 CVD  CONST_43  O4    C19  C20  C21  180.00   0.0  0
 CVD  CONST_44  H13   C13  C14  C3   180.00   0.0  0
 CVD  CONST_45  H12   C12  C13  C14  180.00   0.0  0
 CVD  CONST_46  H14   C14  C13  C12  180.00   0.0  0
 CVD  CONST_47  HN1   N1   C6   C12    0.00   0.0  0
 CVD  CONST_48  H8    C8   C5   C4     0.00   0.0  0
 CVD  CONST_49  H11   C11  C8   C5   180.00   0.0  0
 CVD  CONST_50  H91   C9   C7   C5   180.00   0.0  0
 CVD  CONST_51  H10   C10  C11  C8   180.00   0.0  0
 CVD  CONST_52  H22   C22  C23  C18  180.00   0.0  0
 CVD  CONST_53  H20   C20  C19  C18  180.00   0.0  0
 CVD  CONST_54  H21   C21  C22  C23  180.00   0.0  0
 CVD  CONST_55  H23   C23  C22  C21  180.00   0.0  0
 CVD  Var_01    C14   C3   O2   C2    -1.28  30.0  2
 CVD  Var_02    C23   C18  O3   C17   -1.40  30.0  2
 CVD  Var_03    H21C  C2   O2   C3    56.82  30.0  2
 CVD  Var_04    H171  C17  O3   C18   60.17  30.0  1
 CVD  Var_05    H241  C24  O4   C19  -62.17  30.0  3
 CVD  Var_06    C16   N2   C15  C1   176.36  30.0  3
 CVD  Var_07    C17   C16  N2   C15  178.29  30.0  3
 CVD  Var_08    O3    C17  C16  N2    62.22  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
 CVD  chir_01  C1  O1  C2  C15  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
 CVD  plan-1  O3   0.020
 CVD  plan-1  C18  0.020
 CVD  plan-1  C23  0.020
 CVD  plan-1  C22  0.020
 CVD  plan-1  C21  0.020
 CVD  plan-1  C20  0.020
 CVD  plan-1  C19  0.020
 CVD  plan-1  O4   0.020
 CVD  plan-1  H23  0.020
 CVD  plan-1  H22  0.020
 CVD  plan-1  H21  0.020
 CVD  plan-1  H20  0.020
 CVD  plan-2  O2   0.020
 CVD  plan-2  C3   0.020
 CVD  plan-2  C14  0.020
 CVD  plan-2  C13  0.020
 CVD  plan-2  C12  0.020
 CVD  plan-2  C6   0.020
 CVD  plan-2  C4   0.020
 CVD  plan-2  C5   0.020
 CVD  plan-2  C8   0.020
 CVD  plan-2  C11  0.020
 CVD  plan-2  C10  0.020
 CVD  plan-2  C9   0.020
 CVD  plan-2  C7   0.020
 CVD  plan-2  N1   0.020
 CVD  plan-2  H14  0.020
 CVD  plan-2  H13  0.020
 CVD  plan-2  H12  0.020
 CVD  plan-2  H8   0.020
 CVD  plan-2  H11  0.020
 CVD  plan-2  H10  0.020
 CVD  plan-2  H91  0.020
 CVD  plan-2  HN1  0.020

