# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Apr 14 01:29:36 2020
#   Inital geometry file: a 119 line input string
#   Ligand name: (1R)-3-amino-1-{3-[(2,6,6-trimethylcyclohex-1-en-1-yl)methoxy]phenyl}propan-1-ol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC1=C(COc2cccc(c2)[C@H](O)CCN)C(C)(C)CCC1
#
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
 A6V  A6V  (1R)-3-amino-1-{3-[(2,6,6-trimethylcyclohex-1-en-1-yl)methoxy]phenyl}propan-1-ol  ligand  51  22  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_A6V
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
 A6V  O1   O  OH1   0  -0.663   4.9572  -0.7930   1.2534
 A6V  C9   C  CH1   0  -0.046   4.0220  -0.7543   0.1961
 A6V  C10  C  CH2   0  -0.472   4.6718  -0.4242  -1.1462
 A6V  C11  C  CH2   0  -0.273   5.7484  -1.4156  -1.5642
 A6V  N    N  NH2   0  -0.801   6.2726  -1.0672  -2.8784
 A6V  C8   C  CR6   0   0.159   2.8806   0.2002   0.4786
 A6V  C7   C  CR16  0  -0.348   3.1203   1.4740   0.9956
 A6V  C6   C  CR16  0  -0.226   2.0599   2.3369   1.2081
 A6V  C5   C  CR16  0  -0.399   0.7517   1.9625   0.9181
 A6V  C12  C  CR16  0  -0.422   1.5807  -0.1795   0.1897
 A6V  C4   C  CR6   0   0.412   0.5084   0.6915   0.4035
 A6V  O    O  O2    0  -0.469  -0.7108   0.2142   0.0911
 A6V  C3   C  CH2   0  -0.306  -1.8493   1.0317   0.3513
 A6V  C2   C  C     0   0.132  -3.0834   0.2403   0.0092
 A6V  C13  C  CT    0  -0.161  -3.9044  -0.2798   1.1824
 A6V  C14  C  CH3   0  -0.639  -3.0607  -1.2714   1.9950
 A6V  C15  C  CH3   0  -0.653  -4.3246   0.8770   2.1023
 A6V  C16  C  CH2   0  -0.417  -5.1933  -0.9571   0.6956
 A6V  C17  C  CH2   0  -0.445  -4.9836  -1.8086  -0.5417
 A6V  C18  C  CH2   0  -0.481  -4.5034  -0.9256  -1.6790
 A6V  C1   C  C     0   0.037  -3.3717  -0.0211  -1.2735
 A6V  C    C  CH3   0  -0.724  -2.5883   0.5100  -2.4387
 A6V  H1   H  HOH1  0   0.448   5.5483  -0.0367   1.1789
 A6V  H2   H  HCH1  0   0.239   3.6085  -1.7668   0.1347
 A6V  H3   H  HCH2  0   0.239   3.8941  -0.3979  -1.9137
 A6V  H4   H  HCH2  0   0.226   5.0928   0.5889  -1.1025
 A6V  H5   H  HCH2  0   0.196   6.5226  -1.4691  -0.7881
 A6V  H6   H  HCH2  0   0.215   5.3045  -2.4135  -1.6256
 A6V  H7   H  HNH2  0   0.338   6.7647  -0.1838  -2.8140
 A6V  H8   H  HNH2  0   0.346   6.9749  -1.7448  -3.1469
 A6V  H10  H  HCR6  0   0.239   4.1249   1.8009   1.2328
 A6V  H11  H  HCR6  0   0.256   2.2449   3.3248   1.6106
 A6V  H12  H  HCR6  0   0.277  -0.0492   2.6659   1.0995
 A6V  H13  H  HCR6  0   0.252   1.3783  -1.1712  -0.2006
 A6V  H14  H  HCH2  0   0.243  -1.8454   1.3280   1.4032
 A6V  H15  H  HCH2  0   0.243  -1.7892   1.9549  -0.2355
 A6V  H16  H  HCH3  0   0.222  -3.6060  -1.5949   2.8842
 A6V  H17  H  HCH3  0   0.228  -2.8055  -2.1590   1.4142
 A6V  H18  H  HCH3  0   0.229  -2.1254  -0.8234   2.3341
 A6V  H19  H  HCH3  0   0.228  -4.8764   1.6391   1.5490
 A6V  H20  H  HCH3  0   0.230  -4.9788   0.5014   2.8926
 A6V  H21  H  HCH3  0   0.227  -3.4810   1.3623   2.5945
 A6V  H22  H  HCH2  0   0.227  -5.6159  -1.5469   1.5144
 A6V  H23  H  HCH2  0   0.220  -5.9365  -0.1855   0.4644
 A6V  H24  H  HCH2  0   0.219  -4.2454  -2.5917  -0.3483
 A6V  H25  H  HCH2  0   0.231  -5.9103  -2.3155  -0.8191
 A6V  H26  H  HCH2  0   0.237  -4.1778  -1.5349  -2.5279
 A6V  H27  H  HCH2  0   0.235  -5.3312  -0.3169  -2.0635
 A6V  H28  H  HCH3  0   0.241  -1.9997  -0.2874  -2.8995
 A6V  H29  H  HCH3  0   0.235  -3.2708   0.8723  -3.2115
 A6V  H30  H  HCH3  0   0.240  -1.9056   1.3211  -2.1951

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
 A6V  C17  C16  single    1.517  0.020  1.517
 A6V  C17  C18  single    1.518  0.020  1.518
 A6V  C16  C13  single    1.535  0.020  1.535
 A6V  C14  C13  single    1.535  0.020  1.535
 A6V  C13  C15  single    1.537  0.020  1.537
 A6V  C13  C2   single    1.523  0.020  1.523
 A6V  N    C11  single    1.457  0.020  1.457
 A6V  C18  C1   single    1.505  0.020  1.505
 A6V  C11  C10  single    1.522  0.020  1.522
 A6V  C2   C1   double    1.340  0.020  1.340
 A6V  C2   C3   single    1.505  0.020  1.505
 A6V  C10  C9   single    1.527  0.020  1.527
 A6V  C1   C    single    1.501  0.020  1.501
 A6V  O    C3   single    1.426  0.020  1.426
 A6V  O    C4   single    1.346  0.020  1.346
 A6V  O1   C9   single    1.412  0.020  1.412
 A6V  C12  C4   aromatic  1.398  0.020  1.398
 A6V  C12  C8   aromatic  1.385  0.020  1.385
 A6V  C9   C8   single    1.514  0.020  1.514
 A6V  C4   C5   aromatic  1.393  0.020  1.393
 A6V  C8   C7   aromatic  1.395  0.020  1.395
 A6V  C5   C6   aromatic  1.391  0.020  1.391
 A6V  C7   C6   aromatic  1.384  0.020  1.384
 A6V  O1   H1   single    0.850  0.020  0.980
 A6V  C9   H2   single    0.970  0.020  1.090
 A6V  C10  H3   single    0.970  0.020  1.090
 A6V  C10  H4   single    0.970  0.020  1.090
 A6V  C11  H5   single    0.970  0.020  1.090
 A6V  C11  H6   single    0.970  0.020  1.090
 A6V  N    H7   single    0.890  0.020  1.040
 A6V  N    H8   single    0.890  0.020  1.040
 A6V  C7   H10  single    0.930  0.020  1.080
 A6V  C6   H11  single    0.930  0.020  1.080
 A6V  C5   H12  single    0.930  0.020  1.080
 A6V  C12  H13  single    0.930  0.020  1.080
 A6V  C3   H14  single    0.970  0.020  1.090
 A6V  C3   H15  single    0.970  0.020  1.090
 A6V  C14  H16  single    0.970  0.020  1.090
 A6V  C14  H17  single    0.970  0.020  1.090
 A6V  C14  H18  single    0.970  0.020  1.090
 A6V  C15  H19  single    0.970  0.020  1.090
 A6V  C15  H20  single    0.970  0.020  1.090
 A6V  C15  H21  single    0.970  0.020  1.090
 A6V  C16  H22  single    0.970  0.020  1.090
 A6V  C16  H23  single    0.970  0.020  1.090
 A6V  C17  H24  single    0.970  0.020  1.090
 A6V  C17  H25  single    0.970  0.020  1.090
 A6V  C18  H26  single    0.970  0.020  1.090
 A6V  C18  H27  single    0.970  0.020  1.090
 A6V  C    H28  single    0.970  0.020  1.090
 A6V  C    H29  single    0.970  0.020  1.090
 A6V  C    H30  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
 A6V  H1   O1   C9   109.10  3.000
 A6V  H2   C9   C8   107.97  3.000
 A6V  H2   C9   C10  108.13  3.000
 A6V  C8   C9   C10  110.39  3.000
 A6V  H2   C9   O1   105.46  3.000
 A6V  C8   C9   O1   112.13  3.000
 A6V  C10  C9   O1   112.47  3.000
 A6V  H4   C10  H3   106.17  3.000
 A6V  H4   C10  C11  109.92  3.000
 A6V  H3   C10  C11  109.04  3.000
 A6V  H4   C10  C9   109.12  3.000
 A6V  H3   C10  C9   108.64  3.000
 A6V  C11  C10  C9   113.67  3.000
 A6V  H6   C11  H5   106.35  3.000
 A6V  H6   C11  N    108.27  3.000
 A6V  H5   C11  N    113.31  3.000
 A6V  H6   C11  C10  108.81  3.000
 A6V  H5   C11  C10  109.67  3.000
 A6V  N    C11  C10  110.27  3.000
 A6V  H8   N    H7   105.28  3.000
 A6V  H8   N    C11  109.19  3.000
 A6V  H7   N    C11  109.02  3.000
 A6V  C12  C8   C7   119.26  3.000
 A6V  C7   C8   C9   120.99  3.000
 A6V  C12  C8   C9   119.72  3.000
 A6V  H10  C7   C6   119.28  3.000
 A6V  H10  C7   C8   121.08  3.000
 A6V  C6   C7   C8   119.64  3.000
 A6V  H11  C6   C5   118.92  3.000
 A6V  H11  C6   C7   119.69  3.000
 A6V  C5   C6   C7   121.39  3.000
 A6V  H12  C5   C4   121.76  3.000
 A6V  H12  C5   C6   119.11  3.000
 A6V  C4   C5   C6   119.14  3.000
 A6V  H13  C12  C4   118.79  3.000
 A6V  H13  C12  C8   120.05  3.000
 A6V  C4   C12  C8   121.16  3.000
 A6V  O    C4   C12  115.99  3.000
 A6V  C12  C4   C5   119.42  3.000
 A6V  O    C4   C5   124.59  3.000
 A6V  C3   O    C4   118.53  3.000
 A6V  H15  C3   H14  106.67  3.000
 A6V  H15  C3   C2   111.49  3.000
 A6V  H14  C3   C2   111.36  3.000
 A6V  H15  C3   O    109.98  3.000
 A6V  H14  C3   O    109.16  3.000
 A6V  C2   C3   O    108.16  3.000
 A6V  C1   C2   C13  123.67  3.000
 A6V  C1   C2   C3   119.75  3.000
 A6V  C13  C2   C3   116.50  3.000
 A6V  C16  C13  C15  107.00  3.000
 A6V  C15  C13  C14  108.65  3.000
 A6V  C16  C13  C14  110.14  3.000
 A6V  C15  C13  C2   110.58  3.000
 A6V  C14  C13  C2   109.39  3.000
 A6V  C16  C13  C2   111.03  3.000
 A6V  H18  C14  H17  107.40  3.000
 A6V  H18  C14  H16  107.25  3.000
 A6V  H17  C14  H16  108.01  3.000
 A6V  H18  C14  C13  111.74  3.000
 A6V  H17  C14  C13  111.86  3.000
 A6V  H16  C14  C13  110.37  3.000
 A6V  H21  C15  H20  106.84  3.000
 A6V  H21  C15  H19  108.00  3.000
 A6V  H20  C15  H19  107.70  3.000
 A6V  H21  C15  C13  113.18  3.000
 A6V  H20  C15  C13  109.75  3.000
 A6V  H19  C15  C13  111.12  3.000
 A6V  H23  C16  H22  106.00  3.000
 A6V  H23  C16  C17  108.48  3.000
 A6V  H22  C16  C17  111.19  3.000
 A6V  H23  C16  C13  109.00  3.000
 A6V  H22  C16  C13  108.95  3.000
 A6V  C17  C16  C13  112.97  3.000
 A6V  H25  C17  H24  106.58  3.000
 A6V  H25  C17  C18  110.37  3.000
 A6V  H24  C17  C18  109.61  3.000
 A6V  H25  C17  C16  110.52  3.000
 A6V  H24  C17  C16  110.55  3.000
 A6V  C18  C17  C16  109.18  3.000
 A6V  H27  C18  H26  105.16  3.000
 A6V  H27  C18  C1   109.18  3.000
 A6V  H26  C18  C1   108.66  3.000
 A6V  H27  C18  C17  110.28  3.000
 A6V  H26  C18  C17  110.58  3.000
 A6V  C1   C18  C17  112.69  3.000
 A6V  C    C1   C18  113.33  3.000
 A6V  C    C1   C2   124.17  3.000
 A6V  C18  C1   C2   122.48  3.000
 A6V  H30  C    H29  107.65  3.000
 A6V  H30  C    H28  107.48  3.000
 A6V  H29  C    H28  106.27  3.000
 A6V  H30  C    C1   114.68  3.000
 A6V  H29  C    C1   109.90  3.000
 A6V  H28  C    C1   110.50  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
 A6V  CONST_01  C5   C4   C12  C8      0.00   0.0  0
 A6V  CONST_02  C5   C6   C7   C8      0.00   0.0  0
 A6V  CONST_03  C4   C12  C8   C7      0.00   0.0  0
 A6V  CONST_04  C4   C5   C6   C7      0.00   0.0  0
 A6V  CONST_05  C12  C4   C5   C6      0.00   0.0  0
 A6V  CONST_06  C12  C8   C7   C6      0.00   0.0  0
 A6V  CONST_07  C4   C12  C8   C9    180.00   0.0  0
 A6V  CONST_08  C6   C7   C8   C9    180.00   0.0  0
 A6V  CONST_09  O    C4   C12  C8    180.00   0.0  0
 A6V  CONST_10  O    C4   C5   C6    180.00   0.0  0
 A6V  CONST_11  H11  C6   C7   C8    180.00   0.0  0
 A6V  CONST_12  H13  C12  C8   C7    180.00   0.0  0
 A6V  CONST_13  H12  C5   C6   C7    180.00   0.0  0
 A6V  CONST_14  H10  C7   C6   C5    180.00   0.0  0
 A6V  Var_01    C17  C16  C13  C2     40.73  30.0  1
 A6V  Var_02    C17  C18  C1   C2    -17.39  30.0  1
 A6V  Var_03    C18  C17  C16  C13   -61.65  30.0  1
 A6V  Var_04    C18  C1   C2   C13    -3.46  30.0  1
 A6V  Var_05    C1   C18  C17  C16    48.26  30.0  1
 A6V  Var_06    C1   C2   C13  C16    -8.12  30.0  1
 A6V  Var_07    C2   C3   O    C4   -176.02  30.0  3
 A6V  Var_08    C13  C2   C3   O     106.12  30.0  2
 A6V  Var_09    H16  C14  C13  C2    175.58  30.0  3
 A6V  Var_10    H19  C15  C13  C2     56.42  30.0  3
 A6V  Var_11    H28  C    C1   C2    107.51  30.0  3
 A6V  Var_12    N    C11  C10  C9    177.34  30.0  1
 A6V  Var_13    H7   N    C11  C10    66.44  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
 A6V  chir_01  C9  C10  O1  C8  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
 A6V  plan-1  C9   0.020
 A6V  plan-1  C8   0.020
 A6V  plan-1  C7   0.020
 A6V  plan-1  C6   0.020
 A6V  plan-1  C5   0.020
 A6V  plan-1  C12  0.020
 A6V  plan-1  C4   0.020
 A6V  plan-1  O    0.020
 A6V  plan-1  H10  0.020
 A6V  plan-1  H11  0.020
 A6V  plan-1  H12  0.020
 A6V  plan-1  H13  0.020

