# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr 25 21:56:21 2020
#   Inital geometry file: a 135 line input string
#   Ligand name: (1S,3R,4S,5S,7s)-4-{[2-(4-methoxyphenoxy)-2-methylpropanoyl]amino}tricyclo[3.3.1.1~3,7~]decane-1-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1ccc(OC(C)(C)C(=O)NC2[C@H]3CC4C[C@@H]2CC(C4)(C3)C(N)=O)cc1
#
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
 NN4  NN4  (1S,3R,4S,5S,7s)-4-{[2-(4-methoxyphenoxy)-2-methylpropanoyl]amino}tricyclo[3.3.1.1~3,7~]decane-1-carboxamide  ligand  58  28  .  2021-08-15  2021-08-15  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_NN4
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
 NN4  C4    C  CH2   0  -0.450   0.7739  -1.4640   -4.0018
 NN4  C5    C  CH1   0  -0.273   1.3925  -0.2093   -3.3792
 NN4  C6    C  CH2   0  -0.418   1.0492  -0.1707   -1.8887
 NN4  C7    C  CH2   0  -0.406   3.1282  -1.4460   -1.3699
 NN4  C8    C  CH2   0  -0.433   2.8681  -2.7312   -3.4992
 NN4  C10   C  CH1   0  -0.259   3.4737  -1.4837   -2.8582
 NN4  C15   C  C     0   0.554   4.5273   0.2930   -5.3039
 NN4  C20   C  CH3   0  -0.656   5.4387  -1.2644   -6.9796
 NN4  C21   C  CR6   0   0.322   3.1330   1.2805   -8.0784
 NN4  C22   C  CR16  0  -0.299   3.2076   1.4805   -9.4535
 NN4  C24   C  CR6   0   0.376   2.0971   3.6078   -9.2295
 NN4  C26   C  CR16  0  -0.310   2.5350   2.2476   -7.2861
 NN4  C28   C  CH3   0  -0.436   1.0288   5.7218   -9.1056
 NN4  O17   O  O     0  -0.489   5.3840   0.7011   -4.5326
 NN4  N11   N  NH1   0  -0.658   3.3097  -0.1083   -4.9150
 NN4  C9    C  CH1   0  -0.021   2.9183  -0.2164   -3.5231
 NN4  C3    C  CH1   0  -0.240   1.3492  -2.7078   -3.3238
 NN4  C2    C  CH2   0  -0.414   1.0071  -2.6778   -1.8330
 NN4  C1    C  CT    0  -0.251   1.6065  -1.4187   -1.1777
 NN4  C12   C  C     0   0.567   1.2659  -1.3759    0.3109
 NN4  O14   O  O     0  -0.483   2.1253  -1.3637    1.1818
 NN4  N13   N  NH2   0  -0.807  -0.0433  -1.3507    0.6122
 NN4  C16   C  CT    0   0.069   4.8353   0.1279   -6.8023
 NN4  C19   C  CH3   0  -0.688   5.8099   1.1961   -7.2750
 NN4  O18   O  O2    0  -0.526   3.6213   0.1077   -7.5673
 NN4  C25   C  CR16  0  -0.376   2.0215   3.4094   -7.8540
 NN4  O27   O  O2    0  -0.473   1.6275   4.6966   -9.8711
 NN4  C23   C  CR16  0  -0.339   2.6920   2.6277  -10.0259
 NN4  H41   H  HCH2  0   0.235   0.9432  -1.5061   -5.0828
 NN4  H42   H  HCH2  0   0.241  -0.3122  -1.4311   -3.8758
 NN4  H5    H  HCH1  0   0.249   0.9888   0.6874   -3.8595
 NN4  H61   H  HCH2  0   0.246   1.4646   0.7324   -1.4295
 NN4  H62   H  HCH2  0   0.238  -0.0368  -0.1050   -1.7796
 NN4  H71   H  HCH2  0   0.235   3.5548  -2.3223   -0.8744
 NN4  H72   H  HCH2  0   0.235   3.5827  -0.5654   -0.9065
 NN4  H81   H  HCH2  0   0.234   3.2868  -3.6244   -3.0259
 NN4  H82   H  HCH2  0   0.229   3.1302  -2.7915   -4.5602
 NN4  H10   H  HCH1  0   0.242   4.5613  -1.4973   -2.9675
 NN4  H201  H  HCH3  0   0.243   6.3130  -1.3892   -6.3423
 NN4  H202  H  HCH3  0   0.250   5.7466  -1.4107   -8.0155
 NN4  H203  H  HCH3  0   0.243   4.7187  -2.0429   -6.7221
 NN4  H22   H  HCR6  0   0.265   3.6729   0.7285  -10.0787
 NN4  H26   H  HCR6  0   0.264   2.4527   2.1118   -6.2156
 NN4  H281  H  HCH3  0   0.227   1.7241   6.1481   -8.3772
 NN4  H282  H  HCH3  0   0.227   0.1381   5.3714   -8.5767
 NN4  H283  H  HCH3  0   0.259   0.7355   6.5004   -9.8057
 NN4  HN11  H  HNH1  0   0.396   2.6877  -0.4639   -5.6236
 NN4  H9    H  HCH1  0   0.252   3.3170   0.6584   -3.0007
 NN4  H3    H  HCH1  0   0.237   0.9114  -3.6046   -3.7705
 NN4  H21   H  HCH2  0   0.231  -0.0797  -2.7062   -1.7107
 NN4  H22A  H  HCH2  0   0.241   1.4022  -3.5724   -1.3398
 NN4  H131  H  HNH2  0   0.399  -0.3407  -1.3227    1.5740
 NN4  H132  H  HNH2  0   0.401  -0.7647  -1.3650   -0.0865
 NN4  H191  H  HCH3  0   0.248   5.4498   2.2086   -7.0919
 NN4  H192  H  HCH3  0   0.248   5.9953   1.0867   -8.3441
 NN4  H193  H  HCH3  0   0.256   6.7611   1.0838   -6.7592
 NN4  H25   H  HCR6  0   0.282   1.5626   4.1417   -7.2036
 NN4  H23   H  HCR6  0   0.265   2.7531   2.7745  -11.0972

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
 NN4  C4   C3    single    1.529  0.020  1.529
 NN4  C4   C5    single    1.531  0.020  1.531
 NN4  C4   H41   single    0.970  0.020  1.090
 NN4  C4   H42   single    0.970  0.020  1.090
 NN4  C5   C9    single    1.533  0.020  1.533
 NN4  C5   C6    single    1.530  0.020  1.530
 NN4  C5   H5    single    0.970  0.020  1.090
 NN4  C6   C1    single    1.541  0.020  1.541
 NN4  C6   H61   single    0.970  0.020  1.090
 NN4  C6   H62   single    0.970  0.020  1.090
 NN4  C7   C10   single    1.528  0.020  1.528
 NN4  C7   C1    single    1.534  0.020  1.534
 NN4  C7   H71   single    0.970  0.020  1.090
 NN4  C7   H72   single    0.970  0.020  1.090
 NN4  C8   C3    single    1.529  0.020  1.529
 NN4  C8   C10   single    1.528  0.020  1.528
 NN4  C8   H81   single    0.970  0.020  1.090
 NN4  C8   H82   single    0.970  0.020  1.090
 NN4  C10  C9    single    1.535  0.020  1.535
 NN4  C10  H10   single    0.970  0.020  1.090
 NN4  C15  C16   single    1.539  0.020  1.539
 NN4  C15  N11   single    1.340  0.020  1.340
 NN4  C15  O17   double    1.223  0.020  1.223
 NN4  C20  C16   single    1.528  0.020  1.528
 NN4  C20  H201  single    0.970  0.020  1.090
 NN4  C20  H202  single    0.970  0.020  1.090
 NN4  C20  H203  single    0.970  0.020  1.090
 NN4  C21  C26   aromatic  1.386  0.020  1.386
 NN4  C21  C22   aromatic  1.392  0.020  1.392
 NN4  C21  O18   single    1.369  0.020  1.369
 NN4  C22  C23   aromatic  1.382  0.020  1.382
 NN4  C22  H22   single    0.930  0.020  1.080
 NN4  C24  O27   single    1.348  0.020  1.348
 NN4  C24  C25   aromatic  1.392  0.020  1.392
 NN4  C24  C23   aromatic  1.396  0.020  1.396
 NN4  C26  C25   aromatic  1.391  0.020  1.391
 NN4  C26  H26   single    0.930  0.020  1.080
 NN4  C28  O27   single    1.413  0.020  1.413
 NN4  C28  H281  single    0.970  0.020  1.090
 NN4  C28  H282  single    0.970  0.020  1.090
 NN4  C28  H283  single    0.970  0.020  1.090
 NN4  N11  C9    single    1.450  0.020  1.450
 NN4  N11  HN11  single    0.860  0.020  1.020
 NN4  C9   H9    single    0.970  0.020  1.090
 NN4  C3   C2    single    1.530  0.020  1.530
 NN4  C3   H3    single    0.970  0.020  1.090
 NN4  C2   C1    single    1.541  0.020  1.541
 NN4  C2   H21   single    0.970  0.020  1.090
 NN4  C2   H22A  single    0.970  0.020  1.090
 NN4  C1   C12   single    1.528  0.020  1.528
 NN4  C12  O14   double    1.224  0.020  1.224
 NN4  C12  N13   single    1.344  0.020  1.344
 NN4  N13  H131  single    0.860  0.020  1.020
 NN4  N13  H132  single    0.860  0.020  1.020
 NN4  C16  O18   single    1.435  0.020  1.435
 NN4  C16  C19   single    1.521  0.020  1.521
 NN4  C19  H191  single    0.970  0.020  1.090
 NN4  C19  H192  single    0.970  0.020  1.090
 NN4  C19  H193  single    0.970  0.020  1.090
 NN4  C25  H25   single    0.930  0.020  1.080
 NN4  C23  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
 NN4  H42   C4   H41   105.56  3.000
 NN4  H42   C4   C3    110.30  3.000
 NN4  H41   C4   C3    110.38  3.000
 NN4  H42   C4   C5    109.25  3.000
 NN4  H41   C4   C5    111.75  3.000
 NN4  C3    C4   C5    109.53  3.000
 NN4  H5    C5   C9    109.26  3.000
 NN4  H5    C5   C6    108.90  3.000
 NN4  C9    C5   C6    108.36  3.000
 NN4  H5    C5   C4    110.12  3.000
 NN4  C6    C5   C4    109.04  3.000
 NN4  C9    C5   C4    111.12  3.000
 NN4  H62   C6   H61   106.59  3.000
 NN4  H62   C6   C1    111.22  3.000
 NN4  H61   C6   C1    109.71  3.000
 NN4  H62   C6   C5    108.75  3.000
 NN4  H61   C6   C5    110.14  3.000
 NN4  C1    C6   C5    110.36  3.000
 NN4  H72   C7   H71   106.92  3.000
 NN4  H72   C7   C1    110.17  3.000
 NN4  H71   C7   C1    110.15  3.000
 NN4  H72   C7   C10   109.78  3.000
 NN4  H71   C7   C10   109.47  3.000
 NN4  C1    C7   C10   110.29  3.000
 NN4  H82   C8   H81   106.42  3.000
 NN4  H82   C8   C3    110.47  3.000
 NN4  H81   C8   C3    110.06  3.000
 NN4  H82   C8   C10   110.91  3.000
 NN4  H81   C8   C10   109.48  3.000
 NN4  C3    C8   C10   109.46  3.000
 NN4  H10   C10  C9    109.08  3.000
 NN4  H10   C10  C8    110.01  3.000
 NN4  C9    C10  C8    110.43  3.000
 NN4  H10   C10  C7    108.82  3.000
 NN4  C9    C10  C7    108.64  3.000
 NN4  C8    C10  C7    109.82  3.000
 NN4  C16   C15  N11   115.63  3.000
 NN4  N11   C15  O17   123.61  3.000
 NN4  C16   C15  O17   120.65  3.000
 NN4  H203  C20  H202  108.34  3.000
 NN4  H203  C20  H201  108.05  3.000
 NN4  H202  C20  H201  108.29  3.000
 NN4  H203  C20  C16   111.23  3.000
 NN4  H202  C20  C16   110.12  3.000
 NN4  H201  C20  C16   110.71  3.000
 NN4  O18   C21  C26   122.56  3.000
 NN4  O18   C21  C22   118.22  3.000
 NN4  C26   C21  C22   119.19  3.000
 NN4  H22   C22  C23   119.84  3.000
 NN4  H22   C22  C21   119.59  3.000
 NN4  C23   C22  C21   120.57  3.000
 NN4  C23   C24  O27   116.36  3.000
 NN4  C23   C24  C25   119.14  3.000
 NN4  O27   C24  C25   124.51  3.000
 NN4  H26   C26  C25   118.71  3.000
 NN4  H26   C26  C21   120.71  3.000
 NN4  C25   C26  C21   120.58  3.000
 NN4  H283  C28  H282  108.73  3.000
 NN4  H283  C28  H281  108.74  3.000
 NN4  H282  C28  H281  108.70  3.000
 NN4  H283  C28  O27   106.57  3.000
 NN4  H282  C28  O27   112.01  3.000
 NN4  H281  C28  O27   111.99  3.000
 NN4  HN11  N11  C9    118.83  3.000
 NN4  HN11  N11  C15   117.55  3.000
 NN4  C9    N11  C15   123.11  3.000
 NN4  H9    C9   N11   107.49  3.000
 NN4  H9    C9   C10   108.75  3.000
 NN4  N11   C9   C10   112.32  3.000
 NN4  H9    C9   C5    108.32  3.000
 NN4  N11   C9   C5    111.01  3.000
 NN4  C10   C9   C5    108.86  3.000
 NN4  H3    C3   C2    108.94  3.000
 NN4  H3    C3   C8    109.78  3.000
 NN4  C2    C3   C8    109.52  3.000
 NN4  H3    C3   C4    109.60  3.000
 NN4  C2    C3   C4    109.39  3.000
 NN4  C8    C3   C4    109.59  3.000
 NN4  H22A  C2   H21   106.67  3.000
 NN4  H22A  C2   C1    109.61  3.000
 NN4  H21   C2   C1    111.11  3.000
 NN4  H22A  C2   C3    110.01  3.000
 NN4  H21   C2   C3    109.30  3.000
 NN4  C1    C2   C3    110.09  3.000
 NN4  C12   C1   C2    110.53  3.000
 NN4  C12   C1   C7    110.11  3.000
 NN4  C2    C1   C7    108.55  3.000
 NN4  C12   C1   C6    110.26  3.000
 NN4  C2    C1   C6    108.96  3.000
 NN4  C7    C1   C6    108.38  3.000
 NN4  N13   C12  O14   121.64  3.000
 NN4  N13   C12  C1    115.86  3.000
 NN4  O14   C12  C1    122.50  3.000
 NN4  H132  N13  H131  116.91  3.000
 NN4  H132  N13  C12   122.93  3.000
 NN4  H131  N13  C12   120.15  3.000
 NN4  O18   C16  C19   112.72  3.000
 NN4  C19   C16  C20   110.54  3.000
 NN4  O18   C16  C20   105.04  3.000
 NN4  C19   C16  C15   110.82  3.000
 NN4  O18   C16  C15   110.57  3.000
 NN4  C20   C16  C15   106.85  3.000
 NN4  H193  C19  H192  107.81  3.000
 NN4  H193  C19  H191  107.76  3.000
 NN4  H192  C19  H191  108.30  3.000
 NN4  H193  C19  C16   109.90  3.000
 NN4  H192  C19  C16   110.06  3.000
 NN4  H191  C19  C16   112.86  3.000
 NN4  C16   O18  C21   119.24  3.000
 NN4  H25   C25  C26   118.46  3.000
 NN4  H25   C25  C24   121.39  3.000
 NN4  C26   C25  C24   120.15  3.000
 NN4  C28   O27  C24   118.42  3.000
 NN4  H23   C23  C24   119.55  3.000
 NN4  H23   C23  C22   120.08  3.000
 NN4  C24   C23  C22   120.37  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
 NN4  CONST_01  C24   C25  C26  C21    0.00   0.0  0
 NN4  CONST_02  C24   C23  C22  C21    0.00   0.0  0
 NN4  CONST_03  C25   C26  C21  C22    0.00   0.0  0
 NN4  CONST_04  C25   C24  C23  C22    0.00   0.0  0
 NN4  CONST_05  C23   C22  C21  C26    0.00   0.0  0
 NN4  CONST_06  C23   C24  C25  C26    0.00   0.0  0
 NN4  CONST_07  O27   C24  C23  C22  180.00   0.0  0
 NN4  CONST_08  O27   C24  C25  C26  180.00   0.0  0
 NN4  CONST_09  C25   C26  C21  O18  180.00   0.0  0
 NN4  CONST_10  C23   C22  C21  O18  180.00   0.0  0
 NN4  CONST_11  H25   C25  C26  C21  180.00   0.0  0
 NN4  CONST_12  H23   C23  C22  C21  180.00   0.0  0
 NN4  CONST_13  H26   C26  C21  C22  180.00   0.0  0
 NN4  CONST_14  H22   C22  C23  C24  180.00   0.0  0
 NN4  CONST_15  C9    N11  C15  O17    0.00   0.0  0
 NN4  CONST_16  C16   C15  N11  C9   180.00   0.0  0
 NN4  CONST_17  H131  N13  C12  C1   180.00   0.0  0
 NN4  CONST_18  H132  N13  C12  C1     0.00   0.0  0
 NN4  CONST_19  HN11  N11  C15  O17  180.00   0.0  0
 NN4  Var_01    C25   C24  O27  C28    0.77  30.0  2
 NN4  Var_02    C19   C16  O18  C21  -32.65  30.0  2
 NN4  Var_03    H281  C28  O27  C24   60.48  30.0  3
 NN4  Var_04    N11   C15  C16  C20  -89.63  30.0  2
 NN4  Var_05    H201  C20  C16  C15  -56.09  30.0  3
 NN4  Var_06    H191  C19  C16  C15  -57.14  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
 NN4  chir_01  C5   C4   C9   C6  positiv
 NN4  chir_02  C10  C9   C8   C7  positiv
 NN4  chir_03  C9   N11  C10  C5  positiv
 NN4  chir_04  C3   C4   C8   C2  negativ
 NN4  chir_05  C1   C2   C7   C6  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
 NN4  plan-1  C21   0.020
 NN4  plan-1  C22   0.020
 NN4  plan-1  C24   0.020
 NN4  plan-1  C26   0.020
 NN4  plan-1  O18   0.020
 NN4  plan-1  C25   0.020
 NN4  plan-1  O27   0.020
 NN4  plan-1  C23   0.020
 NN4  plan-1  H22   0.020
 NN4  plan-1  H26   0.020
 NN4  plan-1  H25   0.020
 NN4  plan-1  H23   0.020
 NN4  plan-2  C15   0.020
 NN4  plan-2  O17   0.020
 NN4  plan-2  N11   0.020
 NN4  plan-2  C9    0.020
 NN4  plan-2  C16   0.020
 NN4  plan-2  HN11  0.020
 NN4  plan-3  C1    0.020
 NN4  plan-3  C12   0.020
 NN4  plan-3  O14   0.020
 NN4  plan-3  N13   0.020
 NN4  plan-3  H131  0.020
 NN4  plan-3  H132  0.020

