# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Mar 18 11:12:32 2022
#   Inital geometry file: a 142 line input string
#   Ligand name: (2S)-tert-butoxy[4-(2,3-dihydropyrano[4,3,2-de]quinolin-7-yl)-2-methylquinolin-3-yl]acetic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1nc2ccccc2c(c3ccc4OCCc5ccnc3c45)c1[C@H](OC(C)(C)C)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
 L3D  L3D  '(2S)-tert-butoxy[4-(2,3-dihydropyrano[4,3,2-de]quinolin-7-yl)-2-methylquinolin-3-yl]acetic acid'  ligand  58  33  .  2022-03-22  2022-03-22
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_L3D
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
 L3D  C01  C  CH3    0  -0.767   3.5964   2.7251   0.0423
 L3D  C02  C  CR6    0   0.185   3.0603   1.3236   0.0802
 L3D  C03  C  CR6    0   0.035   1.6931   1.0528  -0.2418
 L3D  C04  C  CH1    0  -0.207   0.7789   2.1930  -0.6339
 L3D  C05  C  C      0   0.419   0.7791   2.4016  -2.1776
 L3D  O06  O  OC    -1  -0.602   1.8283   2.0639  -2.7624
 L3D  O07  O  O      0  -0.582  -0.2232   2.9342  -2.6718
 L3D  O08  O  O2     0  -0.478  -0.5206   2.0403  -0.1456
 L3D  C09  C  CT     0   0.207  -0.9178   2.8252   0.9706
 L3D  C10  C  CH3    0  -0.665  -0.9557   4.3106   0.6056
 L3D  C11  C  CH3    0  -0.660  -2.3312   2.3493   1.2904
 L3D  C12  C  CH3    0  -0.683  -0.0154   2.5881   2.1815
 L3D  C13  C  CR6    0   0.204   1.2667  -0.2519  -0.2057
 L3D  C14  C  CR6    0  -0.046  -0.1112  -0.6302  -0.5941
 L3D  C15  C  CR16   0  -0.278  -0.4937  -0.6301  -1.9104
 L3D  C16  C  CR16   0  -0.374  -1.8056  -0.9391  -2.3108
 L3D  C17  C  CR6    0   0.355  -2.7466  -1.2576  -1.3676
 L3D  C18  C  CR66   0  -0.052  -2.3820  -1.3121   0.0009
 L3D  C19  C  CR66   0   0.216  -1.0598  -0.9952   0.3918
 L3D  N20  N  N      0  -0.429  -0.6801  -1.0434   1.6883
 L3D  C21  C  CR16   0  -0.094  -1.5674  -1.3961   2.5819
 L3D  C22  C  CR16   0  -0.402  -2.9001  -1.7400   2.2884
 L3D  C23  C  CR6    0   0.215  -3.3149  -1.7070   0.9844
 L3D  C24  C  CH2    0  -0.542  -4.6861  -2.0876   0.5220
 L3D  C25  C  CH2    0  -0.199  -5.0148  -1.3501  -0.7611
 L3D  O26  O  O2     0  -0.480  -4.0083  -1.5440  -1.7514
 L3D  C27  C  CR66   0   0.071   2.1900  -1.2780   0.1413
 L3D  C28  C  CR66   0   0.182   3.5141  -0.8973   0.4499
 L3D  C29  C  CR16   0  -0.299   4.4629  -1.8856   0.7963
 L3D  C30  C  CR16   0  -0.271   4.1093  -3.2078   0.8246
 L3D  C31  C  CR16   0  -0.259   2.7924  -3.5932   0.5042
 L3D  C32  C  CR16   0  -0.337   1.8554  -2.6512   0.1708
 L3D  N33  N  N      0  -0.473   3.9163   0.3939   0.4126
 L3D  H1   H  HCH3   0   0.245   3.1071   3.3678   0.7781
 L3D  H2   H  HCH3   0   0.253   4.6622   2.7200   0.2597
 L3D  H3   H  HCH3   0   0.253   3.4404   3.1756  -0.9376
 L3D  H4   H  HCH1   0   0.226   1.2249   3.1191  -0.2481
 L3D  H6   H  HCH3   0   0.228  -1.6003   4.4769  -0.2582
 L3D  H7   H  HCH3   0   0.222  -1.3446   4.8974   1.4394
 L3D  H8   H  HCH3   0   0.223   0.0324   4.7090   0.3671
 L3D  H9   H  HCH3   0   0.223  -2.9830   2.4550   0.4218
 L3D  H10  H  HCH3   0   0.236  -2.3353   1.3000   1.5869
 L3D  H11  H  HCH3   0   0.214  -2.7551   2.9343   2.1074
 L3D  H12  H  HCH3   0   0.226  -0.4066   3.1129   3.0549
 L3D  H13  H  HCH3   0   0.243   0.0369   1.5248   2.4174
 L3D  H14  H  HCH3   0   0.219   1.0026   2.9501   2.0222
 L3D  H15  H  HCR6   0   0.248   0.2280  -0.3623  -2.6719
 L3D  H16  H  HCR6   0   0.261  -2.0727  -0.9110  -3.3596
 L3D  H17  H  HCR6   0   0.259  -1.2322  -1.4210   3.6140
 L3D  H18  H  HCR6   0   0.262  -3.5722  -2.0268   3.0871
 L3D  H19  H  HCH2   0   0.274  -4.7256  -3.1683   0.3539
 L3D  H20  H  HCH2   0   0.274  -5.4355  -1.8586   1.2812
 L3D  H21  H  HCH2   0   0.257  -5.9434  -1.7120  -1.1978
 L3D  H22  H  HCH2   0   0.232  -5.1267  -0.2789  -0.5608
 L3D  H23  H  HCR6   0   0.253   5.4713  -1.5694   1.0324
 L3D  H24  H  HCR6   0   0.256   4.8411  -3.9613   1.0862
 L3D  H25  H  HCR6   0   0.255   2.5225  -4.6412   0.5192
 L3D  H26  H  HCR6   0   0.249   0.8514  -2.9629  -0.0843

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
 L3D  C11  C09  single    1.525  0.020  1.525
 L3D  C12  C09  single    1.529  0.020  1.529
 L3D  C09  C10  single    1.530  0.020  1.530
 L3D  C09  O08  single    1.421  0.020  1.421
 L3D  C15  C16  aromatic  1.406  0.020  1.406
 L3D  C15  C14  aromatic  1.371  0.020  1.371
 L3D  C16  C17  aromatic  1.370  0.020  1.370
 L3D  C30  C29  aromatic  1.369  0.020  1.369
 L3D  C30  C31  aromatic  1.409  0.020  1.409
 L3D  C29  C28  aromatic  1.413  0.020  1.413
 L3D  C31  C32  aromatic  1.370  0.020  1.370
 L3D  O08  C04  single    1.397  0.020  1.397
 L3D  C28  N33  aromatic  1.353  0.020  1.353
 L3D  C28  C27  aromatic  1.412  0.020  1.412
 L3D  C32  C27  aromatic  1.414  0.020  1.414
 L3D  N33  C02  aromatic  1.307  0.020  1.307
 L3D  C27  C13  aromatic  1.423  0.020  1.423
 L3D  C02  C01  single    1.501  0.020  1.501
 L3D  C02  C03  aromatic  1.430  0.020  1.430
 L3D  C13  C03  aromatic  1.373  0.020  1.373
 L3D  C13  C14  single    1.481  0.020  1.481
 L3D  C03  C04  single    1.513  0.020  1.513
 L3D  C14  C19  aromatic  1.416  0.020  1.416
 L3D  C04  C05  single    1.558  0.020  1.558
 L3D  C17  O26  single    1.350  0.020  1.350
 L3D  C17  C18  aromatic  1.417  0.020  1.417
 L3D  O26  C25  single    1.425  0.020  1.425
 L3D  C19  C18  aromatic  1.415  0.020  1.415
 L3D  C19  N20  aromatic  1.352  0.020  1.352
 L3D  C18  C23  aromatic  1.412  0.020  1.412
 L3D  C05  O07  deloc     1.238  0.020  1.238
 L3D  C05  O06  deloc     1.248  0.020  1.248
 L3D  C25  C24  single    1.516  0.020  1.516
 L3D  N20  C21  aromatic  1.308  0.020  1.308
 L3D  C23  C24  single    1.496  0.020  1.496
 L3D  C23  C22  aromatic  1.369  0.020  1.369
 L3D  C21  C22  aromatic  1.407  0.020  1.407
 L3D  C01  H1   single    0.970  0.020  1.090
 L3D  C01  H2   single    0.970  0.020  1.090
 L3D  C01  H3   single    0.970  0.020  1.090
 L3D  C04  H4   single    0.970  0.020  1.090
 L3D  C10  H6   single    0.970  0.020  1.090
 L3D  C10  H7   single    0.970  0.020  1.090
 L3D  C10  H8   single    0.970  0.020  1.090
 L3D  C11  H9   single    0.970  0.020  1.090
 L3D  C11  H10  single    0.970  0.020  1.090
 L3D  C11  H11  single    0.970  0.020  1.090
 L3D  C12  H12  single    0.970  0.020  1.090
 L3D  C12  H13  single    0.970  0.020  1.090
 L3D  C12  H14  single    0.970  0.020  1.090
 L3D  C15  H15  single    0.930  0.020  1.080
 L3D  C16  H16  single    0.930  0.020  1.080
 L3D  C21  H17  single    0.930  0.020  1.080
 L3D  C22  H18  single    0.930  0.020  1.080
 L3D  C24  H19  single    0.970  0.020  1.090
 L3D  C24  H20  single    0.970  0.020  1.090
 L3D  C25  H21  single    0.970  0.020  1.090
 L3D  C25  H22  single    0.970  0.020  1.090
 L3D  C29  H23  single    0.930  0.020  1.080
 L3D  C30  H24  single    0.930  0.020  1.080
 L3D  C31  H25  single    0.930  0.020  1.080
 L3D  C32  H26  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
 L3D  H3   C01  H2   108.78  3.000
 L3D  H3   C01  H1   107.35  3.000
 L3D  H2   C01  H1   107.87  3.000
 L3D  H3   C01  C02  110.95  3.000
 L3D  H2   C01  C02  109.91  3.000
 L3D  H1   C01  C02  111.85  3.000
 L3D  N33  C02  C03  123.27  3.000
 L3D  C03  C02  C01  120.83  3.000
 L3D  N33  C02  C01  115.90  3.000
 L3D  C13  C03  C04  122.36  3.000
 L3D  C04  C03  C02  119.54  3.000
 L3D  C13  C03  C02  118.09  3.000
 L3D  H4   C04  O08  110.33  3.000
 L3D  H4   C04  C05  103.60  3.000
 L3D  O08  C04  C05  111.17  3.000
 L3D  H4   C04  C03  107.41  3.000
 L3D  C05  C04  C03  110.95  3.000
 L3D  O08  C04  C03  112.90  3.000
 L3D  O07  C05  O06  127.60  3.000
 L3D  O06  C05  C04  115.36  3.000
 L3D  O07  C05  C04  116.95  3.000
 L3D  C09  O08  C04  118.31  3.000
 L3D  C12  C09  C11  109.42  3.000
 L3D  C12  C09  C10  110.74  3.000
 L3D  C11  C09  C10  109.26  3.000
 L3D  C10  C09  O08  110.84  3.000
 L3D  C12  C09  O08  111.81  3.000
 L3D  C11  C09  O08  104.56  3.000
 L3D  H8   C10  H7   107.06  3.000
 L3D  H8   C10  H6   107.83  3.000
 L3D  H7   C10  H6   108.21  3.000
 L3D  H8   C10  C09  112.58  3.000
 L3D  H7   C10  C09  110.40  3.000
 L3D  H6   C10  C09  110.59  3.000
 L3D  H11  C11  H10  108.12  3.000
 L3D  H11  C11  H9   108.19  3.000
 L3D  H10  C11  H9   107.91  3.000
 L3D  H11  C11  C09  110.48  3.000
 L3D  H10  C11  C09  111.15  3.000
 L3D  H9   C11  C09  110.88  3.000
 L3D  H14  C12  H13  108.07  3.000
 L3D  H14  C12  H12  106.94  3.000
 L3D  H13  C12  H12  108.24  3.000
 L3D  H14  C12  C09  112.53  3.000
 L3D  H13  C12  C09  110.54  3.000
 L3D  H12  C12  C09  110.34  3.000
 L3D  C27  C13  C14  118.91  3.000
 L3D  C14  C13  C03  121.66  3.000
 L3D  C27  C13  C03  119.34  3.000
 L3D  C19  C14  C15  118.79  3.000
 L3D  C19  C14  C13  120.44  3.000
 L3D  C15  C14  C13  120.76  3.000
 L3D  H15  C15  C16  118.42  3.000
 L3D  H15  C15  C14  119.30  3.000
 L3D  C16  C15  C14  122.26  3.000
 L3D  H16  C16  C17  120.23  3.000
 L3D  H16  C16  C15  120.03  3.000
 L3D  C17  C16  C15  119.73  3.000
 L3D  O26  C17  C18  120.46  3.000
 L3D  C18  C17  C16  119.80  3.000
 L3D  O26  C17  C16  119.72  3.000
 L3D  C23  C18  C19  119.19  3.000
 L3D  C23  C18  C17  120.88  3.000
 L3D  C19  C18  C17  119.91  3.000
 L3D  N20  C19  C18  121.30  3.000
 L3D  N20  C19  C14  119.26  3.000
 L3D  C18  C19  C14  119.44  3.000
 L3D  C21  N20  C19  118.32  3.000
 L3D  H17  C21  C22  119.02  3.000
 L3D  H17  C21  N20  116.52  3.000
 L3D  C22  C21  N20  124.47  3.000
 L3D  H18  C22  C23  121.41  3.000
 L3D  H18  C22  C21  119.92  3.000
 L3D  C23  C22  C21  118.67  3.000
 L3D  C24  C23  C22  124.47  3.000
 L3D  C22  C23  C18  118.04  3.000
 L3D  C24  C23  C18  117.48  3.000
 L3D  H20  C24  H19  106.82  3.000
 L3D  H20  C24  C25  109.75  3.000
 L3D  H19  C24  C25  110.04  3.000
 L3D  H20  C24  C23  111.16  3.000
 L3D  H19  C24  C23  109.37  3.000
 L3D  C25  C24  C23  109.66  3.000
 L3D  H22  C25  H21  108.14  3.000
 L3D  H22  C25  O26  109.40  3.000
 L3D  H21  C25  O26  106.17  3.000
 L3D  H22  C25  C24  110.07  3.000
 L3D  H21  C25  C24  111.28  3.000
 L3D  O26  C25  C24  111.64  3.000
 L3D  C25  O26  C17  115.71  3.000
 L3D  C32  C27  C28  118.64  3.000
 L3D  C32  C27  C13  123.49  3.000
 L3D  C28  C27  C13  117.86  3.000
 L3D  N33  C28  C29  118.34  3.000
 L3D  N33  C28  C27  122.01  3.000
 L3D  C29  C28  C27  119.65  3.000
 L3D  H23  C29  C30  121.20  3.000
 L3D  H23  C29  C28  118.32  3.000
 L3D  C30  C29  C28  120.47  3.000
 L3D  H24  C30  C31  119.76  3.000
 L3D  H24  C30  C29  120.18  3.000
 L3D  C31  C30  C29  120.06  3.000
 L3D  H25  C31  C32  119.91  3.000
 L3D  H25  C31  C30  119.66  3.000
 L3D  C32  C31  C30  120.43  3.000
 L3D  H26  C32  C31  119.61  3.000
 L3D  H26  C32  C27  119.65  3.000
 L3D  C31  C32  C27  120.74  3.000
 L3D  C28  N33  C02  119.42  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
 L3D  CONST_01  C29  C28  N33  C02   180.00   0.0  0
 L3D  CONST_02  C27  C28  N33  C02     0.00   0.0  0
 L3D  CONST_03  C27  C13  C03  C02     0.00   0.0  0
 L3D  CONST_04  C14  C13  C03  C02   180.00   0.0  0
 L3D  CONST_05  C28  N33  C02  C03     0.00   0.0  0
 L3D  CONST_06  C28  C27  C13  C03     0.00   0.0  0
 L3D  CONST_07  C32  C27  C13  C03   180.00   0.0  0
 L3D  CONST_10  C29  C28  C27  C13   180.00   0.0  0
 L3D  CONST_11  N33  C28  C27  C13     0.00   0.0  0
 L3D  CONST_12  C31  C32  C27  C13   180.00   0.0  0
 L3D  CONST_13  N33  C02  C03  C13     0.00   0.0  0
 L3D  CONST_14  C16  C15  C14  C13   180.00   0.0  0
 L3D  CONST_15  C18  C19  C14  C13   180.00   0.0  0
 L3D  CONST_16  N20  C19  C14  C13     0.00   0.0  0
 L3D  CONST_17  C17  C16  C15  C14     0.00   0.0  0
 L3D  CONST_18  C28  C27  C13  C14   180.00   0.0  0
 L3D  CONST_19  C32  C27  C13  C14     0.00   0.0  0
 L3D  CONST_20  C17  C18  C19  C14     0.00   0.0  0
 L3D  CONST_21  C23  C18  C19  C14   180.00   0.0  0
 L3D  CONST_22  C21  N20  C19  C14   180.00   0.0  0
 L3D  CONST_23  C18  C17  C16  C15     0.00   0.0  0
 L3D  CONST_25  C18  C19  C14  C15     0.00   0.0  0
 L3D  CONST_26  N20  C19  C14  C15   180.00   0.0  0
 L3D  CONST_27  C19  C14  C15  C16     0.00   0.0  0
 L3D  CONST_28  C19  C18  C17  C16     0.00   0.0  0
 L3D  CONST_29  C23  C18  C17  C16   180.00   0.0  0
 L3D  CONST_30  N20  C19  C18  C17   180.00   0.0  0
 L3D  CONST_31  C22  C23  C18  C17   180.00   0.0  0
 L3D  CONST_32  C21  N20  C19  C18     0.00   0.0  0
 L3D  CONST_33  C21  C22  C23  C18     0.00   0.0  0
 L3D  CONST_35  C22  C23  C18  C19     0.00   0.0  0
 L3D  CONST_36  C22  C21  N20  C19     0.00   0.0  0
 L3D  CONST_37  C23  C18  C19  N20     0.00   0.0  0
 L3D  CONST_38  C23  C22  C21  N20     0.00   0.0  0
 L3D  CONST_39  C30  C29  C28  C27     0.00   0.0  0
 L3D  CONST_40  C30  C31  C32  C27     0.00   0.0  0
 L3D  CONST_41  C31  C30  C29  C28     0.00   0.0  0
 L3D  CONST_42  C31  C32  C27  C28     0.00   0.0  0
 L3D  CONST_43  C32  C31  C30  C29     0.00   0.0  0
 L3D  CONST_44  C32  C27  C28  C29     0.00   0.0  0
 L3D  CONST_45  N33  C28  C29  C30   180.00   0.0  0
 L3D  CONST_46  N33  C28  C27  C32   180.00   0.0  0
 L3D  CONST_47  C28  N33  C02  C01   180.00   0.0  0
 L3D  CONST_48  C13  C03  C02  C01   180.00   0.0  0
 L3D  CONST_49  N33  C02  C03  C04   180.00   0.0  0
 L3D  CONST_50  C27  C13  C03  C04   180.00   0.0  0
 L3D  CONST_51  C14  C13  C03  C04     0.00   0.0  0
 L3D  CONST_52  H26  C32  C27  C13     0.00   0.0  0
 L3D  CONST_53  H15  C15  C14  C13     0.00   0.0  0
 L3D  CONST_54  H16  C16  C15  C14   180.00   0.0  0
 L3D  CONST_55  H18  C22  C23  C18   180.00   0.0  0
 L3D  CONST_56  H17  C21  N20  C19   180.00   0.0  0
 L3D  CONST_57  H23  C29  C28  C27   180.00   0.0  0
 L3D  CONST_58  H25  C31  C32  C27   180.00   0.0  0
 L3D  CONST_59  H24  C30  C29  C28   180.00   0.0  0
 L3D  Var_01    C24  C25  O26  C17   -53.34  30.0  1
 L3D  Var_02    C25  C24  C23  C18   -28.01  30.0  1
 L3D  Var_03    O26  C25  C24  C23    53.40  30.0  1
 L3D  Var_04    H1   C01  C02  C03    63.49  30.0  2
 L3D  Var_05    C11  C09  O08  C04  -176.43  30.0  3
 L3D  Var_06    H9   C11  C09  O08   -56.86  30.0  3
 L3D  Var_07    H12  C12  C09  O08  -173.59  30.0  3
 L3D  Var_08    H6   C10  C09  O08    55.32  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
 L3D  chir_01  C04  O08  C03  C05  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
 L3D  plan-1  C01  0.020
 L3D  plan-1  C02  0.020
 L3D  plan-1  C03  0.020
 L3D  plan-1  C04  0.020
 L3D  plan-1  C13  0.020
 L3D  plan-1  C14  0.020
 L3D  plan-1  C27  0.020
 L3D  plan-1  C28  0.020
 L3D  plan-1  C29  0.020
 L3D  plan-1  C30  0.020
 L3D  plan-1  C31  0.020
 L3D  plan-1  C32  0.020
 L3D  plan-1  N33  0.020
 L3D  plan-1  H23  0.020
 L3D  plan-1  H24  0.020
 L3D  plan-1  H25  0.020
 L3D  plan-1  H26  0.020
 L3D  plan-2  C13  0.020
 L3D  plan-2  C14  0.020
 L3D  plan-2  C15  0.020
 L3D  plan-2  C16  0.020
 L3D  plan-2  C17  0.020
 L3D  plan-2  C18  0.020
 L3D  plan-2  C19  0.020
 L3D  plan-2  N20  0.020
 L3D  plan-2  C21  0.020
 L3D  plan-2  C22  0.020
 L3D  plan-2  C23  0.020
 L3D  plan-2  C24  0.020
 L3D  plan-2  O26  0.020
 L3D  plan-2  H15  0.020
 L3D  plan-2  H16  0.020
 L3D  plan-2  H17  0.020
 L3D  plan-2  H18  0.020
 L3D  plan-3  C04  0.020
 L3D  plan-3  C05  0.020
 L3D  plan-3  O06  0.020
 L3D  plan-3  O07  0.020

