6-Bromo-hexanoic acid 2-hydroxy-5-[(1S,3S,9R,11R)-4,4,10,10-tetramethyl-3,9,11-tris-(3-methyl-but-2-enyl)-8,13-dioxo-5-oxa-tricyclo[7.3.1.0(1,6)]tridec-6-ene-7-carbonyl]-phenyl ester

ID: ALA4530933

PubChem CID: 155545961

Max Phase: Preclinical

Molecular Formula: C44H59BrO7

Molecular Weight: 779.85

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)=CC[C@H]1C[C@@]23C[C@@H](CC=C(C)C)C(C)(C)[C@@](CC=C(C)C)(C(=O)C(C(=O)c4ccc(O)c(OC(=O)CCCCCBr)c4)=C2OC1(C)C)C3=O

Standard InChI:  InChI=1S/C44H59BrO7/c1-27(2)15-18-31-25-43-26-32(19-16-28(3)4)42(9,10)52-39(43)36(38(49)44(40(43)50,41(31,7)8)22-21-29(5)6)37(48)30-17-20-33(46)34(24-30)51-35(47)14-12-11-13-23-45/h15-17,20-21,24,31-32,46H,11-14,18-19,22-23,25-26H2,1-10H3/t31-,32+,43+,44+/m1/s1

Standard InChI Key:  ALERDEDHRRSZMR-XYBQXFIISA-N

Molfile:  

 
     RDKit          2D

 52 55  0  0  0  0  0  0  0  0999 V2000
    7.1731  -22.2829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7687  -21.5772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3638  -22.2803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0835  -18.7583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3819  -19.9634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3819  -19.1627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7728  -19.1668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1277  -18.1392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6844  -20.3637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8335  -19.3237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8252  -18.5271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3819  -18.3579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9952  -19.9634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9952  -19.1545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2977  -18.7665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3819  -17.5614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6885  -18.7583    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4662  -18.7706    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2037  -18.5519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5227  -18.1433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6844  -21.1603    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6125  -19.1627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2977  -20.3637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6885  -17.1651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9053  -18.1681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6125  -19.9634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2977  -17.9700    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5281  -17.4582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7274  -17.4582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9192  -18.7665    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.9260  -17.3798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5905  -18.5767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6885  -16.3686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0075  -17.5696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7728  -19.9717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0753  -20.3761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0747  -21.1774    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4717  -21.1799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4739  -20.3726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1737  -21.5871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8789  -21.1853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5809  -21.5925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2860  -21.1907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5778  -22.4055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5899  -17.5614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5899  -16.7442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8822  -17.9700    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8822  -16.3356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8822  -15.5184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1745  -15.1098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1745  -14.2926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4668  -13.8840    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
 35  7  1  0
  5  6  1  0
  6  4  1  0
  7  4  1  0
  8  4  1  0
  9  5  1  0
 10 11  1  0
 11  8  1  0
  4 12  1  1
 13  9  1  0
 14 13  1  0
 15 14  2  0
 16 12  1  0
 17  6  2  0
 18  7  2  0
 19 20  1  0
 11 20  1  6
 21  9  2  0
 22 26  2  0
 23 13  2  0
 24 16  2  0
 25 19  2  0
 26 23  1  0
 27 15  1  0
 28  8  1  0
 29  8  1  0
 30 22  1  0
 31 25  1  0
 32 25  1  0
 33 24  1  0
 34 24  1  0
 35 10  1  6
 36  5  2  0
 15 22  1  0
 35 36  1  0
 35 39  1  0
 36 37  1  0
 37  2  1  0
  2 38  1  0
 38 39  1  0
 38 40  1  6
 40 41  1  0
 41 42  2  0
 42 43  1  0
 42 44  1  0
 27 45  1  0
 45 46  1  0
 45 47  2  0
 46 48  1  0
 48 49  1  0
 49 50  1  0
 50 51  1  0
 51 52  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4530933

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 779.85

Molecular Weight (Monoisotopic): 778.3444

AlogP: 10.74

#Rotatable Bonds: 14

Polar Surface Area: 106.97

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 8.09

CX Basic pKa: ┄

CX LogP: 11.43

CX LogD: 11.34

Aromatic Rings: 1

Heavy Atoms: 52

QED Weighted: 0.03

Np Likeness Score: 1.85

References

1. Lin X, Tian D, Fu Y, Li Y, Huang L, Gu W, Song J, Li Y, Ben-David Y, Wen M, Yuan C, Hao X..  (2019)  Synthesis of novel guttiferone E and xanthochymol derivatives with cytotoxicities by inducing cell apoptosis and arresting the cell cycle phase.,  162  [PMID:30500683] [10.1016/j.ejmech.2018.11.046]

Source

Source(1):

• Scientific Literature