Pestalone E

ID: ALA4464310

PubChem CID: 155530617

Max Phase: Preclinical

Molecular Formula: C20H19ClO6

Molecular Weight: 390.82

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)=CCc1c(O)cc(O)c(C=O)c1C(=O)c1c(O)cc(C)c(Cl)c1O

Standard InChI:  InChI=1S/C20H19ClO6/c1-9(2)4-5-11-13(23)7-14(24)12(8-22)16(11)19(26)17-15(25)6-10(3)18(21)20(17)27/h4,6-8,23-25,27H,5H2,1-3H3

Standard InChI Key:  RYCFVSWWKSWKTH-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 27 28  0  0  0  0  0  0  0  0999 V2000
   14.3902   -5.6419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3891   -6.4449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0847   -6.8456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7820   -6.4444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7792   -5.6383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0830   -5.2413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4689   -5.2353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1657   -5.6330    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.4739   -6.8437    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.6976   -6.8447    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.6989   -5.2417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6987   -4.4410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0033   -4.0409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0031   -3.2402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3122   -4.4414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0805   -3.9866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7746   -3.5842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3840   -3.5884    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.4649   -3.9848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1586   -3.5830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1566   -2.7814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4550   -2.3834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7685   -2.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4656   -4.7854    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.8508   -3.9816    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   17.8460   -2.3780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0702   -2.3923    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  5  7  1  0
  7  8  2  0
  4  9  1  0
  2 10  1  0
  1 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 13 15  1  0
  6 16  1  0
 16 17  1  0
 16 18  2  0
 17 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 17  1  0
 19 24  1  0
 20 25  1  0
 21 26  1  0
 23 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4464310

   ---

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: 390.82

Molecular Weight (Monoisotopic): 390.0870

AlogP: 4.02

#Rotatable Bonds: 5

Polar Surface Area: 115.06

Molecular Species: ACID

HBA: 6

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 5.77

CX Basic pKa: ┄

CX LogP: 6.73

CX LogD: 4.24

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.35

Np Likeness Score: 1.61

References

1. Wang W, Park C, Oh E, Sung Y, Lee J, Park KH, Kang H..  (2019)  Benzophenone Compounds, from a Marine-Derived Strain of the Fungus Pestalotiopsis neglecta, Inhibit Proliferation of Pancreatic Cancer Cells by Targeting the MEK/ERK Pathway.,  82  (12): [PMID:31829592] [10.1021/acs.jnatprod.9b00646]

Source

Source(1):

• Scientific Literature