4,4'-Bis[(3,4,5-trihydroxybenzoyl)oxy]-1,1'-biphenyl

ID: ALA2087138

Chembl Id: CHEMBL2087138

PubChem CID: 25110597

Max Phase: Preclinical

Molecular Formula: C26H18O10

Molecular Weight: 490.42

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(Oc1ccc(-c2ccc(OC(=O)c3cc(O)c(O)c(O)c3)cc2)cc1)c1cc(O)c(O)c(O)c1

Standard InChI:  InChI=1S/C26H18O10/c27-19-9-15(10-20(28)23(19)31)25(33)35-17-5-1-13(2-6-17)14-3-7-18(8-4-14)36-26(34)16-11-21(29)24(32)22(30)12-16/h1-12,27-32H

Standard InChI Key:  ZLTRQEIZUNCSEY-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA2087138

   4,4'-Bis[(3,4,5-trihydroxybenzoyl)oxy]-1,1'-biphenyl

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 490.42

Molecular Weight (Monoisotopic): 490.0900

AlogP: 4.03

#Rotatable Bonds: 5

Polar Surface Area: 173.98

Molecular Species: NEUTRAL

HBA: 10

HBD: 6

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 7.76

CX Basic pKa: ┄

CX LogP: 5.12

CX LogD: 4.95

Aromatic Rings: 4

Heavy Atoms: 36

QED Weighted: 0.14

Np Likeness Score: 0.14

References

1. Turrado C, Puig T, García-Cárceles J, Artola M, Benhamú B, Ortega-Gutiérrez S, Relat J, Oliveras G, Blancafort A, Haro D, Marrero PF, Colomer R, López-Rodríguez ML..  (2012)  New synthetic inhibitors of fatty acid synthase with anticancer activity.,  55  (11): [PMID:22559865] [10.1021/jm2016045]

2. Tan YJ, Ali A, Tee SY, Teo JT, Xi Y, Go ML, Lam Y..  (2019)  Galloyl esters of trans-stilbenes are inhibitors of FASN with anticancer activity on non-small cell lung cancer cells.,  182  [PMID:31422225] [10.1016/j.ejmech.2019.111597]

Source

Source(1):

• Scientific Literature