(S,E)-2-Acetyl-3,7,9-trihydroxy-8,9b-dimethyl-6-(3-(4-(trifluoromethoxy)phenyl)acryloyl)dibenzo[b,d]furan-1(9bH)-one

ID: ALA5266942

Chembl Id: CHEMBL5266942

Max Phase: Preclinical

Molecular Formula: C26H19F3O8

Molecular Weight: 516.42

Names and Identifiers

Canonical SMILES:  CC(=O)C1=C(O)C=C2Oc3c(C(=O)/C=C/c4ccc(OC(F)(F)F)cc4)c(O)c(C)c(O)c3[C@]2(C)C1=O

Standard InChI:  InChI=1S/C26H19F3O8/c1-11-21(33)19(15(31)9-6-13-4-7-14(8-5-13)37-26(27,28)29)23-20(22(11)34)25(3)17(36-23)10-16(32)18(12(2)30)24(25)35/h4-10,32-34H,1-3H3/b9-6+/t25-/m1/s1

Standard InChI Key:  BSFLRLHMOKAWJN-UPXASZCJSA-N

Alternative Forms

1. Parent:

   

   ALA5266942

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 516.42

Molecular Weight (Monoisotopic): 516.1032

AlogP: 4.72

#Rotatable Bonds: 5

Polar Surface Area: 130.36

Molecular Species: ACID

HBA: 8

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 3.62

CX Basic pKa:

CX LogP: 5.67

CX LogD: 1.42

Aromatic Rings: 2

Heavy Atoms: 37

QED Weighted: 0.30

Np Likeness Score: 1.16

References

1. Ebrahim HY, Akl MR, Elsayed HE, Hill RA, El Sayed KA..  (2017)  Usnic Acid Benzylidene Analogues as Potent Mechanistic Target of Rapamycin Inhibitors for the Control of Breast Malignancies.,  80  (4): [PMID:28245124] [10.1021/acs.jnatprod.6b00917]

Source

Source(1):

• Scientific Literature