(Z)-3-(benzo[b]thiophen-2-yl)-2-(3,4,5-trimethoxyphenyl)acrylonitrile

ID: ALA3220044

Chembl Id: CHEMBL3220044

PubChem CID: 54757474

Max Phase: Preclinical

Molecular Formula: C20H17NO3S

Molecular Weight: 351.43

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(/C(C#N)=C/c2cc3ccccc3s2)cc(OC)c1OC

Standard InChI:  InChI=1S/C20H17NO3S/c1-22-17-10-14(11-18(23-2)20(17)24-3)15(12-21)9-16-8-13-6-4-5-7-19(13)25-16/h4-11H,1-3H3/b15-9+

Standard InChI Key:  XAEOBWGOFADLLO-OQLLNIDSSA-N

Alternative Forms

1. Parent:

   

   ALA3220044

   (E)-3-(Benzo[b]thiophen-2-yl)-2-(3,4,5-trimethoxyphenyl)acrylonitrile

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: 351.43

Molecular Weight (Monoisotopic): 351.0929

AlogP: 4.99

#Rotatable Bonds: 5

Polar Surface Area: 51.48

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.56

CX LogD: 4.56

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.61

Np Likeness Score: -0.85

References

1. Penthala NR, Sonar VN, Horn J, Leggas M, Yadlapalli JS, Crooks PA..  (2013)  Synthesis and evaluation of a series of benzothiophene acrylonitrile analogs as anticancer agents.,  4  (7): [PMID:23956835] [10.1039/c3md00130j]

2. Penthala NR, Zong H, Ketkar A, Madadi NR, Janganati V, Eoff RL, Guzman ML, Crooks PA..  (2015)  Synthesis, anticancer activity and molecular docking studies on a series of heterocyclic trans-cyanocombretastatin analogues as antitubulin agents.,  92  [PMID:25557492] [10.1016/j.ejmech.2014.12.050]

3. Dighe SN, Ekwudu O, Dua K, Chellappan DK, Katavic PL, Collet TA..  (2019)  Recent update on anti-dengue drug discovery.,  176  [PMID:31128447] [10.1016/j.ejmech.2019.05.010]

Source

Source(1):

• Scientific Literature