2-Methoxy-5-[(Z)-2-(4-methoxy-benzo[b]thiophen-6-yl)-ethenyl]-phenol

ID: ALA462474

Chembl Id: CHEMBL462474

PubChem CID: 25131509

Max Phase: Preclinical

Molecular Formula: C18H16O3S

Molecular Weight: 312.39

Molecule Type: Small molecule

Names and Identifiers

Synonyms: ST-2899 | CHEMBL462474|SCHEMBL5686440|ST-2899

Canonical SMILES:  COc1ccc(/C=C\c2cc(OC)c3ccsc3c2)cc1O

Standard InChI:  InChI=1S/C18H16O3S/c1-20-16-6-5-12(9-15(16)19)3-4-13-10-17(21-2)14-7-8-22-18(14)11-13/h3-11,19H,1-2H3/b4-3-

Standard InChI Key:  DPROZTOPRHLDGW-ARJAWSKDSA-N

Alternative Forms

1. Parent:

   

   ALA462474

   2-methoxy-5-[(Z)-2-(4-methoxy-1-benzothiophen-6-yl)ethenyl]phenol

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: 312.39

Molecular Weight (Monoisotopic): 312.0820

AlogP: 4.79

#Rotatable Bonds: 4

Polar Surface Area: 38.69

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.84

CX Basic pKa: ┄

CX LogP: 4.57

CX LogD: 4.57

Aromatic Rings: 3

Heavy Atoms: 22

QED Weighted: 0.70

Np Likeness Score: 0.03

References

1. Simoni D, Romagnoli R, Baruchello R, Rondanin R, Grisolia G, Eleopra M, Rizzi M, Tolomeo M, Giannini G, Alloatti D, Castorina M, Marcellini M, Pisano C..  (2008)  Novel A-ring and B-ring modified combretastatin A-4 (CA-4) analogues endowed with interesting cytotoxic activity.,  51  (19): [PMID:18783207] [10.1021/jm8005004]

Source

Source(1):

• Scientific Literature