2-(1,1-Dioxo-1H-1lambda6-benzo[b]thiophen-3-ylsulfanyl)-5-(4-methoxy-phenyl)-[1,3,4]oxadiazole

ID: ALA4168641

Chembl Id: CHEMBL4168641

PubChem CID: 145954131

Max Phase: Preclinical

Molecular Formula: C17H12N2O4S2

Molecular Weight: 372.43

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(-c2nnc(SC3=CS(=O)(=O)c4ccccc43)o2)cc1

Standard InChI:  InChI=1S/C17H12N2O4S2/c1-22-12-8-6-11(7-9-12)16-18-19-17(23-16)24-14-10-25(20,21)15-5-3-2-4-13(14)15/h2-10H,1H3

Standard InChI Key:  WPSROWHLUYGOLG-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA4168641

   ---

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: 372.43

Molecular Weight (Monoisotopic): 372.0238

AlogP: 3.62

#Rotatable Bonds: 4

Polar Surface Area: 82.29

Molecular Species: NEUTRAL

HBA: 7

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.23

CX LogD: 2.23

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.69

Np Likeness Score: -1.25

References

1. Keri RS, Chand K, Budagumpi S, Balappa Somappa S, Patil SA, Nagaraja BM..  (2017)  An overview of benzo[b]thiophene-based medicinal chemistry.,  138  [PMID:28759875] [10.1016/j.ejmech.2017.07.038]

2. Kummari LK, Butler MS, Furlong E, Blundell R, Nouwens A, Silva AB, Kappler U, Fraser JA, Kobe B, Cooper MA, Robertson AAB..  (2018)  Antifungal benzo[b]thiophene 1,1-dioxide IMPDH inhibitors exhibit pan-assay interference (PAINS) profiles.,  26  (20): [PMID:30322754] [10.1016/j.bmc.2018.09.004]

Source

Source(1):

• Scientific Literature