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

ID: ALA4166303

Chembl Id: CHEMBL4166303

PubChem CID: 145952889

Max Phase: Preclinical

Molecular Formula: C16H9ClN2O3S2

Molecular Weight: 376.85

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=S1(=O)C=C(Sc2nnc(-c3ccc(Cl)cc3)o2)c2ccccc21

Standard InChI:  InChI=1S/C16H9ClN2O3S2/c17-11-7-5-10(6-8-11)15-18-19-16(22-15)23-13-9-24(20,21)14-4-2-1-3-12(13)14/h1-9H

Standard InChI Key:  YSRYWRNPXVNBCU-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA4166303

   ---

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: 376.85

Molecular Weight (Monoisotopic): 375.9743

AlogP: 4.27

#Rotatable Bonds: 3

Polar Surface Area: 73.06

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.00

CX LogD: 3.00

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.68

Np Likeness Score: -1.53

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