6-(3,4-Dimethoxyphenyl)-3-phenylisothiazolo[4,3-b]pyridine

ID: ALA4576567

PubChem CID: 90466196

Max Phase: Preclinical

Molecular Formula: C20H16N2O2S

Molecular Weight: 348.43

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(-c2cnc3c(-c4ccccc4)snc3c2)cc1OC

Standard InChI:  InChI=1S/C20H16N2O2S/c1-23-17-9-8-14(11-18(17)24-2)15-10-16-19(21-12-15)20(25-22-16)13-6-4-3-5-7-13/h3-12H,1-2H3

Standard InChI Key:  ZWFWTFGQYJINLL-UHFFFAOYSA-N

Molfile:  

 
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   12.6833   -6.4466    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    9.1466   -3.5867    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    9.1464   -2.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   14.1750   -6.2803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6505   -5.6139    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   14.1637   -4.9559    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.4334   -7.0521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8901   -7.6640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1486   -8.4384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9501   -8.6021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4926   -7.9853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2312   -7.2133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
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M  END

Alternative Forms

1. Parent:

   

   ALA4576567

   6-(3,4-Dimethoxyphenyl)-3-phenyl-[1,2]thiazolo[4,3-b]pyridine

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 348.43

Molecular Weight (Monoisotopic): 348.0932

AlogP: 5.04

#Rotatable Bonds: 4

Polar Surface Area: 44.24

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 1.03

CX LogP: 4.46

CX LogD: 4.46

Aromatic Rings: 4

Heavy Atoms: 25

QED Weighted: 0.52

Np Likeness Score: -0.70

References

1. Wouters R, Pu SY, Froeyen M, Lescrinier E, Einav S, Herdewijn P, De Jonghe S..  (2019)  Cyclin G-associated kinase (GAK) affinity and antiviral activity studies of a series of 3-C-substituted isothiazolo[4,3-b]pyridines.,  163  [PMID:30529544] [10.1016/j.ejmech.2018.11.065]

2. Callis TB, Garrett TR, Montgomery AP, Danon JJ, Kassiou M..  (2022)  Recent Scaffold Hopping Applications in Central Nervous System Drug Discovery.,  65  (20.0): [PMID:36206553] [10.1021/acs.jmedchem.2c00969]

Source

Source(1):

• Scientific Literature