3-[2-(2-phenoxyethyl)ethoxy]-4,6-dimethylisothiazolo[5,4-b]pyridine

ID: ALA2419955

PubChem CID: 71771039

Max Phase: Preclinical

Molecular Formula: C18H20N2O3S

Molecular Weight: 344.44

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cc(C)c2c(OCCOCCOc3ccccc3)nsc2n1

Standard InChI:  InChI=1S/C18H20N2O3S/c1-13-12-14(2)19-18-16(13)17(20-24-18)23-11-9-21-8-10-22-15-6-4-3-5-7-15/h3-7,12H,8-11H2,1-2H3

Standard InChI Key:  LTSMYYPIPCJLFD-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
    6.3951   -9.8813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1823  -10.9679    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.9629   -9.8813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6789   -8.6433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3951  -10.7094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9629  -10.7094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6740  -10.2995    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6789  -11.1276    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1821   -9.6277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6789   -9.4715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5728   -8.8970    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2468  -11.1276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3954   -8.8704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7836   -8.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6060   -8.1179    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.9942   -7.3922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8167   -7.3655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2512   -8.0644    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.0737   -8.0377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5051   -8.7362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3269   -8.7099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7158   -7.9836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2769   -7.2824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4566   -7.3122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  5  2  1  0
  3  6  2  0
  1  9  1  0
  1 10  2  0
  7  9  2  0
  5  1  1  0
 10  3  1  0
  5  8  2  0
 10  4  1  0
  6  8  1  0
  9 11  1  0
  2  7  1  0
  6 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2419955

   4,6-Dimethyl-3-[2-(2-phenoxyethoxy)ethoxy]-[1,2]thiazolo[5,4-b]pyridine

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: 344.44

Molecular Weight (Monoisotopic): 344.1195

AlogP: 3.78

#Rotatable Bonds: 8

Polar Surface Area: 53.47

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.87

CX LogD: 3.87

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.58

Np Likeness Score: -1.42

References

1. Malinka W, Swiątek P, Sliwińska M, Szponar B, Gamian A, Karczmarzyk Z, Fruziński A..  (2013)  Synthesis of novel isothiazolopyridines and their in vitro evaluation against Mycobacterium and Propionibacterium acnes.,  21  (17): [PMID:23850103] [10.1016/j.bmc.2013.06.027]

Source

Source(1):

• Scientific Literature