6-(3,4-Dimethoxyphenyl)-3-(pyridin-3-ylethynyl)isothiazolo[4,3-b]pyridine

ID: ALA4522263

PubChem CID: 155542991

Max Phase: Preclinical

Molecular Formula: C21H15N3O2S

Molecular Weight: 373.44

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(-c2cnc3c(C#Cc4cccnc4)snc3c2)cc1OC

Standard InChI:  InChI=1S/C21H15N3O2S/c1-25-18-7-6-15(11-19(18)26-2)16-10-17-21(23-13-16)20(27-24-17)8-5-14-4-3-9-22-12-14/h3-4,6-7,9-13H,1-2H3

Standard InChI Key:  XMKRMXXCWCKTSQ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   33.5477  -12.0951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2557  -12.5041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.9654  -12.0946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.9626  -11.2720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2539  -10.8667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.6702  -12.5013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.6702  -13.3196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.3777  -13.7270    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.3737  -12.0922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8410  -10.8671    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.2515  -10.0495    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.9580   -9.6388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8408  -10.0499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.0818  -12.4959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.0888  -13.3144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   38.3449  -12.8944    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   37.8581  -12.2364    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   38.1301  -14.3338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.3892  -15.1088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.6483  -15.8839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.1047  -16.4924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.3633  -17.2668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.1648  -17.4305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.7073  -16.8137    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   39.4458  -16.0417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 27 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4522263

   ---

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: 373.44

Molecular Weight (Monoisotopic): 373.0885

AlogP: 4.17

#Rotatable Bonds: 3

Polar Surface Area: 57.13

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 3.06

CX LogP: 3.85

CX LogD: 3.85

Aromatic Rings: 4

Heavy Atoms: 27

QED Weighted: 0.50

Np Likeness Score: -0.88

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]

Source

Source(1):

• Scientific Literature