4-cyanobenzyl 6-methoxybenzo[d]thiazole-2-carboxylate

ID: ALA5290735

Max Phase: Preclinical

Molecular Formula: C17H12N2O3S

Molecular Weight: 324.36

Names and Identifiers

Canonical SMILES:  COc1ccc2nc(C(=O)OCc3ccc(C#N)cc3)sc2c1

Standard InChI:  InChI=1S/C17H12N2O3S/c1-21-13-6-7-14-15(8-13)23-16(19-14)17(20)22-10-12-4-2-11(9-18)3-5-12/h2-8H,10H2,1H3

Standard InChI Key:  XVYAOYYKIVHDTP-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
   -3.0537   -0.9034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3391   -0.4911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6271   -0.9030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6271   -1.7282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3373   -2.1400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0537   -1.7319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7682   -2.1445    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7682   -2.9697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8424   -1.9832    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3574   -1.3157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8424   -0.6481    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4676   -1.3157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8803   -0.6010    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8803   -2.0303    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7054   -0.6010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1181    0.1135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7056    0.8283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1177    1.5404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9431    1.5404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3550    0.8301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9468    0.1135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3557    2.2550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7682    2.9697    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  1  0
  4  3  2  0
  5  4  1  0
  6  5  2  0
  1  6  1  0
  6  7  1  0
  7  8  1  0
  4  9  1  0
 10  9  1  0
 11 10  2  0
  3 11  1  0
 12 10  1  0
 12 13  1  0
 12 14  2  0
 13 15  1  0
 15 16  1  0
 17 16  2  0
 18 17  1  0
 19 18  2  0
 20 19  1  0
 21 20  2  0
 16 21  1  0
 22 19  1  0
 22 23  3  0
M  END

Alternative Forms

1. Parent:

   

   ALA5290735

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 324.36

Molecular Weight (Monoisotopic): 324.0569

AlogP: 3.53

#Rotatable Bonds: 4

Polar Surface Area: 72.21

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.72

CX LogD: 3.72

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.69

Np Likeness Score: -1.65

References

1. Wongso H, Ono M, Yamasaki T, Kumata K, Higuchi M, Zhang MR, Fulham MJ, Katsifis A, Keller PA..  (2023)  Synthesis and structure-activity relationship (SAR) studies of 1,2,3-triazole, amide, and ester-based benzothiazole derivatives as potential molecular probes for tau protein.,  14  (5): [PMID:37252097] [10.1039/d2md00358a]

Source

Source(1):

• Scientific Literature