6-methoxy-2-(1-(4-nitrobenzyl)-1H-1,2,3-triazol-4-yl)benzo[d]thiazole

ID: ALA5285051

Max Phase: Preclinical

Molecular Formula: C17H13N5O3S

Molecular Weight: 367.39

Names and Identifiers

Canonical SMILES:  COc1ccc2nc(-c3cn(Cc4ccc([N+](=O)[O-])cc4)nn3)sc2c1

Standard InChI:  InChI=1S/C17H13N5O3S/c1-25-13-6-7-14-16(8-13)26-17(18-14)15-10-21(20-19-15)9-11-2-4-12(5-3-11)22(23)24/h2-8,10H,9H2,1H3

Standard InChI Key:  CERJHNYLZCGEJL-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   -3.4897    0.7575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7778    0.3455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7778   -0.4795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4879   -0.8913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2043   -0.4832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9189   -0.8958    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9189   -1.7210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9931   -0.7345    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5081   -0.0670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9931    0.6006    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6829   -0.0670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2703    0.6475    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5511    0.4621    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6320   -0.3393    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1278   -0.6714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3466   -0.7519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0614   -0.3395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0619    0.4857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7749    0.8961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4896    0.4832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4910   -0.3377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7790   -0.7541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2043    0.8959    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9189    0.4833    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2043    1.7210    0.0000 O   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
 13 14  2  0
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 16 15  1  0
 12 16  2  0
 17 15  1  0
 18 17  1  0
 19 18  2  0
 20 19  1  0
 21 20  2  0
 22 21  1  0
 23 22  2  0
 18 23  1  0
 24 21  1  0
 24 25  1  0
 24 26  2  0
M  CHG  2  24   1  25  -1
M  END

Alternative Forms

1. Parent:

   

   ALA5285051

   ---

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: 367.39

Molecular Weight (Monoisotopic): 367.0739

AlogP: 3.52

#Rotatable Bonds: 5

Polar Surface Area: 95.97

Molecular Species: NEUTRAL

HBA: 8

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 1.00

CX LogP: 4.08

CX LogD: 4.08

Aromatic Rings: 4

Heavy Atoms: 26

QED Weighted: 0.40

Np Likeness Score: -2.35

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