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

ID: ALA5283139

Max Phase: Preclinical

Molecular Formula: C18H15N5O3S

Molecular Weight: 381.42

Names and Identifiers

Canonical SMILES:  COc1ccc2nc(-c3cn(CCc4ccc([N+](=O)[O-])cc4)nn3)sc2c1

Standard InChI:  InChI=1S/C18H15N5O3S/c1-26-14-6-7-15-17(10-14)27-18(19-15)16-11-22(21-20-16)9-8-12-2-4-13(5-3-12)23(24)25/h2-7,10-11H,8-9H2,1H3

Standard InChI Key:  INENUHPJVCAUCN-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   -3.8477    1.7873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1358    1.3754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1358    0.5503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8460    0.1385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5623    0.5466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2769    0.1339    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2769   -0.6911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3511    0.2953    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8661    0.9628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3510    1.6304    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0409    0.9628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6283    1.6774    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1931    1.4920    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2740    0.6905    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4858    0.3584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.7034    0.6903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4210    0.2757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1359    0.6880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8479    0.2757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8476   -0.5496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1372   -0.9613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4208   -0.5529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5623   -0.9622    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5623   -1.7873    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2769   -0.5496    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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M  CHG  2  25   1  26  -1
M  END

Alternative Forms

1. Parent:

   

   ALA5283139

   ---

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: 381.42

Molecular Weight (Monoisotopic): 381.0896

AlogP: 3.71

#Rotatable Bonds: 6

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: 4.37

CX LogD: 4.37

Aromatic Rings: 4

Heavy Atoms: 27

QED Weighted: 0.37

Np Likeness Score: -2.16

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