1-[4-(6-Ethyl-benzothiazol-2-yl)-2-methyl-phenyl]-1H-benzotriazole

ID: ALA3819651

PubChem CID: 127051561

Max Phase: Preclinical

Molecular Formula: C22H18N4S

Molecular Weight: 370.48

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCc1ccc2nc(-c3ccc(-n4nnc5ccccc54)c(C)c3)sc2c1

Standard InChI:  InChI=1S/C22H18N4S/c1-3-15-8-10-18-21(13-15)27-22(23-18)16-9-11-19(14(2)12-16)26-20-7-5-4-6-17(20)24-25-26/h4-13H,3H2,1-2H3

Standard InChI Key:  QOVXODXPJYBLAW-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    2.5889    0.0182    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7138    1.2033    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2917    0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2917   -0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0028    1.5132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3155    0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3155   -0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0028   -1.5132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1852   -2.6281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2781   -3.8165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8565   -5.2005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3443   -5.3916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2537   -4.1987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6753   -2.8147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0879   -3.6632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1413   -8.0438    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.9230   -6.7763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3512   -7.0908    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4957   -8.5772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1229   -9.1692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7115   -9.4626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5281  -10.9712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1553  -11.5632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9324  -10.6610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9878  -13.0547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8885  -13.5357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
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  6  7  1  0
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 18 19  2  0
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 22 23  1  0
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 21 25  2  0
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  1 10  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3819651

   ---

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: 370.48

Molecular Weight (Monoisotopic): 370.1252

AlogP: 5.57

#Rotatable Bonds: 3

Polar Surface Area: 43.60

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 2.29

CX LogP: 6.72

CX LogD: 6.72

Aromatic Rings: 5

Heavy Atoms: 27

QED Weighted: 0.42

Np Likeness Score: -2.25

References

1. Senadi GC, Liao C, Kuo K, Lin J, Chang L, Wang JJ, Hu W.  (2016)  Design, synthesis and antimetastatic evaluation of 1-benzothiazolylphenylbenzotriazoles for photodynamic therapy in oral cancer cells,  7  (6): [10.1039/C6MD00034G]

Source

Source(1):

• Scientific Literature