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

ID: ALA3819465

PubChem CID: 127052194

Max Phase: Preclinical

Molecular Formula: C21H16N4OS

Molecular Weight: 372.45

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc2nc(-c3ccc(-n4nnc5ccccc54)c(C)c3)sc2c1

Standard InChI:  InChI=1S/C21H16N4OS/c1-13-11-14(21-22-17-9-8-15(26-2)12-20(17)27-21)7-10-18(13)25-19-6-4-3-5-16(19)23-24-25/h3-12H,1-2H3

Standard InChI Key:  GVFWALAGANBRQV-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
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   -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 O   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
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  1 10  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3819465

   ---

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: 372.45

Molecular Weight (Monoisotopic): 372.1045

AlogP: 5.01

#Rotatable Bonds: 3

Polar Surface Area: 52.83

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 2.36

CX LogP: 5.60

CX LogD: 5.60

Aromatic Rings: 5

Heavy Atoms: 27

QED Weighted: 0.45

Np Likeness Score: -2.20

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