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

ID: ALA3819035

PubChem CID: 127051256

Max Phase: Preclinical

Molecular Formula: C21H16N4O2S

Molecular Weight: 388.45

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc2c(c1)nnn2-c1ccc(-c2nc3ccc(OC)cc3s2)cc1

Standard InChI:  InChI=1S/C21H16N4O2S/c1-26-15-8-10-19-18(11-15)23-24-25(19)14-5-3-13(4-6-14)21-22-17-9-7-16(27-2)12-20(17)28-21/h3-12H,1-2H3

Standard InChI Key:  NTMLGZLNOYZLKN-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 28 32  0  0  0  0  0  0  0  0999 V2000
    1.7138   -1.2033    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    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
    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
   -3.6217    1.4865    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6560    0.8780    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
  4  5  1  0
  1  5  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  5  9  2  0
  4  6  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 10 15  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 16 20  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 20 24  2  0
 19 21  2  0
 25 26  1  0
 23 25  1  0
 13 17  1  0
  1 10  1  0
 27 28  1  0
  7 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3819035

   ---

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: 388.45

Molecular Weight (Monoisotopic): 388.0994

AlogP: 4.71

#Rotatable Bonds: 4

Polar Surface Area: 62.06

Molecular Species: NEUTRAL

HBA: 7

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 2.37

CX LogP: 4.93

CX LogD: 4.93

Aromatic Rings: 5

Heavy Atoms: 28

QED Weighted: 0.45

Np Likeness Score: -1.97

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