1-(1H-Benzo[d]imidazol-2-yl)-3-(6-(2-mercaptophenyl)-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazol-3-yl)propan-1-one

ID: ALA2335259

PubChem CID: 136234635

Max Phase: Preclinical

Molecular Formula: C19H14N6OS2

Molecular Weight: 406.50

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(CCc1nnc2sc(-c3ccccc3S)nn12)c1nc2ccccc2[nH]1

Standard InChI:  InChI=1S/C19H14N6OS2/c26-14(17-20-12-6-2-3-7-13(12)21-17)9-10-16-22-23-19-25(16)24-18(28-19)11-5-1-4-8-15(11)27/h1-8,27H,9-10H2,(H,20,21)

Standard InChI Key:  NLMPJQCPTACLLU-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 28 32  0  0  0  0  0  0  0  0999 V2000
    7.5694  -12.1832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5682  -13.0105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2830  -13.4234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2812  -11.7704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9966  -12.1796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9968  -13.0106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7872  -13.2671    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.2755  -12.5947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7868  -11.9225    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.1005  -12.5944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5134  -13.3087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5128  -11.8797    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.3384  -13.3083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8122  -13.9836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8775  -14.7837    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.6353  -13.9951    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.2021  -15.2577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5442  -14.7623    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.8696  -15.2350    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.1111  -16.0222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9343  -16.0365    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   11.6171  -16.6805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7901  -16.6742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3731  -17.3862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7818  -18.1049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6120  -18.1071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0253  -17.3946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8503  -17.3972    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9  5  1  0
  8 10  1  0
 10 11  1  0
 10 12  2  0
 11 13  1  0
 13 14  1  0
 14 18  1  0
 17 15  2  0
 15 16  1  0
 16 14  2  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 17  1  0
 20 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 22  1  0
 27 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2335259

   ---

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: 406.50

Molecular Weight (Monoisotopic): 406.0671

AlogP: 3.83

#Rotatable Bonds: 5

Polar Surface Area: 88.83

Molecular Species: ACID

HBA: 8

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 5.63

CX Basic pKa: 3.15

CX LogP: 3.31

CX LogD: 2.03

Aromatic Rings: 5

Heavy Atoms: 28

QED Weighted: 0.34

Np Likeness Score: -1.88

References

1. Husain A, Rashid M, Shaharyar M, Siddiqui AA, Mishra R..  (2013)  Benzimidazole clubbed with triazolo-thiadiazoles and triazolo-thiadiazines: new anticancer agents.,  62  [PMID:23333063] [10.1016/j.ejmech.2012.07.011]

Source

Source(1):

• Scientific Literature