1-(4-Methylsulfanyl)phenyl-10H-[1,2,4]triazolo[3',4':3,4][1,2,4]triazino[5,6-b]indole

ID: ALA2296704

PubChem CID: 136245019

Max Phase: Preclinical

Molecular Formula: C17H12N6S

Molecular Weight: 332.39

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CSc1ccc(-c2nnc3nnc4c5ccccc5[nH]c4n23)cc1

Standard InChI:  InChI=1S/C17H12N6S/c1-24-11-8-6-10(7-9-11)15-20-22-17-21-19-14-12-4-2-3-5-13(12)18-16(14)23(15)17/h2-9,18H,1H3

Standard InChI Key:  WHZBOTWDKGGDPV-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 28  0  0  0  0  0  0  0  0999 V2000
   12.1412   -0.0395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6458   -0.6923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9636   -1.4457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9502   -0.1389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2707   -0.8897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7742   -1.5463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2452   -2.2214    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.0486   -1.1590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0367   -1.9832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4728   -1.1795    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.7644   -0.7549    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.4610   -2.0037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7374   -2.4014    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.8923   -3.2122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7111   -3.3161    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.0627   -2.5691    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.4957   -3.9211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6774   -3.9304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2782   -4.6426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6960   -5.3459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5174   -5.3325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9129   -4.6198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2977   -6.0594    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   12.4806   -6.0711    0.0000 C   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  9  1  0
  8  5  1  0
  8  9  2  0
  8 11  1  0
  9 13  1  0
 12 10  1  0
 10 11  2  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 12  2  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 17  1  0
 14 17  1  0
 20 23  1  0
 23 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2296704

   ---

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: 332.39

Molecular Weight (Monoisotopic): 332.0844

AlogP: 3.54

#Rotatable Bonds: 2

Polar Surface Area: 71.76

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.06

CX Basic pKa: 0.59

CX LogP: 2.30

CX LogD: 2.30

Aromatic Rings: 5

Heavy Atoms: 24

QED Weighted: 0.50

Np Likeness Score: -1.25

References

1. Upadhyay K, Manvar A, Loddo R, Colla PL, Virsodiya V, Trivedi J, Chaniyara R, Shah A.  (2013)  Syntheses and in vitro biological screening of 1-aryl-10H-[1,2,4]triazolo[3,4:3,4][1,2,4]triazino[5,6-b]indoles,  22  (8): [10.1007/s00044-012-0342-1]

Source

Source(1):

• Scientific Literature