3-(2-((5-(pyridin-4-yl)-4-(o-tolyl)-4H-1,2,4-triazol-3-yl)thio)ethyl)-1H-indole

ID: ALA5279066

Max Phase: Preclinical

Molecular Formula: C24H21N5S

Molecular Weight: 411.53

Names and Identifiers

Canonical SMILES:  Cc1ccccc1-n1c(SCCc2c[nH]c3ccccc23)nnc1-c1ccncc1

Standard InChI:  InChI=1S/C24H21N5S/c1-17-6-2-5-9-22(17)29-23(18-10-13-25-14-11-18)27-28-24(29)30-15-12-19-16-26-21-8-4-3-7-20(19)21/h2-11,13-14,16,26H,12,15H2,1H3

Standard InChI Key:  UYEMTNLGTODWQB-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 30 34  0  0  0  0  0  0  0  0999 V2000
   -0.7804   -0.6061    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4478   -0.1212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1929    0.6635    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3678    0.6635    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1129   -0.1212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2449   -0.3348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4588   -1.1319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2537   -1.3441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8373   -0.7604    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6263    0.0330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8310    0.2511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6841   -0.3348    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.2676    0.2486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0647    0.0351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6482    0.6185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5192    1.4332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2542    1.8077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8373    1.2245    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4629    0.4895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8298    1.8814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8727    2.7054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6031    3.0796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2972    2.6349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7804   -1.4313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0658   -1.8442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0665   -2.6669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7814   -3.0796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4933   -2.6704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4981   -1.8457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6488   -1.4316    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  2  0
  5  1  1  0
  6  2  1  0
  7  6  2  0
  8  7  1  0
  9  8  2  0
 10  9  1  0
  6 11  1  0
 11 10  2  0
  5 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 16 15  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 19 15  2  0
 16 20  1  0
 21 20  2  0
 22 21  1  0
 23 22  2  0
 17 23  1  0
 24  1  1  0
 25 24  2  0
 26 25  1  0
 27 26  2  0
 28 27  1  0
 24 29  1  0
 29 28  2  0
 25 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5279066

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 411.53

Molecular Weight (Monoisotopic): 411.1518

AlogP: 5.45

#Rotatable Bonds: 6

Polar Surface Area: 59.39

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 3.71

CX LogP: 5.42

CX LogD: 5.42

Aromatic Rings: 5

Heavy Atoms: 30

QED Weighted: 0.38

Np Likeness Score: -1.64

References

1. Yakkala PA, Panda SR, Naidu VGM, Shafi S, Kamal A..  (2023)  Pyridine-Based 1,2,4-Triazolo-Tethered Indole Conjugates Potentially Affecting TNKS and PI3K in Colorectal Cancer.,  14  (3): [PMID:36923920] [10.1021/acsmedchemlett.2c00475]

Source

Source(1):

• Scientific Literature