4-[(4-Propoxybenzylidene)amino]-5-(pyridin-4-yl)-4H-1,2,4-triazole-3-thiol

ID: ALA4081879

PubChem CID: 6880586

Max Phase: Preclinical

Molecular Formula: C17H17N5OS

Molecular Weight: 339.42

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCOc1ccc(/C=N/n2c(S)nnc2-c2ccncc2)cc1

Standard InChI:  InChI=1S/C17H17N5OS/c1-2-11-23-15-5-3-13(4-6-15)12-19-22-16(20-21-17(22)24)14-7-9-18-10-8-14/h3-10,12H,2,11H2,1H3,(H,21,24)/b19-12+

Standard InChI Key:  NOUUQFVALFPRTI-XDHOZWIPSA-N

Molfile:  

     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
   18.2753   -8.9726    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.0925   -8.9726    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.3469   -8.1959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6839   -7.7138    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.0252   -8.1959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1244   -7.9445    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   17.2479   -7.9437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6827   -6.8966    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.3898   -6.4869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3885   -5.6697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0947   -5.2624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0938   -4.4460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3849   -4.0376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6755   -4.4517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6799   -5.2668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3826   -3.2205    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.6737   -2.8139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6714   -1.9967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9625   -1.5901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0809   -7.1457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3044   -6.8934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6964   -7.4408    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.8701   -8.2436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6464   -8.4922    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
  5  1  2  0
  3  6  1  0
  5  7  1  0
  4  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 10  1  0
 13 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
  7 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24  7  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4081879

   4-[(E)-(4-propoxyphenyl)methylideneamino]-3-pyridin-4-yl-1H-1,2,4-triazole-5-thione

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: 339.42

Molecular Weight (Monoisotopic): 339.1154

AlogP: 3.30

#Rotatable Bonds: 6

Polar Surface Area: 65.19

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.32

CX Basic pKa: 3.44

CX LogP: 2.67

CX LogD: 2.35

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.55

Np Likeness Score: -1.97

References

1. Välimäki MJ, Tölli MA, Kinnunen SM, Aro J, Serpi R, Pohjolainen L, Talman V, Poso A, Ruskoaho HJ..  (2017)  Discovery of Small Molecules Targeting the Synergy of Cardiac Transcription Factors GATA4 and NKX2-5.,  60  (18): [PMID:28858485] [10.1021/acs.jmedchem.7b00816]

Source

Source(1):

• Scientific Literature