ID: ALA1631726

Max Phase: Preclinical

Molecular Formula: C15H16N4S

Molecular Weight: 284.39

Molecule Type: Small molecule

Representations

Canonical SMILES:  C/C(=N\NC(=S)Nc1ccc(C)cc1)c1ccccn1

Standard InChI:  InChI=1S/C15H16N4S/c1-11-6-8-13(9-7-11)17-15(20)19-18-12(2)14-5-3-4-10-16-14/h3-10H,1-2H3,(H2,17,19,20)/b18-12+

Standard InChI Key:  ZKSCCNZKLCCYNG-LDADJPATSA-N

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

Properties

Molecular Weight: 284.39

Molecular Weight (Monoisotopic): 284.1096

AlogP: 3.10

#Rotatable Bonds: 3

Polar Surface Area: 49.31

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 11.30

CX Basic pKa: 2.88

CX LogP: 3.43

CX LogD: 3.43

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.52

Np Likeness Score: -2.17

References

1. Lessa JA, Mendes IC, da Silva PR, Soares MA, dos Santos RG, Speziali NL, Romeiro NC, Barreiro EJ, Beraldo H..  (2010)  2-Acetylpyridine thiosemicarbazones: cytotoxic activity in nanomolar doses against malignant gliomas.,  45  (12): [PMID:20884094] [10.1016/j.ejmech.2010.09.021]

2. PubChem BioAssay data set, 

3. Klayman DL, Bartosevich JF, Griffin TS, Mason CJ, Scovill JP..  (1979)  2-Acetylpyridine thiosemicarbazones. 1. A new class of potential antimalarial agents.,  22  (7): [PMID:376848] [10.1021/jm00193a020]

4. Pape VF,Tóth S,Füredi A,Szebényi K,Lovrics A,Szabó P,Wiese M,Szakács G.  (2016)  Design, synthesis and biological evaluation of thiosemicarbazones, hydrazinobenzothiazoles and arylhydrazones as anticancer agents with a potential to overcome multidrug resistance.,  117  [PMID:27161177] [10.1016/j.ejmech.2016.03.078]

Source

Source(2):

• Scientific Literature
• PubChem BioAssays