ID: ALA1762442

Max Phase: Preclinical

Molecular Formula: C16H14N4OS

Molecular Weight: 310.38

Molecule Type: Small molecule

Representations

Canonical SMILES:  Cc1ccc(NC(=S)N/N=C2\C(=O)Nc3ccccc32)cc1

Standard InChI:  InChI=1S/C16H14N4OS/c1-10-6-8-11(9-7-10)17-16(22)20-19-14-12-4-2-3-5-13(12)18-15(14)21/h2-9H,1H3,(H2,17,20,22)(H,18,19,21)

Standard InChI Key:  SLECJXBVESLGRI-UHFFFAOYSA-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: 310.38

Molecular Weight (Monoisotopic): 310.0888

AlogP: 2.64

#Rotatable Bonds: 2

Polar Surface Area: 65.52

Molecular Species: NEUTRAL

HBA: 3

HBD: 3

#RO5 Violations: 0

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 9.90

CX Basic pKa:

CX LogP: 3.69

CX LogD: 3.68

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.59

Np Likeness Score: -1.67

References

1. Kang IJ, Wang LW, Hsu TA, Yueh A, Lee CC, Lee YC, Lee CY, Chao YS, Shih SR, Chern JH..  (2011)  Isatin-β-thiosemicarbazones as potent herpes simplex virus inhibitors.,  21  (7): [PMID:21356589] [10.1016/j.bmcl.2011.02.037]

2. Hall MD, Brimacombe KR, Varonka MS, Pluchino KM, Monda JK, Li J, Walsh MJ, Boxer MB, Warren TH, Fales HM, Gottesman MM..  (2011)  Synthesis and structure-activity evaluation of isatin-β-thiosemicarbazones with improved selective activity toward multidrug-resistant cells expressing P-glycoprotein.,  54  (16): [PMID:21721528] [10.1021/jm2006047]

3. PubChem BioAssay data set, 

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