2-(4-hydroxybenzylidene)-N-phenylhydrazinecarbothioamide

ID: ALA456610

Chembl Id: CHEMBL456610

PubChem CID: 135560361

Max Phase: Preclinical

Molecular Formula: C14H13N3OS

Molecular Weight: 271.35

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Oc1ccc(/C=N/NC(=S)Nc2ccccc2)cc1

Standard InChI:  InChI=1S/C14H13N3OS/c18-13-8-6-11(7-9-13)10-15-17-14(19)16-12-4-2-1-3-5-12/h1-10,18H,(H2,16,17,19)/b15-10+

Standard InChI Key:  IIKOSSZBVGWABG-XNTDXEJSSA-N

Alternative Forms

1. Parent:

   

   ALA456610

   ---

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: 271.35

Molecular Weight (Monoisotopic): 271.0779

AlogP: 2.71

#Rotatable Bonds: 3

Polar Surface Area: 56.65

Molecular Species: NEUTRAL

HBA: 3

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.11

CX Basic pKa: 2.44

CX LogP: 3.60

CX LogD: 3.59

Aromatic Rings: 2

Heavy Atoms: 19

QED Weighted: 0.46

Np Likeness Score: -1.64

References

1. Krishnan K, Prathiba K, Jayaprakash V, Basu A, Mishra N, Zhou B, Hu S, Yen Y..  (2008)  Synthesis and ribonucleotide reductase inhibitory activity of thiosemicarbazones.,  18  (23): [PMID:18976907] [10.1016/j.bmcl.2008.09.097]

2. Moorthy NSHN, Cerqueira NMFSA, Ramos MJ, Fernandes PA.  (2012)  QSAR and pharmacophore analysis of thiosemicarbazone derivatives as ribonucleotide reductase inhibitors,  21  (6): [10.1007/s00044-011-9580-x]

3. Calcatierra V, López Ó, Fernández-Bolaños JG, Plata GB, Padrón JM..  (2015)  Phenolic thio- and selenosemicarbazones as multi-target drugs.,  94  [PMID:25752525] [10.1016/j.ejmech.2015.02.037]

Source

Source(1):

• Scientific Literature