2-(4-hydroxybenzylidene)-N-(2-methoxyphenyl)hydrazinecarbothioamide

ID: ALA513436

Chembl Id: CHEMBL513436

PubChem CID: 135521627

Max Phase: Preclinical

Molecular Formula: C15H15N3O2S

Molecular Weight: 301.37

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccccc1NC(=S)N/N=C/c1ccc(O)cc1

Standard InChI:  InChI=1S/C15H15N3O2S/c1-20-14-5-3-2-4-13(14)17-15(21)18-16-10-11-6-8-12(19)9-7-11/h2-10,19H,1H3,(H2,17,18,21)/b16-10+

Standard InChI Key:  PLWQDUUWXYBUQS-MHWRWJLKSA-N

Alternative Forms

1. Parent:

   

   ALA513436

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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: 301.37

Molecular Weight (Monoisotopic): 301.0885

AlogP: 2.72

#Rotatable Bonds: 4

Polar Surface Area: 65.88

Molecular Species: NEUTRAL

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.11

CX Basic pKa: 2.25

CX LogP: 3.45

CX LogD: 3.44

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.46

Np Likeness Score: -1.56

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. PubChem BioAssay data set, 

3. 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]

Source

Source(2):

• Scientific Literature
• PubChem BioAssays