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

ID: ALA464391

Chembl Id: CHEMBL464391

PubChem CID: 136045857

Max Phase: Preclinical

Molecular Formula: C14H13N3O2S

Molecular Weight: 287.34

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  Oc1ccc(/C=N/NC(=S)Nc2ccccc2O)cc1

Standard InChI:  InChI=1S/C14H13N3O2S/c18-11-7-5-10(6-8-11)9-15-17-14(20)16-12-3-1-2-4-13(12)19/h1-9,18-19H,(H2,16,17,20)/b15-9+

Standard InChI Key:  MNHHMLBIGOJNJI-OQLLNIDSSA-N

Alternative Forms

  1. Parent:

    ALA464391

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Associated Targets(Human)

RRM1 Tclin Ribonucleoside-diphosphate reductase RR1 (391 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: Small moleculeTopical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Drug Indications

MESH IDMESH Heading EFO IDsEFO TermsMax Phase for IndicationReferences

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Calculated Properties

Molecular Weight: 287.34Molecular Weight (Monoisotopic): 287.0728AlogP: 2.42#Rotatable Bonds: 3
Polar Surface Area: 76.88Molecular Species: NEUTRALHBA: 4HBD: 4
#RO5 Violations: HBA (Lipinski): 5HBD (Lipinski): 4#RO5 Violations (Lipinski):
CX Acidic pKa: 8.67CX Basic pKa: 2.19CX LogP: 3.30CX LogD: 3.28
Aromatic Rings: 2Heavy Atoms: 20QED Weighted: 0.30Np Likeness Score: -1.47

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]

Source