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

ID: ALA457926

Chembl Id: CHEMBL457926

PubChem CID: 135612469

Max Phase: Preclinical

Molecular Formula: C14H12N4O3S

Molecular Weight: 316.34

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  O=[N+]([O-])c1ccccc1NC(=S)N/N=C/c1ccc(O)cc1

Standard InChI:  InChI=1S/C14H12N4O3S/c19-11-7-5-10(6-8-11)9-15-17-14(22)16-12-3-1-2-4-13(12)18(20)21/h1-9,19H,(H2,16,17,22)/b15-9+

Standard InChI Key:  DKNPSTNVDPKHRT-OQLLNIDSSA-N

Alternative Forms

  1. Parent:

    ALA457926

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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: 316.34Molecular Weight (Monoisotopic): 316.0630AlogP: 2.62#Rotatable Bonds: 4
Polar Surface Area: 99.79Molecular Species: NEUTRALHBA: 5HBD: 3
#RO5 Violations: HBA (Lipinski): 7HBD (Lipinski): 3#RO5 Violations (Lipinski):
CX Acidic pKa: 9.11CX Basic pKa: 1.78CX LogP: 3.54CX LogD: 3.53
Aromatic Rings: 2Heavy Atoms: 22QED Weighted: 0.35Np Likeness Score: -1.93

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