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5-(4-chlorophenyl)-2-furaldehyde thiosemicarbazone

ID: ALA327577

Chembl Id: CHEMBL327577

Cas Number: 60698-40-0

PubChem CID: 9563573

Max Phase: Preclinical

Molecular Formula: C12H10ClN3OS

Molecular Weight: 279.75

Molecule Type: Small molecule

Associated Items:

Bioactivity Summary Target Summary Assay Summary

Names and Identifiers

Canonical SMILES: N/C(S)=N/N=C/c1ccc(-c2ccc(Cl)cc2)o1

Standard InChI: InChI=1S/C12H10ClN3OS/c13-9-3-1-8(2-4-9)11-6-5-10(17-11)7-15-16-12(14)18/h1-7H,(H3,14,16,18)/b15-7+

Standard InChI Key: OYEQJQNRMFKNDG-VIZOYTHASA-N

Cruzipain (33337 Activities)

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Trypanosoma cruzi (99888 Activities)

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

NS3 Genome polyprotein (385 Activities)

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Trypanosoma brucei (78846 Activities)

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

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

MESH ID	MESH Heading	EFO IDs	EFO Terms	Max Phase for Indication	References

Mechanism of Action	Action Type	target ID	Target Name	Target Type	Target Organism	Binding Site Name	References

Molecular Weight: 279.75	Molecular Weight (Monoisotopic): 279.0233	AlogP: 3.18	#Rotatable Bonds: 3
Polar Surface Area: 63.88	Molecular Species: NEUTRAL	HBA: 3	HBD: 2
#RO5 Violations: 0	HBA (Lipinski): 4	HBD (Lipinski): 2	#RO5 Violations (Lipinski): 0
CX Acidic pKa: 6.66	CX Basic pKa: 3.62	CX LogP: 3.00	CX LogD: 2.33
Aromatic Rings: 2	Heavy Atoms: 18	QED Weighted: 0.39	Np Likeness Score: -1.36

1. Du X, Guo C, Hansell E, Doyle PS, Caffrey CR, Holler TP, McKerrow JH, Cohen FE.. (2002) Synthesis and structure-activity relationship study of potent trypanocidal thio semicarbazone inhibitors of the trypanosomal cysteine protease cruzain., 45 (13): [PMID:12061873] [10.1021/jm010459j]
2. Braga SFP, Santos VC, Vieira RP, Silva EBD, Monti L, Krake SH, Martinez PDG, Dias LC, Caffrey CR, Siqueira-Neto JL, de Oliveira RB, Ferreira RS.. (2022) From rational design to serendipity: Discovery of novel thiosemicarbazones as potent trypanocidal compounds., 244 [PMID:36343429] [10.1016/j.ejmech.2022.114876]

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