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2-Amino-8-(benzylthio)-1,9-dihydro-6H-purin-6-one

ID: ALA3359161

Chembl Id: CHEMBL3359161

PubChem CID: 135482485

Max Phase: Preclinical

Molecular Formula: C12H11N5OS

Molecular Weight: 273.32

Molecule Type: Small molecule

Associated Items:

Bioactivity Summary Target Summary Assay Summary

Names and Identifiers

Canonical SMILES: Nc1nc2[nH]c(SCc3ccccc3)nc2c(=O)[nH]1

Standard InChI: InChI=1S/C12H11N5OS/c13-11-15-9-8(10(18)17-11)14-12(16-9)19-6-7-4-2-1-3-5-7/h1-5H,6H2,(H4,13,14,15,16,17,18)

Standard InChI Key: RHAPVHANDLLSAI-UHFFFAOYSA-N

folK 2-amino-4-hydroxy-6-hydroxymethyldihydropteridin e pyrophosphokinase (89 Activities)

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

folP Bacterial dihydropteroate synthase (13 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: 273.32	Molecular Weight (Monoisotopic): 273.0684	AlogP: 1.52	#Rotatable Bonds: 3
Polar Surface Area: 100.45	Molecular Species: NEUTRAL	HBA: 5	HBD: 3
#RO5 Violations: ┄	HBA (Lipinski): 6	HBD (Lipinski): 4	#RO5 Violations (Lipinski): ┄
CX Acidic pKa: 7.72	CX Basic pKa: ┄	CX LogP: 1.79	CX LogD: 1.64
Aromatic Rings: 3	Heavy Atoms: 19	QED Weighted: 0.63	Np Likeness Score: -1.27

1. Dennis ML, Chhabra S, Wang ZC, Debono A, Dolezal O, Newman J, Pitcher NP, Rahmani R, Cleary B, Barlow N, Hattarki M, Graham B, Peat TS, Baell JB, Swarbrick JD.. (2014) Structure-based design and development of functionalized Mercaptoguanine derivatives as inhibitors of the folate biosynthesis pathway enzyme 6-hydroxymethyl-7,8-dihydropterin pyrophosphokinase from Staphylococcus aureus., 57 (22): [PMID:25357262] [10.1021/jm501417f]
2. Dennis ML, Pitcher NP, Lee MD, DeBono AJ, Wang ZC, Harjani JR, Rahmani R, Cleary B, Peat TS, Baell JB, Swarbrick JD.. (2016) Structural Basis for the Selective Binding of Inhibitors to 6-Hydroxymethyl-7,8-dihydropterin Pyrophosphokinase from Staphylococcus aureus and Escherichia coli., 59 (11): [PMID:27094768] [10.1021/acs.jmedchem.6b00002]

Source(1):