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Compounds
ALA1195586

(2S,3S,4R,5S)-2-(4-amino-5H-pyrrolo[3,2-d]pyrimidin-7-yl)-5-(methylthiomethyl)pyrrolidine-3,4-diol

ID: ALA1195586

Chembl Id: CHEMBL1195586

PubChem CID: 446609

Max Phase: Preclinical

Molecular Formula: C12H17N5O2S

Molecular Weight: 295.37

Molecule Type: Small molecule

Associated Items:

Bioactivity Summary Target Summary Assay Summary

Names and Identifiers

Canonical SMILES: CSC[C@H]1N[C@@H](c2c[nH]c3c(N)ncnc23)[C@H](O)[C@@H]1O

Standard InChI: InChI=1S/C12H17N5O2S/c1-20-3-6-10(18)11(19)8(17-6)5-2-14-9-7(5)15-4-16-12(9)13/h2,4,6,8,10-11,14,17-19H,3H2,1H3,(H2,13,15,16)/t6-,8+,10-,11+/m1/s1

Standard InChI Key: PLIGEAXYYNDCDB-RXDXJJGDSA-N

Alternative Forms

Alternative Forms:

ALA1195586
(2S,3S,4R,5S)-2-(4-amino-5H-pyrrolo[3,2-d]pyrimidin-7-yl)-5-(methylsulfanylmethyl)pyrrolidine-3,4-diol;hydrochloride
Parent:

ALA1195586
(1S)-1-(9-Deazaadenin-9-yl)-1,4-dideoxy-1,4-imino-5-methylthio-D-ribitol

Associated Targets(Human)

MTAP Tchem S-methyl-5-thioadenosine phosphorylase (233 Activities)

Discover Target: MTAP

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

Associated Targets(non-human)

mtnN 5'-methylthioadenosine/S-adenosylhomocysteine nucleosidase (31 Activities)

Discover Target: mtnN

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

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

Drug Indications

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

Mechanisms of Action

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

Calculated Properties

Molecular Weight: 295.37	Molecular Weight (Monoisotopic): 295.1103	AlogP: -0.36	#Rotatable Bonds: 3
Polar Surface Area: 120.08	Molecular Species: BASE	HBA: 7	HBD: 5
#RO5 Violations: ┄	HBA (Lipinski): 7	HBD (Lipinski): 6	#RO5 Violations (Lipinski): 1
CX Acidic pKa: 12.97	CX Basic pKa: 8.70	CX LogP: -0.66	CX LogD: -1.98
Aromatic Rings: 2	Heavy Atoms: 20	QED Weighted: 0.52	Np Likeness Score: 0.42

References

1. Gutierrez JA, Crowder T, Rinaldo-Matthis A, Ho MC, Almo SC, Schramm VL.. (2009) Transition state analogs of 5'-methylthioadenosine nucleosidase disrupt quorum sensing., 5 (4): [PMID:19270684] [10.1038/nchembio.153]
2. Clinch K, Evans GB, Fröhlich RF, Gulab SA, Gutierrez JA, Mason JM, Schramm VL, Tyler PC, Woolhouse AD.. (2012) Transition state analogue inhibitors of human methylthioadenosine phosphorylase and bacterial methylthioadenosine/S-adenosylhomocysteine nucleosidase incorporating acyclic ribooxacarbenium ion mimics., 20 (17): [PMID:22854195] [10.1016/j.bmc.2012.07.006]

Source

Source(1):

Scientific Literature