4-((2-amino-6-oxo-6,7-dihydro-1H-purin-8-ylthio)methyl)benzonitrile

ID: ALA3233202

Chembl Id: CHEMBL3233202

PubChem CID: 135468747

Max Phase: Preclinical

Molecular Formula: C13H10N6OS

Molecular Weight: 298.33

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N#Cc1ccc(CSc2nc3nc(N)[nH]c(=O)c3[nH]2)cc1

Standard InChI:  InChI=1S/C13H10N6OS/c14-5-7-1-3-8(4-2-7)6-21-13-16-9-10(18-13)17-12(15)19-11(9)20/h1-4H,6H2,(H4,15,16,17,18,19,20)

Standard InChI Key:  GWZOSZRSFBULCC-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3233202

   ---

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

Calculated Properties

Molecular Weight: 298.33

Molecular Weight (Monoisotopic): 298.0637

AlogP: 1.39

#Rotatable Bonds: 3

Polar Surface Area: 124.24

Molecular Species: NEUTRAL

HBA: 6

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 6.64

CX Basic pKa: 0.64

CX LogP: 1.68

CX LogD: 1.08

Aromatic Rings: 3

Heavy Atoms: 21

QED Weighted: 0.63

Np Likeness Score: -1.47

References

1. Yun MK, Hoagland D, Kumar G, Waddell MB, Rock CO, Lee RE, White SW..  (2014)  The identification, analysis and structure-based development of novel inhibitors of 6-hydroxymethyl-7,8-dihydropterin pyrophosphokinase.,  22  (7): [PMID:24613625] [10.1016/j.bmc.2014.02.022]

2. 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]

3. 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

Source(1):

• Scientific Literature