6-amino-9-benzyl-2-butoxy-9H-purine-8-thiol

ID: ALA4450790

Chembl Id: CHEMBL4450790

PubChem CID: 10065166

Max Phase: Preclinical

Molecular Formula: C16H19N5OS

Molecular Weight: 329.43

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCCOc1nc(N)c2nc(S)n(Cc3ccccc3)c2n1

Standard InChI:  InChI=1S/C16H19N5OS/c1-2-3-9-22-15-19-13(17)12-14(20-15)21(16(23)18-12)10-11-7-5-4-6-8-11/h4-8H,2-3,9-10H2,1H3,(H,18,23)(H2,17,19,20)

Standard InChI Key:  BPBXEBUYSVFBDI-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA4450790

   6-amino-9-benzyl-2-butoxy-7H-purine-8-thione

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 329.43

Molecular Weight (Monoisotopic): 329.1310

AlogP: 2.92

#Rotatable Bonds: 6

Polar Surface Area: 78.85

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 7.86

CX Basic pKa: 3.71

CX LogP: 4.04

CX LogD: 3.91

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.54

Np Likeness Score: -1.08

References

1. Akinbobuyi B, Wang L, Upchurch KC, Byrd MR, Chang CA, Quintana JM, Petersen RE, Seifert ZJ, Boquin JR, Oh S, Kane RR..  (2016)  Synthesis and immunostimulatory activity of substituted TLR7 agonists.,  26  (17): [PMID:27476423] [10.1016/j.bmcl.2016.07.049]

2. Talukdar A, Ganguly D, Roy S, Das N, Sarkar D..  (2021)  Structural Evolution and Translational Potential for Agonists and Antagonists of Endosomal Toll-like Receptors.,  64  (12.0): [PMID:34107682] [10.1021/acs.jmedchem.1c00300]

Source

Source(1):

• Scientific Literature