ID: ALA18314

Max Phase: Preclinical

Molecular Formula: C8H11N3O3S

Molecular Weight: 229.26

Molecule Type: Small molecule

Representations

Canonical SMILES:  Nc1ccn([C@H]2CS[C@@H](CO)O2)c(=O)n1

Standard InChI:  InChI=1S/C8H11N3O3S/c9-5-1-2-11(8(13)10-5)6-4-15-7(3-12)14-6/h1-2,6-7,12H,3-4H2,(H2,9,10,13)/t6-,7+/m1/s1

Standard InChI Key:  JTEGQNOMFQHVDC-RQJHMYQMSA-N

Molecule Features

Natural Product: Yes

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

Properties

Molecular Weight: 229.26

Molecular Weight (Monoisotopic): 229.0521

AlogP: -0.59

#Rotatable Bonds: 2

Polar Surface Area: 90.37

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa:

CX LogP: -1.10

CX LogD: -1.10

Aromatic Rings: 1

Heavy Atoms: 15

QED Weighted: 0.70

Np Likeness Score: 1.46

References

1. PubChem BioAssay data set, 

2. PubChem BioAssay data set, 

3. PubChem BioAssay data set, 

4. PubChem BioAssay data set, 

5. PubChem BioAssay data set, 

6. Zhang Y, Sun X, Fan N, Zhao J, Tu J, Chen X, Liu J, Wang X.  (2015)  5-Iodo-2-arylalkylthio-6-aryl pyrimidin-4(3H)-ones as non-nucleoside anti-HBV agents,  6  (8): [10.1039/C5MD00181A]

7. Meng Q, Chen X, Kang D, Huang B, Li W, Zhan P, Daelemans D, De Clercq E, Pannecouque C, Liu X..  (2016)  Design, synthesis and evaluation of novel HIV-1 NNRTIs with dual structural conformations targeting the entrance channel of the NNRTI binding pocket.,  115  [PMID:26994843] [10.1016/j.ejmech.2016.02.068]

8. Geisman AN, Valuev-Elliston VT, Ozerov AA, Khandazhinskaya AL, Chizhov AO, Kochetkov SN, Pannecouque C, Naesens L, Seley-Radtke KL, Novikov MS..  (2016)  1,6-Bis[(benzyloxy)methyl]uracil derivatives-Novel antivirals with activity against HIV-1 and influenza H1N1 virus.,  24  (11): [PMID:27112451] [10.1016/j.bmc.2016.04.010]

9. Chuang H, Huang LS, Kapoor M, Liao Y, Yang C, Chang C, Wu C, Hwu JR, Huang T, Hsu M.  (2016)  Design and synthesis of pyridine-pyrazole-sulfonate derivatives as potential anti-HBV agents,  7  (5): [10.1039/C6MD00008H]

10. Jia M, Zhao R, Xu B, Yan W, Chu F, Gu H, Xie T, Xiang H, Ren J, Chen D, Wang P, Lei H..  (2017)  Synthesis and biological activity evaluation of novel peroxo-bridged derivatives as potential anti-hepatitis B virus agents.,  8  (1): [PMID:30108700] [10.1039/C6MD00344C]

11. Wang J, Zhang L, Zhao J, Zhang Y, Liu Q, Tian C, Zhang Z, Liu J, Wang X..  (2018)  2-Arylthio-5-iodo pyrimidine derivatives as non-nucleoside HBV polymerase inhibitors.,  26  (8): [PMID:29459146] [10.1016/j.bmc.2018.02.003]

12. Li Z, Min Q, Huang H, Liu R, Zhu Y, Zhu Q..  (2018)  Design, synthesis and biological evaluation of seco-A-pentacyclic triterpenoids-3,4-lactone as potent non-nucleoside HBV inhibitors.,  28  (9): [PMID:29627260] [10.1016/j.bmcl.2018.03.076]

13. Fu Z, Zhang T, Zhou Z, Kang D, Sun L, Gao S, Cherukupalli S, De Clercq E, Pannecouque C, Liu X, Zhan P..  (2021)  Exploiting the hydrophobic channel of the NNIBP: Discovery of novel diarylpyrimidines as HIV-1 NNRTIs against wild-type and K103N mutant viruses.,  42  [PMID:34090079] [10.1016/j.bmc.2021.116239]

14. Wu YJ, Meanwell NA..  (2021)  Geminal Diheteroatomic Motifs: Some Applications of Acetals, Ketals, and Their Sulfur and Nitrogen Homologues in Medicinal Chemistry and Drug Design.,  64  (14.0): [PMID:34213340] [10.1021/acs.jmedchem.1c00790]

Source

Source(2):

• Scientific Literature
• PubChem BioAssays