ID: ALA1090869

Max Phase: Preclinical

Molecular Formula: C18H19N5O4

Molecular Weight: 369.38

Molecule Type: Small molecule

Representations

Canonical SMILES:  Cc1cn([C@H]2C[C@H](n3nncc3-c3ccccc3)[C@@H](CO)O2)c(=O)[nH]c1=O

Standard InChI:  InChI=1S/C18H19N5O4/c1-11-9-22(18(26)20-17(11)25)16-7-13(15(10-24)27-16)23-14(8-19-21-23)12-5-3-2-4-6-12/h2-6,8-9,13,15-16,24H,7,10H2,1H3,(H,20,25,26)/t13-,15+,16+/m0/s1

Standard InChI Key:  ZGLKLXLPRAAAMO-NUEKZKHPSA-N

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

Properties

Molecular Weight: 369.38

Molecular Weight (Monoisotopic): 369.1437

AlogP: 0.62

#Rotatable Bonds: 4

Polar Surface Area: 115.03

Molecular Species: NEUTRAL

HBA: 8

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 9.96

CX Basic pKa: 0.55

CX LogP: 0.99

CX LogD: 0.99

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.70

Np Likeness Score: -0.21

References

1. Van Poecke S, Negri A, Gago F, Van Daele I, Solaroli N, Karlsson A, Balzarini J, Van Calenbergh S..  (2010)  3'-[4-Aryl-(1,2,3-triazol-1-yl)]-3'-deoxythymidine analogues as potent and selective inhibitors of human mitochondrial thymidine kinase.,  53  (7): [PMID:20218622] [10.1021/jm901532h]

2. Sirivolu VR, Vernekar SK, Ilina T, Myshakina NS, Parniak MA, Wang Z..  (2013)  Clicking 3'-azidothymidine into novel potent inhibitors of human immunodeficiency virus.,  56  (21): [PMID:24102161] [10.1021/jm401232v]

3. Vernekar SK, Qiu L, Zhang J, Kankanala J, Li H, Geraghty RJ, Wang Z..  (2015)  5'-Silylated 3'-1,2,3-triazolyl Thymidine Analogues as Inhibitors of West Nile Virus and Dengue Virus.,  58  (9): [PMID:25909386] [10.1021/acs.jmedchem.5b00327]

Source

Source(1):

• Scientific Literature