ID: ALA1097849

Max Phase: Preclinical

Molecular Formula: C13H17N5O5

Molecular Weight: 323.31

Molecule Type: Small molecule

Representations

Canonical SMILES:  Cc1cn([C@H]2C[C@H](n3cc(CO)nn3)[C@@H](CO)O2)c(=O)[nH]c1=O

Standard InChI:  InChI=1S/C13H17N5O5/c1-7-3-17(13(22)14-12(7)21)11-2-9(10(6-20)23-11)18-4-8(5-19)15-16-18/h3-4,9-11,19-20H,2,5-6H2,1H3,(H,14,21,22)/t9-,10+,11+/m0/s1

Standard InChI Key:  NBDUKFFZXZQJHT-HBNTYKKESA-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: 323.31

Molecular Weight (Monoisotopic): 323.1230

AlogP: -1.55

#Rotatable Bonds: 4

Polar Surface Area: 135.26

Molecular Species: NEUTRAL

HBA: 9

HBD: 3

#RO5 Violations: 0

HBA (Lipinski): 10

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 9.96

CX Basic pKa:

CX LogP: -1.27

CX LogD: -1.27

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.62

Np Likeness Score: -0.16

References

1. Lin J, Roy V, Wang L, You L, Agrofoglio LA, Deville-Bonne D, McBrayer TR, Coats SJ, Schinazi RF, Eriksson S..  (2010)  3'-(1,2,3-Triazol-1-yl)-3'-deoxythymidine analogs as substrates for human and Ureaplasma parvum thymidine kinase for structure-activity investigations.,  18  (9): [PMID:20378362] [10.1016/j.bmc.2010.03.023]

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. Trznadel R, Singh A, Kleczewska N, Liberska J, Ruszkowski P, Celewicz L..  (2019)  Synthesis and in vitro anticancer activity of new gemcitabine-nucleoside analogue dimers containing methyltriazole or ester-methyltriazole linker.,  29  (18): [PMID:31400940] [10.1016/j.bmcl.2019.08.003]

Source

Source(1):

• Scientific Literature