ID: ALA1091210

Max Phase: Preclinical

Molecular Formula: C18H18ClN5O4

Molecular Weight: 403.83

Molecule Type: Small molecule

Representations

Canonical SMILES:  Cc1cn([C@H]2C[C@H](n3nncc3-c3ccc(Cl)cc3)[C@@H](CO)O2)c(=O)[nH]c1=O

Standard InChI:  InChI=1S/C18H18ClN5O4/c1-10-8-23(18(27)21-17(10)26)16-6-13(15(9-25)28-16)24-14(7-20-22-24)11-2-4-12(19)5-3-11/h2-5,7-8,13,15-16,25H,6,9H2,1H3,(H,21,26,27)/t13-,15+,16+/m0/s1

Standard InChI Key:  TWLPJSCQTPQHJC-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: 403.83

Molecular Weight (Monoisotopic): 403.1047

AlogP: 1.28

#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: 1.59

CX LogD: 1.59

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.68

Np Likeness Score: -0.38

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]

Source

Source(1):

• Scientific Literature