ID: ALA223262

Max Phase: Preclinical

Molecular Formula: C15H20N2O5

Molecular Weight: 308.33

Molecule Type: Small molecule

Representations

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

Standard InChI:  InChI=1S/C15H20N2O5/c1-2-3-4-5-6-10-8-17(15(21)16-14(10)20)13-7-11(19)12(9-18)22-13/h8,11-13,18-19H,2-4,7,9H2,1H3,(H,16,20,21)/t11-,12+,13+/m0/s1

Standard InChI Key:  NWZZMQOOZLSLRJ-YNEHKIRRSA-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: 308.33

Molecular Weight (Monoisotopic): 308.1372

AlogP: -0.28

#Rotatable Bonds: 4

Polar Surface Area: 104.55

Molecular Species: NEUTRAL

HBA: 6

HBD: 3

#RO5 Violations: 0

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 9.44

CX Basic pKa:

CX LogP: 0.69

CX LogD: 0.68

Aromatic Rings: 1

Heavy Atoms: 22

QED Weighted: 0.52

Np Likeness Score: 0.84

References

1. Barr PJ, Nolan PA, Santi DV, Robins MJ..  (1981)  Inhibition of thymidylate synthetase by 5-alkynyl-2'-deoxyuridylates.,  24  (12): [PMID:6796687] [10.1021/jm00144a003]

2. De Clercq E, Descamps J, Balzarini J, Giziewicz J, Barr PJ, Robins MJ..  (1983)  Nucleic acid related compounds. 40. Synthesis and biological activities of 5-alkynyluracil nucleosides.,  26  (5): [PMID:6302254] [10.1021/jm00359a008]

3. Helguera AM, Rodríguez-Borges JE, García-Mera X, Fernández F, Cordeiro MN..  (2007)  Probing the anticancer activity of nucleoside analogues: a QSAR model approach using an internally consistent training set.,  50  (7): [PMID:17341060] [10.1021/jm061445m]

Source

Source(1):

• Scientific Literature