ID: ALA374665

Max Phase: Preclinical

Molecular Formula: C13H16N2O6

Molecular Weight: 296.28

Molecule Type: Small molecule

Representations

Canonical SMILES:  O=c1[nH]c(=O)n([C@H]2C[C@H](O)[C@@H](CO)O2)cc1C#CCCO

Standard InChI:  InChI=1S/C13H16N2O6/c16-4-2-1-3-8-6-15(13(20)14-12(8)19)11-5-9(18)10(7-17)21-11/h6,9-11,16-18H,2,4-5,7H2,(H,14,19,20)/t9-,10+,11+/m0/s1

Standard InChI Key:  KAIBIHADRGRWCL-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: 296.28

Molecular Weight (Monoisotopic): 296.1008

AlogP: -2.09

#Rotatable Bonds: 3

Polar Surface Area: 124.78

Molecular Species: NEUTRAL

HBA: 7

HBD: 4

#RO5 Violations: 0

HBA (Lipinski): 8

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 9.44

CX Basic pKa:

CX LogP: -1.64

CX LogD: -1.64

Aromatic Rings: 1

Heavy Atoms: 21

QED Weighted: 0.47

Np Likeness Score: 0.72

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