ID: ALA2041078

Max Phase: Preclinical

Molecular Formula: C12H14N2O7

Molecular Weight: 298.25

Molecule Type: Small molecule

Representations

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

Standard InChI:  InChI=1S/C12H14N2O7/c1-2-5-3-14(12(20)13-10(5)19)11-9(18)8(17)7(16)6(4-15)21-11/h1,3,6-9,11,15-18H,4H2,(H,13,19,20)/t6-,7-,8+,9-,11-/m1/s1

Standard InChI Key:  DSYJZEAWLKMMLW-ZBGLXGBJSA-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: 298.25

Molecular Weight (Monoisotopic): 298.0801

AlogP: -3.51

#Rotatable Bonds: 2

Polar Surface Area: 145.01

Molecular Species: NEUTRAL

HBA: 8

HBD: 5

#RO5 Violations: 0

HBA (Lipinski): 9

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 9.44

CX Basic pKa:

CX LogP: -3.01

CX LogD: -3.02

Aromatic Rings: 1

Heavy Atoms: 21

QED Weighted: 0.36

Np Likeness Score: 0.91

References

1. Kantsadi AL, Manta S, Psarra AM, Dimopoulou A, Kiritsis C, Parmenopoulou V, Skamnaki VT, Zoumpoulakis P, Zographos SE, Leonidas DD, Komiotis D..  (2012)  The binding of C5-alkynyl and alkylfurano[2,3-d]pyrimidine glucopyranonucleosides to glycogen phosphorylase b: synthesis, biochemical and biological assessment.,  54  [PMID:22770609] [10.1016/j.ejmech.2012.06.029]

2. Dimopoulou A, Manta S, Kiritsis C, Gkaragkouni DN, Papasotiriou I, Balzarini J, Komiotis D..  (2013)  Rapid microwave-enhanced synthesis of C5-alkynyl pyranonucleosides as novel cytotoxic antitumor agents.,  23  (5): [PMID:23369539] [10.1016/j.bmcl.2012.12.092]

Source

Source(1):

• Scientific Literature