ID: ALA223327

Max Phase: Preclinical

Molecular Formula: C18H18N6O5

Molecular Weight: 398.38

Molecule Type: Small molecule

Representations

Canonical SMILES:  CONc1nc(C#Cc2ccccn2)nc2c1ncn2[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O

Standard InChI:  InChI=1S/C18H18N6O5/c1-28-23-16-13-17(22-12(21-16)6-5-10-4-2-3-7-19-10)24(9-20-13)18-15(27)14(26)11(8-25)29-18/h2-4,7,9,11,14-15,18,25-27H,8H2,1H3,(H,21,22,23)/t11-,14-,15-,18-/m1/s1

Standard InChI Key:  CMMXTSNUEHRJEY-XKLVTHTNSA-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: 398.38

Molecular Weight (Monoisotopic): 398.1339

AlogP: -0.79

#Rotatable Bonds: 4

Polar Surface Area: 147.67

Molecular Species: NEUTRAL

HBA: 11

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 11

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.36

CX Basic pKa: 2.87

CX LogP: 0.14

CX LogD: 0.14

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.33

Np Likeness Score: 0.34

References

1. Volpini R, Dal Ben D, Lambertucci C, Taffi S, Vittori S, Klotz KN, Cristalli G..  (2007)  N6-methoxy-2-alkynyladenosine derivatives as highly potent and selective ligands at the human A3 adenosine receptor.,  50  (6): [PMID:17309246] [10.1021/jm060963u]

2. Volpini R, Buccioni M, Dal Ben D, Lambertucci C, Lammi C, Marucci G, Ramadori AT, Klotz KN, Cristalli G..  (2009)  Synthesis and biological evaluation of 2-alkynyl-N6-methyl-5'-N-methylcarboxamidoadenosine derivatives as potent and highly selective agonists for the human adenosine A3 receptor.,  52  (23): [PMID:19839592] [10.1021/jm900754g]

Source

Source(1):

• Scientific Literature