ID: ALA2113592

Max Phase: Preclinical

Molecular Formula: C15H23N7O4

Molecular Weight: 365.39

Molecule Type: Small molecule

Representations

Canonical SMILES:  CC(C)C/C=N/Nc1nc(N)c2ncn([C@@H]3O[C@H](CO)[C@@H](O)[C@H]3O)c2n1

Standard InChI:  InChI=1S/C15H23N7O4/c1-7(2)3-4-18-21-15-19-12(16)9-13(20-15)22(6-17-9)14-11(25)10(24)8(5-23)26-14/h4,6-8,10-11,14,23-25H,3,5H2,1-2H3,(H3,16,19,20,21)/b18-4+/t8-,10-,11-,14-/m1/s1

Standard InChI Key:  XXRIESUTDBVRGJ-IDVJSUKHSA-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: 365.39

Molecular Weight (Monoisotopic): 365.1812

AlogP: -0.54

#Rotatable Bonds: 6

Polar Surface Area: 163.93

Molecular Species: NEUTRAL

HBA: 11

HBD: 5

#RO5 Violations: 1

HBA (Lipinski): 11

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 11.90

CX Basic pKa: 4.79

CX LogP: -0.22

CX LogD: -0.24

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.33

Np Likeness Score: 0.61

References

1. van Tilburg EW, von Frijtag Drabbe Kunzel J, de Groote M, IJzerman AP..  (2002)  2,5'-Disubstituted adenosine derivatives: evaluation of selectivity and efficacy for the adenosine A(1), A(2A), and A(3) receptor.,  45  (2): [PMID:11784146] [10.1021/jm010952v]

2. Niiya K, Olsson RA, Thompson RD, Silvia SK, Ueeda M..  (1992)  2-(N'-alkylidenehydrazino)adenosines: potent and selective coronary vasodilators.,  35  (24): [PMID:1469687] [10.1021/jm00102a007]

Source

Source(1):

• Scientific Literature