ID: ALA234790

Max Phase: Preclinical

Molecular Formula: C16H20N8O5

Molecular Weight: 404.39

Molecule Type: Small molecule

Representations

Canonical SMILES:  CNC(=O)c1cnn(-c2nc(NC)c3ncn([C@@H]4O[C@H](CO)[C@@H](O)[C@H]4O)c3n2)c1

Standard InChI:  InChI=1S/C16H20N8O5/c1-17-12-9-13(22-16(21-12)24-4-7(3-20-24)14(28)18-2)23(6-19-9)15-11(27)10(26)8(5-25)29-15/h3-4,6,8,10-11,15,25-27H,5H2,1-2H3,(H,18,28)(H,17,21,22)/t8-,10-,11-,15-/m1/s1

Standard InChI Key:  NLHSUOFVYXIUGC-ORXWAGORSA-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: 404.39

Molecular Weight (Monoisotopic): 404.1557

AlogP: -1.98

#Rotatable Bonds: 5

Polar Surface Area: 172.47

Molecular Species: NEUTRAL

HBA: 12

HBD: 5

#RO5 Violations: 1

HBA (Lipinski): 13

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.35

CX Basic pKa: 1.32

CX LogP: -1.95

CX LogD: -1.95

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.32

Np Likeness Score: -0.23

References

1. Elzein E, Palle V, Wu Y, Maa T, Zeng D, Zablocki J..  (2004)  2-Pyrazolyl-N(6)-substituted adenosine derivatives as high affinity and selective adenosine A(3) receptor agonists.,  47  (19): [PMID:15341491] [10.1021/jm049682h]

2. Elzein E, Kalla R, Li X, Perry T, Marquart T, Micklatcher M, Li Y, Wu Y, Zeng D, Zablocki J..  (2007)  N6-Cycloalkyl-2-substituted adenosine derivatives as selective, high affinity adenosine A1 receptor agonists.,  17  (1): [PMID:17045477] [10.1016/j.bmcl.2006.09.065]

Source

Source(1):

• Scientific Literature