ID: ALA2113575

Max Phase: Preclinical

Molecular Formula: C20H33N5O4

Molecular Weight: 407.52

Molecule Type: Small molecule

Representations

Canonical SMILES:  CCCCCCCCCCNc1ncnc2c1ncn2[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O

Standard InChI:  InChI=1S/C20H33N5O4/c1-2-3-4-5-6-7-8-9-10-21-18-15-19(23-12-22-18)25(13-24-15)20-17(28)16(27)14(11-26)29-20/h12-14,16-17,20,26-28H,2-11H2,1H3,(H,21,22,23)/t14-,16-,17-,20-/m1/s1

Standard InChI Key:  GZFLOSJRKROOQT-WVSUBDOOSA-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: 407.52

Molecular Weight (Monoisotopic): 407.2533

AlogP: 1.99

#Rotatable Bonds: 12

Polar Surface Area: 125.55

Molecular Species: NEUTRAL

HBA: 9

HBD: 4

#RO5 Violations: 0

HBA (Lipinski): 9

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 12.45

CX Basic pKa: 3.76

CX LogP: 2.20

CX LogD: 2.20

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.39

Np Likeness Score: 0.63

References

1. Jacobson KA, Nikodijevic O, Ji XD, Berkich DA, Eveleth D, Dean RL, Hiramatsu K, Kassell NF, van Galen PJ, Lee KS..  (1992)  Synthesis and biological activity of N6-(p-sulfophenyl)alkyl and N6-sulfoalkyl derivatives of adenosine: water-soluble and peripherally selective adenosine agonists.,  35  (22): [PMID:1433217] [10.1021/jm00100a020]

Source

Source(1):

• Scientific Literature