ID: ALA2089345

Max Phase: Preclinical

Molecular Formula: C32H26ClN5O2

Molecular Weight: 548.05

Molecule Type: Small molecule

Representations

Canonical SMILES:  O[C@@H]1[C@H](O)[C@@H]2C[C@@H]2[C@H]1n1cnc2c(NCc3cccc(Cl)c3)nc(C#Cc3ccc(-c4ccccc4)cc3)nc21

Standard InChI:  InChI=1S/C32H26ClN5O2/c33-23-8-4-5-20(15-23)17-34-31-27-32(38(18-35-27)28-24-16-25(24)29(39)30(28)40)37-26(36-31)14-11-19-9-12-22(13-10-19)21-6-2-1-3-7-21/h1-10,12-13,15,18,24-25,28-30,39-40H,16-17H2,(H,34,36,37)/t24-,25+,28+,29+,30-/m0/s1

Standard InChI Key:  IHHSUJKYJJRZKL-FZNLZUNPSA-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: 548.05

Molecular Weight (Monoisotopic): 547.1775

AlogP: 5.07

#Rotatable Bonds: 5

Polar Surface Area: 96.09

Molecular Species: NEUTRAL

HBA: 7

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 13.35

CX Basic pKa: 2.94

CX LogP: 5.85

CX LogD: 5.85

Aromatic Rings: 5

Heavy Atoms: 40

QED Weighted: 0.27

Np Likeness Score: -0.44

References

1. Tosh DK, Paoletta S, Phan K, Gao ZG, Jacobson KA..  (2012)  Truncated Nucleosides as A(3) Adenosine Receptor Ligands: Combined 2-Arylethynyl and Bicyclohexane Substitutions.,  3  (7): [PMID:23145215] [10.1021/ml300107e]

2. Paoletta S, Tosh DK, Finley A, Gizewski ET, Moss SM, Gao ZG, Auchampach JA, Salvemini D, Jacobson KA..  (2013)  Rational design of sulfonated A3 adenosine receptor-selective nucleosides as pharmacological tools to study chronic neuropathic pain.,  56  (14): [PMID:23789857] [10.1021/jm4007966]

Source

Source(1):

• Scientific Literature