ID: ALA2113388

Max Phase: Preclinical

Molecular Formula: C20H25N5O4

Molecular Weight: 399.45

Molecule Type: Small molecule

Representations

Canonical SMILES:  C[C@H](Cc1ccccc1)Nc1ncnc2c1ncn2[C@@H]1O[C@H](CO)[C@@H](O)[C@@]1(C)O

Standard InChI:  InChI=1S/C20H25N5O4/c1-12(8-13-6-4-3-5-7-13)24-17-15-18(22-10-21-17)25(11-23-15)19-20(2,28)16(27)14(9-26)29-19/h3-7,10-12,14,16,19,26-28H,8-9H2,1-2H3,(H,21,22,24)/t12-,14-,16-,19-,20-/m1/s1

Standard InChI Key:  WJCRFGFGOJNWSD-NHOKMAFPSA-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: 399.45

Molecular Weight (Monoisotopic): 399.1907

AlogP: 0.87

#Rotatable Bonds: 6

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: 12.34

CX Basic pKa: 3.73

CX LogP: 0.92

CX LogD: 0.92

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.48

Np Likeness Score: 0.62

References

1. Cappellacci L, Barboni G, Palmieri M, Pasqualini M, Grifantini M, Costa B, Martini C, Franchetti P..  (2002)  Ribose-modified nucleosides as ligands for adenosine receptors: synthesis, conformational analysis, and biological evaluation of 1'-C-methyl adenosine analogues.,  45  (6): [PMID:11881988] [10.1021/jm0102755]

2. Franchetti P, Cappellacci L, Marchetti S, Trincavelli L, Martini C, Mazzoni MR, Lucacchini A, Grifantini M..  (1998)  2'-C-Methyl analogues of selective adenosine receptor agonists: synthesis and binding studies.,  41  (10): [PMID:9572897] [10.1021/jm9707737]

Source

Source(1):

• Scientific Literature