3'-O-azidomethyl-5-(perylen-3-ylethynyl)-2'-deoxyuridine

ID: ALA4162873

Chembl Id: CHEMBL4162873

PubChem CID: 145959733

Max Phase: Preclinical

Molecular Formula: C32H23N5O5

Molecular Weight: 557.57

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  [N-]=[N+]=NCO[C@H]1C[C@H](n2cc(C#Cc3ccc4c5cccc6cccc(c7cccc3c74)c65)c(=O)[nH]c2=O)O[C@@H]1CO

Standard InChI:  InChI=1S/C32H23N5O5/c33-36-34-17-41-26-14-28(42-27(26)16-38)37-15-20(31(39)35-32(37)40)11-10-18-12-13-25-23-8-2-5-19-4-1-7-22(29(19)23)24-9-3-6-21(18)30(24)25/h1-9,12-13,15,26-28,38H,14,16-17H2,(H,35,39,40)/t26-,27+,28+/m0/s1

Standard InChI Key:  OTWIQTYNDKWBKE-UPRLRBBYSA-N

Alternative Forms

1. Parent:

   

   ALA4162873

   ---

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

Calculated Properties

Molecular Weight: 557.57

Molecular Weight (Monoisotopic): 557.1699

AlogP: 4.92

#Rotatable Bonds: 5

Polar Surface Area: 142.31

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 9.44

CX Basic pKa:

CX LogP: 4.67

CX LogD: 4.55

Aromatic Rings: 6

Heavy Atoms: 42

QED Weighted: 0.08

Np Likeness Score: 0.33

References

1. Proskurin GV, Orlov AA, Brylev VA, Kozlovskaya LI, Chistov AA, Karganova GG, Palyulin VA, Osolodkin DI, Korshun VA, Aralov AV..  (2018)  3'-O-Substituted 5-(perylen-3-ylethynyl)-2'-deoxyuridines as tick-borne encephalitis virus reproduction inhibitors.,  155  [PMID:29859999] [10.1016/j.ejmech.2018.05.040]

Source

Source(1):

• Scientific Literature