3'-O-[4-(4-hydroxybutyl)-1,2,3-triazol-1-ylmethyl]-5-(perylen-3-ylethynyl)-2'-deoxyuridine

ID: ALA4169744

Chembl Id: CHEMBL4169744

PubChem CID: 145953936

Max Phase: Preclinical

Molecular Formula: C38H33N5O6

Molecular Weight: 655.71

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=c1[nH]c(=O)n([C@H]2C[C@H](OCn3cc(CCCCO)nn3)[C@@H](CO)O2)cc1C#Cc1ccc2c3cccc4cccc(c5cccc1c52)c43

Standard InChI:  InChI=1S/C38H33N5O6/c44-17-2-1-8-26-20-42(41-40-26)22-48-32-18-34(49-33(32)21-45)43-19-25(37(46)39-38(43)47)14-13-23-15-16-31-29-11-4-7-24-6-3-10-28(35(24)29)30-12-5-9-27(23)36(30)31/h3-7,9-12,15-16,19-20,32-34,44-45H,1-2,8,17-18,21-22H2,(H,39,46,47)/t32-,33+,34+/m0/s1

Standard InChI Key:  DSJWRIKXWVPFOC-LBFZIJHGSA-N

Alternative Forms

1. Parent:

   

   ALA4169744

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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: 655.71

Molecular Weight (Monoisotopic): 655.2431

AlogP: 4.22

#Rotatable Bonds: 9

Polar Surface Area: 144.49

Molecular Species: NEUTRAL

HBA: 10

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 11

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 9.44

CX Basic pKa: 0.44

CX LogP: 4.68

CX LogD: 4.67

Aromatic Rings: 7

Heavy Atoms: 49

QED Weighted: 0.09

Np Likeness Score: -0.05

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