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

ID: ALA4176723

Chembl Id: CHEMBL4176723

PubChem CID: 145971483

Max Phase: Preclinical

Molecular Formula: C33H26N2O5S

Molecular Weight: 562.65

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C33H26N2O5S/c1-41-18-39-27-15-29(40-28(27)17-36)35-16-21(32(37)34-33(35)38)12-11-19-13-14-26-24-9-3-6-20-5-2-8-23(30(20)24)25-10-4-7-22(19)31(25)26/h2-10,13-14,16,27-29,36H,15,17-18H2,1H3,(H,34,37,38)/t27-,28+,29+/m0/s1

Standard InChI Key:  GLTIGECOTYVVAJ-ZGIBFIJWSA-N

Alternative Forms

1. Parent:

   

   ALA4176723

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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: 562.65

Molecular Weight (Monoisotopic): 562.1562

AlogP: 4.97

#Rotatable Bonds: 5

Polar Surface Area: 93.55

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 9.44

CX Basic pKa:

CX LogP: 5.13

CX LogD: 5.13

Aromatic Rings: 6

Heavy Atoms: 41

QED Weighted: 0.13

Np Likeness Score: 0.18

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