ID: ALA3797928

Max Phase: Preclinical

Molecular Formula: C31H22N2O6

Molecular Weight: 518.53

Molecule Type: Small molecule

Representations

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

Standard InChI:  InChI=1S/C31H22N2O6/c34-15-24-27(35)28(36)30(39-24)33-14-18(29(37)32-31(33)38)11-10-16-12-13-23-21-8-2-5-17-4-1-7-20(25(17)21)22-9-3-6-19(16)26(22)23/h1-9,12-14,24,27-28,30,34-36H,15H2,(H,32,37,38)/t24-,27-,28+,30-/m1/s1

Standard InChI Key:  QMGZCFXCMATIAO-FKGPWWPUSA-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: 518.53

Molecular Weight (Monoisotopic): 518.1478

AlogP: 2.60

#Rotatable Bonds: 2

Polar Surface Area: 124.78

Molecular Species: NEUTRAL

HBA: 7

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 9.43

CX Basic pKa:

CX LogP: 2.89

CX LogD: 2.88

Aromatic Rings: 6

Heavy Atoms: 39

QED Weighted: 0.16

Np Likeness Score: 0.48

References

1. Orlov AA, Chistov AA, Kozlovskaya LI, Ustinov AV, Korshun VA, Karganova GG, Osolodkin DI.  (2016)  Rigid amphipathic nucleosides suppress reproduction of the tick-borne encephalitis virus,  7  (3): [10.1039/C5MD00538H]

2. Chistov AA, Orlov AA, Streshnev PP, Slesarchuk NA, Aparin IO, Rathi B, Brylev VA, Kutyakov SV, Mikhura IV, Ustinov AV, Westman G, Palyulin VA, Jain N, Osolodkin DI, Kozlovskaya LI, Korshun VA..  (2019)  Compounds based on 5-(perylen-3-ylethynyl)uracil scaffold: High activity against tick-borne encephalitis virus and non-specific activity against enterovirus A.,  171  [PMID:30909022] [10.1016/j.ejmech.2019.03.029]

3. Slesarchuk NA, Khvatov EV, Chistov AA, Proskurin GV, Nikitin TD, Lazarevich AI, Ulanovskaya AA, Ulashchik EA, Orlov AA, Jegorov AV, Ustinov AV, Tyurin AP, Shmanai VV, Ishmukhametov AA, Korshun VA, Osolodkin DI, Kozlovskaya LI, Aralov AV..  (2020)  Simplistic perylene-related compounds as inhibitors of tick-borne encephalitis virus reproduction.,  30  (10): [PMID:32199731] [10.1016/j.bmcl.2020.127100]

Source

Source(1):

• Scientific Literature