ID: ALA4102485

Max Phase: Preclinical

Molecular Formula: C25H23N5O4

Molecular Weight: 457.49

Molecule Type: Small molecule

Representations

Canonical SMILES:  OC[C@H]1O[C@@H](n2cnc3c(NCc4c5ccccc5cc5ccccc45)ncnc32)[C@H](O)[C@@H]1O

Standard InChI:  InChI=1S/C25H23N5O4/c31-11-19-21(32)22(33)25(34-19)30-13-29-20-23(27-12-28-24(20)30)26-10-18-16-7-3-1-5-14(16)9-15-6-2-4-8-17(15)18/h1-9,12-13,19,21-22,25,31-33H,10-11H2,(H,26,27,28)/t19-,21-,22-,25-/m1/s1

Standard InChI Key:  PIRKENBEBYLCJH-PTGPVQHPSA-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: 457.49

Molecular Weight (Monoisotopic): 457.1750

AlogP: 2.36

#Rotatable Bonds: 5

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: 12.45

CX Basic pKa: 3.72

CX LogP: 1.91

CX LogD: 1.91

Aromatic Rings: 5

Heavy Atoms: 34

QED Weighted: 0.30

Np Likeness Score: 0.38

References

1. Orlov AA, Drenichev MS, Oslovsky VE, Kurochkin NN, Solyev PN, Kozlovskaya LI, Palyulin VA, Karganova GG, Mikhailov SN, Osolodkin DI..  (2017)  New tools in nucleoside toolbox of tick-borne encephalitis virus reproduction inhibitors.,  27  (5): [PMID:28159412] [10.1016/j.bmcl.2017.01.040]

2. 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