ID: ALA46381

Max Phase: Preclinical

Molecular Formula: C25H27N3O2

Molecular Weight: 401.51

Molecule Type: Small molecule

Representations

Canonical SMILES:  O=C1N(CCCCCOc2ccc(-c3ccccc3)cc2)CCN1c1ccncc1

Standard InChI:  InChI=1S/C25H27N3O2/c29-25-27(18-19-28(25)23-13-15-26-16-14-23)17-5-2-6-20-30-24-11-9-22(10-12-24)21-7-3-1-4-8-21/h1,3-4,7-16H,2,5-6,17-20H2

Standard InChI Key:  SOIBWQCHMCSSBA-UHFFFAOYSA-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: 401.51

Molecular Weight (Monoisotopic): 401.2103

AlogP: 5.24

#Rotatable Bonds: 9

Polar Surface Area: 45.67

Molecular Species: NEUTRAL

HBA: 3

HBD: 0

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 0

#RO5 Violations (Lipinski): 1

CX Acidic pKa:

CX Basic pKa: 4.48

CX LogP: 4.11

CX LogD: 4.11

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.46

Np Likeness Score: -1.18

References

1. Shia KS, Li WT, Chang CM, Hsu MC, Chern JH, Leong MK, Tseng SN, Lee CC, Lee YC, Chen SJ, Peng KC, Tseng HY, Chang YL, Tai CL, Shih SR..  (2002)  Design, synthesis, and structure-activity relationship of pyridyl imidazolidinones: a novel class of potent and selective human enterovirus 71 inhibitors.,  45  (8): [PMID:11931618] [10.1021/jm010536a]

2. Chern JH, Lee CC, Chang CS, Lee YC, Tai CL, Lin YT, Shia KS, Lee CY, Shih SR..  (2004)  Synthesis and antienteroviral activity of a series of novel, oxime ether-containing pyridyl imidazolidinones.,  14  (20): [PMID:15380197] [10.1016/j.bmcl.2004.07.084]

3. Egorova A, Ekins S, Schmidtke M, Makarov V..  (2019)  Back to the future: Advances in development of broad-spectrum capsid-binding inhibitors of enteroviruses.,  178  [PMID:31226653] [10.1016/j.ejmech.2019.06.008]

Source

Source(1):

• Scientific Literature