ID: ALA2323039

Max Phase: Preclinical

Molecular Formula: C34H43N3O5

Molecular Weight: 573.73

Molecule Type: Small molecule

Representations

Canonical SMILES:  COC(=O)c1ccc(COc2ccccc2CN2CCN(C(=O)CNC(=O)CC34CC5CC(CC(C5)C3)C4)CC2)cc1

Standard InChI:  InChI=1S/C34H43N3O5/c1-41-33(40)28-8-6-24(7-9-28)23-42-30-5-3-2-4-29(30)22-36-10-12-37(13-11-36)32(39)21-35-31(38)20-34-17-25-14-26(18-34)16-27(15-25)19-34/h2-9,25-27H,10-23H2,1H3,(H,35,38)

Standard InChI Key:  KSISWIVDFITFKQ-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: 573.73

Molecular Weight (Monoisotopic): 573.3203

AlogP: 4.42

#Rotatable Bonds: 10

Polar Surface Area: 88.18

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.02

CX Basic pKa: 6.33

CX LogP: 3.99

CX LogD: 3.95

Aromatic Rings: 2

Heavy Atoms: 42

QED Weighted: 0.42

Np Likeness Score: -1.07

References

1. Lee K, Ren T, Côté M, Gholamreza B, Misasi J, Bruchez A, Cunningham J..  (2013)  Inhibition of Ebola Virus Infection: Identification of Niemann-Pick C1 as the Target by Optimization of a Chemical Probe.,  4  (2): [PMID:23526644] [10.1021/ml300370k]

2. Liu H, Tian Y, Lee K, Krishnan P, Wang MK, Whelan S, Mevers E, Soloveva V, Dedic B, Liu X, Cunningham JM..  (2018)  Identification of Potent Ebola Virus Entry Inhibitors with Suitable Properties for in Vivo Studies.,  61  (14): [PMID:29920098] [10.1021/acs.jmedchem.8b00704]

3. Morales-Tenorio M, Ginex T, Cuesta-Geijo MÁ, Campillo NE, Muñoz-Fontela C, Alonso C, Delgado R, Gil C..  (2021)  Potential pharmacological strategies targeting the Niemann-Pick C1 receptor and Ebola virus glycoprotein interaction.,  223  [PMID:34175537] [10.1016/j.ejmech.2021.113654]

4. Han S, Li H, Chen W, Yang L, Tong X, Zuo J, Hu Y..  (2022)  Discovery of potent ebola entry inhibitors with (3S,4aS,8aS)-2-(3-amino-2-hydroxypropyl) decahydroisoquinoline-3-carboxamide scaffold.,  240  [PMID:35872393] [10.1016/j.ejmech.2022.114608]

Source

Source(1):

• Scientific Literature